Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
SAT 8/24 | 4:00 PM | Varsity | Scrimmage | Normal | Home | Southington | | | | Cheshire High School - Alumni Field - Turf | |
TUE 8/27 | 4:00 PM | Varsity | Scrimmage | Normal | Home | Glastonbury | | | | Cheshire High School - Alumni Field - Turf | |
THU 8/29 | 3:45 PM | Varsity | Scrimmage | Normal | Away | Naugatuck | | | | Naugatuck High School - Veterans Field | |
SAT 8/31 | 6:00 PM | Varsity | Scrimmage | Normal | Home | Pomperaug | | | | Cheshire High School - Alumni Field - Turf | |
FRI 9/6 | 5:30 PM | Varsity | League | Normal | Away | Foran | | | | Foran High School - Foran High School - Turf Field | |
TUE 9/10 | 6:00 PM | Varsity | League | Normal | Home | Career/Hillhouse | | | | Cheshire High School - Alumni Field - Turf | |
THU 9/12 | 7:30 PM | Varsity | League | Normal | Away | Shelton | | | | Shelton High School - Finn Stadium | |
SAT 9/14 | 10:00 AM | Varsity | League | Normal | Away | Berlin | | | | Farmington Sports Arena - Farmington Sports Arena | |
MON 9/16 | 6:00 PM | Varsity | League | Normal | Home | Hamden | | | | Cheshire High School - Alumni Field - Turf | |
THU 9/19 | 3:45 PM | Varsity | League | Normal | Away | Notre Dame-West Haven | | | | Veterans Memorial Park (West Haven, CT) - Field | |
MON 9/23 | 4:00 PM | Varsity | League | Normal | Away | Xavier | | | | Xavier High School - Larry McHugh Field | |
WED 9/25 | 5:30 PM | Varsity | League | Normal | Away | Fairfield Prep | | | | Fairfield University - Rafferty Stadium | |
TUE 10/1 | 4:00 PM | Varsity | League | Normal | Home | Foran | | | | Cheshire High School - Alumni Field - Turf | |
THU 10/3 | 6:30 PM | Varsity | League | Normal | Away | Career/Hillhouse | | | | Bowen Field - Football Field | |
MON 10/7 | 6:30 PM | Varsity | League | Normal | Home | Shelton | | | | Cheshire High School - Alumni Field - Turf | |
WED 10/9 | 5:00 PM | Varsity | League | Normal | Away | Hamden | | | | Hamden High School - HHS Turf #2 | |
FRI 10/11 | 6:00 PM | Varsity | League | Normal | Home | Notre Dame-West Haven | | | | Cheshire High School - Alumni Field - Turf | |
TUE 10/15 | 6:00 PM | Varsity | League | Normal | Home | Xavier | | | | Cheshire High School - Alumni Field - Turf | |
THU 10/17 | 6:00 PM | Varsity | League | Normal | Home | Fairfield Prep | | | | Cheshire High School - Alumni Field - Turf | |