| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 3/22 | 3:45 PM | Varsity | Scrimmage | Normal | Away | Nonnewaug | | | | Nonnewaug High School - Tennis Courts | 3:00 PM |
| THU 3/28 | Canceled | Varsity | Scrimmage | Canceled | Away | Cheshire | | | | Cheshire High School - Tennis Courts | |
| MON 4/8 | 4:00 PM | Varsity | League | Normal | Home | Newtown | Loss | 3-4 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| TUE 4/9 | 6:00 PM | Varsity | League | Normal | Home | Bethel | Win | 6-1 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| WED 4/10 | 3:45 PM | Varsity | League | Normal | Home | New Fairfield | Win | 7-0 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| SAT 4/13 | 10:00 AM | Varsity | Non-League | Normal | Home | Wilcox Tech | Win | 7-0 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| MON 4/15 | 11:00 AM | Varsity | Non-League | Normal | Home | Naugatuck | Win | 7-0 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| WED 4/17 | 10:00 AM | Varsity | League | Normal | Away | Bunnell | Win | 7-0 | | Bunnell HS - Bunnell Tennis Courts | 8:30 AM |
| THU 4/25 | 3:45 PM | Varsity | League | Normal | Away | Weston | Loss | 1-6 | | Weston High School - WHS Tennis Courts | 2:30 PM |
| SAT 4/27 | 9:30 AM | Varsity | League | Normal | Home | Joel Barlow | Loss | 3-4 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| MON 4/29 | 3:45 PM | Varsity | League | Normal | Away | Stratford | Win | 7-0 | | Flood Middle School - Flood MS Tennis Courts | 2:30 PM |
| WED 5/1 | 3:45 PM | Varsity | Non-League | Normal | Away | Wilcox Tech | Win | 7-0 | | Wilcox Tech - Tennis Courts | 2:15 PM |
| THU 5/2 | 3:45 PM | Varsity | Non-League | Normal | Away | Nonnewaug | Loss | 3-4 | | Nonnewaug High School - Tennis Courts | 2:45 PM |
| FRI 5/3 | 3:45 PM | Varsity | League | Normal | Home | New Milford | Win | 4-3 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| MON 5/6 | 3:45 PM | Varsity | League | Normal | Away | Masuk | Win | 4-3 | | Wolfe Park - Tennis Courts | 2:30 PM |
| WED 5/8 | 3:45 PM | Varsity | League | Normal | Away | Immaculate | Win | 7-0 | | Rogers Park (Danbury, CT) - Tennis Courts | 2:30 PM |
| MON 5/13 | 3:45 PM | Varsity | League | Normal | Home | Brookfield | Win | 6-1 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| FRI 5/24 | 1:00 PM | Varsity | Postseason | Normal | Home | New Milford | Win | 5-2 | | Edgewood Bath and Tennis Club - Edgewood Bath and Tennis Club | |
| TUE 5/28 | 3:45 PM | Varsity | Tournament | Normal | Away | Cheshire | Loss | 0-7 | | Cheshire High School - Tennis Courts | 2:30 PM |