| 8/31/2019 | Midland U. (7-4) | 48 | at | Southwestern | 17 | GPAC | ||
| 9/7/2019 | Ottawa (2-8,2-8) | 35 | at | Southwestern | 34 | |||
| 9/14/2019 | Southwestern | 17 | at | Tabor (6-5,5-5) | 10 | |||
| 9/28/2019 | Southwestern | 34 | at | Bethany KS (4-6,4-6) | 10 | |||
| 10/5/2019 | Bethel KS (8-3,7-3) | 24 | at | Southwestern | 28 | |||
| 10/12/2019 | Southwestern | 13 | at | McPherson (5-6,5-5) | 16 | |||
| 10/19/2019 | Kansas Wesleyan (12-1,10-0) | 45 | at | Southwestern | 21 | |||
| 10/26/2019 | Friends (3-7,3-7) | 12 | at | Southwestern | 28 | |||
| 11/2/2019 | Southwestern | 17 | at | Sterling (7-3,7-3) | 20 | OT | ||
| 11/9/2019 | Avila (7-3,7-3) | 28 | at | Southwestern | 12 | |||
| 11/16/2019 | Southwestern | 28 | at | St Mary KS (0-11,0-10) | 10 |
| vs Southwestern | vs Other Opponents | Southwestern compared to OOs | |
| Record: | 6-5 | 55-52 | |
| Points Scored: | 23.45 | 28.72 | 5.27 |
| Points Allowed: | 22.64 | 26.93 | -4.29 |
| Margin: | 0.81 | 1.79 | 0.98 |
| Total Points: | 46.09 | 55.65 | -9.56 |