Today board your international flight to Chicago where on arrival you will collect your hire car from the airport. Enjoy the rest of your afternoon at leisure to explore the city or relax in your centrally located hotel. (N)
Accommodation in Chicago: Staypineapple an Iconic Hotel at the Loop (or similar)

Self-Drive: Historic Route 66
14 days from £2160 per person
Route: Chicago – Springfield- St Louis – Lebanon – Tulsa – Elk City – Tucumcari – Gallup – Holbrook – Kingman – Palm Springs – Los Angeles
No one-way drop off fees for car hire*
Travel along the nostalgic Mother Road through the heart of America on this two week cross-country road trip of a lifetime. Admire muscle cars, quirky traditions and iconic Route 66 landmarks as you wind your windows down and follow the historic route west; it’s impossible to not feel like a real American!
During your ultimate driving experience, you’ll stick to the classic route between Chicago and Los Angeles, spending nights in wacky motels and authentic digs that’ll take you on a journey down memory lane. This road trip is all about experiencing the real America, discovering the real history and meeting the real people that keep the Route 66 dream alive.
*Please Note: The 'no one-way drop off fee' offer only applies for car hire collected from Chicago O'Hare Airport and dropped off at Los Angeles Airport. Please ask for full details. Subject to availability.
ITINERARY HIGHLIGHTS
Take the historic route from Chicago to Los Angeles and stay over at the less frequently visited spots that are full of nostalgic gems.
Enjoy the break from the dry desert heat that a stop at Palm Springs provides, soak up the cosmopolitan vibe as you lap up the stylish hotels, golf courses and spas.
Drive to Santa Monica pier to take a photo next to the sign that marks the end point of the traditional Route 66 route.
CONTACT US TO DISCUSS YOUR HOLIDAY PLANS
to Price
Pettitts guide to price for this itinerary would be £2160 per person
The exact cost of this itinerary will vary depending on the season of travel, standard of accommodation, flight class, activities included and the date the booking is made. Please speak to one of our experienced travel specialists who will create a completely tailor-made and personalized quotation based on your requirements and budget.
** The above price is based on two adults travelling together in economy, sharing accommodation, travel based on low season for this destination and advance booking approximately nine months prior to travel**
Itinerary: Self-Drive: Historic Route 66
Accommodation in Chicago: Staypineapple an Iconic Hotel at the Loop (or similar)
Accommodation in Springfield: Candlewood Suites (or similar)
Accommodation in Saint Louis: Hampton Inn Gateway Arch (or similar)
Accommodation in Lebanon: Hampton Inn (or similar)
Accommodation in Tulsa: Tulsa Club Hotel Curio Collection (or similar)
Accommodation in Elk City: Hampton Inn & Suites (or similar)
Accommodation in Tucumcari: Blue Swallow Motel (or similar)
Accommodation in Gallup: El Rancho Hotel (or similar)
Accommodation in Holbrook: Wigwam Motel Holbrook (or similar)
Accommodation in Kingman: Best Western Plus: A Wayfarers Inn (or similar)
Accommodation in Palm Springs: The Palm Springs Hotel (or similar)
Accommodation in Los Angeles: The Garland Hotel (or similar)
What's included
- International flights from the UK
- Hotel accommodation and taxes
- Car hire as specified
What's not included
- Cost of visas
- Travel Insurance
- Expenses of a personal nature
- Meals unless specified
Guide to Price
The above price is based on two people travelling together and sharing accommodation in low season. The price is only a guide and can vary according to selected airlines, hotels and date of travel. If you wish to travel with your family, friends or on your own we will be very happy to assist you with your arrangements.