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 | 2018-11-08 | Buena Vista | 52 | 98 | Drake (163) | Final | W | 46 |
| 2 | 2018-11-13 | Drake (147) | 71 | 100 | Colorado (185) | Final | L | -29 |
| 3 | 2018-11-17 | Texas State (97) | 69 | 75 | Drake (147) | Final | W | 6 |
| 4 | 2018-11-21 | Drake (155) | 66 | 63 | UMKC (349) | Final | W | 3 |
| 5 | 2018-11-27 | Boise State (230) | 74 | 83 | Drake (132) | Final | W | 9 |
| 6 | 2018-12-01 | North Dakota State (237) | 88 | 95 | Drake (132) | Final | W | 7 |
| 7 | 2018-12-06 | Drake (109) | 75 | 61 | Milwaukee (272) | Final | W | 14 |
| 8 | 2018-12-15 | Iowa State (38) | 77 | 68 | Drake (91) | Final | L | -9 |
| 9 | 2018-12-17 | SIU-Edwardsville (329) | 66 | 79 | Drake (91) | Final | W | 13 |
| 10 | 2018-12-19 | Rider (172) | 58 | 76 | Drake (101) | Final | W | 18 |
| 11 | 2018-12-22 | Drake (101) | 66 | 63 | New Mexico State (73) | Final | W | 3 |
| 12 | 2018-12-23 | Drake (101) | 110 | 103 | San Diego (66) | Final/2OT | W | 7 |
| 13 | 2018-12-29 | McKendree | 70 | 98 | Drake (65) | Final | W | 28 |
| 14 | 2019-01-02 | Drake (64) | 77 | 82 | Evansville (201) | Final/2OT | L | -5 |
| 15 | 2019-01-05 | Loyola-Chicago (143) | 85 | 74 | Drake (64) | Final | L | -11 |
| 16 | 2019-01-08 | Southern Illinois (122) | 70 | 82 | Drake (105) | Final | W | 12 |
| 17 | 2019-01-13 | Drake (105) | 54 | 57 | Northern Iowa (220) | Final | L | -3 |
| 18 | 2019-01-16 | Drake (115) | 69 | 52 | Bradley (227) | Final | W | 17 |
| 19 | 2019-01-20 | Missouri State (195) | 63 | 74 | Drake (115) | Final | W | 11 |
| 20 | 2019-01-23 | Evansville (186) | 66 | 78 | Drake (100) | Final | W | 12 |
| 21 | 2019-01-26 | Drake (100) | 70 | 59 | Valparaiso (155) | Final | W | 11 |
| 22 | 2019-01-30 | Illinois State (162) | 69 | 55 | Drake (93) | Final | L | -14 |
| 23 | 2019-02-02 | Drake (93) | 68 | 62 | Indiana State (168) | Final | W | 6 |
| 24 | 2019-02-05 | Drake (100) | 64 | 86 | Loyola-Chicago (134) | Final | L | -22 |
| 25 | 2019-02-09 | Northern Iowa (195) | 77 | 83 | Drake (100) | Final | W | 6 |
| 26 | 2019-02-12 | Drake (110) | 72 | 69 | Southern Illinois (153) | Final | W | 3 |
| 27 | 2019-02-16 | Valparaiso (179) | 79 | 84 | Drake (110) | Final | W | 5 |
| 28 | 2019-02-19 | Bradley (171) | 68 | 77 | Drake (102) | Final | W | 9 |
| 29 | 2019-02-24 | Drake (102) | 60 | 67 | Illinois State (172) | Final | L | -7 |
| 30 | 2019-02-27 | Indiana State (185) | 68 | 80 | Drake (108) | Final | W | 12 |
| 31 | 2019-03-02 | Drake (108) | 73 | 62 | Missouri State (158) | Final | W | 11 |
| 32 | 2019-03-08 | Illinois State (170) | 62 | 78 | Drake (96) | Final | W | 16 |
| 33 | 2019-03-09 | Northern Iowa (183) | 60 | 58 | Drake (96) | Final | L | -2 |