| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/14 | 7:00 p.m. | Varsity | League | Normal | Away | Cheshire | Loss | 23-30 | | Cheshire High Main Game field | |
| FRI 9/21 | 7:00 p.m. | Varsity | League | Normal | Home | JosephForan | Win | 31-8 | | Shelton High School Finn Stadium | |
| SAT 9/29 | 1:30 p.m. | Varsity | League | Normal | Home | AmityReg | Win | 34-28 | | Shelton High School Finn Stadium | |
| FRI 10/5 | 6:00 p.m. | Varsity | League | Normal | Away | FairfieldCollegePreparatory | Loss | 3-42 | | Alumni Field, Fairfield University | |
| FRI 10/12 | 7:00 p.m. | Varsity | League | Normal | Away | NotreDame | Win | 34-8 | | Veteran's Stadium | |
| THU 10/18 | 6:30 p.m. | Varsity | League | Normal | Home | LymanHall | Win | 42-2 | | Shelton High School Finn Stadium | |
| FRI 10/26 | 7:00 p.m. | Varsity | League | Normal | Home | Hamden | Win | 57-30 | | Shelton High School Finn Stadium | |
| SAT 11/3 | 7:00 p.m. | Varsity | League | Normal | Home | Xavier | Loss | 17-59 | | Shelton High School Finn Stadium | |
| FRI 11/9 | 7:30 p.m. | Varsity | League | Normal | Away | DanielHand | Loss | 23-42 | | DHHS Turf Field | |
| THU 11/22 | 10:30 a.m. | Varsity | League | Normal | Home | Derby | Win | 27-21 | | Shelton High School Finn Stadium | |