Stadium: Enterprise Center Round: 142
Home Manager: Darian DeVries Away Manager: Drew Valentine
| NCAAB | 2022/02/19 23:00 | Drake v Loyola Chicago | L | 83-76 |
| NCAAB | 2022/01/30 19:00 | Loyola Chicago v Drake | L | 68-77 |
| NCAAB | 2021/03/07 19:00 | Drake v Loyola Chicago | W | 65-75 |
| NCAAB | 2021/02/14 20:00 | Loyola Chicago v Drake | L | 50-51 |
| NCAAB | 2021/02/13 17:00 | Loyola Chicago v Drake | W | 81-54 |
| NCAAB | 2020/02/26 01:00 | Drake v Loyola Chicago | W | 60-64 |
| NCAAB | 2020/01/08 02:00 | Loyola Chicago v Drake | L | 62-65 |
| NCAAB | 2019/02/06 00:00 | Drake v Loyola Chicago | W | 64-86 |
| NCAAB | 2019/01/05 20:00 | Loyola Chicago v Drake | W | 85-74 |
| NCAAB | 2018/02/08 01:00 | Drake v Loyola Chicago | W | 57-72 |
| NCAAB | 2018/01/25 01:00 | Loyola Chicago v Drake | W | 80-57 |
| NCAAB | 2017/02/23 01:00 | Loyola Chicago v Drake | W | 80-65 |
| NCAAB | 2016/12/30 01:05 | Loyola Chicago v Drake | L | 98-102 |
| NCAAB | 2016/02/27 19:00 | Drake v Loyola Chicago | L | 69-59 |
| NCAAB | 2016/01/23 19:00 | Loyola Chicago v Drake | W | 68-63 |
| NCAAB | 2015/02/26 01:05 | Drake v Loyola Chicago | W | 75-80 |
| NCAAB | 2015/01/15 01:00 | Loyola Chicago v Drake | W | 50-47 |