| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/5 | 3:30 p.m. | Varsity | League | Normal | Away | JosephForan | Loss | 7-0 | | Foran High School -Richard A. Herman Memorial Tennis Courts | |
| TUE 4/12 | 3:45 p.m. | Varsity | League | Normal | Home | HCWilcoxRVT | Loss | 4-3 | | Eisenhower Park-Eisenhower | |
| WED 4/13 | 3:45 p.m. | Varsity | League | Normal | Home | GrassoSoutheasternRVT | Loss | 5-2 | | Eisenhower Park-Eisenhower | |
| THU 4/14 | 1:00 p.m. | Varsity | League | Normal | Away | WilburCross | Loss | 1-6 | | Wilbur Cross High School-Wilbur Cross Tennis Courts | |
| THU 5/5 | 3:45 p.m. | Varsity | League | Normal | Away | HCWilcoxRVT | Win | 4-3 | | Wilcox Tech-Tennis Courts | |
| TUE 5/10 | 3:45 p.m. | Varsity | League | Normal | Away | GrassoSoutheasternRVT | Loss | 6-1 | | Washington Park-Washington Park Tennis Courts | |
| WED 5/11 | 3:45 p.m. | Varsity | League | Normal | Home | HenryAbbottRVT | Loss | 7-0 | | Eisenhower Park | |
| THU 5/12 | 3:45 p.m. | Varsity | League | Normal | Away | HenryAbbottRVT | Loss | 0-7 | | Abbott V-T School-Abbott Tech Tennis Complex | |