| Wilton 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 489 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Fri., 8/30 | V Football | New London (Scrim.) | Away - New London HS- Pat Cannamela Field [Directions] | 6:30 p.m. | ||
| Wed., 9/4 | V Girls Volleyball | Jonathan Law (Scrim.) | Home - Wilton Court 2 [Directions] | 4:30 p.m. | ||
| Thu., 9/5 | V Boys Soccer | Branford (Scrim.) | Home - Wilton HS-Allens Grass Field [Directions] | 4:15 p.m. | ||
| Thu., 9/5 | V Girls Soccer | Glastonbury (Scrim.) | Home - Wilton HS-Lilly Field [Directions] | 5:00 p.m. | ||
| Fri., 9/6 | V Boys Soccer | Foran, Litchfield, Masuk, TBA, Northwestern, Old Saybrook, Stamford | Away - Foran HS -Foran High School - Turf Field | TBA | ||
| Fri., 9/6 | V Field Hockey | Norwalk | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | ||
| Sat., 9/7 | V Football | Danbury (Scrim.) | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 11:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | TBA | Home - Allen's Meadow-2B [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | Bethel (Scrim.) | Home - Allen's Meadow-2A [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | Naugatuck (Scrim.) | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | St. Joseph (Scrim.) | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | Wilton Jamboree | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | New Milford (Scrim.) | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:00 a.m. | ||
| Mon., 9/9 | V Boys Cross Country | Ridgefield, Fairfield Warde, Stamford | Away - Ridgefield HS-Upper Grass Field [Directions] | Wilton 24 - F. Warde 35 Ridgefield 28 - Wilton 29 Wilton 10 - Stamford 40 | ||
| Mon., 9/9 | V Girls Cross Country | Ridgefield, Fairfield Warde, Stamford | Away - Ridgefield HS-Upper Grass Field [Directions] | Ridgefield 18 Wilton 43 Wilton 22 Warde 35 Wilton 15 Stamford | ||
| Mon., 9/9 | V Field Hockey | New Fairfield (Scrim.) | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 5:15 p.m. | ||
| Tue., 9/10 | V Boys Soccer | TBA | Home - Wilton HS-Fuijitani Field -Turf [Directions] | Cancelled | ||
| Tue., 9/10 | V Girls Soccer | Brookfield (Scrim.) | Home - Wilton HS-Lilly Field [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Volleyball | Weston (Scrim.) | Home - Wilton HS [Directions] | 4:15 p.m. | ||
| Wed., 9/11 | V Boys Soccer | Fairfield Prep (Scrim.) | Away - Fairfield University-Rafferty Stadium [Directions] | 4:30 p.m. | ||
| Thu., 9/12 | V Field Hockey | Stamford | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 8-0 | ||
| Thu., 9/12 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | L 0-3 | ||
| Fri., 9/13 | V Football | Fitch | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 31-14 | ||
| Fri., 9/13 | V Boys Soccer | St. Joseph | Home - Wilton HS-Lilly Field [Directions] | W 6-1 | ||
| Fri., 9/13 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | T 0-0 | ||
| Sat., 9/14 | V Boys Cross Country | Greenwich | Home - Wilton HS-Allen Meadow [Directions] | 10:00 a.m. | ||
| Sat., 9/14 | V Boys Cross Country | Seymour | Home - Wilton HS-Allen Meadow [Directions] | 8:00 a.m. | ||
| Sat., 9/14 | V Boys Cross Country | New Canaan | Home - Wilton HS-Allen Meadow [Directions] | NC 25 - Wilton 30 Trumbull 18 - Wilton 39 Danbury 18 - Wilton 41 | ||
| Sat., 9/14 | V Boys Cross Country | New Fairfield | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Boys Cross Country | Pomperaug | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Boys Cross Country | Trumbull | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Boys Cross Country | Amity | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Boys Cross Country | Darien | Home - Wilton HS-Allen Meadow [Directions] | 9:30 a.m. | ||
| Sat., 9/14 | V Boys Cross Country | Glastonbury | Home - Allen's Meadow [Directions] | TBA | ||
| Sat., 9/14 | V Boys Cross Country | Glastonbury | Home - Allen's Meadow [Directions] | TBA | ||
| Sat., 9/14 | V Boys Cross Country | Glastonbury | Home - Allen's Meadow [Directions] | TBA | ||
| Sat., 9/14 | V Girls Cross Country | Greenwich | Home - Wilton HS-Allen Meadow [Directions] | 10:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Glastonbury | Home - Allen's Meadow [Directions] | 11:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | New Canaan | Home - Wilton HS-Allen Meadow [Directions] | NC 20 - Wilton 38 Trumbull 20 - Wilton 37 Wilton 26 - Danbury 28 Tie Breaker | ||
| Sat., 9/14 | V Girls Cross Country | Darien | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Amity | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Trumbull | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Weston | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Pomperaug | Home - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Bethel | Home - Wilton HS-Allen Meadow [Directions] | 9:30 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Seymour | Home - Wilton HS-Allen Meadow [Directions] | 2:30 p.m. | ||
| Sat., 9/14 | V Girls Cross Country | New Fairfield | Home - Wilton HS-Allen Meadow [Directions] | TBA | ||
| Sat., 9/14 | V Field Hockey | Branford | Away - Branford HS-Athletic Turf Field [Directions] | W 6-2 | ||
| Sat., 9/14 | V Girls Volleyball | Immaculate | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 0-3 | ||
| Mon., 9/16 | V Boys Soccer | Norwalk | Home - Wilton HS-Lilly Field [Directions] | W 3-1 | ||
| Mon., 9/16 | V Girls Swimming and Diving | Fairfield Warde | Away - Fairfield University-Pool [Directions] | Wilton 103-Warde 83 | ||
| Mon., 9/16 | V Girls Volleyball | St. Joseph | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 0-3 | ||
| Tue., 9/17 | V Boys Cross Country | Darien, Fairfield Ludlowe, Westhill | Home - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Girls Cross Country | Darien, Fairfield Ludlowe, Westhill | Home - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Girls Diving | Darien | Away - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Tue., 9/17 | V Field Hockey | Danbury | Home - Wilton HS-Fuijitani Field -Turf [Directions] | W 10-1 | ||
