| Ridgefield 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 507 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Bus Time (Company) | Note |
| TBA | V Baseball | CIAC Tournament Second Round at higher ranked school | Away | TBA | TBA (First Student) | |
| TBA | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | TBA | TBA (First Student) | |
| TBA | FR Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | TBA | 2:30 pm (First Student) | |
| TBA | V Boys Indoor Track | Ridgefield, Darien, St Joseph, Ludlowe, Warde, Westhill at Staples | Away [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| TBA | V Girls Indoor Track | Ridgefield, Darien, St Joseph, Ludlowe, Warde, Westhill at Staples | Away [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| TBA | V Girls Indoor Track | SCC Coaches Invite | Away [Directions] | TBA | 12 pm (First Student) | |
| TBA | JV Girls Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | TBA | 2:30 p.m. (First Student) | |
| Thu., 9/4 | FR Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 3:00 p.m. | 2:30 p.m. (First Student) | |
| Tue., 9/9 | V Boys Cross Country | New Canaan, St. Joseph, Westhill, Trinity Catholic | Away - Waveny Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 9/9 | V Boys Soccer | Greenwich | Away - Cardinal Stadium [Directions] | 5:00 p.m. | 3 pm (First Student) | |
| Tue., 9/9 | JV Boys Soccer | Greenwich | Away - GHS Field 7 [Directions] | 5:00 p.m. | 3 pm (First Student) | |
| Tue., 9/9 | V Girls Cross Country | New Canaan, St. Joseph, Westhill, Trinity Catholic | Away - Waveny Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 9/10 | V Football | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | 3 pm (ECS) | |
| Wed., 9/10 | V Sideline Cheerleading | Cheshire | Away [Directions] | 6:00 p.m. | 4 pm (First Student) | |
| Wed., 9/10 | V Field Hockey | Darien | Away - DHS Stadium Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 9/10 | JV Field Hockey | Darien | Away - DHS Stadium Field [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Thu., 9/11 | V Boys Soccer | Trumbull | Away - McDougall Stadium [Directions] | 4:15 p.m. | 2;30 pm (First Student) | |
| Thu., 9/11 | JV Boys Soccer | Trumbull | Away - Varsity Grass Field [Directions] | 4:15 p.m. | 2:30 pm (First Student) | |
| Thu., 9/11 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | 5:00 pm (First Student) | |
| Thu., 9/11 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | 3:30 pm (First Student) | |
| Fri., 9/12 | V Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 9/12 | JV Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 9/12 | FR Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 9/13 | V Boys Cross Country | XC Invitational | Away | TBA | 8 am (First Student) | XL bus |
| Sat., 9/13 | V Girls Cross Country | Wilton Invite | Away | TBA | 8 am (First Student) | |
| Mon., 9/15 | FR Field Hockey | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Mon., 9/15 | FR Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 9/15 | FR Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 9/16 | FR Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 9/16 | V Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:15 p.m. | 2:30 pm (First Student) | |
| Tue., 9/16 | JV Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Wed., 9/17 | V Girls Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 9/17 | JV Girls Soccer | Harding | Away - Seaside Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 9/17 | FR Girls Soccer | Newtown | Away - Treadwell Town Park--Tilson Field [Directions] | 3:45 p.m. | 2:30 p.m. (First Student) | |
| Wed., 9/17 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | 1:45 pm (First Student) | |
| Wed., 9/17 | V Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 9/17 | JV Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Thu., 9/18 | FR Boys Soccer | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 9/19 | V Football | Fairfield Ludlowe | Away - Taft Field [Directions] | 7:00 p.m. | 4:30 pm (ECS) | |
| Fri., 9/19 | V Sideline Cheerleading | Fairfield Ludlowe | Away [Directions] | 7:00 p.m. | 5:15 pm (First Student) | |
| Fri., 9/19 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 3:45 p.m. | 2:30 pm (First Student) | |
| Fri., 9/19 | V Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 9/19 | JV Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Sat., 9/20 | JV Football | Fairfield Ludlowe | Away - Taft Field [Directions] | 10:00 a.m. | 8 am (First Student) | |
| Mon., 9/22 | FR Boys Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 9/22 | FR Field Hockey | Norwalk | Away - NHS Grass Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 9/22 | JV Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | 2 pm (First Student) | |
| Mon., 9/22 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Away | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Tue., 9/23 | FR Field Hockey | Pomperaug | Away - PHS Baseball Field [Directions] | 4:15 p.m. | 2:30 p.m. (First Student) | |
| Tue., 9/23 | V Girls Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 9/23 | JV Girls Soccer | Stamford | Away - Rippowam Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 9/23 | V Girls Swimming and Diving | Fairfield Ludlowe | Away - Fairfield University Rec Plex Pool [Directions] | 3:30 p.m. | 1:30 pm (First Student) | |
| Wed., 9/24 | FR Football | St. Joseph | Away - St. Joseph High School [Directions] | 3:00 p.m. | 1 pm (First Student) | |
| Wed., 9/24 | V Boys Soccer | St. Joseph | Away - St. Joseph High School [Directions] | 3:00 p.m. | 1 pm (First Student) | |
| Wed., 9/24 | JV Boys Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 3:00 p.m. | 1 pm (First Student) | |
| Fri., 9/26 | V Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 9/26 | JV Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 9/26 | FR Girls Soccer | Fairfield Ludlowe | Away - South Pine Creek Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 9/27 | V Girls Volleyball | John Jay Invitational | Away | 8:30 a.m. | 7:30 am (First Student) | |
| Mon., 9/29 | FR Boys Soccer | Wilton | Away - Allen's Field #2 [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 9/29 | V Girls Soccer | Trumbull | Away - McDougall Stadium [Directions] | 7:00 p.m. | 4:45 pm (First Student) | |
| Mon., 9/29 | JV Girls Soccer | Trumbull | Away - Varsity Grass Field [Directions] | 5:00 p.m. | 3:15 pm (First Student) | |
| Mon., 9/29 | V Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:30 p.m. | 2:30 pm (First STudent) | |
| Mon., 9/29 | JV Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 9/30 | V Boys Cross Country | Fairfield Ludlowe, Staples, Bassick, Trumbull, Bridgeport Central | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 9/30 | V Girls Cross Country | Fairfield Ludlowe, Staples, Bassick, Trumbull, Bridgeport Central | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 10/1 | FR Football | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 4:00 p.m. | 1:45 pm (First Student) | 1:30 pm early dismissal |
