Chicago to Asheville road trip: Drive time, distance & best stops
The best road trip stops on the Chicago to Asheville drive are Indianapolis, Louisville and Knoxville. The distance from Chicago to Asheville is 654 miles, with a 10h27m driving time.
Planning a Chicago to Asheville road trip itinerary
A Chicago to Asheville road trip takes you from the biggest city in Illinois to the gateway to the Blue Ridge Parkway in North Carolina.
Our favourite thing to do in Chicago
The Chicago architecture cruise has a phenomenal wow factor, with the boat gliding between some of the world’s most legendary skyscrapers.
We found the commentary matches the views, too. Expect a fascinating run-down of the city’s history – and plenty of surprising detail about the buildings you’re seeing.
Highly recommended Chicago experiences include an architecture river cruise, a gangsters and ghosts tour of famous Mob sites and a bike tour of the lakefront neighbourhoods. It’s also worth paying a visit to the Field Museum, the 360 Chicago observation deck at the Hancock Tower and the Chicago Architecture Center.
In the Blue Ridge Mountains, Asheville NC is one of the main gateways to the Blue Ridge Parkway – one of America’s best road trip routes.
But there’s more to Asheville than the mountains. It’s a buzzy city of arty shops, restaurants, breweries and live music venues. The River Arts District is particularly strong on the studios and galleries front, while the lavish Biltmore Estate is the country’s biggest privately-owned home.
Top Asheville experiences include after dark ghost walks, Blue Ridge Parkway hiking tours and Jeep adventures, plus Segway tours and scenic helicopter rides.
You can also do guided e-bike tours either downtown or in the mountains, then take a guided visit to several craft breweries.
Chicago to Asheville distance and driving time
By car, the distance from Chicago to Asheville is 654 miles. That makes for a driving time of around ten hours and 27 minutes. The quickest route goes along the I-65, I-64, I-75 and I-40.
The best stops on a Chicago to Asheville road trip itinerary are Indianapolis, Louisville and Knoxville.
For more suggestions, check out the guides to the individual Chicago to Asheville road trip legs.
Best stops between Chicago and Asheville: Indianapolis
The capital of Indiana marries big city energy with country charm.
Top attractions in Indianapolis include the Indianapolis Motor Speedway Museum and the Children’s Museum of Indianapolis.
Worthwhile Indianapolis experiences include a Fountain Square food tour and a walking tour around the city’s highlights.
Chicago to Asheville drive: Louisville, Kentucky
Louisville is the biggest city in Kentucky, and has a strong range of attractions to enjoy. The Louisville Mega Cavern has underground zipline tours, the Churchill Downs race track hosts America’s most famous horse race – the Kentucky Derby – and the Louisville Slugger Factory makes the world’s most famous baseball bats. You can take factory tours and there’s a museum attached.
Good Louisville experiences include Old Louisville ghost tours, the Kentucky Derby Museum and a tasting tour of multiple bourbon distilleries. The food and history tours are also worth checking out.
Top Louisville accommodation choices include the history-drenched Brown Hotel and the art-packed 21C Museum Hotel.
Why you should visit the Kentucky Derby Museum
The Kentucky Derby Museum isn’t just about the nation’s top horse race – it’s about the phenomenon that surrounds it. Museum entry tickets include the chance to see the trophies, learn the backstories of famous winners and watch an immersive theater screening. Best of all, they also include a walking tour of the Churchill Downs Racetrack. Find out more here.
David Whitley, author of Best3Stops.
Chicago to Asheville road trip attractions: Knoxville TN
Highlights of Knoxville include World’s Fair Park, which hosted the 1982 World’s Fair. The often-dazzling Sunsphere is the major landmark, here. You can also visit the Women’s Basketball Hall of Fame and Knoxville Museum of Art.
Other Knoxville experiences include ghost tours and downtown walking tours that pick out local secret spots, while serving up coffee and ice cream.
More Chicago road trips
Albany NY to Chicago | Ann Arbor to Chicago | Chicago to Aspen | Chicago to Atlanta | Chicago to Baltimore | Chicago to Birmingham AL | Bloomington IL to Chicago | Chicago to Boston | Chicago to Buffalo | Cedar Rapids to Chicago | Charlotte to Chicago | Chattanooga to Chicago | Cincinnati to Chicago | Cleveland to Chicago | Chicago to Colorado Springs | Columbus OH to Chicago | Davenport IA to Chicago | Dayton OH to Chicago | Denver to Chicago | Des Moines to Chicago | Detroit to Chicago | Chicago to Fargo | Fort Wayne to Chicago | Chicago to Gatlinburg | Grand Rapids to Chicago | Chicago to Green Bay | Indianapolis to Chicago | Iowa City to Chicago | Chicago to Jacksonville | Kalamazoo to Chicago | Kansas City to Chicago | Chicago to Knoxville.
Lafayette IN to Chicago | Lansing MI to Chicago | Chicago to Lexington KY | Chicago to Lincoln NE | Chicago to Little Rock |Louisville to Chicago | Chicago to Madison WI | Chicago to Memphis | Chicago to Milwaukee | Chicago to Minneapolis | Moline IL to Chicago | Chicago to Nashville | Chicago to New Orleans | New York City to Chicago | Chicago to Niagara Falls.
Chicago to Omaha | Chicago to Peoria IL | Chicago to Pigeon Forge | Chicago to Pittsburgh | Chicago to Philadelphia | Chicago to Richmond VA | Rockford IL to Chicago | Chicago to San Antonio | Scranton to Chicago | Chicago to Sheboygan | Chicago to Springfield IL | South Bend to Chicago | St Louis to Chicago | Syracuse to Chicago | Toledo to Chicago | Chicago to Tulsa | Chicago to Washington DC | Chicago to Wichita | Chicago to Wisconsin Dells.
More Asheville road trips
Augusta GA to Asheville NC | Asheville to Charleston | Charlotte to Asheville | Columbia SC to Asheville | Durham NC to Asheville | Asheville to Gatlinburg | Greensboro to Asheville | Greenville SC to Asheville | Asheville to Myrtle Beach | Asheville to Orlando | Asheville to Pigeon Forge | Raleigh NC to Asheville | Richmond VA to Asheville NC | Roanoke to Asheville | Asheville to Sevierville | Asheville to Tampa | Washington DC to Asheville | Asheville to Wilmington NC | Winston-Salem to Asheville.