| Tue., 9/17 | V Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | W 5-0 | ||
| Wed., 9/18 | V Boys Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | W 4-1 | ||
| Wed., 9/18 | V Girls Swimming and Diving | New Canaan | Away - New Canaan YMCA-Pool [Directions] | Wilton 105 - New Canaan 81 | ||
| Wed., 9/18 | V Girls Volleyball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 1-3 | ||
| Thu., 9/19 | V Girls Soccer | Westhill | Home - Wilton HS-Lilly Field [Directions] | W 3-0 | ||
| Fri., 9/20 | V Football | Brien McMahon | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 37-0 | ||
| Fri., 9/20 | V Boys Soccer | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | T 2-2 | ||
| Fri., 9/20 | V Girls Swimming and Diving | Darien | Away - Darien YMCA [Directions] | Wilton - 75 Darien - 111 | ||
| Fri., 9/20 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | L 0-3 | ||
| Sat., 9/21 | V Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | W 6-1 | ||
| Sat., 9/21 | V Girls Soccer | Darien | Home - Wilton HS-Lilly Field [Directions] | W 1-0 | ||
| Mon., 9/23 | V Field Hockey | Norwalk | Home - Wilton HS-Veterans Memorial Stadium [Directions] | L 2-3 | ||
| Tue., 9/24 | V Boys Cross Country | New Canaan, Danbury, Trumbull | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | New Canaan, Danbury, Trumbull | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | L 0-3 | ||
| Wed., 9/25 | V Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | W 3-0 | ||
| Fri., 9/27 | V Football | St. Joseph | Home - Wilton HS-Veterans Memorial Stadium [Directions] | L 14-56 | ||
| Fri., 9/27 | V Boys Soccer | New Canaan | Home - Wilton HS-Lilly Field [Directions] | W 2-0 | ||
| Fri., 9/27 | V Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | L 0-3 | ||
| Fri., 9/27 | V Girls Soccer | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | L 0-2 | ||
| Tue., 10/1 | V Boys Cross Country | Norwalk, St. Joseph, Trinity Catholic | Home - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Varsity Grass Soccer Field [Directions] | T 3-3 | ||
| Tue., 10/1 | V Girls Cross Country | Norwalk, St. Joseph, Trinity Catholic | Home - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Girls Cross Country | Guilford | Home - Wilton HS [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Girls Volleyball | New Canaan | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 1-3 | ||
| Wed., 10/2 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | OT-L 0-1 | ||
| Wed., 10/2 | V Girls Soccer | Fairfield Warde | Home - Wilton HS-Lilly Field [Directions] | W 3-0 | ||
| Wed., 10/2 | V Girls Swimming and Diving | Danbury | Away - Western CT State Univ.-O'Neill Ctr, Blue-O'Neill Center [Directions] | Wilton-97 Danbury-77 | ||
| Thu., 10/3 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic-Gaglio Field | W 6-0 | ||
| Thu., 10/3 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | L 3-1 | ||
| Fri., 10/4 | V Football | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | W 42-6 | ||
| Fri., 10/4 | V Field Hockey | Brien McMahon | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 6-0 | ||
| Fri., 10/4 | V Girls Soccer | Trinity Catholic | Home - Wilton HS-Lilly Field [Directions] | W 6-0 | ||
| Fri., 10/4 | V Girls Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | Wilton-107 Staples-79 | ||
| Fri., 10/4 | V Girls Volleyball | Trinity Catholic | Away - Trinity Catholic-Gym | L 1-3 | 3:00 PM, Return 5:30 PM | |
| Sat., 10/5 | V Boys Soccer | Danbury | Home - Wilton HS-Lilly Field [Directions] | W 3-0 | ||
| Mon., 10/7 | V Boys Cross Country | Greenwich, Brien McMahon, Staples | Away - Greenwich Point [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Cross Country | Greenwich, Brien McMahon, Staples | Away - Greenwich Point [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Soccer | Danbury | Away - Mill Ridge Int. School-Turf Field [Directions] | W 3-0 | ||
| Mon., 10/7 | V Girls Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | Wilton-85 Greenwich-101 | ||
| Mon., 10/7 | V Girls Volleyball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 1-3 | ||
| Thu., 10/10 | V Boys Soccer | Brien McMahon | Home - Wilton HS-Lilly Field [Directions] | T 4-4 | ||
| Thu., 10/10 | V Field Hockey | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | W 3-1 | ||
| Fri., 10/11 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | W 5-1 | ||
| Fri., 10/11 | V Girls Volleyball | Brien McMahon | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 0-3 | ||
| Sat., 10/12 | V Boys Soccer | Bridgeport Central | Home - Wilton HS-Lilly Field [Directions] | W 4-0 | ||
| Sat., 10/12 | V Field Hockey | Weston | Home - Wilton HS-Fuijitani Field -Turf [Directions] | W 8-0 | ||
| Sat., 10/12 | V Girls Swimming and Diving | St. Joseph | Away - High Plains Community Cn [Directions] | Wilton 99 St. Joseph 82 | ||
| Mon., 10/14 | V Field Hockey | Westhill | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 8-0 | ||
| Mon., 10/14 | V Girls Soccer | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium [Directions] | W 4-0 | ||
| Tue., 10/15 | V Girls Volleyball | Bridgeport Central | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 3-0 | ||
| Thu., 10/17 | V Boys Soccer | Trumbull | Home - Wilton HS-Lilly Field [Directions] | W 2-0 | ||
| Thu., 10/17 | V Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | L 2-3 | ||
| Fri., 10/18 | V Football | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 0-21 | ||
| Fri., 10/18 | V Girls Soccer | Trumbull | Away - Trumbull HS-New Turf Field [Directions] | W 4-2 | ||
| Sat., 10/19 | V Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | T 1-1 | ||
| Sat., 10/19 | V Field Hockey | St. Joseph | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 12-0 | ||
| Mon., 10/21 | V Girls Soccer | Fairfield Ludlowe | Home - Wilton HS-Lilly Field [Directions] | T 2-2 | ||
| Mon., 10/21 | V Girls Swimming and Diving | Fairfield Ludlowe | Away - Fairfield University-Pool [Directions] | Wilton 102 Ludlowe 77 | ||
