Route 66 & the American Dream Fly Drive - Chicago - Up to -70% | Voyage Privé

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  • Get ready to set off on a holiday of a lifetime - one of the most iconic journeys around - the all American road trip traveling along the legendary Route 66.
  • Beginning in Chicago and ending in Los Angeles, you'll be passing through some of America's most iconic destinations from The Grand Canyon to Santa Fe.
  • Choose from car hire or a Harley Davidson- this could be the greatest adventure of your life!

Customer reviews

Your Destinations

The all-American road trip has a place on any globetrotter's wish list - and this one truly earns its stripes (and stars). Stamp a few vintage luggage stickers on a well-worn leather case and whiz from Chicago to Los Angeles via the world-famous Route 66 with the windows down and the system up.

Labelled as the nation's 'Mother Road' by John Steinbeck, you'll take in the best of America in bite-sized chunks. From small-town outback villages to gaudy glitz, retro Americana to cowboys and Indians, sizzling jazz riffs to country and western twangs and spectacular canyons to white sandy beaches, Route 66 covers it all.

You'll kick-start your trip in the 'Windy City' of Chicago, where you'll spend two nights. Take in the city's vibrant arts scene, cutting edge restaurants and long sandy beaches, before you laze by Lake Michigan with an expanse of skyscrapers as your backdrop.

You'll then belt up and head for the beer, baseball, jazz and good-time vibes of St. Louis, stopping en-route for a night in Springfield. Afterwards, you'll drive into the vibrant red dust of Oklahoma, where you'll experience American cowboy culture and country and western life.

Head to the beautiful mountain city of Flagstaff in the alpine air, before departing for the bright lights of Vegas where you'll stop in the heart of Sin City. Take a visit to the spectacular Grand Canyon or soak up the casinos, mega-shows and drive-in chapels.

Your journey ends with two nights in LA, where you'll spend your days people-watching on Rodeo Drive, taking in the Hollywood Hills and power-walking on Venice Beach.

Your Itinerary

Your Itinerary Your Itinerary
Day 1  Arrival / Chicago
Arrive at Chicago’s O’Hare International Airport. Take your car at the airport or your motorcycle close by. Then make your first steps in the Windy City.

2 nights in Chicago.

Day 2 Chicago
During these two days, discover a splendid and atmospheric city set on the shores of Lake Michigan. Chicago is the American jewel for architecture with its collection of slender buildings. The Midwest capital is both cultural with beautiful museums, stimulating, and relaxing. Take a walk on the famous Magnificent Mile and discover the Navy Pier. For architecture lovers, we suggest an architectural cruise to navigate between the buildings. If you liked New York, you'll love Chicago!
Day 3: Chicago / St Louis
Departure for the south. Your real road trip through route 66 is starting here. Illinois’ road is green and beautiful, surrounded by vast agricultural plains, to St. Louis, where the Mississippi joins Missouri. Lewis and Clark left St Louis to start their western conquest. 

1 night in St. Louis.

Day 4: St Louis / Springfield
On your way to Springfield, you pass through the West Gate and discover Missouri. This state has a past, a soul, a strong identity linked to the memory of Indians and the memory of the American Civil War. Finish your journey in Springfield, a city that offers both all the assets of a big city and the benefits of a small town. Springfield has been the testimony of many battles. 

1 night in Springfield.

Day 5: Springfield / Tulsa
On this road, cross Joplin, the embodiment of Route 66 : motels, Coca-Cola signs, gas stations and old cars. Go see the bison in Bartlesville National Park & stop at the great museum of western history.

1 night in Tulsa.
Day 6: Tulsa / Oklahoma City
Departure for Oklahoma City. You are in the midst of western, and may be crossing the "trail of tears", the road taken by Indians kidnapped by force from their territories. On the way, do not miss the National Cowboy Hall of Fame. Finish your journey in Oklahoma City. 

1 night in Oklahoma City.

Day 7: Oklahoma City / Amarillo
Follow the beautiful road to Texas. Discover the city of Amarillo, known for its famous Pop Art monument Cadillac Ranch, this famous sculpture composed of Cadillacs half buried in the ground. The area is splendid with its huge ranches and cattle along the roads. 

1 night in Amarillo.

