USA Music Cities Fly Drive to New Orleans with Route 66 from Chicago

12 Days' Intermediate SUV Hire with GPS, Tax , Insurance and One-way Drop Off Fee Included.

Take to the open road on an 11‑night Route 66 and USA Music Cities fly drive, travelling from Chicago to New Orleans via some of America’s most legendary destinations. Your journey includes return flights and 12 days of intermediate SUV car hire with GPS, insurance, tax and one‑way drop‑off charge included, collected and returned directly at the airport to avoid extra transfer costs.

Stay in hand‑picked 3 to 4 star premium hotels across Chicago, Springfield Illinois, St Louis, Nashville, Memphis and New Orleans, following iconic highways and legendary cities. Discover the heart of American music with included Memphis attraction tickets to the Music Hall of Fame, Sun Studio, Rock and Soul Museum and more. From jazz and blues to country and rock ’n’ roll, this drive‑through adventure combines classic Americana, famous landmarks and unforgettable music heritage.

Fly to Chicago, collect your hire car and drive to your hotel for an overnight stay,

Millennium Knickerbocker Chicago

Located just steps from Chicago's vibrant Rush Street, this luxurious hotel offers stylish accommodations with premium amenities, state-of-the-art event facilities, and exceptional dining experiences. A prime destination for shopping, dining, and business in downtown Chicago, the hotel is conveniently located near iconic attractions such as Water Tower Place, Michigan Avenue, the John Hancock Tower, and Navy Pier. World-class museums, including the Museum of Contemporary Art and the Art Institute of Chicago, are also within easy walking distance. The hotel boasts an impressive 5, 480 square meters of flexible function space, ideal for a variety of meetings and events. Its famed Crystal Ballroom, complete with a built-in illuminated dance floor and stunning crystal chandeliers, has hosted countless elegant wedding receptions. Please note, an additional fee of $20 per person applies for guests over 13 years old. Overnight stays are $76 (including tax) with unlimited in/out privileges. Shorter stay options are also available, ranging from $28 to $45 (including tax) for stays between 2 and 8 hours. Self-parking is available for $55 per night without in/out privileges.

A further overnight hotel stay.

Chicago

There is lots to see and do in Chicago, go to the beach, shops on the Magnificent Mile, stare at the reflections in the giant "Cloud Gate" stainless steel bean sculpture or stand on the glass "Ledge" 103 floors up in the Willis Tower(formerly Sears Tower), the tallest building in the US. You can enjoy a fine dining experience with a view in the Signature Room on 95th Floor of the John Hancock Building. Route 66 starts in Chicago at the Buckingham Fountain, and there is the amazing elevated CTA metro system which defines the central Loop area of Downtown Chicago.

Drive from Chicago to Springfield for an overnight stay,

Springfield Illinois

Springfield, the capital of Illinois, is best known as the longtime home of Abraham Lincoln and a key stop on Historic Route 66. Visitors can explore the Lincoln Home National Historic Site, the Abraham Lincoln Presidential Library and Museum, and the Old State Capitol where Lincoln shaped his political legacy. Beyond history, Springfield offers classic Route 66 diners, preserved Americana and a welcoming Midwestern atmosphere, making it a must‑visit destination for culture lovers and road‑trip travellers alike.

Drive from Springfield to St Louis for an overnight stay,

St Louis

St. Louis, Missouri, is a dynamic city rich in history, culture, and iconic landmarks, making it a must-visit destination in the American Midwest. Known as the “Gateway to the West,” the city's most famous symbol is the Gateway Arch, an architectural marvel soaring 630 feet above the Mississippi River. Beyond the Arch, St. Louis offers a vibrant downtown area filled with museums, theaters, and historic sites, including the Old Courthouse and the Missouri History Museum. The city's neighborhoods are full of character, from the lively Central West End to the charming Soulard district, where visitors can explore local shops, restaurants, and the famous Soulard Farmers Market. St. Louis also boasts an impressive array of family-friendly attractions and green spaces. The St. Louis Zoo and St. Louis Science Center offer hours of entertainment and learning, while the Missouri Botanical Garden provides a serene escape with beautifully curated plant collections. Sports fans can catch a Cardinals baseball game at Busch Stadium or cheer on the Blues in hockey action. With its combination of historical significance, cultural diversity, and modern attractions, St. Louis is a city that offers something for every traveler, blending Midwestern charm with cosmopolitan excitement.

