Chicago to New Orleans road trip: Drive time, distance & best stops

Planning a Chicago to New Orleans road trip itinerary

A Chicago to New Orleans road trip takes you from the biggest city in Illinois to a seductively distinctive city in Louisiana.

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. 

Book mobile-friendly tickets here.

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.

New Orleans resolutely refuses to feel like any other American city. From the raucous hedonism of Bourbon Street to the European-influenced charm of the French Quarter, New Orleans is mesmerizingly unusual to hang out in.

Top New Orleans experiences include French Quarter food tours, haunted pub crawls, jazz cruises aboard the steamboat Natchez and cemetery walking tours.

For other attractions, try the National WWII Museum, the Vue Orleans observation deck and the urban enslavement tours at Hermann Grima House.

Chicago to New Orleans distance and driving time

By car, the distance from Chicago to New Orleans is 928 miles. That makes for a driving time of around 13 hours and 25 minutes. The quickest route is usually down the I-57 and I-55.

The best stops on a Chicago to New Orleans road trip itinerary are Giant City State Park, Memphis TN and Jackson MS.

Chicago to New Orleans drive: Giant City State Park, Illinois

Giant City State Park is in the Shawnee National Forest. But it’s the massive 12,000-year-old sandstone bluffs you come to see. This southern Illinois state park has plenty of hiking trails, while rock-climbing and rappelling are allowed in two locations.

Visitors can also tackle the Shawnee Bluffs Canopy Tour, which involves a series of ziplines flying through the forest, plus three suspension bridges.

Chicago to New Orleans road trip attractions: Memphis TN

Memphis, Tennessee, is a pilgrimage site for Elvis fans. The King’s Graceland mansion is one of the top tourist sites in the US. But the cultural heritage extends beyond music, as you’ll discover on an African-American history tour.

Also try the Rock and Soul Museum, plus the Memphis Music Hall of Fame and the 19th century Woodruff-Fontaine House.

Ways of seeing the city include ghost walks, Downtown food tours and musical bus tours. There are also guided walks down music central, Beale Street, and city tours that take you inside the legendary Sun Studios.

Best stops between Chicago and New Orleans: Jackson MS

The capital of Mississippi has a collection of strong museums. The Mississippi Museum of Art has a great Southern art collection. The Old Capitol Museum and Mississippi Civil Rights Museum cover politics and history.

The Mississippi Museum of Natural Science is arguably Jackson’s highlight, though. It comes with a 100,000-gallon aquarium showing off the species that live on the Gulf Coast, and is within LeFleur’s Bluff State Park. That means plenty of nature trails to enjoy when the weather’s good.

New Orleans, Louisiana.
New Orleans, Louisiana. Photo by USA-Reiseblogger/ Pixabay.

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