Stadium: Rosenbloom Field Round: 1
| NCAAF | 2021/10/09 18:00 | Grinnell Pioneers v Ripon Red Hawks | L | 8-52 |
| NCAAF | 2021/10/02 18:00 | Beloit Buccaneers v Grinnell Pioneers | W | 13-40 |
| NCAAF | 2021/09/18 18:00 | Grinnell Pioneers v Lawrence Vikings | W | 35-28 |
| NCAAF | 2021/09/11 19:00 | Monmouth Scots v Grinnell Pioneers | L | 42-7 |
| NCAAF | 2021/09/04 18:00 | Rockford Regents v Grinnell Pioneers | L | 48-13 |
| NCAAF | 2019/09/28 18:00 | Grinnell Pioneers v Macalester Scots | L | 3-42 |
| NCAAF | 2019/09/14 18:00 | Lake Forest Foresters v Grinnell Pioneers | L | 44-0 |
| NCAAF | 2019/09/07 18:00 | Grinnell Pioneers v Lawrence Vikings | L | 0-28 |
| NCAAF | 2021/10/09 18:00 | Knox Prairie Fire v Beloit Buccaneers | W | 42-0 |
| NCAAF | 2021/10/02 19:00 | Chicago Maroons v Knox Prairie Fire | L | 45-10 |
| NCAAF | 2021/09/18 19:00 | Knox Prairie Fire v Lake Forest Foresters | L | 10-41 |
| NCAAF | 2021/09/11 18:00 | Knox Prairie Fire v Ripon Red Hawks | L | 14-20 |
| NCAAF | 2019/11/09 19:00 | Monmouth Scots v Knox Prairie Fire | L | 31-3 |
| NCAAF | 2019/11/02 18:00 | Knox Prairie Fire v Cornell Rams | L | 21-31 |
| NCAAF | 2019/10/26 18:00 | Illinois College Blueboys v Knox Prairie Fire | L | 47-17 |
| NCAAF | 2019/10/12 19:00 | Chicago Maroons v Knox Prairie Fire | L | 37-6 |