| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 4/2 | 2:00 p.m. | Varsity | League | Normal | Away | NorthHaven | Loss | 11-1 | | North Haven Athletic Complex-Robert E. DeMayo Field | |
| MON 4/4 | 4:00 p.m. | Varsity | League | Normal | Home | NewMilford | Win | 9-7 | | Stamford High School-SHS Baseball Diamond | |
| FRI 4/8 | 5:15 p.m. | Varsity | League | Normal | Away | WarrenHarding | Win | 16-0 | | Warren Harding High School-Baseball Field | |
| SAT 4/9 | 12:00 p.m. | Varsity | League | Normal | Home | KolbeCathedral | Win | 13-0 | | Stamford High School-SHS Baseball Diamond | |
| WED 4/13 | 4:00 p.m. | Varsity | League | Normal | Away | StJoseph | Loss | 6-5 | | St. Joseph High School-Baseball Diamond | |
| SAT 4/16 | 12:00 p.m. | Varsity | League | Normal | Away | Weston | Loss | 8-7 | | Weston High School-Revson #1 (Varsity) | |
| MON 4/18 | 4:00 p.m. | Varsity | League | Normal | Home | BrienMcMahon | Win | 7-6 | | Stamford High School-SHS Baseball Diamond | |
| WED 4/20 | 7:00 p.m. | Varsity | League | Normal | Home | Danbury | Loss | 2-3 | | Stamford High School-Cubeta Stadium | |
| FRI 4/22 | 4:00 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 12-3 | | Kiwanis Field-Baseball Diamond | |
| MON 4/25 | 7:00 p.m. | Varsity | League | Normal | Home | Wilton | Loss | 8-5 | | Cubeta Stadium | |
| WED 4/27 | 4:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Win | 8-5 | | Mead Park-Baseball Field | |
| FRI 4/29 | 4:30 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 11-6 | | Stamford High School-SHS Baseball Diamond | |
| TUE 5/3 | 4:30 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 6-1 | | Stamford High School-SHS Baseball Diamond | |
| THU 5/5 | 4:30 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Win | 3-0 | | Kiwanis Field-Baseball Diamond | |
| MON 5/9 | 7:00 p.m. | Varsity | League | Normal | Away | Westhill | Loss | 3-1 | | Cubeta Stadium | |
| WED 5/11 | 7:00 p.m. | Varsity | League | Normal | Home | Norwalk | Loss | 10-4 | | Stamford High School-Cubeta Stadium | |
| THU 5/12 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Loss | 9-3 | | Darien High School-DHS Baseball - Varsity Field | |
| TUE 5/17 | 4:30 p.m. | Varsity | League | Normal | Away | Staples | Loss | 16-3 | | Staples High School-Baseball Diamond | |
| WED 5/18 | 4:30 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 11-1 | | Greenwich High School-Baseball Field | |
| MON 5/23 | 4:30 p.m. | Varsity | League | Normal | Home | BridgeportCentral | Win | 13-1 | | Stamford High School-SHS Baseball Diamond | |