| Norwalk 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 808 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 7/10 | Miscellaneous Events | Walk for Elijah Fundraiser | Home - Norwalk HS-Testa Field [Directions] | 8:00 a.m. | ||
| Tue., 8/17 | Miscellaneous Events | Preseason Fall Coaches Meeting | Home - Norwalk HS [Directions] | 12:00 p.m. | ||
| Wed., 8/25 | FR Football | Trumbull (Scrim.) | Home - Norwalk HS-Testa Field [Directions] | 4:00 p.m. | ||
| Tue., 8/31 | V Boys Soccer | Weston (Scrim.) | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | ||
| Tue., 8/31 | JV Boys Soccer | Weston (Scrim.) | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 9/2 | V Field Hockey | Darien (Scrim.) | Away - Darien HS-DHS Stadium Field [Directions] | 4:30 p.m. | ||
| Thu., 9/2 | V Girls Soccer | Greenwich Country Day (Scrim.) | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | ||
| Fri., 9/3 | FR Football | Westhill (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 5:30 p.m. | ||
| Fri., 9/3 | V Boys Soccer | Glastonbury (Scrim.) | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Fri., 9/3 | V Boys Soccer | Notre Dame-Fairfield (Scrim.) | Home - Norwalk HS-Testa Field [Directions] | 7:30 p.m. | ||
| Sat., 9/4 | V Football | New Fairfield (Scrim.) | Away - New Fairfield HS-Stadium Field [Directions] | 5:00 p.m. | ||
| Sat., 9/4 | V Field Hockey | Preseason Play Day | Home - Norwalk HS-Testa Field [Directions] | 11:00 a.m. | ||
| Sat., 9/4 | JV Field Hockey | Preseason Play Day | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 11:00 a.m. | ||
| Mon., 9/6 | V Boys Soccer | Masuk (Scrim.) | Home - Norwalk HS-Testa Field [Directions] | 11:00 a.m. | ||
| Mon., 9/6 | JV Boys Soccer | Masuk (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 11:00 a.m. | ||
| Wed., 9/8 | V Boys Golf | Greenwich | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | Greenwich 162 Norwalk 209 | |
| Wed., 9/8 | Miscellaneous Events | Preseaon Fall Parent Meeting | Home - Norwalk HS [Directions] | 7:00 p.m. | ||
| Thu., 9/9 | FR Football | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:00 p.m. | ||
| Thu., 9/9 | V Boys Golf | Staples | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | Staples 160 Norwalk 195 | |
| Thu., 9/9 | V Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | L 0-9 | |
| Thu., 9/9 | V Girls Soccer | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | 4:00 p.m. | L 1-8 | |
| Thu., 9/9 | JV Girls Soccer | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | L 7-0 | |
| Fri., 9/10 | V Football | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 6:00 p.m. | W 28-20 | |
| Fri., 9/10 | V Boys Soccer | Darien | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | T 1-1 | |
| Fri., 9/10 | JV Boys Soccer | Darien | Home - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Sat., 9/11 | JV Football | Fairfield Ludlowe | Home - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | ||
| Sat., 9/11 | FR Boys Soccer | New Canaan | Away - Conner Field, New Cannan [Directions] | 10:00 a.m. | W 4-1 | |
| Sat., 9/11 | FR Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Front Field [Directions] | 10:00 a.m. | ||
| Sat., 9/11 | V Girls Volleyball | Morgan | Away - Morgan School-Gym [Directions] | 12:00 p.m. | L 1-3 | |
| Sat., 9/11 | JV Girls Volleyball | Morgan | Away - Morgan School-Gym [Directions] | 10:30 a.m. | ||
| Sat., 9/11 | FR Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 10:00 a.m. | ||
| Mon., 9/13 | FR Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | L 1-0 | |
| Mon., 9/13 | V Field Hockey | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | L 0-9 | |
| Mon., 9/13 | JV Field Hockey | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 5:30 p.m. | ||
| Mon., 9/13 | V Girls Soccer | Wilton | Home - Norwalk HS-Testa Field [Directions] | 7:15 p.m. | L 1-7 | |
| Mon., 9/13 | JV Girls Soccer | Wilton | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | L 8-0 | |
| Mon., 9/13 | V Girls Swimming and Diving | New Canaan | Away - Waveny Park-Waveny Pool [Directions] | 3:30 p.m. | New Canaan 103 Norwalk 73 | |
| Mon., 9/13 | FR Girls Volleyball | New Canaan | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 9/14 | V Boys Cross Country | Staples, Danbury, Darien | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/14 | V Boys Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 9/14 | JV Boys Soccer | Wilton | Away - Allen's Meadow-2A [Directions] | 5:00 p.m. | ||
| Tue., 9/14 | V Girls Cross Country | Staples, Danbury, Darien | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Wed., 9/15 | V Boys Golf | Brien McMahon, Ridgefield | Away - Oak Hills Golf Course [Directions] | 3:00 p.m. | Ridgefield 158 Norwalk 181 | |
| Wed., 9/15 | FR Field Hockey | Danbury | Away - Danbury HS-Grass Field Hockey Field [Directions] | 4:00 p.m. | ||
| Wed., 9/15 | V Girls Volleyball | Amistad | Away - Amistad HS-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Wed., 9/15 | JV Girls Volleyball | Amistad | Away - Amistad HS-Gym [Directions] | 4:15 p.m. | ||
| Fri., 9/17 | V Football | Fairfield Warde | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 46-13 | |
| Fri., 9/17 | FR Football | Fairfield Warde | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 4:30 p.m. | ||
| Fri., 9/17 | V Field Hockey | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/17 | JV Field Hockey | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:00 p.m. | ||
| Fri., 9/17 | V Girls Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:00 p.m. | L 0-2 | |
| Fri., 9/17 | JV Girls Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | 4:00 p.m. | L 8-0 | |
| Sat., 9/18 | V Boys Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/18 | JV Football | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 10:00 a.m. | ||
| Sat., 9/18 | V Boys Soccer | Fairfield Ludlowe | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | W 3-2 | |
| Sat., 9/18 | JV Boys Soccer | Fairfield Ludlowe | Home - Norwalk HS-Testa Field [Directions] | Postponed | ||
| Sat., 9/18 | FR Boys Soccer | Greenwich | Home - Norwalk HS-Testa Field [Directions] | 2:00 p.m. | L 2-4 | |
| Sat., 9/18 | V Girls Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/18 | FR Field Hockey | Staples | Home - Norwalk HS-Testa Field [Directions] | 11:00 a.m. | ||
| Sat., 9/18 | FR Girls Volleyball | Wilton | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Postponed | ||
| Mon., 9/20 | V Girls Soccer | Greenwich | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 2-4 | |
| Mon., 9/20 | JV Girls Soccer | Greenwich | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | L 8-0 | |
| Mon., 9/20 | V Girls Volleyball | Ridgefield | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Mon., 9/20 | JV Girls Volleyball | Ridgefield | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 9/21 | V Boys Cross Country | Trumbull, Greenwich | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 2:50 p.m. | Fairfield Ludlowe 165 Norwalk 204 | |
| Tue., 9/21 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 5:00 p.m. | W 2-1 | |
| Tue., 9/21 | JV Boys Soccer | Greenwich | Away - Cos Cob Park-Binney Park [Directions] | 5:00 p.m. | ||
| Tue., 9/21 | FR Boys Soccer | Stamford | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 5:00 p.m. | L 6-1 | |
| Tue., 9/21 | V Girls Cross Country | Trumbull, Greenwich | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | V Field Hockey | Stamford | Home - Norwalk HS-Testa Field [Directions] | 7:30 p.m. | W 2-1 | |
| Tue., 9/21 | JV Field Hockey | Stamford | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | ||
| Wed., 9/22 | V Boys Golf | Fairfield Warde | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | Fairfield Warde 155 Norwalk 179 | |
| Wed., 9/22 | FR Field Hockey | Westhill | Home - Norwalk HS-Testa Field [Directions] | 6:15 p.m. | ||
| Wed., 9/22 | V Girls Volleyball | Greenwich | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Wed., 9/22 | JV Girls Volleyball | Greenwich | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 9/22 | FR Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 9/23 | FR Football | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 9/23 | V Boys Golf | New Canaan | Away - CCNC [Directions] | 3:15 p.m. | New Canaan 161 Norwalk 212 | |
| Thu., 9/23 | V Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | L 2-3 | |
| Thu., 9/23 | JV Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:30 p.m. | ||
| Thu., 9/23 | V Girls Soccer | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium Turf [Directions] | 4:00 p.m. | W 0-2 | |
| Fri., 9/24 | V Football | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 7:00 p.m. | W 31-8 | |
| Fri., 9/24 | V Boys Soccer | Bridgeport Central | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | W 5-0 | |
| Fri., 9/24 | JV Boys Soccer | Bridgeport Central | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 4:30 p.m. | ||
| Fri., 9/24 | V Girls Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 4:00 p.m. | Greenwich 99 Norwalk 77 | |
| Fri., 9/24 | V Girls Volleyball | Bassick | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 9/24 | JV Girls Volleyball | Bassick | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:00 p.m. | ||
| Sat., 9/25 | JV Football | Danbury | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | Canceled | Cancelled | |
| Sat., 9/25 | V Boys Soccer | Kolbe Cathedral | Home - Norwalk HS-Testa Field [Directions] | 3:00 p.m. | W 8-1 | |
| Sat., 9/25 | FR Boys Soccer | Danbury | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 12:00 p.m. | W 3-0 | |
| Sat., 9/25 | V Field Hockey | Wilton | Home - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | L 0-4 | |
| Sat., 9/25 | JV Field Hockey | Wilton | Home - Norwalk HS-Testa Field [Directions] | 11:30 a.m. | ||
| Sat., 9/25 | V Girls Soccer | Bethel | Away - Brookfield HS-BHS Back Turf [Directions] | 10:00 a.m. | L 0-6 | |
| Sat., 9/25 | JV Girls Soccer | Bethel | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 10:00 a.m. | L 8-1 [Detailed Results] | |
| Mon., 9/27 | V Girls Soccer | Westhill | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 1-0 | |
| Mon., 9/27 | JV Girls Soccer | Westhill | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | L 3-0 | |
| Mon., 9/27 | V Girls Swimming and Diving | Staples | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:30 p.m. | Staples 109 Norwalk 72 | |
| Tue., 9/28 | V Boys Cross Country | Fairfield Warde, St. Joseph, Stamford | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:00 p.m. | ||
