| Darien 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 587 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Wed., 9/4 | V Boys Soccer | St. Lukes (Scrim.) | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 4:30 p.m. | ||
| Wed., 9/4 | V Field Hockey | Greenwich Academy | Home - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 9/5 | V Girls Volleyball | Shelton (Scrim.) | Away - Shelton HS-High School - Murray Gymnasium [Directions] | 4:00 p.m. | 2:30 PM, Return 6:00 PM (1 bus for Var/JV) | |
| Fri., 9/6 | V Football | Fairfield Prep (Scrim.) | Away - Fairfield University-Rafferty Stadium [Directions] | 5:00 p.m. | 2:20 PM, Return 7:00 PM (Two (2) ECS Coach buses secured) | |
| Fri., 9/6 | V Girls Cross Country | Trumbull (Scrim.) | Away - Trumbull HS-Cross Country Course [Directions] | 4:15 p.m. | 2:30 PM, Return 6:15 PM (@ Franco Giannis Pizza Two (2) buses needed) | |
| Sat., 9/7 | V Boys Soccer | Greens Farms Academy (Scrim.) | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 3:00 p.m. | ||
| Sat., 9/7 | V Field Hockey | Convent of Sacred Heart (Scrim.) | Away - CSH Grass Lacrosse Field | 9:00 a.m. | 8:15 AM | |
| Sat., 9/7 | V Girls Soccer | Rye (NY) | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | RHAM | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 11:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | Hamden | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | Stratford | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 12:00 p.m. | ||
| Sat., 9/7 | V Girls Volleyball | Lyman Memorial (Scrim.) | Home - Darien HS-DHS Main Gym [Directions] | 8:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | Farmington (Scrim.) | Home - Darien HS-DHS Main Gym [Directions] | 8:30 a.m. | ||
| Mon., 9/9 | V Field Hockey | Norwalk (Scrim.) | Home - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Boys Cross Country | Trumbull, Brien McMahon, Trinity Catholic | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | 2:30 PM (One bus needed for Boys) | |
| Tue., 9/10 | V Girls Cross Country | Trumbull, Brien McMahon, Trinity Catholic | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | 2:30 PM, Return 6:00 PM (Two (2) ECS Coach buses for Girls) | |
| Tue., 9/10 | V Girls Soccer | Greenwich Academy (Scrim.) | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 4:30 p.m. | ||
| Wed., 9/11 | V Boys Soccer | Bassick (Scrim.) | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 4:30 p.m. | ||
| Thu., 9/12 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 2-0 | 2:15 PM, Dismiss 2:10 PM (Varsity Only on bus) | |
| Fri., 9/13 | V Football | Fairfield Ludlowe | Home - Darien HS-DHS Stadium Field [Directions] | W 42-0 | ||
| Fri., 9/13 | V Boys Soccer | Danbury | Away - Mill Ridge Int. School-Turf Field [Directions] | L 0-3 | 2:15 PM, Dismiss 2:00 PM (ECS Coach bus 49 High Ridge Road Danbury, CT) | |
| Fri., 9/13 | V Competitive Cheerleading | Fairfield Ludlowe | Home - Darien HS-DHS Track [Directions] | 7:00 p.m. | ||
| Fri., 9/13 | V Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | L 2-3 | 2:30 PM (1 bus for Varsity/JV) | |
| Sat., 9/14 | V Boys Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 9:30 a.m. | 7:45 AM (2 buses total for both boys & girls) | |
| Sat., 9/14 | V Girls Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | 7:45 AM (2 buses total for both boys & girls) | |
| Sat., 9/14 | V Girls Soccer | Danbury | Home - Darien HS-DHS Center Oval Turf Field [Directions] | T 0-0 | ||
| Sat., 9/14 | V Girls Volleyball | Amity, Avon, East Haven, Fairfield Ludlowe, Glastonbury, Joel Barlow, New Britain, New Canaan, North Haven, Seymour, Simsbury, SMSA, St. Joseph, St. Paul Catholic, Suffield, Trinity Catholic, Trumbull, Woodland | Away - Connecticut Sports Center | 8:30 a.m. | 6:30 AM | |
| Mon., 9/16 | V Boys Soccer | Trumbull | Away - Trumbull HS-New Turf Field [Directions] | W 2-1 | 3:30 PM (ECS Transportation 34-passenger bus) | |
| Mon., 9/16 | V Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | W 3-0 | 2:10 PM, Dismiss 2:00 PM (ECS Coach bus 1 bus for Varsity/JV) | |
| Tue., 9/17 | V Boys Cross Country | Wilton, Fairfield Ludlowe, Westhill | Away - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | 2:30 PM, Return 6:30 PM (One ECS Coach bus for Boys) | |
| Tue., 9/17 | V Girls Cross Country | Wilton, Fairfield Ludlowe, Westhill | Away - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | 2:30 PM (Two (2) ECS Coach buses for Girls) | |
| Tue., 9/17 | V Girls Diving | Wilton | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:50 PM (One way Pickup in front bus loop) | |
| Tue., 9/17 | V Girls Soccer | Trumbull | Home - Darien HS-DHS Center Oval Turf Field [Directions] | W 2-1 | ||
| Wed., 9/18 | V Boys Soccer | Greenwich | Home - Darien HS-DHS Center Oval Turf Field [Directions] | L 0-2 | ||
| Wed., 9/18 | V Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | W 3-1 | 2:30 PM | |
| Wed., 9/18 | V Girls Volleyball | Trumbull | Away - Trumbull HS-Gym [Directions] | L 2-3 | 2:30 PM (ECS Transportation 34-passenger bus One bus Varsity/JV) | |
| Thu., 9/19 | V Girls Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | W 3-0 | 2:45 PM | |
| Fri., 9/20 | V Football | Southington | Home - Darien HS-DHS Stadium Field [Directions] | W 24-8 | ||
| Fri., 9/20 | V Boys Soccer | Wilton | Home - Darien HS-DHS Center Oval Turf Field [Directions] | T 2-2 | ||
| Fri., 9/20 | V Competitive Cheerleading | Southington | Home - Darien HS-DHS Track [Directions] | 7:00 p.m. | ||
| Fri., 9/20 | V Girls Swimming and Diving | Wilton | Home - Darien YMCA [Directions] | Wilton 75 Darien 111 | 2:00 PM, Dismiss 1:55 PM | |
| Fri., 9/20 | V Girls Volleyball | Greenwich | Home - Darien HS-DHS Main Gym [Directions] | L 2-3 | ||
| Sat., 9/21 | V Field Hockey | Longmeadow (MA) | Home - Darien HS-DHS Stadium Field [Directions] | W 2-1 | ||
| Sat., 9/21 | V Girls Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | L 1-0 | 12:15 PM | |
| Mon., 9/23 | V Girls Diving | Darien Dive vs Danbury/Westhill | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:55 PM (One way Pickup in front bus loop) | |
| Mon., 9/23 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | W 4-0 | 5:30 PM | |
| Tue., 9/24 | V Boys Cross Country | Staples, Fairfield Warde, Norwalk | Away - Fairfield Warde HS-Stadium [Directions] | 4:00 p.m. | 2:30 PM, Return 6:00 PM (One ECS Coach bus for Boys) | |
| Tue., 9/24 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | T 3-3 | 5:15 PM, Return 8:30 PM | |
| Tue., 9/24 | V Girls Cross Country | Staples, Fairfield Warde, Norwalk | Away - Fairfield Warde HS-Stadium [Directions] | 4:00 p.m. | 2:30 PM, Return 6:00 PM (Two (2) ECS Coach buses for Girls) | |
| Tue., 9/24 | V Girls Swimming and Diving | Danbury | Home - Darien YMCA [Directions] | Danbury 70 Darien 103 | 2:00 PM, Dismiss 1:55 PM | |
| Tue., 9/24 | V Girls Volleyball | Wilton | Home - Darien HS-DHS Main Gym [Directions] | W 3-0 | ||
| Wed., 9/25 | V Girls Soccer | Brien McMahon | Home - Darien HS-DHS Center Oval Turf Field [Directions] | W 3-0 | ||
| Thu., 9/26 | V Boys Soccer | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium [Directions] | L 0-1 | 2:30 PM (ECS Coach bus) | |
| Thu., 9/26 | V Girls Diving | Darien Dive vs St. Joseph/Trumbull | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:55 PM (One way Pickup in front bus loop) | |
| Thu., 9/26 | V Field Hockey | Fairfield Warde | Home - Darien HS-DHS Stadium Field [Directions] | W 5-0 | ||
| Thu., 9/26 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | W 3-0 | 2:30 PM (1 bus for Varsity/JV) | |
| Fri., 9/27 | V Girls Cross Country | Ocean State XC Invitational | Away - Goddard Park | TBA | ||
| Fri., 9/27 | V Girls Soccer | Bridgeport Central | Home - Darien HS-DHS Stadium Field [Directions] | W 6-0 | ||
| Fri., 9/27 | V Girls Swimming and Diving | St. Joseph | Home - Darien YMCA [Directions] | St Joseph 74 Darien 99 | 2:00 PM, Dismiss 1:55 PM | |
| Sat., 9/28 | V Football | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | W 48-0 | 11:00 AM (Two buses needed) | |
| Sat., 9/28 | V Competitive Cheerleading | Westhill | Away - Westhill HS [Directions] | 1:00 p.m. | 12:00 PM | |
| Sat., 9/28 | V Girls Cross Country | Ocean State XC Invitational | Away - Goddard Park | 8:45 a.m. | ||
| Sat., 9/28 | V Field Hockey | St. Joseph | Home - Darien HS-DHS Stadium Field [Directions] | W 11-0 | ||
| Tue., 10/1 | V Boys Soccer | Fairfield Ludlowe | Home - Darien HS-DHS Center Oval Turf Field [Directions] | L 2-5 | ||
