Stadium: Rosenbloom Field Round: 1
| 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 | 2018/11/03 18:00 | Grinnell Pioneers v Cornell Rams | L | 13-23 |
| NCAAF | 2021/10/02 18:00 | Ripon Red Hawks v Illinois College Blueboys | W | 24-13 |
| NCAAF | 2021/09/18 18:00 | Ripon Red Hawks v Cornell Rams | W | 31-13 |
| NCAAF | 2021/09/11 18:00 | Knox Prairie Fire v Ripon Red Hawks | W | 14-20 |
| NCAAF | 2021/09/04 22:00 | Ripon Red Hawks v Augsburg Auggies | W | 46-38 |
| NCAAF | 2019/11/09 19:00 | Lawrence Vikings v Ripon Red Hawks | W | 20-44 |
| NCAAF | 2019/11/02 18:00 | Ripon Red Hawks v Beloit Buccaneers | W | 49-7 |
| NCAAF | 2019/10/26 18:00 | Macalester Scots v Ripon Red Hawks | W | 7-14 |
| NCAAF | 2019/10/19 18:00 | Lake Forest Foresters v Ripon Red Hawks | L | 34-27 |