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 | 2020-11-27 | Valparaiso (156) | 71 | 77 | Vanderbilt (17) | Final | L | -6 |
| 2 | 2020-11-29 | Trinity International | 0 | 0 | Valparaiso (156) | Cancelled | - | - |
| 3 | 2020-11-29 | Trinity International | Valparaiso (150) | Cancelled | - | - | ||
| 4 | 2020-12-01 | Valparaiso (156) | 50 | 66 | Illinois-Chicago (139) | Final | L | -16 |
| 5 | 2020-12-04 | Valparaiso (156) | 61 | 68 | Purdue (8) | Final | L | -7 |
| 6 | 2020-12-06 | Judson College | 45 | 85 | Valparaiso (283) | Final | W | 40 |
| 7 | 2020-12-09 | SIU-Edwardsville (248) | 58 | 80 | Valparaiso (156) | Final | W | 22 |
| 8 | 2020-12-12 | Valparaiso (156) | 79 | 84 | Central Michigan (311) | Final | L | -5 |
| 9 | 2020-12-16 | Eastern Michigan (277) | 0 | 0 | Valparaiso (156) | Cancelled | - | - |
| 10 | 2020-12-16 | Eastern Michigan (251) | Valparaiso (288) | Cancelled | - | - | ||
| 11 | 2020-12-17 | Purdue Northwest | 71 | 89 | Valparaiso (156) | Final | W | 18 |
| 12 | 2020-12-19 | Valparaiso (156) | 57 | 71 | Toledo (135) | Final | L | -14 |
| 13 | 2020-12-21 | Mount St. Joseph | 0 | 0 | Valparaiso (156) | Cancelled | - | - |
| 14 | 2020-12-21 | Mount St. Joseph | 0 | 0 | Valparaiso (288) | Cancelled | - | - |
| 15 | 2020-12-28 | Bradley (113) | 0 | 0 | Valparaiso (156) | Postponed | - | - |
| 16 | 2020-12-29 | Bradley (113) | 0 | 0 | Valparaiso (156) | Postponed | - | - |
| 17 | 2020-12-30 | Valparaiso (277) | Indiana State (168) | Cancelled | - | - | ||
| 18 | 2021-01-01 | Valparaiso (156) | 0 | 0 | Illinois State (94) | Postponed | - | - |
| 19 | 2021-01-02 | Loyola-Chicago (99) | Valparaiso (277) | Cancelled | - | - | ||
| 20 | 2021-01-02 | Valparaiso (156) | 0 | 0 | Illinois State (94) | Postponed | - | - |
| 21 | 2021-01-03 | Valparaiso (277) | 0 | 0 | Illinois State (255) | Cancelled | - | - |
| 22 | 2021-01-06 | Valparaiso (275) | Bradley (89) | Cancelled | - | - | ||
| 23 | 2021-01-09 | Valparaiso (275) | Southern Illinois (114) | Cancelled | - | - | ||
| 24 | 2021-01-09 | Missouri State (224) | 81 | 68 | Valparaiso (156) | Final | L | -13 |
| 25 | 2021-01-10 | Missouri State (224) | 78 | 68 | Valparaiso (156) | Final | L | -10 |
| 26 | 2021-01-13 | Evansville | Valparaiso | Cancelled | - | - | ||
| 27 | 2021-01-16 | Missouri State | Valparaiso | Cancelled | - | - | ||
| 28 | 2021-01-16 | Valparaiso (280) | 0 | 0 | Southern Illinois (126) | Cancelled | - | - |
| 29 | 2021-01-16 | Valparaiso (156) | 58 | 77 | DePaul (95) | Final | L | -19 |
| 30 | 2021-01-17 | Valparaiso (156) | 0 | 0 | Southern Illinois (150) | Postponed | - | - |
| 31 | 2021-01-20 | Valparaiso | Illinois State | Cancelled | - | - | ||
| 32 | 2021-01-20 | Loyola-Chicago (263) | 75 | 39 | Valparaiso (156) | Final | L | -36 |
| 33 | 2021-01-23 | Valparaiso | Northern Iowa | Cancelled | - | - | ||
| 34 | 2021-01-23 | Valparaiso (156) | 69 | 60 | Illinois State (94) | Final | W | 9 |
| 35 | 2021-01-24 | Valparaiso (156) | 70 | 66 | Illinois State (94) | Final | W | 4 |
| 36 | 2021-01-27 | Drake | Valparaiso | Cancelled | - | - | ||
| 37 | 2021-01-28 | Bradley (113) | 85 | 91 | Valparaiso (156) | Final/2OT | W | 6 |
| 38 | 2021-01-30 | Valparaiso | Loyola-Chicago | Cancelled | - | - | ||
| 39 | 2021-01-31 | Valparaiso (156) | 52 | 70 | Evansville (302) | Final | L | -18 |
| 40 | 2021-02-01 | Valparaiso (156) | 51 | 58 | Evansville (302) | Final | L | -7 |
| 41 | 2021-02-02 | Southern Illinois | Valparaiso | Cancelled | - | - | ||
| 42 | 2021-02-06 | Illinois State | Valparaiso | Cancelled | - | - | ||
| 43 | 2021-02-06 | Drake (217) | 80 | 77 | Valparaiso (156) | Final | L | -3 |
| 44 | 2021-02-07 | Drake (217) | 57 | 74 | Valparaiso (156) | Final | W | 17 |
| 45 | 2021-02-10 | Valparaiso | Drake | Cancelled | - | - | ||
| 46 | 2021-02-10 | Bradley (113) | 76 | 52 | Valparaiso (156) | Final | L | -24 |
| 47 | 2021-02-13 | Valparaiso | Missouri State | Cancelled | - | - | ||
| 48 | 2021-02-13 | Valparaiso (156) | 70 | 57 | Northern Iowa (89) | Final | W | 13 |
| 49 | 2021-02-14 | Valparaiso (156) | 60 | 74 | Northern Iowa (89) | Final | L | -14 |
| 50 | 2021-02-17 | Northern Iowa | Valparaiso | Cancelled | - | - | ||
| 51 | 2021-02-17 | Valparaiso (156) | 52 | 54 | Loyola-Chicago (263) | Final | L | -2 |
| 52 | 2021-02-21 | Bradley | Valparaiso | Cancelled | - | - | ||
| 53 | 2021-02-21 | Valparaiso (156) | 66 | 65 | Southern Illinois (150) | Final | W | 1 |
| 54 | 2021-02-22 | Valparaiso (156) | 64 | 67 | Southern Illinois (150) | Final | L | -3 |
| 55 | 2021-02-24 | Valparaiso | Evansville | Cancelled | - | - | ||
| 56 | 2021-02-26 | Indiana State (243) | 58 | 43 | Valparaiso (156) | Final | L | -15 |
| 57 | 2021-02-27 | Indiana State (243) | 58 | 70 | Valparaiso (156) | Final | W | 12 |
| 58 | 2021-03-05 | Valparaiso (156) | 55 | 66 | Missouri State (224) | Final | L | -11 |