| Date | Time | Type | Home School | Away School | Site |
| SAT 9/9 | 10:00 AM | Non-League | Fitch | Thames River Crusaders | Fitch High School - Dorr Field (Football Field on Campus) |
| SAT 9/9 | Canceled | Non-League | New London | Stratford | New London High School - Bob Nenna Field |
| THU 9/14 | 4:00 PM | League | Ledyard | Weaver | Ledyard High School - Bill Mignault Field |
| THU 9/14 | 4:30 PM | League | Bacon Academy | Stonington | Bacon Academy - Football/Soccer Field |
| SAT 9/16 | 10:00 AM | League | Fitch | New London | Fitch High School - Dorr Field (Football Field on Campus) |
| THU 9/21 | 3:45 PM | League | Ledyard | Montville | Ledyard High School - Bill Mignault Field |
| SAT 9/23 | 10:00 AM | League | Stonington | Waterford | Stonington High School - Palmer Field (Turf Stadium) |
| SAT 9/30 | 9:00 AM | League | Waterford | Fitch | Waterford High School - Alumni Turf Field/Track |
| MON 10/2 | 3:45 PM | League | Ledyard | Windham | Ledyard High School - Bill Mignault Field |
| MON 10/2 | Canceled | League | Plainfield | Griswold/Wheeler | Plainfield High School Athletic Lower Complex - PHS Track/Football Field |
| MON 10/9 | Canceled | League | Plainfield | Bacon Academy | Plainfield High School Athletic Lower Complex - PHS Track/Football Field |
| THU 10/12 | 5:00 PM | League | Fitch | Norwich Free Academy | Fitch High School - Dorr Field (Football Field on Campus) |
| SAT 10/14 | 9:00 AM | League | Waterford | Ledyard | Waterford High School - Alumni Turf Field/Track |
| SAT 10/14 | Postponed | League | New London | East Lyme | New London High School - Pat Cannamela Field |
| THU 10/19 | 5:00 PM | League | Fitch | Killingly | Fitch High School - Dorr Field (Football Field on Campus) |
| SAT 10/21 | 10:00 AM | League | Griswold/Wheeler | Ledyard | Griswold High School - Turf Field and Track |
| SAT 10/21 | 10:30 AM | League | Prince Tech-Innovation | Northwest United | Prince Tech High School - Prince Tech/Moriarty Field |
| SAT 10/21 | Canceled | League | Waterford | Windham | Waterford High School - Alumni Turf Field/Track |
| MON 10/23 | Canceled | Non-League | Plainfield | Thames River Crusaders | Plainfield High School Athletic Lower Complex - PHS Track/Football Field |
| THU 10/26 | 3:45 PM | League | Ledyard | Bacon Academy | Ledyard High School - Bill Mignault Field |
| SAT 10/28 | 10:00 AM | League | Stonington | Windham | Stonington High School - Palmer Field (Turf Stadium) |
| THU 11/2 | Canceled | League | Bacon Academy | Norwich Free Academy | Bacon Academy - Football/Soccer Field |
| FRI 11/3 | 3:30 PM | League | Ledyard | Killingly | Ledyard High School - Bill Mignault Field |
| SAT 11/4 | 10:00 AM | League | Waterford | Weaver | Waterford High School - Alumni Turf Field/Track |
| THU 11/9 | 3:00 PM | League | Bacon Academy | Waterford | Bacon Academy - Football/Soccer Field |
| SAT 11/11 | 10:00 AM | League | East Lyme | Fitch | East Lyme High School - Dick North Turf Field |
| MON 11/13 | 6:00 PM | League | Stonington | Ledyard | Stonington High School - Palmer Field (Turf Stadium) |
| MON 11/20 | 3:45 PM | League | Fitch | Ledyard | Fitch High School - Dorr Field (Football Field on Campus) |