| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 10/9 | 3:45 p.m. | Varsity | League | Normal | Away | Trumbull | | | | Trumbull High School-McDougall Stadium | |
| MON 10/12 | 6:15 p.m. | Varsity | League | Normal | Home | FairfieldWarde | | | | Fairfield Ludlowe High School-Taft Field | |
| FRI 10/16 | 3:45 p.m. | Varsity | League | Normal | Away | Bassick | | | | Kennedy Stadium (Bridgeport) | |
| FRI 10/23 | 3:15 p.m. | Varsity | League | Normal | Away | StJoseph | | | | St. Joseph High School-Upper Turf | |