Stadium: England Stadium Round: 1
| NCAAF | 2021/11/06 18:00 | Illinois College Blueboys v Grinnell Pioneers | W | 55-24 |
| NCAAF | 2018/10/27 18:00 | Illinois College Blueboys v Grinnell Pioneers | W | 55-14 |
| NCAAF | 2023/10/21 16:00 | Lawrence Vikings v Illinois College Blueboys | W | 0-72 |
| NCAAF | 2023/10/14 18:00 | Illinois College Blueboys v Knox Prairie Fire | W | 61-7 |
| NCAAF | 2023/10/07 18:00 | Chicago Maroons v Illinois College Blueboys | W | 20-41 |
| NCAAF | 2023/09/30 18:00 | Illinois College Blueboys v Monmouth Scots | W | 20-17 |
| NCAAF | 2023/09/16 18:00 | Ripon Red Hawks v Illinois College Blueboys | W | 21-52 |
| NCAAF | 2023/09/09 18:00 | Illinois College Blueboys v Lake Forest Foresters | L | 6-37 |
| NCAAF | 2023/09/02 23:00 | Illinois College Blueboys v Millikin Big Blue | W | 31-0 |
| NCAAF | 2022/11/12 18:00 | Illinois College Blueboys v Beloit Buccaneers | W | 65-13 |
| NCAAF | 2023/10/21 18:00 | Grinnell Pioneers v Knox Prairie Fire | L | 7-14 |
| 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 |