| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SUN 3/24 | 8:00 AM | Varsity | Scrimmage | Normal | Home | Bethel | | | | New Milford High School - Joe Wiser Stadium - NMHS | |
| Brookfield | | |
| Danbury | | |
| Fairfield Warde | | |
| Immaculate | | |
| Lewis Mills | | |
| New Fairfield | | |
| Ridgefield | | |
| Stamford | | |
| Trumbull | | |
| Westhill | | |
| THU 3/28 | 4:00 PM | Varsity | Scrimmage | Normal | Home | Lewis Mills | | | | New Milford High School - North Turf Field - NMHS | |
| SAT 3/30 | 10:00 AM | Varsity | Non-League | Normal | Home | Brookfield | Loss | 3-14 | | New Milford High School - Joe Wiser Stadium - NMHS | |
| TUE 4/2 | 5:30 PM | Varsity | Non-League | Normal | Home | Fairfield Warde | Loss | 3-14 | | New Milford High School - Joe Wiser Stadium - NMHS | |
| TUE 4/9 | 5:30 PM | Varsity | League | Normal | Home | Bethel | Loss | 6-11 | | New Milford High School - North Turf Field - NMHS | |
| WED 4/10 | 4:30 PM | Varsity | Non-League | Normal | Away | Danbury | Win | 11-10 | | Danbury High School - Stadium Turf Field | 3:15 PM |
| SAT 4/13 | 3:00 PM | Varsity | Non-League | Normal | Home | Westhill | Loss | 8-11 | | New Milford High School - Joe Wiser Stadium - NMHS | |
| THU 4/18 | 1:00 PM | Varsity | League | Normal | Away | Brookfield | Loss | 3-13 | | Brookfield High School - BHS Stadium Field | 11:45 AM |
| SAT 4/20 | 11:30 AM | Varsity | League | Normal | Home | Joel Barlow | Loss | 2-14 | | New Milford High School - Joe Wiser Stadium - NMHS | |
| TUE 4/23 | 6:30 PM | Varsity | League | Normal | Away | Masuk | Loss | 0-18 | | Masuk High School - Benedict Stadium Field @ Masuk HS | 3:30 PM |
| MON 4/29 | 4:00 PM | Varsity | League | Normal | Home | Notre Dame-Fairfield | Win | 17-5 | | New Milford High School - Joe Wiser Stadium - NMHS | |
| TUE 4/30 | 6:30 PM | Varsity | League | Normal | Away | Stratford/Bunnell | Win | 15-3 | | Penders Field - Penders Field - Stratford | 3:00 PM |
| FRI 5/3 | 5:30 PM | Varsity | League | Normal | Home | Weston | Loss | 5-17 | | New Milford High School - Joe Wiser Stadium - NMHS | |
| SAT 5/4 | 11:30 AM | Varsity | Non-League | Normal | Home | Danbury | Loss | 5-10 | | New Milford High School - North Turf Field - NMHS | |
| MON 5/6 | 5:30 PM | Varsity | League | Normal | Home | Immaculate | Win | 15-3 | | New Milford High School - Joe Wiser Stadium - NMHS | |
| TUE 5/7 | 7:00 PM | Varsity | League | Normal | Away | Pomperaug | Loss | 9-17 | | Pomperaug High School - Stadium | 3:45 PM |
| THU 5/9 | 6:30 PM | Varsity | League | Normal | Away | Newtown | Loss | 0-14 | | Newtown High School - Blue and Gold Stadium | 3:45 PM |
| MON 5/13 | 5:30 PM | Varsity | League | Normal | Away | New Fairfield | Loss | 0-18 | | New Fairfield High School - Marty Morgan Field | 2:45 PM |