| MON 8/286:30 PM | Scrimmage | Boys Football Varsity
| | Masuk High School
Benedict Stadium Field @ Masuk HS
Shelton: 5:00 PM |
| THU 8/3111:00 AM | Scrimmage | Boys Football Varsity
Southington - LL Shelton - L | | Southington High School
3 TURF FIELD
Shelton: 4:00 PM |
| FRI 9/87:00 PM | Non-League | Boys Football Varsity
| | Shelton High School
Finn Stadium
New Canaan: 4:00 PM - 2 Buses |
| THU 9/146:00 PM | | Boys Football Varsity
| | Cheshire High Main Game field
Cheshire High Main Game field
Shelton: 3:30 PM |
| FRI 9/227:00 PM | Non-League | Boys Football Varsity
| | Shelton High School
Finn Stadium
Wethersfield: 4:00 PM - 2 Buses |
| FRI 9/297:00 PM | | Boys Football Varsity
| | Shelton High School
Finn Stadium
|
| FRI 10/67:00 PM | | Boys Football Varsity
Notre Dame-West Haven - LL 0 | | Veterans Memorial Park (West Haven, CT)
Field
Shelton: 4:00 PM |
| FRI 10/136:00 PM | | Boys Football Varsity
| | Fairfield University
Rafferty Stadium
Shelton: 3:30 PM |
| FRI 10/277:00 PM | | Boys Football Varsity
| | Shelton High School
Finn Stadium
North Haven: 4:30 PM |
| FRI 11/37:00 PM | | Boys Football Varsity
| | Shelton High School
Finn Stadium
Hamden: 4:15 PM - 2 Buses |
| FRI 11/107:00 PM | | Boys Football Varsity
| | Xavier High School
Larry McHugh Field
Shelton: 4:00 PM |
| FRI 11/177:00 PM | | Boys Football Varsity
| | Wilton HS-Fujitani Field - Turf
Wilton HS-Fujitani Field - Turf
Shelton: 4:00 PM |
| TUE 11/286:30 PM | Postseason | Boys Football Varsity
| | Newtown High School
Blue and Gold Stadium
|