| Date | Location | Result | |
| 03/07/19 | Sojka Pavilion, Lewisburg, Pa. | Bucknell 77, Holy Cross 65 | Box score |
| 03/05/19 | Kirby Sports Center, Easton, Pa. | Holy Cross 79, Lafayette 74 | Box score |
| 03/02/19 | Hart Center, Worcester, Mass. | American 86, Holy Cross 66 | Box score |
| 02/27/19 | Cotterell Court, Hamilton, N.Y. | Colgate 79, Holy Cross 59 | Box score |
| 02/24/19 | Stabler Arena, Bethlehem, Pa. | Holy Cross 73, Lehigh 71 | Box score |
| 02/18/19 | Hart Center, Worcester, Mass. | Boston University 70, Holy Cross 60 | Box score |
| 02/16/19 | Hart Center, Worcester, Mass. | Holy Cross 72, Bucknell 71 | Box score |
| 02/13/19 | Hart Center, Worcester, Mass. | Colgate 74, Holy Cross 70 | Box score |
| 02/10/19 | Kirby Sports Center, Easton, Pa. | Lafayette 69, Holy Cross 67 | Box score |
| 02/06/19 | Hart Center, Worcester, Mass. | Holy Cross 56, Army West Point 42 | Box score |
| 02/02/19 | Bender Arena, Washington, D.C. | American 66, Holy Cross 49 | Box score |
| 01/30/19 | Case Gymnasium, Boston, Mass. | Boston University 68, Holy Cross 54 | Box score |
| 01/26/19 | Hart Center, Worcester, Mass. | Holy Cross 69, Navy 64 | Box score |
| 01/23/19 | Christl Arena, West Point, N.Y. | Army West Point 76, Holy Cross 57 | Box score |
| 01/19/19 | Hart Center, Worcester, Mass. | Loyola (Md.) 67, Holy Cross 65 (OT) | Box score |
| 01/14/19 | Sojka Pavilion, Lewisburg, Pa. | Bucknell 93, Holy Cross 78 | Box score |
| 01/12/19 | Hart Center, Worcester, Mass. | Holy Cross 77, Lafayette 70 | Box score |
| 01/09/19 | Hart Center, Worcester, Mass. | Lehigh 99, Holy Cross 94 (OT) | Box score |
| 01/06/19 | Alumni Hall, Annapolis, Md. | Navy 50, Holy Cross 48 | Box score |
| 01/03/19 | Reitz Arena, Baltimore, Md. | Holy Cross 80, Loyola (Md.) 73 | Box score |
| 12/30/18 | Hynes Center, New Rochelle, N.Y. | Holy Cross 78, Iona 71 | Box score |
| 12/22/18 | Hart Center, Worcester, Mass. | Holy Cross 60, Siena 57 | Box score |
| 12/20/18 | Hart Center, Worcester, Mass. | Holy Cross 65, Canisius 63 | Box score |
| 12/08/18 | DCU Center, Worcester, Mass. | Rhode Island 79, Holy Cross 63 | Box score |
| 12/04/18 | Mullins Center, Amherst, Mass. | Holy Cross 82, Massachusetts 78 | Box score |
| 12/01/18 | Hart Center, Worcester, Mass. | Holy Cross 67, Fairleigh Dickinson 49 | Box score |
| 11/28/18 | Lavietes Pavilion, Cambridge, Mass. | Harvard 73, Holy Cross 62 | Box score |
| 11/20/18 | SEFCU Arena, Albany, N.Y. | Holy Cross 69, Albany 65 (OT) | Box score |
| 11/18/18 | Mohegan Sun Arena, Uncasville, Conn. | Holy Cross 57, Siena 45 | Box score |
| 11/16/18 | Mohegan Sun Arena, Uncasville, Conn. | Holy Cross 84, Stony Brook 70 | Box score |
| 11/13/18 | Dunkin' Donuts Center, Providence, R.I. | Providence 70, Holy Cross 61 | Box score |
| 11/10/18 | Crisler Center, Ann Arbor, Mich. | Michigan 56, Holy Cross 37 | Box score |
| 11/06/18 | Hart Center, Worcester, Mass. | Holy Cross 93, Sacred Heart 81 | Box score |