* Conference Event
% Exhibition/Scrimmage Event
Event times are (ET)
| November |
| % | 1 | 1:30PM | Cumberlands (KY) | @ | East Tennessee State | 0-2 | |
| | Exhibition - Forfeit | |
| | 5 | 7:00PM | Cumberlands (KY) | @ | Ohio Valley University | 0-2 | |
| | Forfeit | |
| | 9 | 6:00PM | Union University | @ | Cumberlands (KY) | 73-57 | |
| | 13 | 6:00PM | Southern Polytechnic State University | @ | Cumberlands (KY) | 75-66 | |
| | 16 | 6:00PM | Cumberlands (KY) | @ | Shorter | 60-49 | |
| | 20 | | Cumberlands (KY) | vs. | Alma College | 74-35 | |
| | St. Joseph College Classic - Nov. 20-21 | |
| | 21 | 5:00PM | College of Mount St. Joseph | @ | Cumberlands (KY) | 56-83 | |
| | Mt. St. Joseph Tournament Championship vs. Mt. St. Joseph | |
| | 28 | 2:00PM | Tennessee Temple | @ | Cumberlands (KY) | 56-89 | |
| | 30 | 6:00PM | Cumberlands (KY) | @ | Lee University | 61-71 | |
| December |
| | 5 | 2:00PM | Morris College | @ | Cumberlands (KY) | 51-95 | |
| | 12 | 2:00PM | Lambuth University | @ | Cumberlands (KY) | 63-82 | |
| | 18 | 5:30PM | Cumberlands (KY) | @ | Brewton-Parker | 68-52 | |
| | 21 | 11:00AM | Cumberlands (KY) | @ | Interamericana University | 89-43 | |
| | 29 | 5:00PM | Martin Methodist | vs. | Cumberlands (KY) | 65-80 | |
| | Cumberland University Classic - Dec 29-30 | |
| | 30 | 2:00PM | Cumberlands (KY) | @ | Cumberland (TN) | 67-65 | |
| | Cumberland University Classic - Dec 29-30 | |
| January |
| | 3 | 2:00PM | Cumberlands (KY) | @ | Catawba College | 61-66 | |
| | 9 | 2:00PM | Cumberlands (KY) | @ | Tennessee Temple | 93-55 | |
| * | 14 | 6:00PM | Georgetown | @ | Cumberlands (KY) | 63-90 | |
| * | 16 | 2:00PM | Cumberlands (KY) | @ | St. Catharine | 72-42 | |
| * | 21 | 6:00PM | West Virginia U. Tech | @ | Cumberlands (KY) | 58-85 | |
| * | 23 | 3:00PM | Cumberlands (KY) | @ | Lindsey Wilson | 60-51 | |
| | Lindsey Live: Stats -- Audio | |
| * | 28 | 6:00PM | Campbellsville | @ | Cumberlands (KY) | 68-65 | (OT) |
| | Whtiney Ballinger ties CU record for rebounds in game - 28 | |
| * | 30 | 2:00PM | Cumberlands (KY) | @ | Rio Grande | 84-56 | |
| February |
| * | 4 | 6:00PM | Cumberlands (KY) | @ | Pikeville | 81-62 | |
| * | 6 | 2:00PM | St. Catharine | @ | Cumberlands (KY) | 44-87 | |
| * | 11 | 6:00PM | Cumberlands (KY) | @ | Georgetown | 59-65 | |
| * | 13 | 2:00PM | Lindsey Wilson | @ | Cumberlands (KY) | 52-66 | |
| | Lindsey Live: Stats -- Audio -- Notes | |
| * | 18 | 6:00PM | Cumberlands (KY) | @ | West Virginia U. Tech | 73-51 | |
| * | 20 | 2:00PM | Rio Grande | @ | Cumberlands (KY) | 63-75 | |
| * | 25 | 6:00PM | Cumberlands (KY) | @ | Campbellsville | 61-69 | |
| | Campbellsville wins MSC regular season | |
| * | 27 | 3:30PM | Pikeville | @ | Cumberlands (KY) | 47-75 | |
| March |
| | 4 | 2:00PM | Cumberlands (KY) | vs. | St. Catharine | 78-51 | |
| | MSC Tournament - Frankfort, KY - March 4-6 | |
| | 5 | 4:00PM | Cumberlands (KY) | vs. | Pikeville | 83-53 | |
| | Mid-South Conference Tournament Semi-Finals: Frankfort, KY | |
| | 6 | 6:00PM | Campbellsville | vs. | Cumberlands (KY) | 68-73 | |
| | Mid-South Conference Tournament Championship - Frankfort Civic Center | |
| | 18 | 5:30PM | Cumberlands (KY) | vs. | Xavier | 67-62 | (OT) |
| | NAIA National Tournament--Jackson, TN--March 17-23 | |
| | 19 | 9:00PM | Cumberlands (KY) | vs. | Saint Xavier University | 67-71 | |
| | NAIA National Tournament - Second Round | |
* Conference Event
% Exhibition/Scrimmage Event
Event times are (ET)
