| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 4/5 | 3:45 PM | Varsity | League | Normal | Away | St. Bernard - Wheeler | Loss | 3-4 | | St. Bernard School - Tennis Courts | 2:20 PM |
| TUE 4/9 | 4:00 PM | Varsity | League | Normal | Home | Montville | Loss | 1-6 | | Lyman Memorial High School - Tennis Courts | |
| MON 4/15 | 3:45 PM | Varsity | League | Normal | Away | Ledyard | Loss | 0-7 | | Ledyard High School - Tennis Courts | 2:00 PM |
| WED 4/17 | 4:00 PM | Varsity | League | Normal | Home | New London | Loss | 2-5 | | Lyman Memorial High School - Tennis Courts | |
| FRI 4/19 | 4:00 PM | Varsity | League | Normal | Home | Stonington | Loss | 0-7 | | Lyman Memorial High School - Tennis Courts | |
| MON 4/22 | 4:00 PM | Varsity | League | Normal | Home | Woodstock Academy | Loss | 3-4 | | Lyman Memorial High School - Tennis Courts | |
| WED 4/24 | 6:00 PM | Varsity | League | Normal | Away | Waterford | Loss | 0-7 | | Waterford High School - Tennis Courts - WHS | 4:15 PM |
| FRI 4/26 | 3:45 PM | Varsity | League | Normal | Home | Norwich Free Academy | Win | 7-0 | | Lyman Memorial High School - Tennis Courts | |
| MON 4/29 | 3:45 PM | Varsity | League | Normal | Away | Montville | Loss | 2-5 | | Leary Park - Tennis Courts | 2:15 PM |
| WED 5/1 | 4:00 PM | Varsity | League | Normal | Home | East Lyme | Loss | 0-7 | | Lyman Memorial High School - Tennis Courts | |
| THU 5/2 | 3:45 PM | Varsity | League | Normal | Away | Fitch | Loss | 0-7 | | Fitch High School - Main Tennis Courts | 1:45 PM |
| SAT 5/4 | 11:00 AM | Varsity | League | Normal | Away | Killingly | Loss | 0-7 | | Killingly High School - Tennis Courts | 9:15 AM |
| TUE 5/7 | 3:30 PM | Varsity | League | Normal | Away | New London | Loss | 2-5 | | New London High School - NLHS Tennis Courts | 2:30 PM |
| MON 5/13 | 3:45 PM | Varsity | League | Normal | Home | St. Bernard - Wheeler | | | | Lyman Memorial High School - Tennis Courts | |
| MON 5/20 | 3:00 PM | Varsity | Postseason | Normal | Away | St. Bernard - Wheeler | Tied | | | East Lyme High School - Tennis Courts | |
| Montville | Tied | |
| Norwich Free Academy | Tied | |
| Woodstock Academy | Tied | |
| Killingly | Tied | |
| Ledyard | Tied | |
| Fitch | Tied | |
| East Lyme | Tied | |
| Waterford | Tied | |
| Stonington | Tied | |
| Tied | |
| TUE 5/21 | 3:00 PM | Varsity | Postseason | Normal | Away | | | | | East Lyme High School - Tennis Courts | |
| | |
| Stonington | | |
| Waterford | | |
| East Lyme | | |
| Fitch | | |
| Ledyard | | |
| Woodstock Academy | | |
| Norwich Free Academy | | |
| Montville | | |
| St. Bernard - Wheeler | | |
| WED 5/22 | 3:00 PM | Varsity | Postseason | Normal | Away | St. Bernard - Wheeler | | | | Stonington High School - SHS Tennis Courts | |
| Montville | | |
| Norwich Free Academy | | |
| Woodstock Academy | | |
| Ledyard | | |
| Fitch | | |
| East Lyme | | |
| Waterford | | |
| Stonington | | |
| | |
| | |