| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 4/1 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Loss | 0-7 | | DHS Tennis Courts | |
| TUE 4/2 | 4:00 p.m. | Varsity | League | Normal | Away | Westhill | Loss | 0-7 | | Westhill Tennis Courts | |
| THU 4/4 | 4:00 p.m. | Varsity | League | Normal | Home | StJoseph | Loss | 0-7 | | Central H.S. Tennis Courts | |
| MON 4/8 | 4:00 p.m. | Varsity | League | Normal | Home | NewCanaan | Loss | 0-7 | | Central H.S. Tennis Courts | |
| TUE 4/9 | 4:00 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 0-7 | | FWHS Blake Courts | |
| THU 4/11 | 4:00 p.m. | Varsity | League | Normal | Away | Staples | Loss | 0-7 | | Staples HS-Tennis Courts | |
| MON 4/15 | 10:00 a.m. | Varsity | League | Normal | Home | Norwalk | Loss | 0-6 | | Central H.S. Tennis Courts | |
| TUE 4/16 | 4:00 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 0-7 | | Central H.S. Tennis Courts | |
| TUE 4/23 | 4:00 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 0-7 | | Fairfield Ludlowe Tennis Courts | |
| THU 4/25 | 4:00 p.m. | Varsity | League | Normal | Home | Wilton | Loss | 0-7 | | Central H.S. Tennis Courts | |
| MON 4/29 | 4:00 p.m. | Varsity | League | Normal | Home | Danbury | Loss | 0-7 | | Central H.S. Tennis Courts | |
| TUE 4/30 | 4:30 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 0-7 | | GHS Tennis Courts | |
| THU 5/2 | 4:00 p.m. | Varsity | League | Normal | Away | TrinityCatholic | Loss | 205 | | Scalzi Park | |
| MON 5/6 | 4:00 p.m. | Varsity | League | Normal | Away | Stamford | Loss | 0-7 | | | |
| TUE 5/7 | 4:00 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 0-7 | | Central H.S. Tennis Courts | |
| THU 5/9 | 4:00 p.m. | Varsity | League | Normal | Home | BrienMcMahon | Loss | 0-7 | | Central H.S. Tennis Courts | |