Chicago to Richmond VA road trip: Distance, drive time & best stops
The best road trip stops on the Chicago to Richmond VA drive are Cleveland, Pittsburgh and Washington DC. The distance from Chicago to Richmond VA by car is 790 miles, with a 12h26m driving time.
Planning a Chicago to Richmond VA road trip itinerary
The Chicago to Richmond drive takes you from the biggest city in Illinois to the capital of Virginia.
Chicago’s skyscrapers, music scene and massive collection of cultural attractions make it arguably the most exciting city in the US to visit.
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.
Recommended Chicago hotels include the Club Quarters Central Loop for astonishingly good value. Also consider the Intercontinental Chicago Magnificent Mile for its amazing, historic pool, and the entertainingly science-themed Hotel EMC2.
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.
Once the capital of the Confederacy, Richmond VA is not entirely weighed down by its history. The surprisingly wild James River runs through it, and the west end feels energetic and more of the North than the South.
The top attraction, though, is the huge American Civil War Museum at the historic Tredegar Ironworks. After that, walk the suspension bridge to Belle Isle in the middle of the James River, see the dubious Confederate monuments on Monument Avenue, or see the grandiose tombs of the Hollywood Cemetery.
Other good Richmond experiences include food tours of the Arts District or Church Hill, Segway tours of the city landmarks, nighttime ghost walks and guided hikes along the James River.
For Richmond accommodation, the Moxy Richmond Downtown brims with fun, youthful energy. The Residence Inn by Marriott, meanwhile, is a short walk from the lively Shockoe Bottom neighbourhood.
Chicago to Richmond VA distance and driving time
By car, the distance from Chicago to Richmond VA is 790 miles. You can expect a driving time of around 12 hours and 26 minutes.
The quickest route is via the I-90, I-76, I-70, I-270 and I-95.
The best stops to add to a Chicago to Washington DC road trip itinerary are Cleveland, Pittsburgh and Washington DC.
For more suggestions, see the guides to the individual legs of the journey.
Best stops between Chicago and Richmond VA: Cleveland, Ohio
There are many strong attractions in Cleveland, including the Cleveland History Center. But the big stand out is the Rock N Roll Hall of Fame. It’s an extremely reverent trawl through rock ‘n roll history, looking at the origins and development of the genre. There’s a massive amount of memorabilia, with sections devoted to several Hall of Fame inductees.
The Rock N Roll Hall of Fame is dense, detailed and capable of sucking up the best part of a day.
Alternatively, Cleveland tour options focus on neighbourhood food scenes, the city’s best craft breweries and Downtown’s public art.
Chicago to Richmond VA road trip attractions: Pittsburgh
Pittsburgh in western Pennsylvania is a monstrously underrated city, with a series of stellar attractions. Get great views from the top of the Duquesne Incline, enjoy the globally-themed rooms at the unmissable Cathedral of Learning and become immersed in pop art at the Warhol Museum.
You can explore Pittsburgh with a hop-on, hop-off bus pass. Pittsburgh experiences include bike tours full of stories, guided whiskey-themed walks and craft beer sampling on a multi-brewery tour.
For Pittsburgh hotels with great reviews, try the Italian villa-style Priory Hotel or the often good value Drury Plaza Hotel Pittsburgh Downtown.
Chicago to Richmond VA drive: Washington DC
Washington DC has an enormous range of tours, experiences and attractions available. You could happily spend weeks in the Smithsonian Museums alone. Top choices, however, include the nighttime monuments and memorials tour, small group guided visits to the Capitol and National Library of Congress and Lincoln assassination tours that visit Fords Theatre.
Memorable Washington DC accommodation options include the Willard, where Martin Luther King Jr wrote his I Have A Dream speech. There’s also the Watergate Hotel, a luxurious conversion of the offices from the Watergate scandal.
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