| 9/5/2009 | Hope 25 @ Illinois Wesleyan 28 | |
| 9/12/2009 | Illinois Wesleyan 43 @ Alma 7 | |
| 9/19/2009 | Aurora 6 @ Illinois Wesleyan 52 | |
| 10/3/2009 | Illinois Wesleyan 42 @ Carthage 16 | † |
| 10/10/2009 | Millikin 19 @ Illinois Wesleyan 13 | † |
| 10/17/2009 | Illinois Wesleyan 7 @ Augustana IL 0 | † |
| 10/24/2009 | Illinois Wesleyan 20 @ Elmhurst 7 | † |
| 10/31/2009 | North Central 22 @ Illinois Wesleyan 28 | † |
| 11/7/2009 | Wheaton 17 @ Illinois Wesleyan 20 | † |
| 11/14/2009 | Illinois Wesleyan 49 @ North Park 0 | † |
| 11/21/2009 | Wabash 35 @ Illinois Wesleyan 41 2OT (D3) | |
| 11/28/2009 | Illinois Wesleyan 7 @ UW-Whitewater 45 (D3) |