| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 4/2 | 4:00 p.m. | Varsity | League | Normal | Home | Weston | Win | 11-1 | | Wilton High School-Varsity Baseball Field | |
| FRI 4/8 | 4:15 p.m. | Varsity | League | Normal | Home | JMWrightRVT | Win | 11-0 | | Wilton High School-Varsity Baseball Field | |
| SAT 4/9 | 11:00 a.m. | Varsity | League | Normal | Away | Pomperaug | Win | 13-2 | | Community House Park-Baseball Field | |
| MON 4/11 | 4:30 p.m. | Varsity | League | Normal | Away | Branford | Win | 8-3 | | Branford High School-Baseball Diamond | |
| MON 4/18 | 4:00 p.m. | Varsity | League | Normal | Away | Norwalk | Loss | 10-3 | | Nathan Hale MS-Callahan Complex at Nathan Hale Upper | |
| WED 4/20 | 4:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Loss | 11-1 | | Mead Park-Baseball Field | |
| THU 4/21 | 12:00 p.m. | Varsity | League | Normal | Home | FairfieldWarde | Loss | 2-1 | | Wilton High School-Varsity Baseball Field | |
| FRI 4/22 | 4:00 p.m. | Varsity | League | Normal | Home | BrienMcMahon | Win | 9-8 | | Wilton High School-Varsity Baseball Field | |
| MON 4/25 | 7:00 p.m. | Varsity | League | Normal | Away | Stamford | Win | 8-5 | | Cubeta Stadium | |
| WED 4/27 | 4:30 p.m. | Varsity | League | Normal | Home | Staples | Loss | 12-2 | | Wilton High School-Varsity Baseball Field | |
| FRI 4/29 | 4:30 p.m. | Varsity | League | Normal | Away | Danbury | Loss | 5-7 | | Danbury High School-V Baseball Field | |
| THU 5/5 | 4:30 p.m. | Varsity | League | Normal | Away | BridgeportCentral | Win | 17-1 | | Bridgeport Central High School-Baseball Diamond | |
| MON 5/9 | 4:30 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 14-7 | | Wilton High School-Varsity Baseball Field | |
| TUE 5/10 | 4:00 p.m. | Varsity | League | Normal | Away | WarrenHarding | Win | 15-2 | | Warren Harding High School-Baseball Field | |
| WED 5/11 | 4:30 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Win | 10-6 | | Kiwanis Field-Baseball Diamond | |
| THU 5/12 | 6:00 p.m. | Varsity | League | Normal | Home | Greenwich | Win | 4-3 | | Wilton High School-Varsity Baseball Field | |
| SAT 5/14 | 2:00 p.m. | Varsity | League | Normal | Home | Westhill | Loss | 0-5 | | Wilton High School-Varsity Baseball Field | |
| TUE 5/17 | 4:30 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 0-7 | | Wilton High School-Varsity Baseball Field | |
| THU 5/19 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Win | 2-1 | | Darien High School-DHS Baseball - Varsity Field | |
| FRI 5/20 | 1:00 p.m. | Varsity | League | Normal | Away | StJoseph | Loss | 7-1 | | St. Joseph High School-Baseball Diamond | |