| Game # | Date | Time | Home | Result | Opponent | Location |
|---|---|---|---|---|---|---|
| 3862299 | 09-28-2019 | 01:00PM | PLEASANTVILLE HS | W 4 : 0 | PAWLING HS | PLEASANTVILLE HS |
| 3808357 | 10-10-2019 | 04:30PM | CROTON-HARMON HS | L 0 : 5 | PLEASANTVILLE HS | |
| 3808261 | 10-02-2019 | 04:30PM | PLEASANTVILLE HS | W 4 : 2 | BLIND BROOK HS | |
| 3862391 | 10-04-2019 | 04:30PM | RYE NECK HS | W 2 : 0 | PLEASANTVILLE HS | RYE NECK HS |
| 3808287 | 09-18-2019 | 04:30PM | ALEXANDER HAMILTON | W 2 : 1 | PLEASANTVILLE HS | |
| 3808279 | 09-16-2019 | 04:30PM | PLEASANTVILLE HS | W 1 : 0 | EDGEMONT HS | |
| 3808242 | 08-29-2019 | 04:30PM | NORTH SALEM HS | L 2 : 3 | PLEASANTVILLE HS | NORTH SALEM HS |
| 3808291 | 09-20-2019 | 04:30PM | PLEASANTVILLE HS | W 4 : 0 | CROTON-HARMON HS | |
| 3808272 | 09-24-2019 | 04:30PM | ARDSLEY HS | W 2 : 1 | PLEASANTVILLE HS | ARDSLEY HIGH SCHOOL |
| 3808314 | 09-26-2019 | 04:30PM | PLEASANTVILLE HS | L 2 : 3 | WESTLAKE HS | |
| 3808394 | 10-18-2019 | 04:30PM | PLEASANTVILLE HS | T 1 : 1 | VALHALLA HS | |
| 3844083 | 09-09-2019 | 04:30PM | TUCKAHOE HS | T 3 : 3 | PLEASANTVILLE HS | TUCKAHOE HS |
| 3808331 | 09-04-2019 | 06:30PM | VALHALLA HS | L 0 : 2 | PLEASANTVILLE HS | VALHALLA HS |
| 3844588 | 09-07-2019 | 07:00PM | PLEASANTVILLE HS | T 2 : 2 | BRIARCLIFF HS | VALHALLA HS |
| 3808367 | 10-12-2019 | 12:00PM | BRIARCLIFF HS | L 0 : 1 | PLEASANTVILLE HS | BRIARCLIFF HS |
| 3808380 | 10-19-2019 | 12:00PM | WESTLAKE HS | L 0 : 1 | PLEASANTVILLE HS |
