| Wilton 2020-21 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 492 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Thu., 10/1 | V Boys Cross Country | Ridgefield | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Thu., 10/1 | V Girls Cross Country | Ridgefield | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Thu., 10/1 | V Field Hockey | Ridgefield | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | L 1-5 | |
| Thu., 10/1 | V Girls Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | T 1-1 | |
| Thu., 10/1 | V Girls Volleyball | Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:30 p.m. | L 0-3 | |
| Fri., 10/2 | V Football | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 10/2 | JV Football | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | ||
| Fri., 10/2 | FR Football | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | ||
| Fri., 10/2 | V Boys Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | W 1-0 | |
| Fri., 10/2 | V Girls Swimming and Diving | Norwalk/McMahon | Home - Wilton YMCA [Directions] | 3:40 p.m. | Wilton - 95 Norwalk - 67 | |
| Sat., 10/3 | JV Boys Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 9:00 a.m. | ||
| Sat., 10/3 | FR Boys Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 11:00 a.m. | ||
| Sat., 10/3 | JV Field Hockey | Ridgefield | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 9:00 a.m. | ||
| Sat., 10/3 | FR Field Hockey | Ridgefield | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 10:30 a.m. | ||
| Sat., 10/3 | JV Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 10:30 a.m. | ||
| Sat., 10/3 | FR Girls Soccer | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 10:30 a.m. | ||
| Sat., 10/3 | JV Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 10:30 a.m. | ||
| Sat., 10/3 | FR Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 9:30 a.m. | ||
| Tue., 10/6 | V Boys Cross Country | Brien McMahon | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 10/6 | V Girls Cross Country | Brien McMahon | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 10/6 | V Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:30 p.m. | W 3-2 | |
| Wed., 10/7 | V Boys Soccer | Staples | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | W 4-0 | |
| Wed., 10/7 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 6:30 p.m. | L 0-1 | |
| Thu., 10/8 | V Girls Soccer | Staples | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | L 3-0 | |
| Thu., 10/8 | V Girls Volleyball | Staples | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:30 p.m. | W 3-1 | |
| Fri., 10/9 | V Football | Staples | Home - Wilton HS-Fujitani Field - Turf [Directions] | 7:00 p.m. | ||
| Fri., 10/9 | V Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 6:30 p.m. | W 1-0 | |
| Fri., 10/9 | V Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 4:30 p.m. | L 0-7 | |
| Sat., 10/10 | JV Boys Cross Country | FCIAC Sub-Varsity Meet | Home - Wilton HS-Allen Meadow [Directions] | TBA | ||
| Sat., 10/10 | JV Boys Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 11:30 a.m. | ||
| Sat., 10/10 | FR Boys Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 11:30 a.m. | ||
| Sat., 10/10 | JV Girls Cross Country | FCIAC Sub-Varsity Meet | Home - Wilton HS-Allen Meadow [Directions] | TBA | ||
| Sat., 10/10 | JV Field Hockey | Danbury | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 9:00 a.m. | ||
| Sat., 10/10 | FR Field Hockey | Danbury | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 10:30 a.m. | ||
| Sat., 10/10 | JV Girls Soccer | Danbury | Home - Wilton HS-Lilly Field [Directions] | 9:00 a.m. | ||
| Sat., 10/10 | FR Girls Soccer | Danbury | Home - Wilton HS-Lilly Field [Directions] | 11:00 a.m. | ||
| Sat., 10/10 | JV Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 10:00 a.m. | ||
| Sat., 10/10 | FR Girls Volleyball | Staples | Away - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Mon., 10/12 | JV Football | Staples | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 3:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Mon., 10/12 | FR Football | Staples | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 3:00 p.m. | ||
| Mon., 10/12 | V Boys Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | 4:30 p.m. | T 1-1 | |
| Tue., 10/13 | V Girls Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | 4:30 p.m. | L 4-0 | |
| Tue., 10/13 | V Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 10/14 | V Boys Cross Country | Staples | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Wed., 10/14 | V Boys Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 3-0 | |
| Wed., 10/14 | V Girls Cross Country | Staples | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Wed., 10/14 | V Field Hockey | Staples | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | L 0-1 | |
| Thu., 10/15 | V Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 6-0 | |
| Thu., 10/15 | V Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | L 1-3 | |
| Fri., 10/16 | V Girls Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | 4:30 p.m. | Wilton - 103 Staples - 77 | |
| Sat., 10/17 | JV Boys Soccer | Norwalk | Home - Wilton HS-Lilly Field [Directions] | 9:00 a.m. | ||
| Sat., 10/17 | FR Boys Soccer | Norwalk | Home - Wilton HS-Lilly Field [Directions] | 11:00 a.m. | ||
| Sat., 10/17 | JV Field Hockey | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Postponed | ||
| Sat., 10/17 | JV Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 1:00 p.m. | ||
| Sat., 10/17 | JV Girls Volleyball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 10:00 a.m. | ||
| Sat., 10/17 | FR Girls Volleyball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 10:00 a.m. | ||
| Mon., 10/19 | V Football | Norwalk | Home - Wilton HS-Fujitani Field - Turf [Directions] | 6:00 p.m. | ||
| Mon., 10/19 | JV Football | Norwalk | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | ||
| Mon., 10/19 | FR Football | Norwalk | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | ||
| Mon., 10/19 | V Boys Soccer | Norwalk | Home - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | T 0-0 | |
| Mon., 10/19 | V Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 1-0 | |
| Tue., 10/20 | V Boys Cross Country | Danbury | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 10/20 | V Girls Cross Country | Danbury | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 10/20 | V Girls Soccer | Norwalk | Home - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | W 3-2 | |
| Tue., 10/20 | V Girls Volleyball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:30 p.m. | L 1-3 | |