| Tue., 9/28 | V Boys Golf | Danbury, New Canaan | Away - Richter Park Golf Course [Directions] | 3:00 p.m. | Danbury 178 Norwalk 201 | |
| Tue., 9/28 | V Boys Soccer | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 4:05 p.m. | W 3-0 | |
| Tue., 9/28 | JV Boys Soccer | Westhill | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | ||
| Tue., 9/28 | V Girls Cross Country | Fairfield Warde, St. Joseph, Stamford | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:00 p.m. | ||
| Tue., 9/28 | V Field Hockey | Trumbull | Home - Norwalk HS-Testa Field [Directions] | 7:30 p.m. | T 2-2 | |
| Tue., 9/28 | JV Field Hockey | Trumbull | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | ||
| Tue., 9/28 | V Girls Volleyball | Darien | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/28 | JV Girls Volleyball | Darien | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 9/29 | V Boys Golf | Wilton | Away - Rolling Hills Country Club [Directions] | 3:15 p.m. | Wilton 163 Norwalk 192 | |
| Wed., 9/29 | FR Boys Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:00 p.m. | L 3-3 | |
| Wed., 9/29 | FR Field Hockey | New Canaan | Home - Norwalk HS-Testa Field [Directions] | 6:15 p.m. | ||
| Wed., 9/29 | V Girls Swimming and Diving | Westhill/Stamford | Away - Westhill HS-Westhill Pool [Directions] | 3:30 p.m. | Westhill 100 Norwalk 78 | |
| Wed., 9/29 | FR Girls Volleyball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Postponed | ||
| Thu., 9/30 | V Boys Golf | Darien | Away - Woodway Country Club [Directions] | 3:15 p.m. | Darien 153 Norwalk 199 | |
| Thu., 9/30 | V Boys Soccer | St. Joseph | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | W 3-0 | |
| Thu., 9/30 | JV Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 5:15 p.m. | ||
| Thu., 9/30 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 4:00 p.m. | L 0-7 | |
| Thu., 9/30 | JV Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Grass Field [Directions] | 4:00 p.m. | L 8-0 | |
| Thu., 9/30 | V Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:30 p.m. | L 0-3 | |
| Thu., 9/30 | JV Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:15 p.m. | ||
| Fri., 10/1 | V Field Hockey | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 10/1 | JV Field Hockey | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 6:30 p.m. | ||
| Sat., 10/2 | V Football | Cheshire | Home - Norwalk HS-Testa Field [Directions] | 4:00 p.m. | W 25-15 | |
| Sat., 10/2 | FR Football | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 10:00 a.m. | ||
| Sat., 10/2 | FR Field Hockey | Ridgefield | Home - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | ||
| Sat., 10/2 | V Girls Volleyball | Fairfield Ludlowe | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 2:00 p.m. | L 0-3 | |
| Sat., 10/2 | JV Girls Volleyball | Fairfield Ludlowe | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 10/2 | FR Girls Volleyball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 10:30 a.m. | ||
| Mon., 10/4 | V Boys Golf | St. Joseph | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | St. Joe's 170 Norwalk 169 | |
| Mon., 10/4 | FR Boys Soccer | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | 5:00 p.m. | W 8-0 | |
| Mon., 10/4 | V Field Hockey | Westhill | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 9-0 | |
| Mon., 10/4 | JV Field Hockey | Westhill | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Mon., 10/4 | FR Field Hockey | Greenwich | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 6:00 p.m. | ||
| Mon., 10/4 | V Girls Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:00 p.m. | L 0-1 | |
| Tue., 10/5 | V Boys Cross Country | Wilton, Fairfield Ludlowe, Ridgefield | Away - Allen's Meadow-XC Course [Directions] | 4:00 p.m. | ||
| Tue., 10/5 | V Boys Golf | Brien McMahon | Away - Shorehaven Golf Club [Directions] | 3:30 p.m. | Norwalk 182 McMahon 187 | |
| Tue., 10/5 | V Boys Soccer | Danbury | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | T 1-1 | |
| Tue., 10/5 | JV Boys Soccer | Danbury | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 4:30 p.m. | ||
| Tue., 10/5 | V Girls Cross Country | Wilton, Fairfield Ludlowe, Ridgefield | Away - Allen's Meadow-XC Course [Directions] | 4:00 p.m. | ||
| Tue., 10/5 | V Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Tue., 10/5 | JV Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 10/6 | V Boys Golf | Trumbull | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | Norwalk 177 Trumbull 185 | |
| Wed., 10/6 | FR Boys Soccer | Wilton | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | W 5-0 | |
| Wed., 10/6 | V Field Hockey | Fairfield Warde | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 7-0 | |
| Wed., 10/6 | JV Field Hockey | Fairfield Warde | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Wed., 10/6 | V Girls Soccer | Fairfield Warde | Away - Fairfield Warde HS-Varsity Grass Soccer Field [Directions] | 4:00 p.m. | L 0-5 | |
| Wed., 10/6 | JV Girls Soccer | Fairfield Warde | Away - Tunxis [Directions] | 4:00 p.m. | L 8-0 | |
| Wed., 10/6 | V Girls Swimming and Diving | Ridgefield | Away - Barlow Mountain Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/6 | FR Girls Volleyball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 10/7 | V Boys Soccer | Fairfield Warde | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | W 5-1 | |
| Thu., 10/7 | JV Boys Soccer | Fairfield Warde | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 4:30 p.m. | ||
| Thu., 10/7 | V Girls Volleyball | Bridgeport Central | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Thu., 10/7 | JV Girls Volleyball | Bridgeport Central | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/8 | JV Football | Staples | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | Postponed | ||
| Fri., 10/8 | FR Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/8 | V Girls Soccer | Ridgefield | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 0-2 | |
| Fri., 10/8 | JV Girls Soccer | Ridgefield | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | L 8-0 | |
| Fri., 10/8 | V Girls Swimming and Diving | Danbury | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 6:00 p.m. | ||
| Fri., 10/8 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/8 | JV Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/9 | V Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 6:00 p.m. | L 1-0 | |
| Sat., 10/9 | JV Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Sat., 10/9 | FR Boys Soccer | Greenwich | Away - Greenwich HS-Field 7 [Directions] | 9:00 a.m. | L 1-0 | |
| Sat., 10/9 | V Field Hockey | Daniel Hand | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 10:30 a.m. | W 1-0 | |
| Sat., 10/9 | JV Field Hockey | Daniel Hand | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 12:00 p.m. | ||
| Sat., 10/9 | FR Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 9:00 a.m. | ||
| Sat., 10/9 | Miscellaneous Events | Cavalcade of Bands | Home - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | ||
| Mon., 10/11 | V Field Hockey | Ridgefield | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 0-3 | |
| Mon., 10/11 | JV Field Hockey | Ridgefield | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Mon., 10/11 | V Girls Volleyball | St. Joseph | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 10/11 | JV Girls Volleyball | St. Joseph | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 10/12 | V Boys Cross Country | New Canaan, Brien McMahon, Westhill | Away - Waveny Park [Directions] | 4:30 p.m. | ||
| Tue., 10/12 | V Boys Golf | Stamford | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | Stamford 195 Norwalk 196 | |
| Tue., 10/12 | V Girls Cross Country | New Canaan, Brien McMahon, Westhill | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/12 | V Girls Soccer | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 1-2 | |
| Tue., 10/12 | JV Girls Soccer | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Wed., 10/13 | V Boys Golf | Westhill | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | Westhill 174 Norwalk 181 | |
| Wed., 10/13 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | W 3-0 | |
| Wed., 10/13 | JV Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 5:15 p.m. | ||
| Wed., 10/13 | FR Boys Soccer | Westhill | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | W 6 | |
| Wed., 10/13 | V Field Hockey | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | T 0-0 | |
| Wed., 10/13 | JV Field Hockey | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Wed., 10/13 | FR Field Hockey | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | 4:00 p.m. | ||
| Wed., 10/13 | V Girls Volleyball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Wed., 10/13 | JV Girls Volleyball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 10/13 | FR Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/14 | FR Football | New Canaan | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 6:00 p.m. | ||
| Thu., 10/14 | V Girls Soccer | Stamford | Away - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 0-1 | |
| Thu., 10/14 | JV Girls Soccer | Stamford | Away - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Fri., 10/15 | V Girls Volleyball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/15 | JV Girls Volleyball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/16 | V Boys Soccer | Stamford | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | W 7-0 | |
| Sat., 10/16 | JV Boys Soccer | Stamford | Home - Norwalk HS-Testa Field [Directions] | 3:00 p.m. | ||
| Sat., 10/16 | FR Boys Soccer | Pomperaug | Home - Norwalk HS-Testa Field [Directions] | 1:00 p.m. | W 8-0 | |
| Sat., 10/16 | FR Field Hockey | Fairfield Warde | Home - Norwalk HS-Testa Field [Directions] | 11:30 a.m. | ||
| Sat., 10/16 | V Girls Swimming and Diving | Trumbull | Away - Orange Town Pool [Directions] | 5:00 p.m. | ||
| Sat., 10/16 | FR Girls Volleyball | Trumbull | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 10:30 a.m. | ||
| Sun., 10/17 | V Football | New Canaan | Home - Norwalk HS-Testa Field [Directions] | 12:30 p.m. | L 14-17 | |
| Mon., 10/18 | JV Football | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | Postponed | ||
| Mon., 10/18 | V Girls Soccer | Staples | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 0-5 | |
| Mon., 10/18 | V Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 10/18 | JV Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/19 | V Boys Soccer | Staples | Away - Staples HS-Loeffler Field - Staples HS [Directions] | 4:00 p.m. | L 1-0 | |