| Wed., 10/1 | FR Girls Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 10/1 | V Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Wed., 10/1 | JV Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | 4:30 p.m. | 2:30 pm (First Student) | |
| Thu., 10/2 | FR Boys Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 10/2 | V Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | 3:45 p.m. | 1:30 pm (First Student) | Dismiss at 1:27 pm |
| Thu., 10/2 | JV Field Hockey | Greenwich | Away - GHS Field 3 [Directions] | 5:15 p.m. | 1:30 pm (First Student) | Dismiss at 1:27 pm |
| Thu., 10/2 | FR Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 10/3 | V Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 3:00 p.m. | 1:30 pm (First Student) | |
| Fri., 10/3 | JV Girls Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 3:00 p.m. | 1:30 pm (First Student) | |
| Mon., 10/6 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 10/6 | JV Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 10/6 | FR Field Hockey | New Canaan | Away - NCHS Track Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 10/6 | FR Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | 4:00 p.m. | 2:45 pm (First Student) | |
| Tue., 10/7 | V Boys Cross Country | Greenwich, Wilton, Brien McMahon | Away - Greenwich Point [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 10/7 | V Girls Cross Country | Greenwich, Wilton, Brien McMahon | Away - Greenwich Point [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 10/7 | FR Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 6:00 p.m. | 4:30 pm (First Student) | |
| Wed., 10/8 | V Boys Soccer | New Canaan | Away - Dunning Stadium [Directions] | 6:30 p.m. | 4:30 pm (First Student) | |
| Wed., 10/8 | JV Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 10/8 | JV Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 10/8 | V Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Wed., 10/8 | JV Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 10/9 | FR Football | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 10/9 | V Girls Soccer | Wilton | Away - Lilly Field - Turf [Directions] | 4:15 p.m. | 2:30 pm (First Student) | |
| Thu., 10/9 | JV Girls Soccer | Wilton | Away - Allen's Field #2 [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 10/10 | FR Field Hockey | Wilton | Away - Wilton High School - Grass Field [Directions] | 5:00 p.m. | 3:45 pm (First Student) | |
| Fri., 10/10 | V Girls Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | 4:00 p.m. | 2 pm (First Student) | V/JV Girls Swim travel together |
| Fri., 10/10 | JV Girls Swimming and Diving | Trumbull | Away [Directions] | 4:00 p.m. | 2 pm (First Student) | |
| Fri., 10/10 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 10/10 | JV Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:15 p.m. | 2:30 pm (First Student) | |
| Sat., 10/11 | V Boys Cross Country | Manhattan College Invitational | Away | TBA | TBA (TBA) | |
| Mon., 10/13 | V Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 12:00 p.m. | 10:30 am (First Student) | |
| Mon., 10/13 | JV Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| Mon., 10/13 | V Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | 2:15 pm (First Student) | |
| Mon., 10/13 | JV Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 5:15 p.m. | 2:15 pm (First Student) | |
| Tue., 10/14 | V Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:30 p.m. | 3:15 pm (First Student) | |
| Tue., 10/14 | JV Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:00 p.m. | 3:15 pm (First Student) | |
| Tue., 10/14 | V Girls Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 10/14 | JV Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 10/14 | FR Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Wed., 10/15 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 10/15 | FR Boys Soccer | Newtown | Away - Newtown High School Practice Field [Directions] | 3:45 p.m. | 2:30 p.m. (First Student) | |
| Wed., 10/15 | V Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | 1:30 pm (First Student) | |
| Wed., 10/15 | JV Girls Swimming and Diving | Greenwich | Away [Directions] | 3:30 p.m. | 1:30 pm (First Student) | |
| Thu., 10/16 | FR Field Hockey | Danbury | Away - Danbury High School Stadium [Directions] | 5:00 p.m. | 3:45 pm (First Student) | |
| Thu., 10/16 | FR Girls Soccer | Greenwich | Away - GHS Field 7 [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 10/17 | FR Boys Soccer | Fairfield Ludlowe | Away - Roger Ludlowe Middle School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 10/17 | V Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 10/17 | JV Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 10/17 | FR Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 3:45 p.m. | 2:30 p.m. (First Student) | |
| Sat., 10/18 | FR Football | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 10:30 a.m. | 8:15 am (First Student) | |
| Sat., 10/18 | FR Girls Soccer | Darien | Away - Middlesex Lower Field [Directions] | 10:00 a.m. | 8:15 am (First Student) | |
| Mon., 10/20 | V Boys Cross Country | FCIAC Championship at Waveny Park, New Canaan, CT | Away | 2:15 p.m. | 12:15 pm (First Student) | Dismiss at 11:51 pm |
| Mon., 10/20 | V Boys Soccer | Darien | Away - DHS Stadium Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 10/20 | JV Boys Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 10/20 | V Girls Cross Country | FCIAC Championship at Waveny Park, New Canaan, CT | Away | 2:15 p.m. | 12:15 pm (First Student) | dismiss at 11:51 pm |
| Mon., 10/20 | FR Girls Soccer | Trumbull | Away - JV Grass Field [Directions] | 4:15 p.m. | 2:30pm (First Student) | |
| Tue., 10/21 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 10/21 | JV Girls Soccer | Westhill | Away - Rippowam Middle School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 10/21 | FR Girls Volleyball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 2:30 p.m. (First Student) | |
| Wed., 10/22 | FR Girls Soccer | Wilton | Away - Allen's Field #1 [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Wed., 10/22 | V Girls Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | 1:15 pm (First Student) | |
| Wed., 10/22 | V Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | 2:30 pm (First STudent) | |
| Wed., 10/22 | JV Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 10/23 | FR Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | 5:30 p.m. | 3:45 pm (First Student) | |
| Fri., 10/24 | FR Football | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 10/24 | V Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 10/24 | JV Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 10/25 | V Boys Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 1:35 p.m. | 9:30 am (First Student) | 1 XL bus for Boys and Girls Cross Country |
| Sat., 10/25 | V Girls Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 1:00 p.m. | 9:30 am (First Student) | 1 XL bus Boys and Girls Cross Country |
| Sat., 10/25 | V Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 3:30 p.m. | 2 pm (First Student) | FCIAC Tournament Playdowns |
