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 | 2020-11-29 | Winthrop (133) | 0 | 0 | UNC-Greensboro (265) | Postponed | - | - |
| 2 | 2020-12-01 | Winthrop (133) | 75 | 67 | UNC-Greensboro (265) | Final | W | 8 |
| 3 | 2020-12-03 | Winthrop (133) | 80 | 75 | Little Rock (321) | Final | W | 5 |
| 4 | 2020-12-04 | Duquesne (121) | 0 | 0 | Winthrop (133) | Cancelled | - | - |
| 5 | 2020-12-04 | Duquesne (162) | Winthrop (229) | Cancelled | - | - | ||
| 6 | 2020-12-12 | Winthrop (133) | 95 | 77 | South Carolina Upstate (293) | Final | W | 18 |
| 7 | 2020-12-13 | Winthrop (133) | 107 | 77 | South Carolina Upstate (293) | Final | W | 30 |
| 8 | 2020-12-19 | Furman (157) | 71 | 87 | Winthrop (133) | Final | W | 16 |
| 9 | 2020-12-30 | Campbell (191) | 83 | 84 | Winthrop (133) | Final | W | 1 |
| 10 | 2020-12-31 | Campbell (191) | 76 | 94 | Winthrop (133) | Final | W | 18 |
| 11 | 2021-01-04 | Winthrop (133) | 85 | 69 | Charleston Southern (262) | Final | W | 16 |
| 12 | 2021-01-05 | Winthrop (133) | 78 | 76 | Charleston Southern (262) | Final | W | 2 |
| 13 | 2021-01-09 | Gardner-Webb (363) | 65 | 75 | Winthrop (133) | Final | W | 10 |
| 14 | 2021-01-09 | Winthrop (133) | 0 | 0 | High Point (69) | Postponed | - | - |
| 15 | 2021-01-10 | Gardner-Webb (363) | 83 | 91 | Winthrop (133) | Final | W | 8 |
| 16 | 2021-01-10 | Winthrop (133) | 0 | 0 | High Point (69) | Postponed | - | - |
| 17 | 2021-01-14 | Longwood (269) | 61 | 72 | Winthrop (133) | Final | W | 11 |
| 18 | 2021-01-15 | Longwood (269) | 50 | 70 | Winthrop (133) | Final | W | 20 |
| 19 | 2021-01-19 | Winthrop (133) | 72 | 58 | Presbyterian (264) | Final | W | 14 |
| 20 | 2021-01-20 | Winthrop (133) | 78 | 66 | Presbyterian (264) | Final | W | 12 |
| 21 | 2021-01-24 | Hampton (260) | 0 | 0 | Winthrop (133) | Cancelled | - | - |
| 22 | 2021-01-25 | Hampton (260) | 0 | 0 | Winthrop (133) | Cancelled | - | - |
| 23 | 2021-01-28 | UNC-Asheville (244) | 80 | 84 | Winthrop (133) | Final | W | 4 |
| 24 | 2021-01-29 | Winthrop | 0 | 0 | Charleston Southern | Cancelled | - | - |
| 25 | 2021-01-29 | UNC-Asheville (244) | 57 | 55 | Winthrop (133) | Final | L | -2 |
| 26 | 2021-01-30 | Winthrop | 0 | 0 | Charleston Southern | Cancelled | - | - |
| 27 | 2021-02-11 | Winthrop (133) | 80 | 64 | Radford (255) | Final | W | 16 |
| 28 | 2021-02-12 | Winthrop (133) | 55 | 47 | Radford (255) | Final | W | 8 |
| 29 | 2021-02-18 | UNC-Asheville | 0 | 0 | Winthrop | Cancelled | - | - |
| 30 | 2021-02-18 | Winthrop (133) | 76 | 70 | High Point (69) | Final | W | 6 |
| 31 | 2021-02-19 | UNC-Asheville | 0 | 0 | Winthrop | Cancelled | - | - |
| 32 | 2021-02-19 | Winthrop (133) | 71 | 63 | High Point (69) | Final | W | 8 |
| 33 | 2021-02-23 | Hampton (260) | 0 | 0 | Winthrop (133) | Cancelled | - | - |
| 34 | 2021-02-24 | Hampton | 0 | 0 | Winthrop | Cancelled | - | - |
| 35 | 2021-03-01 | High Point (303) | 54 | 83 | Winthrop (58) | Final | W | 29 |
| 36 | 2021-03-04 | Longwood (269) | 61 | 82 | Winthrop (133) | Final | W | 21 |
| 37 | 2021-03-07 | Campbell (191) | 53 | 80 | Winthrop (133) | Final | W | 27 |
| 38 | 2021-03-19 | Winthrop (49) | 63 | 73 | Villanova (21) | Final | L | -10 |