| Mon., 10/21 | V Girls Volleyball | Trumbull | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 0-3 | ||
| Tue., 10/22 | V Boys Cross Country | New Canaan | Home - Allen's Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Boys Cross Country | Pomperaug | Home - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Boys Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | T 1-1 | ||
| Tue., 10/22 | V Girls Cross Country | Pomperaug | Home - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | V Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | W 2-0 | ||
| Wed., 10/23 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 1-2 | ||
| Wed., 10/23 | V Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | L 0-3 | ||
| Thu., 10/24 | V Boys Soccer | Stamford | Away - Stamford HS-SHS Upper Soccer Field [Directions] | L 3-2 | ||
| Fri., 10/25 | V Football | Bunnell | Away - Bunnell HS-Bunnell Turf Field [Directions] | W 45-14 | ||
| Fri., 10/25 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | L 2-4 | ||
| Fri., 10/25 | V Field Hockey | Staples | Home - Wilton HS-Veterans Memorial Stadium [Directions] | L 1-3 | ||
| Fri., 10/25 | V Girls Soccer | Stamford | Home - Wilton HS-Lilly Field [Directions] | W 3-0 | ||
| Fri., 10/25 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | Wilton 100 Norwalk 81 | ||
| Fri., 10/25 | V Girls Volleyball | Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 0-3 | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class L Divisional Championship | Away - Wickham Park | 2:40 p.m. | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class L Divisional Championship | Away - Wickham Park | 2:05 p.m. | ||
| Sat., 10/26 | V Girls Soccer | Greenwich | Home - Wilton HS-Lilly Field [Directions] | W 4-1 | ||
| Sat., 10/26 | V Girls Volleyball | Masuk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 1-3 | ||
| Mon., 10/28 | V Boys Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | T 1-1 | ||
| Tue., 10/29 | V Field Hockey | Darien | Away - Darien HS-DHS Stadium Field [Directions] | L 1-2 | ||
| Tue., 10/29 | V Girls Soccer | Staples | Home - Wilton HS-Lilly Field [Directions] | L 0-3 | ||
| Tue., 10/29 | V Girls Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | L 0-3 | ||
| Thu., 10/31 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | W 2-1 | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Staples | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 35-24 | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | L 0-1 | ||
| Fri., 11/1 | V Girls Soccer | New Canaan | Away - New Canaan HS-WTT #1 [Directions] | L 6-7 PK | ||
| Fri., 11/1 | V Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | L 0-3 | ||
| Sat., 11/2 | V Girls Swimming and Diving | FCIAC Girls Swimming Trials | Away - Greenwich HS-Pool | 4:30 p.m. | ||
| Sat., 11/2 | V Girls Volleyball | Brookfield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 3-1 | ||
| Tue., 11/5 | V Girls Swimming and Diving | FCIAC Girls Swimming Championships | Away - Greenwich HS-Pool | 6:30 p.m. | ||
| Sat., 11/9 | V Football | Stamford | Home - Wilton HS-Veterans Memorial Stadium [Directions] | W 42-0 | ||
| Sat., 11/9 | V Girls Soccer | Granby Memorial (Scrim.) | Home - Wilton HS-Lilly Field [Directions] | 9:00 a.m. | ||
| Mon., 11/11 | V Boys Soccer | Branford | Home - Wilton HS-Lilly Field [Directions] | W 3-0 | ||
| Tue., 11/12 | V Girls Soccer | Fairfield Warde | Home - Wilton HS-Lilly Field [Directions] | W 1-0 | ||
| Wed., 11/13 | V Boys Soccer | Maloney | Home - Wilton HS-Lilly Field [Directions] | W 3-0 | ||
| Wed., 11/13 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 0-2 | ||
| Thu., 11/14 | V Girls Soccer | Newington | Away - Newington HS-Fields in front of the VA Hospital next to NHS [Directions] | W 1-0 | ||
| Thu., 11/14 | V Girls Swimming and Diving | CIAC Girls Class L Diving Championship | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Fri., 11/15 | V Football | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | L 20-38 | ||
| Fri., 11/15 | V Boys Soccer | Joel Barlow | Home - Wilton HS-Lilly Field [Directions] | W 5-1 | ||
| Sat., 11/16 | V Girls Soccer | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | L 0-1 | ||
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Girls Class L Trials | Away - Cornerstone Aquatics Center-Pool | 3:15 p.m. | ||
| Mon., 11/18 | V Boys Soccer | Wethersfield | Away - Municipal Stadium (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | W 2-1 | ||
| Wed., 11/20 | V Girls Swimming and Diving | CIAC Girls Class L Finals | Away - Bad-Site Wesleyan University-Freeman Athletic Center | 7:00 p.m. | ||
| Thu., 11/21 | V Girls Swimming and Diving | CIAC Girls State Open Diving | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Sat., 11/23 | V Boys Soccer | Daniel Hand | Away - Dillon Stadium [Directions] | L 3-4 | ||
| Sun., 11/24 | V Girls Swimming and Diving | CIAC Girls State Open Swimming | Away - Yale | 2:00 p.m. | ||
| Thu., 11/28 | V Football | Trinity Catholic | Away - Trinity Catholic-Gaglio Field | W 63-20 | ||
| Wed., 12/4 | V Football | St. Joseph | Away - Trumbull HS-McDougall Stadium [Directions] | 6:30 p.m. | ||
| Sat., 12/7 | V Wrestling | Ridgefield (Scrim.) | Away - Ridgefield HS-Aux Gym [Directions] | 12:00 p.m. | TBA | |
| Sat., 12/7 | V Girls Ice Hockey | Stamford/Westhill/Staples (Scrim.) | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 7:00 p.m. | ||
| Mon., 12/9 | V Girls Basketball | New Milford (Scrim.) | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:30 p.m. | ||
| Tue., 12/10 | V Boys Basketball | Masuk (Scrim.) | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:00 p.m. | 12:00 PM | |
| Wed., 12/11 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | L 4-10 | ||
| Thu., 12/12 | V Girls Basketball | Brookfield (Scrim.) | Away - Brookfield HS-BHS Big Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/13 | V Girls Ice Hockey | Greenwich | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-9 | ||
