| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 4/1 | 4:00 PM | Varsity | League | Normal | Home | St. Joseph | | | | Ridgefield High School - Tiger Hollow Stadium | |
| Harding | | |
| WED 4/10 | 4:00 PM | Varsity | League | Normal | Away | Fairfield Warde | | | | Fairfield Warde High School - Tetreau/Davis Field | 2:20 PM - 1 Bus |
| FRI 4/19 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Hall High School - Track | |
| FRI 4/19 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Icahn Stadium - Icahn Stadium | |
| SAT 4/20 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Icahn Stadium - Icahn Stadium | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | New Canaan | | | | New Canaan HS - NCHS Track | 2:30 PM - 3 Buses - 3 buses total for boys & girls |
| SUN 4/28 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Franklin Field - track | |
| MON 4/29 | 4:00 PM | Varsity | League | Normal | Away | Darien | | | | Darien High School - DHS Stadium Field | 2:20 PM - 3 Buses - 3 buses total for boys & girls |
| SAT 5/4 | 4:00 PM | Varsity | Non-League | Normal | Home | | | | | Ridgefield High School - Tiger Hollow Stadium | |
| MON 5/6 | 4:00 PM | Varsity | League | Normal | Home | Trumbull | | | | Ridgefield High School - Tiger Hollow Stadium | |
| THU 5/9 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | White Plains High School - White Plains High School | |
| FRI 5/10 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | White Plains High School - White Plains High School | |
| SAT 5/11 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | White Plains High School - White Plains High School | |
| WED 5/15 | 4:00 PM | Varsity | League | Normal | Home | Wilton | | | | Ridgefield High School - Tiger Hollow Stadium | |
| TUE 5/21 | 4:30 PM | Varsity | Postseason | Normal | Away | Bridgeport Central | | | | Danbury High School - Danbury HS Stadium | 12:30 PM - 1 Bus |
| Brien McMahon | | |
| Danbury | | |
| Darien | | |
| Fairfield Ludlowe | | |
| Fairfield Warde | | |
| Greenwich | | |
| New Canaan | | |
| Norwalk | | |
| Stamford | | |
| Staples | | |
| St. Joseph | | |
| Trumbull | | |
| Westhill | | |
| Wilton | | |
| | |
| WED 5/29 | 4:00 PM | Varsity | Postseason | Normal | Away | | | | | Willowbrook Park - 1 | 1:30 PM - 55 PAX Coach- Arrives 1:00 PM- Boys & Girls Share Bus |
| MON 6/3 | 1:30 PM | Varsity | Postseason | Normal | Away | | | | | Willowbrook Park - 1 | 10:30 AM - 1 Bus - 55 PAX Coach Bus Arrives 10:00AM (Boys & Girls share bus) |
| SAT 6/8 | 12:01 AM | Varsity | Postseason | Normal | Away | | | | | TBA - Webster Ice Area | |