Stadium: Knapp Center Round: 1
Home Manager: Darian DeVries Away Manager: Porter Moser
| 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 | 2020/01/05 01:00 | Missouri State v Loyola Chicago | W | 58-62 |
| NCAAB | 2019/12/31 01:00 | Loyola Chicago v Valparaiso | W | 66-63 |
| NCAAB | 2019/12/22 20:00 | Davidson v Loyola Chicago | L | 59-56 |
| NCAAB | 2019/12/18 23:30 | Vanderbilt v Loyola Chicago | W | 70-78 |
| NCAAB | 2019/12/15 19:00 | Norfolk State v Loyola Chicago | W | 45-64 |
| NCAAB | 2019/12/07 19:00 | Quincy University v Loyola Chicago | W | 59-90 |
| NCAAB | 2019/12/04 00:00 | Loyola Chicago v Ball State | W | 70-58 |
| NCAAB | 2019/11/27 16:00 | Loyola Chicago v Old Dominion | W | 68-61 |
| NCAAB | 2020/01/04 23:00 | Indiana State v Drake | W | 76-80 |
| NCAAB | 2020/01/01 00:00 | Drake v Bradley | L | 72-80 |
| NCAAB | 2019/12/21 19:00 | Drake v Air Force | W | 85-80 |
| NCAAB | 2019/12/18 01:00 | Drake v Mount Marty | W | 92-74 |
| NCAAB | 2019/12/15 00:00 | Drake v Dayton | L | 47-78 |
| NCAAB | 2019/12/07 23:00 | SE Missouri State v Drake | W | 73-78 |
| NCAAB | 2019/12/04 01:00 | Wisc Milwaukee v Drake | W | 53-56 |
| NCAAB | 2019/11/27 18:30 | Drake v Murray State | W | 63-53 |