| Mon., 12/16 | V Girls Basketball | Weston | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 40-31 | ||
| Wed., 12/18 | V Boys Basketball | Newtown (Scrim.) | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:30 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | Darien | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 0-7 | ||
| Wed., 12/18 | V Wrestling | Westhill | Away - Westhill HS-New Gym [Directions] | L 18-51 | ||
| Thu., 12/19 | V Boys Basketball | New Fairfield (Scrim.) | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 3:30 p.m. | ||
| Fri., 12/20 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | Wilton 79 Darien 97 | ||
| Fri., 12/20 | V Girls Basketball | Stamford | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 41-49 | ||
| Fri., 12/20 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | W 8-2 | 12:00 PM | |
| Sat., 12/21 | V Boys Indoor Track | Darien | Home - Wilton HS [Directions] | 9:30 a.m. | ||
| Sat., 12/21 | V Wrestling | Mike O'Keefe Invitational Wrestling Tournament | Away - Pomperaug HS-Main Gym | 9:00 a.m. | ||
| Sat., 12/21 | V Girls Indoor Track | Darien | Home - Wilton HS [Directions] | 9:30 a.m. | ||
| Mon., 12/23 | V Girls Basketball | Staples | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 46-58 | ||
| Fri., 12/27 | V Boys Basketball | Dover (OH) | Away - Dover HS-High School Gym | L 52-71 | TBA | |
| Fri., 12/27 | V Boys Ice Hockey | Ridgefield | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 0-5 | ||
| Fri., 12/27 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 7-3 | ||
| Sat., 12/28 | V Boys Basketball | Washington Township (NJ) | Away - Washington Twp HS; | L 56-62 | TBA | |
| Sat., 12/28 | V Boys Ice Hockey | JBWA | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 8-4 | 12:00 PM | |
| Sat., 12/28 | V Wrestling | Danbury, Bacon Academy, Bethel, Bristol Eastern, Brookfield, Coventry, Darien, East Haven, Enfield, Abbott Tech, New Canaan, New Milford, Newington, Northfield Mt. Hampton (MA), Norwalk, Putnam Vo-Tech (MA), Ridgefield, Stamford, Staples | Away - Danbury HS | 10:00 a.m. | ||
| Mon., 12/30 | V Boys Basketball | Bayside (FL) | Away - Bayside HS-Bayside H.S. | W 81-75 | ||
| Thu., 1/2 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 3-2 | ||
| Fri., 1/3 | V Boys Basketball | St. Joseph | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 56-68 | ||
| Fri., 1/3 | V Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | L 36-48 | ||
| Sat., 1/4 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | L 0-6 | ||
| Sat., 1/4 | V Boys Indoor Track | Brien McMahon, Danbury, Darien, TBA, Norwalk, Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:30 a.m. | ||
| Sat., 1/4 | V Wrestling | Warde Wrestling Invitational | Away - Fairfield Warde HS-Large Gym | 9:00 a.m. | ||
| Sat., 1/4 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | W 12-6 | ||
| Sat., 1/4 | V Girls Indoor Track | Brien McMahon, Danbury, Darien, New Canaan, Norwalk, Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:40 a.m. | ||
| Mon., 1/6 | V Girls Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | L 40-61 | ||
| Tue., 1/7 | V Boys Basketball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 61-44 | ||
| Wed., 1/8 | V Boys Ice Hockey | Fox Lane (NY) | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 8-2 | ||
| Wed., 1/8 | V Boys Swimming and Diving | Westhill/Stamford | Away - Westhill HS-Westhill Pool [Directions] | Wilton 104 Westhill/Stamford 76 | ||
| Wed., 1/8 | V Wrestling | Brien McMahon, Darien, Fairfield Warde, St. Joseph | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | Wilton 48 - Darien 30 Wilton 25 - McMahon 54 Wilton 6 - Warde 66 | ||
| Wed., 1/8 | V Girls Ice Hockey | Branford | Away - East Haven HS-Veterans Rink [Directions] | T 3-3 | ||
| Thu., 1/9 | V Boys Alpine Skiing | Danbury, Daniel Hand, Guilford, Litchfield, Southington, Wamogo, Weston | Home - Southington Ski Mountain [Directions] | 4:30 p.m. | ||
| Thu., 1/9 | V Girls Alpine Skiing | Danbury, Daniel Hand, Guilford, Litchfield, Southington, Wamogo, Weston | Home - Southington Ski Mountain [Directions] | 4:30 p.m. | ||
| Fri., 1/10 | V Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | W 69-65 | ||
| Fri., 1/10 | V Girls Basketball | Westhill | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 45-30 | ||
| Fri., 1/10 | V Girls Ice Hockey | Darien | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-9 | ||
| Sat., 1/11 | V Boys Indoor Track | Brien McMahon, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk, Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:30 a.m. | ||
| Sat., 1/11 | V Wrestling | Lawless Invitational | Away - Canton HS-Gym | 9:30 a.m. | ||
| Sat., 1/11 | V Girls Gymnastics | Trumbull, New Canaan, St. Joseph | Away - Next Dimension [Directions] | Wilton 128.8 Trumbull 128.9, St. Joseph 135.05 | ||
| Sat., 1/11 | V Girls Indoor Track | Brien McMahon, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk, Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:30 a.m. | ||
| Mon., 1/13 | V Boys Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | Staples 108 Wilton 78 | ||
| Mon., 1/13 | V Girls Basketball | Bassick | Away - Bassick HS-Gym [Directions] | L 42-56 | ||
| Mon., 1/13 | V Girls Ice Hockey | New Canaan | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 0-6 | ||
| Tue., 1/14 | V Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | W 93-62 | ||
| Tue., 1/14 | V Girls Basketball | Darien | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 40-35 | ||
| Wed., 1/15 | V Boys Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | L 42-63 | ||
| Wed., 1/15 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 3-5 | ||
| Wed., 1/15 | V Boys Swimming and Diving | Farfield Ludlowe/Warde | Home - Wilton YMCA [Directions] | Wilton 97 Fairfield 68 | ||
| Wed., 1/15 | V Wrestling | Ridgefield | Away - Ridgefield HS-Aux Gym [Directions] | Wilton 12 Ridgefield 45 | ||
