Stadium: Edwards-Maurer Field Round: 1
| NCAAF | 2019/10/26 17:00 | Wittenberg Tigers v Denison Big Red | L | 13-24 |
| NCAAF | 2019/10/19 17:00 | Wabash Little Giants v Wittenberg Tigers | L | 31-13 |
| NCAAF | 2019/10/12 16:00 | Wittenberg Tigers v Allegheny Gators | W | 52-14 |
| NCAAF | 2019/09/28 17:00 | Depauw Tigers v Wittenberg Tigers | W | 10-17 |
| NCAAF | 2019/09/21 20:30 | Wittenberg Tigers v Wooster Scots | W | 14-12 |
| NCAAF | 2019/09/14 17:00 | Hiram Terriers v Wittenberg Tigers | W | 12-36 |
| NCAAF | 2019/09/07 17:00 | Washington And Jefferson Presidents v Wittenberg Tigers | L | 16-8 |
| NCAAF | 2018/11/10 18:00 | Wooster Scots v Wittenberg Tigers | W | 21-27 |
| 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 |
| NCAAF | 2018/11/10 18:00 | Allegheny Gators v Oberlin Yeomen | L | 47-14 |