Stadium: Banterra Center Round: 1
Home Manager: Barry Hinson Away Manager: Pat Kelsey
| NCAAB | 2018/12/20 16:00 | Maryland Eastern-Shore v Winthrop | W | 74-88 |
| NCAAB | 2018/12/16 19:00 | Hiwassee College v Winthrop | W | 66-109 |
| NCAAB | 2018/12/05 00:00 | Winthrop v Davidson | L | 81-99 |
| NCAAB | 2018/11/29 00:00 | Winthrop v Tennessee Tech | W | 82-70 |
| NCAAB | 2018/11/24 19:00 | Warren Wilson v Winthrop | W | 76-116 |
| NCAAB | 2018/11/21 18:00 | Winthrop v Kentucky | L | 74-87 |
| NCAAB | 2018/11/17 19:30 | East Tenn St v Winthrop | L | 76-74 |
| NCAAB | 2018/11/14 00:00 | Winthrop v Pfeiffer | W | 134-99 |
| NCAAB | 2018/12/15 19:00 | Southern Illinois v Buffalo | L | 65-73 |
| NCAAB | 2018/12/13 01:00 | Murray State v Southern Illinois | L | 80-52 |
| NCAAB | 2018/12/09 00:30 | Southern Illinois v SE Missouri State | W | 83-73 |
| NCAAB | 2018/12/06 01:00 | St Louis v Southern Illinois | W | 56-61 |
| NCAAB | 2018/12/01 20:00 | Southern Illinois v SIU Edwardsville | W | 82-61 |
| NCAAB | 2018/11/28 02:00 | Southern Illinois v Colorado State | W | 82-67 |
| NCAAB | 2018/11/24 05:30 | Southern Illinois v Tulsa | W | 79-69 |
| NCAAB | 2018/11/22 18:30 | Southern Illinois v Massachusetts | L | 62-84 |