Route 66: Ultimate Trip

 Refreshed for 2020 with new, better itinerary

23 day trip on Route 66 and 10 States!

Drive Route 66 from Chicago to Los Angeles with some great side trips thrown in. This self drive road trip will take you along Route 66 through cities such as St Louis, Oklahoma City and Amarillo with side trips to Monument Valley in Utah, the amazing Grand Canyon and of course Las Vegas for three nights before heading to Santa Monica Pier in Los Angeles.

All our road trips can be shortened or extra nights added to suit your own requirements. We love building tailor made trips!

Includes flights from UK, car hire and accommodation
Fly into Chicago and out of Los Angeles
You’ll drive approximately 2750 miles in total
 Includes Monument Valley, Grand Canyon & Las Vegas
Extra days can easily be bolted on or we can shorten the trip if preferred
Your full road trip pack and itinerary will be sent to you
Your entire package is ATOL protected
route 66 itinerary

Your Itinerary

route 66 chicago
Days 1 - 3:
Begin in Chicago

Arrive in the Windy City, pick up your hire car and spend the next 3 nights in Chicago. Our recommendations include the Willis Tower, the second tallest building in the USA and the “magnificent mile”.

Fly into Chicago
 Chicago, IL
 4 star hotel
 3 Nights
route 66 illinois
Day 4:
Your journey begins

Today you’ll begin your “Mother Road” adventure. Retrace old 66 through Chicago, through rural Illinois into Springfield where Abraham Lincoln lived prior to his presidency. You can visit his home and burial places.  

Approx 200 miles
Springfield, IL
 3 star hotel
route 66 road trip
Day 5:
Into Missouri

There's just got 100 miles to drive today. You’ll be able to drive a short section of the original brick road in Auburn, Illinois. At St Louis you can take a walk across the 1929 “Chain of Rocks” bridge and go up the amazing Gateway Arch.

 Approx 100 miles
St Louis, MO
 3 star hotel
route 66 springfield
Day 6:
Birthplace of Route 66

You’re heading through the Ozark Mountains today towards Springfield in Missouri where, in 1926 a road linking Chicago and Los Angeles was agreed. Originally planned as Route 60, but was finally designated as Route 66.

 Approx 215 miles
Springfield, MO
 Historic hotel
route 66 oklahoma
Day 7:
Three States today

Today, you’ll visit three States! Just after Joplin you’ll leave Missouri and head into Kansas. Don’t blink though - there’s just 13 miles of Route 66 in Kansas - but they’re a good 13 miles! Next up is Oklahoma, and don’t miss the famous Blue Whale of Catoosa!

Approx 180 miles
Tulsa, OK
 3 star hotel
route 66 texas
Day 8:

Just a short drive today at a mere 115 miles. You’re continuing your journey through Oklahoma - don’t miss the famous “Sidewalk Highway” section of Route 66 between Miami and Afton. So called because it was a single lane, just 9 foot wide section of the original Route 66.

Approx 115 miles
Oklahoma, OK
 3 star hotel
route 66 midway
Day 9:
Texas Panhandle

Route 66 cuts through the Texas panhandle - On the list of must-see places today is the Provine Service Station, Route 66 Museum in Clinton, U-Drop Inn and of course the Cadillac Ranch in Amarillo

 Approx 260 miles
Amarillo, TX
 Historic hotel
route 66 new mexico
Day 10:
Half way point

Adrian, Texas is the midway point of Route 66 - a great photo opportunity. You’ll pass the ghost town of Glenrio on the Texas and New Mexico border. Tucumcari feels like an old 1950s town.

 Approx 115 miles
 Tucumcari, NM
 Historic motel
route 66 monument valley
Day 11:
Santa Fe Loop

Santa Fe, the New Mexico state capital was on the original Route 66 from 1926 until realignment in 1937. The Santa Fe loop can be missed out if you prefer to follow the later alignment - in this case, you can drive directly from Tucumcari to Albuquerque.

 Approx 115 miles
 Santa Fe, NM
 Historic hotel
route 66 arizona
Day 12:
Through New Mexico

Drive west through Albuquerque and various small towns with some great old cafes, motels and gas stations and pass the Continental Divide before arriving in Gallup where you’ll stay in a historic hotel frequented by stars of the silver screen.

Approx 200 miles
 Gallup, NM
 Historic hotel
route 66 winslow
Day 13:
Petrified Forest

As you cross into Arizona you will want to spend a couple of hours at the Petrified Forest and Painted Desert before you arrive in Winslow where you can take a photo “Standin' on the Corner” made famous from the Eagles song Take It Easy.

 Approx 230 miles
Winslow, AZ
 Historic hotel
route 66 grand canyon
Day 14:
Grand Canyon

At Flagstaff you’ll leave Route 66 temporarily to head north to the Grand Canyon. Your hotel will be near the south rim and you’ll want to make sure you get to see sunset in this wonderful National Park. 

 Approx 140 miles
Grand Canyon, AZ
 3 star hotel
monument valley route 66
Day 15:
Monument Valley

It’s worth an early alarm call today to watch  sunrise over the Grand Canyon. Then you’ll drive along the rim and up to Monument Valley where you’re in for another breathtaking sunset. You’ll stay in a private cabin in Monument Valley itself and this is the view from your bedroom window!

Approx 175 miles
Monument Valley, UT
 Cabin in park
route 66 uk
Day 16:
Back on ‘66

Today you’ll head back down to Route 66 and Williams, a wonderful old town known as the Gateway to the Grand Canyon. It has real wild west feel to it with some great shops, restaurants and bars. You can also see the Grand Canyon railway trains here. 

Approx 215 miles
Williams, AZ
 3 star hotel
las vegas holiday
Days 17 - 19:
Sin City

Whilst Las Vegas is not actually on Route 66, it is a great detour during your road trip. Enjoy the fun and entertainment this city has to offer.

If you prefer, you can miss Las Vegas and keep to Route 66 or you can visit Sin City and return to Route 66. Your choice!

 Approx 220 miles
Las Vegas, NV
 4 star hotel
 3 Nights
la route 66 holiday
Day 20 - 21:
Santa Monica Pier!

You’ll leave the huge resorts and neons in your rear view mirror and begin your final run to Santa Monica Pier today. You will pass through some great Route 66 towns such as Barstow and Victorville before arriving in LA and the end of your epic Route 66 road trip.

 Approx 270 miles
Los Angeles, CA
 3 star hotel
 2 Nights
usa holiday route 66
Day 22:
Last morning in LA

Make the most of your final morning in Los Angeles today. We can recommend a bike ride from Santa Monica Pier to Venice Beach or perhaps you’d like to see the famous Hollywood sign or walk down Rodeo Drive. This evening you’ll catch your flight back to the UK.

Fly out of Los Angeles
route trip usa
Day 23:
Arrive back in UK

You’ll arrive back in the UK today. Thank you for booking your road trip with RouteTrip USA.

Arrive back in UK
 Why not add extra days or some side trips to your holiday? Here’s a few ideas...
Fancy an upgrade?
ford mustang route 66

Our standard prices include a small family car, but you can hire a convertible or SUV. Take a look at your car choice here.

We are completely independent and have a wide choice of hotels. We can upgrade some or all of your hotels. Just ask us!

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All per person prices (pp) shown on this website are based on two adults sharing. Where hotel ratings are shown, these are US ratings, half stars are rounded up to the next full star. RouteTrip USA and RouteTrip are registered trademarks of RouteTrip USA Ltd. *T&Cs Apply. **Subject to availability. ***Refundable deposit required