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 | Randolph College | 56 | 84 | Longwood (335) | Final | W | 28 |
| 2 | 2018-11-09 | Longwood (335) | 63 | 58 | Richmond (179) | Final | W | 5 |
| 3 | 2018-11-13 | Longwood (114) | 66 | 63 | Maryland-Eastern Shore (306) | Final | W | 3 |
| 4 | 2018-11-16 | Delaware State (349) | 73 | 89 | Longwood (114) | Final | W | 16 |
| 5 | 2018-11-19 | Longwood (114) | 39 | 42 | Charlotte (222) | Final | L | -3 |
| 6 | 2018-11-23 | Fairfield (280) | 65 | 67 | Longwood (76) | Final | W | 2 |
| 7 | 2018-11-24 | Longwood (76) | 62 | 64 | Denver (201) | Final | L | -2 |
| 8 | 2018-11-25 | Longwood (76) | 50 | 70 | Seattle (174) | Final | L | -20 |
| 9 | 2018-12-01 | Virginia Military (186) | 45 | 65 | Longwood (226) | Final | W | 20 |
| 10 | 2018-12-07 | Frostburg State | 65 | 68 | Longwood (209) | Final/OT | W | 3 |
| 11 | 2018-12-09 | Longwood (209) | 71 | 80 | Duquesne (92) | Final | L | -9 |
| 12 | 2018-12-13 | Averett | 57 | 81 | Longwood (246) | Final | W | 24 |
| 13 | 2018-12-17 | Longwood (246) | 64 | 70 | Cornell (192) | Final | L | -6 |
| 14 | 2018-12-21 | Stetson (341) | 63 | 77 | Longwood (253) | Final | W | 14 |
| 15 | 2018-12-29 | Longwood (241) | 110 | 94 | The Citadel (77) | Final | W | 16 |
| 16 | 2019-01-05 | Longwood (207) | 64 | 71 | Radford (142) | Final | L | -7 |
| 17 | 2019-01-10 | UNC-Asheville (353) | 62 | 67 | Longwood (239) | Final | W | 5 |
| 18 | 2019-01-12 | Charleston Southern (297) | 101 | 91 | Longwood (239) | Final | L | -10 |
| 19 | 2019-01-16 | Longwood (261) | 75 | 61 | Winthrop (141) | Final | W | 14 |
| 20 | 2019-01-19 | Longwood (261) | 64 | 71 | Presbyterian (219) | Final | L | -7 |
| 21 | 2019-01-21 | Radford (129) | 72 | 59 | Longwood (261) | Final | L | -13 |
| 22 | 2019-01-24 | High Point (211) | 51 | 55 | Longwood (248) | Final | W | 4 |
| 23 | 2019-01-26 | Longwood (248) | 63 | 80 | South Carolina Upstate (331) | Final | L | -17 |
| 24 | 2019-01-30 | Hampton (272) | 96 | 83 | Longwood (265) | Final | L | -13 |
| 25 | 2019-02-02 | Longwood (265) | 62 | 83 | Campbell (205) | Final | L | -21 |
| 26 | 2019-02-07 | Gardner-Webb (181) | 89 | 88 | Longwood (286) | Final/OT | L | -1 |
| 27 | 2019-02-13 | Longwood (292) | 62 | 59 | High Point (216) | Final | W | 3 |
| 28 | 2019-02-16 | South Carolina Upstate (340) | 79 | 83 | Longwood (292) | Final/OT | W | 4 |
| 29 | 2019-02-21 | Longwood (281) | 66 | 86 | Hampton (286) | Final | L | -20 |
| 30 | 2019-02-23 | Campbell (193) | 74 | 72 | Longwood (281) | Final | L | -2 |
| 31 | 2019-03-02 | Longwood (290) | 47 | 66 | Gardner-Webb (184) | Final | L | -19 |
| 32 | 2019-03-05 | Longwood (292) | 71 | 77 | Hampton (238) | Final | L | -6 |