The fastest and shortest way would be to take Interstate 55 North, then Interstate 57 North.
The best route to drive from Chicago to Pittsburgh is to take Interstate 90 East to Interstate 80 East. This route is the most direct and efficient way to reach Pittsburgh from Chicago by car.
Interstate 57.
Interstate 80
From the Ohio-Indiana border to the Illinois Indiana border: 145 miles as the crow flies (straight line) 152 miles via Interstate 80/90 (Toledo/Cleveland to Chicago route) 156 miles via Interstate 70. (Dayton/Columbus to St. Louis route) 156 miles via Interstate 70 WEST to Interstate 74 WEST (Dayton/Columbus to Bloomington Route) 164 Miles via Interstate 74 WEST to Interstate 70 WEST (Cincinnati to St. Louis route) 172 Miles via Interstate 74 (Cincinnati to Bloomington route. 231 Miles via Interstate 70 to Interstate 65 (Dayton/Columbus to Chicago route) 247 Miles via Interstate 74 to 65 (Cincinnati to Chicago route) Longest route between borders without intentionally going a long way: 388 Miles from OH/IN border at I-80/90 to IN/IL border at Indiana route 62/Illinos Route 141 via I 69 to I 70 to US 41
Take SH-71 EAST to Interstate 10 East. Then take I-10 EAST to New Orleans.
Roughly 834 miles, depending on the route.
Like the song said, "She runs from Chicago to LA," but Route 66 has been replaced by the interstate system.
Interstate 89, Interstate 91, Interstate 93, US Route 7, US Route 2, US Route 4, US Route 302, US Route 5, VT Route 100, and VT Route 22A
On Interstate highway 90 East as the fastest driving route.
Interstate 89, Interstate 91, Interstate 93, US Route 7, US Route 2, US Route 4, US Route 302, US Route 5, VT Route 100, and VT Route 22A
The distance between Saint Louis, Missouri and New Orleans, Louisiana in a straight line is roughly 598.08 miles. If the route is traveled by car via Interstate 55, the distance would be roughly 677 miles.
Route 66, often referred to as the "Main Street of America," was established in 1926 and served as a major highway connecting Chicago to Santa Monica, California. Interstate 44, which was constructed later and completed in the 1970s, largely parallels Route 66 through several states, including Missouri and Oklahoma. While I-44 is a modern interstate designed for faster travel, it incorporates portions of the original Route 66, preserving its historical significance. Many sections of Route 66 have been decommissioned, but they still attract tourists seeking to experience the nostalgia of the iconic highway.