Chicago, USA Route 66 Holidays
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21 nights · Chicago, Illinois, USA → Los Angeles (Santa Monica), California, USA · Car

Ultimate Route 66

Three weeks on Route 66 from Chicago to Los Angeles, with extra nights on the way and detours to Monument Valley, the Grand Canyon and Palm Springs.

Stradora Partner
From£1,999pp
Duration21 days
StyleSelf-guided
Best suited toDrivers who want the road to be the holiday
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21 nights through USA

Twenty-one nights on Route 66, from Chicago to Los Angeles. The American Road Trip Company calls this its slowest-paced Route 66 trip, with extra stops and rest days, and describes it as a good option for travellers who want to go a little further off the beaten track.

Three nights in Chicago come first. The road then runs through Springfield, Illinois, St. Louis and Meramec Caverns to Springfield, Missouri, Tulsa and Oklahoma City, where there is a full day. Amarillo and Santa Fe follow, with a second night in Santa Fe, before the route leaves the Mother Road for Monument Valley and the Grand Canyon.

The last week covers Las Vegas for three nights, Palm Springs, and Los Angeles for three nights, finishing in Santa Monica. The page lists roadside attractions such as a giant blue whale and the world’s biggest ketchup bottle, and natural sights such as Monument Valley, the Grand Canyon and Joshua Tree National Park. Total distance is over 2,500 miles, and the operator invites travellers to ask for extra nights anywhere on the route.

The price shown is a from figure for 21 nights, per person, based on two people sharing, off-peak travel, a standard car, economy flights and two to three star hotels. It covers flights with a premier carrier, accommodation, car rental and a detailed Road Trip Pack with route suggestions and points of interest for each drive. Every trip is built to order, so dates, hotel standard, flight class, car type and the number of nights can all be adjusted, and a one-way rental fee may apply where the start and end points differ. The American Road Trip Company serves customers based in the UK and the EU, so check current quotes and availability with the operator.

Style
Self-guided
Duration
Grand tour (16+ nights)
Region
North America
Vehicle provision
Vehicle provided
Starts/ends
Chicago, Illinois, USA → Los Angeles (Santa Monica), California, USA
Accommodation
Hotels
Suitable cars
Drivers who want the road to be the holiday
Vehicle
Car
Price basis
Per person (sharing). Operator 'from' price of £1,999pp, based on off-peak travel, 2 people sharing a standard car, economy flights and 2-3 star hotels. All trips are bespoke.
Run by
Specialist Stradora partner

What's included

  • Flights with a premier carrier
  • accommodation to the chosen standard and length of stay
  • car rental
  • detailed Road Trip Pack

Ready to drive it?

21 days, from £1,999pp

Stradora Partner
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