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 | 2019-11-05 | Maryland-Eastern Shore (350) | 46 | 84 | Penn State (63) | Final | L | -38 |
| 2 | 2019-11-10 | Maryland-Eastern Shore (350) | 55 | 66 | Liberty (68) | Final | L | -11 |
| 3 | 2019-11-12 | Maryland-Eastern Shore (350) | 55 | 85 | Longwood (297) | Final | L | -30 |
| 4 | 2019-11-16 | Maryland-Eastern Shore (350) | 53 | 76 | Morehead State (250) | Final | L | -23 |
| 5 | 2019-11-19 | Maryland-Eastern Shore (324) | 55 | 76 | Stanford (9) | Final | L | -21 |
| 6 | 2019-11-21 | Maryland-Eastern Shore (324) | 64 | 91 | Oklahoma (33) | Final | L | -27 |
| 7 | 2019-11-26 | Wofford (284) | 67 | 42 | Maryland-Eastern Shore (326) | Final | L | -25 |
| 8 | 2019-11-29 | Maryland-Eastern Shore (326) | 56 | 75 | Delaware (38) | Final | L | -19 |
| 9 | 2019-12-01 | Maryland-Eastern Shore (326) | 45 | 66 | Fordham (130) | Final | L | -21 |
| 10 | 2019-12-03 | Maryland-Eastern Shore (346) | 46 | 78 | Baylor (29) | Final | L | -32 |
| 11 | 2019-12-08 | Summit | 39 | 85 | Maryland-Eastern Shore (346) | Final | W | 46 |
| 12 | 2019-12-17 | Maryland-Eastern Shore (341) | 57 | 71 | East Carolina (255) | Final | L | -14 |
| 13 | 2019-12-19 | Maryland-Eastern Shore (341) | 44 | 66 | Charlotte (155) | Final | L | -22 |
| 14 | 2019-12-22 | Maryland-Eastern Shore (341) | 52 | 76 | Old Dominion (220) | Final | L | -24 |
| 15 | 2019-12-29 | Maryland-Eastern Shore (353) | 37 | 92 | Virginia Tech (56) | Final | L | -55 |
| 16 | 2020-01-04 | Howard (351) | 66 | 78 | Maryland-Eastern Shore (349) | Final | W | 12 |
| 17 | 2020-01-11 | North Carolina A&T (285) | 91 | 53 | Maryland-Eastern Shore (345) | Final | L | -38 |
| 18 | 2020-01-13 | North Carolina Central (290) | 69 | 64 | Maryland-Eastern Shore (345) | Final (OT) | L | -5 |
| 19 | 2020-01-18 | Maryland-Eastern Shore (347) | 52 | 62 | Norfolk State (305) | Final | L | -10 |
| 20 | 2020-01-20 | Maryland-Eastern Shore (347) | 53 | 68 | South Carolina State (294) | Final | L | -15 |
| 21 | 2020-01-27 | Morgan State (295) | 56 | 50 | Maryland-Eastern Shore (347) | Final | L | -6 |
| 22 | 2020-02-03 | Maryland-Eastern Shore (347) | 68 | 66 | Delaware State (349) | Final | W | 2 |
| 23 | 2020-02-08 | Maryland-Eastern Shore (348) | 53 | 61 | Morgan State (300) | Final | L | -8 |
| 24 | 2020-02-10 | Maryland-Eastern Shore (348) | 67 | 68 | Coppin State (334) | Final (OT) | L | -1 |
| 25 | 2020-02-15 | Bethune-Cookman (283) | 58 | 66 | Maryland-Eastern Shore (347) | Final | W | 8 |
| 26 | 2020-02-17 | Florida A&M (294) | 71 | 81 | Maryland-Eastern Shore (347) | Final | W | 10 |
| 27 | 2020-02-22 | Maryland-Eastern Shore (346) | 55 | 74 | North Carolina Central (262) | Final | L | -19 |
| 28 | 2020-02-24 | Maryland-Eastern Shore (346) | 62 | 83 | North Carolina A&T (260) | Final | L | -21 |
| 29 | 2020-02-29 | Delaware State (349) | 84 | 63 | Maryland-Eastern Shore (345) | Final | L | -21 |
| 30 | 2020-03-02 | Maryland-Eastern Shore (345) | 60 | 62 | Howard (352) | Final | L | -2 |
| 31 | 2020-03-05 | Coppin State (333) | 63 | 60 | Maryland-Eastern Shore (347) | Final | L | -3 |
| 32 | 2020-03-10 | Maryland-Eastern Shore (347) | 64 | 68 | Delaware State (348) | Final | L | -4 |