| Wed., 10/21 | V Boys Soccer | Danbury | Home - Wilton HS-Lilly Field [Directions] | 6:00 p.m. | W 2-1 | |
| Wed., 10/21 | V Field Hockey | Norwalk | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | W 5-0 | |
| Thu., 10/22 | V Girls Soccer | Danbury | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | W 3-7 | |
| Thu., 10/22 | V Girls Swimming and Diving | Ridgefield | Home - Wilton YMCA [Directions] | 3:40 p.m. | Wilton - 88 Ridgefield - 97 | |
| Thu., 10/22 | V Girls Volleyball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 10/23 | V Football | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 5:00 p.m. | ||
| Fri., 10/23 | V Field Hockey | Danbury | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | W 6-0 | |
| Sat., 10/24 | V Boys Cross Country | Trumbull | Home - Allen's Meadow-XC Course [Directions] | 11:00 a.m. | ||
| Sat., 10/24 | V Boys Cross Country | Staples | Home - Allen's Meadow-XC Course [Directions] | 11:30 a.m. | ||
| Sat., 10/24 | JV Boys Cross Country | FCIAC Sub-Varsity Meet | Home - Wilton HS-Allen Meadow [Directions] | TBA | ||
| Sat., 10/24 | JV Football | Sub-Varsity 7v7 | Away - TBA | TBA | ||
| Sat., 10/24 | FR Football | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 2:00 p.m. | ||
| Sat., 10/24 | JV Boys Soccer | Staples | Away - Staples HS-Loeffler Field - Staples HS [Directions] | 3:00 p.m. | ||
| Sat., 10/24 | FR Boys Soccer | Staples | Away - Staples HS-Loeffler Field - Staples HS [Directions] | 1:00 p.m. | ||
| Sat., 10/24 | V Girls Cross Country | Trumbull | Home - Trumbull HS-Cross Country Course [Directions] | 10:45 a.m. | ||
| Sat., 10/24 | V Girls Cross Country | Staples | Home - Allen's Meadow-XC Course [Directions] | 11:15 a.m. | ||
| Sat., 10/24 | JV Girls Cross Country | FCIAC Sub-Varsity Meet | Home - Wilton HS-Allen Meadow [Directions] | TBA | ||
| Sat., 10/24 | JV Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 3:00 p.m. | ||
| Sat., 10/24 | FR Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 1:30 p.m. | ||
| Sat., 10/24 | FR Girls Soccer | Staples | Home - Wilton HS-Lilly Field [Directions] | 11:00 a.m. | ||
| Sat., 10/24 | JV Girls Volleyball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 10:00 a.m. | ||
| Sat., 10/24 | FR Girls Volleyball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 10:00 a.m. | ||
| Mon., 10/26 | V Boys Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:30 p.m. | T 2-2 | |
| Mon., 10/26 | V Girls Swimming and Diving | Ridgefield | Away - Barlow Mountain Pool [Directions] | 4:00 p.m. | ||
| Tue., 10/27 | V Boys Cross Country | Norwalk | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 10/27 | JV Football | Ridgefield | Home - Wilton HS-Fujitani Field - Turf [Directions] | Postponed | ||
| Tue., 10/27 | FR Football | Ridgefield | Home - Wilton HS-Fuijitani Field -Turf [Directions] | Postponed | ||
| Tue., 10/27 | V Girls Cross Country | Norwalk | Home - Allen's Meadow-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 10/27 | V Girls Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:30 p.m. | W 2-1 | |
| Tue., 10/27 | V Girls Swimming and Diving | Danbury | Home - Wilton YMCA [Directions] | Postponed | Wilton - 88 Danbury - 56 | |
| Pending changes awaiting acceptance by one or more parties involved: Date to 11/5, Time to 3:40 p.m. | ||||||
| Tue., 10/27 | V Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:30 p.m. | L 0-3 | |
| Wed., 10/28 | V Boys Soccer | Brien McMahon | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | Cancelled | |
| Wed., 10/28 | V Field Hockey | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:00 p.m. | W 6-0 | |
| Thu., 10/29 | V Girls Soccer | Brien McMahon | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | Cancelled | |
| Thu., 10/29 | V Girls Volleyball | Brien McMahon | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | Canceled | Cancelled | |
| Fri., 10/30 | V Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Canceled | Cancelled | |
| Fri., 10/30 | FR Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Canceled | Cancelled | |
| Fri., 10/30 | V Field Hockey | Brien McMahon | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | Cancelled | |
| Sat., 10/31 | JV Boys Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 11:00 a.m. | ||
| Sat., 10/31 | JV Boys Soccer | Brien McMahon | Home - Wilton HS-Lilly Field [Directions] | Canceled | Cancelled | |
| Sat., 10/31 | FR Boys Soccer | Brien McMahon | Home - Wilton HS-Lilly Field [Directions] | Canceled | Cancelled | |
| Sat., 10/31 | FR Boys Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 9:00 a.m. | ||
| Sat., 10/31 | JV Field Hockey | Norwalk | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 9:00 a.m. | ||
| Sat., 10/31 | FR Field Hockey | Norwalk | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 10:30 a.m. | ||
| Sat., 10/31 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Canceled | Cancelled | |
| Sat., 10/31 | JV Girls Soccer | Danbury | Home - Allen's Meadow-2A [Directions] | 1:00 p.m. | ||
| Sat., 10/31 | FR Girls Soccer | Danbury | Home - Allen's Meadow-3A [Directions] | Postponed | ||
| Sat., 10/31 | JV Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 10/31 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 10/31 | FR Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 10/31 | FR Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 12:00 p.m. | ||
| Mon., 11/2 | JV Boys Cross Country | FCIAC Sub-Varsity Meet | Home - Wilton HS-Allen Meadow [Directions] | TBA | ||
| Mon., 11/2 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 6:00 p.m. | Cancelled | |
| Mon., 11/2 | JV Girls Cross Country | FCIAC Sub-Varsity Meet | Home - Wilton HS-Allen Meadow [Directions] | TBA | ||
| Tue., 11/3 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | W 4-2 | |
| Tue., 11/3 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 4:30 p.m. | W 3-0 | |
| Tue., 11/3 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:00 p.m. | W 3-2 | |
| Wed., 11/4 | V Boys Cross Country | FCIAC Central Division Championship | Away - Waveny Park | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Wed., 11/4 | V Boys Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 4:30 p.m. | W 5-1 | |
| Wed., 11/4 | V Girls Cross Country | FCIAC Central Division Championship | Away - Waveny Park | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Wed., 11/4 | JV Field Hockey | Danbury | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 3:30 p.m. | ||
| Wed., 11/4 | FR Field Hockey | Danbury | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 5:15 p.m. | ||
| Wed., 11/4 | JV Girls Soccer | Staples | Home - Wilton HS-Allen Meadow [Directions] | 3:15 p.m. | ||
