NAIA League Games/Schedule (2020-2021)
| Cumberland Games/Schedule | |||||||
| Regular Season | |||||||
| Nov. 14, 2020 | Day 26 | Cumberland - Asbury | 71-74  | ||||
| Nov. 21, 2020 | Day 33 | Cumberland - FHU | 73-77 | ||||
| Dec. 3, 2020 | Day 44 | Cumberland - Shawnee St. (6) | 68-57  | ||||
| Dec. 5, 2020 | Day 46 | Cumberland - Pikeville | 90-86 | ||||
| Dec. 11, 2020 | Day 52 | Bethel, TN - Cumberland | 74-83 | ||||
| Dec. 14, 2020 | Day 55 | Cumberland - Grace Coll. | 99-88 | ||||
| Dec. 31, 2020 | Day 67 | Campbellsville - Cumberland | 70-66 | ||||
| Jan. 4, 2021 | Day 70 | Cumberland - Lindsey Wilson | 67-55 | ||||
| Jan. 9, 2021 | Day 75 | Martin Methodist - Cumberland | 77-74 | ||||
| Jan. 14, 2021 | Day 79 | Cumberland - Cumberlands (25) | 73-76 | ||||
| Jan. 18, 2021 | Day 83 | Georgetown, KY (15) - Cumberland | 82-52 | ||||
| Jan. 21, 2021 | Day 86 | Thomas More - Cumberland | 57-61 | ||||
| Jan. 23, 2021 | Day 88 | Shawnee St. (6) - Cumberland | 82-54 | ||||
| Jan. 25, 2021 | Day 90 | Life - Cumberland | 73-71 | ||||
| Jan. 28, 2021 | Day 93 | FHU - Cumberland | 90-81 | ||||
| Feb. 1, 2021 | Day 97 | Cumberland - Thomas More | 54-70 | ||||
| Feb. 4, 2021 | Day 100 | Cumberland - Georgetown, KY (15) | 76-73 | ||||
| Feb. 6, 2021 | Day 102 | Cumberland - Campbellsville | 77-81 | ||||
| Feb. 8, 2021 | Day 104 | Lindsey Wilson - Cumberland | 67-85 | ||||
| Feb. 13, 2021 | Day 109 | Cumberlands (25) - Cumberland | 102-90 | ||||
| Feb. 23, 2021 | Day 116 | Cumberland - Life | 70-67 | ||||
| Feb. 20, 2021 | Day 116 | Cumberland - Life | 69-53 | ||||
| Feb. 28, 2021 | Day 123 | Shawnee St. (6) - Cumberland | 90-75 | ||||