| Wed., 1/15 | V Girls Gymnastics | Fairfield Ludlowe, Fairfield Warde | Home - Wilton HS-Aux Gym [Directions] | Wilton 134.05, Ludlowe 132.9, Warde 125.9 | 12:00 PM | |
| Thu., 1/16 | V Boys Alpine Skiing | Lauralton Hall, Cheshire Academy, Fairfield Prep, Staples, Woodstock Academy | Home - Southington Ski Mountain [Directions] | 4:30 p.m. | ||
| Thu., 1/16 | V Girls Alpine Skiing | Lauralton Hall, Cheshire Academy, Fairfield Prep, Staples, Woodstock Academy | Home - Southington Ski Mountain [Directions] | 4:30 p.m. | ||
| Fri., 1/17 | V Girls Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | W 63-4 | ||
| Fri., 1/17 | V Girls Gymnastics | Greenwich, St. Joseph | Away - Greenwich YWCA [Directions] | Wilton 128.2, Greenwich 123.3 | ||
| Sat., 1/18 | V Boys Indoor Track | Brien McMahon, Danbury, Darien, Fairfield Warde, TBA | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:00 a.m. | ||
| Sat., 1/18 | V Wrestling | New Milford Wrestling Tournament | Away - New Milford HS-Main Gym - NMHS | Cancelled | ||
| Sat., 1/18 | V Girls Indoor Track | Brien McMahon, Danbury, Darien, Fairfield Warde, TBA | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:30 a.m. | ||
| Mon., 1/20 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-4 | ||
| Tue., 1/21 | V Boys Basketball | New Canaan | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 51-53 OT | ||
| Tue., 1/21 | V Boys Swimming and Diving | Ridgefield | Home - Wilton YMCA [Directions] | Wilton 72 Ridgefield 92 | ||
| Tue., 1/21 | V Girls Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | W 36-31 | ||
| Wed., 1/22 | V Boys Ice Hockey | St. Joseph | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 7-4 | ||
| Wed., 1/22 | V Wrestling | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Aux Gym [Directions] | Wilton 30 Fairfield Ludlowe 48 | ||
| Fri., 1/24 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | L 62-69 | ||
| Fri., 1/24 | V Girls Basketball | Fairfield Warde | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 41-37 | ||
| Fri., 1/24 | V Girls Gymnastics | Newtown | Home - Wilton HS-Aux Gym [Directions] | Wilton 137.25, Newtown 130.9 | ||
| Fri., 1/24 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | W 3-2 | ||
| Sat., 1/25 | V Boys Ice Hockey | McMahon-Norwalk | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-7 | ||
| Sat., 1/25 | V Boys Indoor Track | Danbury, Fairfield Ludlowe, New Canaan, Norwalk, St. Joseph, Trumbull, Westhill | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:30 a.m. | ||
| Sat., 1/25 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion-Red [Directions] | W 8-4 | ||
| Sat., 1/25 | V Girls Indoor Track | Danbury, Fairfield Ludlowe, New Canaan, Norwalk, St. Joseph, Trumbull, Westhill | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:30 a.m. | ||
| Mon., 1/27 | V Boys Basketball | Trinity Catholic | Away - Trinity Catholic-Gym | L 61-48 | ||
| Mon., 1/27 | V Girls Basketball | Trinity Catholic | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 62-43 | ||
| Mon., 1/27 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 5-4 OT | ||
| Tue., 1/28 | V Girls Gymnastics | Norwalk | Home - Wilton HS-Aux Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/28 | V Girls Gymnastics | Staples | Home - Wilton HS-Aux Gym [Directions] | Wilton 140, Staples 138.75, Norwalk 125.65 | ||
| Wed., 1/29 | V Boys Alpine Skiing | Amity, Greenwich, TBA, New Canaan, Pomperaug, Westhill | Home - Southington Ski Mountain [Directions] | 4:30 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Greenwich | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 3-10 | ||
| Wed., 1/29 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest MS-Pool [Directions] | Wilton 69 Trumbull 96 | ||
| Wed., 1/29 | V Wrestling | Stamford | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | Wilton 38 Stamford 36 | ||
| Wed., 1/29 | V Girls Alpine Skiing | Amity, Greenwich, TBA, New Canaan, Pomperaug, Westhill | Home - Southington Ski Mountain [Directions] | 4:30 p.m. | ||
| Thu., 1/30 | V Boys Basketball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 70-47 | ||
| Thu., 1/30 | V Boys Diving | Trumbull | Home - New Canaan YMCA-Pool [Directions] | 5:30 p.m. | ||
| Thu., 1/30 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | L 40-41 | ||
| Fri., 1/31 | V Girls Gymnastics | New Canaan | Home - Wilton HS-Aux Gym [Directions] | Wilton 136.1, New Canaan 52.4 | ||
| Sat., 2/1 | V Boys Ice Hockey | Milford Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 3-1 | ||
| Sat., 2/1 | V Boys Indoor Track | Eastern Divisional Championships | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | TBA | ||
| Sat., 2/1 | V Wrestling | Brookfield/Shepaug, Branford, Canton, Stamford | Away - Brookfield HS-BHS Big Gym [Directions] | Wilton 18 Branford 60 Wilton 30 Canton 42 Wilton 24 Brookfield 46 | ||
| Sat., 2/1 | V Girls Indoor Track | Eastern Divisional Championships | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:30 a.m. | ||
| Mon., 2/3 | V Boys Basketball | Brien McMahon | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 80-63 | ||
| Mon., 2/3 | V Boys Diving | TBA | Home - New Canaan YMCA-Pool [Directions] | 5:30 p.m. | ||
| Mon., 2/3 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | W 58-38 | ||
| Tue., 2/4 | V Boys Swimming and Diving | Greenwich | Home - Wilton YMCA [Directions] | Wilton 71 Greenwich 106 | ||
| Tue., 2/4 | V Girls Gymnastics | Darien | Home - Wilton HS-Aux Gym [Directions] | Wilton 136.3, Darien 128.55 | ||
| Wed., 2/5 | V Boys Alpine Skiing | Brunswick School, Darien, Fairfield Ludlowe, Hopkins School, Pomperaug, St. Lukes | Home - Southington Ski Mountain [Directions] | 4:30 p.m. | ||
| Wed., 2/5 | V Boys Ice Hockey | Westhill-Stamford | Away - Terry Conners - Stamford-Ice Rink [Directions] | L 3-6 | ||
| Wed., 2/5 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | Wilton 76 Norwalk 104 | ||
| Wed., 2/5 | V Girls Basketball | Immaculate | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 60-24 | ||
| Wed., 2/5 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 9-3 | ||
