Stadium: Winthrop Coliseum Round: 1
Home Manager: Pat Kelsey Away Manager: Barclay Radebaugh
| NCAAB | 2019/02/08 00:30 | Winthrop v Charleston Southern | L | 76-72 |
| NCAAB | 2018/02/24 19:00 | Charleston Southern v Winthrop | W | 78-75 |
| NCAAB | 2018/01/13 00:30 | Charleston Southern v Winthrop | L | 53-64 |
| NCAAB | 2017/03/03 00:00 | Charleston Southern v Winthrop | L | 78-92 |
| NCAAB | 2017/02/23 23:30 | Charleston Southern v Winthrop | L | 72-86 |
| NCAAB | 2016/12/30 00:30 | Charleston Southern v Winthrop | L | 68-84 |
| NCAAB | 2016/01/28 00:00 | Winthrop v Charleston Southern | L | 97-72 |
| NCAAB | 2015/12/03 00:30 | Charleston Southern v Winthrop | L | 82-83 |
| NCAAB | 2019/02/22 00:30 | USC Upstate v Charleston Southern | W | 60-92 |
| NCAAB | 2019/02/16 22:30 | Radford v Charleston Southern | W | 52-53 |
| NCAAB | 2019/02/14 00:00 | Charleston Southern v Gardner Webb | L | 74-77 |
| NCAAB | 2019/02/09 19:00 | Charleston Southern v UNC Asheville | W | 85-75 |
| NCAAB | 2019/02/08 00:30 | Winthrop v Charleston Southern | L | 76-72 |
| NCAAB | 2019/02/02 21:30 | Charleston Southern v USC Upstate | W | 90-71 |
| NCAAB | 2019/01/31 00:30 | Presbyterian v Charleston Southern | W | 84-85 |
| NCAAB | 2019/01/26 22:30 | Gardner Webb v Charleston Southern | W | 60-74 |
| NCAAB | 2019/02/22 00:00 | Winthrop v Radford | L | 81-87 |
| NCAAB | 2019/02/16 22:00 | Winthrop v Gardner Webb | L | 60-64 |
| NCAAB | 2019/02/14 00:00 | Presbyterian v Winthrop | W | 85-93 |
| 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 |