| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 4/4 | 4:30 p.m. | Varsity | League | Normal | Away | Darien | Win | 3-2 | | Darien High School-DHS Baseball - Varsity Field | |
| TUE 4/5 | 4:30 p.m. | Varsity | League | Normal | Away | Norwalk | Loss | 3-2 | | Nathan Hale MS-Callahan Complex at Nathan Hale Upper | |
| MON 4/11 | 4:15 p.m. | Varsity | League | Normal | Away | JoelBarlow | Loss | 9-1 | | Joel Barlow High School-Baseball Field | |
| WED 4/13 | 4:15 p.m. | Varsity | League | Normal | Home | Bunnell | Win | 12-5 | | New Fairfield High School-Baseball Field | |
| SAT 4/16 | 11:00 a.m. | Varsity | League | Normal | Home | Nonnewaug | Loss | 8-6 | | New Fairfield High School-Baseball Field | |
| WED 4/20 | 4:15 p.m. | Varsity | League | Normal | Home | Pomperaug | Loss | 8-7 | | New Fairfield High School-Baseball Field | |
| FRI 4/22 | 4:15 p.m. | Varsity | League | Normal | Home | Masuk | Win | 7-4 | | New Fairfield High School-Baseball Field | |
| SAT 4/23 | 10:00 a.m. | Varsity | League | Normal | Home | NewCanaan | Win | 7-0 | | New Fairfield High School-Baseball Field | |
| MON 4/25 | 4:00 p.m. | Varsity | League | Normal | Away | Newtown | Loss | 8-6 | | Newtown High School-Baseball Field | |
| WED 4/27 | 4:15 p.m. | Varsity | League | Normal | Away | Bethel | Loss | 8-2 | | Bethel High School-Hunt Field at Bethel HS | |
| THU 4/28 | 5:30 p.m. | Varsity | League | Normal | Away | Weston | Loss | 9-10 | | Weston High School-Revson #1 (Varsity) | |
| FRI 4/29 | 4:30 p.m. | Varsity | League | Normal | Home | KolbeCathedral | Win | 18-0 | | New Fairfield High School-Baseball Field | |
| TUE 5/3 | 4:15 p.m. | Varsity | League | Normal | Away | Immaculate | Loss | 7-5 | | Rogers Park (Westerners Field) | |
| WED 5/4 | 4:15 p.m. | Varsity | League | Normal | Away | Brookfield | Loss | 10-0 | | Brookfield High School-Baseball Field | |
| THU 5/5 | 4:15 p.m. | Varsity | League | Normal | Home | Brookfield | Loss | 4-3 | | New Fairfield High School-Baseball Field | |
| MON 5/9 | 4:15 p.m. | Varsity | League | Normal | Away | Stratford | Loss | 8-7 | | Penders Field-Penders Field - Stratford | |
| WED 5/11 | 4:15 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Win | 7-4 | | New Fairfield High School-Baseball Field | |
| FRI 5/13 | 4:00 p.m. | Varsity | League | Normal | Home | Bethel | Loss | 5-9 | | New Fairfield High School-Baseball Field | |
| WED 5/18 | 3:45 p.m. | Varsity | League | Normal | Away | NewMilford | Loss | 4-3 | | New Milford High School-Baseball Varsity Field - NMHS | |
| FRI 5/20 | 4:15 p.m. | Varsity | League | Normal | Home | Immaculate | Win | 4-0 | | New Fairfield High School-Baseball Field | |