| Mon, 8/26/19 to Sun, 9/1/19Week 1 |
| Thursday, August 29, 2019 |
| 6:00 pm | Roughrider JV Football | 48W | vs. | Ottumwa | 0L | Des Moines North High School |
| 6:00 pm | Roughrider Freshman Football | 0L | vs. | Ottumwa | 21W | Ottumwa High School |
| Friday, August 30, 2019 |
| 7:00 pm | Roughrider Varsity Football | 46W | vs. | Hoover High School | 13L | Des Moines Hoover High School |
| Mon, 9/2/19 to Sun, 9/8/19Week 2 |
| Thursday, September 5, 2019 |
| 5:00 pm | Lincoln High School | 0L | vs. | Roughrider Freshman Football | 18W | Des Moines Lincoln High School |
| 7:00 pm | Lincoln High School | 6L | vs. | Roughrider JV Football | 24W | Des Moines Lincoln High School |
| Friday, September 6, 2019 |
| 7:00 pm | Lincoln High School | 0L | vs. | Roughrider Varsity Football | 44W | Drake Stadium |
| Mon, 9/9/19 to Sun, 9/15/19Week 3 |
| Thursday, September 12, 2019 |
| 6:00 pm | Roughrider Freshman Football | 12W | vs. | Des Moines East High School | 6L | Des Moines East High School (Williams Stadium) |
| Friday, September 13, 2019 |
| 7:00 pm | Roughrider Varsity Football | 42W | vs. | Des Moines East High School | 21L | Des Moines East High School (Williams Stadium) |
| Mon, 9/16/19 to Sun, 9/22/19Week 4 |
| Thursday, September 19, 2019 |
| 5:00 pm | Ankeny (Hawks) | 49W | vs. | Roughrider Freshman Football | 12L | Ankeny (Hawks) field |
| 7:00 pm | Roughrider JV Football | 0L | vs. | Ankeny (Hawks) | 43W | Ankeny (Hawks) field |
| Friday, September 20, 2019 |
| 7:00 pm | Ankeny (Hawks) | 28W | vs. | Roughrider Varsity Football | 14L | Drake Stadium |
| Mon, 9/23/19 to Sun, 9/29/19Week 5 |
| Monday, September 23, 2019 |
| 6:00 pm | Roughrider JV Football | 42W | vs. | ADM | 18L | ADM High School (Adel) |
| Thursday, September 26, 2019 |
| 6:00 pm | Roughrider Freshman Football | 14L | vs. | Urbandale | 15W | Urbandale High School Stadium |
| Friday, September 27, 2019 |
| 7:00 pm | Roughrider Varsity Football | 93W | vs. | Sioux City West | 0L | Sioux City West (Eldwood Olsen Stadium) |
| Mon, 9/30/19 to Sun, 10/6/19Week 6 |
| Monday, September 30, 2019 |
| 7:00 pm | Roughrider JV Football | 20W | vs. | Urbandale | 19L | Urbandale High School Stadium |
| Thursday, October 3, 2019 |
| 6:00 pm | Roughrider Freshman Football | 28W | vs. | Fort Dodge | 22L | Fort Dodge Football Stadium |
| Friday, October 4, 2019 |
| 7:00 pm | Fort Dodge | 14L | vs. | Roughrider Varsity Football | 16W | Drake Stadium |
| Mon, 10/7/19 to Sun, 10/13/19Week 7 |
| Monday, October 7, 2019 |
| 6:00 pm | Fort Dodge | 48W | vs. | Roughrider JV Football | 20L | Des Moines Hoover High School |
| Friday, October 11, 2019 |
| 7:00 pm | Marshalltown | 15L | vs. | Roughrider Varsity Football | 31W | Drake Stadium |
| Mon, 10/14/19 to Sun, 10/20/19Week 8 |
| Monday, October 14, 2019 |
| 6:00 pm | Roughrider Freshman Football | 14L | vs. | Marshalltown | 32W | Marshalltown Football Field |
| Thursday, October 17, 2019 |
| 6:00 pm | Roughrider Freshman Football | 6L | vs. | Ankeny Centennial | 49W | Ankeny Centennial Field |
| Friday, October 18, 2019 |
| 7:00 pm | Roughrider Varsity Football | 7L | vs. | Ankeny Centennial | 28W | Northview Middle School |
| Mon, 10/21/19 to Sun, 10/27/19Week 9 |
| Thursday, October 24, 2019 |
| 6:00 pm | SE Polk | 47W | vs. | Roughrider Freshman Football | 0L | Southeast Polk Stadium |
| Friday, October 25, 2019 |
| 7:00 pm | SE Polk | 38W | vs. | Roughrider Varsity Football | 0L | Drake Stadium |
| Mon, 10/28/19 to Sun, 11/3/19Week 10 |
| Friday, November 1, 2019 |
| 7:00 pm | Roughrider Varsity Football | 7L | vs. | Dowling Catholic | 35W | Williams Stadium (Des Moines) |