| Wed., 11/4 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | 5:00 p.m. | Wilton - 99 Norwalk - 76 | |
| Thu., 11/5 | V Field Hockey | Danbury | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:00 p.m. | W 4-0 | |
| Thu., 11/5 | FR Girls Soccer | Danbury | Home - Allen's Meadow-3A [Directions] | 3:30 p.m. | ||
| Thu., 11/5 | V Girls Swimming and Diving | Danbury | Home - Wilton YMCA [Directions] | 3:40 p.m. | ||
| Fri., 11/6 | V Boys Soccer | Brien McMahon | Home - Wilton HS-Lilly Field [Directions] | 5:00 p.m. | T 0-0 | |
| Fri., 11/6 | FR Girls Volleyball | Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:00 p.m. | ||
| Sat., 11/7 | JV Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 9:00 a.m. | ||
| Sat., 11/7 | FR Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Sat., 11/7 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 1:30 p.m. | L 1-2 | |
| Sat., 11/7 | JV Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 11:00 a.m. | ||
| Sat., 11/7 | FR Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 11:00 a.m. | ||
| Sat., 11/7 | JV Girls Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 9:00 a.m. | ||
| Sat., 11/7 | FR Girls Soccer | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 11:00 a.m. | ||
| Sat., 11/7 | JV Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 10:30 a.m. | ||
| Thu., 2/11 | V Girls Gymnastics | Greenwich | Away - Greenwich YWCA [Directions] | 3:45 p.m. | Hub Meet- Wilton Team will perform starting at 3:45 Clean the area Greenwich Team will perform starting at 5:45 | |
| Mon., 2/15 | V Boys Ice Hockey | Trumbull | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 2:15 p.m. | ||
| Wed., 2/17 | V Boys Ice Hockey | Norwalk | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | ||
| Wed., 2/17 | V Girls Gymnastics | Staples | Home - Wilton HS-Aux Gym [Directions] | 3:45 p.m. | Virtual Meet- Wilton Team will perform on March 23rd 3:45 Staples Team will perform starting at 6:00 | |
| Pending change awaiting acceptance by one or more parties involved: Time to 6:00 p.m. | ||||||
| Wed., 2/17 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:30 p.m. | L 1-9 | |
| Fri., 2/19 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:30 p.m. | L 3-4 | |
| Sat., 2/20 | V Boys Basketball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 3:00 p.m. | W 46-40 | |
| Sat., 2/20 | JV Boys Basketball | Brien McMahon | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 12:00 p.m. | ||
| Sat., 2/20 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Conners - Stamford-Ice Rink [Directions] | 8:00 p.m. | L 1-8 | |
| Sat., 2/20 | V Girls Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 3:00 p.m. | L 23-57 | |
| Sat., 2/20 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 2/20 | V Girls Gymnastics | Trumbull | Away - Next Dimension Gymnastics-Next Dimension [Directions] | 9:30 a.m. | Wilton will perform March 18th at home 3:45 | |
| Sun., 2/21 | V Girls Gymnastics | Fairfield Warde | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 1:00 p.m. | ||
| Mon., 2/22 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:40 p.m. | ||
| Tue., 2/23 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde-Gym 1 [Directions] | 6:30 p.m. | L 54-56 | |
| Tue., 2/23 | V Girls Basketball | Fairfield Warde | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | L 21-34 | |
| Tue., 2/23 | V Girls Gymnastics | New Canaan, Stamford, Westhill | Home - Wilton HS-Aux Gym [Directions] | 3:45 p.m. | Wilton 126.0 | Virtual Meet- Wilton Team will perform starting at 3:45 Clean the area Westhill and New Canaan |
| Tue., 2/23 | V Girls Gymnastics | Westhill | Away - Chelsea Piers - Stamford-Virtual Meet [Directions] | 7:30 p.m. | ||
| Tue., 2/23 | V Girls Gymnastics | Stamford | Away - Chelsea Piers-Virtual Meet [Directions] | 7:30 p.m. | ||
| Wed., 2/24 | JV Boys Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/24 | V Boys Ice Hockey | Staples | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | L 2-5 | |
| Wed., 2/24 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Wilton YMCA [Directions] | 3:30 p.m. | 70 Wilton 95 fairfield | |
| Wed., 2/24 | JV Girls Basketball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:30 p.m. | ||
| Wed., 2/24 | V Girls Gymnastics | Fairfield Ludlowe | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 6:30 p.m. | ||
| Wed., 2/24 | V Girls Gymnastics | New Canaan | Away - Chelsea Piers - -Gym [Directions] | 7:30 p.m. | ||
| Wed., 2/24 | V Girls Ice Hockey | Greenwich | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 6:30 p.m. | L 0-7 | |
| Thu., 2/25 | V Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | L 46-54 | |
| Thu., 2/25 | V Girls Basketball | Ridgefield | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | L 10-64 | |
| Thu., 2/25 | V Girls Gymnastics | Fairfield Ludlowe | Home - Wilton HS-Aux Gym [Directions] | 3:45 p.m. | Wilton 130.9 | Virtual Meet- Wilton Team will perform starting at 3:45 Clean the area |
| Fri., 2/26 | V Boys Basketball | Stamford | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | W 73-48 | |
| Fri., 2/26 | V Girls Basketball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 6:00 p.m. | L 29-28 | |
| Fri., 2/26 | JV Girls Ice Hockey | New Canaan | Away - Stamford Twin Rinks-East [Directions] | 8:45 p.m. | ||
| Sat., 2/27 | V Boys Basketball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | W 68-60 | |
| Sat., 2/27 | JV Boys Basketball | Darien | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 2:00 p.m. | ||
| Sat., 2/27 | FR Boys Basketball | Darien | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 11:00 a.m. | ||
| Sat., 2/27 | V Boys Ice Hockey | Brien McMahon/Norwalk | Away - Sono Ice House-Main Rink [Directions] | 8:10 p.m. | L 3-7 | |
| Sat., 2/27 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/27 | V Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/27 | JV Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/27 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | 4:40 p.m. | W 5-4 | |
| Sat., 2/27 | JV Girls Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | 5:45 p.m. | ||
| Sun., 2/28 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 2:30 p.m. | L 1-9 | |
| Mon., 3/1 | V Boys Swimming and Diving | Westhill/Stamford | Home - Wilton YMCA [Directions] | 3:30 p.m. | Wilton 95 Westhill 75 | |
| Tue., 3/2 | V Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:00 p.m. | W 66-45 | |
| Tue., 3/2 | V Girls Basketball | Brien McMahon | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | W 34-19 | |
