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Route 66 Multi Day Tour from Chicago to Los Angeles

Private Tour
2 weeks
Norwegian, Hindi, German, Russian, Finnish, Portuguese, Chinese, Croatian, Bangla, French, Hungarian, Chinese (Taiwan), Ukrainian, Slovak, Serbian, Malayalam, Swedish, Korean, Greek, English, Italian, Spanish, Czech, Arabic, Vietnamese, Thai, Japanese, Polish, Romanian, Hebrew, Danish, Turkish, Dutch
Mobile ticket
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Overview

Available languages

Norwegian
Hindi
German
Russian
Finnish
Portuguese
Chinese
Croatian
Bangla
French
Hungarian
Chinese (Taiwan)
Ukrainian
Slovak
Serbian
Malayalam
Swedish
Korean
Greek
English
Italian
Spanish
Czech
Arabic
Vietnamese
Thai
Japanese
Polish
Romanian
Hebrew
Danish
Turkish
Dutch

2 weeks

Mobile ticket

Travel the legendary Route 66 in 14 unforgettable days - from Chicago to Los Angeles across eight states, discovering over 450 handpicked points of interest. Explore iconic landmarks, historic towns, scenic detours, hidden gems, classic diners, and breathtaking landscapes while creating your own version of America’s most famous road trip.

Additional Info

Wheelchair accessible

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Suitable for all physical fitness levels

What To Expect

Day 1

Chicago - Springfield

1

Millennium Park

Situated in the heart of downtown Chicago, Millennium Park stands as a celebrated symbol of urban design and cultural vibrancy. Officially inaugurated on July 16, 2004, the park was conceived as a bold project to welcome the new millennium.

Admission Unknown
2

Springfield

Springfield IL Downtown invites you to step into a vibrant crossroads of history and modernity, where every street corner tells a tale. As the heart of Illinois’ capital city, this downtown district pulses with energy, boasting a fascinating blend of architectural gems, lively eateries, boutiques, and cultural landmarks that beckon both locals and travelers alike.

Admission Unknown
3

Skydeck Chicago - Willis Tower

Rising prominently above the Chicago skyline, the Willis Tower, formerly known as the Sears Tower, remains one of the most iconic and recognizable skyscrapers in the world. Completed in 1973, this architectural marvel stood as the tallest building on the planet for nearly 25 years, reaching an impressive height of 1,450 feet (442 meters).

Admission Unknown
4

Joliet

Step into the vibrant heart of Joliet and discover Joliet Historic Downtown, a charming district where the past and present blend seamlessly. This bustling area has been the lifeblood of the city since the mid-19th century when Joliet first rose to prominence as a key industrial hub along the Des Plaines River.

Admission Unknown
5

Wilmington

Stretching along the iconic Route 66, Wilmington, Illinois is a charming small town that promises visitors a delightful blend of Americana, quirky roadside attractions, and a rich tapestry of history.

Admission Unknown
6

Pontiac

Pontiac, Illinois is a vibrant small city that feels like a living postcard from America’s heartland, brimming with history, charm, and a welcoming community spirit. Located along the iconic Route 66, Pontiac has long been a crossroads for travelers seeking classic Americana, fascinating stories, and unforgettable experiences.

Admission Unknown
7

Bloomington

Nestled in the heart of Central Illinois, Bloomington boasts a rich history dating back to its incorporation in 1839, making it one of the state’s most historically significant communities.

Admission Unknown
Day 2

Springfield - St. Louis

1

The Gateway Arch

Rising majestically along the western banks of the Mississippi River, the Gateway Arch is an iconic monument considered the symbolic “Gateway to the West.” Completed on October 28, 1965, after nearly three years of construction, it stands 630 feet tall and 630 feet wide, making it the tallest arch in the world and the tallest man-made monument in the United States.

Admission Unknown
2

Chain of Rocks Bridge

Rising above the mighty Mississippi River, the Chain of Rocks Bridge stands as a captivating testament to American ingenuity and the enduring spirit of adventure. Located just north of St. Louis, Missouri, this iconic mile-long bridge has long enchanted travelers with its unique design and remarkable history.

Admission Unknown
3

Abraham Lincoln Presidential Library and Museum

One of the most significant presidential libraries in the United States, this institution was inaugurated in April 2005 and stands as a premier center for the study of Abraham Lincoln and the turbulent era of the American Civil War.

Admission Unknown
4

Step back into the golden age of American roadside culture with a visit to Cozy Dog Drive In at 2935 S 6th St, Springfield, Illinois. This legendary eatery isn’t just a place to grab a quick bite - it’s a living piece of Route 66 history and a vibrant hub for both locals and travelers seeking a taste of nostalgia and Americana.

Admission Unknown
Day 3

St. Louis - Rolla - Springfield (Missouri)

1

Meramec Caverns

Meramec Caverns, located at 1135 MO-W in Stanton, Missouri, is a dazzling underground wonder that has captivated visitors for generations. This iconic attraction has roots reaching back over 400 million years, when the stunning limestone formations began to take shape beneath the rolling hills of the Ozark Mountains.

Admission Unknown
2

Crawford County Historical Society & Museum

Nestled in the heart of Cuba, Missouri, the Crawford County Historical Society serves as a captivating gateway to the region’s vibrant past. Founded in 1975, the organization is headquartered in a historical building that once housed the Cuba Free Press newspaper, a testament to the pivotal role local media played in shaping the county’s identity.

Admission Unknown
3

Rolla

Nestled in the heart of south-central Missouri, Rolla is a vibrant city known for its rich history and enduring connection to education and technology. Established in 1858, Rolla rapidly developed as a strategic stop along the legendary St. Louis–San Francisco Railway (Frisco Line), which fueled prosperity and population growth in the late 19th century.