| Thu., 2/6 | V Boys Basketball | Bridgeport Central | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 71-48 | ||
| Thu., 2/6 | V Boys Indoor Track | FCIAC Championships | Away - Norwalk HS-Testa Field | 4:30 p.m. | ||
| Thu., 2/6 | V Girls Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | W 56-15 | ||
| Thu., 2/6 | V Girls Indoor Track | FCIAC Championships | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | ||
| Fri., 2/7 | V Wrestling | Trumbull, Norwalk, St. Joseph | Away - Trumbull HS-Aux Gym [Directions] | Wilton 6 Trumbull 73 Wilton 48 St. Joseph 6 Wilton 36 Norwalk 31 | ||
| Sat., 2/8 | V Girls Ice Hockey | Masuk Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 6-3 | ||
| Mon., 2/10 | V Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | W 66-46 | ||
| Mon., 2/10 | V Girls Basketball | Greenwich | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 55-56 | ||
| Mon., 2/10 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 3-5 | ||
| Tue., 2/11 | V Wrestling | New Canaan | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | Wilton 30 New Canaan 45 | Senior Night | |
| Tue., 2/11 | V Girls Gymnastics | Stamford, Westhill | Home - Wilton HS-Aux Gym [Directions] | Wilton 142.55, Westhill 130.75, Stamford 50.3 | ||
| Wed., 2/12 | V Boys Ice Hockey | Northeastern | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 7-0 | ||
| Thu., 2/13 | V Boys Basketball | Trumbull | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | W 73-69 | ||
| Thu., 2/13 | V Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | L 36-58 | ||
| Fri., 2/14 | V Wrestling | FCIAC's | Away - New Canaan HS-Main Gym | 4:30 p.m. | ||
| Sat., 2/15 | V Boys Ice Hockey | Trumbull | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | L 2-4 | ||
| Sat., 2/15 | V Wrestling | FCIAC Wrestling Championship | Away - New Canaan HS-Main Gym | 10:00 a.m. | ||
| Sat., 2/15 | V Girls Gymnastics | FCIAC Championships | Away - Westhill HS-Main Gym | 131.15 | ||
| Sat., 2/15 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-Stadium [Directions] | L 3-7 | ||
| Mon., 2/17 | V Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | W 51-47 | ||
| Mon., 2/17 | V Boys Ice Hockey | Brookfield | Away - Brewster Ice Rink-Ice Rink [Directions] | W 5-2 | ||
| Mon., 2/17 | V Girls Basketball | Fairfield Ludlowe | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 36-52 | ||
| Mon., 2/17 | V Girls Ice Hockey | Daniel Hand Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 7-2 | ||
| Wed., 2/19 | V Boys Basketball | Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | L 48-68 | ||
| Wed., 2/19 | V Boys Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | L 0-6 | ||
| Wed., 2/19 | V Boys Swimming and Diving | New Canaan | Home - Wilton YMCA [Directions] | 3:40 p.m. | ||
| Wed., 2/19 | V Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | L 31-44 | ||
| Thu., 2/20 | V Girls Gymnastics | New Milford | Away - New Milford HS-Small Gym - NMHS [Directions] | Wilton 136.45, New Milford 135.25 | ||
| Fri., 2/21 | V Wrestling | CIAC Class L Divisional Championship | Away - Bristol Central-Charles C. Marsh Gymnasium | 3:00 p.m. | ||
| Fri., 2/21 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 3-4 | ||
| Sat., 2/22 | V Boys Ice Hockey | Masuk | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 6-2 | ||
| Sat., 2/22 | V Wrestling | CIAC Class L Divisional Championship | Away - Bristol Central-Charles C. Marsh Gymnasium | 9:00 a.m. | ||
| Sat., 2/22 | V Girls Ice Hockey | Branford | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 4-2 | ||
| Mon., 2/24 | V Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | W 58-56 | ||
| Wed., 2/26 | V Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | L 65-72 | ||
| Wed., 2/26 | V Boys Swimming and Diving | Danbury | Home - Wilton YMCA [Directions] | 3:30 p.m. | ||
| Fri., 2/28 | V Boys Ice Hockey | Shepaug-Litch.-Thom.-Nonn. | Away - Gunnery School-Ice Rink [Directions] | W 7-0 | ||
| Fri., 2/28 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 3:00 p.m. | ||
| Sat., 2/29 | V Boys Basketball | Trinity Catholic | Away - Fairfield Warde HS-Large Gym | 2:00 p.m. | ||
| Sat., 2/29 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | L 1-4 | 12:00 PM | |
| Sat., 2/29 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Sat., 2/29 | V Girls Gymnastics | CIAC Class M Divisional Championship | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 1:00 p.m. | ||
| Mon., 3/2 | V Boys Ice Hockey | Trinity Catholic | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 3-1 | TBA | |
| Mon., 3/2 | V | Weston | Away - Weston HS-Gym (New) [Directions] | 2:45 p.m. | ||
| Tue., 3/3 | V Boys Swimming and Diving | FCIAC Swimming Trials | Away - Greenwich HS-Pool | 5:30 p.m. | ||
| Tue., 3/3 | V Girls Basketball | Suffield | Away - Suffield HS [Directions] | W 51-28 | ||
| Wed., 3/4 | V Boys Swimming and Diving | FCIAC Diving Championship | Away - Westhill HS-Westhill Pool | 4:30 p.m. | ||
| Thu., 3/5 | V Boys Swimming and Diving | FCIAC Boys Swim Finals | Away - Greenwich HS-Pool | 6:30 p.m. | ||
| Fri., 3/6 | V Girls Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | L 29-47 | ||
| Sat., 3/7 | V Girls Gymnastics | CIAC State Open Championship | Away - New Milford HS-Main Gym - NMHS | Postponed | ||
| Mon., 3/9 | V Boys Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 6:30 p.m. | ||
| Mon., 3/9 | V Boys Ice Hockey | Masuk | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 7:40 p.m. | ||
| Thu., 3/12 | V Boys Ice Hockey | Hall | Away - TBA [Directions] | Cancelled | ||
| Thu., 3/12 | V Boys Swimming and Diving | CIAC Boys Class M Diving Championship | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class M Trials | Away - East Hartford HS-Pool | Cancelled | ||
| Wed., 3/18 | V Boys Swimming and Diving | CIAC Boys Class M Finals | Away - Wesleyan University-Pool | Cancelled | ||
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Boys State Open Diving | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Boys State Open Swimming | Away - Yale | Cancelled | ||