| Tue., 3/2 | V Girls Gymnastics | Darien | Home - Wilton HS-Aux Gym [Directions] | 6:00 p.m. | Wilton 139.55 | Hub Meet- Wilton Team will perform starting at 3:45 Clean the area Darien Team will perform starting at 6:00 |
| Wed., 3/3 | V Boys Basketball | Darien | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | W 68-49 | |
| Wed., 3/3 | JV Boys Basketball | Darien | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 7:00 p.m. | ||
| Wed., 3/3 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 5:00 p.m. | Cancelled | |
| Wed., 3/3 | V Boys Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 6:00 p.m. | ||
| Wed., 3/3 | V Girls Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:30 p.m. | L 18-37 | |
| Wed., 3/3 | JV Girls Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 3/3 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | W 9-8 | |
| Wed., 3/3 | V Girls Indoor Track | Darien | Away - Darien HS-DHS Track [Directions] | 3:00 p.m. | ||
| Fri., 3/5 | V Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 6:30 p.m. | W 37-35 | |
| Fri., 3/5 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | 6:00 p.m. | ||
| Fri., 3/5 | V Girls Basketball | New Canaan | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | L 26-29 | |
| Fri., 3/5 | V Girls Gymnastics | St. Joseph | Home - Wilton HS-Aux Gym [Directions] | 3:45 p.m. | Wilton 130.8 | Virtual Meet- Wilton Team will perform starting at 3:45 Clean the area St Joseph Team will perform March 6th in St. Joes |
| Fri., 3/5 | JV Girls Ice Hockey | New Canaan | Away - Stamford Twin Rinks-East [Directions] | 8:45 p.m. | ||
| Sat., 3/6 | JV Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 3/6 | FR Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 3/6 | V Boys Ice Hockey | Brookfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 12:15 p.m. | L 3-7 | |
| Sat., 3/6 | JV Girls Basketball | Greenwich | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 10:00 a.m. | ||
| Sat., 3/6 | V Girls Gymnastics | St. Joseph | Away - Next Dimension Gymnastics-Next Dimension [Directions] | 9:30 a.m. | ||
| Sat., 3/6 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 6:30 p.m. | W 4-1 | |
| Mon., 3/8 | V Boys Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 6:30 p.m. | W 54-47 | |
| Mon., 3/8 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | 3:30 p.m. | W 2-0 | |
| Mon., 3/8 | V Boys Swimming and Diving | Danbury | Home - Wilton YMCA [Directions] | 4:00 p.m. | ||
| Mon., 3/8 | V Girls Basketball | Trumbull | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | L 32-54 | |
| Mon., 3/8 | JV Girls Ice Hockey | Greenwich | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 5:10 p.m. | ||
| Tue., 3/9 | V Girls Gymnastics | Norwalk | Home - Wilton HS-Aux Gym [Directions] | 3:45 p.m. | Wilton 141.5 | Hub Meet- Wilton Team will perform starting at 3:45 Clean the area Norwalk Team will perform starting at 6:00 |
| Wed., 3/10 | V Boys Basketball | Bridgeport Central | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 7:00 p.m. | W 95-60 | |
| Wed., 3/10 | V Boys Diving | Darien | Away - New Canaan YMCA-Pool [Directions] | 3:30 p.m. | ||
| Wed., 3/10 | V Boys Ice Hockey | Brookfield | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | W 5-1 | |
| Wed., 3/10 | V Boys Indoor Track | Danbury | Away - Danbury HS-Stadium Track [Directions] | 2:30 p.m. | ||
| Wed., 3/10 | V Girls Basketball | Bridgeport Central | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | W 36-33 | |
| Wed., 3/10 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 6:00 p.m. | ||
| Thu., 3/11 | V Boys Basketball | Fairfield Ludlowe | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | W 59-48 | |
| Thu., 3/11 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | ||
| Thu., 3/11 | V Girls Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 3/11 | V Girls Gymnastics | Fairfield Warde | Home - Wilton HS-Aux Gym [Directions] | 3:45 p.m. | Wilton 135.8 | Hub Meet- Wilton Team will perform starting at 3:45 Clean the area Warde TBA |
| Fri., 3/12 | V Boys Ice Hockey | Milford Coop | Home - Sono Ice House-Main Rink [Directions] | Postponed | ||
| Fri., 3/12 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:30 p.m. | L 3-4 | |
| Sat., 3/13 | V Boys Basketball | New Canaan | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 3:00 p.m. | W 60-35 | |
| Sat., 3/13 | JV Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 11:15 a.m. | ||
| Sat., 3/13 | FR Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 9:30 a.m. | ||
| Sat., 3/13 | V Girls Ice Hockey | Darien | Away - Stamford Twin Rinks-East [Directions] | 4:10 p.m. | L 0-9 | |
| Mon., 3/15 | FR Boys Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 6:00 p.m. | ||
| Mon., 3/15 | V Boys Ice Hockey | JBWA | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:15 p.m. | ||
| Tue., 3/16 | V Boys Basketball | Brien McMahon | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | W 73-45 | |
| Wed., 3/17 | FR Boys Basketball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | ||
| Wed., 3/17 | V Boys Ice Hockey | Trumbull | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | ||
| Wed., 3/17 | V Girls Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 3/18 | JV Boys Basketball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 6:30 p.m. | ||
| Thu., 3/18 | FR Boys Basketball | Danbury | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | ||
| Thu., 3/18 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 3/19 | V Boys Basketball | New Canaan | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | L 57-48 | |
| Sat., 3/20 | JV Boys Basketball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 10:30 a.m. | ||
| Sat., 3/20 | FR Boys Basketball | Norwalk | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 9:00 a.m. | ||
| Sat., 3/20 | V Boys Ice Hockey | Westhill/Stamford | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:50 p.m. | ||
| Tue., 3/23 | V Girls Gymnastics | Staples | Home - Wilton HS-Aux Gym [Directions] | 3:45 p.m. | Wilton 137.9 | Wilton Only Staples performed on Feb. 17th |
| Thu., 3/25 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Conners - Stamford-Ice Rink [Directions] | Canceled | Cancelled | |
| Sat., 4/10 | V Baseball | Ridgefield | Home - Wilton HS-Varsity Baseball Field [Directions] | 12:00 p.m. | W 1-0 | |
| Sat., 4/10 | JV Baseball | Ridgefield | Away - Governor Field [Directions] | 4:00 p.m. | ||
| Sat., 4/10 | FR Baseball | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 2:30 p.m. | ||
| Sat., 4/10 | V Boys Lacrosse | Glastonbury | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | W 14-6 | |