| Tue., 10/1 | V Girls Volleyball | Bridgeport Central | Away - Bridgeport Central HS-Gym [Directions] | W 3-0 | 2:30 PM (ECS Transportation - 34 passenger bus for Varsity/JV) | |
| Wed., 10/2 | V Boys Cross Country | Greenwich, New Canaan, Stamford | Away - Greenwich Point [Directions] | 4:00 p.m. | 2:30 PM, Return 7:00 PM | |
| Wed., 10/2 | V Girls Cross Country | Greenwich, New Canaan, Stamford | Away - Greenwich Point [Directions] | 4:00 p.m. | 2:30 PM (Two ECS Coach buses) | |
| Wed., 10/2 | V Field Hockey | Stamford | Home - Darien HS-DHS Stadium Field [Directions] | W 8-0 | ||
| Wed., 10/2 | V Girls Soccer | Stamford | Away - Stamford HS-SHS Upper Soccer Field [Directions] | W 5-0 | 2:30 PM | |
| Wed., 10/2 | V Girls Swimming and Diving | New Canaan | Away - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | 1:50 PM, Dismiss 1:45 PM (Swim & Dive combined) | |
| Thu., 10/3 | V Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 2-3 | 5:00 PM (ECS Coach bus) | |
| Thu., 10/3 | V Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | W 3-0 | 5:00 PM | |
| Thu., 10/3 | V Girls Swimming and Diving | Westhill/Stamford | Home - Darien YMCA [Directions] | Westhill 76 Darien 102 | 2:00 PM, Dismiss 1:55 PM | |
| Thu., 10/3 | V Girls Volleyball | Stamford | Home - Darien HS-DHS Main Gym [Directions] | W 3-0 | ||
| Fri., 10/4 | V Football | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | W 41-13 | 3:15 PM (ECS Coach bus) | |
| Fri., 10/4 | V Competitive Cheerleading | Cheerleaders vs Trumbull | Away - Trumbull HSchool-McDougall Stadium | 7:00 p.m. | 4:30 PM | |
| Fri., 10/4 | V Girls Soccer | Ridgefield | Home - Darien HS-DHS Center Oval Turf Field [Directions] | L 2-1 | ||
| Sat., 10/5 | V Field Hockey | Daniel Hand | Away - Daniel Hand HS-Turf Field [Directions] | W 7-2 | 1:15 PM | |
| Sat., 10/5 | V Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | W 3-1 | 2:30 PM (1 bus for Varsity/JV) | |
| Mon., 10/7 | V Boys Cross Country | St. Joseph, Danbury, Ridgefield | Away - St. Joseph HS-Trail [Directions] | 4:00 p.m. | 2:30 PM, Return 6:00 PM (One ECS Coach bus for boys) | |
| Mon., 10/7 | V Boys Soccer | Stamford | Home - Darien HS-DHS Center Oval Turf Field [Directions] | W 3-0 | ||
| Mon., 10/7 | V Girls Cross Country | St. Joseph, Danbury, Ridgefield | Away - St. Joseph HS-Trail [Directions] | 4:00 p.m. | 2:30 PM (Two (2) ECS Coach buses for Girls) | |
| Mon., 10/7 | V Girls Swimming and Diving | Trumbull | Away - Hillcrest MS-Pool [Directions] | 4:00 p.m. | 2:05 PM, Dismiss 2:00 PM | |
| Tue., 10/8 | V Field Hockey | Danbury | Home - Darien HS-DHS Stadium Field [Directions] | W 6-0 | ||
| Thu., 10/10 | V Boys Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | W 2-0 | 2:30 PM | |
| Thu., 10/10 | V Girls Diving | Darien Dive vs Fairfield Ludlowe | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:55 PM (One way Pickup in front bus loop) | |
| Fri., 10/11 | V Field Hockey | Fairfield Ludlowe | Home - Darien HS-DHS Stadium Field [Directions] | W 5-0 | ||
| Fri., 10/11 | V Girls Soccer | Westhill | Home - Darien HS-DHS Center Oval Turf Field [Directions] | W 3-0 | ||
| Fri., 10/11 | V Girls Swimming and Diving | Fairfield Ludlowe | Home - Darien YMCA [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:55 PM | |
| Fri., 10/11 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | L 0-3 | 2:30 PM (1 bus for Varsity/JV) | |
| Sat., 10/12 | V Boys Cross Country | Manhattan Invitational | Away - Van Cortlandt Parade Grounds 3 | TBA | No bus needed | |
| Sat., 10/12 | V Girls Volleyball | Girls Volleyball Fall Brawl | Away - RHAM HS-RHAM MS | TBA | 6:00 AM (LandJet Coach bus) | |
| Mon., 10/14 | V Girls Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | W 1-0 | 5:00 PM | |
| Tue., 10/15 | V Boys Cross Country | FCIAC Championship @ Waveny Park, New Canaan | Away - Waveny Park | 2:00 p.m. | 12:40 PM, Dismiss 12:30 PM, Return 6:00 PM (Boys need one bus. Rain date = 10/17/19) | |
| Tue., 10/15 | V Boys Soccer | New Canaan | Home - Darien HS-DHS Center Oval Turf Field [Directions] | T 1-1 | ||
| Tue., 10/15 | V Girls Cross Country | FCIAC Championship @ Waveny Park, New Canaan | Away - Waveny Park | 2:00 p.m. | 12:45 PM, Dismiss 12:30 PM (Two ECS Coach buses) | |
| Tue., 10/15 | V Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | W 1-0 | 2:30 PM (ECS 34-passenger bus) | |
| Tue., 10/15 | V Girls Volleyball | Fairfield Ludlowe | Home - Darien HS-DHS Main Gym [Directions] | W 3-2 | ||
| Wed., 10/16 | V Girls Soccer | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | L 2-0 | 1:40 PM, Dismiss 1:30 PM | |
| Thu., 10/17 | V Boys Soccer | Staples | Home - Darien HS-DHS Center Oval Turf Field [Directions] | W 3-1 | ||
| Thu., 10/17 | V Girls Swimming and Diving | Ridgefield | Away - Barlow Mountain Pool [Directions] | 4:00 p.m. | 2:05 PM, Dismiss 2:00 PM, Return 6:00 PM (Swim & Dive combined) | |
| Thu., 10/17 | V Girls Volleyball | New Canaan | Home - Darien HS-DHS Main Gym [Directions] | W 3-0 | ||
| Fri., 10/18 | V Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | L 2-3 | 2:45 PM | |
| Fri., 10/18 | V Girls Soccer | Staples | Home - Darien HS-DHS Center Oval Turf Field [Directions] | L 3-0 | ||
| Sat., 10/19 | V Football | Trinity Catholic | Home - Darien HS-DHS Stadium Field [Directions] | W 51-20 | ||
| Sat., 10/19 | V Boys Soccer | Norwalk | Home - Darien HS-DHS Center Oval Turf Field [Directions] | T 1-1 | ||
| Sat., 10/19 | V Competitive Cheerleading | Cheerleaders vs Trinity/Wright Tech | Home - Darien HS-DHS Stadium Field [Directions] | 1:30 p.m. | ||
| Sat., 10/19 | V Girls Volleyball | Woodstock Academy | Away - Woodstock Academy North Campus-Alumni Field House Main Court [Directions] | L 1-3 | 6:00 AM (ECS Coach bus (Var/JV)) | |
| Mon., 10/21 | V Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | W 5-0 | 5:00 PM | |
| Mon., 10/21 | V Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | L 2-3 | 2:30 PM (One ECS Transportation bus for Varsity/JV) | |
| Tue., 10/22 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Varsity Grass Soccer Field [Directions] | L 1-3 | 5:00 PM | |
| Tue., 10/22 | V Girls Diving | Darien Dive vs Fairfield Warde | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:55 PM (One way Pickup in front bus loop) | |
| Tue., 10/22 | V Field Hockey | Westhill | Home - Darien HS-DHS Stadium Field [Directions] | W 8-0 | ||
| Tue., 10/22 | V Girls Swimming and Diving | Fairfield Warde | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Wed., 10/23 | V Girls Soccer | Fairfield Warde | Home - Darien HS-DHS Center Oval Turf Field [Directions] | W 2-0 | ||
| Wed., 10/23 | V Girls Swimming and Diving | Fairfield Warde | Home - Darien YMCA [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:55 PM | |
| Wed., 10/23 | V Girls Volleyball | Norwalk | Home - Darien HS-DHS Main Gym [Directions] | W 3-0 | ||
| Thu., 10/24 | V Girls Cross Country | Danbury | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:00 PM, Dismiss 1:55 PM (1 bus Pickup in front bus loop) | |
| Thu., 10/24 | V Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | W 2-1 | 5:30 PM | |
| Fri., 10/25 | V Boys Soccer | St. Joseph | Home - Darien HS-DHS Stadium Field [Directions] | W 5-0 | ||
| Fri., 10/25 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | L 4-0 | 2:00 PM, Dismiss 1:50 PM (ECS Coach bus) | |
| Fri., 10/25 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | L 0-3 | 2:30 PM (One bus Varsity/JV) | |
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class L Divisional Championship | Away - Wickham Park | 2:40 p.m. | 10:00 AM, Dismiss TBA (One bus for both boys/girls) | |
| Sat., 10/26 | V Football | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | W 27-21 | 1:30 PM (Two buses needed) | |
| Sat., 10/26 | V Competitive Cheerleading | Cheerleaders vs Greenwich | Away - Greenwich HS | 4:00 p.m. | 2:30 PM | |
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class L Divisional Championship | Away - Wickham Park | 2:05 p.m. | 10:00 AM, Dismiss TBA (One bus for both boy/girls.) | |
| Mon., 10/28 | V Boys Soccer | Trinity Catholic | Home - Darien HS-DHS Center Oval Turf Field [Directions] | W 8-0 | ||
| Tue., 10/29 | V Field Hockey | Wilton | Home - Darien HS-DHS Stadium Field [Directions] | W 2-1 | ||
| Tue., 10/29 | V Girls Soccer | Trinity Catholic | Away - Trinity Catholic-Gaglio Field | W 7-0 | 2:30 PM (ECS Coach bus) | |
| Tue., 10/29 | V Girls Volleyball | St. Joseph | Home - Darien HS-DHS Main Gym [Directions] | W 3-1 | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | 10:30 AM, Dismiss 10:25 AM | |
