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Self-drive road trip · USA

Route 66

Fifteen Days from Chicago to Los Angeles along America’s Legendary Mother Road

  • Duration14 Days / 13 Nights
  • Stops11 Cities
  • Start and finishChicago – Los Angeles
  • IncludedHotels + car

Per person, estimatedUS$440

OverviewDay by dayCarWhat's includedQuestions

About this road trip

Follow the legendary Mother Road from Chicago to Los Angeles on the ultimate American fly-drive vacation.

Route 66 was established in 1926 and once carried travelers more than 2,400 miles between the Midwest and Southern California. Although it was officially removed from the United States Highway System in 1985, large sections survive as historic roads, scenic byways and main streets through communities that continue to celebrate its remarkable heritage.

Begin with two nights in Chicago before collecting your rental car and heading west. Travel through Illinois farmland to St. Louis, cross the Missouri Ozarks and follow the route’s brief passage through Kansas into Oklahoma.

Continue across the Texas Panhandle to New Mexico, where adobe architecture, Indigenous cultures and dramatic desert landscapes create a completely different atmosphere. Visit Santa Fe, Albuquerque, Gallup and the colorful landscapes of Petrified Forest National Park.

In Arizona, stand on the rim of the Grand Canyon and experience some of Route 66’s best-preserved communities, including Williams, Seligman and Kingman.

The final stages cross the Mojave Desert through Oatman, Needles, Amboy and Barstow before entering Greater Los Angeles. Complete your journey at Santa Monica Pier, the celebrated western end of Route 66.

The suggested package includes 14 nights, but your journey is completely flexible. Add or remove nights, choose your preferred hotels and select the rental-car category that best suits your adventure.

You decide how long you stay!

Perfect for

  • Road Trippers
  • Couples
  • Solo Travelers
  • Scenic Drives
  • History Buffs
  • Photography Lovers
  • Flexible Travelers
  • Bucket List Trips

Why we love this route

  • Travel the complete Route 66 journey from Chicago to Santa Monica
  • Cross eight American states
  • Spend two nights exploring Chicago
  • See the historic Gateway Arch in St. Louis
  • Drive through the Missouri Ozarks
  • Follow Route 66 through a corner of Kansas
  • Hotels you choose
  • Rental car included
  • 24/7 assistance
  • Experts on call

Your trip

Estimated trip price

US$440per person

US$880total for 2 travelers

  • Includes: 13 hotel nights + 13-day rental car
  • Based on 2 travelers sharing 1 room and 1 car
  • Flight priced separately once you pick one

Would you like to add round-trip flights from your home airport, into Chicago and home from Los Angeles?

Travel date

Travelers

Live hotel, car & flight prices on the next step.

TPEarn up to 2,200 TPoints (worth $22) on this booking, redeem for flights, hotels, cars and more. Free to join; sign in to start collecting.

Plan your adventure:Talk to a travel expert

Why You'll Love This Trip

  • Drive the full 2,400-mile Mother Road, Chicago to Santa Monica

  • Fully flexible — add or remove nights to suit your pace

  • Eight states, one epic journey

  • Grand Canyon, Petrified Forest and Mojave Desert in one trip

  • Choose your own hotels and rental-car category

  • Classic stops like Cadillac Ranch, Santa Fe and Santa Monica Pier

  • Neon signs, adobe towns and roadside Americana at every turn

Your 14 days at a glance

Your road trip, day by day

Every stop has a hotel already chosen for you. Open a stop to swap the hotel, add activities or stay longer. The price updates as you go.

Want more time somewhere? Open any stop and tap Add a night. Every day after it moves back, and your dates and price update automatically.

14 Days

Make this trip yours

Stay longer or shorter in WELCOME TO CHICAGO

Your stay in WELCOME TO CHICAGODays 1–3

2 Nights14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 1
    Arrival

    WELCOME TO CHICAGO

    Pick up your car at CHICAGO (ORD). It's yours for all 14 days.

    Welcome to Chicago and the beginning of Route 66!

    After arriving at Chicago O’Hare International Airport or Chicago Midway International Airport, make your own way to your selected hotel.

    A rental car is not required during your first two days because Chicago’s principal attractions can be reached by public transportation, taxi or rideshare. Collecting the car on Day 3 also avoids unnecessary city-center parking charges.

    Depending on your arrival time, walk along the Chicago River, explore the Magnificent Mile or enjoy your first view of the city’s celebrated skyline.

