Stadium: G.B. Hodge Center Round: 1
Home Manager: Dave Dickerson Away Manager: Pat Kelsey
| NCAAB | 2020/01/24 00:00 | USC Upstate v Winthrop | W | 53-79 |
| NCAAB | 2019/01/19 21:30 | Winthrop v USC Upstate | W | 82-72 |
| NCAAB | 2015/11/25 00:00 | USC Upstate v Winthrop | W | 78-79 |
| NCAAB | 2013/11/13 12:00 | Winthrop v USC Upstate | W | 82-74 |
| NCAAB | 2009/11/21 12:00 | Winthrop v USC Upstate | W | 49-46 |
| NCAAB | 2020/02/22 18:00 | Hampton v Winthrop | L | 87-81 |
| NCAAB | 2020/02/15 21:00 | Winthrop v Presbyterian | W | 89-88 |
| NCAAB | 2020/02/14 00:00 | Winthrop v Gardner Webb | L | 70-74 |
| NCAAB | 2020/02/11 00:00 | Radford v Winthrop | L | 81-77 |
| NCAAB | 2020/02/08 20:00 | Winthrop v Longwood | W | 70-68 |
| NCAAB | 2020/02/07 00:00 | Campbell v Winthrop | W | 53-62 |
| NCAAB | 2020/02/01 19:00 | UNC Asheville v Winthrop | W | 71-104 |
| NCAAB | 2020/01/31 00:30 | Winthrop v Charleston Southern | W | 77-60 |
| NCAAB | 2020/02/22 21:30 | USC Upstate v Radford | L | 60-81 |
| NCAAB | 2020/02/20 23:00 | Longwood v USC Upstate | L | 68-58 |
| NCAAB | 2020/02/16 00:00 | USC Upstate v High Point | L | 54-62 |
| NCAAB | 2020/02/10 23:00 | Charleston Southern v USC Upstate | W | 52-66 |
| NCAAB | 2020/02/08 21:30 | Gardner Webb v USC Upstate | L | 88-57 |
| NCAAB | 2020/02/06 23:00 | USC Upstate v UNC Asheville | L | 71-84 |
| NCAAB | 2020/02/01 21:30 | Campbell v USC Upstate | W | 74-91 |
| NCAAB | 2020/01/31 00:00 | USC Upstate v Presbyterian | W | 77-74 |