Stadium: Winthrop Coliseum Round: 1
Home Manager: Pat Kelsey Away Manager: Dustin Kerns
| NCAAB | 2019/01/26 21:00 | Winthrop v Presbyterian | W | 91-99 |
| NCAAB | 2018/02/08 00:00 | Presbyterian v Winthrop | L | 49-63 |
| NCAAB | 2018/01/21 21:00 | Presbyterian v Winthrop | L | 68-81 |
| NCAAB | 2017/02/25 21:30 | Presbyterian v Winthrop | L | 56-93 |
| NCAAB | 2017/01/11 23:30 | Winthrop v Presbyterian | L | 75-52 |
| NCAAB | 2016/03/04 23:00 | Winthrop v Presbyterian | L | 67-53 |
| NCAAB | 2015/12/05 21:00 | Winthrop v Presbyterian | L | 74-70 |
| NCAAB | 2015/02/28 18:00 | Winthrop v Presbyterian | L | 80-53 |
| NCAAB | 2019/02/09 21:30 | Gardner Webb v Presbyterian | W | 101-103 |
| NCAAB | 2019/02/08 00:00 | UNC Asheville v Presbyterian | W | 44-67 |
| NCAAB | 2019/01/31 00:30 | Presbyterian v Charleston Southern | L | 84-85 |
| NCAAB | 2019/01/26 21:00 | Winthrop v Presbyterian | W | 91-99 |
| NCAAB | 2019/01/25 00:00 | Presbyterian v Campbell | L | 73-77 |
| NCAAB | 2019/01/21 21:00 | Presbyterian v USC Upstate | W | 68-59 |
| NCAAB | 2019/01/19 21:00 | Longwood v Presbyterian | W | 64-71 |
| NCAAB | 2019/01/17 00:00 | Hampton v Presbyterian | W | 70-85 |
| NCAAB | 2019/02/09 19:00 | Hampton v Winthrop | W | 91-101 |
| NCAAB | 2019/02/08 00:30 | Winthrop v Charleston Southern | W | 76-72 |
| NCAAB | 2019/02/02 19:00 | Radford v Winthrop | L | 80-61 |
| NCAAB | 2019/01/26 21:00 | Winthrop v Presbyterian | L | 91-99 |
| NCAAB | 2019/01/25 00:00 | Gardner Webb v Winthrop | W | 88-97 |
| NCAAB | 2019/01/21 19:00 | UNC Asheville v Winthrop | W | 45-66 |
| NCAAB | 2019/01/19 21:30 | Winthrop v USC Upstate | W | 82-72 |
| NCAAB | 2019/01/17 00:00 | Longwood v Winthrop | L | 75-61 |