Stadium: Hart Recreation Center Round: 1
Home Manager: Bill Carmody Away Manager: Tavaras Hardy
| 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 | 2016/02/25 00:30 | Loyola Maryland v Holy Cross | W | 78-63 |
| NCAAB | 2016/01/28 00:05 | Holy Cross v Loyola Maryland | W | 54-71 |
| NCAAB | 2015/03/04 00:00 | Holy Cross v Loyola Maryland | L | 62-45 |
| NCAAB | 2015/02/26 00:05 | Holy Cross v Loyola Maryland | L | 63-60 |
| NCAAB | 2015/01/30 00:30 | Loyola Maryland v Holy Cross | W | 64-54 |
| NCAAB | 2014/02/26 12:00 | Loyola Maryland v Holy Cross | L | 52-65 |
| NCAAB | 2014/01/29 12:00 | Holy Cross v Loyola Maryland | L | 60-51 |