Stadium: Ingalls Field Round: 1
| NCAAF | 2023/10/14 19:00 | Chicago Maroons v Ripon Red Hawks | L | 21-6 |
| NCAAF | 2022/10/22 18:00 | Ripon Red Hawks v Chicago Maroons | W | 19-16 |
| NCAAF | 2021/10/23 19:00 | Chicago Maroons v Ripon Red Hawks | L | 38-14 |
| NCAAF | 2018/10/27 19:00 | Chicago Maroons v Ripon Red Hawks | L | 35-6 |
| NCAAF | 2023/11/11 18:00 | Lawrence Vikings v Ripon Red Hawks | W | 34-55 |
| NCAAF | 2023/11/04 18:00 | Beloit Buccaneers v Ripon Red Hawks | W | 17-52 |
| NCAAF | 2023/10/28 18:00 | Ripon Red Hawks v Monmouth Scots | L | 3-45 |
| NCAAF | 2023/10/21 18:00 | Ripon Red Hawks v Lake Forest Foresters | W | 12-0 |
| NCAAF | 2023/10/14 19:00 | Chicago Maroons v Ripon Red Hawks | L | 21-6 |
| NCAAF | 2023/10/07 18:00 | Knox Prairie Fire v Ripon Red Hawks | W | 3-10 |
| NCAAF | 2023/09/30 18:00 | Ripon Red Hawks v Cornell Rams | L | 33-36 |
| NCAAF | 2023/09/16 18:00 | Ripon Red Hawks v Illinois College Blueboys | L | 21-52 |
| NCAAF | 2023/11/11 18:00 | Lake Forest Foresters v Chicago Maroons | W | 14-15 |
| NCAAF | 2023/11/04 18:00 | Grinnell Pioneers v Chicago Maroons | W | 14-48 |
| NCAAF | 2023/10/28 18:00 | Chicago Maroons v Lawrence Vikings | W | 55-12 |
| NCAAF | 2023/10/21 18:00 | Cornell Rams v Chicago Maroons | L | 47-34 |
| NCAAF | 2023/10/14 19:00 | Chicago Maroons v Ripon Red Hawks | W | 21-6 |
| NCAAF | 2023/10/07 18:00 | Chicago Maroons v Illinois College Blueboys | L | 20-41 |
| NCAAF | 2023/09/30 18:00 | Beloit Buccaneers v Chicago Maroons | W | 7-48 |
| NCAAF | 2023/09/16 19:00 | Chicago Maroons v Knox Prairie Fire | W | 63-0 |