Schedule:
Please note: All rankings shown are the rankings of the teams on the date that they played one another
| Game | Date | Away Team (Rank) | Away Score | Home Score | Home Team (Rank) | Game Status | Result | Margin |
|---|---|---|---|---|---|---|---|---|
| 1 | 2018-11-06 | Winthrop (133) | 79 | 92 | Vanderbilt (17) | Final | L | -13 |
| 2 | 2018-11-10 | Winthrop (176) | 94 | 82 | SIU-Edwardsville (303) | Final | W | 12 |
| 3 | 2018-11-13 | Pfeiffer | 99 | 134 | Winthrop (189) | Final | W | 35 |
| 4 | 2018-11-17 | East Tennessee State (276) | 76 | 74 | Winthrop (189) | Final | L | -2 |
| 5 | 2018-11-21 | Winthrop (231) | 74 | 87 | Kentucky (60) | Final | L | -13 |
| 6 | 2018-11-24 | Warren Wilson | 76 | 116 | Winthrop (231) | Final | W | 40 |
| 7 | 2018-11-28 | Winthrop (205) | 82 | 70 | Tennessee Tech (330) | Final | W | 12 |
| 8 | 2018-12-04 | Winthrop (192) | 81 | 99 | Davidson (45) | Final | L | -18 |
| 9 | 2018-12-16 | Hiwassee College | 66 | 109 | Winthrop (198) | Final | W | 43 |
| 10 | 2018-12-20 | Maryland-Eastern Shore (345) | 74 | 88 | Winthrop (201) | Final | W | 14 |
| 11 | 2018-12-22 | Winthrop (201) | 79 | 71 | Southern Illinois (108) | Final | W | 8 |
| 12 | 2018-12-29 | Prairie View A&M (325) | 62 | 76 | Winthrop (165) | Final | W | 14 |
| 13 | 2019-01-01 | Winthrop (156) | 76 | 87 | Florida State (15) | Final | L | -11 |
| 14 | 2019-01-05 | Winthrop (156) | 80 | 65 | UNC-Asheville (353) | Final | W | 15 |
| 15 | 2019-01-10 | Winthrop (158) | 90 | 86 | Campbell (190) | Final | W | 4 |
| 16 | 2019-01-12 | High Point (215) | 63 | 80 | Winthrop (158) | Final | W | 17 |
| 17 | 2019-01-16 | Longwood (261) | 75 | 61 | Winthrop (141) | Final | L | -14 |
| 18 | 2019-01-19 | Winthrop (141) | 82 | 72 | South Carolina Upstate (326) | Final | W | 10 |
| 19 | 2019-01-21 | UNC-Asheville (353) | 45 | 66 | Winthrop (141) | Final | W | 21 |
| 20 | 2019-01-24 | Gardner-Webb (159) | 88 | 97 | Winthrop (158) | Final | W | 9 |
| 21 | 2019-01-26 | Winthrop (158) | 91 | 99 | Presbyterian (195) | Final | L | -8 |
| 22 | 2019-02-02 | Radford (119) | 80 | 61 | Winthrop (161) | Final | L | -19 |
| 23 | 2019-02-07 | Winthrop (164) | 76 | 72 | Charleston Southern (254) | Final | W | 4 |
| 24 | 2019-02-09 | Hampton (267) | 91 | 101 | Winthrop (164) | Final | W | 10 |
| 25 | 2019-02-13 | Presbyterian (198) | 85 | 93 | Winthrop (160) | Final | W | 8 |
| 26 | 2019-02-16 | Winthrop (160) | 60 | 64 | Gardner-Webb (189) | Final | L | -4 |
| 27 | 2019-02-21 | Winthrop (159) | 81 | 87 | Radford (135) | Final | L | -6 |
| 28 | 2019-02-23 | Charleston Southern (242) | 78 | 80 | Winthrop (159) | Final/2OT | W | 2 |
| 29 | 2019-02-28 | Winthrop (161) | 75 | 90 | Hampton (257) | Final | L | -15 |
| 30 | 2019-03-07 | Charleston Southern (227) | 77 | 63 | Winthrop (178) | Final | L | -14 |