| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 3/25 | Canceled | Varsity | Scrimmage | Canceled | Away | Danbury | | | | Danbury High School - V Softball field | |
| WED 3/27 | 4:00 PM | Varsity | Scrimmage | Normal | Away | Ridgefield | | | | Ridgefield High School - Varsity Softball Field | |
| SAT 3/30 | 10:00 AM | Varsity | Scrimmage | Normal | Home | Wamogo/Litchfield | | | | Immaculate High School - Softball Diamond | |
| FRI 4/5 | 4:00 PM | Varsity | Non-League | Normal | Away | Westhill | Loss | 1-4 | | Westhill High School - Varsity Softball Field | |
| SAT 4/6 | 12:00 PM | Varsity | Non-League | Normal | Away | Darien | Loss | 0-11 | | Darien High School - DHS Softball - Varsity Field | |
| TUE 4/9 | 4:30 PM | Varsity | Non-League | Normal | Home | Harding | Win | 27-0 | | Immaculate High School - Softball Diamond | |
| THU 4/11 | 4:30 PM | Varsity | Non-League | Normal | Home | Wilton | Loss | 9-15 | | Immaculate High School - Softball Diamond | |
| MON 4/15 | 4:15 PM | Varsity | League | Normal | Away | Joel Barlow | Win | 29-0 | | Joel Barlow High - Field E (Softball) | |
| WED 4/17 | 1:00 PM | Varsity | League | Normal | Home | Bunnell | Win | 6-3 | | Immaculate High School - Softball Diamond | |
| FRI 4/19 | 4:15 PM | Varsity | League | Normal | Away | Notre Dame-Fairfield | Loss | 0-12 | | Notre Dame - Fairfield - Park Ave Field | |
| TUE 4/23 | 4:15 PM | Varsity | League | Normal | Away | Weston | Win | 17-2 | | Weston High School - Softball - North House Field (Hurlbutt El. School) | |
| WED 4/24 | 4:15 PM | Varsity | League | Normal | Home | Pomperaug | Loss | 8-11 | | Immaculate High School - Softball Diamond | |
| FRI 4/26 | 4:00 PM | Varsity | League | Normal | Away | Newtown | Loss | 3-4 | | Newtown High School - Lindell A. Hertberg Softball Field | |
| MON 4/29 | 4:15 PM | Varsity | League | Normal | Home | New Fairfield | Win | 10-5 | | Immaculate High School - Softball Diamond | |
| TUE 4/30 | Canceled | Varsity | League | Canceled | Home | East Lyme | | | | Immaculate High School - Softball Diamond | |
| TUE 4/30 | 3:30 PM | Varsity | Non-League | Normal | Home | East Lyme | Loss | 4-7 | | Immaculate High School - Softball Diamond | |
| WED 5/1 | 4:15 PM | Varsity | League | Normal | Home | Brookfield | Loss | 4-9 | | Immaculate High School - Softball Diamond | |
| FRI 5/3 | 6:30 PM | Varsity | League | Normal | Away | Stratford | Win | 7-4 | | DeLuca Field - Deluca Field | |
| SAT 5/4 | 7:00 PM | Varsity | Non-League | Normal | Home | Holy Cross | Loss | 2-7 | | Danbury Hatters Park-PAL - Danbury Hatters Park-PAL | |
| MON 5/6 | 4:15 PM | Varsity | League | Normal | Home | Bethel | Win | 9-3 | | Bethel High School - Kisling Field | |
| MON 5/13 | 4:15 PM | Varsity | League | Normal | Away | Masuk | Loss | 0-13 | | Masuk High School - Masuk High School Softball Field | |
| TUE 5/14 | 4:15 PM | Varsity | League | Normal | Away | Kolbe Cathedral | Win | 19-1 | | Cal Ripken Field - Cal Ripken Field | |
| THU 5/16 | 4:15 PM | Varsity | Non-League | Normal | Away | New Fairfield | | | | New Fairfield High School - Softball Field | |
| FRI 5/17 | 3:15 PM | Varsity | League | Normal | Home | New Milford | Win | 3-0 | | Immaculate High School - Softball Diamond | |
| SAT 5/18 | 12:00 PM | Varsity | Postseason | Normal | Away | Newtown | Loss | 2-14 | | Newtown High School - Lindell A. Hertberg Softball Field | |