| Sim Time | Game Date | Type | Visiting Team | Home Team | Result | Game Action | Attendance |
|---|---|---|---|---|---|---|---|
| Mon Nov 17th | October 13th | Exhibition | Wisconsin-Parkside | Winona State | W 77 - 86 | (play) | 458 |
| Tue Nov 18th | October 15th | Exhibition | Winona State | Minnesota | L 69 - 93 | (play) | 2,545 |
| Wed Nov 19th | October 17th | Exhibition | Winona State | Grand View | L 55 - 86 | (play) | 4,543 |
| Thu Nov 20th | October 21st | Non-Conference | Winona State | Bluefield State | L 50 - 78 | (play) | 6,617 |
| Fri Nov 21st | October 24th | Non-Conference | Winona State | Fairleigh Dickinson - Florham | L 64 - 89 | (play) | 1,432 |
| Sat Nov 22nd | October 28th | Non-Conference | Trevecca Nazarene | Winona State | W 59 - 60 | (play) | 889 |
| Sun Nov 23rd | October 31st | Non-Conference | Humboldt State | Winona State | L 68 - 64 | (play) | 1,128 |
| Mon Nov 24th | November 4th | Non-Conference | St. Lawrence University | Winona State | W 64 - 77 | (play) | 1,340 |
| Tue Nov 25th | November 7th | Non-Conference | Winona State | Holy Names | L 43 - 100 | (play) | 4,224 |
| Wed Nov 26th | November 11th | Non-Conference | Winona State | Nicholls State | L 60 - 87 | (play) | 944 |
| Thu Nov 27th | November 14th | Non-Conference | Occidental College | Winona State | W 66 - 71 | (play) | 1,312 |
| Fri Nov 28th | November 18th | Non-Conference | DeSales | Winona State | W 61 - 77 | (play) | 922 |
| Sat Nov 29th | November 21st | Non-Conference | Winona State | Adrian | W 80 - 64 | (play) | 1,884 |
| Sun Nov 30th | November 26th | Conference | Wayne State College | Winona State | W 53 - 71 | (play) | 1,343 |
| Mon Dec 1st | November 28th | Conference | Winona State | Chaminade | W 79 - 59 | (play) | 979 |
| Tue Dec 2nd | December 3rd | Conference | La Verne | Winona State | W 71 - 96 | (play) | 1,307 |
| Wed Dec 3rd | December 5th | Conference | Winona State | Grand Valley State | L 65 - 74 | (play) | 537 |
| Thu Dec 4th | December 10th | Conference | Winona State | Charleston | W 67 - 58 | (play) | 1,960 |
| Fri Dec 5th | December 12th | Conference | Minnesota Duluth | Winona State | W 60 - 79 | (play) | 1,442 |
| Sat Dec 6th | December 17th | Conference | Utah Valley | Winona State | L 66 - 59 | (play) | 1,464 |
| Sun Dec 7th | December 19th | Conference | Winona State | Pittsburg State | W 89 - 63 | (play) | 174 |
| Mon Dec 8th | December 24th | Conference | Winona State | New Jersey IT | L 67 - 75 | (play) | 820 |
| Tue Dec 9th | December 26th | Conference | Chicago State | Winona State | L 110 - 51 | (play) | 1,582 |
| Wed Dec 10th | December 31st | Conference | UVA-Wise | Winona State | L 68 - 65 | (play) | 1,321 |
| Thu Dec 11th | January 2nd | Conference | Central Missouri | Winona State | W 72 - 84 | (play) | 1,304 |
| Fri Dec 12th | January 7th | Conference | Winona State | Fort Valley State | W 73 - 64 | (play) | 1,746 |
| Sat Dec 13th | January 9th | Conference | Winona State | Missouri Southern | W 70 - 60 | (play) | 1,551 |
| Sun Dec 14th | January 14th | Conference | South Dakota Mines | Winona State | L 79 - 65 | (play) | 1,428 |
| Mon Dec 15th | January 16th | Conference | Winona State | Wayne State College | L 62 - 64 | (play) | 1,944 |
| Tue Dec 16th | January 21st | Conference | Chaminade | Winona State | W 58 - 84 | (play) | 1,363 |
| Wed Dec 17th | January 23rd | Conference | Winona State | La Verne | W 79 - 64 | (play) | 1,208 |
| Thu Dec 18th | January 28th | Conference | Grand Valley State | Winona State | W 67 - 73 | (play) | 1,501 |
| Fri Dec 19th | January 30th | Conference | Charleston | Winona State | W 74 - 87 | (play) | 1,348 |
| Sat Dec 20th | February 4th | Conference | Winona State | Minnesota Duluth | W 87 - 74 | (play) | 609 |
| Sun Dec 21st | February 6th | Conference | Winona State | Utah Valley | L 56 - 86 | (play) | 2,336 |
| Mon Dec 22nd | February 11th | Conference | Pittsburg State | Winona State | W 50 - 108 | (play) | 1,399 |
| Tue Dec 23rd | February 13th | Conference | New Jersey IT | Winona State | L 83 - 74 | (play) | 1,939 |
| Wed Dec 24th | February 18th | Conference | Winona State | Chicago State | L 83 - 96 | (play) | 2,301 |
| Thu Dec 25th | February 20th | Conference | Winona State | UVA-Wise | W 63 - 62 | (play) | 2,264 |
| Fri Dec 26th | February 25th | Conference | Winona State | Central Missouri | W 87 - 49 | (play) | 1,214 |
| Sat Dec 27th | February 27th | Conference | Fort Valley State | Winona State | W 62 - 69 | (play) | 1,652 |
| Sun Dec 28th | March 4th | Conference | Missouri Southern | Winona State | W 54 - 90 | (play) | 1,758 |
| Mon Dec 29th | March 6th | Conference | Winona State | South Dakota Mines | L 75 - 105 | (play) | 2,356 |
| Tue Dec 30th | March 11th | Playoff | Missouri Southern | Winona State | W 85 - 101 | (play) | 8,502 |
| Wed Dec 31st | March 12th | Playoff | Winona State | Charleston | L 79 - 107 | (play) | 8,403 |
| Sat Jan 3rd | March 18th | Invitational | Winona State | Oberlin | L 67 - 73 | (play) | 8,353 |
| Sun Jan 4th | March 20th | Invitational | Lipscomb | Winona State | W 63 - 80 | (play) | 8,381 |
| Mon Jan 5th | March 25th | Invitational | Long Beach State | Winona State | L 77 - 68 | (play) | 8,156 |