Stadium: Rosenbloom Field Round: 1
| 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 | 2018/10/27 18:00 | Illinois College Blueboys v Grinnell Pioneers | L | 55-14 |
| NCAAF | 2018/10/20 17:00 | Grinnell Pioneers v Lake Forest Foresters | L | 0-24 |
| NCAAF | 2018/10/13 18:00 | Grinnell Pioneers v Knox Prairie Fire | L | 7-28 |
| NCAAF | 2018/10/06 19:00 | Monmouth Scots v Grinnell Pioneers | L | 55-0 |
| NCAAF | 2018/09/29 18:00 | Grinnell Pioneers v Ripon Red Hawks | L | 7-53 |
| NCAAF | 2019/09/15 00:00 | Macalester Scots v Hamline Pipers | L | 27-31 |
| NCAAF | 2019/09/07 18:00 | Carleton Knights v Macalester Scots | L | 41-0 |
| NCAAF | 2018/11/03 18:00 | Macalester Scots v Chicago Maroons | L | 21-28 |
| NCAAF | 2018/10/27 18:00 | St Norbert Green Knights v Macalester Scots | L | 17-15 |
| NCAAF | 2018/10/20 18:00 | Ripon Red Hawks v Macalester Scots | L | 58-34 |
| NCAAF | 2018/10/13 17:00 | Macalester Scots v Lawrence Vikings | W | 47-21 |
| NCAAF | 2018/10/06 18:00 | Beloit Buccaneers v Macalester Scots | W | 26-42 |
| NCAAF | 2018/09/29 18:00 | Macalester Scots v Lake Forest Foresters | W | 28-27 |