The Cowboys played their home games at Boone Pickens Stadium at Stillwater, Oklahoma, and competed in the Big 12 Conference.

In January 2019, head coach Mike Gundy announced the hiring of Sean Gleeson to be the new offensive coordinator, replacing Mike Yurcich, who left to take an assistant coaching position at Ohio State.

In the Big 12 preseason media poll, Oklahoma State was predicted to finish in fifth in the standings.

In Big 12 Conference play, the Cowboys will play five home games against Kansas State, Baylor, TCU, Kansas, and Oklahoma; and four road games against Texas, Texas Tech, Iowa State, and West Virginia.

Chapman Stadium • Tulsa, Oklahoma at Darrell K Royal–Texas Memorial Stadium • Austin, Texas at Boone Pickens Stadium • Stillwater, Oklahoma Oklahoma State's Chuba Hubbard ran for 296 yards, averaging 11.8 per attempt in a leading effort to hand Kansas State their first loss of the season.