| Game # | Date | Time | Home | Result | Opponent | Location |
|---|---|---|---|---|---|---|
| 3808353 | 10-04-2019 | 04:30PM | NORTH SALEM HS | W 2 : 0 | PAWLING HS | |
| 3808241 | 10-15-2019 | 04:30PM | PAWLING HS | L 0 : 2 | EDGEMONT HS | |
| 3808245 | 09-25-2019 | 04:00PM | PAWLING HS | W 2 : 0 | YONKERS MONTESSORI ACADEMY | |
| 3808313 | 09-24-2019 | 04:30PM | PUTNAM VALLEY H.S. | W 1 : 0 | PAWLING HS | |
| 3808326 | 10-03-2019 | 04:30PM | HALDANE HS | L 1 : 2 | PAWLING HS | |
| 3808379 | 10-12-2019 | 11:00AM | PAWLING HS | W 4 : 0 | PUTNAM VALLEY H.S. | |
| 3808252 | 09-10-2019 | 04:45PM | SOLOMON SCHECHTER SCHOOL | W 2 : 1 | PAWLING HS | |
| 3808260 | 09-12-2019 | 04:30PM | PAWLING HS | W 3 : 0 | WOODLANDS HS | |
| 3808277 | 09-16-2019 | 04:30PM | CROTON-HARMON HS | L 1 : 3 | PAWLING HS | |
| 3808405 | 10-10-2019 | 04:30PM | PAWLING HS | L 0 : 2 | NORTH SALEM HS | |
| 3889358 | 10-18-2019 | 06:00PM | PAWLING HS | L 0 : 1 | NON LEAGUE OPPONENT | |
| 3808392 | 09-21-2019 | 11:00AM | HALDANE HS | L 1 : 2 | PAWLING HS | |
| 3858201 | 10-01-2019 | 04:30PM | PAWLING HS | L 1 : 3 | OUR LADY OF LOURDES HS | |
| 3889357 | 10-21-2019 | 03:30PM | NON LEAGUE OPPONENT | W 1 : 0 | PAWLING HS | DOVER HS |
| 3862299 | 09-28-2019 | 01:00PM | PLEASANTVILLE HS | W 4 : 0 | PAWLING HS | PLEASANTVILLE HS |
| 3808271 | 10-19-2019 | 01:00PM | VALHALLA HS | W 5 : 0 | PAWLING HS | VALHALLA HS |
