| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/13 | 4:00 p.m. | Varsity | League | Normal | Away | ECGoodwinRVT | Win | 3-0 | | Goodwin Tech HS Field | |
| THU 9/15 | 4:00 p.m. | Varsity | League | Normal | Away | VinalRVT | Win | 6-0 | | Vinal Tech Field | |
| MON 9/19 | 4:00 p.m. | Varsity | League | Normal | Away | OliverWolcottRVT | Loss | 2-3 | | OWTS School Field | |
| TUE 9/20 | 4:00 p.m. | Varsity | League | Normal | Home | HenryAbbottRVT | Loss | 0-2 | | O'Brien Tech Athletic Complex | |
| THU 9/22 | 4:00 p.m. | Varsity | League | Normal | Away | WFKaynorRVT | Win | 3-1 | | Kaynor Tech Soccer Field | |
| MON 9/26 | 4:00 p.m. | Varsity | League | Normal | Home | HCWilcoxRVT | Loss | 1-4 | | O'Brien Tech Athletic Complex | |
| WED 9/28 | 4:00 p.m. | Varsity | League | Normal | Home | OliverWolcottRVT | Tied | 1 - 1 | | O'Brien Tech Athletic Complex | |
| FRI 9/30 | 4:30 p.m. | Varsity | League | Normal | Home | ParishHillMiddleSr | Win | 3 - 1 | | O'Brien Tech Athletic Complex | |
| MON 10/3 | 4:00 p.m. | Varsity | League | Normal | Home | BullardHavensRVT | Win | 3-0 | | O'Brien Tech Athletic Complex | |
| WED 10/5 | 3:30 p.m. | Varsity | League | Normal | Away | EliWhitneyRVT | Win | 1-0 | | Field | |
| FRI 10/7 | 4:00 p.m. | Varsity | League | Normal | Away | HarvardEllisRVT | Loss | 0-3 | | Ellis Tech Athletic Field | |
| WED 10/12 | 3:30 p.m. | Varsity | League | Normal | Home | PlattRVT | Loss | 1 - 2 | | O'Brien Tech Athletic Complex | |
| FRI 10/21 | 4:00 p.m. | Varsity | League | Normal | Away | University | Loss | 1 - 4 | | Prince Tech Field | |
| MON 10/24 | 4:00 p.m. | Varsity | League | Normal | Home | VinalRVT | Win | 2-0 | | O'Brien Tech Athletic Complex | |
| WED 11/2 | 6:00 p.m. | Varsity | League | Normal | Away | Derby | Win | 2-1 | | Derby -Ryan Athletic Complex- Deflippo Field | |
| THU 11/3 | 3:30 p.m. | Varsity | League | Normal | Home | NorwichRVT | Win | 5-0 | | O'Brien Tech... Ansonia | |