| Sat., 10/25 | V Girls Soccer | Westhill | Away [Directions] | 2:00 p.m. | 12 pm (First Student) | FCIAC Playdowns |
| Sat., 10/25 | JV Girls Swimming and Diving | JV FCIAC Tournament | Away [Directions] | 4:00 p.m. | 1:45 pm (First Student) | at Greenwich |
| Mon., 10/27 | V Girls Soccer | Fairfield Warde | Away [Directions] | 7:00 p.m. | 5 pm (First Student) | FCIAC Semi Finals at Wilton HS |
| Mon., 10/27 | FR Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Tue., 10/28 | V Girls Swimming and Diving | FCIAC Swim Trials at Greenwich HS | Away | 4:00 p.m. | 1:45 pm (First Student) | |
| Tue., 10/28 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 6:00 p.m. | 3:45 pm (First Student) | 1v8 at # 1. 2v7 at # 3, 3v6 at #, 4v5 at #4 |
| Thu., 10/30 | V Girls Swimming and Diving | FCIAC Swim Finals at Greenwich HS | Away | 4:00 p.m. | 1:30 pm (First Student) | |
| Fri., 10/31 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | 10:30 am (ECS) | 1 bus Boys and Girls XC |
| Fri., 10/31 | V Football | Norwalk | Away - Testa Field, NHS [Directions] | 6:00 p.m. | 3:30 pm (ECS) | |
| Fri., 10/31 | V Sideline Cheerleading | Norwalk | Away [Directions] | 6:00 p.m. | 4:30 p.m. (First Student) | |
| Fri., 10/31 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | 10:30 am (ECS) | 1 bus Boys and Girls XC |
| Wed., 11/5 | V Field Hockey | Staples | Away [Directions] | 2:00 p.m. | 12:15 pm (First Student) | |
| Thu., 11/6 | V Girls Soccer | Westhill | Away [Directions] | 2:00 p.m. | 12 pm (First Student) | CIAC Tournament Second Round |
| Thu., 11/6 | V Girls Volleyball | Simsbury | Away - Simsbury High School [Directions] | 5:00 p.m. | 1:45 pm (First Student) | |
| Fri., 11/7 | V Football | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | 4:30 pm (ECS) | |
| Fri., 11/7 | V Sideline Cheerleading | Brien McMahon | Away [Directions] | 7:00 p.m. | 5:30 pm (First Student) | |
| Sat., 11/8 | V Boys Cross Country | New England Championship | Away - Wickham Park - East Hartford [Directions] | TBA | 8 am (ECS) | |
| Sat., 11/8 | JV Football | Brien McMahon | Away - Brien McMahon HS [Directions] | 10:00 a.m. | 8:15 am (First Student) | |
| Sat., 11/8 | V Girls Cross Country | New England Championship | Away - Wickham Park - East Hartford [Directions] | TBA | 8 am (ECS) | |
| Sat., 11/8 | V Girls Soccer | Middletown | Away - Middletown High School [Directions] | 2:00 p.m. | 11:15 am (First Student) | CIAC Tournament Qtr Finals |
| Sat., 11/8 | V Girls Swimming and Diving | CIAC Class LL Qualifying | Away - East Hartford [Directions] | 6:00 p.m. | 2 pm (ECS) | at East Hartford High School / 4:30 warm up |
| Sat., 11/8 | V Girls Volleyball | Darien | Away [Directions] | 4:30 p.m. | 2:15 pm (First Student) | CIAC Tournament Qtr Finals |
| Tue., 11/11 | V Girls Soccer | Fairfield Warde | Away - Newtown High School [Directions] | 6:00 p.m. | 4:00 p.m. (First Student) | |
| Wed., 11/12 | V Girls Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan Univ. [Directions] | 7:00 p.m. | 3:45 pm (ECS) | at Wesleyan University / 6 pm warm up |
| Thu., 11/13 | FR Football | Wilton | Away - Fujitani Field - Turf [Directions] | 6:00 p.m. | 4:30 pm (First Student) | |
| Sat., 11/15 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 7:30 p.m. | 4 pm (ECS) | at Yale University / 6 pm warm ups |
| Mon., 11/17 | JV Football | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 11/25 | V Football | Danbury | Away - Danbury High School Stadium [Directions] | 6:00 p.m. | 3:45 pm (ECS/First Student) | |
| Tue., 11/25 | V Sideline Cheerleading | Danbury | Away [Directions] | 6:00 p.m. | 4:45 pm (First Student) | |
| Fri., 12/12 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | 2:30 pm (First Student) | |
| Fri., 12/12 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | 3:45 pm (First Student) | |
| Fri., 12/12 | FR Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 5:15 p.m. | 3:45 pm. (First Student) | |
| Sat., 12/13 | V Girls Ice Hockey | Darien | Away [Directions] | 3:50 p.m. | 1:50 pm (First Student) | pick up / drop off at Winter Garden |
| Wed., 12/17 | V Boys Ice Hockey | Fairfield Prep | Away - Wonderland of Ice, Bridgeport, CT [Directions] | 6:00 p.m. | 3:30 pm (ECS) | |
| Wed., 12/17 | V Boys Swimming and Diving | Westhill/Stamford | Away [Directions] | 3:15 p.m. | 1:30 pm (First Student) | Dismiss at 1:15 pm |
| Wed., 12/17 | V Wrestling | Bridgeport Central | Away - Cafe [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Wed., 12/17 | V Girls Basketball | Wilton | Away - Wilton High School Field House [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Wed., 12/17 | JV Girls Basketball | Wilton | Away - Wilton High School Field House [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 12/19 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:00 p.m. | 3:15 pm (First Student) | |
| Sat., 12/20 | V Boys Ice Hockey | Xavier | Away - West Haven High School [Directions] | 3:00 p.m. | 12:15 pm (ECS) | West Haven Holiday Tournament at Bennet Rink |
| Sat., 12/20 | V Wrestling | Farmington Tournament Indian Classic | Away [Directions] | 10:00 a.m. | 6:30 am (ECS) | Farmington HS, 10 Monteith Dr, Farmington, CT |
| Mon., 12/22 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | 7:00 p.m. | 4:30 pm (ECS) | West Haven Holiday Tournament |
| Mon., 12/22 | V Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Mon., 12/22 | JV Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 12/22 | FR Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 3:30 p.m. | 2:30 p.m. (First Student) | |
| Tue., 12/23 | V Wrestling | Danbury | Away - Danbury High School - NEW gym [Directions] | 4:30 p.m. | 3 pm (First Student) | |
| Fri., 12/26 | V Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 7:00 p.m. | 4:30 p.m. (First Student) | |
| Fri., 12/26 | JV Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:00 p.m. | 1:15 p.m. (First Student) | |
| Sat., 12/27 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink, West Haven [Directions] | 5:00 p.m. | 2:30 pm (ECS) | West Haven Holiday Tournament |
| Sat., 12/27 | V Wrestling | Danbury Holiday Tournament | Away | TBA | 6:45 am (First Student) | |
| Sat., 12/27 | V Girls Basketball | Trumbull | Away [Directions] | 5:15 p.m. | 3:30 p.m. (First Student) | Masuk Holiday Tournament |
| Sat., 12/27 | JV Girls Basketball | Trumbull | Away [Directions] | 1:15 p.m. | 11:30 a.m. (First Student) | Masuk Holiday Tournament |
| Mon., 12/29 | V Boys Basketball | Bunnell | Away [Directions] | 5:15 p.m. | 1:15 p.m. (First Student) | |
| Mon., 12/29 | JV Boys Basketball | Norwalk | Away [Directions] | 3:00 p.m. | 1:15 p.m. (First Student) | |
| Tue., 12/30 | V Wrestling | Fairfield Warde | Away [Directions] | 10:00 a.m. | 8 am (First Student) | |
| Tue., 12/30 | V Girls Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 7:00 p.m. | 4:30 p.m. (First Student) | |
| Tue., 12/30 | JV Girls Basketball | Newtown | Away [Directions] | 3:00 p.m. | 1:15 p.m. (First Student) | |
