| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 8/29 | 3:45 PM | Varsity | Scrimmage | Normal | Away | Bristol Central | | | | Bristol Central High School - BC Turf Field | |
| WED 8/30 | 6:30 PM | Varsity | Scrimmage | Normal | Away | Windham | | | | Windham High School - Ferrigno Field | 4:00 PM - 1 Bus |
| TUE 9/5 | Canceled | Varsity | League | Canceled | Away | Plainfield | | | | Plainfield High School Athletic Upper Complex - Varsity Soccer Field | |
| FRI 9/8 | 7:00 PM | Varsity | League | Normal | Away | Old Saybrook | Tied | 0-0 | | Old Saybrook High School - Old Saybrook HS Turf | |
| TUE 9/12 | 6:00 PM | Varsity | Non-League | Normal | Away | Rocky Hill | Win | 2-0 | | Rocky Hill High School - Stadium | |
| THU 9/14 | 3:45 PM | Varsity | League | Normal | Away | Haddam Killingworth | Tied | 1-1 | | Haddam Killingworth High School (HK) - HKHS Press Box Field | |
| SAT 9/16 | 6:00 PM | Varsity | League | Normal | Home | Coginchaug | Win | 3-1 | | Country Club Field Road - Country Club Road | |
| TUE 9/19 | 4:30 PM | Varsity | League | Normal | Away | Bristol Eastern | Win | 1-0 | | Bristol Eastern High School - Alumni Field-Turf | |
| THU 9/21 | 6:00 PM | Varsity | League | Normal | Away | Valley Regional | Loss | 0-1 | | Valley Regional High School - Richard B. Blythe Field | |
| THU 9/28 | 4:00 PM | Varsity | League | Normal | Away | Old Lyme | Loss | 0-2 | | Lyme-Old Lyme High School - Turf Field | |
| TUE 10/3 | 4:00 PM | Varsity | League | Normal | Home | Westbrook | Win | 3-0 | | Portland High School - JV Soccer Field | |
| WED 10/4 | 3:45 PM | Varsity | Non-League | Normal | Away | St. Bernard | Loss | 0-1 | | St. Bernard School - Delaporta Field | |
| FRI 10/6 | 3:45 PM | Varsity | League | Normal | Home | Morgan | Loss | 1-2 | | Portland High School - Varsity Soccer FIeld | |
| TUE 10/10 | 4:00 PM | Varsity | Non-League | Normal | Away | East Granby | Win | 1-0 | | East Granby High School - Lower Soccer Field | 2:25 PM - 1 Bus |
| SAT 10/14 | 9:00 AM | Varsity | League | Normal | Away | Cromwell | Tied | 1-1 | | Cromwell High School - Main field | |
| MON 10/16 | 6:00 PM | Varsity | League | Normal | Away | Coventry | Win | 1-0 | | Coventry High School - Soccer field | |
| TUE 10/17 | 4:00 PM | Varsity | League | Normal | Away | North Branford/Hale Ray | Win | 8-1 | | North Branford High School - NBHS Front Field | |
| FRI 10/20 | 7:00 PM | Varsity | League | Normal | Home | East Hampton | Win | 1-0 | | TD Bank Oakwood Soccer Park - TD Bank Oakwood Soccer Park | |
| MON 10/23 | 3:45 PM | Varsity | Non-League | Normal | Home | Suffield | Loss | 1-6 | | Portland High School - Varsity Soccer FIeld | |
| SAT 10/28 | 11:00 AM | Varsity | Postseason | Normal | Away | Haddam Killingworth | Win | 2-1 | | Haddam Killingworth High School (HK) - HKHS Press Box Field | |
| MON 10/30 | 7:00 PM | Varsity | Postseason | Normal | Away | Morgan | Loss | 1-2 | | Indian River Complex - Turf Field | |
| MON 11/6 | 2:30 PM | Varsity | Postseason | Normal | Home | Stafford | Loss | 2-3 | | Portland High School - Varsity Soccer FIeld | |