| Tue., 10/19 | JV Boys Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Tue., 10/19 | FR Boys Soccer | Trumbull | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | W 5-1 | |
| Tue., 10/19 | V Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | L 0-8 | |
| Tue., 10/19 | JV Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 5:30 p.m. | ||
| Wed., 10/20 | V Boys Cross Country | FCIAC Cross Country Championships | Away - Waveny Park | 2:15 p.m. | ||
| Wed., 10/20 | FR Field Hockey | Westhill | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 6:15 p.m. | ||
| Wed., 10/20 | JV Girls Soccer | Staples | Home - Norwalk HS-Testa Field [Directions] | 6:15 p.m. | ||
| Wed., 10/20 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | L 0-3 | |
| Wed., 10/20 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/20 | FR Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/21 | FR Football | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium Turf [Directions] | Canceled | Cancelled | |
| Thu., 10/21 | V Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 4:15 p.m. | L 1-5 | |
| Thu., 10/21 | JV Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 5:15 p.m. | ||
| Thu., 10/21 | FR Field Hockey | Wilton | Away - Wilton HS-Fuijitani Field -Turf [Directions] | 6:30 p.m. | ||
| Thu., 10/21 | V Girls Swimming and Diving | Fairfield Ludlowe | Away - Fairfield University-Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/22 | V Football | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium Turf [Directions] | 6:00 p.m. | W 42-16 | |
| Fri., 10/22 | V Boys Soccer | New Canaan | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | W 4-2 | Senior Night |
| Fri., 10/22 | JV Boys Soccer | New Canaan | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Fri., 10/22 | V Girls Soccer | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | L 0-4 | |
| Fri., 10/22 | JV Girls Soccer | New Canaan | Away - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Fri., 10/22 | V Girls Volleyball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 10/22 | JV Girls Volleyball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/23 | JV Football | Bridgeport Central | Home - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | ||
| Sat., 10/23 | JV Football | Staples | Away - Staples HS-Staples Stadium [Directions] | 10:30 a.m. | ||
| Sat., 10/23 | FR Boys Soccer | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 12:00 p.m. | L 3-0 | |
| Sat., 10/23 | FR Field Hockey | Fairfield Ludlowe | Home - Norwalk HS-Testa Field [Directions] | 12:30 p.m. | ||
| Sat., 10/23 | FR Girls Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 10:00 a.m. | ||
| Sun., 10/24 | Miscellaneous Events | Drone Flight/NHS Survey | Home - Norwalk HS-Testa Field [Directions] | 9:30 a.m. | Do not schedule any use of the field during this time. | |
| Mon., 10/25 | V Girls Soccer | Trumbull | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | T 2-2 | Senior Night |
| Mon., 10/25 | JV Girls Soccer | Trumbull | Home - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Wed., 10/27 | V Boys Soccer | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 6:00 p.m. | W 2-1 | |
| Wed., 10/27 | JV Boys Soccer | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 4:00 p.m. | ||
| Wed., 10/27 | FR Boys Soccer | Brien McMahon | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | W 6-2 | |
| Wed., 10/27 | V Girls Swimming and Diving | Darien | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:30 p.m. | Senior Night | |
| Wed., 10/27 | FR Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 10/28 | FR Football | Staples | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 6:00 p.m. | ||
| Thu., 10/28 | V Girls Volleyball | New Canaan | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | Senior Night | |
| Thu., 10/28 | JV Girls Volleyball | New Canaan | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 10/29 | V Football | Staples | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 13-20 | Senior Night |
| Fri., 10/29 | JV Girls Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 3:45 p.m. | ||
| Fri., 10/29 | V Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/29 | JV Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Sat., 10/30 | JV Football | Staples | Away - Staples HS-Staples Stadium [Directions] | Canceled | Cancelled | |
| Sat., 10/30 | V Boys Soccer | Danbury | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | W 2-1 | |
| Sat., 10/30 | V Girls Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 11:30 a.m. | ||
| Sat., 10/30 | JV Girls Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 10/30 | FR Girls Volleyball | Staples | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 10:30 a.m. | ||
| Sun., 10/31 | Miscellaneous Events | Norwalk Youth Field Hockey | Home - Norwalk HS-Testa Field [Directions] | 12:00 p.m. | ||
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class LL Championship | Away - Wickham Park | 1:00 p.m. | ||
| Mon., 11/1 | V Boys Soccer | Fairfield Warde | Home - Fairfield Ludlowe HS-Taft Field [Directions] | 7:00 p.m. | W 1-0 | |
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class LL Championship | Away - Wickham Park | 1:30 p.m. | ||
| Tue., 11/2 | V Field Hockey | St. Joseph | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 5-0 | Senior Night |
| Tue., 11/2 | JV Field Hockey | St. Joseph | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Wed., 11/3 | V Girls Swimming and Diving | FCIAC Girls Swim Trials | Away - Greenwich HS | 5:00 p.m. | ||
| Thu., 11/4 | FR Football | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 11/4 | V Boys Soccer | Greenwich | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 1-0 | |
| Thu., 11/4 | V Girls Swimming and Diving | FCIAC Girls Diving Finals | Away - Fairfield County Interscholastic Athletic Conferen-Westhill HS | 5:00 p.m. | ||
| Fri., 11/5 | V Football | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 7:00 p.m. | L 21-49 | |
| Sat., 11/6 | JV Football | Darien | Home - Norwalk HS-Testa Field [Directions] | 3:00 p.m. | ||
| Sat., 11/6 | V Girls Swimming and Diving | FCIAC Girls Swim Finals | Away - Fairfield County Interscholastic Athletic Conferen-Greenwich HS | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Greenwich HS | ||||||
| Sat., 11/6 | Miscellaneous Events | Powder Puff Practice | Home - Norwalk HS-Testa Field [Directions] | 12:00 p.m. | ||
| Sun., 11/7 | Miscellaneous Events | Powder Puff Practice | Home - Norwalk HS-Testa Field [Directions] | 12:00 p.m. | ||
| Mon., 11/8 | V Field Hockey | Southington | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 11/9 | V Boys Soccer | Trumbull | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 11/9 | Miscellaneous Events | 8th Grade Open House | Home - Norwalk HS [Directions] | 6:00 p.m. | ||
| Wed., 11/10 | V Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | ||
| Wed., 11/10 | Miscellaneous Events | Gym Floor Refinishing | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 11/11 | FR Football | Wilton | Away - Wilton HS-Fuijitani Field -Turf [Directions] | 6:00 p.m. | ||
| Thu., 11/11 | V Boys Soccer | Simsbury | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | W 4-0 | |
| Thu., 11/11 | V Girls Swimming and Diving | CIAC Class LL Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Thu., 11/11 | Miscellaneous Events | Gym Floor Refinishing | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 7:00 a.m. | ||
| Fri., 11/12 | V Football | Wilton | Away - Wilton HS-Fujitani Field - Turf [Directions] | 7:00 p.m. | W 41-21 | |
| Fri., 11/12 | Miscellaneous Events | Gym Floor Refinishing | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 7:00 a.m. | ||
| Sat., 11/13 | JV Football | Wilton | Home - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | ||
| Sat., 11/13 | V Boys Soccer | Cheshire | Home - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Sat., 11/13 | V Girls Swimming and Diving | CIAC Class LL Qualifying Meet | Away - East Hartford | 11:30 a.m. | ||
| Sat., 11/13 | Miscellaneous Events | Gym Floor Refinishing | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 7:00 a.m. | ||
| Sat., 11/13 | Miscellaneous Events | Powder Puff Practice | Home - Norwalk HS-Testa Field [Directions] | 12:00 p.m. | ||
| Sun., 11/14 | Miscellaneous Events | Powder Puff Practice | Home - Norwalk HS-Testa Field [Directions] | 12:00 p.m. | ||
| Wed., 11/17 | FR Football | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | ||
| Wed., 11/17 | V Girls Swimming and Diving | CIAC Class LL Swimming Championships | Away - SCSU | 6:00 p.m. | ||
| Wed., 11/17 | Miscellaneous Events | Powder Puff Game | Home - Norwalk HS-Testa Field [Directions] | 3:00 p.m. | ||
| Sun., 11/21 | V Girls Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 2:00 p.m. | ||
| Mon., 11/22 | JV Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Canceled | Cancelled | |
| Mon., 11/22 | Miscellaneous Events | Preseason Winter Coaches Meeting | Home - Norwalk HS [Directions] | 4:00 p.m. | ||
| Thu., 11/25 | V Football | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 10:30 a.m. | W 50-0 | |
| Sat., 12/4 | V Boys Ice Hockey | Guilford (Scrim.) | Away - Blake Field - New Haven-Walker Rink [Directions] | 5:15 p.m. | ||
| Wed., 12/8 | V Girls Ice Hockey | Darien | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | L 2-6 | |
| Thu., 12/9 | Miscellaneous Events | Preseason Winter Parent Meeting | Home - Norwalk HS [Directions] | 7:00 p.m. | ||
| Sat., 12/11 | V Boys Basketball | Joel Barlow (Scrim.) | Away - Joel Barlow HS-Lower Gym [Directions] | 11:00 a.m. | ||
| Sat., 12/11 | JV Boys Basketball | Joel Barlow (Scrim.) | Away - Joel Barlow HS-Lower Gym [Directions] | 11:00 a.m. | ||
| Wed., 12/15 | V Boys Ice Hockey | Newington Coop | Away - Newington Ice Arena-Blue Rink [Directions] | 8:10 p.m. | L 0-3 | |
| Wed., 12/15 | V Wrestling | Darien | Away - Darien HS-DHS South Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/15 | V Girls Ice Hockey | New Canaan | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | L 1-10 | |
| Thu., 12/16 | V Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 7:00 p.m. | L 25-48 | |
| Thu., 12/16 | JV Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/17 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:50 p.m. | W 7-4 | |
| Sat., 12/18 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 11:00 a.m. | W 2-0 | |
