Chicago

Chicago Fly Drive & Self Drive

Chicago is the first port of call on the classic Route 66 road trip, making it a popular place to stop on a fantastic self-drive tour. Take a few days to explore this lively city, taking the time to try a deep-dish Chicago pizza, explore the huge sporting venues, and marvel at the incredible architecture before embarking on your journey.

Adam Brinklow
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Self-Drive Route 66

  • Chicago
  • St. Louis
  • Oklahoma
  • Texas
  • New Mexico
  • Grand Canyon
  • Las Vegas
  • Los Angeles
Fly Drive & Self Drive
Early Booking Offer

Take this iconic road trip across the USA from East to West starting in Chicago, the 'windy city', and ending in Los Angeles - the 'city of angels'. In between you will experience the most diverse and breath-taking scenery as you travel this historic route, including Las Vegas and the Grand Canyon.

15 nights From £1,959 pp Including Flights
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Self-Drive Chicago to New Orleans

  • Chicago
  • Kentucky
  • Nashville
  • Memphis
  • New Orleans
Fly Drive & Self Drive
Early Booking Offer

Begin your self-drive tour in the exciting city of Chicago, stopping in Indianapolis before exploring Louisville, the Gateway to the South and the home of the world famous Kentucky Derby. You’ll get your fill of country music in Nashville, tour Elvis’ elegant Graceland in Memphis, and visit Civil War battlefields and grand plantation homes on your journey to New Orleans, the final destination, legendary for jazz and incredible Creole cuisine.

12 nights From £1,749 pp Including Flights
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Self-Drive American Music & Movie Trails

  • Chicago
  • St. Louis
  • Memphis
  • New Orleans
  • Chattanooga
  • Nashville
  • Kentucky
Fly Drive & Self Drive
Early Booking Offer

A self-drive tour for any lovers of music or film, giving you the opportunity to visit first-hand the best music cities of USA. Also you will visit some of the most familiar of sites in America that have been used in hit movies. Cities like Chicago, Memphis, Birmingham, and New Orleans all have their place in representing the history of film and music.

13 nights From £2,039 pp Including Flights
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Adam Brinklow
Call our travel experts now
01342 331798 Call us Mon-Sat 9am-6pm