| Fri., 3/27 | V Baseball | Norwalk (Scrim.) | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | Cancelled | 12:00 PM | |
| Mon., 3/30 | V Baseball | New Canaan (Scrim.) | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Tue., 3/31 | V Girls Lacrosse | Cheshire (Scrim.) | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | Cancelled | ||
| Tue., 3/31 | V Softball | Joel Barlow (Scrim.) | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 4/1 | V Baseball | Brien McMahon (Scrim.) | Away - Brien McMahon HS-Pride Field [Directions] | Cancelled | ||
| Wed., 4/1 | V Girls Lacrosse | TBA | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Wed., 4/1 | V Softball | Stratford (Scrim.) | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Thu., 4/2 | V Girls Lacrosse | Newtown (Scrim.) | Away - Treadwell Park-Newtown Treadwell Park [Directions] | Cancelled | ||
| Sat., 4/4 | V Baseball | Weston | Away - Weston HS-Revson #1 (Varsity) [Directions] | Cancelled | 12:00 PM | |
| Sat., 4/4 | V Boys Lacrosse | Newtown (Scrim.) | Away - Newtown HS-Blue and Gold Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | V Girls Lacrosse | Glastonbury | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Softball | New Milford | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Softball | Immaculate | Away - Immaculate HS-Softball Diamond [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Golf | Danbury | Home - Rolling Hills Country Club [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Lacrosse | Fordham Prep (NY) | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Tennis | St. Joseph | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Tennis | Norwalk | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Girls Lacrosse | New Canaan | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Softball | Greenwich | Away - Greenwich HS-Softball Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Girls Tennis | Norwalk | Away - Norwalk HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/9 | V Baseball | Trinity Catholic | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Lacrosse | John Jay (NY) | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Thu., 4/9 | V Girls Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | Cancelled | ||
| Thu., 4/9 | V Softball | Brien McMahon | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Thu., 4/9 | V Girls Tennis | Weston | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Sat., 4/11 | V Baseball | Branford | Away - Branford HS-Baseball Diamond [Directions] | Cancelled | ||
| Sat., 4/11 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | Cancelled | ||
| Mon., 4/13 | V Baseball | St. Joseph | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/13 | V Softball | St. Joseph | Away - St. Joseph HS-Softball Diamond [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Westhill | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Baseball | Wright Tech | Away - Scalzi Park-Cubeta Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Lacrosse | New Canaan | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Lacrosse | Westhill | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Tennis | Darien | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Baseball | Norwalk | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Wed., 4/15 | V Boys Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Softball | Norwalk | Away - Norwalk HS-Ray Barry Field [Directions] | Cancelled | ||
| Thu., 4/16 | V Girls Lacrosse | Staples | Away - Staples HS-Ginny Parker Field [Directions] | Cancelled | 12:00 PM | |
| Fri., 4/17 | V Baseball | Westhill | Away - Westhill HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Fri., 4/17 | V Softball | Westhill | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Sat., 4/18 | V Boys Lacrosse | Fairfield Prep | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Sat., 4/18 | V Girls Lacrosse | Yorktown (NY) | Away - Yorktown Heights HS-Lacrosse Field | Cancelled | TBA | |
| Mon., 4/20 | V Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Golf | New Canaan | Home - Rolling Hills Country Club [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | New Canaan | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Outdoor Track | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Cancelled | 12:00 PM | |
| Mon., 4/20 | V Softball | Darien | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Lacrosse | Fairfield Warde | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Outdoor Track | Darien | Away - Darien HS-DHS Track [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Tennis | Fairfield Warde | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Golf | Darien | Away - TBA [Directions] | Cancelled | ||
| Wed., 4/22 | V Girls Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Cancelled | ||
| Thu., 4/23 | V Baseball | New Canaan | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Cancelled | TBA | |
| Thu., 4/23 | V Boys Lacrosse | Norwalk | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | Cancelled | ||
| Thu., 4/23 | V Girls Lacrosse | Fairfield Ludlowe | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Softball | New Canaan | Away - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Girls Tennis | Trinity Catholic | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Sat., 4/25 | V Boys Lacrosse | Staples | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Sat., 4/25 | V Girls Lacrosse | Northport (NY) | Away - Northport HS | Cancelled | TBA | |
| Mon., 4/27 | V Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Tennis | Danbury | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | Fairfield Warde | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Girls Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Outdoor Track | Fairfield Ludlowe | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Tennis | Brien McMahon | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Golf | Greenwich | Home - Silvermine Golf Club [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Lacrosse | Norwalk | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Outdoor Track | Fairfield Ludlowe | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/29 | V Baseball | Trinity Catholic | Away - Trinity Catholic-Lione | Cancelled | 12:00 PM | |
