| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 3:30 PM | Varsity | League | Normal | Home | Bullard Havens Tech | | | | Eisenhower Park - Eisenhower | |
| TUE 9/17 | 3:45 PM | Varsity | League | Normal | Home | Kaynor Tech | Win | 50-18 | | Eisenhower Park - Eisenhower | |
| FRI 9/20 | 3:45 PM | Varsity | League | Normal | Home | Wilcox Tech | | | | Eisenhower Park - Eisenhower | |
| TUE 9/24 | 4:15 PM | Varsity | League | Normal | Away | Abbott Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| TUE 10/1 | 3:45 PM | Varsity | League | Normal | Home | Wolcott Tech | | | | Eisenhower Park - Eisenhower | |
| TUE 10/8 | 3:45 PM | Varsity | League | Normal | Away | Wright Tech | | | | Scalzi Park - Scalzi Park | |
| WED 10/16 | 3:00 PM | Varsity | Postseason | Normal | Away | Wright Tech | | | | Wickham Park - Manchester, Ct | |
| Prince Tech | | |
| Norwich Tech | | |
| Wolcott Tech | | |
| Abbott Tech | | |
| Cheney Tech | | |
| Bullard Havens Tech | | |
| Grasso Tech | | |
| Ellis Tech | | |
| Wilcox Tech | | |
| Vinal Tech | | |
| Kaynor Tech | | |
| Windham Tech | | |
| MON 10/21 | 4:00 PM | Varsity | League | Normal | Away | Lauralton Hall | | | | EISENHOWER PARK - EISENHOWER PARK | |
| Jonathan Law | | |
| Foran | | |