* Conference Event
% Exhibition/Scrimmage Event
Event times are (ET)
| November |
| | 2 | 7:00PM | Indiana University Southeast | @ | Cumberlands (KY) | 64-83 | |
| | 6 | 6:00PM | Cumberlands (KY) | vs. | Cedarville University | 90-85 | |
| | Rio Grande Classic | |
| | 7 | 2:00PM | Cumberlands (KY) | vs. | Ohio University-Lancaster | 82-52 | |
| | Rio Grande Classic | |
| | 9 | 8:00PM | Temple Baptist College | @ | Cumberlands (KY) | 58-86 | |
| | 17 | 7:00PM | King College | @ | Cumberlands (KY) | 59-77 | |
| | 20 | 6:00PM | Cumberlands (KY) | vs. | Mid-Continent College | 74-78 | |
| | Pikeville Classic | |
| | 21 | 6:00PM | Cumberlands (KY) | vs. | Miami-Hamilton | 80-25 | |
| | Pikeville Classic | |
| | 27 | 5:45PM | Cumberlands (KY) | vs. | Mid-Continent College | 62-54 | |
| | Mid-South Conference Challenge - Frankfort, Ky. | |
| | 28 | 4:00PM | Cumberlands (KY) | vs. | Robert Morris College | 64-48 | |
| | Mid-South Conference Challenge - Frankfort, Ky. | |
| December |
| | 5 | 8:00PM | Cumberlands (KY) | @ | King College | 54-62 | |
| | 7 | 7:00PM | Virginia Intermont College | @ | Cumberlands (KY) | 36-90 | |
| | 10 | 7:00PM | Berea College | @ | Cumberlands (KY) | 57-90 | |
| | 19 | 7:00PM | Cumberlands (KY) | @ | Bellarmine University | 57-78 | |
| January |
| | 2 | 4:00PM | Cumberlands (KY) | @ | Indiana University Southeast | 72-78 | |
| | 9 | 3:00PM | World Harvest Bible College | @ | Cumberlands (KY) | 65-103 | |
| * | 14 | 8:00PM | Georgetown | @ | Cumberlands (KY) | 72-63 | |
| * | 16 | 4:00PM | Cumberlands (KY) | @ | St. Catharine | 66-51 | |
| * | 21 | 8:00PM | West Virginia U. Tech | @ | Cumberlands (KY) | 47-75 | |
| * | 23 | 5:00PM | Cumberlands (KY) | @ | Lindsey Wilson | 73-76 | |
| | Lindsey Live: Stats -- Audio | |
| * | 28 | 8:00AM | Campbellsville | @ | Cumberlands (KY) | 65-61 | |
| | Live Audio | Live Stats | |
| * | 30 | 4:00PM | Cumberlands (KY) | @ | Rio Grande | 79-63 | |
| February |
| * | 4 | 8:00PM | Cumberlands (KY) | @ | Pikeville | 81-79 | |
| * | 6 | 4:00PM | St. Catharine | @ | Cumberlands (KY) | 62-70 | |
| * | 11 | 8:00PM | Cumberlands (KY) | @ | Georgetown | 57-66 | |
| * | 13 | 4:00PM | Lindsey Wilson | @ | Cumberlands (KY) | 74-79 | (OT) |
| | Lindsey Live: Stats -- Audio -- Notes | |
| * | 18 | 8:00PM | Cumberlands (KY) | @ | West Virginia U. Tech | 78-58 | |
| * | 20 | 4:00PM | Rio Grande | @ | Cumberlands (KY) | 45-76 | |
| * | 25 | 8:00PM | Cumberlands (KY) | @ | Campbellsville | 80-83 | (2OT) |
| | Campbellsville clinches share of MSC title | |
| * | 27 | 6:00PM | Pikeville | @ | Cumberlands (KY) | 69-74 | |
| March |
| | 5 | 6:00PM | Lindsey Wilson | vs. | Cumberlands (KY) | 47-58 | |
| | MSC Tournament @ Frankfort, Ky. - March 5-7 | |
| | 6 | 4:00PM | Cumberlands (KY) | vs. | Georgetown | 64-82 | |
| | MSC Tournament Semi-Finals; Frankfort, KY | |
| | 18 | 1:30PM | Cumberlands (KY) | vs. | Azusa Pacific University | 68-72 | |
| | NAIA National Tournament--Kansas City, MO--March 17-23 | |
* Conference Event
% Exhibition/Scrimmage Event
Event times are (ET)
