Stadium: Francis Field Round: 1
| NCAAF | 2019/11/02 18:00 | Washington Bears v Augustana Augie | W | 35-14 |
| NCAAF | 2019/10/26 18:00 | Illinois Wesleyan Titans v Washington Bears | W | 0-21 |
| NCAAF | 2019/10/19 23:00 | Wheaton Thunder v Washington Bears | L | 52-13 |
| NCAAF | 2019/10/12 18:00 | Washington Bears v Elmhurst Bluejays | W | 47-7 |
| NCAAF | 2019/10/05 18:00 | Washington Bears v North Park Vikings | W | 35-10 |
| NCAAF | 2019/09/28 17:00 | Carthage Red Men v Washington Bears | W | 10-21 |
| NCAAF | 2019/09/21 22:00 | Washington Bears v North Central Illinois | L | 13-46 |
| NCAAF | 2019/09/07 23:00 | Chicago Maroons v Washington Bears | W | 7-43 |
| NCAAF | 2019/11/02 18:00 | Illinois Wesleyan Titans v Millikin Big Blue | L | 40-12 |
| NCAAF | 2019/10/26 18:00 | Millikin Big Blue v Elmhurst Bluejays | W | 34-0 |
| NCAAF | 2019/10/19 23:00 | Millikin Big Blue v Carthage Red Men | L | 50-53 |
| NCAAF | 2019/10/12 19:00 | Carroll Pioneers v Millikin Big Blue | W | 7-30 |
| NCAAF | 2019/10/05 18:00 | Augustana Augie v Millikin Big Blue | L | 40-14 |
| NCAAF | 2019/09/28 23:00 | Millikin Big Blue v Wheaton Thunder | L | 0-62 |
| NCAAF | 2019/09/21 19:00 | North Park Vikings v Millikin Big Blue | W | 7-41 |
| NCAAF | 2019/09/06 23:00 | Millikin Big Blue v Hope Flying Dutchmen | W | 27-21 |