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 | 2019/02/02 19:00 | Drake v Indiana State | W | 68-62 |
| NCAAB | 2019/01/31 01:00 | Illinois St v Drake | L | 69-55 |
| NCAAB | 2019/01/27 01:00 | Drake v Valparaiso | W | 70-59 |
| NCAAB | 2019/01/24 01:00 | Evansville v Drake | W | 66-78 |
| NCAAB | 2019/01/20 21:00 | Missouri State v Drake | W | 63-74 |
| NCAAB | 2019/01/17 01:00 | Drake v Bradley | W | 69-52 |
| NCAAB | 2019/01/13 21:00 | Drake v Northern Iowa | L | 54-57 |
| NCAAB | 2019/01/09 01:00 | Southern Illinois v Drake | W | 70-82 |
| NCAAB | 2019/02/03 03:00 | Loyola Chicago v Illinois St | L | 57-65 |
| NCAAB | 2019/01/31 00:00 | Northern Iowa v Loyola Chicago | W | 60-61 |
| NCAAB | 2019/01/27 21:00 | Southern Illinois v Loyola Chicago | W | 50-75 |
| NCAAB | 2019/01/24 02:00 | Loyola Chicago v Missouri State | L | 35-70 |
| NCAAB | 2019/01/19 19:00 | Loyola Chicago v Indiana State | W | 75-67 |
| NCAAB | 2019/01/16 01:00 | Valparaiso v Loyola Chicago | W | 54-71 |
| NCAAB | 2019/01/12 19:00 | Illinois St v Loyola Chicago | W | 64-67 |
| NCAAB | 2019/01/09 01:00 | Loyola Chicago v Evansville | L | 48-67 |