| Tue., 12/30 | V Girls Indoor Track | Jack Long Invite | Away | 10:00 a.m. | 7:30 am (ECS) | Floyd Little Athletic Cente, 480 Sherman Parkway,New Haven CT |
| Sat., 1/3 | V Boys Indoor Track | Ridgefield, Darien, St Joseph, Ludlowe, Warde, Westhill at Wilton | Away [Directions] | 9:30 a.m. | 8 am (First Student) | |
| Sat., 1/3 | V Wrestling | Southington Duals | Away [Directions] | 10:00 a.m. | 6:30 am (ECS) | Southington HS, 720 Pleasant St, Southington, CT |
| Sat., 1/3 | JV Wrestling | Bristol Eastern JV Tournament | Away | TBA | 6:30 am (ECS) | Bristol Eastern HS, 632 King St, Bristol, CT |
| Sat., 1/3 | V Girls Indoor Track | Ridgefield, Darien, St Joseph, Ludlowe, Warde, Westhill at Wilton | Away [Directions] | 9:30 a.m. | 8 am (First Student) | |
| Mon., 1/5 | V Girls Ice Hockey | Hall/Conard | Away - Veterans Memorial Ice Arena [Directions] | 7:00 p.m. | 4 pm (First Student) | pick up / drop off at Winter Garden |
| Wed., 1/7 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | 7:00 p.m. | 3:30 pm (First Student) | |
| Wed., 1/7 | JV Boys Basketball | Trinity Catholic | Away - Walsh Court | 5:15 p.m. | 3:30 pm (First Student) | |
| Wed., 1/7 | FR Boys Basketball | Trinity Catholic | Away | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 1/7 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | 1:15 pm (First Student) | |
| Wed., 1/7 | V Wrestling | Staples | Away - Staples H.S. Gym [Directions] | 6:00 p.m. | 4 pm (First Student) | |
| Wed., 1/7 | V Co-ed Alpine Skiing | Amity, Cheshire, Cheshire Academy, Darien Farmingtonn, Lauralton Hall | Away - Southington | 2:30 p.m. | 2:30 pm (ECS) | |
| Wed., 1/7 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - SoNo Ice House [Directions] | 6:50 p.m. | 5 pm (First Student) | at SoNo Ice House / pick up & drop off at Winter Garden |
| Fri., 1/9 | V Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 7:00 p.m. | 3:30 pm (First Student) | |
| Fri., 1/9 | JV Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 p.m. | 3:30 pm (First Student) | |
| Fri., 1/9 | FR Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 1/9 | V Girls Ice Hockey | Simsbury | Away - ISCC - International Skating Center [Directions] | 7:10 p.m. | 4 pm (First Student) | at International Skating Center/ pick up and drop off at Winter Garden |
| Sat., 1/10 | V Boys Indoor Track | Ridgefield, Trumbull, Danbury, Stamford, Ludlowe, Norwalk, McMahon at Staples | Away [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| Sat., 1/10 | V Wrestling | X Duals at Mercy High School | Away [Directions] | 10:00 a.m. | 6:30 am (ECS) | Mercy HS, 1740 Randolph Rd, Middletown, CT |
| Sat., 1/10 | V Girls Indoor Track | Ridgefield, Trumbull, Danbury, Stamford, Ludlowe, Norwalk, McMahon at Staples | Away [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| Sat., 1/10 | V Girls Indoor Track | Hillhouse Elm City Coaches Invite | Away | 9:00 a.m. | 6:45 am (First Student) | event at Hillhouse HS, 480 Sherman Pkwy, New Haven, CT 06511 |
| Tue., 1/13 | V Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 7:00 p.m. | 3:30 pm (First Student) | |
| Tue., 1/13 | JV Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | 3:30 pm (First Student) | |
| Tue., 1/13 | FR Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 1/14 | V Wrestling | Stamford | Away - Stamford High Aux Gym [Directions] | 6:00 p.m. | 4 pm (First Student) | |
| Fri., 1/16 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | 7:45 p.m. | 5 pm (First Student) | |
| Fri., 1/16 | V Girls Basketball | Stamford | Away - Stamford High School [Directions] | 7:00 p.m. | 3:45 pm (First Student) | |
| Fri., 1/16 | JV Girls Basketball | Stamford | Away - Stamford High School [Directions] | 5:15 p.m. | 3:45 pm (First Student) | |
| Fri., 1/16 | FR Girls Basketball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 1/17 | V Boys Indoor Track | Ridgefield, Trumbull, Danbury, Stamford, Westhill, Norwalk, McMahon at Wilton HS | Away [Directions] | 9:30 a.m. | 8 am (First Student) | |
| Sat., 1/17 | V Wrestling | New Milford Tournament | Away | TBA | 6:45 am (ECS) | New Milford HS, 388 Danbury Rd, New Milford, CT |
| Sat., 1/17 | JV Wrestling | Danbury JV Tournament | Away | TBA | 6:45 am (ECS) | Danbury HS, 43 Clapboard Ridge Rd, Danbury, CT 06811 |
| Sat., 1/17 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice [Directions] | 3:00 p.m. | 1 pm (First Student) | at Wonderland of Ice/ pick up and drop off at Winter Garden |
| Sat., 1/17 | V Girls Indoor Track | Ridgefield, Greenwich, Danbury, Stamford, Westhill, Norwalk, McMahon at Wilton HS | Away [Directions] | 9:30 a.m. | 8 am (First Student) | |
| Mon., 1/19 | V Boys Swimming and Diving | New Canaan | Away - New Canaan YMCA [Directions] | 3:00 p.m. | 1:15 pm (First Student) | |
| Tue., 1/20 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 7:00 p.m. | 3:45 pm (First Student) | |
| Tue., 1/20 | JV Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | 3:45 pm (First Student) | |
| Tue., 1/20 | FR Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 1/21 | V Co-ed Alpine Skiing | Race - Staples, Prep, Glastonbury, Fairfield, New Canaan | Away - Southington | 2:30 p.m. | 1:45 p.m. (ECS) | |
| Fri., 1/23 | V Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 7:00 p.m. | 3:30 pm (First Student) | |
| Fri., 1/23 | JV Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 5:15 p.m. | 3:30 pm (First Student) | |
| Fri., 1/23 | FR Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sun., 1/25 | V Competitive Cheerleading | Wolcott HS CT Cheerleading Classic | Away [Directions] | 1:45 p.m. | 10:30 am (First Student) | |
| Sun., 1/25 | V Girls Indoor Track | SCC Coaches Invite | Away - Hillhouse HS | 4:45 p.m. | 2:45 (First Student) | |
| Wed., 1/28 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Connors Rink, Stamford [Directions] | 7:30 p.m. | 5:30 p.m. (First Student) | |
| Wed., 1/28 | V Wrestling | Greenwich | Away - GHS Gymnasium [Directions] | 5:00 p.m. | 2:45 pm (First Student) | |
| Wed., 1/28 | V Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 7:00 p.m. | 3:45 pm (First Student) | |
| Wed., 1/28 | JV Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:15 p.m. | 3:45 pm (First Student) | |
| Wed., 1/28 | FR Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 1/28 | V Girls Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 6:00 p.m. | 4:15 pm (First Student) | at Darien Ice Rink / pick up / drop off at Winter Garden |
| Thu., 1/29 | V Co-ed Alpine Skiing | Race - Barlow, Weston, Daniel Hand, Westbrook, Wilton, Gilbert | Away - Southington | 2:30 p.m. | 2:30 pm (ECS) | |
| Thu., 1/29 | V Competitive Cheerleading | FCIAC Competition at Fairfield Ludlowe HS | Away [Directions] | TBA | 3:30 pm (First Student) | |
| Fri., 1/30 | V Boys Basketball | Fairfield Warde | Away [Directions] | 7:00 p.m. | 3:30 pm (First Student) | |
| Fri., 1/30 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | 3:30 pm (First Student) | |
| Fri., 1/30 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 1/31 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | 3:00 p.m. | 12:45 pm (ECS) | |
