| Game # | Date | Time | Home | Result | Opponent | Location |
|---|---|---|---|---|---|---|
| 3874446 | 12-03-2019 | 04:30PM | PUTNAM VALLEY H.S. | W 50 : 37 | PLEASANTVILLE HS | |
| 3931945 | 12-05-2019 | 06:00PM | BREWSTER CSD | W 53 : 49 | PLEASANTVILLE HS | BREWSTER HS |
| 3874465 | 12-07-2019 | 03:00PM | PLEASANTVILLE HS | W 61 : 29 | BLIND BROOK HS | |
| 3892469 | 12-09-2019 | 04:30PM | PLEASANTVILLE HS | W 42 : 27 | FOX LANE HS | PLEASANTVILLE HS |
| 3940219 | 12-12-2019 | 05:00PM | PLEASANTVILLE HS | L 52 : 58 | WHITE PLAINS HS | |
| 3940237 | 12-13-2019 | 07:00PM | PLEASANTVILLE HS | W 73 : 35 | NYACK HS | |
| 3874566 | 12-16-2019 | 04:30PM | BRIARCLIFF HS | W 63 : 45 | PLEASANTVILLE HS | BRIARCLIFF HS |
| 3874487 | 12-20-2019 | 04:30PM | PLEASANTVILLE HS | L 48 : 54 | CROTON-HARMON HS | |
| 3874542 | 01-06-2020 | 04:30PM | PLEASANTVILLE HS | W 49 : 23 | EDGEMONT HS | |
| 3874544 | 01-08-2020 | 04:30PM | PLEASANTVILLE HS | W 48 : 31 | WESTLAKE HS | |
| 3874534 | 01-14-2020 | 04:30PM | PLEASANTVILLE HS | L 55 : 66 | HASTINGS HIGH SCHOOL | |
| 3874580 | 01-16-2020 | 04:30PM | CROTON-HARMON HS | W 52 : 35 | PLEASANTVILLE HS | |
| 3874594 | 01-18-2020 | 10:30AM | DOBBS FERRY HS | L 54 : 56 | PLEASANTVILLE HS | |
| 3924016 | 01-22-2020 | 06:00PM | CARMEL HS | L 53 : 60 | PLEASANTVILLE HS | CARMEL HS |
| 3880439 | 01-24-2020 | 04:30PM | PLEASANTVILLE HS | W 49 : 32 | HORACE GREELEY HS | PLEASANTVILLE HS |
| 3874619 | 01-30-2020 | 06:30PM | VALHALLA HS | L 54 : 61 | PLEASANTVILLE HS | |
| 3874450 | 02-01-2020 | 12:00PM | PLEASANTVILLE HS | W 61 : 40 | HALDANE HS | |
| 3874633 | 02-05-2020 | 04:30PM | WESTLAKE HS | L 32 : 53 | PLEASANTVILLE HS | |
| 3874519 | 02-07-2020 | 04:30PM | PLEASANTVILLE HS | W 58 : 41 | VALHALLA HS | |
| 3874659 | 02-11-2020 | 04:30PM | PLEASANTVILLE HS | W 44 : 39 | BRIARCLIFF HS |
