Stadium: Joseph J. Gentile Center Round: 1
Home Manager: Darian DeVries Away Manager: Porter Moser
| NCAAB | 2020/01/08 02:00 | Loyola Chicago v Drake | W | 62-65 |
| NCAAB | 2019/02/06 00:00 | Drake v Loyola Chicago | L | 64-86 |
| 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 | 2020/02/13 01:00 | Drake v Missouri State | L | 62-97 |
| NCAAB | 2020/02/08 21:00 | Drake v Northern Iowa | L | 73-83 |
| NCAAB | 2020/02/06 02:00 | Bradley v Drake | W | 60-73 |
| NCAAB | 2020/02/01 23:00 | Southern Illinois v Drake | L | 79-72 |
| NCAAB | 2020/01/30 00:00 | Drake v Indiana State | L | 56-58 |
| NCAAB | 2020/01/26 21:00 | Missouri State v Drake | W | 69-71 |
| NCAAB | 2020/01/23 00:00 | Drake v Evansville | W | 73-50 |
| NCAAB | 2020/01/19 21:00 | Drake v Southern Illinois | L | 49-66 |
| NCAAB | 2020/02/13 00:00 | Loyola Chicago v Evansville | W | 73-66 |
| NCAAB | 2020/02/09 21:00 | Valparaiso v Loyola Chicago | W | 68-70 |
| NCAAB | 2020/02/05 23:00 | Loyola Chicago v Indiana State | L | 39-68 |
| NCAAB | 2020/02/02 01:00 | Bradley v Loyola Chicago | W | 51-62 |
| NCAAB | 2020/01/30 01:00 | Loyola Chicago v Southern Illinois | L | 63-68 |
| NCAAB | 2020/01/26 21:00 | Loyola Chicago v Northern Iowa | L | 62-67 |
| NCAAB | 2020/01/23 01:00 | Indiana State v Loyola Chicago | W | 55-75 |
| NCAAB | 2020/01/19 21:00 | Loyola Chicago v Illinois St | W | 62-50 |