| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/10 | 7:00 p.m. | Varsity | League | Normal | Away | Newtown | Loss | 17-42 | | Newtown High School-Blue and Gold Stadium | |
| FRI 9/17 | 6:30 p.m. | Varsity | League | Normal | Home | Bunnell | Loss | 7-20 | | Pomperaug High School-Stadium | |
| FRI 9/24 | 6:30 p.m. | Varsity | League | Normal | Home | Guilford | Loss | 0-21 | | Pomperaug High School-Stadium | |
| FRI 10/1 | 6:30 p.m. | Varsity | League | Normal | Home | FairfieldLudlowe | Loss | 0-34 | | Pomperaug High School-Stadium | |
| FRI 10/15 | 7:00 p.m. | Varsity | League | Normal | Away | Stratford | Loss | 6-27 | | Penders Field-Penders Field - Stratford | |
| FRI 10/29 | 7:00 p.m. | Varsity | League | Normal | Away | NorthHaven | Loss | 7-40 | | North Haven Middle School-Vanacore Field | |
| FRI 11/5 | 6:30 p.m. | Varsity | League | Normal | Home | NewMilford | Loss | 3-14 | | Pomperaug High School-Stadium | |
| SAT 11/13 | 1:00 p.m. | Varsity | League | Normal | Away | JoelBarlow | Loss | 3-41 | | Joel Barlow High School-Field I (Stadium) | |
| FRI 11/19 | 7:00 p.m. | Varsity | League | Normal | Away | Wilton | Loss | 0-43 | | Wilton HS-Fujitani Field - Turf | |
| WED 11/24 | 6:30 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Loss | 0-46 | | Pomperaug High School-Stadium | |