Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| 4:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Forfeit | Forfeit | | NCHS Tennis Courts | |
WED 4/4 | 4:00 p.m. | Varsity | League | Normal | Away | Wilton | Loss | 0-7 | | Wilton High School | |
THU 4/5 | 4:00 p.m. | Varsity | League | Normal | Away | Ridgefield | Loss | 0-7 | | RHS Tennis Courts | |
MON 4/9 | 4:00 p.m. | Varsity | League | Normal | Home | StJoseph | Loss | 3-4 | | Central H.S. Tennis Courts | |
MON 4/16 | 12:00 p.m. | Varsity | League | Normal | Away | Norwalk | Loss | 2-5 | | Norwalk High School | |
TUE 4/17 | 2:00 p.m. | Varsity | League | Normal | Away | Staples | Loss | 0-7 | | Staples HS-Tennis Courts | |
MON 4/23 | 3:45 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 0-7 | | FWHS Blake Courts | |
TUE 4/24 | 4:00 p.m. | Varsity | League | Normal | Home | Westhill | Loss | 1-6 | | Central H.S. Tennis Courts | |
THU 4/26 | 4:00 p.m. | Varsity | League | Normal | Home | Stamford | Loss | 3-4 | | Central H.S. Tennis Courts | |
MON 4/30 | 4:00 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 0-7 | | Fairfield Ludlowe Tennis Courts | |
THU 5/3 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Loss | 0-7 | | DHS Tennis Courts | |
TUE 5/8 | 4:00 p.m. | Varsity | League | Normal | Home | BrienMcMahon | Loss | 0-7 | | Central H.S. Tennis Courts | |
THU 5/10 | 4:00 p.m. | Varsity | League | Normal | Away | TrinityCatholic | Win | 4-3 | | Scalzi Park | |
MON 5/14 | 4:00 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 0-7 | | Central H.S. Tennis Courts | |
WED 5/16 | 3:00 p.m. | Varsity | League | Normal | Home | Greenwich | Loss | 0-7 | | Central H.S. Tennis Courts | |
THU 5/17 | 4:00 p.m. | Varsity | League | Normal | Home | Danbury | Loss | 2-5 | | Central H.S. Tennis Courts | |