| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 4/3 | 4:30 p.m. | Varsity | League | Normal | Home | Gilbert | Win | 14-3 | | New Fairfield High School Softball Field | |
| SAT 4/6 | 11:00 a.m. | Varsity | League | Normal | Away | ECGoodwinRVT | Win | 12-4 | | Goodwin Tech HS Field | |
| MON 4/8 | 4:00 p.m. | Varsity | League | Normal | Away | Staples | Loss | 5-3 | | Greens Farms Elementary School | |
| TUE 4/9 | 4:15 p.m. | Varsity | League | Normal | Away | JoelBarlow | Loss | 6-4 | | Field E (Softball) | |
| WED 4/10 | 4:15 p.m. | Varsity | League | Normal | Away | Oxford | Loss | 6-3 | | OHS Softball Field | |
| FRI 4/19 | 4:15 p.m. | Varsity | League | Normal | Away | AcademyofOurLadyofMercy | Loss | 2-7 | | Lauralton Hall Field | |
| MON 4/22 | 4:15 p.m. | Varsity | League | Normal | Home | Masuk | Loss | 19-0 | | New Fairfield High School Softball Field | |
| WED 4/24 | 4:15 p.m. | Varsity | League | Normal | Away | Bunnell | Loss | 8-4 | | Bunnell | |
| FRI 4/26 | 4:00 p.m. | Varsity | League | Normal | Home | NewMilford | Loss | 12-3 | | New Fairfield High School Softball Field | |
| MON 4/29 | 4:15 p.m. | Varsity | League | Normal | Away | Newtown | Loss | 0-12 | | Newtown High School Softball Field | |
| TUE 4/30 | 4:15 p.m. | Varsity | League | Normal | Home | Pomperaug | Win | 6-5 | | New Fairfield High School Softball Field | |
| WED 5/1 | 7:00 p.m. | Varsity | League | Normal | Away | Stratford | Loss | 6-7 | | DeLuca Field | |
| SAT 5/4 | 2:30 p.m. | Varsity | League | Normal | Home | Brookfield | Loss | 4-15 | | New Fairfield High School Softball Field | |
| TUE 5/7 | 4:15 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Win | 4-5 | | New Fairfield High School Softball Field | |
| FRI 5/10 | 7:00 p.m. | Varsity | League | Normal | Away | Bethel | Loss | 12-13 | | Freebairn Field | |
| MON 5/13 | 4:15 p.m. | Varsity | League | Normal | Away | Weston | Win | 9-2 | | Hurlbutt El. School, Weston | |
| TUE 5/14 | 4:15 p.m. | Varsity | League | Normal | Away | KolbeCathedral | Loss | 3-1 | | Seaside Park | |
| WED 5/15 | 4:15 p.m. | Varsity | League | Normal | Home | Oxford | Loss | 6-0 | | New Fairfield High School Softball Field | |
| FRI 5/17 | 4:15 p.m. | Varsity | League | Normal | Away | Pomperaug | Loss | 8-6 | | PHS Softball Field | |
| TUE 5/21 | 4:00 p.m. | Varsity | League | Normal | Home | Immaculate | Win | 11-5 | | New Fairfield High School Softball Field | |