Stadium: Joseph J. Gentile Center Round: 1
Home Manager: Porter Moser Away Manager: Darian DeVries
| NCAAB | 2019/01/05 20:00 | Loyola Chicago v Drake | L | 85-74 |
| NCAAB | 2018/02/08 01:00 | Drake v Loyola Chicago | L | 57-72 |
| NCAAB | 2018/01/25 01:00 | Loyola Chicago v Drake | L | 80-57 |
| NCAAB | 2017/02/23 01:00 | Loyola Chicago v Drake | L | 80-65 |
| NCAAB | 2016/12/30 01:05 | Loyola Chicago v Drake | W | 98-102 |
| NCAAB | 2016/02/27 19:00 | Drake v Loyola Chicago | W | 69-59 |
| NCAAB | 2016/01/23 19:00 | Loyola Chicago v Drake | L | 68-63 |
| NCAAB | 2015/02/26 01:05 | Drake v Loyola Chicago | L | 75-80 |
| NCAAB | 2015/01/15 01:00 | Loyola Chicago v Drake | L | 50-47 |