Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TBA | Varsity | League | Normal | Away | Staples | | | | Staples HS-Tennis Courts | |
WED 4/9 | 3:45 p.m. | Varsity | League | Normal | Home | Cheshire | Win | 7 - 0 | | Amity High School | |
THU 4/10 | 4:00 p.m. | Varsity | League | Normal | Away | Weston | Win | 7 - 0 | | WHS Tennis Courts | |
FRI 4/11 | 3:45 p.m. | Varsity | League | Normal | Away | FairfieldCollegePreparatory | Win | 7 - 0 | | Walsh Athletic Center Courts, Fairfield University | |
MON 4/21 | 3:45 p.m. | Varsity | League | Normal | Home | Xavier | Win | 7 - 0 | | Amity High School | |
WED 4/23 | 3:45 p.m. | Varsity | League | Normal | Away | NotreDame | Win | 7 - 0 | | SCSU Tennis Courts | |
FRI 4/25 | 3:45 p.m. | Varsity | League | Normal | Home | Hamden | Win | 7 - 0 | | Amity High School | |
MON 4/28 | 3:45 p.m. | Varsity | League | Normal | Away | WestHaven | Win | 7 - 0 | | Painter Park Tennis Courts | |
FRI 5/2 | 3:45 p.m. | Varsity | League | Normal | Home | Shelton | Win | 7 - 0 | | Amity High School | |
MON 5/5 | 3:45 p.m. | Varsity | League | Normal | Away | JosephForan | Win | 7 - 0 | | Foran High School | |
WED 5/7 | 3:45 p.m. | Varsity | League | Normal | Away | Sheehan | Win | 7 - 0 | | Sheehan HS Tennis Courts | |
MON 5/12 | 3:45 p.m. | Varsity | League | Normal | Away | Branford | Win | 7 - 0 | | Branford High School-Tennis courts | |
TUE 5/13 | 3:45 p.m. | Varsity | League | Normal | Home | EastHaven | Win | 7 - 0 | | Amity High School | |
THU 5/15 | 3:45 p.m. | Varsity | League | Normal | Home | Guilford | Win | 5 - 2 | | Amity High School | |
SUN 5/18 | 1:00 p.m. | Varsity | League | Normal | Away | Cheshire | Win | 7 - 0 | | Cheshire High School Tennis Courts | |
TUE 5/20 | 3:45 p.m. | Varsity | League | Normal | Home | FairfieldCollegePreparatory | Win | 7 - 0 | | Amity High School | |
WED 5/21 | 3:00 p.m. | Varsity | League | Normal | Home | DanielHand | Loss | 4 - 3 | | Amity High School | |
TUE 5/27 | 3:45 p.m. | Varsity | League | Normal | Away | DanielHand | Win | 4 - 2 | | Polson Tennis Courts/DHHS Campus | |