| Sat., 1/31 | V Boys Indoor Track | Central Division Championships at Staples | Away [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| Sat., 1/31 | V Competitive Cheerleading | Hatter Fest Cheer Competition at Danbury HS | Away [Directions] | 10:00 a.m. | 8:45 am (First Student) | |
| Sat., 1/31 | V Girls Ice Hockey | Greenwich | Away - Dorothy Hammil Rink [Directions] | 8:00 p.m. | 6 pm (First Student) | at Dorothy Hammil Rink/ pick up and drop off at Winter Garden |
| Sat., 1/31 | V Girls Indoor Track | FCIAC Central Divisional Championship at Staples | Away [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| Tue., 2/3 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 7:00 p.m. | 3:15 pm (First Student) | |
| Tue., 2/3 | JV Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:15 p.m. | 3:15 pm (First Student) | |
| Tue., 2/3 | FR Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:30 pm (First STudent) | |
| Wed., 2/4 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | 1:15 pm (First Student) | |
| Wed., 2/4 | V Co-ed Alpine Skiing | Race - Greenwich, Guilford, Danbury, Southington | Away - Southington | 2:30 p.m. | 2:30 pm (ECS) | |
| Thu., 2/5 | V Boys Indoor Track | FCIAC Championship at Hillhouse HS | Away [Directions] | 4:30 p.m. | 2 pm (First Student) | 1:45 pm early dismissal |
| Thu., 2/5 | V Girls Indoor Track | FCIAC Championship at Hillhouse HS | Away [Directions] | 4:30 p.m. | 2 pm (First Student) | 1:45 pm early dismissal |
| Fri., 2/6 | V Girls Basketball | Bassick | Away [Directions] | 4:30 p.m. | 2:45 pm (First Student) | |
| Fri., 2/6 | JV Girls Basketball | Bassick | Away [Directions] | Cancelled | TBA (First Student) | |
| Fri., 2/6 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Rink [Directions] | 8:30 p.m. | 6 pm (First Student) | pick up / drop off at Winter Garden |
| Sat., 2/7 | V Competitive Cheerleading | FCIAC Tournament at Fairfield Warde HS | Away [Directions] | TBA | TBA (First Student) | drop off only |
| Tue., 2/10 | V Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 7:00 p.m. | 3:15 pm (First Student) | |
| Tue., 2/10 | JV Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | 3:15 pm (First Student) | |
| Tue., 2/10 | FR Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 2/11 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners Ice Rink | 7:30 p.m. | 5:45 pm (First Student) | |
| Wed., 2/11 | V Co-ed Alpine Skiing | Race - Litchfield, Westhill, Branford, Hopkins, St Luke, Pomperaug | Away - Southington | 2:30 p.m. | 2:30 pm (ECS) | |
| Fri., 2/13 | V Wrestling | FCIAC Trials at New Canaan HS | Away | 4:30 p.m. | 2:00 p.m. (First Student) | |
| Fri., 2/13 | V Girls Basketball | Westhill | Away [Directions] | 6:00 p.m. | 3 pm (First Student) | |
| Fri., 2/13 | JV Girls Basketball | Westhill | Away [Directions] | 4:30 p.m. | 3 pm (First Student) | |
| Fri., 2/13 | FR Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:00 p.m. (First Student) | |
| Sun., 2/15 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Rinks at Shelton [Directions] | 6:00 p.m. | 4:00 pm (First Student) | at Rinks at Shelton/ pick up / drop off at Winter Garden |
| Mon., 2/16 | V Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 3:30 p.m. | 12:00 pm (First Student) | |
| Mon., 2/16 | JV Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 2:00 p.m. | 4 pm (First Student) | |
| Mon., 2/16 | FR Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 12:30 p.m. | 11:15 am (First Student) | |
| Mon., 2/16 | V Boys Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:00 p.m. | 12:30 pm (First Student) | |
| Mon., 2/16 | JV Wrestling | Pomperaug JV Tournament | Away [Directions] | TBA | 7 am (First Student) | |
| Mon., 2/16 | V Girls Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:00 p.m. | 12:30 pm (First Student) | |
| Wed., 2/18 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 6:30 p.m. | 4 pm (ECS) | |
| Fri., 2/20 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 4:00 p.m. | 1:15 p.m. (First Student) | Early dismissal at 1 pm |
| Sat., 2/21 | V Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | 12:15 pm (ECS) | |
| Sat., 2/21 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | 7:30 am (ECS) | |
| Sat., 2/21 | V Girls Basketball | Stamford | Away [Directions] | 12:00 p.m. | 9:45 am (First Student) | at Fairfield Warde HS |
| Sat., 2/21 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | 7:30 am (ECS) | |
| Mon., 2/23 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 7:00 p.m. | 3:30 pm (First Student) | |
| Mon., 2/23 | JV Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 5:15 p.m. | 3:30 pm (First Student) | |
| Mon., 2/23 | FR Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 2/23 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 6:00 p.m. | 4:00 p.m. (First Student) | |
| Mon., 2/23 | V Co-ed Alpine Skiing | G.S. Shootout at Southington | Away - Southington | 2:30 p.m. | TBA (Enterprise) | |
| Mon., 2/23 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners [Directions] | 3:20 p.m. | 1:20 p.m. (First Student) | at Terry Conners/ pick up / drop off at Winter Garden |
| Tue., 2/24 | V Boys Swimming and Diving | FCIAC Swimming Trials at Greenwich HS | Away | 4:30 p.m. | 2 pm (First Student) | FCIAC Swimming Trials at Greenwich HS |
| Tue., 2/24 | V Co-ed Alpine Skiing | Slalom Shootout | Away - Southington | 2:30 p.m. | 2:30 pm (Enterprise) | |
| Tue., 2/24 | V Girls Basketball | Wilton | Away [Directions] | 7:30 p.m. | 4:30 pm (First Student) | FCIAC Tournament Semi Finals at Fairfield Ludlowe |
| Wed., 2/25 | V Girls Ice Hockey | New Canaan | Away [Directions] | 6:00 p.m. | 4 pm (First Student) | FCIAC Semi Finals at Darien Ice Rink |
| Thu., 2/26 | V Boys Swimming and Diving | FCIAC Swimming Finals at Greenwich HS | Away | 6:30 p.m. | 4 pm (First Student) | FCIAC Swimming Finals at Greenwich HS |
| Thu., 2/26 | V Girls Basketball | Greenwich | Away [Directions] | 7:00 p.m. | 4:30 pm (First Student) | FCIAC Tournament Finals at Fairfield Ludlowe HS |
| Sat., 2/28 | V Boys Ice Hockey | St. Joseph | Away - Terry Connors Ice Rink [Directions] | 2:20 p.m. | 11:30 am (First Student) | FCIAC Tournament Qtr Finals at Terry Connors |
| Sat., 2/28 | V Girls Ice Hockey | Darien | Away [Directions] | 12:20 p.m. | 10:20 am (First Student) | FCIAC Finals at Terry Conners |
| Mon., 3/2 | V Girls Ice Hockey | Darien | Away [Directions] | 6:00 p.m. | 4 pm (First Student) | State Qtr Finals at Darien Ice Rink |
| Sat., 3/7 | V Competitive Cheerleading | CIAC Tournament at Floyd Little Athletic Center - New Haven, CT | Away | TBA | 1:15 pm (First Student) | CIAC Tournament at Floyd Little Athletic Center - New Haven, CT |
| Sat., 3/7 | V Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 12:00 p.m. | 9:45 a.m. (ECS) | CIAC Tournament Second Round |
| Mon., 3/9 | V Boys Basketball | Crosby | Away [Directions] | 7:00 p.m. | 4:30 pm (ECS) | CIAC Tournament First Round at Crosby HS, Waterbury, CT |
| Mon., 3/9 | V Co-ed Alpine Skiing | State Championship Race | Away | 2:00 p.m. | 11:15 am (ECS) | at Mount Southington |