Drive from St Louis to Nashville for an overnight stay,

Gaylord Opryland Resort And Convention Center

The Gaylord Opryland Resort & Convention Center in Nashville's Opryland area is conveniently located within a 15-minute drive of the Grand Ole Opry and Nissan Stadium. This upscale resort is just a half-mile from the beautiful Opryland Hotel Gardens and a short mile from Opry Mills. Unwind at the full-service spa with massages, body treatments, and facials, or enjoy the resort's recreational amenities, including two outdoor swimming pools, a water park (surcharge), and a sauna. Additional conveniences include concierge services, an arcade/game room, gift shops, and a complimentary shuttle to nearby shops. Each of the 2, 888 guestrooms features a refrigerator and Smart television, along with premium bedding and down comforters for a restful sleep. Satellite programming and wired/wireless internet access (surcharge) are also provided. Private bathrooms include showers, designer toiletries, and hair dryers. The resort offers a wide selection of dining options with 18 restaurants, room service (limited hours), and two coffee shops/cafés. Five bars/lounges provide refreshing drinks throughout the day. Full breakfasts are available daily (fee applies). A business center, limousine/town car service, and express check-out are among the featured amenities for business and leisure travelers alike.

A further overnight hotel stay.

Nashville

Nashville, Tennessee—fondly known as Music City, is a vibrant destination where creativity, history, and Southern hospitality come together in perfect harmony. Best known as the global heart of country music, Nashville is home to legendary venues such as the Grand Ole Opry, the Country Music Hall of Fame, and the historic Ryman Auditorium. Live music fills the city day and night, from intimate songwriter rounds to energetic honky-tonk performances along Broadway, where neon lights and the sound of guitars spill into the streets. Beyond its musical roots, Nashville boasts a thriving arts scene, excellent museums, and striking architecture that reflects both its storied past and modern growth. The city also delights visitors with its warm atmosphere, innovative food scene, and welcoming neighborhoods. Nashville has become a culinary hotspot, famous for its spicy hot chicken, Southern comfort food, and an ever-growing collection of award-winning restaurants and craft breweries. Tree-lined streets, scenic parks, and the Cumberland River provide relaxing escapes just moments from the lively downtown core. Whether you're exploring historic districts, enjoying world-class live music, or soaking up the city's unmistakable energy, Nashville offers an authentic and unforgettable American experience.

Drive from Nashville to Memphis for an overnight stay,

Hotel Napoleon, Ascend Hotel Collection Member

The non-smoking Hotel Napoleon, Ascend Hotel Collection hotel in Memphis, TN near Beale Street is located in the heart of downtown Memphis, right on the trolley line and within walking distance to restaurants, shops and entertainment. Our hotel has been constructed inside a historic 1902 building built by Napoleon Hill. Amenities include Free WiFi, a business center and fitness center. Each guest room is decorated with historic character and features modern conveniences like 50-inch HDTVs, recharge devices, and refrigerators. Earn rewards with every stay with our Choice Privileges Rewards program.

A further overnight hotel stay,

Memphis City Tour with Sun Studio Admission

See top Memphis attractions on this guided narrated sightseeing tour that takes you along the Mississippi River. Pass Victorian homes, historical statues and cultural landmarks like the Pyramid Arena and the Lorraine Hotel, where Martin Luther King Jr was assassinated. Includes a tour of legendary Sun Studios, where some of the greatest singers recorded their music - including Elvis Presley, Johnnie Cash, BB King and many more.

