| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SUN 9/3 | 11:30 AM | Varsity | Scrimmage | Normal | Away | Berlin | | | | Sage Park Berlin - Scalise Field | |
| Branford | | |
| Farmington | | |
| Killingly | | |
| Mercy | | |
| Old Saybrook | | |
| Sacred Heart Academy | | |
| Southington | | |
| Tolland | | |
| SUN 9/3 | 2:00 PM | Varsity | Scrimmage | Normal | Away | Berlin | | | | Sage Park Berlin - Scalise Field | 9:15 AM - 1 Bus |
| THU 9/7 | 5:00 PM | Varsity | League | Normal | Away | Ledyard | Win | 3-0 | | Ledyard High School - Bill Mignault Field | 3:30 PM - 1 Bus |
| SAT 9/9 | 3:00 PM | Varsity | League | Normal | Home | | Tied | 1-1 | | Stonington High School - Palmer Field (Turf Stadium) | |
| TUE 9/12 | 7:00 PM | Varsity | League | Normal | Home | Waterford | Loss | 0-5 | | Stonington High School - Palmer Field (Turf Stadium) | |
| FRI 9/15 | 4:15 PM | Varsity | League | Normal | Away | Woodstock Academy | Tied | 0-0 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | 1:45 PM - 1 Bus - w/ JV BSOC |
| SAT 9/16 | 12:30 PM | Varsity | League | Normal | Home | Fitch | Win | 6-0 | | Stonington High School - Palmer Field (Turf Stadium) | |
| TUE 9/19 | 6:00 PM | Varsity | League | Normal | Away | Norwich Free Academy | Loss | 0-5 | | Norwich Free Academy - Turf | 4:30 PM - 1 Bus |
| FRI 9/22 | 7:00 PM | Varsity | League | Normal | Home | East Lyme | Loss | 0-2 | | Stonington High School - Palmer Field (Turf Stadium) | |
| SAT 9/23 | 2:00 PM | Varsity | Non-League | Normal | Away | Morgan | Loss | 1-2 | | Indian River Complex - Turf Field | 12:00 PM - 1 Bus |
| TUE 9/26 | 3:45 PM | Varsity | Non-League | Normal | Away | Cromwell | Loss | 1-2 | | Cromwell High School - Main field | 1:30 PM - 1 Bus |
| MON 10/2 | 4:00 PM | Varsity | League | Normal | Away | Fitch | Win | 3-1 | | Poquonnock Plains Park - Soccer/Lacrosse Field | 2:30 PM - 1 Bus - w/ JV BSOC |
| WED 10/4 | 7:00 PM | Varsity | League | Normal | Home | Bacon Academy | Loss | 0-1 | | Stonington High School - Palmer Field (Turf Stadium) | |
| MON 10/9 | 4:00 PM | Varsity | League | Normal | Home | St. Bernard | Win | 4-2 | | Stonington High School - Palmer Field (Turf Stadium) | |
| TUE 10/10 | 4:00 PM | Varsity | Non-League | Normal | Away | Old Lyme | Tied | 1-1 | | Lyme-Old Lyme High School - Turf Field | 2:00 PM - 1 Bus |
| THU 10/19 | 3:45 PM | Varsity | League | Normal | Home | Woodstock Academy | Loss | 0-3 | | Stonington High School - Multi-Purpose Field (GSOC) | |
| TUE 10/24 | 6:00 PM | Varsity | League | Normal | Away | East Lyme | Loss | 0-2 | | East Lyme High School - Dick North Turf Field | 4:30 PM - 1 Bus |
| THU 10/26 | 7:00 PM | Varsity | League | Normal | Home | Norwich Free Academy | Loss | 0-3 | | Stonington High School - Palmer Field (Turf Stadium) | |