| Sat., 3/14 | V Boys Ice Hockey | Darien | Away [Directions] | 2:00 p.m. | 11 am (ECS) | CIAC Tournament Quarter Finals at Webster Bank Arena, Harbor Yard, Bridgeport, CT |
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Class LL Qualifying | Away - Hamden HS [Directions] | 3:30 p.m. | 12 pm (ECS) | |
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan Univ. [Directions] | 6:00 p.m. | 3:15 pm (ECS) | |
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | 11 am (ECS) | |
| Wed., 4/8 | V Baseball | Pomperaug | Away - Community Baseball Field [Directions] | 4:15 p.m. | 2:30 pm (First Student) | game at Community Field, I 84 Exit 15. From the east turn left off the ramp, from the right turn right off the ramp. Go .5 mile and field is on the left. |
| Wed., 4/8 | FR Boys Lacrosse | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/8 | V Boys Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/8 | JV Boys Tennis | Greenwich | Away - Central Middle School [Directions] | 4:30 p.m. | 2:30 pm (First Student) | |
| Wed., 4/8 | V Girls Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 6:15 p.m. | 3:30 pm (First Student) | |
| Wed., 4/8 | JV Girls Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 4:45 p.m. | 3:30 pm (First Student) | |
| Wed., 4/8 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | 4:15 p.m. | 2:30 pm (First Student) | |
| Thu., 4/9 | V Boys Outdoor Track | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 4/9 | V Boys Tennis | Fairfield Warde | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 4/9 | JV Boys Tennis | Fairfield Warde | Away - FWHS Knapps Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 4/10 | FR Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 6:30 p.m. | 4:45 pm (First Student) | |
| Sat., 4/11 | JV Baseball | Bunnell | Away - Bunnell HS [Directions] | 11:00 a.m. | 9:00 a.m. (First Student) | |
| Sat., 4/11 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 11:00 a.m. | 9:15 am (First Student) | |
| Sat., 4/11 | V Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 1:00 p.m. | 11:15 am (First Student) | |
| Sat., 4/11 | JV Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 3:00 p.m. | 1:30 pm (First Student) | |
| Sat., 4/11 | V Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 11:00 a.m. | 9:15 am (First Student) | |
| Sat., 4/11 | JV Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 9:00 a.m. | 7:30 am (First Student) | |
| Mon., 4/13 | V Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 4/13 | V Boys Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 11:00 a.m. | 9:15 am (First Student) | |
| Mon., 4/13 | V Girls Tennis | Westhill | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/14 | V Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 7:00 p.m. | 4:45 pm (First Student) | |
| Tue., 4/14 | JV Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:00 p.m. | 3:15 pm (First Student) | |
| Tue., 4/14 | FR Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 4:30 p.m. | 2:30 pm (First Student) | |
| Wed., 4/15 | FR Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 11:00 a.m. | 9:30 am (First Student) | |
| Wed., 4/15 | V Softball | Harding | Away - Beardsley Park - Softball [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/15 | JV Softball | Harding | Away - Beardsley Park-Softball-JV [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 4/16 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | 2:00 p.m. | 12:30 pm (First Student) | |
| Fri., 4/17 | V Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 4/17 | JV Baseball | Trinity Catholic | Away - Rippowam | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 4/17 | FR Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 4/17 | V Boys Volleyball | Bridgeport Central | Away - Fairchild-Wheeler Magnet School [Directions] | 3:00 p.m. | 11:45 am (First Student) | |
| Fri., 4/17 | JV Boys Volleyball | Bridgeport Central | Away - Fairchild-Wheeler Magnet School [Directions] | 1:30 p.m. | 11:45 am (First Student) | |
| Sat., 4/18 | V Boys Lacrosse | Garden City (NY) | Away | 1:00 p.m. | 8:30 am (ECS) | Long Island Battle of the Sound - Game at Garden City HS, 170 Rockaway Ave, Garden City, NY |
| Sat., 4/18 | JV Boys Lacrosse | Garden City (NY) | Away | 11:00 a.m. | 8:30 am (ECS) | |
| Sat., 4/18 | V Girls Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 3:30 p.m. | 2 pm (First Student) | |
| Sat., 4/18 | JV Girls Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 2:00 p.m. | 12:15 pm (First Student) | |
| Tue., 4/21 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/21 | JV Baseball | Bridgeport Central | Away - Seaside Park Diamond 10 [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/21 | V Boys Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | 5:00 p.m. | 3:15 pm (First Student) | |
| Tue., 4/21 | JV Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | 5:00 p.m. | 3:15 pm (First Student) | |
| Tue., 4/21 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/21 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Tue., 4/21 | V Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/21 | JV Girls Lacrosse | Fairfield Ludlowe | Away - FLHS Front Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/21 | V Girls Tennis | New Canaan | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/22 | V Boys Golf | Harding, Bridgeport Central | Away [Directions] | 3:15 p.m. | TBA (Enterprise) | |
| Wed., 4/22 | V Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/22 | JV Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | 2:30 pm (First Student) | |
| Thu., 4/23 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 4/23 | JV Baseball | Fairfield Ludlowe | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 4/23 | V Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 4:30 p.m. | 3 pm (First Student) | |
| Thu., 4/23 | JV Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 6:15 p.m. | 4:45 pm (First Student) | |
| Thu., 4/23 | V Boys Tennis | Stamford | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 4/23 | V Girls Outdoor Track | Fairfield Ludlowe, Greenwich | Away - Taft Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | at Fairfield Ludlowe |
| Thu., 4/23 | JV Girls Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | 2:45 p.m. (First Student) | |
| Fri., 4/24 | FR Baseball | Stamford | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 4/24 | FR Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | 2:30 pm (First Student) | |
| Fri., 4/24 | FR Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 4:30 p.m. | 2:30 pm (First Student) | |
| Fri., 4/24 | V Softball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 4/24 | JV Softball | Stamford | Away - Cummings Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 4/25 | V Girls Outdoor Track | O'Grady Relays at Danbury HS | Away | TBA | 8 am (First Student) | |
| Mon., 4/27 | FR Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 4/27 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 3:30 p.m. | TBA (Enterprise) | |
