| NCAAF | 11/11 18:00 | 1 | Lake Forest Foresters v Chicago Maroons | W | 14-15 | |
| NCAAF | 11/04 18:00 | 1 | Grinnell Pioneers v Chicago Maroons | W | 14-48 | |
| NCAAF | 10/28 18:00 | 1 | Chicago Maroons v Lawrence Vikings | W | 55-12 | |
| NCAAF | 10/21 18:00 | 1 | Cornell Rams v Chicago Maroons | L | 47-34 | |
| NCAAF | 10/14 19:00 | 1 | Chicago Maroons v Ripon Red Hawks | W | 21-6 | |
| NCAAF | 10/07 18:00 | 1 | Chicago Maroons v Illinois College Blueboys | L | 20-41 | |
| NCAAF | 09/30 18:00 | 1 | Beloit Buccaneers v Chicago Maroons | W | 7-48 | |
| NCAAF | 09/16 19:00 | 1 | Chicago Maroons v Knox Prairie Fire | W | 63-0 | |
| NCAAF | 09/09 18:00 | 1 | Monmouth Scots v Chicago Maroons | L | 39-6 | |
| NCAAF | 09/02 18:00 | 1 | Chicago Maroons v Claremont-M-S | L | 15-24 | |
| NCAAF | 11/12 19:00 | 1 | Chicago Maroons v Lake Forest Foresters | L | 7-13 | |
| NCAAF | 11/05 18:00 | 1 | Lawrence Vikings v Chicago Maroons | W | 0-60 | |
| NCAAF | 10/29 18:00 | 1 | Chicago Maroons v Grinnell Pioneers | W | 58-0 | |
| NCAAF | 10/22 18:00 | 1 | Ripon Red Hawks v Chicago Maroons | L | 19-16 | |
| NCAAF | 10/15 19:00 | 1 | Chicago Maroons v Cornell Rams | W | 45-7 | |
| NCAAF | 10/08 18:00 | 1 | Chicago Maroons v Monmouth Scots | L | 20-23 | |
| NCAAF | 10/01 18:00 | 1 | Knox Prairie Fire v Chicago Maroons | W | 14-50 | |
| NCAAF | 09/17 18:00 | 1 | Chicago Maroons v Beloit Buccaneers | W | 43-10 | |
| NCAAF | 09/10 18:00 | 1 | Illinois College Blueboys v Chicago Maroons | W | 14-40 | |
| NCAAF | 09/03 18:00 | 1 | Concordia Chicago Cougars v Chicago Maroons | W | 14-34 | |
| NCAAF | 11/13 18:00 | 1 | Lake Forest Foresters v Chicago Maroons | L | 28-6 | |
| NCAAF | 11/06 18:00 | 1 | Chicago Maroons v Lawrence Vikings | W | 66-0 | |
| NCAAF | 10/30 18:00 | 1 | Grinnell Pioneers v Chicago Maroons | W | 3-78 | |
| NCAAF | 10/23 19:00 | 1 | Chicago Maroons v Ripon Red Hawks | W | 38-14 | |
| NCAAF | 10/16 18:00 | 1 | Cornell Rams v Chicago Maroons | W | 21-47 | |
| NCAAF | 10/09 18:00 | 1 | Monmouth Scots v Chicago Maroons | L | 40-37 | |
| NCAAF | 10/02 19:00 | 1 | Chicago Maroons v Knox Prairie Fire | W | 45-10 | |
| NCAAF | 09/18 18:00 | 1 | Beloit Buccaneers v Chicago Maroons | W | 0-66 | |
| NCAAF | 09/11 18:00 | 1 | Chicago Maroons v Illinois College Blueboys | W | 66-14 | |
| NCAAF | 09/04 18:00 | 1 | Chicago Maroons v Washington Bears | W | 31-21 |