| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 8/22 | 4:00 PM | Varsity | Scrimmage | Normal | Home | Haddam Killingworth | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| SAT 8/24 | 8:00 AM | Varsity | Scrimmage | Normal | Away | Middletown | | | | Sage Park Berlin - Scalise Field | 7:15 AM - 1 Bus |
| Berlin | | |
| Cheshire | | |
| Conard | | |
| East Lyme | | |
| Farmington | | |
| Sacred Heart Academy | | |
| Southington | | |
| Westhill | | |
| Hall | | |
| Kingswood Oxford | | |
| THU 9/5 | 4:15 PM | Varsity | League | Normal | Away | Woodstock Academy | Loss | 0-3 | | The Woodstock Academy - Charles Bentley Athletic C - BENTSC - Bentley Soccer Field & Track | 2:15 PM - 1 Bus - w/ JV BSOC |
| SAT 9/7 | 8:00 PM | Varsity | League | Normal | Home | Chariho Regional High School RI | Loss | 2-3 | | Stonington High School - Palmer Field (Turf Stadium) | |
| MON 9/9 | 7:00 PM | Varsity | League | Normal | Home | Bacon Academy | Loss | 0-2 | | Stonington High School - Palmer Field (Turf Stadium) | |
| THU 9/12 | 6:30 PM | Varsity | League | Normal | Away | Waterford | Loss | 0-5 | | Waterford High School - Alumni Turf Field/Track | 5:15 PM - 1 Bus |
| SAT 9/14 | 3:00 PM | Varsity | League | Normal | Home | Fitch | Win | 5-2 | | Stonington High School - Palmer Field (Turf Stadium) | |
| MON 9/16 | Canceled | Varsity | League | Canceled | Home | Fitch | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| WED 9/18 | 6:00 PM | Varsity | League | Normal | Away | Ledyard | | | | Ledyard High School - Bill Mignault Field | 4:45 PM - 1 Bus |
| WED 9/25 | 7:00 PM | Varsity | League | Normal | Home | Killingly/Tourtellotte | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| SAT 9/28 | 11:00 AM | Varsity | League | Normal | Away | Bacon Academy | | | | Bacon Academy - Football/Soccer Field | 9:15 AM - 1 Bus - w/ JV BSOC |
| MON 9/30 | 7:00 PM | Varsity | League | Normal | Home | Waterford | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| WED 10/2 | 3:45 PM | Varsity | League | Normal | Away | St. Bernard | | | | St. Bernard School - Delaporta Field | 2:30 PM - 1 Bus |
| FRI 10/4 | 3:45 PM | Varsity | League | Normal | Home | NFA | | | | Stonington High School - Multi-Purpose Field (GSOC) | |
| WED 10/9 | 5:15 PM | Varsity | League | Normal | Away | Fitch | | | | Groton Middle School - Groton Middle School-Turf Feld | 4:00 PM - 1 Bus |
| SAT 10/12 | 5:00 PM | Varsity | League | Normal | Home | Ledyard | | | | Stonington High School - Palmer Field (Turf Stadium) | |
| TUE 10/15 | 3:45 PM | Varsity | League | Normal | Away | Plainfield | | | | Plainfield High School Athletic Upper Complex - Varsity Soccer Field | 2:00 PM - 1 Bus |
| SAT 10/19 | 5:00 PM | Varsity | League | Normal | Home | East Lyme | | | | Stonington High School - Palmer Field (Turf Stadium) | |