| Sat., 4/10 | JV Boys Lacrosse | Glastonbury | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 4:30 p.m. | ||
| Sat., 4/10 | V Boys Tennis | Fairfield Warde | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 2:30 p.m. | W 5-2 | |
| Sat., 4/10 | JV Boys Tennis | Fairfield Warde | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Sat., 4/10 | V Girls Lacrosse | Greenwich Academy | Home - Wilton HS-Lilly Field [Directions] | 3:45 p.m. | W 9-5 | |
| Sat., 4/10 | V Softball | New Canaan | Away - Waveny Park-Orchard Field [Directions] | 2:00 p.m. | L 0-10 | |
| Sat., 4/10 | JV Softball | New Canaan | Home - Wilton HS-JV Softball Field [Directions] | Postponed | ||
| Sat., 4/10 | V Girls Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Sat., 4/10 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods-Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 4/12 | JV Baseball | Danbury | Home - Wilton HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 4/13 | ||||||
| Tue., 4/13 | V Baseball | Danbury | Away - Danbury HS-V Baseball Field [Directions] | 4:30 p.m. | W 8-7 | |
| Tue., 4/13 | V Boys Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | 4:30 p.m. | W 4-3 | |
| Tue., 4/13 | V Softball | Danbury | Home - Wilton HS-Varsity Softball Field [Directions] | 4:00 p.m. | L 0-1 | |
| Tue., 4/13 | JV Softball | Danbury | Away - Danbury HS-V Softball field [Directions] | Postponed | ||
| Tue., 4/13 | V Girls Tennis | New Canaan | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | |
| Tue., 4/13 | JV Girls Tennis | New Canaan | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 4/14 | V Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | 4:30 p.m. | W 9-4 | |
| Wed., 4/14 | JV Baseball | Darien | Home - Wilton HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/14 | V Boys Outdoor Track | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 4:15 p.m. | ||
| Wed., 4/14 | V Boys Tennis | Norwalk | Away - Norwalk HS-Tennis Courts [Directions] | 4:30 p.m. | W 6-1 | |
| Wed., 4/14 | V Girls Outdoor Track | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 4:15 p.m. | ||
| Wed., 4/14 | V Softball | Darien | Home - Wilton HS-Varsity Softball Field [Directions] | 4:00 p.m. | L 1-5 | |
| Thu., 4/15 | V Boys Lacrosse | Brunswick School | Away - Brunswick Cosby Turf Field | 4:00 p.m. | L 7-15 | |
| Thu., 4/15 | JV Boys Lacrosse | Brunswick School | Away - Brunswick-Edwards Campus-Grass | Canceled | Cancelled | |
| Fri., 4/16 | V Baseball | Harding | Away - Warren Harding HS-Baseball Field [Directions] | 4:00 p.m. | W 9-4 | |
| Fri., 4/16 | FR Boys Lacrosse | Darien | Home - Wilton HS-Fujitani Field - Turf [Directions] | 4:30 p.m. | ||
| Fri., 4/16 | FR Boys Lacrosse | Darien | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 4:30 p.m. | ||
| Fri., 4/16 | JV Boys Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | Postponed | ||
| Fri., 4/16 | V Girls Lacrosse | Darien | Home - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | L 5-10 | |
| Fri., 4/16 | V Softball | Harding | Away - Warren Harding HS-Luis Munoz Marin School-Boston Ave/Pembroke St. [Directions] | 4:00 p.m. | W 21-2 (5) | |
| Sat., 4/17 | FR Baseball | Danbury | Home - Wilton HS-Varsity Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 4/17 | FR Baseball | Danbury | Home - Wilton HS-Varsity Baseball Field [Directions] | 4:15 p.m. | ||
| Sat., 4/17 | V Boys Lacrosse | Daniel Hand | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | W 10-8 | |
| Sat., 4/17 | JV Boys Lacrosse | Daniel Hand | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 4:30 p.m. | ||
| Sat., 4/17 | V Boys Tennis | Brien McMahon | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 3:30 p.m. | W 7-0 | |
| Sat., 4/17 | JV Softball | Darien | Away - Darien HS-DHS - Softball - JV Field [Directions] | 10:00 a.m. | ||
| Sat., 4/17 | V Girls Tennis | Norwalk | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 10:00 a.m. | W 7-0 | |
| Sat., 4/17 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS-Tennis Courts [Directions] | 4:30 p.m. | W 7-0 | |
| Mon., 4/19 | V Baseball | Staples | Home - Wilton HS-Varsity Baseball Field [Directions] | 4:00 p.m. | L 0-6 | |
| Mon., 4/19 | JV Baseball | Staples | Away - Staples HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Mon., 4/19 | V Boys Golf | Trumbull | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | Trumbull - 212 Wilton - 176 | |
| Mon., 4/19 | JV Boys Golf | Trumbull | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Mon., 4/19 | FR Boys Lacrosse | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:30 p.m. | ||
| Mon., 4/19 | V Boys Outdoor Track | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 4:30 p.m. | ||
| Mon., 4/19 | V Boys Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | 4:30 p.m. | W 7-0 | |
| Mon., 4/19 | V Girls Outdoor Track | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 4:30 p.m. | ||
| Mon., 4/19 | V Softball | Staples | Away - Staples HS-Wakeman Field [Directions] | 4:30 p.m. | L 0-3 | |
| Tue., 4/20 | V Boys Golf | Danbury | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | Danbury - 202 Wilton - 172 | |
| Tue., 4/20 | JV Boys Golf | Darien | Away - Country Club of Darien [Directions] | 3:30 p.m. | ||
| Tue., 4/20 | V Boys Tennis | Staples | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:30 p.m. | L 1-6 | |
| Tue., 4/20 | JV Boys Tennis | Staples | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/20 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | Wilton - no score Trumbull - 197 | |
| Tue., 4/20 | JV Softball | Staples | Home - Wilton HS-JV Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/20 | V Girls Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | 4:30 p.m. | L 1-6 | |
| Tue., 4/20 | JV Girls Tennis | Staples | Away - Staples HS-Town Farms Tennis Courts [Directions] | 4:30 p.m. | ||
| Wed., 4/21 | V Boys Lacrosse | New Canaan | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | L 4-6 | |
| Wed., 4/21 | FR Boys Lacrosse | Greenwich | Home - Allen's Meadow-Lacrosse Field #1 [Directions] | Postponed | ||
| Thu., 4/22 | V Boys Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | 4:30 p.m. | W 7-0 | |
| Thu., 4/22 | JV Boys Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | 5:00 p.m. | ||
| Thu., 4/22 | V Girls Golf | New Canaan | Home - Silvermine Golf Club [Directions] | 3:30 p.m. | Wilton - no score New Canaan - 171 | |
| Thu., 4/22 | V Girls Tennis | Danbury | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 4/22 | JV Girls Tennis | Weston | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 5:00 p.m. | ||
