| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 4/3 | 4:00 p.m. | Varsity | League | Normal | Away | Trumbull | Loss | 1-6 | | Trumbull H.S. | |
| THU 4/4 | 4:00 p.m. | Varsity | League | Normal | Away | Danbury | Loss | 0-7 | | Danbury High School Tennis Courts | |
| MON 4/8 | 4:15 p.m. | Varsity | League | Normal | Home | Wilton | Loss | 0-7 | | Central H.S. Tennis Courts | |
| TUE 4/9 | 4:00 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 0-7 | | Central H.S. Tennis Courts | |
| THU 4/11 | 4:00 p.m. | Varsity | League | Normal | Away | StJoseph | Loss | 1-6 | | St. Joseph High School | |
| MON 4/15 | 4:00 p.m. | Varsity | League | Normal | Home | Staples | Loss | 0-7 | | Central H.S. Tennis Courts | |
| MON 4/22 | 4:00 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 0-7 | | GHS Tennis Courts | |
| TUE 4/23 | 4:00 p.m. | Varsity | League | Normal | Away | Norwalk | Win | 4-3 | | Norwalk HIgh School | |
| THU 4/25 | 4:00 p.m. | Varsity | League | Normal | Home | FairfieldWarde | Loss | 0-7 | | Central H.S. Tennis Courts | |
| TUE 4/30 | 4:00 p.m. | Varsity | League | Normal | Away | Stamford | Loss | 1-6 | | Stamford High School | |
| THU 5/2 | 4:00 p.m. | Varsity | League | Normal | Home | FairfieldLudlowe | Loss | 0-7 | | Central H.S. Tennis Courts | |
| TUE 5/7 | 4:00 p.m. | Varsity | League | Normal | Home | Darien | Loss | 0-7 | | Central H.S. Tennis Courts | |
| FRI 5/10 | 4:00 p.m. | Varsity | League | Normal | Home | NewCanaan | Loss | 0-7 | | Central H.S. Tennis Courts | |
| MON 5/13 | 4:00 p.m. | Varsity | League | Normal | Away | BrienMcMahon | Loss | 0-7 | | Brien McMahon HS | |
| TUE 5/14 | 4:00 p.m. | Varsity | League | Normal | Home | TrinityCatholic | Win | 4-3 | | Central H.S. Tennis Courts | |
| THU 5/16 | TBA | Varsity | League | Normal | Away | Westhill | Loss | 0-7 | | Westhill Tennis Courts | |