| Sat., 12/18 | V Boys Indoor Track | Wilton, Wilton, Danbury, New Canaan | Away - Wilton HS [Directions] | 8:30 a.m. | ||
| Sat., 12/18 | V Girls Basketball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 11:30 a.m. | L 38-50 | |
| Sat., 12/18 | JV Girls Basketball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 9:45 a.m. | ||
| Sat., 12/18 | V Girls Indoor Track | New Canaan, Danbury, Wilton, Wilton | Away - Wilton HS-Wilton Field House [Directions] | 8:30 a.m. | ||
| Sun., 12/19 | JV Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | W 6-3 | |
| Mon., 12/20 | V Boys Basketball | New Milford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | W 71-54 | |
| Mon., 12/20 | JV Boys Basketball | New Milford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 12/20 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 4:00 p.m. | T 1-1 | |
| Wed., 12/22 | V Girls Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 6:15 p.m. | W 45-31 | |
| Wed., 12/22 | JV Girls Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/22 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | 7:50 p.m. | L 1-8 | |
| Thu., 12/23 | V Wrestling | Fairfield Warde, Brien McMahon, Stamford | Away - Fairfield Warde HS-Small Gym [Directions] | 2:00 p.m. | ||
| Mon., 12/27 | V Boys Basketball | Norwich Free Academy | Away - Norwich Free Academy-Alumni Gym [Directions] | 3:00 p.m. | L 75-67 | |
| Mon., 12/27 | JV Boys Basketball | Norwich Free Academy | Away - Norwich Free Academy-Alumni Gym [Directions] | 1:30 p.m. | ||
| Mon., 12/27 | FR Boys Basketball | Norwich Free Academy | Away - Norwich Free Academy-Alumni Gym [Directions] | 12:00 p.m. | ||
| Mon., 12/27 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Sono Ice House-Main Rink [Directions] | 7:00 p.m. | W 5-2 | |
| Mon., 12/27 | JV Wrestling | Trumbull, Brien McMahon, Bristol Eastern, Fairfield Ludlowe, Fairfield Warde, TBA, New Milford, Staples | Away - Trumbull HS-Aux Gym | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to TBA | ||||||
| Tue., 12/28 | JV Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 7:45 p.m. | ||
| Wed., 12/29 | V Wrestling | Danbury, Bristol Eastern, Brookfield, Coventry (RI), Enfield, Abbott Tech, TBA, TBA, TBA, TBA, New Canaan, New Fairfield, New Milford, Staples, Wilton | Away - Danbury HS-Main Gym | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 9:15 a.m. | ||||||
| Thu., 12/30 | V Boys Basketball | Brien McMahon | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | W 65-50 | |
| Thu., 12/30 | JV Boys Basketball | Brien McMahon | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 1/3 | JV Girls Ice Hockey | West Haven/SHA | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | Postponed | ||
| Tue., 1/4 | V Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 7:00 p.m. | L 36-60 | |
| Tue., 1/4 | JV Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/4 | V Girls Gymnastics | Westhill, Stamford, Staples | Away - Westhill HS-New Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/5 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/5 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Conners - Stamford-Ice Rink [Directions] | 7:45 p.m. | L 2-4 | |
| Thu., 1/6 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 6:30 p.m. | L 64-71 | |
| Thu., 1/6 | V Wrestling | Ridgefield | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | ||
| Sat., 1/8 | V Boys Basketball | Darien | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 1:00 p.m. | L 37-61 | |
| Sat., 1/8 | JV Boys Basketball | Darien | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Postponed | ||
| Sat., 1/8 | FR Boys Basketball | Darien | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Postponed | ||
| Sat., 1/8 | V Boys Ice Hockey | Trumbull | Home - Sono Ice House-Main Rink [Directions] | 7:50 p.m. | L 1-8 | |
| Sat., 1/8 | V Boys Indoor Track | FCIAC, Fairfield Ludlowe, Fairfield Warde, Stamford | Away - Wilton HS-Wilton Field House | 11:00 a.m. | ||
| Sat., 1/8 | V Wrestling | Simsbury, Bunnell, Staples, Westhill | Away - Simsbury HS-Gym 2 [Directions] | 8:15 a.m. | ||
| Sat., 1/8 | V Wrestling | Warde Invitational | Away - Fairfield Warde HS-Large Gym | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Sat., 1/8 | V Girls Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 11:00 a.m. | W 45-29 | |
| Sat., 1/8 | JV Girls Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 9:30 a.m. | ||
| Sat., 1/8 | V Girls Indoor Track | FCIAC, Fairfield Ludlowe, Fairfield Warde, Stamford | Away - Wilton HS-Wilton Field House | 11:00 a.m. | ||
| Sun., 1/9 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-Stadium [Directions] | 5:00 p.m. | ||
| Mon., 1/10 | V Boys Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 4:30 p.m. | ||
| Tue., 1/11 | V Boys Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 6:15 p.m. | L 50-74 | |
| Tue., 1/11 | JV Boys Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | Postponed | ||
| Tue., 1/11 | V Girls Basketball | Wilton | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | W 51-38 | |
| Tue., 1/11 | JV Girls Basketball | Wilton | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Postponed | ||
| Tue., 1/11 | V Girls Ice Hockey | Darien | Away - Darien Ice House-Ice Rink [Directions] | 7:50 p.m. | L 0-7 | |
| Wed., 1/12 | FR Boys Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | Postponed | ||
| Wed., 1/12 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:30 p.m. | L 2-5 | |
| Wed., 1/12 | V Boys Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/12 | V Wrestling | Staples | Away - Staples HS-Staples Gym [Directions] | 7:00 p.m. | ||
| Thu., 1/13 | V Boys Basketball | Fairfield Ludlowe | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | L 52-68 | |
| Thu., 1/13 | JV Boys Basketball | Fairfield Ludlowe | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Postponed | ||
| Thu., 1/13 | V Girls Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 5:30 p.m. | L 24-49 | |
| Thu., 1/13 | JV Girls Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | Postponed | ||
| Thu., 1/13 | V Girls Gymnastics | Greenwich, Staples | Away - Greenwich YWCA [Directions] | 6:30 p.m. | 30.90 | |
| Fri., 1/14 | FR Boys Basketball | Fairfield Ludlowe | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 1/14 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | ||
| Fri., 1/14 | V Girls Gymnastics | Fairfield Warde, Staples | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 6:00 p.m. | ||
| Fri., 1/14 | V Girls Gymnastics | Fairfield Ludlowe, Staples | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 6:00 p.m. | ||
| Sat., 1/15 | V Boys Ice Hockey | Staples | Home - Sono Ice House-Main Rink [Directions] | 3:30 p.m. | L 4-2 | |
| Sat., 1/15 | V Boys Indoor Track | FCIAC, New Canaan, Ridgefield, Wilton | Away - Wilton HS-Wilton Field House | 8:30 a.m. | ||
| Sat., 1/15 | JV Wrestling | Fairfield Warde, Trumbull | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 8:30 a.m. | ||
| Sat., 1/15 | JV Wrestling | Danbury, Fairfield Warde, Greens Farms Academy, TBA, New Milford, Simsbury, Trumbull | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 1/15 | V Girls Indoor Track | FCIAC, New Canaan, Ridgefield, Wilton | Away - Wilton HS-Wilton Field House | 8:30 a.m. | ||
| Mon., 1/17 | V Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 6:00 p.m. | L 43-40 | |
| Mon., 1/17 | JV Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 1/17 | FR Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 3:00 p.m. | ||
| Mon., 1/17 | V Boys Ice Hockey | Northeastern Shamrocks | Away - Bolton Ice Palace-Ice Rink [Directions] | 1:00 p.m. | L 2-3 | |
| Mon., 1/17 | V Girls Basketball | Greenwich | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | W 46-40 | |
| Mon., 1/17 | JV Girls Basketball | Greenwich | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 1/17 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:30 p.m. | L 2-6 | |
| Mon., 1/17 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 3:30 p.m. | ||
| Wed., 1/19 | V Boys Swimming and Diving | Westhill/Stamford | Away - Westhill HS-Westhill Pool [Directions] | 3:30 p.m. | ||
| Wed., 1/19 | V Wrestling | Trumbull | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 1/19 | V Girls Basketball | New Milford | Home - Danbury War Memorial [Directions] | 6:00 p.m. | L 48-55 | |
| Wed., 1/19 | JV Girls Basketball | New Milford | Home - Danbury War Memorial [Directions] | 3:00 p.m. | ||
| Wed., 1/19 | V Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | 7:15 p.m. | L 5-9 | |
| Fri., 1/21 | JV Boys Basketball | Bridgeport Central | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/21 | FR Boys Basketball | Bridgeport Central | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:15 p.m. | ||
| Fri., 1/21 | V Boys Swimming and Diving | Ridgefield | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Sat., 1/22 | V Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 3:00 p.m. | L 54-61 | |
| Sat., 1/22 | JV Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 1:15 p.m. | ||
| Sat., 1/22 | FR Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 11:45 a.m. | ||
| Sat., 1/22 | V Boys Indoor Track | FCIAC, New Canaan, Stamford, Staples | Away - Staples HS-Field House | 10:00 a.m. | ||
| Sat., 1/22 | V Wrestling | The 35th Annual New Milford Wrestling Tournament | Away - New Milford HS-Main Gym - NMHS | 8:30 a.m. | ||
| Sat., 1/22 | JV Wrestling | Danbury, Bristol Central, Bunnell, Fairfield Warde, TBA, TBA, TBA, New Fairfield, Simsbury, Staples, Trumbull | Away - Danbury HS-Main Gym | 9:30 a.m. | ||
| Sat., 1/22 | V Girls Ice Hockey | Masuk Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 6:30 p.m. | W 3-1 | |
| Sat., 1/22 | V Girls Indoor Track | FCIAC, New Canaan, Stamford, Staples | Away - Staples HS-Field House | 10:00 a.m. | ||
| Mon., 1/24 | V Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 6:30 p.m. | L 57-80 | |
| Mon., 1/24 | JV Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 5:00 p.m. | ||
| Mon., 1/24 | V Girls Basketball | Westhill | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | W 61-35 | |
| Mon., 1/24 | JV Girls Basketball | Westhill | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 1/25 | V Boys Basketball | Bridgeport Central | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | W 73-53 | |
| Tue., 1/25 | FR Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | 6:00 p.m. | W 67-22 | |
| Tue., 1/25 | JV Girls Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | 4:30 p.m. | ||