Day 8: Amarillo / Santa Fe
Your trip to the United States takes on Indian colors and Spanish accents as soon as you arrive in Santa Fe, a charming colorful Mexican city, a pleasant and inescapable city of art. Contemplate its simplicity and adobe-style homes, including the buildings around the central square.

1 night in Santa Fe.

Day 9: Santa Fe / Taos
Between the mountains, the blue sky contrasts with the Indian pueblos churches, a magnificent route to Taos. In the region, do not miss the troglodyte dwellings of the Bandelier National Park. On your arrival in Taos, stroll in this Spanish-style city pueblo and enjoy this soothing place, far from the American rhythm! You can also admire the Rio Grande course from the second largest suspension bridge in the United States.

1 night in Taos.
Day 10: Taos / Holbrook
On the way to Holbrook, ghost towns follow one another. You will also pass by Albuquerque. The Cultural Center of the Indian Pueblo is an excellent introduction to the Indian culture. Then visit the famous petrified forest. Welcome to Arizona!

1 night in Holbrook.

Day 11: Holbrook / Grand Canyon / Flagstaff
Head to the mythical Grand Canyon, through the gigantic Meteor Crater and Flagstaff. You will feel so small in front of the splendor and immensity of the Grand Canyon! The beauty of nature is striking here, the dizzying immensity, the mineral colours perfectly insensate.

1 night in Flagstaff.
Days 12 & 13 : Flagstaff / Williams / Las Vegas 
On the road, stop at Seligman and Kingman, mythical cities of Route 66. 
Arrival in Las Vegas: the capital of the game with its big hotels, its wacky architecture, its neon lights, its casinos ... it is an amazing city that suddenly appears in the middle of the desert like a mirage. Perhaps it is also the occasion of a secret wedding? 

2 nights in Las Vegas.

Days 14 to 15: Los Angeles
Drive to Los Angeles, where you will discover its downtown, its Rodeo Drive, Beverly Hills, and its incredible beaches like Venice Beach in Santa Monica. Do not forget the movie studios, Hollywood and its famous Sunset Boulevard. Sip a drink on a Rooftop and spend a few days resting and enjoying your well-being.

2 nights in LA.

Day 16: Los Angeles / Departure
Last day under the Californian sun, transfer your vehicle to the airport and take your flight home.

Your Hotels

This offer is based on a Standard Room in the following hotels or similar. (No meals included.)

Occupancy for Motorbike Tour

Adults Adults
2 Adults

Occupancy for Self Drive Tour

Adults Adults Adults Adults
4 Adults
Holiday Inn & Suites - Chicago (2 nights)
Best Western Kirkwood Inn - Saint Louis (1 night)
Best Western Route 66 Rail Haven - Springfield (1 night)
Best Western Tulsa Inn & Suites - Tulsa (1 night)
Best Western Plus Saddleback Inn & Conference Center - Oklahoma (1 night)
Holiday Inn Express Inn & Suites - Amarillo (1 night)
Courtyard by Marriott Santa Fe - Santa Fe (1 night)
Sagebrush Inn - Taos 1 night - Wigwam Motel - Holbrook (1 night)
Hampton Inn & Suites Flagstaff - Flagstaff (1 night)
Luxor Hotel & Casino - Las Vegas (2 nights)
Best Western Redondo Beach Galleria Inn - Los Angeles (2 nights)

Please note: The bed for the 4th adult may be a sofa bed or camp bed.

Your Journey

Flights: You may choose from Economy, Premium or Business class flights on sectors that they operate, at the next stage of the booking process.

The flights included are with either a scheduled or no-frills airline and are subject to live availability and prices can change. You can choose your preferred departure times during the booking process. Please select your flight options carefully as departure and arrival airports may differ.

Car Hire: Car/Motorbike hire is included.


min : -8°C max : 0°C
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min : -2°C max : 7°C
min : 5°C max : 15°C
min : 10°C max : 21°C
min : 16°C max : 27°C
min : 18°C max : 29°C
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min : 13°C max : 24°C
min : 8°C max : 18°C
min : 0°C max : 9°C
min : -6°C max : 2°C

Travel Advice

For the latest travel advice from the Foreign & Commonwealth Office including security and local laws, plus passport, health and visa information click here.

Please note that the advice can change and consumers should continue to check it until they travel.

It is essential that all customers purchase adequate travel insurance for all countries they are travelling to or through.