| Fri., 11/1 | V Field Hockey | Fairfield Warde | Home - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Fri., 11/1 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:00 p.m. | 2:15 PM, Dismiss 2:05 PM (ECS Coach bus) | |
| Fri., 11/1 | V Girls Volleyball | Trinity Catholic | Home - Darien HS-DHS Main Gym [Directions] | W 3-0 | ||
| Sat., 11/2 | V Football | Danbury | Away - Brookfield HS-BHS Stadium Field [Directions] | W 26-23 | 2:15 PM (ECS Coach bus) | Game will be held at Brookfield HS |
| Sat., 11/2 | V Competitive Cheerleading | Cheerleaders vs Danbury @ Brookfield HS | Away - Brookfield HS | 6:00 p.m. | 4:00 PM | |
| Sat., 11/2 | V Girls Swimming and Diving | FCIAC Girls Swimming Trials | Away - Greenwich HS-Pool | 4:30 p.m. | 2:00 PM | |
| Mon., 11/4 | V Field Hockey | FCIAC Semi-Finals vs New Canaan @ Brien McMahon | Away - Brien McMahon HS | 5:00 p.m. | 3:30 PM | |
| Tue., 11/5 | V Girls Swimming and Diving | FCIAC Girls Swimming Championships | Away - Greenwich HS-Pool | 6:30 p.m. | 4:00 PM | |
| Tue., 11/5 | V Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 5:30 p.m. | 3:30 PM | |
| Thu., 11/7 | V Boys Soccer | Fairfield Prep | Home - Darien HS-DHS Stadium Field [Directions] | 5:00 p.m. | ||
| Thu., 11/7 | V Field Hockey | Staples | Away - Brien McMahon HS-Stadium [Directions] | 6:00 p.m. | 4:30 PM | |
| Sat., 11/9 | V Football | Bridgeport Central | Home - Darien HS-DHS Stadium Field [Directions] | W 36-0 | ||
| Sat., 11/9 | V Boys Soccer | Fairfield Prep | Home - Darien HS-DHS Stadium Field [Directions] | 5:00 p.m. | ||
| Sat., 11/9 | V Competitive Cheerleading | Cheerleaders vs Bridgeport Central | Home - Darien HS-DHS Stadium Field [Directions] | 1:30 p.m. | ||
| Mon., 11/11 | V Boys Soccer | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 2:00 p.m. | ||
| Mon., 11/11 | V Boys Soccer | Tentative CIAC - Round One | Away - Not Listed | 4:00 p.m. | TBA | |
| Mon., 11/11 | V Girls Volleyball | New Britain | Home - Darien HS-DHS Main Gym [Directions] | 6:00 p.m. | ||
| Tue., 11/12 | V Girls Soccer | Hall | Home - Darien HS-DHS Center Oval Turf Field [Directions] | 2:00 p.m. | ||
| Wed., 11/13 | V Field Hockey | Cheshire | Home - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 11/14 | V Girls Soccer | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 2:00 p.m. | 11:05 AM (ECS Coach bus) | |
| Thu., 11/14 | V Girls Swimming and Diving | CIAC Girls Class L Diving Championship | Away - Middletown HS-Pool | 5:30 p.m. | 2:05 PM, Dismiss 2:00 PM (ECS Coach bus) | |
| Thu., 11/14 | V Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:00 p.m. | 3:00 PM | |
| Fri., 11/15 | V Football | Norwalk | Away - Norwalk HS-Testa Field [Directions] | W 40-0 | 4:30 PM (Two buses needed) | |
| Fri., 11/15 | V Competitive Cheerleading | Cheerleaders vs Norwalk | Away - Norwalk HS | 7:00 p.m. | 5:00 PM | |
| Fri., 11/15 | V Field Hockey | Amity | Home - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Girls Class L Trials | Away - Cornerstone Aquatics Center-Pool | 3:15 p.m. | 11:00 AM, Dismiss TBA (Land Jet Coach Bus - destination is Cornerstone Pool, 55 Buena Vista Rd, West Hartford, CT) | |
| Tue., 11/19 | V Field Hockey | Ridgefield | Home - Weston HS-WHS Stadium Field [Directions] | 4:30 p.m. | 2:30 PM | |
| 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. | 3:00 PM, Dismiss TBA (ECS Coach Bus - destination is Wesleyan University - Freeman Athletic Center 161 Cross St, Middletown, CT 06457) | |
| Thu., 11/21 | V Girls Swimming and Diving | CIAC Girls State Open Diving | Away - Middletown HS-Pool | 5:30 p.m. | 2:00 PM, Dismiss TBA (Small bus one way) | |
| Sat., 11/23 | V Field Hockey | Staples | Home - Wethersfield HS-Cottone Field [Directions] | 2:00 p.m. | ||
| Sat., 11/23 | V Field Hockey | Staples | Home - Wethersfield HS-Cottone Field [Directions] | 2:00 p.m. | 11:30 AM (ECS Coach bus) | |
| Sun., 11/24 | V Girls Swimming and Diving | CIAC Girls State Open Swimming | Away - Yale | 2:00 p.m. | 10:15 AM, Dismiss TBA | |
| Thu., 11/28 | V Football | New Canaan | Home - Darien HS-DHS Stadium Field [Directions] | L 0-20 | 7:30 AM | |
| Thu., 11/28 | V Competitive Cheerleading | Cheerleaders vs New Canaan | Home - Darien HS-DHS Stadium Field [Directions] | 10:00 a.m. | 8:00 AM | |
| Wed., 12/4 | V Football | Greenwich | Home - Darien HS-DHS Stadium Field [Directions] | 6:30 p.m. | ||
| Wed., 12/4 | V Competitive Cheerleading | TBA | Home - Darien HS-DHS Stadium Field [Directions] | 6:30 p.m. | ||
| Wed., 12/4 | V | Unifield Youth Leadership Summit @ Sheraton South Hartford | Away - Not Listed | 8:00 a.m. | 6:45 AM, Return 3:00 PM (Small bus to: 100 Capital Blvd Rocky Hill, CT) | |
| Sat., 12/7 | V Boys Ice Hockey | Northwest Catholic (Scrim.) | Away - Simsbury ISCC-Olympic [Directions] | 2:00 p.m. | 10:45 AM | |
| Sat., 12/7 | V Co-ed Squash | Darien Invitational @ Ox Ridge Club | Home - Ox Ridge Club [Directions] | 2:00 p.m. | 1:30 PM, Return 5:45 PM (Bus will pickup at Darien HS in front bus loop and drop off at Ox Ridge Club. Bus will return to Ox Ridge Club at 5:45 p.m. for pickup and return to Darien HS) | |
| Sat., 12/7 | V Girls Basketball | Stamford (Scrim.) | Home - Danbury HS-Main Gym [Directions] | 12:00 p.m. | 10:30 AM, Dismiss TBA (Tourney is at Danbury HS) | |
| Sat., 12/7 | V Girls Basketball | Fairfield Warde (Scrim.) | Away - Danbury HS-New Gym [Directions] | 1:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Bethel (Scrim.) | Home - Danbury HS-Old gym [Directions] | 1:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Danbury (Scrim.) | Away - Danbury HS-G gym (freshman academy gym) [Directions] | 2:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Shepaug Valley (Scrim.) | Away - Danbury HS-Old gym [Directions] | 2:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | New Canaan (Scrim.) | Away - Danbury HS-New Gym [Directions] | 3:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Brookfield (Scrim.) | Away - Danbury HS-Old gym [Directions] | 4:00 p.m. | ||
| Sat., 12/7 | V Girls Ice Hockey | Greenwich, New Canaan (Scrim.) | Home - Darien Ice House-Ice Rink [Directions] | 5:30 p.m. | ||
| Sun., 12/8 | V Co-ed Squash | Yale Round Robin | Away - Yale University New Haven CT-Other | 10:30 a.m. | 8:45 AM, Return 4:45 PM (38 passengers) | |
| Mon., 12/9 | V Football | Southington | Away - TBA-Windsor Locks Pool- No diving [Directions] | 6:30 p.m. | 1:45 PM, Dismiss 1:40 PM (Two ECS Coach Buses) | |
| Mon., 12/9 | V Boys Ice Hockey | St. Lukes (Scrim.) | Away - Sono Ice House | 3:10 p.m. | 2:30 PM | |
| Mon., 12/9 | V Competitive Cheerleading | CIAC Semi-Final Football Game @ Southington | Away - Southington HS-TURF FIELD | 6:30 p.m. | 3:30 PM (ECS Coach bus) | |
| Mon., 12/9 | Miscellaneous Events | Fan bus to Southington | Home - Southington HS-TURF FIELD [Directions] | 6:30 p.m. | 4:15 PM | |
| Wed., 12/11 | V Girls Basketball | Weston (Scrim.) | Away - Weston HS-Gym (New) [Directions] | 3:45 p.m. | 2:30 PM (1 bus Var/JV) | |
| Wed., 12/11 | V Girls Ice Hockey | Greenwich | Home - Darien Ice House-Ice Rink [Directions] | W 2-0 | ||
| Fri., 12/13 | V Boys Ice Hockey | Xaverian Brothers (MA) (Scrim.) | Away - Canton Ice House | 7:20 p.m. | 2:30 PM (ECS COACH BUS) | |
| Fri., 12/13 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-Stadium [Directions] | W 7-0 | 5:30 PM (Requesting Lewin Moodie/Driver) | |
| Sat., 12/14 | V Football | Newtown | Away - Trumbull HS-McDougall Stadium [Directions] | 3:00 p.m. | 12:15 PM (Two ECS Coach buses) | |
| Sat., 12/14 | V Boys Ice Hockey | Duxbury (MA) (Scrim.) | Away - Bog Ice Rink | 1:00 p.m. | ||
| Sat., 12/14 | V Boys Ice Hockey | St. Johns Prep (MA) (Scrim.) | Away - Essex Sports Center - Middleton | 5:40 p.m. | ||
| Sat., 12/14 | V Boys Swimming and Diving | Norwalk/Brien McMahon, Brookfield, TBA (Scrim.) | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | 2:00 p.m. | ||
| Sat., 12/14 | V Boys Swimming and Diving | Norwalk/Brien McMahon (Scrim.) | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | 3:00 p.m. | 1:00 PM | |
| Sat., 12/14 | V Wrestling | Suffield/Windsor Locks, Granby Memorial, Terryville High School, Northwestern, Rockville | Away - Suffield HS | 9:00 a.m. | 6:30 AM | |
| Sat., 12/14 | V Competitive Cheerleading | CIAC Football Final vs Newtown @ Trumbull HS | Away - Trumbull HSchool | 3:00 p.m. | 12:30 PM (ECS Coach bus) | |
| Mon., 12/16 | V Girls Basketball | Bassick | Home - Darien HS-DHS Main Gym [Directions] | W 55-37 | ||
