Stadium: Jenny Craig Pavilion Round: 1
Home Manager: Sam Scholl Away Manager: Brett Nelson
| NCAAB | 2019/12/02 16:00 | Mercer v Holy Cross | W | 67-81 |
| NCAAB | 2019/12/01 20:00 | Hofstra v Holy Cross | L | 91-69 |
| NCAAB | 2019/11/30 00:00 | Holy Cross v Florida Atlantic | L | 69-87 |
| NCAAB | 2019/11/23 00:05 | Harvard v Holy Cross | L | 82-74 |
| NCAAB | 2019/11/20 00:05 | Northeastern v Holy Cross | L | 101-44 |
| NCAAB | 2019/11/13 00:05 | Fairfield v Holy Cross | L | 68-63 |
| NCAAB | 2019/11/09 18:00 | Holy Cross v New Hampshire | L | 83-87 |
| NCAAB | 2019/11/06 00:30 | Holy Cross v Maryland | L | 71-95 |
| NCAAB | 2019/12/02 22:00 | Illinois-Chicago v San Diego | L | 89-83 |
| NCAAB | 2019/12/02 02:00 | San Diego v St. Bonaventure | L | 61-70 |
| NCAAB | 2019/11/28 03:00 | Hofstra v San Diego | W | 69-79 |
| NCAAB | 2019/11/25 03:30 | San Diego v Washington | L | 69-88 |
| NCAAB | 2019/11/21 04:00 | San Diego St v San Diego | L | 66-49 |
| NCAAB | 2019/11/17 03:00 | San Diego v Colorado | L | 53-71 |
| NCAAB | 2019/11/15 02:00 | San Diego v Weber State | W | 71-56 |
| NCAAB | 2019/11/13 03:00 | Fresno St v San Diego | W | 66-72 |