| Fri., 4/23 | V Baseball | Westhill | Home - Wilton HS-Varsity Baseball Field [Directions] | 4:00 p.m. | W 4-3 | |
| Fri., 4/23 | JV Baseball | Westhill | Away - Westhill HS-Varsity Baseball Field [Directions] | 4:30 p.m. | ||
| Fri., 4/23 | FR Boys Lacrosse | Ridgefield | Home - Allen's Meadow-Lacrosse Field #1 [Directions] | 4:30 p.m. | ||
| Fri., 4/23 | V Softball | Westhill | Away - Westhill HS-Varsity Softball Field [Directions] | 4:00 p.m. | L 3-5 | |
| Fri., 4/23 | JV Softball | Westhill | Away - Westhill HS-Varsity Softball Field [Directions] | 6:00 p.m. | ||
| Sat., 4/24 | FR Baseball | Ridgefield | Away - Governor Field [Directions] | 10:00 a.m. | ||
| Sat., 4/24 | FR Baseball | Ridgefield | Away - Governor Field [Directions] | 12:00 p.m. | ||
| Sat., 4/24 | V Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 2:30 p.m. | L 7-11 | |
| Sat., 4/24 | JV Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 1:00 p.m. | ||
| Sat., 4/24 | V Girls Lacrosse | Ridgefield | Home - Wilton HS-Lilly Field [Directions] | 10:00 a.m. | W 14-6 | |
| Mon., 4/26 | V Baseball | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 4:30 p.m. | L 6-9 | |
| Mon., 4/26 | JV Baseball | Brien McMahon | Home - Wilton HS-JV Baseball Field [Directions] | 5:30 p.m. | ||
| Mon., 4/26 | JV Boys Golf | Greenwich | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Mon., 4/26 | FR Boys Lacrosse | Westhill | Home - Allen's Meadow-Lacrosse Field #1 [Directions] | Canceled | Cancelled | |
| Mon., 4/26 | V Boys Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | 4:30 p.m. | W 7-0 | |
| Mon., 4/26 | V Girls Golf | Fairfield Ludlowe | Home - Silvermine Golf Club [Directions] | 3:30 p.m. | Wilton - no score Ludlowe - 171 | |
| Mon., 4/26 | V Girls Lacrosse | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 4:30 p.m. | L 6-8 | |
| Mon., 4/26 | V Girls Outdoor Track | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Mon., 4/26 | V Softball | Brien McMahon | Home - Wilton HS-Varsity Softball Field [Directions] | 4:30 p.m. | W 4-3 | |
| Mon., 4/26 | JV Softball | Brien McMahon | Away - Brien McMahon HS-Softball Diamond [Directions] | 4:30 p.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 4/27, Time to 5:00 p.m. | ||||||
| Mon., 4/26 | V Girls Tennis | Bridgeport Central | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 4/27 | V Boys Golf | New Canaan | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | Wilton - 179 New Canaan - 162 | |
| Tue., 4/27 | JV Boys Golf | New Canaan | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Tue., 4/27 | V Boys Lacrosse | Stamford | Away - Stamford HS-Upper Lacrosse Field [Directions] | 4:00 p.m. | W 19-4 | |
| Tue., 4/27 | JV Boys Lacrosse | Stamford | Away - Stamford HS-Upper Lacrosse Field [Directions] | 5:30 p.m. | ||
| Tue., 4/27 | V Boys Outdoor Track | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Tue., 4/27 | V Boys Tennis | Westhill | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:30 p.m. | W 6-1 | |
| Tue., 4/27 | V Girls Lacrosse | Stamford | Home - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | W 19-5 | |
| Tue., 4/27 | JV Softball | Brien McMahon | Away - Brien McMahon HS-Softball Diamond [Directions] | 5:00 p.m. | ||
| Tue., 4/27 | V Girls Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | 4:30 p.m. | W 4-3 | |
| Wed., 4/28 | V Baseball | Greenwich | Home - Wilton HS-Varsity Baseball Field [Directions] | 4:00 p.m. | L 0-10 | |
| Wed., 4/28 | JV Baseball | Greenwich | Away - Greenwich HS-Baseball Field [Directions] | 4:30 p.m. | ||
| Wed., 4/28 | V Boys Golf | Darien | Away - Woodway Country Club [Directions] | 3:15 p.m. | Wilton - 178 Darien - 167 | |
| Wed., 4/28 | V Girls Lacrosse | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 4:30 p.m. | W 10-8 | |
| Wed., 4/28 | V Softball | Greenwich | Away - Greenwich HS-Softball Field [Directions] | 4:30 p.m. | W 2-1 | |
| Wed., 4/28 | JV Softball | Greenwich | Home - Wilton HS-JV Softball Field [Directions] | Postponed | ||
| Thu., 4/29 | JV Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Postponed | ||
| Thu., 4/29 | V Girls Golf | Darien | Home - Silvermine Golf Club [Directions] | 3:15 p.m. | Wilton - No Score Darien - 200 | |
| Fri., 4/30 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | 4:30 p.m. | W 13-12 | |
| Fri., 4/30 | JV Baseball | Fairfield Ludlowe | Home - Wilton HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/30 | V Boys Lacrosse | Norwalk | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 5:00 p.m. | W 16-3 | |
| Fri., 4/30 | JV Boys Lacrosse | Norwalk | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | ||
| Fri., 4/30 | V Boys Outdoor Track | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:30 p.m. | ||
| Fri., 4/30 | V Boys Tennis | Trumbull | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:30 p.m. | W 7-0 | |
| Fri., 4/30 | JV Boys Tennis | Trumbull | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 4/30 | V Girls Outdoor Track | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:30 p.m. | ||
| Fri., 4/30 | V Softball | Fairfield Ludlowe | Home - Wilton HS-Varsity Softball Field [Directions] | 7:00 p.m. | L 3-13 | |
| Sat., 5/1 | FR Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | 10:00 a.m. | ||
| Sat., 5/1 | V Boys Lacrosse | Staples | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | W 13-10 | |
| Sat., 5/1 | JV Boys Lacrosse | Staples | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 4:30 p.m. | ||
| Sat., 5/1 | JV Softball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | 11:00 a.m. | ||
| Sat., 5/1 | V Girls Tennis | Stamford | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 10:00 a.m. | W 7-0 | |
| Mon., 5/3 | V Baseball | Norwalk | Home - Wilton HS-Varsity Baseball Field [Directions] | 4:00 p.m. | L 9-10 | |
| Mon., 5/3 | JV Baseball | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:30 p.m. | ||
| Mon., 5/3 | V Boys Golf | Stamford | Away - Stamford High-Sterling Farms Golf Course [Directions] | 3:00 p.m. | Wilton - 172 Stamford - 254 | |
| Mon., 5/3 | JV Boys Golf | Fairfield Warde | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Mon., 5/3 | FR Boys Lacrosse | Trumbull | Away - Trumbull HS-The Pit [Directions] | Postponed | ||
| Mon., 5/3 | V Boys Tennis | Ridgefield | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:30 p.m. | W 6-1 | |
| Mon., 5/3 | JV Boys Tennis | Ridgefield | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 5/3 | V Girls Golf | Staples, Fairfield Warde | Away - Longshore Golf Course [Directions] | 3:00 p.m. | Wilton - 0 Staples - 194 | |
| Mon., 5/3 | V Girls Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | W 17-1 | |
