Stadium: Winthrop Coliseum Round: 1
Home Manager: Dave Dickerson Away Manager: Pat Kelsey
| 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 | 2019/03/06 00:00 | USC Upstate v Charleston Southern | L | 52-71 |
| NCAAB | 2019/03/02 21:00 | Hampton v USC Upstate | L | 92-71 |
| NCAAB | 2019/02/28 00:00 | Campbell v USC Upstate | L | 85-73 |
| NCAAB | 2019/02/22 00:30 | USC Upstate v Charleston Southern | L | 60-92 |
| NCAAB | 2019/02/16 20:00 | USC Upstate v Longwood | L | 79-83 |
| NCAAB | 2019/02/14 00:00 | UNC Asheville v USC Upstate | L | 57-53 |
| NCAAB | 2019/02/09 21:30 | USC Upstate v Campbell | L | 66-82 |
| NCAAB | 2019/02/02 21:30 | Charleston Southern v USC Upstate | L | 90-71 |
| NCAAB | 2019/03/07 19:00 | Charleston Southern v Winthrop | L | 77-63 |
| NCAAB | 2019/03/01 00:00 | Winthrop v Hampton | L | 75-90 |
| NCAAB | 2019/02/23 19:00 | Charleston Southern v Winthrop | W | 78-80 |
| 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 |