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 | Maryland-Eastern Shore (353) | 53 | 68 | Georgetown (83) | Final | L | -15 |
| 2 | 2018-11-10 | Maryland-Eastern Shore (348) | 49 | 95 | North Carolina State (38) | Final | L | -46 |
| 3 | 2018-11-13 | Longwood (114) | 66 | 63 | Maryland-Eastern Shore (306) | Final | L | -3 |
| 4 | 2018-11-17 | Maryland-Eastern Shore (306) | 34 | 68 | North Texas (109) | Final | L | -34 |
| 5 | 2018-11-20 | Maryland-Eastern Shore (311) | 42 | 80 | Mercer (208) | Final | L | -38 |
| 6 | 2018-11-24 | Central Penn | 52 | 77 | Maryland-Eastern Shore (311) | Final | W | 25 |
| 7 | 2018-11-27 | Maryland-Eastern Shore (333) | 64 | 85 | St. John's (13) | Final | L | -21 |
| 8 | 2018-11-30 | Delaware (145) | 71 | 62 | Maryland-Eastern Shore (333) | Final | L | -9 |
| 9 | 2018-12-02 | Maryland-Eastern Shore (333) | 47 | 70 | East Carolina (191) | Final | L | -23 |
| 10 | 2018-12-13 | Maryland-Eastern Shore (353) | 57 | 72 | Duquesne (121) | Final | L | -15 |
| 11 | 2018-12-15 | Maryland-Eastern Shore (342) | 43 | 78 | Pittsburgh (92) | Final | L | -35 |
| 12 | 2018-12-20 | Maryland-Eastern Shore (345) | 74 | 88 | Winthrop (201) | Final | L | -14 |
| 13 | 2018-12-22 | Maryland-Eastern Shore (345) | 58 | 82 | American (169) | Final | L | -24 |
| 14 | 2018-12-28 | Maryland-Eastern Shore (348) | 40 | 85 | Virginia Tech (22) | Final | L | -45 |
| 15 | 2018-12-31 | Chestnut Hill | 62 | 68 | Maryland-Eastern Shore (348) | Final | W | 6 |
| 16 | 2019-01-05 | Maryland-Eastern Shore (348) | 53 | 66 | Morgan State (272) | Final | L | -13 |
| 17 | 2019-01-07 | Howard (285) | 79 | 39 | Maryland-Eastern Shore (348) | Final | L | -40 |
| 18 | 2019-01-12 | North Carolina Central (302) | 61 | 48 | Maryland-Eastern Shore (348) | Final | L | -13 |
| 19 | 2019-01-14 | North Carolina A&T (266) | 67 | 58 | Maryland-Eastern Shore (348) | Final | L | -9 |
| 20 | 2019-01-19 | Maryland-Eastern Shore (352) | 60 | 58 | Florida A&M (325) | Final/OT | W | 2 |
| 21 | 2019-01-21 | Maryland-Eastern Shore (352) | 68 | 89 | Bethune-Cookman (298) | Final | L | -21 |
| 22 | 2019-01-26 | Maryland-Eastern Shore (350) | 60 | 88 | Norfolk State (251) | Final | L | -28 |
| 23 | 2019-01-28 | Maryland-Eastern Shore (350) | 57 | 72 | Howard (320) | Final | L | -15 |
| 24 | 2019-02-02 | South Carolina State (343) | 61 | 63 | Maryland-Eastern Shore (351) | Final | W | 2 |
| 25 | 2019-02-04 | Savannah State (339) | 68 | 63 | Maryland-Eastern Shore (351) | Final | L | -5 |
| 26 | 2019-02-09 | Maryland-Eastern Shore (350) | 53 | 78 | North Carolina Central (308) | Final | L | -25 |
| 27 | 2019-02-11 | Maryland-Eastern Shore (350) | 61 | 68 | North Carolina A&T (256) | Final | L | -7 |
| 28 | 2019-02-16 | Coppin State (341) | 58 | 55 | Maryland-Eastern Shore (351) | Final | L | -3 |
| 29 | 2019-02-23 | Maryland-Eastern Shore (353) | 62 | 56 | Delaware State (352) | Final | W | 6 |
| 30 | 2019-03-04 | Morgan State (337) | 73 | 78 | Maryland-Eastern Shore (352) | Final | W | 5 |
| 31 | 2019-03-07 | Delaware State (353) | 64 | 70 | Maryland-Eastern Shore (352) | Final | W | 6 |
| 32 | 2019-03-12 | South Carolina State (345) | 63 | 54 | Maryland-Eastern Shore (349) | Final | L | -9 |