Stadium: Stagg Field Round: 1
| NCAAF | 2019/10/19 18:00 | Cornell Rams v Chicago Maroons | W | 7-56 |
| NCAAF | 2019/10/12 19:00 | Chicago Maroons v Knox Prairie Fire | W | 37-6 |
| NCAAF | 2019/10/05 18:00 | Beloit Buccaneers v Chicago Maroons | W | 0-48 |
| NCAAF | 2019/09/28 18:00 | Chicago Maroons v Lake Forest Foresters | W | 27-10 |
| NCAAF | 2019/09/14 18:00 | Simpson Storm v Chicago Maroons | L | 27-23 |
| NCAAF | 2019/09/07 23:00 | Chicago Maroons v Washington Bears | L | 7-43 |
| NCAAF | 2018/11/03 18:00 | Macalester Scots v Chicago Maroons | W | 21-28 |
| NCAAF | 2018/10/27 19:00 | Chicago Maroons v Ripon Red Hawks | W | 35-6 |
| NCAAF | 2019/10/26 19:00 | Cornell Rams v Monmouth Scots | W | 14-27 |
| NCAAF | 2019/10/19 19:00 | Monmouth Scots v Illinois College Blueboys | W | 30-15 |
| NCAAF | 2019/10/05 18:00 | Ripon Red Hawks v Monmouth Scots | W | 0-20 |
| NCAAF | 2019/09/28 18:00 | Monmouth Scots v St Norbert Green Knights | W | 34-14 |
| NCAAF | 2019/09/15 00:00 | Wartburg Knights v Monmouth Scots | L | 38-9 |
| NCAAF | 2019/09/07 18:00 | Monmouth Scots v Wheaton Thunder | L | 0-38 |
| NCAAF | 2018/11/03 18:00 | Knox Prairie Fire v Monmouth Scots | W | 7-40 |
| NCAAF | 2018/10/27 18:00 | Monmouth Scots v Lake Forest Foresters | W | 30-3 |