| Date | Location | Result | |
| 2/16/19 | Grinnell, Iowa (Darby Gymnasium) | Lake Forest 72, Grinnell College 54 | Box score |
| 2/13/19 | Beloit, Wis. (Flood Arena) | Beloit 73, Grinnell College 70 | Box score |
| 2/9/19 | De Pere, Wis. (Mulya Sports Center) | St. Norbert 85, Grinnell College 38 | Box score |
| 2/2/19 | Grinnell, Iowa (Darby Gymnasium) | Grinnell College 62, Monmouth College 57 | Box score |
| 1/31/19 | Grinnell, Iowa (Darby Gymnasium) | Grinnell College 58, Beloit 52 | Box score |
| 1/26/19 | Grinnell, Iowa (Darby Gymnasium) | Ripon College 70, Grinnell College 47 | Box score |
| 1/25/19 | Grinnell, Iowa (Darby Gymnasium) | St. Norbert 49, Grinnell College 43 | Box score |
| 1/19/19 | Galesburg, Ill. | Knox 65, Grinnell College 41 | Box score |
| 1/16/19 | Grinnell, Iowa (Darby Gymnasium) | Cornell College 60, Grinnell College 40 | Box score |
| 1/12/19 | Grinnell, Iowa (Darby Gymnasium) | Grinnell College 64, Lawrence 59 (OT) | Box score |
| 1/8/19 | Jacksonville, Ill. (Sherman Gym) | Grinnell College 57, Illinois College 52 | Box score |
| 1/5/19 | Ripon, Wis. (Weiske Gymnasium) | Ripon College 73, Grinnell College 47 | Box score |
| 1/2/19 | Monmouth, Ill. (Glennie Gym) | Monmouth College 70, Grinnell College 61 | Box score |
| 12/16/18 | Grinnell, Iowa (Darby Gymnasium) | Grinnell College 62, Illinois College 56 | Box score |
| 12/14/18 | Grinnell, Iowa (Darby Gymnasium) | Northwestern (MN) 70, Grinnell College 64 | Box score |
| 12/8/18 | Grinnell, Iowa (Darby Gymnasium) | Knox 53, Grinnell College 35 | Box score |
| 12/5/18 | Mount Vernon, Iowa (Multi-Sport Center) | Cornell College 58, Grinnell College 45 | Box score |
| 12/1/18 | Appleton, Wis. (Alexander Gymnasium) | Grinnell College 61, Lawrence University 52 | Box score |
| 11/30/18 | Lake Forest, Ill. | Lake Forest 62, Grinnell College 57 | Box score |
| 11/24/18 | Grinnell, Iowa (Darby Gymnasium) | Nebraska Wesleyan 66, Grinnell College 59 | Box score |
| 11/21/18 | Mt. Pleasant, Iowa | Grinnell College 51, Iowa Wesleyan University 47 | Box score |
| 11/17/18 | Grinnell, Iowa (Darby Gymnasium) | Waldorf 60, Grinnell College 35 | Box score |
| 11/15/18 | Grinnell, Iowa (Darby Gymnasium) | Grinnell College 63, Emmaus 60 | Box score |
| 11/8/18 | Grinnell, Iowa (Darby Gymnasium) | Central 59, Grinnell College 55 (OT) | Box score |