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 | UMass-Lowell (319) | 75 | 83 | Massachusetts (182) | Final | W | 8 |
| 2 | 2018-11-09 | New Hampshire (289) | 75 | 104 | Massachusetts (195) | Final | W | 29 |
| 3 | 2018-11-13 | Harvard (296) | 74 | 71 | Massachusetts (15) | Final | L | -3 |
| 4 | 2018-11-16 | Howard (180) | 68 | 63 | Massachusetts (15) | Final | L | -5 |
| 5 | 2018-11-19 | Arkansas-Pine Bluff (326) | 60 | 92 | Massachusetts (15) | Final | W | 32 |
| 6 | 2018-11-22 | Southern Illinois (205) | 62 | 84 | Massachusetts (190) | Final | W | 22 |
| 7 | 2018-11-23 | Massachusetts (190) | 87 | 110 | Nevada (7) | Final | L | -23 |
| 8 | 2018-11-28 | Quinnipiac (261) | 62 | 69 | Massachusetts (129) | Final | W | 7 |
| 9 | 2018-12-04 | Holy Cross (122) | 82 | 78 | Massachusetts (129) | Final | L | -4 |
| 10 | 2018-12-07 | Massachusetts (129) | 79 | 78 | Providence (77) | Final | W | 1 |
| 11 | 2018-12-12 | Massachusetts (118) | 63 | 65 | Temple (65) | Final | L | -2 |
| 12 | 2018-12-21 | Fairleigh Dickinson (262) | 84 | 85 | Massachusetts (135) | Final | W | 1 |
| 13 | 2018-12-30 | Massachusetts (138) | 72 | 91 | Georgia (113) | Final | L | -19 |
| 14 | 2019-01-05 | La Salle (308) | 69 | 60 | Massachusetts (148) | Final | L | -9 |
| 15 | 2019-01-09 | Massachusetts (171) | 62 | 65 | Saint Louis (63) | Final | L | -3 |
| 16 | 2019-01-13 | Massachusetts (171) | 67 | 72 | Dayton (55) | Final | L | -5 |
| 17 | 2019-01-16 | George Mason (149) | 68 | 63 | Massachusetts (177) | Final | L | -5 |
| 18 | 2019-01-19 | Massachusetts (177) | 50 | 68 | Virginia Commonwealth (46) | Final | L | -18 |
| 19 | 2019-01-23 | St. Bonaventure (213) | 65 | 51 | Massachusetts (194) | Final | L | -14 |
| 20 | 2019-01-27 | Rhode Island (138) | 70 | 77 | Massachusetts (194) | Final | W | 7 |
| 21 | 2019-01-30 | Massachusetts (189) | 51 | 60 | La Salle (276) | Final | L | -9 |
| 22 | 2019-02-02 | Massachusetts (189) | 62 | 64 | Saint Joseph's (163) | Final | L | -2 |
| 23 | 2019-02-06 | Fordham (241) | 85 | 67 | Massachusetts (207) | Final | L | -18 |
| 24 | 2019-02-09 | Davidson (58) | 51 | 54 | Massachusetts (207) | Final | W | 3 |
| 25 | 2019-02-13 | Massachusetts (207) | 75 | 80 | George Mason (137) | Final/OT | L | -5 |
| 26 | 2019-02-20 | Massachusetts (205) | 67 | 79 | George Washington (244) | Final | L | -12 |
| 27 | 2019-02-23 | Saint Joseph's (168) | 79 | 80 | Massachusetts (205) | Final | W | 1 |
| 28 | 2019-02-26 | Dayton (63) | 72 | 48 | Massachusetts (213) | Final | L | -24 |
| 29 | 2019-03-02 | Massachusetts (213) | 73 | 80 | Duquesne (124) | Final | L | -7 |
| 30 | 2019-03-06 | Richmond (199) | 79 | 87 | Massachusetts (214) | Final | W | 8 |
| 31 | 2019-03-09 | Massachusetts (214) | 75 | 94 | Rhode Island (140) | Final | L | -19 |
| 32 | 2019-03-13 | Massachusetts (214) | 64 | 68 | George Washington (270) | Final/OT | L | -4 |