    Overnight in Chicago.

  2. 2
    Full day

    DISCOVER CHICAGO

    Enjoy a complete day exploring the city where Route 66 begins.

    Walk through Millennium Park, see Cloud Gate, explore the lakefront or take an optional architectural cruise along the Chicago River.

    Visit Navy Pier and look for the city’s Route 66 centennial displays. You can also find traditional Route 66 starting-point signs around the downtown area.

    Spend the evening enjoying Chicago’s restaurants, live music or famous deep-dish pizza.

    Overnight in Chicago.

Your free time

No set plans here. Wander, linger over dinner and let WELCOME TO CHICAGO surprise you.

Make this trip yours

Stay longer or shorter in CHICAGO TO ST. LOUIS

Your stay in CHICAGO TO ST. LOUISDays 3–4

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 3
    Drive day

    CHICAGO TO ST. LOUIS

    Approximate driving distance: 300 miles / 485 kilometers
    Approximate driving time: 5 hours without sightseeing stops

    Collect your rental car and begin your journey west.

    Leave Chicago and follow selected historic Route 66 alignments through communities such as Joliet, Wilmington, Pontiac and Atlanta. See preserved filling stations, roadside attractions, murals and classic small-town main streets.

    Continue to Springfield, Illinois, where you may visit sites associated with Abraham Lincoln. Because today includes a considerable distance, select only the stops that interest you most.

    Arrive in St. Louis and check in to your selected hotel.

    Overnight in St. Louis.

Your free time

No set plans here. Wander, linger over dinner and let CHICAGO TO ST. LOUIS surprise you.

Make this trip yours

Stay longer or shorter in ST. LOUIS TO SPRINGFIELD, MISSOURI

Your stay in ST. LOUIS TO SPRINGFIELD, MISSOURIDays 4–5

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 4
    Drive day

    ST. LOUIS TO SPRINGFIELD, MISSOURI

    Approximate driving distance: 215 miles / 345 kilometers
    Approximate driving time: 3 hours 30 minutes without stops

    Begin with a view of the Gateway Arch, the celebrated symbol of St. Louis and America’s westward expansion.

    Leave the city and follow Route 66 southwest through Missouri. The landscape gradually changes from open farmland to the wooded hills of the Ozarks.

    Possible stops include Cuba, known for its outdoor murals; the roadside attractions around Fanning; and the historic communities of Rolla, Lebanon and Marshfield.

    Continue to Springfield, recognized as the birthplace of the Route 66 name, and check in to your selected hotel.

    Overnight in Springfield, Missouri.

Your free time

No set plans here. Wander, linger over dinner and let ST. LOUIS TO SPRINGFIELD, MISSOURI surprise you.

Make this trip yours

Stay longer or shorter in Oklahoma City

Your stay in Oklahoma CityDays 5–6

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 5
    Drive day

    SPRINGFIELD TO OKLAHOMA CITY

    Approximate driving distance: 285 miles / 460 kilometers
    Approximate driving time: 4 hours 30 minutes without stops

    Leave Springfield and continue toward Oklahoma.

    Route 66 briefly passes through Kansas, where Galena and Baxter Springs preserve reminders of the historic highway.

    Cross into Oklahoma and travel through the northeastern part of the state. Stop in Miami, Claremore or Catoosa, where the enormous Blue Whale has become one of Route 66’s best-known roadside attractions.

    Continue through Tulsa and follow the route toward Oklahoma City.

    Overnight in Oklahoma City.

Your free time

No set plans here. Wander, linger over dinner and let Oklahoma City surprise you.

Make this trip yours

Stay longer or shorter in OKLAHOMA CITY TO AMARILLO

Your stay in OKLAHOMA CITY TO AMARILLODays 6–7

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 6
    Drive day

    OKLAHOMA CITY TO AMARILLO

    Approximate driving distance: 260 miles / 420 kilometers
    Approximate driving time: 4 hours without stops

    Spend the morning discovering Oklahoma City or begin your journey west.

    Pass through historic Route 66 towns such as El Reno, Clinton and Elk City. Museums along this section tell the story of the road, the Dust Bowl and the families who traveled west in search of a new life.

    Cross into Texas and enter the broad landscapes of the Texas Panhandle.

    Shortly before reaching Amarillo, stop at Cadillac Ranch, where a row of vintage Cadillacs stands nose-first in the Texas soil.

