| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 8/31 | 10:00 AM | Varsity | Scrimmage | Normal | Home | Ledyard | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| Northwest Catholic | | |
| FRI 9/6 | 6:30 PM | Varsity | Scrimmage | Normal | Home | East Lyme | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| THU 9/12 | 6:30 PM | Varsity | League | Normal | Home | Killingly | Loss | 16-68 | | Stonington High School - Palmer Field (Turf Stadium) | |
| SAT 9/21 | 12:00 PM | Varsity | League | Normal | Away | Woodstock Academy | | | | The Woodstock Academy - Charles Bentley Athletic C - BENTTF - Bentley Turf Field | 9:00 AM - 2 Buses - w/ Cheer |
| FRI 9/27 | 6:00 PM | Varsity | Non-League | Normal | Away | Quinebaug Valley | | | | St. Marie Greenhalgh Sports Complex - football/soccer field | 3:30 PM - 2 Buses - w/ Cheer |
| FRI 10/4 | 6:30 PM | Varsity | League | Normal | Home | Windham | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| THU 10/10 | 6:00 PM | Varsity | League | Normal | Away | Montville | | | | Montville High School - Montville Turf Field | 3:30 PM - 2 Buses |
| FRI 10/25 | 6:30 PM | Varsity | League | Normal | Home | Plainfield | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| SAT 11/2 | 11:30 AM | Varsity | League | Normal | Away | Bacon Academy/Lyman Memorial | | | | Bacon Academy - Football/Soccer Field | 8:45 AM - 2 Buses |
| FRI 11/8 | 6:30 PM | Varsity | League | Normal | Away | Griswold/Wheeler | | | | Griswold High School - Football Game Field | 3:45 PM - 2 Buses |
| FRI 11/15 | 6:30 PM | Varsity | League | Normal | Home | Fitch | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| THU 11/28 | 10:00 AM | Varsity | League | Normal | Home | Westerly RI High School | | | | Stonington High School - Palmer Field (Turf Stadium) | |