| Wed., 1/26 | V Boys Ice Hockey | New Milford | Away - Canterbury School-O'Neill Arena [Directions] | 7:30 p.m. | L 2-7 | |
| Wed., 1/26 | V Boys Swimming and Diving | New Canaan | Away - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Wed., 1/26 | V Wrestling | Greenwich | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 1/26 | V Girls Basketball | Danbury | Away - Danbury War Memorial [Directions] | 6:00 p.m. | L 51-60 | |
| Wed., 1/26 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Rink - Cromwell-Upper Rink [Directions] | Canceled | Cancelled | |
| Wed., 1/26 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-NHL [Directions] | 7:50 p.m. | L 5-6 | |
| Thu., 1/27 | V Boys Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 6:00 p.m. | W 47-40 | |
| Thu., 1/27 | JV Boys Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:30 p.m. | ||
| Thu., 1/27 | V Girls Basketball | Trumbull | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | L 30-34 | |
| Thu., 1/27 | JV Girls Basketball | Trumbull | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 1/28 | FR Boys Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 7:15 p.m. | ||
| Fri., 1/28 | V Boys Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | ||
| Fri., 1/28 | V Girls Gymnastics | Darien | Home - TBA [Directions] | 6:30 p.m. | 73.90 | |
| Fri., 1/28 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | W 10-2 | |
| Sat., 1/29 | V Wrestling | SOUTHINGTON CHALLENGE | Away - Southington HS-Gym West | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 7:00 a.m. | ||||||
| Sat., 1/29 | JV Wrestling | Brien McMahon, Darien, Fairfield Ludlowe, Fairfield Warde, Greens Farms Academy, Greenwich, TBA, TBA, TBA, Notre Dame-Fairfield, Ridgefield, St. Joseph, Staples, Trumbull, Weston | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Mon., 1/31 | V Wrestling | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 7:00 p.m. | ||
| Tue., 2/1 | V Boys Basketball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | L 41-43 | |
| Tue., 2/1 | JV Boys Basketball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 2/1 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 6:00 p.m. | L 34-57 | |
| Tue., 2/1 | JV Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:30 p.m. | ||
| Tue., 2/1 | V Girls Gymnastics | Staples, Wilton | Away - Westport YMCA [Directions] | 6:30 p.m. | 61.70 | |
| Wed., 2/2 | FR Boys Basketball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 2/2 | V Boys Ice Hockey | Westhill/Stamford | Home - Sono Ice House-Main Rink [Directions] | 8:00 p.m. | L 3-6 | |
| Wed., 2/2 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Wed., 2/2 | V Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 43-34 | |
| Wed., 2/2 | JV Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 2/2 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | L 5-8 | |
| Thu., 2/3 | V Boys Indoor Track | FCIAC Indoor Track Championships | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | ||
| Thu., 2/3 | V Wrestling | Danbury | Away - Danbury HS-New gym [Directions] | 5:00 p.m. | ||
| Thu., 2/3 | V Girls Gymnastics | New Canaan | Home - Westport YMCA [Directions] | TBA | 59.70 | |
| Thu., 2/3 | JV Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | ||
| Thu., 2/3 | V Girls Indoor Track | FCIAC Indoor Track Championships | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | ||
| Sat., 2/5 | V Boys Basketball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 12:30 p.m. | W 45-44 | |
| Sat., 2/5 | JV Boys Basketball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 2/5 | FR Boys Basketball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 2/5 | V Boys Ice Hockey | Guilford | Home - Sono Ice House-Main Rink [Directions] | 7:50 p.m. | L 5-1 | |
| Sat., 2/5 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 3:30 p.m. | L 39-49 | |
| Sat., 2/5 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 5:15 p.m. | ||
| Sat., 2/5 | V Competitive Cheerleading | FCIAC Cheer Championships | Away - Not Listed-Trumbull | 11:00 a.m. | ||
| Sat., 2/5 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | L 1-10 | Senior Night |
| Sun., 2/6 | JV Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | Canceled | Cancelled | |
| Mon., 2/7 | V Boys Swimming and Diving | Hamden | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Tue., 2/8 | V Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | L 53-83 | |
| Tue., 2/8 | JV Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/8 | FR Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/8 | V Wrestling | Westhill | Away - Westhill HS-New Gym [Directions] | 6:00 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Ridgefield | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | L 29-49 | |
| Tue., 2/8 | JV Girls Basketball | Ridgefield | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 2/8 | V Girls Gymnastics | Staples, St. Joseph, Trumbull | Away - Westport YMCA [Directions] | 6:30 p.m. | 81.2 | |
| Tue., 2/8 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:30 p.m. | W 5-3 | |
| Tue., 2/8 | Unified Sports Basketball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 2/9 | V Boys Ice Hockey | Trumbull | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 6:30 p.m. | L 1-8 | |
| Wed., 2/9 | V Boys Swimming and Diving | Danbury | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 6:00 p.m. | ||
| Wed., 2/9 | V Girls Ice Hockey | Greenwich | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | L 5-7 | |
| Fri., 2/11 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:45 p.m. | W 48-39 | |
| Fri., 2/11 | JV Boys Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/11 | FR Boys Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 2/11 | V Boys Indoor Track | Class LL Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Fri., 2/11 | V Wrestling | FCIAC, Danbury, Darien, Fairfield Ludlowe, Fairfield Warde, Greenwich, TBA, New Canaan, Ridgefield, St. Joseph, Stamford, Staples, Trumbull, Westhill, Wilton | Away - New Canaan HS-Main Gym | 4:30 p.m. | ||
| Fri., 2/11 | V Girls Basketball | Brien McMahon | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | W 51-20 | |
| Fri., 2/11 | JV Girls Basketball | Brien McMahon | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | ||
| Fri., 2/11 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:30 p.m. | L 2-3 | |
| Fri., 2/11 | V Girls Indoor Track | Class LL Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Sat., 2/12 | V Boys Ice Hockey | Brookfield | Home - Sono Ice House-Main Rink [Directions] | 7:50 p.m. | L 1-2 | |
| Sat., 2/12 | V Wrestling | FCIAC Wrestling Championships Wrestlebacks | Away - New Canaan HS-Main Gym | 10:00 a.m. | ||
| Sat., 2/12 | V Girls Gymnastics | FCIAC Gymnastics Championships | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 | 11:00 a.m. | ||
| Mon., 2/14 | V Boys Basketball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | W 48-44 | |
| Mon., 2/14 | JV Boys Basketball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 2/14 | V Girls Basketball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 6:00 p.m. | L 35-38 | |
| Mon., 2/14 | JV Girls Basketball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 2/14 | V Girls Ice Hockey | Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 7:20 p.m. | L 0-5 | |
| Tue., 2/15 | FR Boys Basketball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:45 p.m. | ||
| Tue., 2/15 | V Girls Gymnastics | Wilton, Staples | Away - Wilton HS-Aux Gym [Directions] | 4:30 p.m. | 117.45 | |
| Wed., 2/16 | V Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 7:00 p.m. | L 34-50 | |
| Wed., 2/16 | JV Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/16 | FR Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/16 | V Boys Ice Hockey | Watertown-Pomperaug | Home - Sono Ice House-Main Rink [Directions] | 8:30 p.m. | L 1-3 | |
| Wed., 2/16 | V Boys Swimming and Diving | St. Joseph, Trumbull | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Wed., 2/16 | V Girls Basketball | Staples | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | L 32-38 | |
| Wed., 2/16 | JV Girls Basketball | Staples | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 2/16 | V Girls Gymnastics | Staples | Away - Westport YMCA [Directions] | 7:00 p.m. | 119.4 | |
| Fri., 2/18 | V Wrestling | Class LL Championship - Day 1 | Away - Trumbull | 1:45 p.m. | ||
| Fri., 2/18 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 1-3 | |
| Sat., 2/19 | V Boys Ice Hockey | North Branford | Home - Sono Ice House-Main Rink [Directions] | 7:50 p.m. | L 0-8 | |
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Wrestling | Class LL Championship - Day 2 | Away - Trumbull | 12:00 p.m. | ||
| Sat., 2/19 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | W 8-2 | |
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/21 | V Boys Basketball | New Canaan | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | W 43-33 | |
| Mon., 2/21 | JV Boys Basketball | New Canaan | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 2/21 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | 6:10 p.m. | L 0-4 | |
| Mon., 2/21 | V Girls Ice Hockey | Guilford Coop | Away - Northford Ice Pavilion-Red [Directions] | 12:00 p.m. | L 4-8 | |
| Tue., 2/22 | FR Boys Basketball | New Canaan | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 2/23 | V Boys Basketball | St. Joseph | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | L 64-70 | |
| Wed., 2/23 | JV Boys Basketball | St. Joseph | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 2/23 | V Boys Ice Hockey | Lyman Hall | Home - Sono Ice House-Main Rink [Directions] | 8:30 p.m. | L 2-10 | |
| Thu., 2/24 | FR Boys Basketball | St. Joseph | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:45 p.m. | ||
| Sat., 2/26 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 4:00 p.m. | L 0-3 | |
| Sat., 2/26 | V Wrestling | State Open - Day 1 | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sat., 2/26 | Miscellaneous Events | Winter Percussion Practice | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 8:00 a.m. | ||
| Sun., 2/27 | V Wrestling | State Open - Day 2 | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/28 | V Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 6:30 p.m. | L 27-50 | |
| Tue., 3/1 | V Boys Ice Hockey | South Windsor | Home - Sono Ice House-Main Rink [Directions] | 7:10 p.m. | L 1-7 | |
| Tue., 3/1 | V Boys Swimming and Diving | FCIAC Boys' Swim Trials | Away - Greenwich HS | 5:30 p.m. | ||