    Continue to your selected Amarillo hotel.

    Overnight in Amarillo.

Your free time

No set plans here. Wander, linger over dinner and let OKLAHOMA CITY TO AMARILLO surprise you.

Make this trip yours

Stay longer or shorter in AMARILLO TO SANTA FE

Your stay in AMARILLO TO SANTA FEDays 7–9

2 Nights14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 7
    Drive day

    AMARILLO TO SANTA FE

    Approximate driving distance: 290 miles / 465 kilometers
    Approximate driving time: 4 hours 30 minutes without stops

    Leave Amarillo and travel west through the small Route 66 communities of the Texas Panhandle.

    Stop in Adrian, traditionally recognized as the midpoint of Route 66—approximately halfway between Chicago and Los Angeles.

    Cross into New Mexico and continue through Tucumcari, known for its vintage neon signs and historic roadside motels.

    From here, follow the pre-1937 alignment of Route 66 toward Santa Fe. This older route carried early travelers north through the state capital before the highway was realigned through Albuquerque.

    Arrive in Santa Fe and check in for two nights.

    Overnight in Santa Fe.

  2. 8
    Full day

    DISCOVER SANTA FE

    Enjoy a complete day in one of America’s most distinctive cities.

    Explore Santa Fe Plaza, visit the Palace of the Governors and discover the galleries, adobe buildings and historic churches of the city center.

    Santa Fe combines Indigenous, Hispanic and American traditions with an extraordinary high-desert setting. Its restaurants, museums and art galleries make it worth a longer stop on the Route 66 journey.

    You may also add an optional excursion to nearby pueblos, historic sites or the landscapes surrounding the city.

    Overnight in Santa Fe.

Your free time

No set plans here. Wander, linger over dinner and let AMARILLO TO SANTA FE surprise you.

Make this trip yours

Stay longer or shorter in SANTA FE TO HOLBROOK

Your stay in SANTA FE TO HOLBROOKDays 9–10

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 9
    Drive day

    SANTA FE TO HOLBROOK

    Approximate driving distance: 300 miles / 485 kilometers
    Approximate driving time: 5 hours without stops

    Leave Santa Fe and travel south toward Albuquerque.

    Explore part of Central Avenue, which follows historic Route 66 through the city, and see its surviving neon signs, diners and motels.

    Continue west through the New Mexico landscape toward Grants and Gallup. Cross the Continental Divide and enter Arizona.

    If time and daylight permit, enter Petrified Forest National Park and follow the park road through the Painted Desert and areas containing ancient petrified wood. Otherwise, visit the park the following morning.

    Continue to Holbrook, another classic Route 66 community.

    Overnight in Holbrook.

Your free time

No set plans here. Wander, linger over dinner and let SANTA FE TO HOLBROOK surprise you.

Make this trip yours

Stay longer or shorter in HOLBROOK TO THE GRAND CANYON

Your stay in HOLBROOK TO THE GRAND CANYONDays 10–11

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 10
    Drive day

    HOLBROOK TO THE GRAND CANYON

    Approximate driving distance: 175–230 miles / 280–370 kilometers
    Approximate driving time: 3–4 hours without sightseeing stops

    If you did not visit Petrified Forest National Park yesterday, begin your day in the park. Allow additional time for the viewpoints, walking trails and visitor facilities.

    Continue west along Interstate 40 and surviving Route 66 sections. Stop in Winslow, immortalised in American popular culture, and visit the historic downtown area.

    Travel through Flagstaff and continue north toward Grand Canyon National Park.

    Arrive at the South Rim and experience your first unforgettable view across the canyon. If conditions permit, remain for sunset before checking in to your selected lodge or hotel.

    Overnight at Grand Canyon South Rim or in Tusayan.

Your free time

No set plans here. Wander, linger over dinner and let HOLBROOK TO THE GRAND CANYON surprise you.

Make this trip yours

Stay longer or shorter in GRAND CANYON TO KINGMAN

Your stay in GRAND CANYON TO KINGMANDays 11–12

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 11
    Drive day

    GRAND CANYON TO KINGMAN

    Approximate driving distance: 175 miles / 280 kilometers
    Approximate driving time: 3 hours without stops

    Enjoy another opportunity to view the Grand Canyon before returning south to Williams.

