Stadium: Concordia Stadium Round: 1
| NCAAF | 2021/11/13 18:00 | Concordia Chicago Cougars v St Norbert Green Knights | L | 0-34 |
| NCAAF | 2021/11/06 18:00 | Benedictine Eagles v Concordia Chicago Cougars | L | 49-21 |
| NCAAF | 2021/10/30 18:00 | Concordia Chicago Cougars v Wisconsin Lutheran Warriors | W | 41-38 |
| NCAAF | 2021/10/16 19:15 | Concordia Chicago Cougars v Lakeland Muskies | L | 7-63 |
| NCAAF | 2021/10/09 18:00 | Rockford Regents v Concordia Chicago Cougars | L | 35-13 |
| NCAAF | 2021/10/02 21:00 | Eureka Red Devils v Concordia Chicago Cougars | L | 38-13 |
| NCAAF | 2021/09/25 18:00 | Concordia Chicago Cougars v Concordia Wisconsin Falcons | L | 19-28 |
| NCAAF | 2021/09/18 18:00 | Aurora Spartans v Concordia Chicago Cougars | L | 70-0 |
| NCAAF | 2021/11/13 18:00 | Lake Forest Foresters v Chicago Maroons | L | 28-6 |
| NCAAF | 2021/11/06 18:00 | Chicago Maroons v Lawrence Vikings | W | 66-0 |
| NCAAF | 2021/10/30 18:00 | Grinnell Pioneers v Chicago Maroons | W | 3-78 |
| NCAAF | 2021/10/23 19:00 | Chicago Maroons v Ripon Red Hawks | W | 38-14 |
| NCAAF | 2021/10/16 18:00 | Cornell Rams v Chicago Maroons | W | 21-47 |
| NCAAF | 2021/10/09 18:00 | Monmouth Scots v Chicago Maroons | L | 40-37 |
| NCAAF | 2021/10/02 19:00 | Chicago Maroons v Knox Prairie Fire | W | 45-10 |
| NCAAF | 2021/09/18 18:00 | Beloit Buccaneers v Chicago Maroons | W | 0-66 |