| Date | Location | Result | |
| Nov 16, 2019 | Hillsdale, MI | Ohio Dominican 17, Hillsdale College 7 | Box score |
| Nov 09, 2019 | Tiffin, Ohio | Tiffin 35, Hillsdale College 24 | Box score |
| Nov 02, 2019 | Philippi, WV | Hillsdale College 56, Alderson Broaddus 21 | Box score |
| Oct 26, 2019 | Hillsdale, MI | Hillsdale College 41, Kentucky Wesleyan 14 | Box score |
| Oct 19, 2019 | Findlay, Ohio | Findlay 41, Hillsdale College 16 | Box score |
| Oct 12, 2019 | Midland, Mich. | Hillsdale College 37, Northwood 30 | Box score |
| Oct 05, 2019 | Hillsdale, MI | Hillsdale College 38, Concord 14 | Box score |
| 9/28/2019 | Hillsdale, MI | Hillsdale College 30, Walsh 0 | Box score |
| Sep 21, 2019 | Hillsdale, MI | Hillsdale College 34, Lake Erie College 14 | Box score |
| Sep 14, 2019 | Indianapolis, IN | Indianapolis 48, Hillsdale College 21 | Box score |
| Sep 07, 2019 | Hillsdale, MI | Michigan Tech 29, Hillsdale College 14 | Box score |