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 Route 66: Ultimate Trip

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
Your trip can be tailored to suit your needs. Extra days can easily be added 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:
Chicago (3 nights)

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”.

Collect
Car

Chicago,
IL

4 Star
Hotel

route 66 springfield

Day 4:
Springfield, Illinois

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.  

200
miles

Springfield,
IL

3 Star
Hotel

route 66 st louis

Day 5:
St Louis

There's just 100 miles to drive to St Louis, known as the Gateway to the West. You’ll be able to drive a short section of the original brick road in Auburn, Illinois before walking the “Chain of Rocks” bridge, opened in 1929 to take traffic over the Mississippi River.

100
miles

St Louis,
MO

3 Star
Hotel

route 66 springfield

Day 6:
Springfield, Missouri

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. Springfield is known as the birthplace of Route 66.

215
miles

Springfield,
MO

Historic
Hotel

route 66 oklahoma

Day 7:
Tulsa

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!

180
miles

Tulsa,
OK

3 Star
Hotel

route 66 texas

Day 8:
Oklahoma

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.

115
miles

Oklahoma City, OK

3 Star
Hotel

route 66 midway

Day 9:
Amarillo, Texas

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

260
miles

Amarillo,
TX

3 Star
Hotel

route 66 new mexico

Day 10:
Tucumcari

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 classic American town.

115
miles

Tucumcari,
NM

Historic
Motel

route 66 monument valley

Day 11:
Santa Fe

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.

115
miles

Santa Fe,
NM

Historic
Motel

route 66 arizona

Day 12:
Gallup

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.

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.

130
miles

Winslow,
AZ

4 Star
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.

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!

175
miles

Monument
Valley, UT

Private
Cabin

route 66 uk

Day 16:
Williams

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.

215
miles

Williams,
AZ

Historic
Hotel

las vegas holiday

Days 17 - 19:
Las Vegas (3 nights)

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!

220
miles

Las Vegas,
NV

4 Star
Hotel

la route 66 holiday

Day 20 & 21:
Santa Monica (2 nights)

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.

270
miles

Los Angeles,
CA

3 Star
Hotel

monument valley route 66

Day 22 & 23:
LA & Fly Home

Make the most of your final morning in Los Angeles today. Perhaps you’d like to see the famous Hollywood sign or walk down Rodeo Drive. This evening you’ll catch your overnight flight back to the UK.

Return
Car

Fly
Home

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

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

Hotels
We are independent and have a wide choice of hotels. Let us know if you’d like to upgrade any of your hotels.

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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. ***On request, subject to availability and refundable deposit required