| | Day | Time | | Opponent | Score | | Record |
| November |
| | 1 | 3:15PM | @ | College of the Ozarks | L-57-68 | | 0-1 |
| | 12 | 7:00PM | @ | Trinity Christian College | L-80-90 | | 0-2 |
| | 15 | 7:00PM | @ | University of Wisconsin-Platteville | L-56-87 | | 0-3 |
| | 18 | 7:00PM | vs. | Martin Luther College | L-62-71 | | 0-4 |
| | 21 | 7:00PM | vs. | Cardinal Stritch University | W-80-58 | | 1-4 |
| | Viterbo Pepsi Invitational |
| | 22 | 4:00PM | vs. | University of Illinois at Springfield | L-52-64 | | 1-5 |
| | Viterbo University Pepsi Invitational - Championship |
| | 25 | 8:00PM | @ | University of Wisconsin-LaCrosse | L-52-73 | | 1-6 |
| December |
| | 3 | 8:00PM | @ | University of Wisconsin-River Falls | L-53-64 | | 1-7 |
| * | 6 | 3:00PM | @ | Ashford | W-86-64 | | 2-7 1-0 |
| | 16 | 4:00PM | vs. | Mount Marty College | L-69-72 | | 2-8 |
| | 17 | 2:00PM | vs. | East-West University | W-83-73 | | 3-8 |
| | 18 | 2:00PM | vs. | Siena Heights University | L-63-82 | | 3-9 |
| | 29 | 7:00PM | vs. | Bethany Lutheran College | W-81-66 | | 4-9 |
| | 30 | 7:00PM | vs. | Silver Lake College | W-77-65 | | 5-9 |
| January |
| * | 3 | 3:00PM | @ | Grand View | L-64-77 | | 5-10 1-1 |
| | http://www.gvvikings.com/stats/2008-09/basketballm/gvvumb16.htm |
| * | 7 | 7:30PM | vs. | Mount Mercy | W-85-71 | | 6-10 2-1 |
| * | 10 | 3:00PM | vs. | St. Ambrose | L-66-68 | | 6-11 2-2 |
| * | 14 | 7:30PM | @ | Waldorf | W-93-62 | | 7-11 3-2 |
| * | 17 | 6:00PM | vs. | Iowa Wesleyan | L-75-77 (OT) | | 7-12 3-3 |
| * | 21 | 7:30PM | @ | Clarke | W-82-80 (OT) | | 8-12 4-3 |
| * | 24 | 3:00PM | vs. | William Penn | L-78-91 | | 8-13 4-4 |
| | 26 | 7:00PM | @ | University of Wisconsin-Stevens Point | L-40-92 | | 8-14 |
| | UWSp ranked #3 in NCAA III |
| * | 29 | 7:30PM | vs. | Ashford | W-65-48 | | 9-14 5-4 |
| * | 31 | 3:00PM | vs. | Grand View | W-71-68 | | 10-14 6-4 |
| February |
| * | 4 | 7:30PM | @ | Mount Mercy | W-65-64 | | 11-14 7-4 |
| * | 7 | 3:00PM | @ | St. Ambrose | W-81-79 (2OT) | | 12-14 8-4 |
| * | 11 | 7:30PM | vs. | Waldorf | L-64-65 | | 12-15 8-5 |
| * | 14 | 3:00PM | @ | Iowa Wesleyan | L-68-74 | | 12-16 8-6 |
| * | 18 | 7:30PM | vs. | Clarke | W-77-63 | | 13-16 9-6 |
| * | 21 | 3:00PM | @ | William Penn | L-72-79 | | 13-17 9-7 |
| | 25 | 7:00PM | vs. | Mount Mercy | W-73-59 | | 14-17 |
| | MCC Qtr Finals |
| | 27 | 7:00PM | @ | Grand View | L-68-79 | | 14-18 |
| | Grand View will play for the MCC Championship Sun at 6pm at GVU |