| Wed., 3/2 | V Boys Swimming and Diving | FCIAC Diving Finals | Away - Westhill High-Westhill HS | 5:00 p.m. | ||
| Thu., 3/3 | V Boys Swimming and Diving | FCIAC Boys' Swim Finals | Away - Greenwich HS | 6:30 p.m. | ||
| Fri., 3/4 | Miscellaneous Events | Middle School Futures Games | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 3:00 p.m. | ||
| Sat., 3/5 | Miscellaneous Events | Winter Percussion Practice | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 12:00 p.m. | ||
| Mon., 3/7 | Miscellaneous Events | Preseason Spring Coaches Meeting | Home - Norwalk HS [Directions] | 4:00 p.m. | ||
| Tue., 3/8 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 3/10 | V Boys Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | 6:30 p.m. | ||
| Sat., 3/12 | Miscellaneous Events | Winter Percussion Practice | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 12:00 p.m. | ||
| Sun., 3/13 | V Boys Swimming and Diving | CIAC Class LL Qualifying Meet | Away - Cornerstone Pool | 5:30 p.m. | ||
| Mon., 3/14 | V Boys Swimming and Diving | CIAC Class LL Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Wed., 3/16 | V Boys Swimming and Diving | CIAC Class LL Swimming Championships | Away - Cornerstone Pool | 1:30 p.m. | ||
| Thu., 3/17 | V Boys Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/19 | V Boys Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 3:15 p.m. | ||
| Sat., 3/19 | Miscellaneous Events | Guard & Percussion Show | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 7:00 a.m. | ||
| Wed., 3/23 | V Softball | New Milford (Scrim.) | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | ||
| Fri., 3/25 | V Softball | Shelton (Scrim.) | Away - Shelton HS-Softball Diamond [Directions] | 4:30 p.m. | ||
| Sat., 3/26 | V Baseball | Greenwich (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 10:00 a.m. | ||
| Sat., 3/26 | V Baseball | Westhill (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 5:30 p.m. | Cancelled | |
| Sat., 3/26 | V Boys Lacrosse | Wethersfield (Scrim.) | Away - Wethersfield HS-Cottone Field [Directions] | 8:30 a.m. | ||
| Sat., 3/26 | V Softball | Holy Cross (Scrim.) | Home - Norwalk HS-Ray Barry Field [Directions] | 11:00 a.m. | ||
| Sat., 3/26 | JV Softball | Holy Cross (Scrim.) | Home - Norwalk HS-Ray Barry Field [Directions] | 12:30 p.m. | ||
| Sat., 3/26 | Miscellaneous Events | Winter Percussion Practice | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 7:00 a.m. | ||
| Tue., 3/29 | V Baseball | Wilton (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Tue., 3/29 | V Boys Volleyball | Ridgefield (Scrim.) | Away - Ridgefield HS-Main Gym [Directions] | 3:30 p.m. | ||
| Tue., 3/29 | V Girls Lacrosse | Stamford (Scrim.) | Away - Stamford HS-Boyle Stadium [Directions] | 4:30 p.m. | ||
| Wed., 3/30 | JV Baseball | Stamford (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | FR Baseball | Stamford (Scrim.) | Home - City Hall Field [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | Miscellaneous Events | Preseason Spring Parent Meeting | Home - Norwalk HS [Directions] | 7:00 p.m. | ||
| Thu., 3/31 | V Baseball | Weston (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Thu., 3/31 | JV Boys Volleyball | Newtown (Scrim.) | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 3/31 | V Softball | Wilton (Scrim.) | Away - Wilton HS-Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/1 | V Girls Lacrosse | Trumbull (Scrim.) | Home - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Sat., 4/2 | V Baseball | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 1:00 p.m. | L 7-1 | |
| Sat., 4/2 | V Boys Lacrosse | Fitch | Home - Norwalk HS-Testa Field [Directions] | 12:30 p.m. | W 10-9(OT) | |
| Sat., 4/2 | JV Boys Lacrosse | Fitch | Home - Norwalk HS-Testa Field [Directions] | 11:00 a.m. | ||
| Sat., 4/2 | V Boys Volleyball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 11:30 a.m. | W 3-0 | |
| Sat., 4/2 | JV Boys Volleyball | Stamford | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 10:00 a.m. | L 0-2 | |
| Sat., 4/2 | V Softball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 2:00 p.m. | W 11-6 | |
| Mon., 4/4 | V Boys Outdoor Track | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 4:00 p.m. | Trumbull 100 Norwalk 50 | |
| Mon., 4/4 | V Boys Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 4/4 | JV Boys Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 5:30 p.m. | L 2-1 | |
| Mon., 4/4 | V Girls Outdoor Track | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 4:00 p.m. | Trumbull 114 Norwalk 30 | |
| Mon., 4/4 | V Softball | Brookfield | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | W 6-4 | |
| Mon., 4/4 | JV Softball | Brookfield | Home - Norwalk HS-Naramake School [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 4/5 | V Baseball | New Fairfield | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | W 3-2 | |
| Tue., 4/5 | JV Baseball | New Fairfield | Home - City Hall Field [Directions] | 4:30 p.m. | W 6-3 | |
| Tue., 4/5 | V Boys Lacrosse | Greenwich | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 3-14 | |
| Tue., 4/5 | JV Boys Lacrosse | Greenwich | Home - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Tue., 4/5 | V Girls Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 4:30 p.m. | L 0-19 | |
| Tue., 4/5 | JV Girls Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 4/6 | V Boys Volleyball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | 5:30 p.m. | L 3-2 | |
| Wed., 4/6 | JV Boys Volleyball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 4/8 | V Baseball | Newtown | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | W 1-0 | |
| Fri., 4/8 | JV Baseball | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | Postponed | ||
| Fri., 4/8 | V Boys Volleyball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 4/8 | JV Boys Volleyball | Fairfield Warde | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | W 2-1 | |
| Sat., 4/9 | V Baseball | Conard | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 11:00 a.m. | L 9-3 | |
| Sat., 4/9 | V Boys Lacrosse | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 12:30 p.m. | W 10-3 | |
| Sat., 4/9 | JV Boys Lacrosse | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 10:45 a.m. | ||
| Sat., 4/9 | Miscellaneous Events | Winter Percussion Practice | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 12:00 p.m. | ||
| Mon., 4/11 | V Baseball | West Haven | Away - West Haven HS-Whitey Piurek Field [Directions] | 3:45 p.m. | L 1-0 | |
| Mon., 4/11 | JV Baseball | West Haven | Away - Painter Park-Painter Park Upper (Noyes Field) [Directions] | 3:45 p.m. | W 18-5 | |
| Mon., 4/11 | FR Baseball | Fairfield Warde | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Mon., 4/11 | V Boys Outdoor Track | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 4:00 p.m. | Greenwich 92 Norwalk 54 | |
| Mon., 4/11 | V Boys Tennis | Darien | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Mon., 4/11 | V Boys Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | L 3-0 | |
| Mon., 4/11 | JV Boys Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 5:30 p.m. | L 2-0 | |
| Mon., 4/11 | V Girls Outdoor Track | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 4:00 p.m. | Greenwich 112 Norwalk 24 | |
| Mon., 4/11 | JV Softball | St. Joseph | Away - St. Joseph HS-Softball Diamond [Directions] | 4:00 p.m. | L 9-5 | |
| Mon., 4/11 | V Girls Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Tue., 4/12 | V Boys Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:30 p.m. | W 17-4 | |
| Tue., 4/12 | JV Boys Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | Canceled | Cancelled | |
| Tue., 4/12 | V Boys Tennis | Wilton | Away - Wilton HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Tue., 4/12 | V Girls Lacrosse | St. Joseph | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 7-13 | |
| Tue., 4/12 | JV Girls Lacrosse | St. Joseph | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Tue., 4/12 | V Girls Tennis | Wilton | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Wed., 4/13 | V Boys Volleyball | Wolcott Tech | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 4/13 | JV Boys Volleyball | Wolcott Tech | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | L 2-0 | |
| Thu., 4/14 | V Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | 2:30 p.m. | W 7-1 | |
| Thu., 4/14 | JV Baseball | Darien | Away - Darien HS-DHS Baseball - JV Field [Directions] | 2:30 p.m. | L 3-5 | |
| Thu., 4/14 | FR Baseball | Darien | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 2:30 p.m. | ||
| Thu., 4/14 | V Boys Tennis | Fairfield Ludlowe | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 1-6 [Detailed Results] | |
| Thu., 4/14 | V Girls Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:00 p.m. | L 3-14 | |
| Thu., 4/14 | JV Girls Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | 5:30 p.m. | ||
| Thu., 4/14 | V Softball | Darien | Home - Norwalk HS-Ray Barry Field [Directions] | 2:30 p.m. | L 7-0 | |
| Thu., 4/14 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Sat., 4/16 | V Boys Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 12:00 p.m. | L 0-20 | |
| Sat., 4/16 | JV Boys Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 10:00 a.m. | ||
| Sat., 4/16 | V Softball | Newtown | Away - Newtown HS-NHS Softball Field [Directions] | 10:30 a.m. | W 5-3 | |
| Sat., 4/16 | Miscellaneous Events | Winter Percussion Practice | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 7:00 a.m. | ||
| Mon., 4/18 | V Baseball | Wilton | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | W 10-3 | |
| Mon., 4/18 | JV Baseball | Wilton | Home - City Hall Field [Directions] | 4:00 p.m. | W 11-0 | |
| Mon., 4/18 | FR Baseball | Wilton | Away - Allen's Meadow-Baseball Diamond [Directions] | Postponed | ||
| Mon., 4/18 | V Boys Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | 10:00 a.m. | L 0-7 [Detailed Results] | |
| Mon., 4/18 | V Boys Volleyball | Bridgeport Central | Away - Bridgeport Central HS-The Barry McLeod Court [Directions] | 2:00 p.m. | L 3-2 | |
| Mon., 4/18 | JV Boys Volleyball | Bridgeport Central | Away - Bridgeport Central HS-The Barry McLeod Court [Directions] | 3:30 p.m. | ||
| Mon., 4/18 | V Softball | Wilton | Away - Wilton HS-Varsity Softball Field [Directions] | 4:00 p.m. | W 5-1 | |
| Mon., 4/18 | JV Softball | Wilton | Away - Wilton HS-JV Softball Field [Directions] | 5:30 p.m. | ||
| Mon., 4/18 | V Girls Tennis | Greenwich | Home - Norwalk HS-Tennis Courts [Directions] | 10:00 a.m. | L 0-7 | |
