| Game # | Date | Time | Home | Result | Opponent | Location |
|---|---|---|---|---|---|---|
| 3752006 | 04-02-2019 | 04:30PM | PAWLING HS | T 3 : 3 | ARDSLEY HS | |
| 3789523 | 04-25-2019 | 04:30PM | PAWLING HS | L 3 : 6 | CARMEL HS | PAWLING HS |
| 3752026 | 04-06-2019 | 03:00PM | PAWLING HS | L 1 : 8 | CROTON-HARMON HS | |
| 3752149 | 05-10-2019 | 04:30PM | PAWLING HS | W 2 : 1 | HALDANE HS | |
| 3789530 | 04-14-2019 | 04:30PM | PAWLING HS | W 11 : 6 | NON LEAGUE OPPONENT | DUTCHESS STADIUM |
| 3752050 | 04-10-2019 | 04:30PM | PAWLING HS | L 0 : 1 | NORTH SALEM HS | |
| 3752062 | 04-12-2019 | 04:30PM | PAWLING HS | L 4 : 10 | NORTH SALEM HS | PAWLING HS |
| 3789525 | 05-14-2019 | 03:30PM | PAWLING HS | L 8 : 11 | OUR LADY OF LOURDES HS | DUTCHESS STADIUM |
| 3751997 | 05-03-2019 | 04:30PM | TUCKAHOE HS | L 7 : 11 | PAWLING HS | PARKWAY OVAL |
| 3752037 | 04-08-2019 | 04:30PM | HASTINGS HIGH SCHOOL | W 6 : 0 | PAWLING HS | |
| 3752016 | 04-04-2019 | 04:30PM | WESTLAKE HS | W 13 : 1 | PAWLING HS | |
| 3752137 | 04-24-2019 | 04:00PM | HALDANE HS | L 1 : 8 | PAWLING HS | DUTCHESS STADIUM |
| 3767268 | 04-17-2019 | 02:00PM | OSSINING HS | W 12 : 5 | PAWLING HS | ANNE M. DORNER MS |
| 3768002 | 03-30-2019 | 01:00PM | BRIARCLIFF HS | W 6 : 1 | PAWLING HS | BRIARCLIFF HS |
| 3787512 | 04-29-2019 | 04:30PM | WEBUTUCK HS | L 5 : 8 | PAWLING HS | OUT OF REGION |
| 3787513 | 05-06-2019 | 04:30PM | NON LEAGUE OPPONENT | L 0 : 3 | PAWLING HS | DOVER HS |
| 3752126 | 05-01-2019 | 04:30PM | PUTNAM VALLEY H.S. | W 8 : 4 | PAWLING HS | |
| 3752114 | 05-02-2019 | 04:30PM | PAWLING HS | L 1 : 10 | PUTNAM VALLEY H.S. | CANCELLED DUE TO WEATHER |
| 3752066 | 04-16-2019 | 02:00PM | PAWLING HS | W 8 : 7 | RYE NECK HS | |
| 3789529 | 05-07-2019 | 04:30PM | PAWLING HS | W 10 : 5 | WEBUTUCK HS | PAWLING HS |
