Stadium: Winthrop Coliseum Round: 1
Home Manager: Pat Kelsey Away Manager: Dave Dickerson
| NCAAB | 2019/01/19 21:30 | Winthrop v USC Upstate | L | 82-72 |
| NCAAB | 2015/11/25 00:00 | USC Upstate v Winthrop | L | 78-79 |
| NCAAB | 2013/11/13 12:00 | Winthrop v USC Upstate | L | 82-74 |
| NCAAB | 2009/11/21 12:00 | Winthrop v USC Upstate | L | 49-46 |
| NCAAB | 2020/01/20 23:00 | High Point v USC Upstate | L | 70-62 |
| NCAAB | 2020/01/18 21:30 | USC Upstate v Gardner Webb | L | 67-83 |
| NCAAB | 2020/01/16 23:00 | Radford v USC Upstate | L | 63-59 |
| NCAAB | 2020/01/08 23:00 | Hampton v USC Upstate | W | 73-83 |
| NCAAB | 2020/01/04 20:00 | USC Upstate v Longwood | W | 73-56 |
| NCAAB | 2020/01/03 00:30 | USC Upstate v Charleston Southern | L | 75-89 |
| NCAAB | 2019/12/29 19:00 | VMI v USC Upstate | W | 82-91 |
| NCAAB | 2019/12/21 18:00 | USC Upstate v Bob Jones University | W | 92-74 |
| NCAAB | 2020/01/21 00:00 | Winthrop v Radford | W | 61-56 |
| NCAAB | 2020/01/17 00:00 | Winthrop v Hampton | W | 116-95 |
| NCAAB | 2020/01/12 00:00 | Gardner Webb v Winthrop | W | 95-99 |
| NCAAB | 2020/01/09 00:00 | Winthrop v High Point | W | 79-57 |
| NCAAB | 2020/01/04 19:00 | Winthrop v Campbell | W | 87-72 |
| NCAAB | 2020/01/03 00:00 | Longwood v Winthrop | W | 67-91 |
| NCAAB | 2019/12/21 19:00 | Elon v Winthrop | W | 80-85 |
| NCAAB | 2019/12/17 16:00 | SIU Edwardsville v Winthrop | W | 73-93 |