| Wed., 12/18 | V Boys Ice Hockey | Wilton | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | W 7-0 | 6:15 PM | |
| Wed., 12/18 | V Wrestling | Trumbull | Away - Trumbull HS-Aux Gym [Directions] | 4:00 p.m. | 2:30 PM | |
| Wed., 12/18 | V Girls Basketball | Bethel | Away - Bethel HS-Gym [Directions] | W 51-43 | 4:00 PM (1 bus Var/JV) | |
| Thu., 12/19 | V Boys Basketball | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | L 49-54 | 4:45 PM, Dismiss TBA (Going to Bunnell) | |
| Fri., 12/20 | V Boys Basketball | Harding | Home - Bunnell HS-Bunnell Main Gym [Directions] | L 61-70 | ||
| Fri., 12/20 | V Boys Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Boys Swimming and Diving | Wilton | Home - Darien YMCA [Directions] | Darien 97 Wilton 79 | ||
| Fri., 12/20 | V Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | W 38-33 | 3:15 PM (1 bus Var/JV) | |
| Sat., 12/21 | V Boys Ice Hockey | Hamden | Away - Hamden-Lou Astorino Ice Rink [Directions] | L 2-5 | 11:30 AM | |
| Sat., 12/21 | V Boys Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 10:00 a.m. | 8:00 AM | |
| Sat., 12/21 | V Boys Indoor Track | Wilton | Away - Wilton HS [Directions] | 9:30 a.m. | 8:00 AM (Two buses total for both boys/girls) | |
| Sat., 12/21 | V Wrestling | Derby Invitational | Away - Derby HS-Gym | 9:30 a.m. | 6:30 AM | |
| Sat., 12/21 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Darien Ice House-Ice Rink [Directions] | W 6-0 | ||
| Sat., 12/21 | V Girls Indoor Track | Wilton | Away - Wilton HS [Directions] | 9:30 a.m. | 8:00 AM (Two buses total for both boys/girls) | |
| Sat., 12/21 | V Girls Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 12:00 p.m. | 10:30 AM | |
| Mon., 12/23 | V Girls Basketball | Trinity Catholic | Away - Trinity Catholic-Gym | W 47-38 | 1:00 PM (1 bus Var/JV) | |
| Fri., 12/27 | V Boys Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 12:00 p.m. | 10:00 AM | |
| Sat., 12/28 | V Boys Ice Hockey | Greenwich | Away - Greenwich Skating Club-Ice Rink [Directions] | W 5-3 | 2:00 PM | |
| Sat., 12/28 | V Wrestling | Danbury, Bacon Academy, Bethel, Bristol Eastern, Brookfield, Coventry, East Haven, Enfield, Abbott Tech, New Canaan, New Milford, Newington, Northfield Mt. Hampton (MA), Norwalk, Putnam Vo-Tech (MA), Ridgefield, Stamford, Staples, Wilton | Away - Danbury HS | 10:00 a.m. | 6:30 AM | |
| Mon., 12/30 | V Girls Basketball | New Canaan | Home - Darien HS-DHS Main Gym [Directions] | L 29-37 | ||
| Fri., 1/3 | V Boys Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | L 51-70 | 3:15 PM (1 bus Var/JV) | |
| Fri., 1/3 | V Boys Ice Hockey | Xavier | Away - Wesleyan University-Rink [Directions] | W 3-0 | 2:30 PM | |
| Fri., 1/3 | V Boys Outdoor Track | Hispanic Games @ The Armory, New York, NY | Away - The Armory | 5:00 p.m. | No bus needed | |
| Fri., 1/3 | V Girls Basketball | Danbury | Home - Darien HS-DHS Main Gym [Directions] | L 35-45 | ||
| Fri., 1/3 | V Sideline Cheerleading | vs Danbury | Home - Darien HS-DHS Main Gym [Directions] | 7:00 p.m. | ||
| Sat., 1/4 | V Boys Indoor Track | Hispanic Games | Away - The Armory | 8:30 a.m. | 6:30 AM (216 Fort Washington Avenue New York, NY 10032) | |
| Sat., 1/4 | V Boys Indoor Track | Wilton, Brien McMahon, Danbury, TBA, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 8:00 AM (Total of 2 buses for both boys & girls) | |
| Sat., 1/4 | V Wrestling | Somers (NY) | Away - Somers HS | TBA | 6:30 AM | |
| Sat., 1/4 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | L 0-1 | TBA | |
| Sat., 1/4 | V Girls Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 10:00 a.m. | 7:30 AM (1 bus for girls) | |
| Sat., 1/4 | V Girls Indoor Track | Wilton, Brien McMahon, Danbury, New Canaan, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:40 a.m. | 8:00 AM (Total of 2 buses for both boys & girls) | |
| Mon., 1/6 | V Boys Swimming and Diving | Danbury | Away - Western CT State Univ.-O'Neill Ctr, Blue-O'Neill Center [Directions] | 7:00 p.m. | 4:30 PM | |
| Tue., 1/7 | V Boys Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | L 56-69 | 3:15 PM (1 bus Var/JV) | |
| Tue., 1/7 | V Girls Basketball | Trumbull | Home - Darien HS-DHS Main Gym [Directions] | W 33-18 | ||
| Tue., 1/7 | V Competitive Cheerleading | vs Trumbull | Home - Darien HS-DHS Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/8 | V Boys Swimming and Diving | Farfield Ludlowe/Warde | Away - Fairfield University-Pool [Directions] | 6:00 p.m. | 4:15 PM | |
| Wed., 1/8 | V Wrestling | Wilton, Brien McMahon, Fairfield Warde, St. Joseph | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:00 p.m. | 3:00 PM | |
| Wed., 1/8 | V Co-ed Alpine Skiing | Race @ Mt. Southington | Away - Mt. Southingon Ski Area | 4:00 p.m. | 1:45 PM, Dismiss 1:30 PM (Land Jet bus) | |
| Wed., 1/8 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | W 9-0 | 4:00 PM ((Requesting Lewin Moodie/Driver)) | |
| Fri., 1/10 | V Boys Basketball | Greenwich | Home - Darien HS-DHS Main Gym [Directions] | L 73-79 | ||
| Fri., 1/10 | V Boys Indoor Track | Yale Invitational | Away - Yale University New Haven CT-Coxe Cage | 1:00 p.m. | 10:45 AM, Dismiss 10:30 AM (One bus total for boys/girls) | |
| Fri., 1/10 | V Girls Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | L 37-50 | 3:30 PM (1 bus Var/JV) | |
| Fri., 1/10 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | W 9-2 | 2:00 PM, Dismiss 1:50 PM ((Requesting Lewin Moodie/Driver)) | |
| Fri., 1/10 | V Girls Indoor Track | Yale Invitational | Away - Yale University New Haven CT-Coxe Cage | 1:00 p.m. | 10:45 AM, Dismiss 10:30 AM (One bus total for boys/girls) | |
| Sat., 1/11 | V Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | L 43-65 | 3:45 PM (1 bus Var/JV) | |
| Sat., 1/11 | V Boys Ice Hockey | Notre Dame-West Haven | Home - Darien Ice House-Ice Rink [Directions] | W 5-2 | ||
| Sat., 1/11 | V Boys Indoor Track | Yale Invitational | Away - Yale University New Haven CT-Coxe Cage | 7:30 a.m. | 1:00 PM (1 bus total for boys/girls) | |
| Sat., 1/11 | V Boys Indoor Track | Wilton, Brien McMahon, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 8:00 AM (Two buses total for boys/girls) | |
| Sat., 1/11 | V Wrestling | Bunnell, Notre Dame-Fairfield, Stamford, Weston | Home - Darien HS-DHS Main Gym [Directions] | 9:00 a.m. | Two Refs will be needed | |
| Sat., 1/11 | V Competitive Cheerleading | Danbury | Away - Danbury HS-G gym (freshman academy gym) [Directions] | 9:00 a.m. | 7:30 AM, Return 1:00 PM | |
| Sat., 1/11 | V Girls Gymnastics | Pomperaug Invitational | Away - Pomperaug HS-Main Gym | 121.2 7th Place | 8:00 AM (Pickup from Darien YMCA) | |
| Sat., 1/11 | V Girls Indoor Track | Yale Invitational | Away - Yale University New Haven CT-Coxe Cage | 7:30 a.m. | 6:00 AM (1 bus total for boys/girls) | |
| Sat., 1/11 | V Girls Indoor Track | Wilton, Brien McMahon, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 8:00 AM (Two buses total for boys/girls) | |
| Mon., 1/13 | V Boys Ice Hockey | Greenwich | Home - Darien Ice House-Ice Rink [Directions] | L 2-3(OT) | ||
| Tue., 1/14 | V Boys Basketball | Wilton | Home - Darien HS-DHS Main Gym [Directions] | L 62-93 | ||
| Tue., 1/14 | V Boys Diving | Diving - New Canaan @ Darien | Home - New Canaan YMCA-Pool [Directions] | 3:30 p.m. | 2:20 PM (One way Pickup in front bus loop) | |
| Tue., 1/14 | V Girls Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | L 25-40 | 3:30 PM (1 bus Var/JV) | |
| Wed., 1/15 | V Boys Swimming and Diving | New Canaan | Home - Darien YMCA [Directions] | Darien 113 New Canaan 73 | 1:55 PM, Dismiss 1:50 PM (One way Pickup in front bus loop) | |
| Wed., 1/15 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Darien Ice House-Ice Rink [Directions] | W 7-0 | ||
| Thu., 1/16 | V Boys Diving | Diving - Westhill/Stamford @ Darien | Home - New Canaan YMCA-Pool [Directions] | 3:30 p.m. | ||
| Thu., 1/16 | V Boys Squash | St. Lukes | Away - St. Lukes | 4:30 p.m. | 3:30 PM (Pickup in front bus loop Varsity & JV) | |
| Thu., 1/16 | V Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | L 1-3 | 6:00 PM ((Requesting Lewin Moodie/Driver)) | |
| Fri., 1/17 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | L 65-79 | 4:00 PM (1 bus Var/JV) | |
| Fri., 1/17 | V Boys Swimming and Diving | Westhill/Stamford | Home - Darien YMCA [Directions] | Darien 100 Westhill/Stamford 47 | ||
| Fri., 1/17 | V Girls Basketball | Brien McMahon | Home - Darien HS-DHS Main Gym [Directions] | W 53-36 | ||