| Mon., 4/27 | V Boys Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 4/27 | JV Boys Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 4/27 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:30 p.m. | TBA (Enterprise) | Tashua |
| Mon., 4/27 | V Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 4/27 | JV Softball | Darien | Away - DHS Softball JV Field [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Tue., 4/28 | V Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 6:30 p.m. | 4:45 pm (First Student) | |
| Tue., 4/28 | JV Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 4:30 p.m. | 2:45 pm (First Student) | |
| Tue., 4/28 | V Boys Outdoor Track | Fairfield Warde, Staples | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | at Fairfield Warde |
| Tue., 4/28 | V Boys Tennis | Darien | Away - DHS Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/28 | JV Boys Tennis | Darien | Away - Cherry Lawn Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 4/28 | V Girls Lacrosse | John Jay (NY) | Away | 5:45 p.m. | 4:30 pm (First Student) | |
| Tue., 4/28 | JV Girls Lacrosse | John Jay (NY) | Away | 4:30 p.m. | 3:15 pm (First Student) | |
| Tue., 4/28 | FR Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/29 | FR Baseball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/29 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:15 p.m. | TBA (Enterprise) | |
| Wed., 4/29 | V Boys Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 5:15 p.m. | 2:30 pm (First Student) | |
| Wed., 4/29 | JV Boys Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/29 | V Girls Golf | Greenwich | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 2:30 p.m. | TBA (Enterprise) | |
| Wed., 4/29 | V Softball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/29 | JV Softball | St. Joseph | Away - Unity Park, Trumbull [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 4/29 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 4/30 | V Boys Outdoor Track | Greenwich, Fairfield Ludlowe | Away - Cardinal Stadium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | at Greenwich |
| Thu., 4/30 | V Girls Tennis | Trinity Catholic | Away - Scalzi Park | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 5/1 | FR Baseball | Staples | Away - Staples HS Baseball Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 5/1 | FR Boys Lacrosse | Fairfield Ludlowe | Away - Sturges Park [Directions] | 5:00 p.m. | 3:30 pm (First Student) | |
| Fri., 5/1 | V Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:30 p.m. | 2:30 pm (First Student) | |
| Fri., 5/1 | JV Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 5/1 | V Softball | Staples | Away - Greens Farms Elementary School [Directions] | 7:00 p.m. | 5 pm (First Student) | |
| Sat., 5/2 | FR Baseball | Newtown | Away - Newtown High School Baseball Field [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| Sat., 5/2 | V Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 5/2 | JV Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 5:30 p.m. | 3:15 pm (First Student) | |
| Sat., 5/2 | V Girls Lacrosse | Simsbury | Away - Simsbury High School - Holden Field (turf) [Directions] | 6:00 p.m. | 2 pm (Enchanted) | |
| Sat., 5/2 | JV Girls Lacrosse | Simsbury | Away - Simsbury High School - Grass Field [Directions] | 4:30 p.m. | 2 pm (Enchanted) | |
| Sat., 5/2 | FR Girls Lacrosse | New Milford | Away - New Milford High School [Directions] | 10:00 a.m. | 8:30 am (First Student) | |
| Mon., 5/4 | V Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/4 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/4 | V Boys Golf | Trinity Catholic | Away - Sterling Farms | 3:15 p.m. | TBA (Enterprise) | |
| Mon., 5/4 | V Boys Lacrosse | Warde Melville (NY) | Away | 6:00 p.m. | 2:30 pm (ECS) | Warde Melville HS, 380 Old Town Rd, East Setauket, NY 11733 |
| Mon., 5/4 | V Boys Tennis | Wilton | Away - Wilton Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/4 | JV Boys Tennis | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/4 | V Girls Golf | Darien | Away - Wee Burn CC [Directions] | 3:00 p.m. | TBA (Enterprise) | Weeburn CC |
| Mon., 5/4 | V Girls Outdoor Track | Danbury, Stamford | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | at Danbury |
| Tue., 5/5 | V Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 6:30 p.m. | 5 pm (First Student) | |
| Tue., 5/5 | JV Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 5:00 p.m. | 3:30 pm (First Student) | |
| Tue., 5/5 | V Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 5/5 | JV Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Tue., 5/5 | V Girls Tennis | Norwalk | Away - Norwalk High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/6 | V Baseball | Greenwich | Away - GHS Baseball Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/6 | JV Baseball | Greenwich | Away - Julian Curtiss School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/6 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | TBA (Enterprise) | |
| Wed., 5/6 | V Girls Golf | Staples | Away - Longshore [Directions] | 3:27 p.m. | TBA (Enterprise) | Longshore CC |
| Wed., 5/6 | FR Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | Cancelled | 2:30 pm (First Student) | |
| Thu., 5/7 | JV Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 4:15 p.m. | 2:30 pm (First Student) | |
| Thu., 5/7 | V Boys Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 5/7 | V Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 5/7 | JV Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 5/8 | V Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 5/8 | JV Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Fri., 5/8 | FR Girls Lacrosse | New Canaan | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 5/8 | V Softball | Bassick | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 5/9 | V Girls Lacrosse | Newtown | Away - Blue and Gold Stadium [Directions] | 2:00 p.m. | 12:30 pm (First Student) | |
| Sat., 5/9 | JV Girls Lacrosse | Newtown | Away - Blue and Gold Stadium [Directions] | 12:00 p.m. | 10:30 am (First Student) | |
| Mon., 5/11 | V Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/11 | JV Baseball | Trumbull | Away - JV Baseball Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/11 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/11 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/11 | V Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/11 | JV Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Mon., 5/11 | V Girls Golf | Danbury | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:00 p.m. | TBA (Enterprise) | Richter Park |
| Mon., 5/11 | FR Girls Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/11 | V Girls Outdoor Track | Darien, Brien McMahon | Away - DHS Track [Directions] | 4:00 p.m. | 2:30 pm (First Student) | at Darien |
| Tue., 5/12 | V Boys Outdoor Track | Brien McMahon, Darien | Away - Brien McMahon HS [Directions] | 4:00 p.m. | 2:30 pm (First Student) | at Brien McMahon |
