Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| 4:00 p.m. | Varsity | League | Normal | Away | Masuk | Win | 14-4 (5) | | John Giampaolo Baseball Field @ Masuk High School | |
MON 4/1 | 4:00 p.m. | Varsity | League | Normal | Away | WmHall | Win | 15-1 (6) | | Hall HS Varsity Baseball Field | |
THU 4/4 | 4:00 p.m. | Varsity | League | Normal | Home | NewMilford | Win | 11-1 (5) | | Staples HS Baseball Field | |
SAT 4/6 | 1:00 p.m. | Varsity | League | Normal | Away | Xavier | Loss | 2-3 | | Pat Kidney Field, Farm Hill Rd, Middletown | |
WED 4/10 | 4:00 p.m. | Varsity | League | Normal | Home | Danbury | Win | 6-4 | | Staples HS Baseball Field | |
THU 4/11 | 4:00 p.m. | Varsity | League | Normal | Home | FairfieldWarde | Win | 14-8 | | Staples HS Baseball Field | |
FRI 4/12 | 4:15 p.m. | Varsity | League | Normal | Away | TrinityCatholic | Win | 13-0 (5) | | Trinity Catholic's Lione Field | |
TUE 4/16 | 4:00 p.m. | Varsity | League | Normal | Away | Wilton | Win | 16-2 (5) | | WHS Varsity Baseball Field | |
WED 4/17 | 12:00 p.m. | Varsity | League | Normal | Home | Trumbull | Win | 1-0 | | Staples HS Baseball Field | |
TUE 4/23 | 4:30 p.m. | Varsity | League | Normal | Away | Greenwich | Win | 7-5 | | Julian Curtiss School | |
WED 4/24 | 4:00 p.m. | Varsity | League | Normal | Away | Norwalk | Win | 13-1 | | Callahan Complex at Nathan Hale Upper | |
SAT 4/27 | 2:00 p.m. | Varsity | League | Normal | Home | BrienMcMahon | Win | 7-6 | | Staples HS Baseball Field | |
MON 4/29 | 4:00 p.m. | Varsity | League | Normal | Home | Westhill | Loss | 7-2 | | Staples HS Baseball Field | |
WED 5/1 | 4:00 p.m. | Varsity | League | Normal | Away | Stamford | Win | 11-1 (5) | | SHS Baseball Field | |
FRI 5/3 | 4:00 p.m. | Varsity | League | Normal | Home | Ridgefield | Win | 2-0 | | Staples HS Baseball Field | |
MON 5/6 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Win | 3-0 | | DHS Baseball Varsity Field | |
WED 5/8 | 4:00 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 14-0 | | Kiwanis Field | |
FRI 5/10 | 4:00 p.m. | Varsity | League | Normal | Home | BridgeportCentral | Win | 5-4 | | Staples HS Baseball Field | |
WED 5/15 | 4:00 p.m. | Varsity | League | Normal | Away | StJoseph | Win | 14-1 (5) | | St. Joseph High School | |
THU 5/16 | 4:00 p.m. | Varsity | League | Normal | Home | NewCanaan | Win | 6-2 | | Staples HS Baseball Field | |