Stadium: Joseph J. Gentile Center Round: 1
Home Manager: Matt Lottich Away Manager: Porter Moser
| NCAAB | 2019/03/08 18:00 | Valparaiso v Loyola Chicago | L | 54-67 |
| NCAAB | 2019/02/10 21:00 | Loyola Chicago v Valparaiso | L | 56-51 |
| NCAAB | 2019/01/16 01:00 | Valparaiso v Loyola Chicago | L | 54-71 |
| NCAAB | 2018/02/15 01:00 | Valparaiso v Loyola Chicago | L | 71-80 |
| NCAAB | 2018/01/21 21:00 | Loyola Chicago v Valparaiso | L | 70-54 |
| NCAAB | 2013/01/02 12:00 | Valparaiso v Loyola Chicago | L | 54-63 |
| NCAAB | 2012/02/21 12:00 | Valparaiso v Loyola Chicago | W | 66-62 |
| NCAAB | 2012/01/19 12:00 | Loyola Chicago v Valparaiso | W | 48-69 |
| NCAAB | 2019/11/17 19:30 | North Dakota v Valparaiso | W | 60-74 |
| NCAAB | 2019/11/13 01:00 | Valparaiso v SIU Edwardsville | W | 89-76 |
| NCAAB | 2019/11/10 00:00 | Valparaiso v St Louis | L | 70-81 |
| NCAAB | 2019/11/06 01:00 | Toledo v Valparaiso | W | 77-79 |
| NCAAB | 2019/03/08 18:00 | Valparaiso v Loyola Chicago | L | 54-67 |
| NCAAB | 2019/03/08 00:00 | Valparaiso v Indiana State | W | 77-55 |
| NCAAB | 2019/03/02 19:00 | Evansville v Valparaiso | L | 65-63 |
| NCAAB | 2019/02/28 01:00 | Valparaiso v Bradley | L | 42-67 |
| 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 | 2019/03/02 23:00 | Bradley v Loyola Chicago | W | 68-81 |