| Mon., 4/18 | Miscellaneous Events | Winter Percussion Practice | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 4/19 | V Boys Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 4:00 p.m. | L 4-18 | |
| Tue., 4/19 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 5:30 p.m. | ||
| Tue., 4/19 | V Boys Tennis | Bridgeport Central | Home - Norwalk HS-Tennis Courts [Directions] | 10:00 a.m. | Cancelled [Detailed Results] | |
| Tue., 4/19 | V Girls Lacrosse | Fairfield Ludlowe | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 6-13 | |
| Tue., 4/19 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Tue., 4/19 | V Girls Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | 10:00 a.m. | L 2-5 | |
| Wed., 4/20 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | 4:00 p.m. | W 6-1 | |
| Wed., 4/20 | JV Baseball | Fairfield Ludlowe | Away - Owen Fish Park-Owen Fish [Directions] | 4:00 p.m. | W 12-7 | |
| Wed., 4/20 | FR Baseball | Fairfield Ludlowe | Home - City Hall Field [Directions] | 4:00 p.m. | ||
| Wed., 4/20 | V Boys Volleyball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 4/20 | JV Boys Volleyball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 4/20 | V Softball | Fairfield Ludlowe | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | L 8-4 | |
| Wed., 4/20 | JV Softball | Fairfield Ludlowe | Home - Norwalk HS-Naramake School [Directions] | 5:30 p.m. | ||
| Thu., 4/21 | V Boys Lacrosse | Wilton | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 2-15 | |
| Thu., 4/21 | JV Boys Lacrosse | Wilton | Home - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Thu., 4/21 | V Boys Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Thu., 4/21 | V Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | 6:00 p.m. | L 0-19 | |
| Thu., 4/21 | JV Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | 4:00 p.m. | ||
| Thu., 4/21 | JV Softball | New Milford | Away - New Milford HS-Softball JV Field - NMHS [Directions] | 4:15 p.m. | L 16-0 | |
| Thu., 4/21 | V Girls Tennis | Westhill | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Fri., 4/22 | V Baseball | Greenwich | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | L 7-1 | |
| Fri., 4/22 | JV Baseball | Greenwich | Home - City Hall Field [Directions] | 4:30 p.m. | L 5-12 | |
| Fri., 4/22 | FR Baseball | Greenwich | Away - Greenwich HS-Baseball Field [Directions] | 4:30 p.m. | ||
| Fri., 4/22 | V Boys Volleyball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | W 3-1 | |
| Fri., 4/22 | JV Boys Volleyball | Danbury | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | L 2-1 | |
| Fri., 4/22 | V Softball | Greenwich | Away - Greenwich HS-Softball Field [Directions] | 4:30 p.m. | W 6-0 | |
| Fri., 4/22 | JV Softball | Greenwich | Away - Julian Curtiss School [Directions] | 4:30 p.m. | ||
| Sat., 4/23 | V Boys Lacrosse | Amity | Home - Norwalk HS-Testa Field [Directions] | 11:30 a.m. | L 7-11 | |
| Sat., 4/23 | JV Boys Lacrosse | Amity | Home - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | ||
| Sat., 4/23 | V Girls Lacrosse | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 8:45 a.m. | W 15-8 | |
| Sat., 4/23 | JV Girls Lacrosse | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 10:30 a.m. | ||
| Sat., 4/23 | V Softball | Pomperaug | Away - Pomperaug HS-Softball Field [Directions] | 11:00 a.m. | W 14-3 | |
| Mon., 4/25 | V Baseball | Bridgeport Central | Away - Bridgeport Central HS-Baseball Diamond [Directions] | 4:00 p.m. | W 17-0 | |
| Mon., 4/25 | FR Baseball | Darien | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Boys Outdoor Track | Danbury | Away - Danbury HS-Stadium Track [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Boys Tennis | St. Joseph | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | W 5-2 [Detailed Results] | |
| Mon., 4/25 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Gym [Directions] | 4:00 p.m. | L 0-3 | |
| Mon., 4/25 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Gym [Directions] | 5:30 p.m. | ||
| Mon., 4/25 | V Girls Outdoor Track | Danbury | Away - Danbury HS-Stadium Track [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Softball | Bridgeport Central | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | W 15-0 | |
| Mon., 4/25 | JV Softball | Bridgeport Central | Home - Norwalk HS-Naramake School [Directions] | 4:00 p.m. | Cancelled | |
| Mon., 4/25 | V Girls Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Tue., 4/26 | V Boys Lacrosse | Westhill | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 11-6 | |
| Tue., 4/26 | JV Boys Lacrosse | Westhill | Home - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Tue., 4/26 | V Girls Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | W 11-9 | |
| Tue., 4/26 | JV Girls Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 5:30 p.m. | ||
| Tue., 4/26 | JV Softball | Danbury | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Baseball | Westhill | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | L 16-3 | |
| Wed., 4/27 | JV Baseball | Westhill | Home - City Hall Field [Directions] | 4:30 p.m. | L 2-14 | |
| Wed., 4/27 | FR Baseball | Westhill | Away - Westhill HS-Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Boys Tennis | Danbury | Home - Norwalk HS-Tennis Courts [Directions] | 5:00 p.m. | L 1-6 [Detailed Results] | |
| Wed., 4/27 | V Boys Volleyball | Staples | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | L 1-3 | |
| Wed., 4/27 | JV Boys Volleyball | Staples | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 4/27 | V Softball | Westhill | Away - Westhill HS-Varsity Softball Field [Directions] | 4:00 p.m. | L 7-8 | |
| Wed., 4/27 | JV Softball | Westhill | Away - Westhill HS-Varsity Softball Field [Directions] | 6:00 p.m. | W 1-0 | |
| Thu., 4/28 | V Boys Tennis | Fairfield Warde | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 1-6 [Detailed Results] | |
| Thu., 4/28 | V Girls Lacrosse | Darien | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 1-17 | |
| Thu., 4/28 | JV Girls Lacrosse | Darien | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Thu., 4/28 | V Girls Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Thu., 4/28 | Miscellaneous Events | Nathan Hale Intramurals | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 3:30 p.m. | ||
| Fri., 4/29 | V Baseball | St. Joseph | Away - St. Joseph HS-Baseball Diamond [Directions] | 4:00 p.m. | L 7-8 | |
| Fri., 4/29 | JV Baseball | St. Joseph | Away - Unity Park-Field 1 [Directions] | 4:00 p.m. | L 11-13 | |
| Fri., 4/29 | FR Baseball | St. Joseph | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Fri., 4/29 | V Boys Lacrosse | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | 4:00 p.m. | L 0-21 | |
| Fri., 4/29 | JV Boys Lacrosse | Darien | Away - Darien HS-DHS Center Oval - Turf [Directions] | 5:30 p.m. | ||
| Fri., 4/29 | V Boys Volleyball | Bridgeport Central | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 4/29 | JV Boys Volleyball | Bridgeport Central | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | L 2-0 | |
| Fri., 4/29 | V Softball | St. Joseph | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | L 13-0 | |
| Sat., 4/30 | V Girls Lacrosse | Danbury | Home - Norwalk HS-Testa Field [Directions] | 1:30 p.m. | W 19-13 | |
| Sat., 4/30 | JV Girls Lacrosse | Danbury | Home - Norwalk HS-Testa Field [Directions] | 12:00 p.m. | ||
| Mon., 5/2 | V Boys Lacrosse | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 7:00 p.m. | W 11-8 | |
| Mon., 5/2 | JV Boys Lacrosse | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | ||
| Mon., 5/2 | V Boys Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | L 3-0 | |
| Mon., 5/2 | JV Boys Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | L 2-0 | |
| Tue., 5/3 | V Baseball | Danbury | Away - Danbury HS-V Baseball Field [Directions] | 4:00 p.m. | L 5-3 | |
| Tue., 5/3 | JV Baseball | Danbury | Away - Danbury HS-JV Baseball Field [Directions] | 4:00 p.m. | L 6-16 | |
| Tue., 5/3 | FR Baseball | Danbury | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Boys Outdoor Track | Staples | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | L 1-6 [Detailed Results] | |
| Tue., 5/3 | V Girls Lacrosse | Stamford | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 11-12 | |
| Tue., 5/3 | JV Girls Lacrosse | Stamford | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | Staples | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Softball | Danbury | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | L 4-2 | |
| Tue., 5/3 | JV Softball | St. Joseph | Home - Norwalk HS-Naramake School [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Girls Tennis | Brien McMahon | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Tue., 5/3 | Miscellaneous Events | AP Psych Exam | Home - Norwalk HS [Directions] | 12:00 p.m. | ||
| Wed., 5/4 | V Boys Lacrosse | Fairfield Warde | Home - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 7-8 (2OT) | |
| Wed., 5/4 | JV Boys Lacrosse | Fairfield Warde | Home - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Wed., 5/4 | V Boys Volleyball | Darien | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | L 3-0 | |
| Wed., 5/4 | JV Boys Volleyball | Darien | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 5/4 | V Softball | Fairfield Warde | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | W 9-5 | |
| Wed., 5/4 | JV Softball | Fairfield Warde | Home - Norwalk HS-Ray Barry Field [Directions] | 5:30 p.m. | ||
| Wed., 5/4 | Miscellaneous Events | AP Computer Science | Home - Norwalk HS [Directions] | 12:00 p.m. | ||
| Thu., 5/5 | V Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | 4:00 p.m. | L 3-1 | |
| Thu., 5/5 | JV Baseball | Fairfield Warde | Home - Nathan Hale MS [Directions] | 4:00 p.m. | L 1-8 | |
| Thu., 5/5 | FR Baseball | Fairfield Warde | Away - Tunxis [Directions] | 4:00 p.m. | ||
| Thu., 5/5 | V Boys Tennis | Stamford | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 3-4 [Detailed Results] | |
| Thu., 5/5 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 5:30 p.m. | W 12-9 | |
| Thu., 5/5 | JV Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:00 p.m. | ||
| Thu., 5/5 | V Girls Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Thu., 5/5 | Miscellaneous Events | AP Statistics | Home - Norwalk HS [Directions] | 12:00 p.m. | ||
| Thu., 5/5 | Miscellaneous Events | Nathan Hale Intramurals | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 3:30 p.m. | ||