Visa Information


If you are travelling to the USA or choose a flight which routes via the USA, and are travelling under the Visa Waiver Programme (VWP), you must obtain an ESTA (Electronic System for Travel Authorisation) prior to departure. Passengers who have not received travel authorisation via ESTA prior to travel will be denied boarding. Please note that if you are denied from boarding, or are not allowed into the US for any reason, you will still be subject to our cancellation charges in accordance with our terms and conditions.

It is essential that all customers purchase adequate travel insurance for all countries they are travelling to or though.

How do I apply for ESTA?

Prior to departure, you will need to visit and fill in the online application, ensuring you receive approval before you fly. The final deadline for ESTA applications is 72 hours before departing.

In More Detail

Please find practical information about the property and your trip: 

This tour is not accessible to people with reduced mobility. 
Check-in time: 3 pm
Check-out time: before 12 pm

Our price doesn’t include a city/accommodation/tourism tax which may be payable locally.

Please Note: 
Check-in outside the hotel's standard times may incur additional fees. Check out times are subject to change, please check these with the hotel upon arrival.
Schedules and prices are subject to change. 
If the property is accessible to people with reduced mobility, this is subject to availability. To book a room for reduced mobility, please contact our Customer Services Team. 

Self Drive Tour Includes

  • Compact car rental collected in Chicago and returned to Los Angeles
  • Unlimited mileage, CDW (exemption of franchise in case of damage to the vehicle)
  • Taxes (local and environmental)
  • An additional driver
  • Insurance assistance / repatriation

Motorbike Tour Includes

  • Harley-Davidson, collected in Chicago and returned to Los Angeles (1 motorbike for 2 people)
  • Unlimited mileage, all taxes (local and environmental)
  • VIP insurance ($ 2,000 deductible) and the SLI (liability of the pilot at height $ 300,000) as well as one-way fees and bike reparation.
  • American helmet and antitheft lock available on site.
  • Insurance assistance / repatriation

Not Included

  • Drinks and other meals not clearly mentioned
  • Surcharge for special requests on food, and meals.
  • Entrance fees, permits and guide service during free time.
  • Insurance, gratuities and personal expenses
  • Surcharge for public holidays
  • Mandatory deposit for car rental required on pick up via credit card, in the drivers name
  • Parking payable locally
  • Resort fee payable locally (unless specified in the offer)
  • One way drop off charge of $500+ taxes per vehicle payable locally
  • Entrance fees in USA (ESTA)
  • Fuel, tools, car parks fees and GPS option

Car/Motorbike Hire

Please note you cannot be guaranteed a specific make of vehicle within a certain group.
The minimum age for driving a hire vehicle in USA is 21 and drivers must have held a full driving licence for a least 1 year.

The lead name on the booking will be confirmed as the named driver.  The named driver must present a credit card in their name when collecting the car (credit cards in other names will not be accepted).

The named driver must also present a full valid driving licence on collection of the vehicle and in some cases a credit card or cash deposit will be required.

Please ensure that you check your car hire documents carefully once received as this will advise if there are any taxes/charges to be paid locally as well as potential mileage restrictions.

Your Contract

If you book a package which includes flights, your contract will be with Voyage Privé. The air holiday package(s) shown are ATOL protected by the Civil Aviation Authority. Our ATOL number is 10170.

If you book a package which does not include flights, then ATOL protection does not apply. Your contract will be with the provider of the accommodation and not Voyage Privé. Voyage Privé acts only as agent for the accommodation provider.

Please read our booking conditions before confirming your holiday.

Important Information

If booking as a single traveller, room occupancy is not guaranteed. You may be placed in either a single, double or twin room, based on the availability of the property at the time. 

The location shown on our map is to be used as a guide only and the actual location of the property may differ.

Your contact details may be passed on to the hotel so that they can make contact with you to discuss your booking in advance of your arrival.

You may be asked to provide a credit/debit card deposit on arrival to cover any purchases made in the hotel.

Although we endeavour to provide up to date information we cannot guarantee that all hotel facilities and services will be available during your stay, especially when travelling out of the main holiday periods.

Star rating standards may differ to that of the UK, depending on the country of travel.

The Voyage Privé Promise

  • A unique selection of high-end accommodation
  • Exclusive perks and discounts of up to -70%
  • Member services team available 7 days per week
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