| Sat., 1/18 | V Boys Indoor Track | Wilton, Brien McMahon, Danbury, Fairfield Warde, TBA | Away - Wilton HS-Nicholas Zeoli Field House | 9:00 a.m. | 7:30 AM (Two (2) buses total for boys/girls) | |
| Sat., 1/18 | V Boys Indoor Track | New Balance @ The Armory | Away - The Armory | Cancelled | ||
| Sat., 1/18 | V Wrestling | New Milford Wrestling Tournament | Away - New Milford HS-Main Gym - NMHS | Cancelled | ||
| Sat., 1/18 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 1 [Directions] | W 7-2 | 7:30 AM; 1 Bus ((Requesting Lewin Moodie/Driver)) | |
| Sat., 1/18 | V Girls Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 10:00 a.m. | 7:00 AM | |
| Sat., 1/18 | V Girls Indoor Track | Wilton, Brien McMahon, Danbury, Fairfield Warde, TBA | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 7:30 AM (Two (2) buses total for boys/girls) | |
| Mon., 1/20 | V Boys Ice Hockey | Fairfield Prep | Home - Darien Ice House-Ice Rink [Directions] | W 6-3 | ||
| Mon., 1/20 | V Boys Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 10:00 a.m. | 8:00 AM | |
| Mon., 1/20 | V Girls Gymnastics | Trumbull, St. Joseph | Away - Next Dimension [Directions] | Darien 130.9 Trumbull 133.6 St.Joseph 138.95 | 8:40 AM (Pickup and return @ Darien YMCA) | |
| Tue., 1/21 | V Boys Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | L 71-79 | 3:30 PM (1 bus Var/JV) | |
| Tue., 1/21 | V Girls Basketball | Bridgeport Central | Home - Darien HS-DHS Main Gym [Directions] | W 63-11 | ||
| Tue., 1/21 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Darien Ice House-Ice Rink [Directions] | W 5-0 | ||
| Wed., 1/22 | V Boys Ice Hockey | Westhill-Stamford | Home - Darien Ice House-Ice Rink [Directions] | W 5-4 | ||
| Wed., 1/22 | V Wrestling | New Canaan | Away - New Canaan HS-Wrestling Room [Directions] | 4:00 p.m. | 2:30 PM | |
| Thu., 1/23 | V Boys Swimming and Diving | Ridgefield | Away - Barlow Mountain Pool [Directions] | 3:30 p.m. | 1:45 PM | |
| Thu., 1/23 | V Co-ed Alpine Skiing | Race @ Mt. Southington | Away - Mt. Southingon Ski Area | 4:00 p.m. | 1:45 PM, Dismiss 1:30 PM (LandJet bus) | |
| Fri., 1/24 | V Boys Basketball | Stamford | Home - Darien HS-DHS Main Gym [Directions] | L 68-80 | ||
| Fri., 1/24 | V Girls Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | L 42-61 | 4:15 PM (1 bus Var/JV) | |
| Sat., 1/25 | V Boys Ice Hockey | St. Joseph | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | W 8-0 | 6:45 PM | |
| Sat., 1/25 | V Boys Indoor Track | FCIAC Qualifier #4 | Away - Staples HS-Field House | 10:00 a.m. | 8:30 AM (Two (2) buses total for boys/girls) | |
| Sat., 1/25 | V Boys Indoor Track | Bullis Champion Speed Invitational @ The Armory | Away - The Armory | 5:00 p.m. | 2:30 PM | |
| Sat., 1/25 | V Wrestling | Mahopac (NY) | Away - Mahopac HS | TBA | 6:00 AM | |
| Sat., 1/25 | V Girls Gymnastics | Fairfield Ludlowe, Fairfield Warde | Home - Darien YMCA [Directions] | Darien 131.35 Fairfield Ludlowe 134.80 Fairfield Warde 136 | ||
| Sat., 1/25 | V Girls Indoor Track | FCIAC Qualifier #4 | Away - Staples HS-Field House | 10:00 a.m. | 8:30 AM (Two (2) buses total for boys/girls) | |
| Sat., 1/25 | Miscellaneous Events | Cheerleaders to Quinnipiac University's Cheer Competition | Home - Quinnipiac University-Quinnipiac [Directions] | 1:00 p.m. | 11:35 AM, Return 4:10 PM (275 Mount Carmel Avenue Hamden, CT) | |
| Sun., 1/26 | V Girls Ice Hockey | Barrington (RI) | Home - Darien Ice House-Ice Rink [Directions] | T 3-3 | ||
| Mon., 1/27 | V Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | L 35-72 | 3:30 PM (1 bus for Var/JV) | |
| Mon., 1/27 | V Co-ed Alpine Skiing | Practice/GS State Shootouts (Top 50) | Away - Mt. Southingon Ski Area | 4:00 p.m. | 1:45 PM, Dismiss 1:30 PM (LandJet bus) | |
| Mon., 1/27 | V Girls Basketball | Ridgefield | Home - Darien HS-DHS Main Gym [Directions] | L 27-32 | ||
| Tue., 1/28 | V Girls Gymnastics | Westhill, New Canaan, Stamford | Away - Westhill HS-New Gym [Directions] | Darien 124.55 New Canaan 105.3 Westhill 128.8 | 4:30 PM (Pickup at Darien YMCA and Return back to Darien YMCA) | |
| Tue., 1/28 | V Girls Ice Hockey | Simsbury | Home - Darien Ice House-Ice Rink [Directions] | W 3-1 | ||
| Wed., 1/29 | V Boys Ice Hockey | Staples | Home - Darien Ice House-Ice Rink [Directions] | W 7-0 | ||
| Wed., 1/29 | V Wrestling | Fairfield Ludlowe | Home - Darien HS-DHS South Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/29 | V Girls Squash | St. Lukes | Away - St Lukes School | 4:30 p.m. | 3:30 PM (Pickup in front bus loop Varsity & JV) | |
| Thu., 1/30 | V Boys Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | W 64-46 | 3:30 PM (1 bus Var/JV) | |
| Thu., 1/30 | V Co-ed Alpine Skiing | Race @ Mt. Southington | Away - Mt. Southingon Ski Area | 4:00 p.m. | 1:45 PM, Dismiss 1:30 PM (LandJet bus) | |
| Thu., 1/30 | V Girls Basketball | Harding | Home - Darien HS-DHS Main Gym [Directions] | W 73-10 | ||
| Thu., 1/30 | V Girls Gymnastics | Greenwich | Away - Greenwich YWCA [Directions] | Darien 131.6 Greenwich 128.4 | 4:30 PM (Destination is Greenwich YWCA Pickup at Darien YMCA and Return back to Darien YMCA) | |
| Fri., 1/31 | V Girls Ice Hockey | Morristown-Beard (NJ) | Away - Morristown-Beard School | 4:00 p.m. | 1:00 PM, Dismiss 12:50 PM (ECS Coach bus to: Twin Oaks Ice Arena 65 Columbia Rd, Morristown, NJ 07960) | |
| Sat., 2/1 | V Boys Ice Hockey | Bishop Hendricken (RI) | Away - Schneider Arena - Providence, RI | L 2-3 | 9:30 AM (Bus Company TBD 549 River Avenue Providence, RI) | |
| Sat., 2/1 | V Boys Indoor Track | Eastern Divisional Championships | Away - Wilton HS-Nicholas Zeoli Field House | TBA | 8:00 AM (Two buses total for boys/girls) | |
| Sat., 2/1 | V Wrestling | JK Wrestling Invitational | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 9:00 a.m. | 7:00 AM | |
| Sat., 2/1 | V Girls Ice Hockey | New Canaan | Home - Darien Ice House-Ice Rink [Directions] | W 3-1 | ||
| Sat., 2/1 | V Girls Indoor Track | Eastern Divisional Championships | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 8:00 AM (Two (2) buses total for boys/girls) | |
| Sun., 2/2 | V Boys Ice Hockey | LaSalle Academy (RI) | Away - Smithfield Municipal Ice Rink | L 2-3 (OT) | ||
| Mon., 2/3 | V Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | L 54-69 | 4:00 PM (1 bus Var/JV) | |
| Mon., 2/3 | V Co-ed Alpine Skiing | SL State Shootouts (Top 30) | Away - Mt. Southingon Ski Area | 4:00 p.m. | 1:30 PM, Dismiss 1:20 PM (ECS bus) | |
| Mon., 2/3 | V Girls Basketball | Westhill | Home - Darien HS-DHS Main Gym [Directions] | W 49-34 | ||
| Tue., 2/4 | V Boys Diving | Diving - Staples @ Darien | Home - New Canaan YMCA-Pool [Directions] | 3:30 p.m. | 2:20 PM (One way Pickup in front bus loop) | |
| Tue., 2/4 | V Girls Gymnastics | Wilton | Away - Wilton HS-Aux Gym [Directions] | Darien 128.55 Wilton 136.3 | 3:00 PM (Pickup and return from Darien YMCA (ECS bus)) | |
| Wed., 2/5 | V Boys Alpine Skiing | Wilton, Brunswick School, Fairfield Ludlowe, Hopkins School, Pomperaug, St. Lukes | Away - Southington Ski Mountain | 4:30 p.m. | 1:45 PM, Dismiss 1:30 PM (Land Jet Coach bus) | |
| Wed., 2/5 | V Boys Ice Hockey | Fairfield Prep | Away - Wonderland of Ice-Stadium [Directions] | W 2-1 | 3:30 PM (ECS coach bus) | |
| Wed., 2/5 | V Boys Swimming and Diving | Staples | Home - Darien YMCA [Directions] | Darien 99 Staples 79 | 2:00 PM, Dismiss 1:55 PM (One way Pickup in front bus loop) | |
| Wed., 2/5 | V Wrestling | Staples | Away - Staples HS-Staples Gym [Directions] | 7:00 p.m. | 5:00 PM | |
| Wed., 2/5 | V Co-ed Alpine Skiing | Race @ Mt. Southington | Away - Mt. Southingon Ski Area | 4:00 p.m. | 1:45 PM, Dismiss 1:30 PM (LandJet bus) | |
| Thu., 2/6 | V Boys Basketball | Fairfield Ludlowe | Home - Darien HS-DHS Main Gym [Directions] | L 65-87 | ||
| Thu., 2/6 | V Boys Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 4:30 p.m. | 2:30 PM (One ECS Coach bus total for both boys/girls) | |
| Thu., 2/6 | V Boys Indoor Track | FCIAC Championships | Away - Norwalk HS-Testa Field | 4:30 p.m. | ||
| Thu., 2/6 | V Boys Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 4:00 p.m. | 2:30 PM | |
| Thu., 2/6 | V Co-ed Alpine Skiing | Race @ Mt. Southington | Away - Mt. Southingon Ski Area | Postponed | ||
| Thu., 2/6 | V Girls Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | L 32-51 | 3:45 PM (ECS Bus 1 bus Var/JV) | |
| Thu., 2/6 | V Girls Indoor Track | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 4:30 p.m. | TBA | |
| Thu., 2/6 | V Girls Indoor Track | FCIAC Championships | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | 2:30 PM (One ECS Coach bus for both boys/girls) | |
