| NCAAF | 11/16 18:00 | 1 | Cornell Rams v Grinnell Pioneers | L | 26-7 | |
| NCAAF | 11/09 19:00 | 1 | Chicago Maroons v Grinnell Pioneers | L | 42-6 | |
| NCAAF | 11/02 18:00 | 1 | Grinnell Pioneers v Illinois College Blueboys | L | 14-56 | |
| NCAAF | 10/26 18:00 | 1 | Knox Prairie Fire v Grinnell Pioneers | W | 14-21 | |
| NCAAF | 10/19 18:00 | 1 | Grinnell Pioneers v Lake Forest Foresters | L | 22-42 | |
| NCAAF | 10/12 18:00 | 1 | Grinnell Pioneers v Monmouth Scots | L | 7-49 | |
| NCAAF | 10/05 17:00 | 1 | Lawrence Vikings v Grinnell Pioneers | W | 14-17 | |
| NCAAF | 09/21 18:00 | 1 | Grinnell Pioneers v Beloit Buccaneers | L | 7-16 | |
| NCAAF | 09/14 18:00 | 1 | Ripon Red Hawks v Grinnell Pioneers | L | 23-19 | |
| NCAAF | 09/07 18:00 | 1 | Grinnell Pioneers v Lyon College Scots | L | 28-48 | |
| NCAAF | 11/11 18:00 | 1 | Grinnell Pioneers v Cornell Rams | L | 20-51 | |
| NCAAF | 11/04 18:00 | 1 | Grinnell Pioneers v Chicago Maroons | L | 14-48 | |
| NCAAF | 10/28 18:00 | 1 | Illinois College Blueboys v Grinnell Pioneers | L | 93-0 | |
| NCAAF | 10/21 18:00 | 1 | Grinnell Pioneers v Knox Prairie Fire | L | 7-14 | |
| NCAAF | 10/14 18:00 | 1 | Lake Forest Foresters v Grinnell Pioneers | L | 47-0 | |
| NCAAF | 10/07 19:00 | 1 | Monmouth Scots v Grinnell Pioneers | L | 69-6 | |
| NCAAF | 09/30 18:00 | 1 | Grinnell Pioneers v Lawrence Vikings | W | 34-16 | |
| NCAAF | 09/16 18:00 | 1 | Beloit Buccaneers v Grinnell Pioneers | W | 23-33 | |
| NCAAF | 09/09 18:00 | 1 | Grinnell Pioneers v Ripon Red Hawks | L | 12-31 | |
| NCAAF | 09/02 23:00 | 1 | Lyon College Scots v Grinnell Pioneers | L | 18-12 | |
| NCAAF | 11/12 18:00 | 1 | Cornell Rams v Grinnell Pioneers | L | 45-6 | |
| NCAAF | 10/29 18:00 | 1 | Chicago Maroons v Grinnell Pioneers | L | 58-0 | |
| NCAAF | 10/22 18:00 | 1 | Lake Forest Foresters v Grinnell Pioneers | L | 49-0 | |
| NCAAF | 10/15 18:00 | 1 | Knox Prairie Fire v Grinnell Pioneers | L | 28-7 | |
| NCAAF | 10/08 18:00 | 1 | Ripon Red Hawks v Grinnell Pioneers | L | 56-6 | |
| NCAAF | 10/01 18:00 | 1 | Grinnell Pioneers v Beloit Buccaneers | W | 28-20 | |
| NCAAF | 09/17 18:00 | 1 | Lawrence Vikings v Grinnell Pioneers | W | 7-28 | |
| NCAAF | 09/10 18:00 | 1 | Grinnell Pioneers v Monmouth Scots | L | 0-48 | |
| NCAAF | 11/13 18:00 | 1 | Grinnell Pioneers v Cornell Rams | L | 14-34 | |
| NCAAF | 11/06 18:00 | 1 | Illinois College Blueboys v Grinnell Pioneers | L | 55-24 |