Stadium: Joseph J. Gentile Center Round: 1
Home Manager: Porter Moser Away Manager: Matt Lottich
| NCAAB | 2019/12/31 01:00 | Loyola Chicago v Valparaiso | L | 66-63 |
| 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 | 2011/02/24 12:00 | Valparaiso v Loyola Chicago | L | 48-68 |
| NCAAB | 2010/12/04 12:00 | Loyola Chicago v Valparaiso | W | 56-66 |
| NCAAB | 2010/02/17 12:00 | Valparaiso v Loyola Chicago | W | 84-73 |
| NCAAB | 2010/01/23 12:00 | Loyola Chicago v Valparaiso | W | 67-86 |
| NCAAB | 2009/02/13 12:00 | Valparaiso v Loyola Chicago | W | 71-47 |
| NCAAB | 2009/01/17 12:00 | Loyola Chicago v Valparaiso | L | 71-56 |
| NCAAB | 2008/02/20 12:00 | Loyola Chicago v Valparaiso | L | 68-61 |
| NCAAB | 2008/01/26 12:00 | Valparaiso v Loyola Chicago | L | 63-65 |
| NCAAB | 2003/12/13 12:00 | Valparaiso v Loyola Chicago | L | 69-76 |
| NCAAB | 2002/12/07 12:00 | Loyola Chicago v Valparaiso | L | 80-62 |