| Fri., 2/7 | V Wrestling | Danbury, Greenwich, Stamford | Home - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | 2 Refs will be needed | |
| Fri., 2/7 | V Co-ed Squash | Fairwest Cup Conference Finals @ Yale & Chelsea Piers | Home - Chelsea Piers - Stamford-Chelsea Piers Connecticut [Directions] | TBA | TBA (Alternate site - Yale) | |
| Sat., 2/8 | V Boys Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | W 10-2 | ||
| Sat., 2/8 | V Boys Indoor Track | Staples, Fairfield Ludlowe | Away - Staples HS-Field House [Directions] | 10:00 a.m. | 8:30 AM (One bus for Boys) | |
| Sat., 2/8 | V Boys Squash | Fairwest Cup @ Yale | Away - Yale University New Haven CT | 12:00 p.m. | 10:30 AM, Return 5:15 PM | |
| Sat., 2/8 | V Competitive Cheerleading | FCIAC Cheer Competition | Away - Wilton HS | 9:00 a.m. | 8:15 AM, Return 2:15 PM | |
| Sat., 2/8 | V Girls Gymnastics | Norwalk, Staples | Home - Darien YMCA [Directions] | Darien 127 Staples 132.6 Norwalk 110.6 | ||
| Sat., 2/8 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Arena-Blue Rink [Directions] | W 3-1 | 4:00 PM ((Requesting Lewin Moodie/Driver)) | |
| Mon., 2/10 | V Boys Basketball | New Canaan | Home - Darien HS-DHS Main Gym [Directions] | L 42-74 | ||
| Mon., 2/10 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest MS-Pool [Directions] | 4:00 p.m. | 2:30 PM | |
| Mon., 2/10 | V Girls Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | L 34-40 | 4:00 PM (1 bus Var/JV) | |
| Tue., 2/11 | V Wrestling | Ridgefield | Home - Darien HS-DHS South Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/12 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners - Stamford-Ice Rink | W 10-2 | 6:30 PM | |
| Wed., 2/12 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - Darien YMCA [Directions] | 7:00 p.m. | Warm-ups @ 6:30 p.m. No bus needed | |
| Wed., 2/12 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | W 7-4 | 3:00 PM ((Requesting Lewin Moodie/Driver)) | |
| Thu., 2/13 | V Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | L 65-86 | 3:30 PM (ECS BUS 1 bus Var/JV) | |
| Thu., 2/13 | V Girls Basketball | Staples | Home - Darien HS-DHS Main Gym [Directions] | L 24-39 | ||
| Fri., 2/14 | V Wrestling | FCIAC Wrestling Tournament @ New Canaan HS | Away - New Canaan HS | 4:00 p.m. | 2:30 PM | |
| Sat., 2/15 | V Boys Ice Hockey | McMahon-Norwalk | Away - Sono Ice House-Main Rink [Directions] | W 6-0 | 5:45 PM | |
| Sat., 2/15 | V Boys Indoor Track | CIAC Boys Class L Divisional Championship | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | 7:30 AM, Dismiss TBA (One bus total for both Boys/Girls Indoor Track) | |
| Sat., 2/15 | V Wrestling | FCIAC Wrestling Tournament @ New Canaan HS | Away - New Canaan HS-Main Gym | 9:00 a.m. | 7:30 AM | |
| Sat., 2/15 | V Girls Gymnastics | FCIAC Gymnastics Championship | Away - Westhill HS-New Gym | 6th place 127.4 | 9:30 AM (Pickup and return @ Darien YMCA) | |
| Sat., 2/15 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | W 8-1 | 6:00 PM ((Requesting Lewin Moodie/Driver)) | |
| Sat., 2/15 | V Girls Indoor Track | CIAC Girls Class L Divisional Championship | Away - Floyd Little Athletic Center-FieldHouse | 10:00 a.m. | 7:30 AM, Dismiss TBA (One bus total for both Boys/Girls Indoor Track) | |
| Mon., 2/17 | V Boys Basketball | Norwalk | Home - Darien HS-DHS Main Gym [Directions] | L 61-69 | ||
| Mon., 2/17 | V Wrestling | New Canaan (Scrim.) | Away - New Canaan HS-Main Gym [Directions] | 9:00 a.m. | ||
| Mon., 2/17 | V Girls Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | L 40-74 | 3:30 PM (1 bus Var/JV) | |
| Wed., 2/19 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | L 56-69 | 3:45 PM (1 bus for Var/JV) | |
| Wed., 2/19 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Darien Ice House-Ice Rink [Directions] | W 4-1 | ||
| Wed., 2/19 | V Girls Basketball | Fairfield Warde | Home - Darien HS-DHS Main Gym [Directions] | L 27-53 | ||
| Wed., 2/19 | V Girls Ice Hockey | Greenwich Academy | Away - Chelsea Piers Stamford-north rink | 3:30 p.m. | 2:20 PM ((Requesting Lewin Moodie/Driver)) | |
| Thu., 2/20 | V Girls Ice Hockey | Morristown-Beard (NJ) | Home - Darien Ice House-Ice Rink [Directions] | 3:40 p.m. | ||
| Fri., 2/21 | V Boys Ice Hockey | Ridgefield | Home - Darien Ice House-Ice Rink [Directions] | W 4-3 | ||
| Fri., 2/21 | V Boys Squash | Squash Team Nationals | Away - Avon Old Farms | TBA | 9:30 AM (ECS BUS Overnight trip 2/21 - 2/23) | |
| Fri., 2/21 | V Wrestling | CIAC Class L Divisional Championship | Away - Bristol Central-Charles C. Marsh Gymnasium | 3:00 p.m. | ||
| Sat., 2/22 | V Boys Indoor Track | CIAC Boys State Open Championship | Away - Floyd Little Athletic Center-Field House | 12:00 p.m. | 9:30 AM, Dismiss TBA (One bus total for both boys/girls) | |
| 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 Indoor Track | CIAC Girls State Open Championship | Away - Floyd Little Athletic Center-FieldHouse | 12:00 p.m. | 9:30 AM, Dismiss TBA (One bus total for both boys/girls) | |
| Mon., 2/24 | V Boys Basketball | St. Joseph | Home - Darien HS-DHS Main Gym [Directions] | L 94-104(OT) | ||
| Mon., 2/24 | V Boys Ice Hockey | Notre Dame-West Haven | Away - West Haven HS-Bennett Rink [Directions] | W 4-2 | 3:30 PM | |
| Mon., 2/24 | V Co-ed Alpine Skiing | Make-Up Race @ Mt. Southington | Away - Mt. Southingon Ski Area | 4:00 p.m. | 1:45 PM, Dismiss 1:30 PM (LandJet coach bus) | |
| Wed., 2/26 | V Boys Basketball | Trinity Catholic | Home - Darien HS-DHS Main Gym [Directions] | L 50-77 | ||
| Wed., 2/26 | V Boys Ice Hockey | Trumbull | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | W 8-0 | 6:30 PM | |
| Wed., 2/26 | V Girls Ice Hockey | Greenwich | Home - Darien Ice House-Ice Rink [Directions] | 7:40 p.m. | ||
| 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 Ice Hockey | Fairfield Warde/Ludlowe | Home - Darien Ice House-Ice Rink [Directions] | 6:00 p.m. | ||
| Sat., 2/29 | V Boys Indoor Track | New England Championships @ Reggie Lewis Center/Boston, MA | Away - Reggie Lewis Center | TBA | No bus needed | |
| 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. | 11:15 AM (Pickup and return at Darien YMCA) | |
| Sat., 2/29 | V Girls Ice Hockey | New Canaan | Home - Darien Ice House-Ice Rink [Directions] | 4:00 p.m. | ||
| Mon., 3/2 | V Co-ed Alpine Skiing | State Races @ Mt. Southington | Away - Mt. Southingon Ski Area | 4:00 p.m. | 11:30 AM, Dismiss 11:20 AM (LandJet bus) | |
| Mon., 3/2 | V Girls Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | 5:00 PM | |
| Tue., 3/3 | V Boys Swimming and Diving | FCIAC Swimming Trials | Away - Greenwich HS-Pool | 5:30 p.m. | 3:00 PM | |
| Wed., 3/4 | V Boys Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | 5:30 p.m. | 3:15 PM | |
| Wed., 3/4 | V Boys Swimming and Diving | FCIAC Diving Championship | Away - Westhill HS-Westhill Pool | 4:30 p.m. | 2:30 PM | |
| Thu., 3/5 | V Boys Swimming and Diving | FCIAC Boys Swim Finals | Away - Greenwich HS-Pool | 6:30 p.m. | 4:00 PM | |
| Sat., 3/7 | V Boys Ice Hockey | New Canaan | Away - Greenwich - Dorothy Hamill-Rink [Directions] | 6:00 p.m. | 3:15 PM | |
| Sat., 3/7 | V Competitive Cheerleading | State Cheer Tourney | Away - Floyd Little Athletic Center | 5:00 p.m. | 3:30 PM, Return 7:00 PM (Snow date = March 8) | |
| Sat., 3/7 | V Girls Gymnastics | CIAC State Open Championship | Away - New Milford HS-Main Gym - NMHS | Postponed | ||
| Sat., 3/7 | V Girls Ice Hockey | East Catholic Coop | Home - Darien Ice House-Ice Rink [Directions] | 6:40 p.m. | ||
| Tue., 3/10 | V Boys Ice Hockey | Northwest Catholic | Home - Darien Ice House-Ice Rink [Directions] | 4:30 p.m. | ||
| Tue., 3/10 | V Girls Ice Hockey | Greenwich | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | Cancelled | ||
| Thu., 3/12 | V Boys Swimming and Diving | CIAC Boys Class L Diving Championship | Away - Middletown HS-MHS Pool | Cancelled | ||
| Fri., 3/13 | V Boys Indoor Track | New Balance Indoor Nationals @ The Armory | Away - The Armory | TBA | TBA (If we qualify) | |
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class L Trials | Away - Cornerstone Aquatics Center-Pool | Cancelled | ||
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Boys Class L 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 | ||
| Tue., 3/24 | V Boys Lacrosse | TBA | Home - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Tue., 3/24 | V Boys Rugby | Greenwich | Home - Darien HS-Royle Field @ 133 Mansfield Ave, Darien, CT 06820 [Directions] | Cancelled | ||
