US 377 is co-signed with State Highway 99 for its entire Oklahoma length. US 377's first junction within Oklahoma is with SH-32 west of Kingston. The first town that US 377/SH-99 pass through is Madill, where the two highways meet US 70 and State Highway 199. The next town after that is Tishomingo, where there is a brief concurrency with SH-22. US 377/SH-99 run north from Tishomingo, having a one-mile three-route concurrency with SH-7 before meeting State Highway 3 southeast of Ada. US 377/SH-99 run around the east and north sides of town. On the north side of Ada, SH-3E joins the concurrency. After leaving Ada, US 377/SH-3E/99 pass through Byng. The three highways cross the Canadian River just south of a junction that serves as the eastern terminus of SH-39 and the western terminus of SH-56. North of Bowlegs, SH-59 joins with the other routes briefly. The next major town is Seminole, where the highways meet SH-9, and SH-3E splits off. US 377/SH-99 cross I-40 at Exit 200. The highways have a junction with US 62 in Prague. As of 2007, the highway's northern terminus is in Stroud, Oklahoma at an indeterminate point somewhere between old Route 66 and modern Interstate 44. SH-99 continues north into Kansas.
History
U.S. 377 in Texas
When US 377 was commissioned in 1930, US 77 connected Dallas, Texas with the north and south, but nearby Fort Worth lacked a direct northern connection. US 377 connected US 77 in Denton, Texas with US 81 in Fort Worth, forming a parallel route between Denton and Hillsboro, where US 81 met US 77. When the Interstate highway system was built, I-35 paralleled the Dallas–Fort Worth split with routes I-35E through Dallas and I-35W through Fort Worth. The section of US 377 in Texas north of Denton was signed as SH 99 until 1968. The "Willis Bridge" crossing the Red River was constructed in 1968. It has guardrail damage causing the remaining bridge to be very narrow and has since been considered structurally deficient. Parts of the bridge have collapsed. An original ETA of replacement was February 2018, costing $80 million. In November 2018, the Oklahoma Transportation Commission awarded a $43 million contract to replace the bridge with a new two-lane bridge scheduled to start construction in late December 2018 or early January 2019. U.S. 377 remained a two-lane highway between Denton and Fort Worth. It has since been widened with more construction scheduled. North of Denton, U.S. 377 is currently two lanes.
Texas State Highway Loop 118 is a short and unsigned loop highway. The highway connects Highway 377 to Business State Highway 114 without the need for an intersection between those highways. The loop is just long, and is located entirely within the downtown portion of the town of Roanoke, Texas. The highway was first designated on February 4, 1941. The original route traveled from US 377 just south of Roanoke, along Oak Street, past Bus. SH 114 northward to SH 114, with State Highway Spur 118 going from Loop 118 to US 377 via Denton Drive. On September 26, 1996, the stretch of Oak St. traveling from US 377 to Denton Dr. was given back to the city of Roanoke.