| 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 | 11/05 18:00 | 1 | Grinnell Pioneers v Illinois College Blueboys | - | Cancelled | |
| 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 | |
| NCAAF | 10/30 18:00 | 1 | Grinnell Pioneers v Chicago Maroons | L | 3-78 | |
| NCAAF | 10/23 18:00 | 1 | Lake Forest Foresters v Grinnell Pioneers | L | 79-0 | |
| NCAAF | 10/16 18:00 | 1 | Grinnell Pioneers v Knox Prairie Fire | L | 28-49 | |
| NCAAF | 10/09 18:00 | 1 | Grinnell Pioneers v Ripon Red Hawks | L | 8-52 | |
| NCAAF | 10/02 18:00 | 1 | Beloit Buccaneers v Grinnell Pioneers | W | 13-40 | |
| NCAAF | 09/18 18:00 | 1 | Grinnell Pioneers v Lawrence Vikings | W | 35-28 | |
| NCAAF | 09/11 19:00 | 1 | Monmouth Scots v Grinnell Pioneers | L | 42-7 | |
| NCAAF | 09/04 18:00 | 1 | Rockford Regents v Grinnell Pioneers | L | 48-13 | |
| NCAAF | 10/26 18:00 | 1 | Grinnell Pioneers v Chicago Maroons | - | DBFA |