    Williams was the final Route 66 community bypassed by the interstate and retains a lively historic center filled with neon signs, diners and nostalgic roadside attractions.

    Continue west to Seligman, one of the towns most closely associated with the revival of Historic Route 66.

    Drive one of Arizona’s finest preserved sections of the Mother Road through Peach Springs and the landscapes of the Hualapai Reservation before arriving in Kingman.

    Overnight in Kingman.

Your free time

No set plans here. Wander, linger over dinner and let GRAND CANYON TO KINGMAN surprise you.

Make this trip yours

Stay longer or shorter in KINGMAN TO BARSTOW THROUGH OATMAN AND THE MOJAVE DESERT

Your stay in KINGMAN TO BARSTOW THROUGH OATMAN AND THE MOJAVE DESERTDays 12–13

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 12
    Drive day

    KINGMAN TO BARSTOW THROUGH OATMAN AND THE MOJAVE DESERT

    Approximate driving distance: 210–240 miles / 340–385 kilometers
    Approximate driving time: 4 hours 30 minutes without stops

    Leave Kingman and follow a dramatic historic alignment across Sitgreaves Pass toward Oatman.

    Oatman is an old mining community known for its wooden storefronts and free-roaming burros. The mountain road is narrow and winding, so drive carefully and check conditions before departure.

    Continue to Needles and cross the Colorado River into California.

    Travel through the Mojave Desert, using open sections of historic Route 66 and Interstate 40 as conditions require. Possible stops include Goffs, Amboy and the famous roadside landmark at Roy’s Motel and Café.

    Carry drinking water, keep the fuel tank well supplied and never enter closed or damaged road sections.

    Continue to Barstow and check in to your selected hotel.

    Overnight in Barstow.

Your free time

No set plans here. Wander, linger over dinner and let KINGMAN TO BARSTOW THROUGH OATMAN AND THE MOJAVE DESERT surprise you.

Make this trip yours

Stay longer or shorter in BARSTOW TO LOS ANGELES AND SANTA MONICA

Your stay in BARSTOW TO LOS ANGELES AND SANTA MONICADays 13–14

1 night14 days total

Each night you add pushes the rest of the trip back by a day. Your dates, hotels, car and price all update for you, and you can undo it anytime.

  1. 13
    Drive day

    BARSTOW TO LOS ANGELES AND SANTA MONICA

    Approximate driving distance: 140–175 miles / 225–280 kilometers
    Approximate driving time: 3–4 hours without stops

    Begin the final stage of your Route 66 journey.

    Travel through the high-desert communities of Victorville and Oro Grande before descending through Cajon Pass into the Los Angeles metropolitan area.

    Follow selected historic alignments through San Bernardino, Rancho Cucamonga, Pasadena and Los Angeles. Traffic can be extremely heavy, so allow considerably more time than the distance suggests.

    Continue west to Santa Monica Pier and the celebrated End of the Trail sign beside the Pacific Ocean.

    You have crossed eight states and completed one of the greatest road trips in the world.

    Check in to your selected Los Angeles or Santa Monica hotel.

    Overnight in Los Angeles or Santa Monica.

  2. 14
    Full day

    LOS ANGELES YOUR WAY

    Enjoy a complete day in Southern California.

    Relax beside the ocean in Santa Monica, walk or cycle toward Venice Beach or explore another part of Los Angeles.

    Depending on your interests, visit Hollywood, Beverly Hills, Griffith Observatory, the museums of Los Angeles or one of the area’s famous movie studios.

    Customers who prefer a quieter conclusion can spend the day beside the Pacific and celebrate the completion of their Route 66 adventure.

    Overnight in Los Angeles or Santa Monica.

Your free time

No set plans here. Wander, linger over dinner and let BARSTOW TO LOS ANGELES AND SANTA MONICA surprise you.

  1. 15
    Departure

    DEPARTURE FROM LOS ANGELES

    Return your car at CHICAGO (ORD), then check in for your flight home.

    Enjoy your final morning in California.

    Depending on your flight time, relax at your hotel, walk beside the ocean or enjoy a final American breakfast.

    Drive to Los Angeles International Airport, return your rental car and continue with your onward journey.

    Allow generous time for Los Angeles traffic, refuelling and the rental-car return process.

    If 14 nights are not enough, simply increase the number of nights—it’s your choice.

    Departure day · No overnight stay

Your car

A rental car is included for all 14 days. Want more room or comfort? Upgrade below.