| Mon., 5/3 | V Softball | Norwalk | Away - Norwalk HS-Ray Barry Field [Directions] | 4:15 p.m. | L 1-3 | |
| Mon., 5/3 | JV Girls Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/4 | FR Baseball | Staples | Away - Staples HS-Wakeman Field [Directions] | 4:00 p.m. | ||
| Tue., 5/4 | V Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | 3:00 p.m. | Wilton - 168 St. Joseph - 157 | |
| Tue., 5/4 | V Boys Outdoor Track | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | ||
| Tue., 5/4 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Tue., 5/4 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/4 | V Girls Golf | Trumbull | Home - Silvermine Golf Club [Directions] | 3:30 p.m. | Wilton - 227 Trumbull - 178 | |
| Tue., 5/4 | V Girls Outdoor Track | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | ||
| Tue., 5/4 | V Girls Tennis | Fairfield Ludlowe | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | |
| Tue., 5/4 | JV Girls Tennis | Fairfield Ludlowe | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/5 | FR Boys Lacrosse | New Canaan | Away - New Canaan HS-WTT #2 [Directions] | 4:30 p.m. | ||
| Wed., 5/5 | V Girls Lacrosse | Fairfield Ludlowe | Home - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | W 17-11 | |
| Thu., 5/6 | V Boys Golf | Ridgefield | Away - Silver Spring Golf Course [Directions] | 3:15 p.m. | Wilton - 175 Ridgefield - 155 | |
| Thu., 5/6 | JV Boys Golf | Ridgefield | Away - Silver Spring Golf Course [Directions] | 3:15 p.m. | ||
| Thu., 5/6 | V Boys Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 7:00 p.m. | W 11-10 | |
| Thu., 5/6 | JV Boys Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:00 p.m. | ||
| Thu., 5/6 | JV Boys Tennis | Greenwich | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/6 | V Girls Golf | Darien | Home - Silvermine Golf Club [Directions] | 3:15 p.m. | Wilton - 227 Darien - 201 | |
| Thu., 5/6 | V Girls Outdoor Track | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 5:00 p.m. | ||
| Thu., 5/6 | V Girls Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | 4:30 p.m. | L 3-4 | |
| Thu., 5/6 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:30 p.m. | ||
| Fri., 5/7 | V Baseball | Fairfield Warde | Home - Wilton HS-Varsity Baseball Field [Directions] | 5:00 p.m. | L 0-11 | |
| Fri., 5/7 | JV Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Fri., 5/7 | FR Boys Lacrosse | Stamford | Away - Stamford HS-Upper Lacrosse Field [Directions] | 5:00 p.m. | ||
| Fri., 5/7 | V Boys Tennis | Greenwich | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:30 p.m. | W 4-3 | |
| Fri., 5/7 | V Softball | Fairfield Warde | Away - Fairfield Warde HS-Softball Diamond [Directions] | 4:30 p.m. | L 0-12 | |
| Fri., 5/7 | JV Softball | Fairfield Warde | Home - Wilton HS-JV Softball Field [Directions] | Canceled | Cancelled | |
| Fri., 5/7 | V Girls Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | 5:00 p.m. | W 6-1 | |
| Fri., 5/7 | JV Girls Tennis | Trumbull | Away - Unity Park [Directions] | 5:00 p.m. | ||
| Sat., 5/8 | FR Baseball | Trumbull | Home - Wilton HS-JV Baseball Field [Directions] | 12:15 p.m. | ||
| Sat., 5/8 | FR Baseball | Trumbull | Home - Wilton HS-JV Baseball Field [Directions] | 2:15 p.m. | ||
| Sat., 5/8 | V Boys Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 3:00 p.m. | L 11-15 | |
| Sat., 5/8 | JV Boys Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 5:00 p.m. | ||
| Sat., 5/8 | FR Boys Lacrosse | Fairfield Prep | Away - Fairfield University - Barlow Field-Barlow Field Fairfield University [Directions] | Postponed | ||
| Sat., 5/8 | JV Boys Tennis | Weston | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 2:00 p.m. | ||
| Sat., 5/8 | V Girls Lacrosse | Cheshire | Home - Wilton HS-Lilly Field [Directions] | 4:00 p.m. | W 13-4 | |
| Sat., 5/8 | JV Softball | Norwalk | Home - Wilton HS-JV Softball Field [Directions] | 2:00 p.m. | ||
| Sat., 5/8 | V Girls Tennis | Ridgefield | Away - Ridgefield HS-RHS Tennis Courts [Directions] | 9:00 a.m. | L 3-4 | |
| Sat., 5/8 | JV Girls Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | 2:00 p.m. | ||
| Mon., 5/10 | JV Baseball | St. Joseph | Home - Wilton HS-JV Baseball Field [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Mon., 5/10 | V Boys Golf | Westhill | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | Wilton - 172 Westhill - 199 | |
| Mon., 5/10 | FR Boys Lacrosse | Staples | Home - Allen's Meadow-Lacrosse Field #1 [Directions] | 4:30 p.m. | ||
| Mon., 5/10 | V Boys Outdoor Track | New Canaan | Away - New Canaan HS-NCHS Track [Directions] | 4:00 p.m. | ||
| Mon., 5/10 | V Boys Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | 4:30 p.m. | L 1-6 | |
| Mon., 5/10 | V Girls Golf | Fairfield Ludlowe | Home - Silvermine Golf Club [Directions] | 3:15 p.m. | Wilton - 216 Ludlowe - 167 | |
| Mon., 5/10 | V Softball | St. Joseph | Home - Wilton HS-Varsity Softball Field [Directions] | 4:30 p.m. | L 1-5 | |
| Mon., 5/10 | V Girls Tennis | Darien | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:00 p.m. | L 2-5 | |
| Mon., 5/10 | JV Girls Tennis | Darien | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/11 | V Baseball | Bridgeport Central | Home - Wilton HS-Varsity Baseball Field [Directions] | 4:30 p.m. | W 15-0 | |
| Tue., 5/11 | V Boys Golf | Brien McMahon | Away - Oak Hills Golf Course [Directions] | 3:15 p.m. | Wilton - 169 McMahon - 188 | |
| Tue., 5/11 | V Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | W 16-2 | |
| Tue., 5/11 | JV Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | ||
| Tue., 5/11 | V Boys Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/11 | V Girls Golf | Fairfield Warde | Away - Smith Richardson Golf Course [Directions] | 3:30 p.m. | Wilton -239 Warde - 189 | |
| Tue., 5/11 | V Girls Lacrosse | Brien McMahon | Home - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | W 14-5 | Senior Night! |
| Tue., 5/11 | V Girls Outdoor Track | New Canaan | Away - New Canaan HS-NCHS Track [Directions] | 4:00 p.m. | ||
| Tue., 5/11 | V Girls Tennis | St. Joseph | Home - Wilton HS-Wilton Varsity Tennis Courts [Directions] | 4:00 p.m. | W 4-3 | |
| Tue., 5/11 | JV Girls Tennis | St. Joseph | Home - Wilton Middlebrook School-JV Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/12 | V Baseball | Ridgefield | Away - Governor Field [Directions] | 4:00 p.m. | L 0-10 | |
| Wed., 5/12 | JV Baseball | Ridgefield | Home - Wilton HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/12 | V Boys Golf | Greenwich | Away - Burning Tree Country Club [Directions] | 2:00 p.m. | Wilton - 169 Greenwich - 163 | |
