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Arrive in the Windy City, where the musical journey begins. Spend your first days exploring Chicago's legendary blues clubs, visiting the iconic Route 66 starting point, and enjoying world-class dining and architecture. Take in a live blues show in historic neighborhoods like South Side or Lincoln Park.
Accommodation Included
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago

Depart Chicago and drive south toward St. Louis, the Gateway to the West. Visit the iconic Gateway Arch, explore the city's vibrant blues and jazz heritage, and enjoy a taste of local barbecue.
Accommodation Included
Casino Queen Hotel
Casino Queen Hotel

Continue your drive through Missouri into Tennessee. Arrive in Memphis, the home of the blues and birthplace of rock 'n' roll. Visit Beale Street, Graceland, and the Sun Studio where legends like Elvis and Johnny Cash recorded. Immerse yourself in the city's rich musical soul.

Head east to Nashville, the heart of country music. Explore the Honky Tonk Highway on Broadway, visit the Ryman Auditorium and Grand Ole Opry, and discover the Country Music Hall of Fame. Enjoy live music in countless venues throughout Music City.
Accommodation Included
Sheraton Memphis Downtown Hotel
Sheraton Memphis Downtown Hotel

Take a scenic route through Tennessee's rolling hills to Chattanooga. Enjoy the natural beauty of Lookout Mountain, visit Rock City Gardens, and stroll across the historic Walnut Street Bridge. A relaxing pause before the final leg of your journey.
Accommodation Included
Natchez Grand Hotel & Suites On the River
Natchez Grand Hotel & Suites On the River

Drive south into Louisiana, arriving in vibrant New Orleans. Spend your final days exploring the French Quarter, listening to jazz on Frenchmen Street, savoring Creole cuisine, and soaking in the city's unique cultural blend. Conclude your musical road trip in true celebration.
Accommodation Included
La Quinta Inn by Wyndham New Orleans West Bank Gretna
La Quinta Inn by Wyndham New Orleans West Bank Gretna

  • ✅ Your chosen vehicle upon arrival,with unlimited mileage and basic insurance (additional coverage available if selected).
    ✅ Confirmed and prepaid Hotel reservations at the properties you've selected.
    ✅ Digital itinerary guide with daily routes, tips, and local insights

  • ❌ International flights to/from the starting point
    ❌ Hotel taxes and resort fees (payable locally, cannot be prepaid)
    ❌ Visas and visa processing fees
    ❌ Optional insurance upgrades beyond basic coverage
    ❌ Meals (unless otherwise specified)
    ❌ Fuel, tolls, fines and parking fees

Why Us

Tour Price

Other Tours

Self Drive Route of the Music

from Chicago to New Orleans
Tour code: 771
100% Price Beat Guarantee
No hidden costs
Tour starts Chicago
Tour ends New Orleans
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Save Up to 50%
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Chevrolet Trax

2 2 Automatic
Chevrolet Trax
CFAR · Hertz

Compact SUV

Unlimited miliage ·

Trip Price from
$1,482
per person PRICE double occupancy
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