| Thu., 3/26 | V Baseball | Greenwich (Scrim.) | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Thu., 3/26 | V Boys Lacrosse | John Jay (NY) (Scrim.) | Home - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Thu., 3/26 | V Girls Lacrosse | Bronxville (NY) (Scrim.) | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Thu., 3/26 | V Softball | Oxford (Scrim.) | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Sat., 3/28 | V Baseball | Brien McMahon, Westhill | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | More teams may participate Both Darien HS Varsity & JV Baseball fields will be utilized | |
| Sat., 3/28 | V Softball | Greenwich, Stamford, Westhill (Scrim.) | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | Will also be using DHS Softball - JV field | |
| Mon., 3/30 | V Girls Lacrosse | Sacred Heart of Greenwich (Scrim.) | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Wed., 4/1 | V Boys Lacrosse | Salisbury School | Away - Salisbury School-Salisbury Turf Field | Cancelled | ||
| Wed., 4/1 | V Boys Lacrosse | Salisbury School (Scrim.) | Home - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Wed., 4/1 | V Co-ed Sailing | Fairfield Ludlowe | Away - Pequot Yacht Club [Directions] | Cancelled | ||
| Wed., 4/1 | V Girls Lacrosse | Greenwich Academy (Scrim.) | Away - Greenwich Academy-Turf field | Cancelled | ||
| Wed., 4/1 | V Softball | Bethel (Scrim.) | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Baseball | Stratford | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Boys Lacrosse | Yorktown (NY) | Away - Yorktown Heights HS | Cancelled | ||
| Sat., 4/4 | V Boys Volleyball | Oxford | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Sat., 4/4 | V Girls Lacrosse | Manhassett (NY) | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Softball | Weston | Away - Weston HS-Softball - North House Field (Hurlbutt El. School) [Directions] | Cancelled | ||
| Mon., 4/6 | V Baseball | Norwich Free Academy | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | Cancelled | ||
| Mon., 4/6 | V Softball | Norwalk | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Tennis | Danbury | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Baseball | New Fairfield | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Softball | Joel Barlow | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Girls Tennis | Trumbull | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | Cancelled | ||
| Sat., 4/11 | V Baseball | Cheshire | Away - Cheshire HS-Baseball Diamond [Directions] | Cancelled | ||
| Sat., 4/11 | V Boys Lacrosse | Greenwich | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Sat., 4/11 | V Boys Volleyball | Shelton | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Sat., 4/11 | V Softball | Newtown (Scrim.) | Away - Newtown HS-NHS Softball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Baseball | Danbury | Away - Danbury HS-V Baseball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Greenwich | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Golf | Ridgefield | Home - Wee Burn CC [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Lacrosse | Cold Spring Harbor (NY) | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Softball | Danbury | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Golf | Westhill | Away - EG Brennan Golf Course-E Gaynor Brennan Golf Course [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Outdoor Track | Ridgefield | Home - Darien HS-DHS Track [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Tennis | Wilton | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Golf | Staples | Home - Country Club of Darien [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Lacrosse | Fairfield Ludlowe | Home - Darien HS-DHS Upper Oval Turf Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Outdoor Track | Ridgefield | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Tennis | Wilton | Away - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Baseball | Trumbull | Away - Trumbull HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Wed., 4/15 | V Boys Golf | Trinity Catholic | Home - TBA [Directions] | Cancelled | ||
| Wed., 4/15 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Boys Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | Cancelled | ||
| Wed., 4/15 | V Girls Golf | Staples | Away - Staples HS-Longshore Golf Course [Directions] | Cancelled | ||
| Wed., 4/15 | V Softball | Trumbull | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Wed., 4/15 | V Girls Tennis | Brien McMahon | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/16 | V Boys Golf | Fairfield Warde | Home - Woodway Country Club [Directions] | Cancelled | ||
| Fri., 4/17 | V Baseball | Greenwich | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Fri., 4/17 | V Boys Lacrosse | St. Anthonys (NY) | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Fri., 4/17 | V Boys Volleyball | New Canaan | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Fri., 4/17 | V Softball | Greenwich | Away - Greenwich HS-Softball Field [Directions] | Cancelled | ||
| Sat., 4/18 | V Girls Lacrosse | Mt. Sinai (NY) | Away - Cold Spring Harbor HS | Cancelled | ||
| Sun., 4/19 | V Boys Rugby | Boys Varsity Rugby vs Mid State | Away - Cheshire HS | Cancelled | TBA | |
| Mon., 4/20 | V Baseball | Wilton | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Golf | Greenwich | Home - Wee Burn CC [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Lacrosse | Norwalk | Home - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Outdoor Track | Wilton | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Softball | Wilton | Away - Wilton HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Tennis | Bridgeport Central | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | Cancelled | TBA | |
| Tue., 4/21 | V Boys Lacrosse | Fairfield Ludlowe | Home - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Outdoor Track | Wilton | Home - Darien HS-DHS Track [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Tennis | Stamford | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | TBA | |
| Tue., 4/21 | V Girls Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/22 | V Baseball | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | Cancelled | 2:30 PM (1 bus for Var/JV) | |
| Wed., 4/22 | V Boys Golf | Wilton | Home - TBA [Directions] | Cancelled | TBA | |
| Wed., 4/22 | V Boys Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | Cancelled | 2:30 PM (1 bus for Var/JV) | |
| Wed., 4/22 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | Cancelled | TBA | |
| Wed., 4/22 | V Softball | Brien McMahon | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Golf | Norwalk | Home - Woodway Country Club [Directions] | Cancelled | TBA | |
| Thu., 4/23 | V Boys Lacrosse | Staples | Away - Staples HS-Staples Stadium [Directions] | Cancelled | 3:30 PM | |
| Thu., 4/23 | V Boys Tennis | Ridgefield | Away - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Thu., 4/23 | V Girls Lacrosse | Garden City (NY) | Away - Garden City HS | Cancelled | 2:00 PM, Dismiss 1:45 PM (ECS Coach bus) | |
| Thu., 4/23 | V Girls Tennis | Ridgefield | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/24 | V Baseball | Bridgeport Central | Away - Bridgeport Central HS-Baseball Diamond [Directions] | Cancelled | 2:30 PM | |
| Fri., 4/24 | V Boys Volleyball | Ridgefield | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Fri., 4/24 | V Softball | Bridgeport Central | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Sat., 4/25 | V Boys Lacrosse | Chaminade (NY) | Away - St. Anthony's HS | Cancelled | TBA | |
| Sun., 4/26 | V Boys Lacrosse | Manhassett (NY) | Away - St. Anthony's HS | Cancelled | TBA | |
| Mon., 4/27 | V Baseball | Stamford | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Golf | Fairfield Prep | Home - Wee Burn CC [Directions] | Cancelled | TBA | |
| Mon., 4/27 | V Boys Volleyball | Fairfield Ludlowe | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | Stamford | Away - Stamford HS-SHS Softball Diamond [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Tue., 4/28 | V Boys Golf | Ridgefield | Away - Silver Spring Golf Course [Directions] | Cancelled | TBA | |
| Tue., 4/28 | V Boys Lacrosse | Fairfield Warde | Home - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/28 | V Boys Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/28 | V Girls Golf | Danbury | Home - Country Club of Darien [Directions] | Cancelled | 2:20 PM (One way) | |