Inclusions:

Admission to Sun Studio (ages 7+ only)
Guided Memphis City Tour
Hotel Pick-Up/Drop-Off (select downtown Memphis hotels)
Professional/Local Guide
See top Memphis sights such as Lorraine Motel
Sun Studio
Beale Street
and More!
Stop at the Peabody Hotel to see the march of the World Famous Ducks

Memphis Music Hall of Fame Admission Ticket

Located at Beale and Second Streets, the Memphis Music Hall of Fame is as outrageous as our inductees. This amazing museum Chronicles the artists and the music that shaped the legacy of Memphis Sound. This museum features the Smithsonian's Rock 'n' Roll, Social Crossroads exhibition. Step back in time and explore the oldies but goodies!

Inclusions:

All taxes
fees and handling charges

Memphis Rock 'n' Soul Museum Admission

Explore the birth of rock and soul music at the Memphis Rock 'n' Soul Museum where extensive exhibits detail the musical pioneers who put Memphis on the map. Your admission ticket includes an audio guide that adds depth to the detailed displays, with more than 100 songs to make your toes tap as you take in the museum. Learn about blues, rock and soul music history as well as the development of Memphis itself as you dive into the fascinating stories that the museum brings to life.

Inclusions:

Audio guide

Memphis

Visit the birthplace of American Soul Music, tour Graceland, the home of Elvis Presley and see where the King of Rock 'n' Roll lived. You will also be able to see where the biggest names in Rock 'n' Soul got their careers started, at the famous Sun Studio. Visit the inspiring museums of America Soul Music at the Stax Museum of American Soul Music and Rock 'n' Soul museum. Entrance tickets to the following: Graceland the home of Elvis Presley, The Graceland Mansion Tour, Automobile Museum, Sincerely Elvis Museum & Elvis After Dark, Rock 'n' Soul Museum, Stax Museum of American Soul Music, and Sun Studio.

Drive from Memphis to New Orleans for an overnight hotel stay,

Maison Dupuy

Enjoy a stay at the historic Maison Dupuy Hotel, centrally located in New Orleans, a short walk from Bourbon Street and Canal Street. The hotel offers an outdoor pool, a 24-hour fitness center, and complimentary Wi-Fi. Make use of the concierge services, gift shops, and room service (limited hours). Business amenities include a business center and express check-out. The hotel also boasts conference space and meeting rooms, totaling 2, 616 square feet. Each of the 200 guestrooms features a flat-screen television, a pillowtop bed with down comforters and premium bedding, and a private bathroom with complimentary toiletries and a hair dryer. Nearby attractions include Louis Armstrong Park, the Historic New Orleans Collection, and the New Orleans Jazz Museum. Louis Armstrong New Orleans International Airport (MSY) is approximately 16 miles away.

A further two nights' hotel stay,

New Orleans

In New Orleans you will find a flavour of the Old South with a distinct French accent, famed for its filigree wrought-iron work in the French Quarter and Mardi Gras celebrations which herald the beginning of Lent. Mardi Gras (Fat Tuesday), is the last day of the Carnival season as it always falls the day before Ash Wednesday, the first day of Lent. Shop at the beautiful river walk and take a ride on the street car line dating back to 1835. Visit Jackson Square in the heart of the French Quarter where the gray spire of St Louis Cathedral towers high in the air. Bourbon Street is where the music never stops and looks much as it did during the 1700s and 1800s with buildings crowding a narrow sidewalk.

Drive to the airport to drop of your hire car and fly home overnight.

Origin Trip Start Date Trip End Date Price
Heathrow 18/04/26 Saturday 30/04/26 Thursday £2469 View
Heathrow 25/04/26 Saturday 07/05/26 Thursday £2499 View
Heathrow 02/05/26 Saturday 14/05/26 Thursday £2949 View
Heathrow 09/05/26 Saturday 21/05/26 Thursday £2599 View
Heathrow 16/05/26 Saturday 28/05/26 Thursday £2719 View
Heathrow 23/05/26 Saturday 04/06/26 Thursday £2499 View
Heathrow 30/05/26 Saturday 11/06/26 Thursday £2659 View
Heathrow 06/06/26 Saturday 18/06/26 Thursday £2619 View
Heathrow 13/06/26 Saturday 25/06/26 Thursday £2509 View
Heathrow 20/06/26 Saturday 02/07/26 Thursday £2559 View