Stadium: Hart Recreation Center Round: 1
Home Manager: Brett Nelson Away Manager: Tavaras Hardy
| NCAAB | 2020/01/03 00:00 | Holy Cross v Loyola Maryland | W | 70-80 |
| NCAAB | 2019/01/19 17:05 | Loyola Maryland v Holy Cross | W | 67-65 |
| NCAAB | 2019/01/04 00:00 | Holy Cross v Loyola Maryland | L | 80-73 |
| NCAAB | 2018/02/03 21:00 | Loyola Maryland v Holy Cross | L | 57-73 |
| NCAAB | 2018/01/09 00:05 | Loyola Maryland v Holy Cross | L | 57-64 |
| NCAAB | 2017/02/23 00:05 | Loyola Maryland v Holy Cross | L | 62-63 |
| NCAAB | 2017/01/26 00:30 | Loyola Maryland v Holy Cross | W | 65-62 |
| NCAAB | 2016/03/02 00:30 | Loyola Maryland v Holy Cross | L | 67-72 |
| NCAAB | 2020/02/01 22:00 | Navy v Loyola Maryland | W | 73-79 |
| NCAAB | 2020/01/30 00:00 | Loyola Maryland v Boston U | L | 77-92 |
| NCAAB | 2020/01/26 00:00 | Loyola Maryland v Bucknell | L | 83-98 |
| NCAAB | 2020/01/23 00:00 | American v Loyola Maryland | L | 93-91 |
| NCAAB | 2020/01/18 18:00 | Loyola Maryland v Army | L | 80-81 |
| NCAAB | 2020/01/14 00:00 | Boston U v Loyola Maryland | L | 85-53 |
| NCAAB | 2020/01/11 18:00 | Lafayette v Loyola Maryland | L | 65-62 |
| NCAAB | 2020/01/09 00:00 | Loyola Maryland v Colgate | L | 70-92 |
| NCAAB | 2020/02/01 19:05 | Colgate v Holy Cross | L | 73-64 |
| NCAAB | 2020/01/30 00:00 | Holy Cross v Navy | L | 66-81 |
| NCAAB | 2020/01/25 19:00 | Boston U v Holy Cross | L | 79-64 |
| NCAAB | 2020/01/23 00:05 | Lehigh v Holy Cross | W | 95-96 |
| NCAAB | 2020/01/18 21:00 | Holy Cross v American | L | 69-81 |
| NCAAB | 2020/01/16 19:00 | Army v Holy Cross | L | 79-67 |
| NCAAB | 2020/01/11 19:00 | Holy Cross v Bucknell | L | 60-75 |
| NCAAB | 2020/01/09 00:00 | Holy Cross v Lafayette | L | 64-82 |