| Date | Location | Result | |
| Oct 31, 2019 | Newburgh, N.Y. | Mt. St. Mary (NY) 3, Old Westbury 0 (25-15,25-13,25-12) | Box score |
| Oct 29, 2019 | Farmingdale, N.Y. | Farmingdale St. 3, Old Westbury 1 (25-20,25-18,23-25,25-21) | Box score |
| Oct 25, 2019 | New York, N.Y. | CCNY 3, Old Westbury 0 (25-12,25-9,25-14) | Box score |
| Oct 23, 2019 | Throggs Neck, N.Y. | Old Westbury 3, Maritime 2 (18-25,19-25,28-26,25-20,17-15) | Box score |
| Oct 21, 2019 | Kings Point, N.Y. | Merchant Marine 3, Old Westbury 0 (25-13,25-17,25-11) | Box score |
| Oct 19, 2019 | Wilkes-Barre, Pa. | King's (PA) 3, Old Westbury 0 (25-7,25-18,25-17) | Box score |
| Oct 19, 2019 | Wilkes-Barre, Pa | Old Westbury 3, Medgar Evers 0 (25-12,25-9,25-7) | Box score |
| Oct 17, 2019 | Farmingdale, N.Y. | FDU-Florham 3, Old Westbury 0 (25-17,25-15,25-10) | Box score |
| Oct 14, 2019 | Purchase, N.Y. | Old Westbury 3, Purchase 0 (25-13,26-24,25-10) | Box score |
| Oct 9, 2019 | Bronxville, N.Y. | Sarah Lawrence 3, Old Westbury 0 (25-17,25-21,26-24) | Box score |
| Oct 7, 2019 | Farmingdale, N.Y. | St. Joseph's (Brkln) 3, Old Westbury 2 (21-25,25-19,14-25,25-20,15-6) | Box score |
| Oct 3, 2019 | Patchogue, N.Y. | St. Joseph's (L.I.) 3, Old Westbury 0 (25-14,25-15,25-19) | Box score |
| Oct 1, 2019 | Old Westbury, N.Y. | Manhattanville 3, Old Westbury 0 (25-15,25-17,25-7) | Box score |
| Sep 29, 2019 | Dix Hills, N.Y. | Old Westbury 3, Five Towns 0 (25-10,25-22,25-12) | Box score |
| Sep 25, 2019 | Riverdale, N.Y. | CMSV 3, Old Westbury 0 (25-11,25-19,25-16) | Box score |
| Sep 22, 2019 | Old Westbury, N.Y. | Old Westbury 3, Yeshiva 0 (25-4,25-8,25-7) | Box score |
| Sep 21, 2019 | Old Westbury, N.Y. | Old Westbury 3, York (NY) 0 (25-21,25-9,25-17) | Box score |
| Sep 21, 2019 | Old Westbury, N.Y. | Old Westbury 3, Medgar Evers 0 (25-4,25-7,25-15) | Box score |
| Sep 14, 2019 | Wayne, N.J. | William Paterson 3, Old Westbury 1 (25-13,23-25,25-18,25-18) | Box score |
| Sep 10, 2019 | Old Westbury, N.Y. | Baruch 3, Old Westbury 0 (25-13,25-19,25-12) | Box score |
| Sep 4, 2019 | Bronx, N.Y. | Old Westbury 3, Lehman 0 (25-13,25-12,25-12) | Box score |