Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
TUE 8/29 | 4:30 PM | Varsity | Scrimmage | Normal | Away | Glastonbury | | | | Glastonbury High School - Turf Field | 2:30 PM |
THU 8/31 | 3:45 PM | Varsity | Scrimmage | Normal | Home | Naugatuck | | | | Cheshire High Main Game field - Cheshire High Main Game field | |
THU 8/31 | 3:45 PM | Junior Varsity | Scrimmage | Normal | Home | Naugatuck | | | | Cheshire High School - Grass Fields | |
SAT 9/2 | 4:00 PM | Junior Varsity | Scrimmage | Normal | Away | Pomperaug | | | | Pomperaug High School - Stadium | 2:30 PM |
SAT 9/2 | 6:00 PM | Varsity | Scrimmage | Normal | Away | Pomperaug | | | | Pomperaug High School - Stadium | 4:30 PM |
MON 9/4 | 4:00 PM | Junior Varsity | League | Normal | Away | Southington | | | | Southington High School - 5 Soccer/Lacrosse | |
MON 9/4 | 4:00 PM | Varsity | Scrimmage | Normal | Away | Southington | | | | Southington High School - 3 TURF FIELD | 2:30 PM |
SAT 9/9 | 10:30 AM | Freshman | League | Normal | Away | Amity | | | | Amity Regional High School - AHS Grass Field # 2 | 9:15 AM |
MON 9/11 | Canceled | Freshman | League | Canceled | Home | Notre Dame-West Haven | | | | Cheshire High School - Grass Fields | |
TUE 9/12 | 5:00 PM | Varsity | League | Normal | Away | Fairfield Prep | Win | 2-1 | | Fairfield University - Rafferty Stadium | 3:15 PM |
TUE 9/12 | 3:45 PM | Junior Varsity | League | Normal | Away | Fairfield Prep | | | | Fairfield University - Grauert Field | 2:15 PM |
WED 9/13 | Postponed | Freshman | League | Postponed | Away | Wilbur Cross | | | | Wilbur Cross High School - Rice Field 1 | 2:30 PM |
TUE 9/19 | 6:00 PM | Varsity | League | Normal | Away | Career/Hillhouse | Win | 7-0 | | Bowen Field - Football Field | 4:30 PM |
WED 9/20 | 4:00 PM | Freshman | League | Normal | Away | Shelton | | | | Shelton High School - Lower Field | 2:45 PM |
WED 9/20 | Postponed | Junior Varsity | League | Postponed | Away | Career/Hillhouse | | | | Boulevard Field - Boulevard Field | 2:30 PM |
FRI 9/22 | 3:45 PM | Junior Varsity | League | Normal | Home | Hamden | Tied | 2-2 | | Cheshire High School - Grass Fields | |
SAT 9/23 | 10:30 AM | Freshman | League | Normal | Away | Guilford | Loss | 0-1 | | Guilford High School - Kavanaugh Turf Field and Track | 9:00 AM |
SAT 9/23 | 12:30 PM | Varsity | League | Normal | Away | Guilford | Tied | 1-1 | | Guilford High School - Kavanaugh Turf Field and Track | 10:00 AM |
TUE 9/26 | 6:00 PM | Varsity | League | Normal | Away | Jonathan Law | Win | 1-0 | | Jonathan Law High School - Lawmen Stadium | 4:15 PM |
TUE 9/26 | 3:45 PM | Junior Varsity | League | Normal | Away | Jonathan Law | | | | Jonathan Law High School - New Turf Field | 2:30 PM |
WED 9/27 | 3:45 PM | Freshman | League | Normal | Away | Daniel Hand | | | | Daniel Hand High School - Janssen Field #2/DHHS Campus | 2:15 PM |
THU 9/28 | 7:00 PM | Varsity | League | Normal | Away | Xavier | Win | 3-2 | | Xavier High School - Larry McHugh Field | 5:00 PM |
THU 9/28 | 4:00 PM | Junior Varsity | League | Normal | Away | Xavier | | | | Xavier High School - Larry McHugh Field | 2:30 PM |
FRI 9/29 | Postponed | Freshman | League | Postponed | Away | Fairfield Prep | | | | Fairfield University - Grauert Field | 2:15 PM |
SAT 9/30 | 7:00 PM | Varsity | League | Normal | Away | Sheehan | Win | 5-1 | | Choate Rosemary Hall - Choate-Hartevelt Field | 5:30 PM |
TUE 10/3 | 6:30 PM | Varsity | League | Normal | Home | Hamden | Loss | 0-2 | | Cheshire High Main Game field - Cheshire High Main Game field | |
WED 10/4 | 4:00 PM | Freshman | League | Normal | Home | Amity | | | | Cheshire High School - Grass Fields | |