| Tue., 4/28 | V Girls Lacrosse | Greenwich Academy (Scrim.) | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/28 | V Girls Tennis | Westhill | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/29 | V Baseball | Ridgefield | Away - Governor Field [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Wed., 4/29 | V Boys Golf | Stamford | Home - Wee Burn CC [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Volleyball | Stamford | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Wed., 4/29 | V Girls Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Cancelled | TBA | |
| Wed., 4/29 | V Softball | Ridgefield | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | Cancelled | 4:30 PM | |
| Thu., 4/30 | V Boys Tennis | Fairfield Ludlowe | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Golf | New Canaan | Home - Woodway Country Club [Directions] | Cancelled | 2:20 PM (One way) | |
| Thu., 4/30 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Fri., 5/1 | V Boys Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Sat., 5/2 | V Boys Lacrosse | Wilton | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Sat., 5/2 | V Girls Lacrosse | Ridgewood (NJ) | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Sun., 5/3 | V Boys Rugby | vs West Hartford | Home - Royle School Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | Westhill | Away - Westhill HS-Varsity Baseball Field [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Mon., 5/4 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | Cancelled | TBA (Varsity & JV will travel together) | |
| Mon., 5/4 | V Boys Tennis | New Canaan | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Volleyball | Trumbull | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Golf | Fairfield Warde | Home - Wee Burn CC [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Mon., 5/4 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | Cancelled | 2:30 PM | |
| Mon., 5/4 | V Softball | Westhill | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Tue., 5/5 | V Boys Lacrosse | Stamford | Away - Stamford HS-Upper Lacrosse Field [Directions] | Cancelled | 2:30 PM | |
| Tue., 5/5 | V Boys Outdoor Track | Fairfield Warde | Home - Darien HS-DHS Track [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Tue., 5/5 | V Girls Lacrosse | Danbury | Home - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Outdoor Track | Fairfield Warde | Home - Darien HS-DHS Track [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Tennis | Staples | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | Fairfield Ludlowe | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Golf | Brien McMahon | Away - Oak Hills Golf Course [Directions] | Cancelled | TBA | |
| Wed., 5/6 | V Boys Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Wed., 5/6 | V Softball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Thu., 5/7 | V Boys Tennis | Norwalk | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Thu., 5/7 | V Girls Lacrosse | St. Anthonys (NY) | Away - St. Anthony's HS-Stadium | Cancelled | 3:30 PM (ECS Coach bus) | |
| Thu., 5/7 | V Girls Tennis | Norwalk | Away - Norwalk HS-Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Fri., 5/8 | V Baseball | New Canaan | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Fri., 5/8 | V Softball | New Canaan | Away - New Canaan HS-Orchard Field [Directions] | Cancelled | 5:00 PM (1 bus Var/JV) | |
| Sat., 5/9 | V Boys Lacrosse | New Canaan | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Sat., 5/9 | V Boys Rugby | Staples | Home - Royle School Field [Directions] | Cancelled | ||
| Sat., 5/9 | V Girls Lacrosse | New Canaan | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Baseball | Staples | Away - Staples HS-Baseball Diamond [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Mon., 5/11 | V Boys Golf | New Canaan | Home - Wee Burn CC [Directions] | Cancelled | TBA | |
| Mon., 5/11 | V Boys Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Mon., 5/11 | V Boys Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Mon., 5/11 | V Girls Lacrosse | Wilton | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Softball | Staples | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Fairfield Warde | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Cancelled | TBA | |
| Tue., 5/12 | V Boys Outdoor Track | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | Cancelled | 2:30 PM | |
| Tue., 5/12 | V Boys Tennis | St. Joseph | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Golf | St. Joseph | Home - Wee Burn CC [Directions] | Cancelled | 2:20 PM (One way Pickup in front bus loop) | |
| Tue., 5/12 | V Girls Outdoor Track | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | Cancelled | 2:30 PM | |
| Tue., 5/12 | V Girls Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/13 | V Baseball | Norwalk | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Lacrosse | Brunswick School | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Wed., 5/13 | V Girls Golf | New Canaan | Away - CCNC [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/13 | V Girls Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | Cancelled | 2:45 PM | |
| Wed., 5/13 | V Softball | Norwalk | Away - Norwalk HS-Ray Barry Field [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Thu., 5/14 | V Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Thu., 5/14 | V Boys Golf | Fairfield Ludlowe | Home - Woodway Country Club [Directions] | Cancelled | TBA | |
| Thu., 5/14 | V Boys Outdoor Track | Bridgeport Central | Home - Darien HS-DHS Track [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Tennis | Trinity Catholic | Home - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | Cancelled | 2:30 PM (1 bus Var/JV) | |
| Thu., 5/14 | V Girls Lacrosse | Westhill | Away - Westhill HS-Westhill Front Turf Field [Directions] | Cancelled | 2:30 PM | |
| Thu., 5/14 | V Girls Outdoor Track | Bridgeport Central | Home - Darien HS-DHS Track [Directions] | Cancelled | ||
| Thu., 5/14 | V Softball | Fairfield Warde | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Trinity Catholic | Away - Scalzi Park | Cancelled | 2:30 PM | |
| Mon., 5/18 | V Baseball | St. Joseph | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Golf | Greenwich | Home - Wee Burn CC [Directions] | Cancelled | TBA | |
| Mon., 5/18 | V Boys Volleyball | St. Joseph | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Golf | Wilton | Away - Silvermine Golf Club [Directions] | Cancelled | 2:20 PM | |
| Mon., 5/18 | V Softball | St. Joseph | Away - St. Joseph HS-Softball Diamond [Directions] | Cancelled | 2:30 PM | |
| Tue., 5/19 | V Boys Lacrosse | St. Joseph | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Outdoor Track | New Canaan | Away - New Canaan HS-NCHS Track [Directions] | Cancelled | 2:30 PM | |
| Tue., 5/19 | V Girls Golf | Wilton | Away - Silvermine Golf Club [Directions] | Cancelled | 2:20 PM | |
| Tue., 5/19 | V Girls Outdoor Track | New Canaan | Away - New Canaan HS-NCHS Track [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/20 | V Baseball | Trinity Catholic | Home - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Golf | Staples, Fairfield Ludlowe | Away - Staples HS-Longshore Golf Course [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Volleyball | Fairfield Warde | Home - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Thu., 5/21 | V Boys Golf | Chappa Invitational @ Longshore GC | Away - Longshore Golf Course | Cancelled | TBA | |
| Thu., 5/21 | V Girls Outdoor Track | Freshman-Sophomore Meet | Home - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Thu., 5/21 | V Softball | Immaculate | Home - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Tue., 5/26 | V Boys Golf | Holahan Invitational | Home - TBA [Directions] | Cancelled | 2:20 PM | |
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | TBA | |
| Tue., 5/26 | V Girls Golf | Fairfield Warde, Danbury, Greenwich | Away - Fairchild Wheeler Golf Course [Directions] | Cancelled | TBA | |
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | TBA | |
| Thu., 5/28 | V Boys Golf | FCIAC Championship @ Silver Springs CC | Home - TBA [Directions] | Cancelled | TBA | |
| Thu., 5/28 | V Girls Golf | Fairfield Ludlowe | Home - Woodway Country Club [Directions] | Cancelled | 2:20 PM (One way) | |
| Tue., 6/2 | V Girls Golf | Fairfield Warde | Away - Smith Richardson Golf Course [Directions] | Cancelled | TBA | |
| Mon., 6/8 | V Boys Golf | State Championship @ Tallwood GC | Away - Not Listed | Cancelled | TBA, Dismiss TBA | |