Stadium: Rosenbloom Field Round: 1
| NCAAF | 2022/10/15 18:00 | Knox Prairie Fire v Grinnell Pioneers | L | 28-7 |
| NCAAF | 2021/10/16 18:00 | Grinnell Pioneers v Knox Prairie Fire | L | 28-49 |
| NCAAF | 2018/10/13 18:00 | Grinnell Pioneers v Knox Prairie Fire | L | 7-28 |
| NCAAF | 2023/10/14 18:00 | Lake Forest Foresters v Grinnell Pioneers | L | 47-0 |
| NCAAF | 2023/10/07 19:00 | Monmouth Scots v Grinnell Pioneers | L | 69-6 |
| NCAAF | 2023/09/30 18:00 | Grinnell Pioneers v Lawrence Vikings | W | 34-16 |
| NCAAF | 2023/09/16 18:00 | Beloit Buccaneers v Grinnell Pioneers | W | 23-33 |
| NCAAF | 2023/09/09 18:00 | Grinnell Pioneers v Ripon Red Hawks | L | 12-31 |
| NCAAF | 2023/09/02 23:00 | Lyon College Scots v Grinnell Pioneers | L | 18-12 |
| NCAAF | 2022/11/12 18:00 | Cornell Rams v Grinnell Pioneers | L | 45-6 |
| NCAAF | 2022/10/29 18:00 | Chicago Maroons v Grinnell Pioneers | L | 58-0 |
| NCAAF | 2023/10/14 18:00 | Illinois College Blueboys v Knox Prairie Fire | L | 61-7 |
| NCAAF | 2023/10/07 18:00 | Knox Prairie Fire v Ripon Red Hawks | L | 3-10 |
| NCAAF | 2023/09/30 19:00 | Knox Prairie Fire v Lake Forest Foresters | L | 0-50 |
| NCAAF | 2023/09/16 19:00 | Chicago Maroons v Knox Prairie Fire | L | 63-0 |
| NCAAF | 2023/09/09 18:00 | Knox Prairie Fire v Beloit Buccaneers | W | 31-14 |
| NCAAF | 2023/09/02 23:00 | Eureka Red Devils v Knox Prairie Fire | L | 41-16 |
| NCAAF | 2022/11/12 18:00 | Knox Prairie Fire v Monmouth Scots | L | 0-56 |
| NCAAF | 2022/11/05 18:00 | Cornell Rams v Knox Prairie Fire | W | 27-31 |