Pick up, day 1CHICAGO (ORD)

Return, day 14CHICAGO (ORD)

Good to knowUnlimited miles. Rates assume a driver aged 30 or over.

What's in the price

Included

  • Fourteen nights’ accommodation at your selected hotels
  • Two nights in Chicago
  • One night in St. Louis
  • One night in Springfield, Missouri
  • One night in Oklahoma City
  • One night in Amarillo
  • Two nights in Santa Fe
  • One night in Holbrook
  • One night at Grand Canyon South Rim or in Tusayan
  • One night in Kingman
  • One night in Barstow
  • Two nights in Los Angeles or Santa Monica
  • Thirteen-day one-way rental car from Chicago to Los Angeles
  • Automatic-transmission rental car in the selected category
  • Unlimited mileage
  • Rental-car taxes and standard inclusions shown during booking
  • Ability to choose or upgrade your hotels
  • Ability to add or remove nights
  • 24-hour emergency assistance

Not included

  • Flights unless added during booking
  • Transportation from the Chicago airport to the selected hotel
  • Transportation to the Chicago rental-car station
  • Fuel
  • Hotel parking charges
  • Resort or destination fees payable locally
  • Tolls
  • National-park entrance charges
  • Grand Canyon entrance charges or additional nonresident fees
  • Attraction and museum admission
  • Optional excursions and guided tours
  • Additional drivers unless included in the selected rental rate
  • One-way or drop-off charge unless shown as included in the selected rental rate
  • Optional rental-car insurance or equipment not included in the selected rate
  • Meals unless included with your selected hotels
  • Travel insurance
  • Personal expenses and gratuities
  • Any service not specifically listed under “What’s Included”

Operated by Avia Travel & Tours.

Want to read it later?

Download this tour's PDF brochure and plan offline: every day, your hotels, the car and our phone numbers.

Questions travelers ask

Want to change something?

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Call +1 858 275 8851
Estimated trip price

US$440per person

US$880total for 2 travelers

  • Includes: 13 hotel nights + 13-day rental car
  • Based on 2 travelers sharing 1 room and 1 car
  • Flight priced separately once you pick one

Would you like to add round-trip flights from your home airport, into Chicago and home from Los Angeles?

Travel date

Travelers

Live hotel, car & flight prices on the next step.

TPEarn up to 2,200 TPoints (worth $22) on this booking, redeem for flights, hotels, cars and more. Free to join; sign in to start collecting.

Plan your adventure:Talk to a travel expert

Estimated total, 2 travelersUS$880

Still deciding? Compare similar tours

How this road trip stacks up against similar self-drive tours, side by side.

Tour
This tour
Route 6615 days, 14 nights
American Music, Elvis & Southern Landscapes15 days, 14 nights
Utah’s Mighty 5 National Parks Loop11 days, 10 nights
Namibia, Okavango & Chobe Self-Drive Safari15 days, 14 nights
Price, per person
FromUS$440US$1,841US$909US$886
Per nightUS$31 / nightBestUS$132 / nightUS$91 / nightUS$63 / night
The trip
Duration15 days, 14 nights15 days, 14 nights11 days, 10 nights15 days, 14 nights
StopsNot listed764
PlacesNot listedNashville, Gatlinburg, Florence, Tupelo, Memphis, Natchez, New OrleansSalt Lake City, Moab, Torrey, Bryce Canyon City, Petty Ranch Inn, Enterprise Rent-A-CarWindhoek, Okaukuejo, Maun, Kasane
Start and finishChicago – Los AngelesNashville – New OrleansSalt Lake City International AirportWindhoek International Airport – Kasane International Airport
On the road
Total drivingNot listedAbout 2,230 kmAbout 1,345 kmAbout 1,760 km
Longest drive dayNot listedAbout 595 kmAbout 510 kmBestAbout 1030 km
Car includedIntermediateSupplier ChoiceCompact SUVYes
Stays and extras
Hotels includedNot listed3 to 4-star hotels2 to 4-star hotels3 to 5-star hotels
Hotel choiceNot listedAbout 9 hotels per stopBestAbout 8 hotels per stopAbout 6 hotels per stop
Airport transferNot includedNot includedNot includedNot included
You're viewing this tourView tourView tourView tour

"From" prices are per person for 2 travelers sharing, at the cheapest hotels. Driving is estimated from the stop locations.

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