Stadium: John Gray Gymnasium Round: 1
Home Manager: Brian Gregory Away Manager: Porter Moser
| NCAAB | 2019/11/21 01:00 | IUPUI v Loyola Chicago | W | 62-85 |
| NCAAB | 2019/11/16 19:00 | St Josephs v Loyola Chicago | W | 68-85 |
| NCAAB | 2019/11/13 01:00 | Coppin State v Loyola Chicago | L | 76-72 |
| NCAAB | 2019/11/09 00:00 | Loyola Chicago v Furman | L | 63-87 |
| NCAAB | 2019/11/06 01:00 | UC Davis v Loyola Chicago | W | 48-82 |
| NIT | 2019/03/20 01:00 | Loyola Chicago v Creighton | L | 61-70 |
| NCAAB | 2019/03/09 20:30 | Bradley v Loyola Chicago | L | 53-51 |
| NCAAB | 2019/03/08 18:00 | Valparaiso v Loyola Chicago | W | 54-67 |
| NCAAB | 2019/11/22 00:00 | Wofford v South Florida | W | 55-69 |
| NCAAB | 2019/11/14 00:00 | IUPUI v South Florida | L | 70-53 |
| NCAAB | 2019/11/10 17:00 | Boston College v South Florida | L | 74-60 |
| NCAAB | 2019/11/06 01:00 | Arkansas-Pine Bluff v South Florida | W | 41-70 |
| CBI | 2019/04/05 23:00 | South Florida v DePaul | W | 77-65 |
| CBI | 2019/04/04 00:00 | South Florida v DePaul | L | 96-100 |
| CBI | 2019/04/01 23:00 | DePaul v South Florida | W | 61-63 |
| CBI | 2019/03/28 23:00 | Loyola Marymount v South Florida | W | 47-56 |