| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/13 | 12:00 p.m. | Varsity | League | Normal | Home | HCWilcoxRVT | Loss | 22-29 | | OWTS School Field | |
| SAT 9/20 | 12:00 p.m. | Varsity | League | Normal | Home | VinalRVT | Loss | 0-44 | | OWTS School Field | |
| FRI 9/26 | 3:30 p.m. | Varsity | League | Normal | Away | AIPrinceRVT | Loss | 7-49 | | Prince Tech/Moriarty Field | |
| THU 10/2 | 3:45 p.m. | Varsity | League | Normal | Home | Putnam | Loss | 17-31 | | OWTS School Field | |
| FRI 10/10 | 6:00 p.m. | Varsity | League | Normal | Away | HowellCheneyRVT | Loss | 13-36 | | Cheney Tech | |
| FRI 10/17 | 6:30 p.m. | Varsity | League | Normal | Away | StBernard | Loss | 46-64 | | Delaporta Field | |
| FRI 10/24 | 6:00 p.m. | Varsity | League | Normal | Away | CapitalPrep | Loss | 0-41 | | Dillon Stadium | |
| SAT 11/1 | 12:00 p.m. | Varsity | League | Normal | Away | BullardHavensRVT | Loss | 6-44 | | Bullard-Havens Football Field | |
| SAT 11/8 | 12:00 p.m. | Varsity | League | Normal | Home | PlattRVT | Loss | 8-28 | | OWTS School Field | |
| SAT 11/15 | 1:00 p.m. | Varsity | League | Normal | Away | EmmettOBrienRVT | Win | 42-28 | | O'Brien Tech Athletic Complex | |
| SAT 11/29 | 6:00 p.m. | Varsity | League | Normal | Home | HenryAbbottRVT | Loss | 38-68 | | Municipal Stadium Waterbury | |