Stadium: Rupp Arena Round: 1
Home Manager: John Calipari Away Manager: Jerry Stackhouse
| NCAAB | 2019/01/30 02:00 | Kentucky v Vanderbilt | L | 87-52 |
| NCAAB | 2019/01/13 01:30 | Vanderbilt v Kentucky | L | 47-56 |
| NCAAB | 2018/01/31 02:00 | Vanderbilt v Kentucky | L | 81-83 |
| NCAAB | 2018/01/13 21:00 | Kentucky v Vanderbilt | L | 74-67 |
| NCAAB | 2017/03/01 02:00 | Vanderbilt v Kentucky | L | 67-73 |
| NCAAB | 2017/01/11 00:00 | Kentucky v Vanderbilt | L | 87-81 |
| NCAAB | 2016/02/27 21:00 | Vanderbilt v Kentucky | W | 74-62 |
| NCAAB | 2016/01/23 21:00 | Kentucky v Vanderbilt | L | 76-57 |
| NCAAB | 2020/01/26 01:00 | Vanderbilt v SC Gamecocks | L | 64-90 |
| NCAAB | 2020/01/23 02:00 | Alabama v Vanderbilt | L | 77-62 |
| NCAAB | 2020/01/18 23:00 | Tennessee v Vanderbilt | L | 66-45 |
| NCAAB | 2020/01/16 01:30 | Vanderbilt v Arkansas | L | 55-75 |
| NCAAB | 2020/01/11 20:30 | Texas A&M v Vanderbilt | L | 69-50 |
| NCAAB | 2020/01/09 02:00 | Vanderbilt v Auburn | L | 79-83 |
| NCAAB | 2020/01/05 02:00 | SMU v Vanderbilt | L | 92-81 |
| NCAAB | 2019/12/31 01:00 | Davidson v Vanderbilt | W | 71-76 |
| NCAAB | 2020/01/25 23:00 | Kentucky v Texas Tech | W | 76-74 |
| NCAAB | 2020/01/22 00:00 | Georgia Bulldogs v Kentucky | W | 79-89 |
| NCAAB | 2020/01/18 21:00 | Kentucky v Arkansas | W | 73-66 |
| NCAAB | 2020/01/15 23:30 | Kentucky v SC Gamecocks | L | 78-81 |
| NCAAB | 2020/01/11 17:00 | Alabama v Kentucky | W | 67-76 |
| NCAAB | 2020/01/08 02:00 | Kentucky v Georgia Bulldogs | W | 78-69 |
| NCAAB | 2020/01/04 19:00 | Missouri v Kentucky | W | 59-71 |
| NCAAB | 2019/12/28 20:45 | Louisville v Kentucky | W | 70-78 |