Chickasha is located west of the center of Grady County and is southwest of Oklahoma City, which is accessible via Interstate 44 (the H. E. Bailey Turnpike). I-44 passes through the southeast side of the city, with access from Exits 80 and 83, and leads southwest to Lawton. U.S. Route 62 runs through the city as Choctaw Avenue, leading east and then northeast to Blanchard and west 18 miles to Anadarko. U.S. Route 81 passes through the city center, leading south to Duncan and north to El Reno. U.S. Route 277 enters Chickasha from the south with US 81 and leaves to the east with US 62.