| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/11 | 7:00 p.m. | Varsity | League | Normal | Away | JoelBarlow | Loss | 20-37 | | Field I (Stadium) | |
| FRI 9/18 | 7:00 p.m. | Varsity | League | Normal | Home | Stratford | Loss | 7-14 | | DeSantis Field at Bethel High School | |
| FRI 9/25 | 6:00 p.m. | Varsity | League | Normal | Away | Pomperaug | Win | 33-14 | | Sports Complex & Track | |
| FRI 10/2 | 7:00 p.m. | Varsity | League | Normal | Away | Newtown | Loss | 0-42 | | Blue and Gold Stadium | |
| SAT 10/10 | 7:00 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Loss | 16-23 | | DeSantis Field at Bethel High School | |
| FRI 10/23 | 7:00 p.m. | Varsity | League | Normal | Home | NewFairfield | Loss | 7-35 | | DeSantis Field at Bethel High School | |
| FRI 10/30 | 7:00 p.m. | Varsity | League | Normal | Away | NewMilford | Loss | 26-47 | | New Milford High School | |
| FRI 11/6 | 7:00 p.m. | Varsity | League | Normal | Away | Weston | Loss | 28-45 | | WHS Stadium Field | |
| FRI 11/13 | 7:00 p.m. | Varsity | League | Normal | Home | Bunnell | Win | 49-46 | | DeSantis Field at Bethel High School | |
| THU 11/26 | 10:00 a.m. | Varsity | League | Normal | Home | Brookfield | Loss | 7-31 | | DeSantis Field at Bethel High School | |