| 9/6/2014 | Beloit (3-7) | 6 | at | Chicago | 28 | MidW | ||
| 9/13/2014 | Concordia IL (1-8) | 0 | at | Chicago | 38 | NAC | ||
| 9/20/2014 | Chicago | 29 | at | Elmhurst (5-5) | 17 | at CCIW | ||
| 9/27/2014 | Pacific (6-3) | vs | Chicago | CX Airline Disruption | NWC | |||
| 10/4/2014 | Rhodes (8-2) | 14 | at | Chicago | 17 | SAA | ||
| 10/11/2014 | Chicago | 14 | at | Trinity TX (4-6) | 7 | at SCAC | ||
| 10/18/2014 | Chicago | 21 | at | Bethel MN (7-3) | 52 | at MIA | ||
| 10/25/2014 | Washington U (4-6,0-1) | 23 | at | Chicago | 44 | |||
| 11/8/2014 | Carnegie Mellon (4-6) | 7 | at | Chicago | 28 | TPAC | ||
| 11/15/2014 | Chicago | 20 | at | Case Western Reserve (3-7) | 10 | at TPAC |
| vs Chicago | vs Other Opponents | Chicago compared to OOs | |
| Record: | 1-8 | 44-45 | |
| Points Scored: | 15.11 | 25.02 | 9.91 |
| Points Allowed: | 26.56 | 26.83 | -0.27 |
| Margin: | -11.45 | -1.81 | 9.64 |
| Total Points: | 41.67 | 51.85 | -10.18 |