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* Conference Event % Exhibition/Scrimmage Event Event times are (CST)
| January |
| | 27 | | Milligan College | @ | Cumberland (Tenn.) | 1-8 | |
| | Indoors at NVAC |
| February |
| | 1 | | Cumberland (Tenn.) | @ | Austin Peay | 4-3 | |
| | 3 | | Carson-Newman | @ | Cumberland (Tenn.) | 1-8 | |
| | Indoors at NVAC |
| | 11 | | Cumberland (Tenn.) | @ | Western Kentucky | 3-4 | |
| | 24 | | Alabama-Huntsville | @ | Cumberland (Tenn.) | RAIN | |
| * | 28 | | Cumberland (Tenn.) | @ | Blue Mountain | 9-0 | |
| March |
| * | 2 | | Cumberland (Tenn.) | @ | Lambuth (Tenn.) | 9-0 | |
| | 3 | | Alabama A&M | @ | Cumberland (Tenn.) | 5-0 | |
| | Division I team |
| | 5 | | Cumberland (Tenn.) | @ | Lee University | 4-5 | |
| | 10 | | Cumberland (Tenn.) | @ | Tennessee Wesleyan | 6-2 | |
| | | 5:00PM | Cumberland (Tenn.) | vs. | Maryville College | 7-0 | |
| | At Fort Sanders Health & Fitness Club - Knoxville |
| | 15 | 8:30AM | Reinhardt College | @ | Cumberland (Tenn.) | 0-8 | |
| | Cumberland Spring Fling Tournament |
| | | 2:30PM | Ohio Dominican | @ | Cumberland (Tenn.) | 1-5 | |
| | Cumberland Spring Fling Tournament |
| | 17 | | Bethel (Tenn.) | vs. | Cumberland (Tenn.) | 5-1 | |
| | Bethel #23 ; Cumberland #16 ; Cumberland University Spring Fling Tournament |
| | 21 | 2:00PM | Cumberland (Tenn.) | @ | Campbellsville | 8-1 | |
| * | 24 | | Cumberland (Tenn.) | @ | Martin Methodist | 9-0 | |
| | 31 | 1:00PM | Cumberland (Tenn.) | @ | Georgetown College | 5-4 | |
| April |
| | 4 | 11:00AM | Cumberland (Tenn.) | @ | Alabama A&M | 1-6 | |
| | Division I |
| | | 3:00PM | Cumberland (Tenn.) | @ | Alabama-Huntsville | 5-2 | |
| | DII team |
| | 6 | 3:00PM | Covenant College | @ | Cumberland (Tenn.) | 0-9 | |
| | 14 | 9:30AM | Cumberland (Tenn.) | @ | Christian Brothers | 6-0 | |
| * | | 3:30PM | Cumberland (Tenn.) | @ | Lyon (Ark.) | 9-0 | |
| * | 16 | 2:00PM | Freed-Hardeman | @ | Cumberland (Tenn.) | 9-0 | |
| * | 17 | 2:00PM | Bethel (Tenn.) | @ | Cumberland (Tenn.) | 5-4 | |
| | 5th point (court 5 went 3rd set 6-4)... very close match |
| | 19 | | Lambuth (Tenn.) | vs. | Cumberland (Tenn.) | 0-9 | |
| | TranSouth Conference Tournament |
| | 20 | | Bethel (Tenn.) | vs. | Cumberland (Tenn.) | 5-1 | |
| | TranSouth Conference Tournament Semi Finals |
| | 25 | | Georgetown College | @ | Cumberland (Tenn.) | 4-5 | |
| | Region XI Tennis Championships |
| | | | Freed-Hardeman | @ | Cumberland (Tenn.) | 5-0 | |
| | Region XI Tennis Championships Semi Finals |
* Conference Event % Exhibition/Scrimmage Event Event times are (CST) |