| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/12 | 4:15 PM | Varsity | League | Normal | Away | Abbott Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| TUE 9/19 | 3:45 PM | Varsity | League | Normal | Away | Wolcott Tech | | | | John Minetto State Park - John Minetto State Park | |
| THU 9/21 | 3:45 PM | Varsity | Non-League | Normal | Away | Bullard Havens Tech | | | | Seaside Park - Seaside | |
| TUE 9/26 | 3:45 PM | Varsity | League | Normal | Home | Wilcox Tech | | | | Eisenhower Park - Eisenhower | |
| TUE 10/3 | 3:45 PM | Varsity | League | Normal | Away | Wright Tech | | | | Scalzi Park - Scalzi Park | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Away | Kaynor Tech | | | | Black Rock State Park - Black Rock State Park | |
| FRI 10/13 | 3:30 PM | Varsity | Non-League | Normal | Away | West Haven | | | | Eisenhower Park - Eisenhower Park | |
| Stratford | | |
| Jonathan Law | | |
| MON 10/16 | 2:00 PM | Varsity | Postseason | Normal | Away | Wilcox Tech | | | | Wickham Park - Manchester, Ct | |
| Cheney Tech | | |
| Prince Tech | | |
| Bullard Havens Tech | | |
| Abbott Tech | | |
| Grasso Tech | | |
| Windham Tech | | |
| Kaynor Tech | | |
| Norwich Tech | | |
| Wolcott Tech | | |
| Vinal Tech | | |
| Wright Tech | | |
| Ellis Tech | | |
| MON 10/23 | 3:30 PM | Varsity | Non-League | Normal | Away | Jonathan Law | | | | Eisenhower Park - Eisenhower Park | |
| Foran | | |