| Wed., 4/29 | V Boys Golf | Trinity Catholic | Away - Sterling Farms Golf Course | Cancelled | 12:00 PM | |
| Thu., 4/30 | V Boys Golf | Stamford | Away - EG Brennan Golf Course-E Gaynor Brennan Golf Course [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Lacrosse | Chaminade (NY) | Away - Chaminade-OTT FIELD | Cancelled | TBA | |
| Thu., 4/30 | V Boys Tennis | Bridgeport Central | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/1 | V Baseball | Danbury | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Fri., 5/1 | V Softball | Danbury | Away - Danbury HS-V Softball field [Directions] | Cancelled | ||
| Sat., 5/2 | V Boys Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Sat., 5/2 | V Girls Lacrosse | North Shore (NY) | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | Brien McMahon | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Golf | Westhill | Home - Rolling Hills Country Club [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Brien McMahon | Away - Brien McMahon HS-Softball Diamond [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Tennis | Greenwich | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Golf | Trumbull | Home - Rolling Hills Country Club [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Lacrosse | Yorktown (NY) | Away - Yorktown Heights HS-Lacrosse Field | Cancelled | TBA | |
| Tue., 5/5 | V Boys Outdoor Track | Bridgeport Central | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Tennis | Trumbull | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Outdoor Track | Bridgeport Central | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | Bridgeport Central | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Cancelled | ||
| Wed., 5/6 | V Softball | Bridgeport Central | Away - Bridgeport Central HS-Varsity Softball Field [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Golf | Staples | Away - Staples HS-Longshore Golf Course [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Tennis | Fairfield Ludlowe | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/8 | V Baseball | Greenwich | Away - Greenwich HS-Baseball Field [Directions] | Cancelled | ||
| Fri., 5/8 | V Girls Lacrosse | Rye (NY) | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Fri., 5/8 | V Softball | Greenwich | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Sat., 5/9 | V Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Mon., 5/11 | V Baseball | Trumbull | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Golf | Fairfield Ludlowe | Home - Rolling Hills Country Club [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Tennis | Ridgefield | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Softball | Trumbull | Away - Trumbull HS-Varsity Softball Diamond [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Ridgefield | Away - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Golf | Staples | Away - Staples HS-Longshore Golf Course [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Lacrosse | Stamford | Away - Stamford HS-Upper Lacrosse Field [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Outdoor Track | New Canaan | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Golf | Fairfield Warde | Away - Smith Richardson Golf Course [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Outdoor Track | New Canaan | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Tennis | Stamford | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/13 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Golf | Fairfield Warde | Away - Smith Richardson Golf Course [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Fairfield Ludlowe | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Lacrosse | Greenwich Academy (Scrim.) | Home - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Staples | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/15 | V Baseball | Ridgefield | Home - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Fri., 5/15 | V Boys Outdoor Track | Fairfield Warde | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Fri., 5/15 | V Girls Outdoor Track | Fairfield Warde | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Fri., 5/15 | V Softball | Ridgefield | Away - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Sat., 5/16 | V Boys Lacrosse | St. Joseph | Home - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Sat., 5/16 | V Softball | New Canaan | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Baseball | Stamford | Away - Stamford HS-SHS Baseball Diamond [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Golf | Norwalk | Home - Rolling Hills Country Club [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Outdoor Track | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Golf | Darien | Home - Silvermine Golf Club [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Outdoor Track | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 5/18 | V Softball | Stamford | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Golf | Brien McMahon | Away - Oak Hills Golf Course [Directions] | Cancelled | ||
| Tue., 5/19 | V Girls Golf | Darien | Home - Silvermine Golf Club [Directions] | Cancelled | ||
| Wed., 5/20 | V Baseball | Staples | Away - Staples HS-Baseball Diamond [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Golf | Ridgefield | Away - Silver Spring Golf Course [Directions] | Cancelled | ||
| Wed., 5/20 | V Softball | Staples | Home - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Thu., 5/21 | V Girls Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Cancelled | ||
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | ||
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | ||