| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/16 | 3:45 PM | Varsity | League | Normal | Away | Windham / Windham Tech | Win | 4-3 | | Eastern Connecticut State University - Tennis Courts | |
| WED 4/17 | 3:45 PM | Varsity | League | Normal | Away | Norwich Free Academy | Loss | 2-5 | | Rec Fields - Armstrong Tennis Courts | |
| FRI 4/19 | 3:45 PM | Varsity | Non-League | Normal | Away | Norwich Tech | Win | 4-3 | | Norwich Technical High School - NTHS Outdoor Athletic Complex | |
| MON 4/22 | 3:45 PM | Varsity | League | Normal | Home | St. Bernard | Loss | 0-7 | | Leary Park - Tennis Courts | |
| TUE 4/23 | 3:45 PM | Varsity | League | Normal | Away | East Lyme | Loss | 0-7 | | East Lyme High School - Tennis Courts | |
| FRI 4/26 | 3:45 PM | Varsity | League | Normal | Away | New London | Win | 4-3 | | New London High School - NLHS Tennis Courts | |
| TUE 4/30 | 3:45 PM | Varsity | League | Normal | Away | Stonington | Loss | 0-7 | | Stonington High School - SHS Tennis Courts | |
| WED 5/1 | 3:45 PM | Varsity | League | Normal | Home | New London | Win | 5-2 | | Leary Park - Tennis Courts | |
| THU 5/2 | 3:45 PM | Varsity | League | Normal | Away | Ledyard | Loss | 1-6 | | Ledyard High School - Tennis Courts | |
| FRI 5/3 | 3:45 PM | Varsity | League | Normal | Away | Fitch | Loss | 0-7 | | Fitch High School - Main Tennis Courts | |
| MON 5/6 | 2:00 PM | Varsity | League | Normal | Away | Lyman Memorial | Loss | 1-6 | | Lyman Memorial High School - Tennis Courts | |
| MON 5/6 | 4:00 PM | Varsity | League | Normal | Away | Lyman Memorial | Win | 4-3 | | Lyman Memorial High School - Tennis Courts | |
| TUE 5/7 | 5:00 PM | Varsity | League | Normal | Away | Waterford | Loss | 0-7 | | Waterford High School - Tennis Courts - WHS | |
| SAT 5/11 | 9:00 AM | Varsity | League | Normal | Away | Woodstock Academy | Loss | 0-7 | | Pomfret School - Field House | |
| MON 5/13 | 3:45 PM | Varsity | League | Normal | Home | Windham / Windham Tech | Win | 4-3 | | Leary Park - Tennis Courts | |
| TUE 5/14 | 3:45 PM | Varsity | League | Normal | Away | St. Bernard | Loss | 1-6 | | St. Bernard School - Tennis Courts | |
| FRI 5/17 | 3:45 PM | Varsity | League | Normal | Away | Norwich Free Academy | Win | 6-1 | | Rec Fields - Armstrong Tennis Courts | |
| MON 5/20 | 3:00 PM | Varsity | Postseason | Normal | Away | | | | | Stonington High School - SHS Tennis Courts | |
| East Lyme | | |
| Fitch | | |
| Killingly | | |
| Ledyard | | |
| Lyman Memorial | | |
| Norwich Free Academy | | |
| St. Bernard | | |
| Stonington | | |
| Waterford | | |
| Windham / Windham Tech | | |
| Woodstock Academy | | |
| TUE 5/21 | 3:00 PM | Varsity | Postseason | Normal | Away | | | | | Stonington High School - SHS Tennis Courts | |
| East Lyme | | |
| Fitch | | |
| Killingly | | |
| Ledyard | | |
| Lyman Memorial | | |
| Norwich Free Academy | | |
| St. Bernard | | |
| Stonington | | |
| Waterford | | |
| Windham / Windham Tech | | |
| Woodstock Academy | | |
| WED 5/22 | 3:00 PM | Varsity | Postseason | Normal | Away | | | | | Stonington High School - SHS Tennis Courts | |
| East Lyme | | |
| Fitch | | |
| Killingly | | |
| Ledyard | | |
| Lyman Memorial | | |
| Norwich Free Academy | | |
| St. Bernard | | |
| Stonington | | |
| Waterford | | |
| Windham / Windham Tech | | |
| Woodstock Academy | | |