| 9/12/2009 | East Texas Baptist 3 @ Redlands 36 | |
| 9/19/2009 | Redlands 29 @ Whitworth 24 | |
| 10/3/2009 | La Verne 24 @ Redlands 51 | † |
| 10/10/2009 | Redlands 24 @ Occidental 27 1OT | † |
| 10/17/2009 | Whittier 13 @ Redlands 44 | † |
| 10/24/2009 | Redlands 53 @ Claremont-Mudd-Scripps 27 | † |
| 10/31/2009 | Pomona-Pitzer 14 @ Redlands 41 | † |
| 11/7/2009 | Redlands 27 @ Chapman 24 | |
| 11/14/2009 | Redlands 21 @ Cal Lutheran 30 | † |