| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 3/30 | 10:00 AM | Varsity | Non-League | Normal | Home | New Fairfield | Win | 7-0 | | Danbury High School - DHS Tennis Courts | |
| SAT 4/6 | 11:00 AM | Varsity | Non-League | Normal | Away | Abbott Tech | Win | 6-1 | | Abbott V-T School - Abbott Tech Tennis Complex | |
| MON 4/8 | 5:00 PM | Varsity | League | Normal | Home | New Canaan | Loss | 0-7 | | Danbury High School - DHS Tennis Courts | |
| TUE 4/9 | 4:00 PM | Varsity | League | Normal | Away | Trumbull | Loss | 0-7 | | Trumbull High School - Tennis Courts | 2:15 PM - 1 Bus - STA |
| SAT 4/13 | 11:00 AM | Varsity | League | Normal | Home | Fairfield Ludlowe | Loss | 0-7 | | Danbury High School - DHS Tennis Courts | |
| MON 4/15 | 2:00 PM | Varsity | League | Normal | Home | Westhill | Loss | 0-7 | | Danbury High School - DHS Tennis Courts | |
| TUE 4/16 | 4:00 PM | Varsity | League | Normal | Away | Brien McMahon | Loss | 2-5 | | Brien McMahon High School - Tennis Courts | 2:15 PM - 1 Bus - STA |
| FRI 4/19 | 2:30 PM | Varsity | League | Normal | Away | Wilton | Loss | 0-7 | | Wilton High School - Tennis Courts | 12:45 PM - 1 Bus - STA |
| MON 4/22 | 4:30 PM | Varsity | League | Normal | Home | Stamford | Win | 5-2 | | Danbury High School - DHS Tennis Courts | |
| THU 4/25 | 4:15 PM | Varsity | League | Normal | Away | Greenwich | Loss | 0-7 | | Greenwich High School - Tennis Courts | 2:30 PM - 1 Bus - STA |
| FRI 4/26 | 4:00 PM | Varsity | League | Normal | Home | Fairfield Warde | Loss | 0-7 | | Danbury High School - DHS Tennis Courts | |
| MON 4/29 | 4:00 PM | Varsity | League | Normal | Away | Norwalk | Win | 4-3 | | Grassroots Tennis and Education - Grassroots Tennis Courts | 2:15 PM - 1 Bus - STA |
| TUE 4/30 | 4:00 PM | Varsity | League | Normal | Away | Ridgefield | Loss | 0-7 | | Ridgefield High School - RHS Tennis Courts | 2:15 PM - 1 Bus - STA |
| THU 5/2 | 4:00 PM | Varsity | League | Normal | Home | Darien | Loss | 2-5 | | Danbury High School - DHS Tennis Courts | |
| MON 5/6 | 4:00 PM | Varsity | League | Normal | Away | Staples | Loss | 0-7 | | Staples High School - Staples Tennis Courts | 2:15 PM - 1 Bus - STA |
| TUE 5/7 | 4:30 PM | Varsity | League | Normal | Home | Bridgeport Central | | | | Danbury High School - DHS Tennis Courts | |
| THU 5/9 | 4:00 PM | Varsity | League | Normal | Home | St. Joseph | | | | Danbury High School - DHS Tennis Courts | |