Road trip from New Orleans to Chicago, visiting Memphis and Nashville.

Dial up a bit of Dixie and get ready to launch from the fertile Mississippi Delta to the Great Lakes of Chicago. Cut through the heart of this vast land and get accustomed to Southern life, following the winding river to the musical meccas of Memphis and Nashville. Cross into Kentucky for a dose of bourbon history in Louisville before winding things up among the skyscrapers of Chicago, the USA's largest city. For a new spin on an old favourite, the New Orleans to Chicago adventure is a great alternative to the tourist-heavy coasts, offering a chance to explore the giant interior of the USA.

New Orleans, United States
Chicago, United States
United States
Physical rating
Cultural rating
Min 15
Group size
Min 1, Max 12
Carbon offset
362kg pp per trip


  • Explore the food scene of New Orleans
  • Tour Sun Studio in Memphis
  • Visit the Country Music Hall of Fame in Nashville
  • Walk the Bourbon Trail in Louisville
  • Taste deep-dish pizza in Chicago


Founded by French traders in 1718, New Orleans has many layers of history to uncover. Begin with an optional walking tour of the French Quarter before tucking into some Creole cuisine or hitting the bars of Bourbon Street.
Enjoy a tour of Sun Studios in Memphis, a place that many consider to be the home of rock'n'roll. There's also the opportunity to visit Graceland or catch a live blues show in this music Mecca.
Get ready for some more music in the country-rock town of Nashville. Take a stroll down Music Row, where more than 50 record studios and 200 music publishing houses are located, and stop by the Country Music Hall of Fame.
Cruise to Louisville, home of the the Kentucky Derby, the largest collection of Victorian-era homes and, to top it all off, the final resting place of Colonel Sanders. Perhaps take some time out to follow the Bourbon Trail, learning about the history of the beverage, or sample the cuisine of Louisville's up-and-coming food scene.
End the adventure on the shores of the Great Lakes and among the towering skyscrapers of Chicago. Enjoy free time to tackle the many walking trails and parks, head out for some deep-dish pizza or get a bird's-eye view from Willis Tower – the tallest building in the United States.
View trip notes to read full itinerary


Bus, Taxi, Train
Hotel (7 nights), Motel (2 nights)
Included activities
  • Sun Studio


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Important notes

1. A single supplement is available on this trip.

Trip notes

Want an in-depth insight into this trip? Your trip notes provide a detailed itinerary, visa info, how to get to your hotel, what’s included - pretty much everything you need to know about this adventure and more.

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Our New Orleans to Chicago trips score an average of 4.12 out of 5 based on 17 reviews in the last year.

New Orleans to Chicago , August 2015

New Orleans to Chicago , August 2015