| Date | Away | Time/Results | Home | Venue | Notes |
|---|---|---|---|---|---|
Scotch Plains-Fanwood  |  Westfield | Tamaques Park | - | ||
Ridge  | Westfield | Tamaques Park | - | ||
| Westfield |  New Providence | Community Pool Tennis Courts - New Providence | - | ||
Oak Knoll  | Westfield | Tamaques Park | - | ||
| Westfield |  Holy Angels | Newark Academy High School | - | ||
Kent Place  | Westfield | Tamaques Park | - | ||
| Westfield | 2 - 3 |  Summit | Memorial Park - Summit | - | |
| Westfield | 5 - 0 | Scotch Plains-Fanwood | Le Grande Avenue Tennis Courts | - | |
| Westfield | 3 - 2 | New Providence | Community Pool Tennis Courts - New Providence | - | |
| New Providence | Westfield | Tamaques Park | - | ||
| Westfield | 5 - 0 | Oak Knoll | Nomahegan Tennis Facility | - | |
| Kent Place | 4 - 1 | Westfield | Tamaques Park | - | |
Multiple Schools  | Westfield | Westfield Tennis Club | - | ||
TBD  | Westfield | Donald Van Blake Tennis Facility in Plainfield | - | ||
| TBD | TBD | Donald Van Blake Tennis Facility in Plainfield | - | ||
| Summit | 1 - 4 | Westfield | Tamaques Park | - | |
Watchung Hills  | 0 - 5 | Westfield | Tamaques Park | NJSIAA Sectional Quarterfinal | |
| Westfield |  Pingry | Pingry School | - | ||
J.P. Stevens  | 2 - 3 | Westfield | Tamaques Park | NJSIAA Sectional Semifinal | |
| Westfield | 1 - 4 | Ridge | Pleasant Valley Park | NJSIAA Sectional Championship |