| Date | Location | Result | |
| Nov 23, 2019 | Naperville, Ill. | North Central 51, Wabash 15 | |
| Nov 16, 2019 | Springfield, OH | Wittenberg 38, Ohio Wesleyan 20 | |
| Nov 16, 2019 | Oberlin, Ohio | Allegheny 31, Oberlin 20 | |
| 11/16/2019 | Hiram, Ohio | Wooster 37, Hiram 12 | |
| 11/16/2019 | Greencastle, Ind. | DePauw 17, Wabash 13 | |
| Nov 16, 2019 | Granville, Ohio | Denison 52, Kenyon 13 | |
| 11/9/19 | Crawfordsville, IN | Wabash 24, Hiram 0 | |
| Nov 9, 2019 | Delaware, Ohio, USA | Ohio Wesleyan 19, Denison 10 | |
| Nov 09, 2019 | Gambier, OH | Wittenberg 43, Kenyon 27 | |
| 11/9/2019 | Greencastle, Ind. | DePauw 34, Oberlin 0 | |
| Nov 09, 2019 | Meadville, PA | Allegheny 24, Wooster 14 | |
| 11/2/2019 | Springfield, OH | Wittenberg 35, Oberlin 21 | |
| Nov 02, 2019 | Wooster, Ohio | Wooster 16, Ohio Wesleyan 14 | |
| 11/2/19 | Crawfordsville, IN | Wabash 31, Kenyon 12 | |
| 11/2/2019 | Granville, Ohio | Denison 42, DePauw 7 | |
| Nov 02, 2019 | Meadville, PA | Allegheny 45, Hiram 22 | |
| 10/26/2019 | Edwards-Maurer Field | Denison 24, Wittenberg 14 | |
| 10/26/2019 | Hiram, Ohio | Ohio Wesleyan 45, Hiram 18 | |
| Oct 26, 2019 | Oberlin, Ohio | Wabash 38, Oberlin 3 | |
| Oct 26, 2019 | Gambier, OH | Wooster 51, Kenyon 13 | |
| 10/26/2019 | Greencastle, Ind. | DePauw 8, Allegheny 6 | |
| Oct 19, 2019 | Wooster, Ohio | Denison 38, Wooster 21 | |
| 10/19/19 | Crawfordsville, IN | Wabash 31, Wittenberg 13 | |
| Oct 19, 2019 | Delaware, Ohio, USA | Ohio Wesleyan 28, DePauw 13 | |
| Oct 19, 2019 | Oberlin, Ohio | Oberlin 7, Hiram 0 | |
| Oct 19, 2019 | Meadville, PA | Allegheny 49, Kenyon 0 | |
| 10/12/2019 | Springfield, OH | Wittenberg 52, Allegheny 14 | |
| Oct 12, 2019 | Wooster, Ohio | Wooster 24, Wabash 10 | |
| 10/12/2019 | Granville, Ohio | Denison 49, Oberlin 0 | |
| 10/12/2019 | Hiram, Ohio | DePauw 21, Hiram 7 | |
| 10/5/19 | Crawfordsville, IN | Wabash 31, Ohio Wesleyan 13 | |
| Oct 05, 2019 | Oberlin, Ohio | Kenyon 12, Oberlin 7 | |
| 10/5/2019 | Greencastle, Ind. | DePauw 31, Wooster 26 | |
| Oct 05, 2019 | Meadville, PA | Denison 42, Allegheny 7 | |
| Sep 28, 2019 | Gambier, OH | Kenyon 15, Hiram 12 | |
| 9/28/19 | Crawfordsville, IN | Wabash 34, Denison 20 | |
| Sep 28, 2019 | Delaware, Ohio, USA | Ohio Wesleyan 28, Allegheny 10 | |
| 9/28/2019 | Greencastle, Ind. | Wittenberg 17, DePauw 10 | |
| 9/21/2019 | Springfield, OH | Wittenberg 14, Wooster 12 | |
| Sep 21, 2019 | Delaware, Ohio, USA | Ohio Wesleyan 55, Oberlin 3 | |
| Sep 21, 2019 | Gambier, OH | DePauw 21, Kenyon 7 | |
| 9/21/2019 | Granville, Ohio | Denison 66, Hiram 7 | |
| Sep 21, 2019 | Meadville, Pa. | Wabash 48, Allegheny 35 | |
| Sep 14, 2019 | Stevens Point, WI | UW-Stevens Point 31, Wabash 28 | |
| Sep 14, 2019 | Pella, Iowa | Central 45, DePauw 19 | |
| Sep 14, 2019 | Gambier, OH | Ohio Wesleyan 42, Kenyon 0 | |
| Sep 14, 2019 | Wooster, Ohio | Wooster 17, Oberlin 0 | |
| 9/14/2019 | Hiram, Ohio | Wittenberg 36, Hiram 12 | |
| Sep 07, 2019 | Hiram, Ohio | Marietta College 41, Hiram 0 | |
| Sep 07, 2019 | Washington, Pa. | W&J 16, Wittenberg 8 | |
| Sep 07, 2019 | Wooster, Ohio | Wooster 31, Bluffton University 6 | |
| Sep 7, 2019 | Delaware, Ohio, USA | Ohio Wesleyan 22, Otterbein 10 | |
| 9/7/2019 | Granville, Ohio | Denison 42, Ohio Northern 13 | |
| Sep 07, 2019 | Oberlin, Ohio | Kalamazoo College 3, Oberlin 0 | |
| Sep 07, 2019 | Washington, D.C. | Kenyon 32, Catholic 31 | |
| Sep 07, 2019 | Troy, NY | Rensselaer 52, Allegheny 14 |