| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 8/28 | 4:30 PM | Varsity | Scrimmage | Normal | Home | Wolcott Tech | Tied | 4-4 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| THU 8/31 | 6:00 PM | Varsity | Scrimmage | Normal | Home | Wamogo | | | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| WED 9/6 | Canceled | Varsity | Scrimmage | Canceled | Home | Wright Tech | | | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| FRI 9/8 | 3:30 PM | Varsity | Non-League | Normal | Away | Whitney Tech | Win | 1-0 | | Eli Whitney RVTS - Soccer Field | 2:15 PM - 1 Bus |
| TUE 9/12 | 6:00 PM | Varsity | League | Normal | Home | Oxford | Loss | 0-7 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| SAT 9/16 | 10:30 AM | Varsity | League | Normal | Away | St. Paul Catholic | Loss | 0-8 | | St. Paul Catholic HS - McPhee Field | 4:30 PM - 1 Bus |
| WED 9/20 | 6:00 PM | Varsity | League | Normal | Home | WCA | Loss | 0-5 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| FRI 9/22 | 3:30 PM | Varsity | League | Normal | Away | Kennedy | Loss | 2-7 | | J F Kennedy High School Turf - Kennedy Turf field | 2:15 PM - 1 Bus |
| TUE 9/26 | 6:00 PM | Varsity | League | Normal | Away | Crosby | Loss | 0-4 | | Crosby High School - CHS - Jimmy Lee Stadium (Turf) | 12:00 PM |
| THU 9/28 | 6:00 PM | Varsity | League | Normal | Home | Naugatuck | Loss | 0-7 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| MON 10/2 | 6:00 PM | Varsity | Non-League | Normal | Home | Immaculate | Loss | 0-7 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| WED 10/4 | 6:00 PM | Varsity | League | Normal | Home | Holy Cross | Loss | 2-7 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| THU 10/5 | 6:30 PM | Varsity | League | Normal | Away | Wolcott | Loss | 0-6 | | Wolcott High School - Turf Field | 2:15 PM |
| TUE 10/10 | 6:00 PM | Varsity | League | Normal | Home | Torrington | Loss | 0-7 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| THU 10/12 | 7:00 PM | Varsity | League | Normal | Away | Watertown | Loss | 1-5 | | Watertown High - John J Mills Complex @ Watertown HS | |
| MON 10/16 | 6:00 PM | Varsity | League | Normal | Away | Seymour | Loss | 0-5 | | Seymour High School - turf field | |
| WED 10/18 | 6:00 PM | Varsity | League | Normal | Home | Woodland | Loss | 1-9 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| MON 10/23 | 6:00 PM | Varsity | League | Normal | Home | Ansonia | Loss | 2-5 | | Leo F. Ryan Athletic Complex - DeFilippo Field | |
| WED 10/25 | 6:00 PM | Varsity | League | Normal | Away | Wilby | Loss | 0-2 | | Municipal Stadium Complex (Waterbury, CT) - Ray Snyder, Sr. Turf Field | |