| Date | Location | Result | |
| 2/21/09 | Moorhead, Minn. - Memorial Auditorium | Concordia College-Mo 75, St. Olaf College 74 | Box score |
| 2/18/09 | St. Paul, Minn. - Leonard Center | St. Olaf College 68, Macalester College 47 | Box score |
| 2/14/09 | Northfield, Minn. - Skoglund Center | St. Olaf College 55, Saint Mary's 47 | Box score |
| 02/11/09 | St. Peter, Minn. - Gus Young Court | Gustavus Adolphus 74, St. Olaf College 55 | Box score |
| 2/7/09 | Northfield, Minn. - Skoglund Center | Bethel University 74, St. Olaf College 69 | Box score |
| 2/04/09 | Northfield, Minn. - Skoglund Center | Saint John's Univ. 70, St. Olaf College 58 | Box score |
| 2/2/09 | Northfield, Minn. - West Gym | Carleton College 78, St. Olaf College 66 | Box score |
| 1/31/09 | Northfield, Minn. - Skoglund Center | Augsburg College 65, St. Olaf College 61 | Box score |
| 1/28/09 | Northfield, Minn. - Skoglund Center | Hamline University-Men 60, St. Olaf College 58 | Box score |
| 1/24/09 | Northfield, Minn. - Skoglund Center | No. 2 St. Thomas 73, St. Olaf College 61 | Box score |
| 1/19/07 | Northfield, Minn. - Skoglund Center | St. Olaf College 68, Concordia College-Mo 66 | Box score |
| 1/17/09 | Winona, Minn. - SMU Gymanisum | St. Olaf College 71, Saint Mary's 67 | Box score |
| 1/14/09 | Northfield, Minn. - Skoglund Center | St. Olaf College 76, Macalester College 70 | Box score |
| 1/10/09 | Arden Hills, Minn. - Robertson Center | Bethel University 81, St. Olaf College 72 | Box score |
| 1/7/09 | Northfield, Minn. - Skoglund Center | Gustavus Adolphus 81, St. Olaf College 64 | Box score |
| 01/05/09 | Collegeville, Minn. - Sexton Arena | St. Olaf College 71, Saint John's Univ. 59 | Box score |
| 01/03/09 | Minneapolis - Si Melby Hall | St. Olaf College 57, Augsburg College 55 | Box score |
| 12/30/08 | Vermillion, S.D. - DakotaDome | South Dakota 77, St. Olaf College 61 | Box score |
| 12/10/08 | Northfield, Minn. - Skoglund Center | Carleton College 65, St. Olaf College 47 | Box score |
| 12/6/08 | St. Paul, Minn. - Schoenecker Arena | St. Thomas 60, St. Olaf College 52 | Box score |
| 12/1/08 | New Ulm, Minn. - MLC Gymnasium | St. Olaf College 70, Martin Luther 50 | Box score |
| 11/24/08 | Northfield, Minn. - Skoglund Center | St. Olaf College 80, Luther College 59 | Box score |
| 11/21/08 | Storm Lake, Iowa - Siebens Fieldhouse | Buena Vista 65, St. Olaf College 60 | Box score |
| 11/18/08 | St. Paul, Minn. - Hutton Arena | Hamline University-Men 77, St. Olaf College 72 | Box score |
| 11/15/08 | Mankato, Minn. - BLC's North Gym | St. Olaf College 94, Bethany Lutheran 76 | Box score |