Stadium: Rupp Arena Round: 1
Home Manager: John Calipari Away Manager: Walter McCarty
| NCAAB | 2019/11/10 00:00 | Ball State v Evansville | W | 75-79 |
| NCAAB | 2019/03/08 02:30 | Evansville v Illinois St | L | 60-65 |
| NCAAB | 2019/03/02 19:00 | Evansville v Valparaiso | W | 65-63 |
| NCAAB | 2019/02/28 00:00 | Southern Illinois v Evansville | L | 98-91 |
| NCAAB | 2019/02/23 19:00 | Evansville v Bradley | L | 61-63 |
| NCAAB | 2019/02/21 00:00 | Evansville v Loyola Chicago | L | 58-70 |
| NCAAB | 2019/02/17 21:00 | Northern Iowa v Evansville | L | 73-58 |
| NCAAB | 2019/02/14 00:00 | Missouri State v Evansville | L | 68-56 |
| NCAAB | 2019/11/09 00:00 | Eastern Kentucky v Kentucky | W | 49-91 |
| NCAAB | 2019/11/06 02:30 | Michigan State v Kentucky | W | 62-69 |
| NCAAB | 2019/03/31 18:20 | Auburn v Kentucky | L | 77-71 |
| NCAAB | 2019/03/30 02:05 | Houston v Kentucky | W | 58-62 |
| NCAAB | 2019/03/23 19:00 | Wofford v Kentucky | W | 56-62 |
| NCAAB | 2019/03/21 23:10 | Abilene Christian v Kentucky | W | 44-79 |
| NCAAB | 2019/03/16 19:30 | Tennessee v Kentucky | L | 82-78 |
| NCAAB | 2019/03/15 23:00 | Alabama v Kentucky | W | 55-73 |