| Tue., 5/12 | V Girls Tennis | Trumbull | Away - THS Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 5/12 | JV Girls Tennis | Darien | Away - Weed Beach [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Wed., 5/13 | FR Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/13 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:30 p.m. | TBA (Enterprise) | |
| Wed., 5/13 | V Boys Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 4:45 p.m. | 2:30 pm (First Student) | |
| Wed., 5/13 | JV Boys Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 6:15 p.m. | 2:30 pm (First Student) | |
| Wed., 5/13 | V Girls Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | TBA (Enterprise) | Griff Harris |
| Wed., 5/13 | FR Girls Lacrosse | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/13 | V Softball | Westhill | Away - Westhill Varsity Softball Field [Directions] | 5:00 p.m. | 3:30 pm (First Student) | |
| Wed., 5/13 | JV Softball | Westhill | Away - Roxbury Elementary School [Directions] | 5:00 p.m. | 3:30 pm (First Student) | |
| Thu., 5/14 | V Boys Lacrosse | Brunswick School | Away | 4:30 p.m. | 2:30 pm (ECS) | Game at 1252 King Street, Greenwich |
| Thu., 5/14 | JV Boys Lacrosse | Brunswick School | Away | 4:30 p.m. | 2:30 p.m. (ECS) | Game at 1252 King Street, Greenwich |
| Thu., 5/14 | V Girls Golf | Wilton | Away - Silver Mine CC [Directions] | 4:00 p.m. | TBA (Enterprise) | |
| Thu., 5/14 | V Girls Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Thu., 5/14 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | 2:30 p.m. (First Student) | |
| Fri., 5/15 | V Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 6:00 p.m. | 4:15 pm (First Student) | |
| Fri., 5/15 | JV Baseball | Danbury | Away - Danbury High School Junior Varsity Baseball Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/18 | V Boys Golf | Darien | Away - Wee Burn CC [Directions] | 3:15 p.m. | TBA (Enterprise) | |
| Mon., 5/18 | V Girls Tennis | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Mon., 5/18 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson MS Tennis Courts [Directions] | 4:15 p.m. | 2:30 p.m. (First Student) | |
| Tue., 5/19 | V Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 6:00 p.m. | 4 pm (First Student) | |
| Tue., 5/19 | JV Boys Lacrosse | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Tue., 5/19 | FR Boys Lacrosse | Wilton | Away - Allen's Field [Directions] | 4:30 p.m. | 3:15 pm (First Student) | |
| Wed., 5/20 | V Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/20 | JV Baseball | Darien | Away - Holahan Field- Town Hall [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/20 | V Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | 2:30 pm (First Student) | |
| Wed., 5/20 | JV Boys Volleyball | New Canaan | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Wed., 5/20 | V Girls Golf | New Canaan | Away - CCNC [Directions] | 3:15 p.m. | TBA (Enterprise) | Country Club of New Canaan |
| Thu., 5/21 | V Boys Golf | The CHAPPA Invitational | Home [Directions] | 1:00 p.m. | TBA (Enterprise) | at Longshore CC |
| Thu., 5/21 | V Boys Tennis | Greenwich | Away [Directions] | 4:00 p.m. | 2:30 pm (First Student) | FCIAC Qtr Finals |
| Thu., 5/21 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:00 p.m. | TBA (Enterprise) | |
| Fri., 5/22 | V Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 7:00 p.m. | 5:00 pm (First Student) | FCIAC Qtr Finals |
| Fri., 5/22 | V Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Fri., 5/22 | JV Softball | Brien McMahon | Away - Brookside Elementary School [Directions] | 4:00 p.m. | 2:30 pm (First Student) | |
| Sat., 5/23 | V Softball | Westhill | Away [Directions] | 3:15 p.m. | 1:15 pm (First Student) | FCIAC Qtr Finals |
| Tue., 5/26 | V Boys Golf | Holahan Invitational at Woodway CC | Away | 12:30 p.m. | TBA (Enterprise) | at Woodway CC |
| Tue., 5/26 | V Boys Lacrosse | Greenwich | Away - Brien McMahon HS [Directions] | 7:30 p.m. | 4:30 p.m. (First Student) | FCIAC Semi Finals |
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Championship at Danbury HS | Away | 2:00 p.m. | 12 pm (First Student) | |
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Championship at Danbury HS | Away | 2:00 p.m. | 12 pm (First Student) | |
| Wed., 5/27 | V Boys Golf | Fairfield Warde | Away - Smith Richardson [Directions] | 3:15 p.m. | TBA (Enterprise) | |
| Wed., 5/27 | V Boys Volleyball | Fairfield Warde | Away [Directions] | 7:00 p.m. | 4:30 pm (First Student) | FCIAC Semi Finals |
| Thu., 5/28 | V Boys Lacrosse | Darien | Away [Directions] | 7:00 p.m. | 5 pm (First Student) | FCIAC Finals at Brien McMahon |
| Thu., 5/28 | V Boys Volleyball | Darien | Away [Directions] | 7:00 p.m. | 4:30 pm (First Student) | FCIAC Finals at Fairfield Ludlowe |
| Sat., 5/30 | V Girls Tennis | Greenwich | Away [Directions] | 12:30 p.m. | 11:00 am (First Student) | CIAC Tournament Qualifying Round |
| Mon., 6/1 | V Boys Volleyball | Tournament Game - Opponent Not Known | Away | TBA (First Student) | 1st Round - Bye | |
| Mon., 6/1 | V Girls Golf | Guimares Tournament | Away - Bronson Country Club | TBA | TBA (Enterprise) | Bronson Country Club |
| Mon., 6/1 | V Girls Lacrosse | Wilton | Home [Directions] | 5:00 p.m. | TBA (First Student) | CIAC Tournament First Round |
| Tue., 6/2 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 3:30 p.m. | 12:45 pm (ECS) | |
| Tue., 6/2 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 3:30 p.m. | 12:45 pm (ECS) | |
| Wed., 6/3 | V Baseball | Amity | Away - John Janenda Baseball Field @ Amity HS [Directions] | 4:00 p.m. | 1:15 pm (First Student) | CIAC Tournament First Round |
| Wed., 6/3 | V Boys Golf | FCIAC Championship at Fairchild Wheeler Black | Away | 11:30 a.m. | TBA (Enterprise) | at Fairchild Wheeler Black |
| Wed., 6/3 | V Boys Lacrosse | Farmington | Away [Directions] | 4:30 p.m. | 1:15 pm (First Student) | CIAC Tournament First Round |
| Wed., 6/3 | V Girls Golf | FCIAC Tournament | Away - Fairchild Wheeler | 9:00 a.m. | TBA (Enterprise) | |
| Thu., 6/4 | V Softball | Southington | Away [Directions] | 4:00 p.m. | 1:30 p.m. (First Student) | |
| Sat., 6/6 | V Boys Lacrosse | Simsbury | Away - Simsbury High School - Holden Field (turf) [Directions] | 5:00 p.m. | 2 pm (Enchanted Coach) | |
| Mon., 6/8 | V Boys Golf | CIAC Div. I Championship | Away - Timberlin GC - Kensington [Directions] | 7:00 a.m. | TBA (Enterprise) | |
| Mon., 6/8 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 11 am (ECS) | |
| Mon., 6/8 | V Boys Volleyball | Xavier | Away - Kennedy HS, Waterbury [Directions] | 5:00 p.m. | 2:30 p.m. (First Student) | CIAC Tournament Semi-Finals |
| Mon., 6/8 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 11 am (ECS) | |
| Wed., 6/10 | V Boys Lacrosse | Greenwich | Away [Directions] | 5:00 p.m. | 2:45 pm (First Student) | CIAC Tournament Semi Finals at McMahon |
| Fri., 6/12 | V Boys Volleyball | Darien | Away [Directions] | 7:00 p.m. | 4:15 pm (First Student) | |
| Sat., 6/13 | V Boys Lacrosse | Darien | Away [Directions] | 3:30 p.m. | 1:15 pm (First Student) | June 14 rain date |