Stadium: Stagg Field Round: 1
| 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 | 2018/10/20 18:00 | Beloit Buccaneers v Chicago Maroons | W | 0-63 |
| NCAAF | 2018/10/13 18:00 | Chicago Maroons v St Norbert Green Knights | L | 20-21 |
| NCAAF | 2018/10/06 18:00 | Lawrence Vikings v Chicago Maroons | W | 0-49 |
| NCAAF | 2018/09/29 18:00 | Cornell Rams v Chicago Maroons | W | 0-49 |
| NCAAF | 2018/09/22 18:00 | Chicago Maroons v Illinois College Blueboys | W | 56-9 |
| NCAAF | 2018/09/08 18:00 | Chicago Maroons v Simpson Storm | L | 0-21 |
| NCAAF | 2018/11/10 18:00 | Washington Bears v Carroll Pioneers | W | 44-6 |
| NCAAF | 2018/11/03 18:00 | Millikin Big Blue v Washington Bears | W | 42-49 |
| NCAAF | 2018/10/27 18:00 | Augustana Augie v Washington Bears | W | 24-38 |
| NCAAF | 2018/10/20 23:00 | Washington Bears v Illinois Wesleyan Titans | L | 21-27 |
| NCAAF | 2018/10/13 18:00 | Washington Bears v Wheaton Thunder | W | 17-10 |
| NCAAF | 2018/10/06 18:00 | Elmhurst Bluejays v Washington Bears | W | 10-23 |
| NCAAF | 2018/09/29 18:00 | North Park Vikings v Washington Bears | W | 21-44 |
| NCAAF | 2018/09/22 18:00 | Washington Bears v Carthage Red Men | W | 51-31 |