| Fri., 5/6 | JV Baseball | Ridgefield | Home - City Hall Field [Directions] | Postponed | ||
| Fri., 5/6 | FR Baseball | Ridgefield | Away - Governor Field [Directions] | Postponed | ||
| Fri., 5/6 | V Boys Volleyball | Fairfield Ludlowe | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | L 3-0 | |
| Fri., 5/6 | JV Boys Volleyball | Fairfield Ludlowe | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 5/9 | V Baseball | Brien McMahon | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 6:00 p.m. | W 8-6 | |
| Mon., 5/9 | JV Baseball | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 6:30 p.m. | W 2-0 | |
| Mon., 5/9 | V Boys Lacrosse | Immaculate | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | W 15-4 | |
| Mon., 5/9 | V Boys Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Boys Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Mon., 5/9 | V Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 5:30 p.m. | L 3-0 | |
| Mon., 5/9 | JV Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Girls Lacrosse | Immaculate | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | W 20-10 | |
| Mon., 5/9 | V Girls Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Softball | Brien McMahon | Away - Norwalk HS - Ray Barry Field-Softball Field [Directions] | 4:00 p.m. | W 13-3 | |
| Mon., 5/9 | JV Softball | Brien McMahon | Away - Norwalk HS - Ray Barry Field-Softball Field [Directions] | 5:45 p.m. | ||
| Mon., 5/9 | V Girls Tennis | Staples | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Mon., 5/9 | Miscellaneous Events | AP Comp. Science Principles / Italian Language | Home - Norwalk HS [Directions] | 12:00 p.m. | ||
| Tue., 5/10 | V Boys Tennis | New Canaan | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 1-6 [Detailed Results] | |
| Tue., 5/10 | V Softball | Ridgefield | Away - Ridgefield HS-Varsity Field [Directions] | 4:00 p.m. | W 12-2 | |
| Tue., 5/10 | JV Softball | Ridgefield | Away - Ridgefield HS-JV Field [Directions] | Postponed | ||
| Tue., 5/10 | V Girls Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | 4:00 p.m. | L 0-6 | |
| Wed., 5/11 | V Baseball | Stamford | Away - Stamford HS-Cubeta Stadium [Directions] | 7:00 p.m. | W 10-4 | |
| Wed., 5/11 | JV Baseball | Stamford | Away - Stamford HS-SHS Baseball Diamond [Directions] | 4:00 p.m. | W 12-2 | |
| Wed., 5/11 | FR Baseball | Stamford | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Wed., 5/11 | V Boys Tennis | Ridgefield | Away - Ridgefield HS-RHS Tennis Courts [Directions] | 4:30 p.m. | L 0-7 [Detailed Results] | |
| Wed., 5/11 | V Boys Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:30 p.m. | L 3-0 | |
| Wed., 5/11 | JV Boys Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 5/11 | V Girls Lacrosse | New Canaan | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 2-16 | |
| Wed., 5/11 | JV Girls Lacrosse | New Canaan | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Wed., 5/11 | V Softball | Stamford | Home - Norwalk HS-Ray Barry Field [Directions] | 4:30 p.m. | L 10-8 | |
| Wed., 5/11 | JV Softball | Stamford | Home - Norwalk HS-Ray Barry Field [Directions] | 6:00 p.m. | ||
| Wed., 5/11 | V Girls Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | |
| Wed., 5/11 | Miscellaneous Events | AP Biology | Home - Norwalk HS [Directions] | 12:00 p.m. | ||
| Thu., 5/12 | V Baseball | Staples | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 6:00 p.m. | W 2-1 | |
| Thu., 5/12 | JV Baseball | Staples | Home - City Hall Field [Directions] | 4:30 p.m. | L 2-14 | |
| Thu., 5/12 | V Boys Lacrosse | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 6:30 p.m. | L 1-17 | |
| Thu., 5/12 | JV Boys Lacrosse | New Canaan | Away - New Canaan HS-WTT #2 [Directions] | 4:00 p.m. | ||
| Thu., 5/12 | V Boys Outdoor Track | Bassick, Bridgeport Central, Harding | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Thu., 5/12 | V Boys Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Thu., 5/12 | V Boys Volleyball | Westhill | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:15 p.m. | L 0-3 | |
| Thu., 5/12 | JV Boys Volleyball | Westhill | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 5/12 | V Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | L 6-10 | |
| Thu., 5/12 | JV Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Postponed | ||
| Thu., 5/12 | V Girls Outdoor Track | Bassick, Bridgeport Central, Harding | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Thu., 5/12 | V Softball | Staples | Away - Staples HS-Wakeman Field [Directions] | 4:00 p.m. | L 6-7 | |
| Thu., 5/12 | JV Softball | Staples | Away - Staples HS-Staples Softball Field [Directions] | 5:30 p.m. | ||
| Thu., 5/12 | V Girls Tennis | Trumbull | Home - Norwalk HS-Tennis Courts [Directions] | 4:00 p.m. | L 2-5 | |
| Thu., 5/12 | Miscellaneous Events | AP Physics | Home - Norwalk HS [Directions] | 12:00 p.m. | ||
| Thu., 5/12 | Miscellaneous Events | Nathan Hale Intramurals | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 3:30 p.m. | ||
| Fri., 5/13 | FR Baseball | Staples | Away - Staples HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Fri., 5/13 | V Girls Tennis | Ridgefield | Home - Norwalk HS-Tennis Courts [Directions] | 2:30 p.m. | L 0-7 | |
| Fri., 5/13 | Miscellaneous Events | Junior Prom | Home - TBA [Directions] | 7:00 p.m. | ||
| Sat., 5/14 | V Baseball | Ridgefield | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 11:30 a.m. | L 6-9 | |
| Sat., 5/14 | V Boys Lacrosse | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 6-17 | |
| Sat., 5/14 | JV Boys Lacrosse | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Boys Outdoor Track | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Boys Volleyball | St. Joseph | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 5/16 | JV Boys Volleyball | St. Joseph | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 5/16 | V Girls Outdoor Track | Brien McMahon | Home - Norwalk HS-Testa Field [Directions] | 4:00 p.m. | ||
| Tue., 5/17 | V Baseball | New Canaan | Away - Mead Park-Baseball Field [Directions] | 4:00 p.m. | W 10-3 | |
| Tue., 5/17 | FR Baseball | New Canaan | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Tue., 5/17 | V Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | L 6-21 | |
| Tue., 5/17 | JV Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Tue., 5/17 | V Girls Lacrosse | Ridgefield | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | L 1-12 | |
| Tue., 5/17 | JV Girls Lacrosse | Ridgefield | Home - Norwalk HS-Testa Field [Directions] | 4:30 p.m. | ||
| Tue., 5/17 | V Softball | New Canaan | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | W 2-1 | |
| Tue., 5/17 | JV Softball | New Canaan | Home - Naramake School Field [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | V Baseball | Trumbull | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 6:00 p.m. | L 3-4 | |
| Wed., 5/18 | JV Baseball | Trumbull | Home - City Hall Field [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | FR Baseball | Trumbull | Away - Trumbull HS-Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | V Boys Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 5:30 p.m. | L 3-0 | |
| Wed., 5/18 | JV Boys Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | V Softball | Trumbull | Away - Trumbull HS-Varsity Softball Diamond [Directions] | 4:15 p.m. | L 4-1 | |
| Wed., 5/18 | JV Softball | Trumbull | Away - Trumbull HS-JV Softball Diamond [Directions] | 6:00 p.m. | ||
| Wed., 5/18 | Miscellaneous Events | First Book Event | Home - Norwalk HS-Testa Field [Directions] | 7:00 a.m. | ||
| Thu., 5/19 | JV Baseball | New Canaan | Away - Waveny Park-Coppo Field [Directions] | Canceled | Cancelled | |
| Thu., 5/19 | V Girls Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 6:00 p.m. | W 11-5 | |
| Thu., 5/19 | JV Girls Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:30 p.m. | ||
| Thu., 5/19 | Miscellaneous Events | First Book Event | Home - Norwalk HS-Testa Field [Directions] | 7:00 a.m. | ||
| Thu., 5/19 | Miscellaneous Events | Nathan Hale Intramurals | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 3:30 p.m. | ||
| Fri., 5/20 | Miscellaneous Events | First Book Event | Home - Norwalk HS-Testa Field [Directions] | 7:00 a.m. | ||
| Fri., 5/20 | Miscellaneous Events | Senior Prom | Home - TBA [Directions] | 7:00 p.m. | ||
| Sat., 5/21 | V Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 5/21 | Miscellaneous Events | First Book Event | Home - Norwalk HS-Testa Field [Directions] | 7:00 a.m. | ||
| Sat., 5/21 | Miscellaneous Events | Ari Tsingerliotis Alumni Game | Home - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | ||
| Mon., 5/23 | V Girls Outdoor Track | FCIAC Championships | Away - Wilton HS-Fujitani Field - Turf | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Danbury HS-Wilton HS-Fujitani Field - Turf | ||||||
| Tue., 5/24 | V Boys Outdoor Track | FCIAC Championships | Away - Danbury HS-Stadium Track | 3:30 p.m. | ||
| Tue., 5/24 | V Softball | Notre Dame-Fairfield | Home - Norwalk HS-Ray Barry Field [Directions] | 4:00 p.m. | L 6-4 | |
| Tue., 5/24 | Miscellaneous Events | Nathan Hale Intramurals | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 3:30 p.m. | ||
| Wed., 5/25 | JV Baseball | Brien McMahon | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 6:00 p.m. | ||
| Thu., 5/26 | V Baseball | Stamford (Scrim.) | Home - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | ||
| Thu., 5/26 | Miscellaneous Events | College Signing Day | Home - Norwalk HS-Tom Scarso Gymnasium [Directions] | 2:45 p.m. | ||
| Tue., 5/31 | V Baseball | Danbury | Away - Danbury HS-V Baseball Field [Directions] | 3:30 p.m. | ||
| Tue., 5/31 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Tue., 5/31 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Tue., 5/31 | V Softball | Norwich Free Academy | Away - Rec Fields-DePina 1 [Directions] | 4:00 p.m. | W 7-6 | |
| Wed., 6/1 | V Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 6/1 | V Softball | Southington | Away - Southington HS-Softball Varsity Field [Directions] | 4:00 p.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Boys Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Tue., 6/7 | V Boys Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Wed., 6/8 | V Boys Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Wed., 6/8 | Miscellaneous Events | 8th Grade Athletic Open House | Home - Norwalk HS [Directions] | 6:30 p.m. | ||
| Fri., 6/17 | Miscellaneous Events | NORWALK HIGH SCHOOL GRADUATION | Home - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | ||