U.S. Highway 69 crosses the Red River to enter Bryan County, Oklahoma concurrent with US-75 south of Colbert. The first few miles of highway north of the state line are freeway-grade, featuring three interchanges, including one at State Highway 91. Near Calera, the route downgrades to an expressway. On the west side of Durant, however, US-69/75 becomes a freeway again, beginning with an interchange with U.S. Highway 70, and followed by an interchange with SH-78. The freeway continues northeast, providing access to Armstrong, Caddo, and SH-22 before becoming an expressway once again at the Atoka County line.