| 7 Nov | Siena 75 | at | Holy Cross 68 | vs MAAC | ||
| 10 Nov | Dean 71 | at | Holy Cross 85 | vs ND1 | ||
| 14 Nov | Holy Cross 65 | at | Creighton 94 | at BE | ||
| 19 Nov | Stonehill 81 | vs | Holy Cross 79 | New York, NY | vs NEC | |
| 21 Nov | Holy Cross 53 | at | Fordham 67 | at A10 | ||
| 22 Nov | IL Chicago 89 | vs | Holy Cross 66 | New York, NY | vs MVC | |
| 27 Nov | Colby-Sawyer 61 | at | Holy Cross 95 | vs ND1 | ||
| 30 Nov | Harvard 72 | at | Holy Cross 38 | vs Ivy | ||
| 3 Dec | Central Conn 57 | at | Holy Cross 63 | vs NEC | ||
| 7 Dec | Quinnipiac 75 | at | Holy Cross 71 | vs MAAC | ||
| 10 Dec | Holy Cross 58 | at | Northeastern 59 | at CAA | ||
| 19 Dec | Holy Cross 60 | at | New Hampshire 78 | at AEC | ||
| 22 Dec | Holy Cross 62 | at | Sacred Heart 66 | at NEC | ||
| 30 Dec | Bucknell 58 | at | Holy Cross 60 | |||
| 2 Jan | Holy Cross 74 | at | Navy 63 | |||
| 5 Jan | American Univ 73 | at | Holy Cross 68 | OT | ||
| 8 Jan | Loyola MD 55 | at | Holy Cross 63 | |||
| 11 Jan | Holy Cross 58 | at | Lehigh 76 | |||
| 14 Jan | Holy Cross 48 | at | Lafayette 62 | |||
| 18 Jan | Colgate 77 | at | Holy Cross 71 | |||
| 21 Jan | Holy Cross 80 | at | Bucknell 73 | |||
| 25 Jan | Lehigh 74 | at | Holy Cross 68 | |||
| 28 Jan | Holy Cross 55 | at | Army 66 | |||
| 1 Feb | Holy Cross 82 | at | Boston Univ 70 | |||
| 4 Feb | Navy 86 | at | Holy Cross 68 | |||
| 6 Feb | Lafayette 72 | at | Holy Cross 58 | |||
| 11 Feb | Holy Cross 74 | at | American Univ 66 | |||
| 15 Feb | Boston Univ 69 | at | Holy Cross 71 | |||
| 18 Feb | Holy Cross 73 | at | Colgate 96 | |||
| 22 Feb | Holy Cross 68 | at | Loyola MD 90 | |||
| 25 Feb | Army 80 | at | Holy Cross 65 | |||
| 28 Feb | Holy Cross 69 | at | Loyola MD 73 |
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