* Conference Event
% Exhibition/Scrimmage Event
Event times are (ET)
| November |
| | 10 | 7:00PM | Indiana University Southeast | @ | Cumberlands (KY) | 58-80 | |
| | 14 | 8:00PM | Malone College | @ | Cumberlands (KY) | 47-68 | |
| | UC Invitational |
| | 15 | 4:00PM | Grace College | @ | Cumberlands (KY) | 63-91 | |
| | Championship Game |
| | 17 | 7:00PM | Johnson Bible College | @ | Cumberlands (KY) | 29-111 | |
| | 20 | 7:00PM | Mountain State University | @ | Cumberlands (KY) | 73-89 | |
| | 28 | 6:00PM | Cumberlands (KY) | vs. | Point Park College | 84-60 | |
| | Ohio Dominican Classic |
| | 29 | | Cumberlands (KY) | @ | Ohio Dominican College | 84-73 | |
| | Ohio Dominican Classic |
| December |
| | 2 | 5:00PM | Brescia University | @ | Cumberlands (KY) | | |
| | 6 | 4:00PM | Cumberlands (KY) | @ | Indiana University Southeast | | |
| | 9 | 7:00PM | Temple Baptist College | @ | Cumberlands (KY) | | |
| | 13 | | Cumberlands (KY) | @ | Bellarmine University | | |
| | 20 | | Cumberlands (KY) | @ | Marshall University | | |
| January |
| | 3 | 3:00PM | World Harvest Bible College | @ | Cumberlands (KY) | | |
| | 6 | 7:00PM | Cumberlands (KY) | @ | Mountain State University | | |
| | 8 | 7:00PM | Cumberlands (KY) | @ | Cincinnati-Clermont | | |
| * | 15 | 8:00PM | Cumberlands (KY) | @ | Georgetown | | |
| * | 17 | 4:00PM | St. Catharine | @ | Cumberlands (KY) | | |
| | 19 | 7:00PM | Cumberlands (KY) | @ | Johnson Bible College | | |
| * | 22 | 8:00PM | Cumberlands (KY) | @ | West Virginia U. Tech | | |
| * | 24 | 4:00PM | Lindsey Wilson | @ | Cumberlands (KY) | | |
| * | 29 | 8:00PM | Cumberlands (KY) | @ | Campbellsville | | |
| | 31 | 7:00PM | Cincinnati-Clermont | @ | Cumberlands (KY) | | |
| February |
| * | 5 | 8:00PM | Pikeville | @ | Cumberlands (KY) | | |
| * | 7 | 4:00PM | Cumberlands (KY) | @ | St. Catharine | | |
| * | 12 | 8:00PM | Georgetown | @ | Cumberlands (KY) | | |
| * | 14 | 5:00PM | Cumberlands (KY) | @ | Lindsey Wilson | | |
| * | 19 | 8:00PM | West Virginia U. Tech | @ | Cumberlands (KY) | | |
| | 21 | 6:00PM | Cumberlands (KY) | @ | Brescia University | | |
| * | 26 | 8:00PM | Campbellsville | @ | Cumberlands (KY) | | |
| * | 28 | 4:00PM | Cumberlands (KY) | @ | Pikeville | | |
| March |
| | 5 | | Cumberlands (KY) | @ | Conference Tourney | | |
* Conference Event
% Exhibition/Scrimmage Event
Event times are (ET)
