| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SUN 3/24 | 8:00 AM | Varsity | Scrimmage | Normal | Away | Brookfield | | | | New Milford High School - Joe Wiser Stadium - NMHS | 6:30 AM - 1 Bus |
| Immaculate | | |
| New Milford | | |
| Danbury | | |
| Stamford | | |
| Fairfield Warde | | |
| Lewis Mills | | |
| New Fairfield | | |
| Westhill | | |
| Bethel | | |
| Ridgefield | | |
| TUE 4/2 | 6:30 PM | Varsity | Non-League | Normal | Away | Stratford/Bunnell | Win | 16-0 | | Penders Field - Penders Field - Stratford | 3:45 PM - 1 Bus |
| THU 4/4 | 4:30 PM | Varsity | League | Normal | Away | Danbury | Win | 15-2 | | Danbury High School - Stadium Turf Field | 2:45 PM - 1 Bus |
| SAT 4/6 | 12:00 PM | Varsity | League | Normal | Away | Norwalk | Loss | 6-11 | | Nathan Hale MS - Callahan Complex at Nathan Hale Lower | 9:00 AM - 1 Bus |
| TUE 4/9 | 6:00 PM | Varsity | League | Normal | Home | New Canaan | Loss | 3-19 | | Trumbull High School - McDougall Stadium | |
| THU 4/11 | 6:00 PM | Varsity | League | Normal | Home | Westhill | Win | 14-6 | | Trumbull High School - McDougall Stadium | |
| SAT 4/13 | 12:00 PM | Varsity | Non-League | Normal | Home | Lauralton Hall | Loss | 3-12 | | Trumbull High School - McDougall Stadium | |
| TUE 4/16 | 6:00 PM | Varsity | League | Normal | Home | Fairfield Warde | Loss | 9-14 | | Trumbull High School - McDougall Stadium | |
| THU 4/18 | 6:00 PM | Varsity | Non-League | Normal | Home | Shelton | Loss | 6-11 | | Trumbull High School - McDougall Stadium | |
| SAT 4/20 | 12:00 PM | Varsity | League | Normal | Home | Stamford | Loss | 7-11 | | Trumbull High School - McDougall Stadium | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | Staples | Loss | 2-16 | | Staples High School - Ginny Parker Field | 2:30 PM - 1 Bus |
| THU 4/25 | 6:00 PM | Varsity | League | Normal | Away | Fairfield Ludlowe | Loss | 5-18 | | Fairfield Ludlowe High School - Taft Field | 2:45 PM - 1 Bus |
| SAT 4/27 | 11:00 AM | Varsity | League | Normal | Away | Hamden | Win | 9-6 | | Hamden High School - HHS Turf #1 | 9:15 AM - 1 Bus |
| TUE 4/30 | 4:00 PM | Varsity | Non-League | Normal | Away | Joel Barlow | Loss | 2-11 | | Joel Barlow High School - Field J | 2:30 PM - 1 Bus |
| THU 5/2 | 4:00 PM | Varsity | Non-League | Normal | Home | West Haven | Win | 17-1 | | Trumbull High School - Cork Field | |
| SAT 5/4 | 10:30 AM | Varsity | League | Normal | Home | St. Joseph | | | | Trumbull High School - McDougall Stadium | |
| SAT 5/4 | 12:00 PM | Varsity | League | Normal | Home | St. Joseph | Loss | 5-12 | | Trumbull High School - McDougall Stadium | |
| TUE 5/14 | 6:30 PM | Varsity | League | Normal | Away | Brien McMahon | Loss | 8-12 | | Brien McMahon High School - Casagrande Field | 3:15 PM - 1 Bus |