| Wed., 5/12 | JV Boys Golf | Staples | Away - Longshore Golf Course [Directions] | 3:15 p.m. | ||
| Wed., 5/12 | FR Boys Lacrosse | Darien | Home - Allen's Meadow-Lacrosse Field #1 [Directions] | 4:30 p.m. | ||
| Wed., 5/12 | V Softball | Ridgefield | Home - Wilton HS-Varsity Softball Field [Directions] | 6:30 p.m. | L 2-7 | |
| Wed., 5/12 | JV Softball | Ridgefield | Home - Wilton HS-JV Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 5/13 | V Baseball | St. Joseph | Away - St. Joseph HS-Baseball Diamond [Directions] | 4:00 p.m. | L 5-2 | |
| Thu., 5/13 | V Boys Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 5:00 p.m. | W 9-8 | |
| Thu., 5/13 | JV Boys Lacrosse | Greenwich | Away - Greenwich HS-Cos Cob Park, Benvenuto Field [Directions] | 5:00 p.m. | ||
| Thu., 5/13 | V Girls Golf | Ridgefield | Home - Silvermine Golf Club [Directions] | 3:30 p.m. | Wilton - 214 Ridgefield - 184 | |
| Thu., 5/13 | V Girls Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | L 3-14 | |
| Fri., 5/14 | V Baseball | New Canaan | Away - Mead Park-Baseball Field [Directions] | 4:30 p.m. | W 13-0 | |
| Fri., 5/14 | JV Baseball | New Canaan | Home - Wilton HS-JV Baseball Field [Directions] | 6:00 p.m. | ||
| Fri., 5/14 | FR Boys Lacrosse | Fairfield Ludlowe | Home - Allen's Meadow-Lacrosse Field #1 [Directions] | 4:30 p.m. | ||
| Fri., 5/14 | V Girls Outdoor Track | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Canceled | Cancelled | |
| Fri., 5/14 | V Softball | New Canaan | Home - Wilton HS-Varsity Softball Field [Directions] | 4:00 p.m. | L 0-3 | |
| Sat., 5/15 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | 2:00 p.m. | ||
| Sat., 5/15 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Sat., 5/15 | V Boys Lacrosse | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 2:00 p.m. | W 15-3 | |
| Sat., 5/15 | JV Boys Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | 11:00 a.m. | ||
| Sat., 5/15 | JV Softball | Harding | Home - Wilton HS-JV Softball Field [Directions] | 10:00 a.m. | ||
| Mon., 5/17 | V Baseball | Trumbull | Home - Wilton HS-Varsity Baseball Field [Directions] | 4:00 p.m. | L 5-2 | |
| Mon., 5/17 | JV Baseball | Trumbull | Away - Trumbull HS-Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/17 | V Boys Golf | Fairfield Ludlowe | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | Wilton - 174 Ludlow - 173 | |
| Mon., 5/17 | JV Boys Golf | Fairfield Ludlowe | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Mon., 5/17 | FR Boys Lacrosse | Greenwich | Away - Greenwich HS-Cos Cob Park, Benvenuto Field [Directions] | 4:30 p.m. | ||
| Mon., 5/17 | V Boys Outdoor Track | Harding, Bassick, Bridgeport Central | Away - Warren Harding HS-Lewis Field [Directions] | 4:00 p.m. | ||
| Mon., 5/17 | V Girls Outdoor Track | Harding, Bassick, Bridgeport Central | Away - Warren Harding HS-Lewis Field [Directions] | 4:00 p.m. | ||
| Mon., 5/17 | V Softball | Trumbull | Away - Trumbull HS-Varsity Softball Diamond [Directions] | 4:15 p.m. | L 2-12 | |
| Tue., 5/18 | V Boys Golf | Staples | Away - Longshore Golf Course [Directions] | 3:00 p.m. | Wilton - 157 Staples - 154 | |
| Tue., 5/18 | JV Boys Golf | Staples | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Tue., 5/18 | V Boys Lacrosse | Fairfield Warde | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | W 15-10 | |
| Tue., 5/18 | JV Boys Lacrosse | Fairfield Warde | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 4:30 p.m. | ||
| Tue., 5/18 | V Girls Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | Wilton - 260 St. Joseph - 202 | |
| Tue., 5/18 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:45 p.m. | W 21-3 | |
| Tue., 5/18 | JV Softball | Trumbull | Home - Wilton HS-JV Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/19 | V Baseball | Stamford | Home - Wilton HS-Varsity Baseball Field [Directions] | 6:30 p.m. | W 11-1 | |
| Wed., 5/19 | JV Baseball | Stamford | Away - Stamford HS-SHS Baseball Diamond [Directions] | 4:30 p.m. | ||
| Wed., 5/19 | V Boys Golf | Fairfield Warde | Away - Smith Richardson Golf Course [Directions] | 3:15 p.m. | Wilton - 161 Warde - 164 | |
| Wed., 5/19 | JV Boys Lacrosse | New Canaan | Home - Wilton HS-Whitten Field [Directions] | 6:00 p.m. | ||
| Wed., 5/19 | FR Boys Lacrosse | Fairfield Warde | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | ||
| Wed., 5/19 | V Softball | Stamford | Away - Troy Complex-Diamond 1 [Directions] | 7:00 p.m. | L 1-9 | |
| Thu., 5/20 | V Boys Lacrosse | St. Joseph | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | W 11-7 | |
| Thu., 5/20 | JV Boys Lacrosse | St. Joseph | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 4:30 p.m. | ||
| Thu., 5/20 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:15 p.m. | Wilton - 93 (forfeit) Danbury - 211 | |
| Thu., 5/20 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 4:00 p.m. | W 15-4 | |
| Thu., 5/20 | JV Softball | Stamford | Home - Wilton HS-JV Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/21 | FR Boys Lacrosse | New Canaan | Home - Wilton HS-Fuijitani Field -Turf [Directions] | 4:30 p.m. | ||
| Fri., 5/21 | Miscellaneous Events | Junior Prom | Home - TBA [Directions] | 7:00 p.m. | ||
| Sat., 5/22 | FR Baseball | Westhill | Home - Wilton HS-JV Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 5/22 | FR Baseball | Westhill | Home - Wilton HS-JV Baseball Field [Directions] | 4:15 p.m. | ||
| Sat., 5/22 | V Boys Lacrosse | Fairfield Prep | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 7:00 p.m. | W 8-6 | |
| Sat., 5/22 | JV Boys Lacrosse | Fairfield Prep | Home - Wilton HS-Veterans Memorial Stadium [Directions] | 4:30 p.m. | ||
| Sat., 5/22 | V Girls Lacrosse | Greenwich | Home - Wilton HS-Lilly Field [Directions] | 12:00 p.m. | W 14-5 | |
| Mon., 5/24 | V Boys Golf | Norwalk | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | Wilton - 173 Norwalk - 218 | |
| Mon., 5/24 | FR Boys Lacrosse | Fairfield Prep | Away - Fairfield University - Barlow Field-Barlow Field Fairfield University [Directions] | 4:00 p.m. | ||
| Mon., 5/24 | JV Softball | St. Joseph | Home - Wilton HS-JV Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/25 | JV Boys Golf | Darien | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Tue., 5/25 | JV Boys Golf | Ridgefield | Home - Rolling Hills Country Club [Directions] | 3:15 p.m. | ||
| Tue., 5/25 | FR Boys Lacrosse | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 5/25 | V Girls Golf | Greenwich | Home - Silvermine Golf Club [Directions] | 3:15 p.m. | ||
| Thu., 6/10 | Miscellaneous Events | Senior Prom | Home - TBA [Directions] | 12:00 p.m. | ||