| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/1 | 3:45 PM | Varsity | Scrimmage | Normal | Away | Granby Memorial | | | | Cromwell High School - cross country course | |
| Berlin | | |
| Cromwell | | |
| Hale Ray | | |
| FRI 9/15 | 3:30 PM | Varsity | Non-League | Normal | Away | Rocky Hill | | | | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT | |
| Coginchaug | | |
| East Catholic | | |
| Morgan | | |
| Middletown | | |
| Maloney | | |
| Lewis Mills | | |
| Conard | | |
| Sacred Heart Academy | | |
| Naugatuck | | |
| Portland | | |
| Old Saybrook | | |
| Plainville | | |
| Wethersfield | | |
| TUE 9/19 | 3:45 PM | Varsity | League | Normal | Home | Conard | | | | Fisher Meadow Soccer Fields - Avon High School-Fisher Meadows at Avon Old Farms | |
| Simsbury | | |
| WED 9/20 | 3:30 PM | Varsity | Non-League | Normal | Away | Maloney | | | | Coginchaug Regional High School - Coginchaug Regional HS | |
| New London | | |
| Holy Cross | | |
| Thomaston | | |
| Parish Hill | | |
| Portland | | |
| Hale Ray | | |
| Valley Regional | | |
| Nonnewaug | | |
| East Catholic | | |
| Platt | | |
| Housatonic Regional | | |
| Coginchaug | | |
| Old Saybrook | | |
| East Hampton | | |
| TUE 9/26 | 3:45 PM | Varsity | League | Normal | Away | Glastonbury | | | | Southington High School - SHS | |
| Southington | | |
| FRI 9/29 | Canceled | Varsity | Non-League | Canceled | Away | Windham | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| Parish Hill | | |
| East Catholic | | |
| Bloomfield | | |
| University | | |
| Bristol Central | | |
| Stafford | | |
| South Windsor | | |
| Windsor | | |
| Bristol Eastern | | |
| Northwest Catholic | | |
| Hale Ray | | |
| East Hartford | | |
| Lyman Memorial | | |
| TUE 10/3 | 4:00 PM | Varsity | League | Normal | Away | Northwest Catholic | | | | Hall High School - Stadium (Track) | |
| Hall | | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Home | Farmington | | | | Fisher Meadow Soccer Fields - Avon High School-Fisher Meadows at Avon Old Farms | |
| FRI 10/13 | 4:00 PM | Varsity | Non-League | Normal | Away | East Catholic | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| Parish Hill | | |
| University | | |
| Hale Ray | | |
| Cromwell | | |
| Lyman Memorial | | |
| Bulkeley | | |
| South Windsor | | |
| Enfield | | |
| East Hartford | | |
| Windsor | | |
| RHAM | | |
| Norwich Tech | | |
| Windham | | |