THU 10/5 | 3:30 PM | Freshman | League | Normal | Home | Fairfield Prep | | | | Cheshire High School - Grass Fields | |
THU 10/5 | 6:00 PM | Varsity | League | Normal | Home | Fairfield Prep | Loss | 1-2 | | Cheshire High Main Game field - Cheshire High Main Game field | |
FRI 10/6 | 3:45 PM | Junior Varsity | League | Normal | Home | Fairfield Prep | | | | Cheshire High School - Grass Fields | |
TUE 10/10 | 6:00 PM | Varsity | League | Normal | Home | Sheehan | Win | 1-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
WED 10/11 | 4:00 PM | Freshman | League | Normal | Home | Wilbur Cross | | | | Cheshire High School - Grass Fields | |
THU 10/12 | Canceled | Freshman | League | Canceled | Away | Notre Dame-West Haven | | | | Veterans Memorial Park (West Haven, CT) - Field | 4:30 PM |
THU 10/12 | 6:00 PM | Varsity | League | Normal | Home | Jonathan Law | Win | 1-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
THU 10/12 | 3:45 PM | Junior Varsity | League | Normal | Away | Guilford | Win | 3-0 | | Long Hill Park-Guilford - Soccer Field (Front) | 2:30 PM |
FRI 10/13 | 3:30 PM | Freshman | League | Normal | Home | Xavier | | | | Cheshire High School - Grass Fields | |
SAT 10/14 | Postponed | Freshman | League | Postponed | Home | Shelton | | | | Cheshire High School - Grass Fields | |
SAT 10/14 | 10:30 AM | Varsity | Non-League | Normal | Home | Simsbury | Win | 3-1 | | Cheshire High Main Game field - Cheshire High Main Game field | |
MON 10/16 | 5:00 PM | Varsity | League | Normal | Away | Hamden | Win | 1-1 | | Hamden High School - HHS Turf #1 | 3:30 PM |
MON 10/16 | 6:30 PM | Junior Varsity | League | Normal | Away | Hamden | | | | Hamden High School - HHS Turf #2 | 5:00 PM |
WED 10/18 | 6:00 PM | Varsity | League | Normal | Home | Guilford | Win | 2-1 | | Cheshire High Main Game field - Cheshire High Main Game field | |
WED 10/18 | 4:00 PM | Freshman | League | Normal | Home | Guilford | Win | 2-0 | | Cheshire High School - Grass Fields | |
THU 10/19 | 3:45 PM | Junior Varsity | League | Normal | Home | Guilford | Loss | 1-2 | | Cheshire High School - Grass Fields | |
FRI 10/20 | 3:45 PM | Junior Varsity | League | Normal | Home | Jonathan Law | | | | Cheshire High School - Grass Fields | |
SAT 10/21 | 5:00 PM | Varsity | League | Normal | Home | Career/Hillhouse | Win | 4-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
SAT 10/21 | 10:30 AM | Freshman | League | Normal | Home | Daniel Hand | | | | Cheshire High School - Main Game Field | |
TUE 10/24 | 6:00 PM | Varsity | League | Normal | Home | Xavier | Win | 3-1 | | Cheshire High Main Game field - Cheshire High Main Game field | |
TUE 10/24 | 3:45 PM | Junior Varsity | League | Normal | Home | Xavier | | | | Cheshire High School - Grass Fields | |
WED 10/25 | 4:00 PM | Freshman | League | Normal | Away | Xavier | | | | Xavier High School - Larry McHugh Field | 2:30 PM |
SAT 10/28 | 3:45 PM | Varsity | Postseason | Normal | Home | West Haven | Win | 2-2 | | Cheshire High Main Game field - Cheshire High Main Game field | |
MON 10/30 | 6:00 PM | Varsity | Postseason | Normal | Home | Xavier | Loss | 2-3 | | Cheshire High Main Game field - Cheshire High Main Game field | |
TUE 11/7 | 6:00 PM | Varsity | Tournament | Normal | Home | Berlin | Win | 3-1 | | Cheshire High Main Game field - Cheshire High Main Game field | |
THU 11/9 | 6:00 PM | Varsity | Tournament | Normal | Home | Daniel Hand | Win | 1-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
SAT 11/11 | 1:00 PM | Varsity | Postseason | Normal | Away | Brookfield | Win | 1-0 | | Brookfield High School - BHS Stadium Field | 11:00 AM |
WED 11/15 | 7:00 PM | Varsity | Postseason | Normal | Away | East Lyme | Loss | 1-2 | | Guilford High School - New Turf field at GHS | |