Stadium: Blackstock Stadium Round: 1
| NCAAF | 2019/11/02 22:00 | Denison Big Red v Depauw Tigers | L | 42-7 |
| NCAAF | 2019/10/26 17:00 | Depauw Tigers v Allegheny Gators | W | 8-6 |
| NCAAF | 2019/10/19 18:00 | Ohio Wesleyan Battling Bishops v Depauw Tigers | L | 28-13 |
| NCAAF | 2019/10/12 17:00 | Hiram Terriers v Depauw Tigers | W | 7-21 |
| NCAAF | 2019/10/05 17:00 | Depauw Tigers v Wooster Scots | W | 31-26 |
| NCAAF | 2019/09/28 17:00 | Depauw Tigers v Wittenberg Tigers | L | 10-17 |
| NCAAF | 2019/09/21 16:00 | Kenyon Lords v Depauw Tigers | W | 7-21 |
| NCAAF | 2019/09/14 18:00 | Central Dutch v Depauw Tigers | L | 45-19 |
| NCAAF | 2019/11/02 22:00 | Wittenberg Tigers v Oberlin Yeomen | L | 35-21 |
| NCAAF | 2019/10/26 17:00 | Oberlin Yeomen v Wabash Little Giants | L | 3-38 |
| NCAAF | 2019/10/19 19:00 | Oberlin Yeomen v Hiram Terriers | W | 7-0 |
| NCAAF | 2019/10/12 19:00 | Denison Big Red v Oberlin Yeomen | L | 49-0 |
| NCAAF | 2019/10/05 19:00 | Oberlin Yeomen v Kenyon Lords | L | 7-12 |
| NCAAF | 2019/09/21 18:00 | Ohio Wesleyan Battling Bishops v Oberlin Yeomen | L | 55-3 |
| NCAAF | 2019/09/14 17:00 | Wooster Scots v Oberlin Yeomen | L | 17-0 |
| NCAAF | 2019/09/07 17:00 | Oberlin Yeomen v Kalamazoo Hornets | L | 0-3 |