Admission Unknown
4

Lebanon

In the heart of the Ozarks, Lebanon, Missouri, stands as a vibrant crossroads where history and hospitality meet. This charming town, established in the 1840s, owes its name to the biblical city, chosen by early settlers for its sense of promise and new beginnings.

Admission Unknown
5

Springfield

Springfield, Missouri, USA, has long been a crossroads for adventurers, dreamers, and visionaries in the heart of the Ozarks. This vibrant city blends the charm of its storied past with the energy of a thriving community, making it an irresistible destination for travelers seeking both history and excitement.

Admission Unknown
6

Route 66 Car Museum

Step into a world where chrome gleams and engines tell stories at the Route 66 Car Museum, located at 1634 W College St in Springfield, Missouri. This captivating destination is a tribute to America’s love affair with the automobile and the legendary Mother Road-Route 66 itself.

Admission Unknown
Day 4

Springfield - Tulsa

1

Carthage

Step into the heart of American history with a visit to Carthage, Missouri, where captivating stories from the past blend seamlessly with vibrant local life. This charming town is a living tapestry of the old and the new, inviting visitors to discover its treasures at every turn.

Admission Unknown
2

Baxter Springs

Set in the far southeast of Kansas, this welcoming town offers a memorable stop for travelers exploring the historic routes of the American Midwest. Its location near the borders of Missouri and Oklahoma gives it a unique crossroad feel, and its past is closely tied to Native American history, frontier life, and the boom years of the Old West.

Admission Unknown
3

Rainbow Bridge

Rainbow Bridge (Marsh Arch) on SE Beasley Rd in Baxter Springs, Kansas, is a true gem along the historic Route 66, offering both history enthusiasts and curious travelers a delightful stop on their journey.

Admission Unknown
4

Blue Whale of Catoosa

On the legendary Route 66, where the spirit of the American road trip is alive and well, stands one of the most beloved roadside attractions-Blue Whale of Catoosa. Located at 2600 Route 66, Catoosa, Oklahoma, this giant, cheerful blue whale has been delighting travelers and locals alike since the early 1970s, and its story is as heartwarming as it is quirky.

Admission Unknown
5

Tulsa

Step into the vibrant heart of Tulsa and discover the enchanting Tulsa Deco District, a treasure trove of architectural artistry and urban energy in downtown Tulsa, Oklahoma. This captivating area pulses with the legacy of the Roaring Twenties, when oil boomed and the city’s skyline soared with bold ambition.

Admission Unknown
Day 5

Tulsa - Oklahoma City

1

The Golden Driller

Rising high above the Tulsa skyline, this giant oil worker is one of the city’s most recognizable landmarks and a proud symbol of Oklahoma’s energy history. Built for the 1953 International Petroleum Exposition, it stands as a reminder of the boom years that helped shape the region’s economy and identity. At more than 75 feet tall, it is impossible to miss and makes a fun stop for photos and sightseeing.

Admission Unknown
2

Arcadia Round Barn

Set in the rolling countryside of central Michigan, this rare round barn is a fascinating stop for travelers interested in rural heritage and unique architecture. Built in the early 1900s, it reflects an inventive farming era when round design was seen as efficient, durable, and forward-thinking. Its distinctive shape makes it stand out from the classic barns visitors may expect, and it has become a beloved local landmark.

Admission Unknown
3

Oklahoma Route 66 Museum

Step into a vibrant journey through time at the Oklahoma Route 66 Museum, located right on the legendary Mother Road in Clinton, Oklahoma. This museum is not just a building-it’s a living tribute to the iconic highway that captured the hearts and dreams of travelers across America. At 2229 W Gary Blvd, visitors are greeted with a colorful blend of history, nostalgia, and the enduring spirit of adventure that defined Route 66.

Admission Unknown
Day 6

Oklahoma City - Amarillo

1

Elk City

Set in the rolling plains of western Oklahoma, this friendly city offers a classic small-town feel with easy access to some of the region’s most interesting road-trip stops. It began as a railroad and ranching community, and that heritage still shows in its proud local culture and open, welcoming atmosphere.

Admission Unknown
2

Few places can claim such a quirky and fascinating celebration of history as the Devil’s Rope Museum in McLean, Texas. Situated on the historic Route 66, this museum draws its name from the colorful slang term for barbed wire, a revolutionary invention that changed the American West forever. Step inside, and you’ll find yourself surrounded by the largest collection of barbed wire and fencing tools in the world-a unique homage to an object that shaped the landscape and livelihoods of ranchers, farmers, and pioneers.

Admission Unknown
3

Cadillac Ranch

Rising from the flat Texas plains like a surreal mirage, Cadillac Ranch is one of America’s most eccentric roadside attractions, captivating travelers with its colorful charm and free-spirited energy. Located just west of Amarillo along the legendary Route 66, this iconic art installation invites visitors into a world where creativity knows no bounds and the ordinary is transformed into the extraordinary.

Admission Unknown
Day 7

Amarillo - Tucumcari - Albuquerque

1

Tucumcari

Tucumcari, a delightful gem along the legendary Route 66, invites travelers to step into a living tapestry of Americana, where vibrant history and modern charm blend seamlessly under the vast New Mexico sky. This enchanting town, founded in 1901 as a railroad camp, has blossomed into a beloved stop, enchanting visitors with its colorful murals, neon-lit motels, and genuine southwestern hospitality.

Admission Unknown
2

Blue Swallow Motel, perched along the legendary Route 66 in Tucumcari, New Mexico, stands as a living testament to the golden era of American road travel. Since first opening its doors in 1939, this charming motor court has become an icon of hospitality and nostalgia, drawing visitors from around the world who seek the magic of the Mother Road.

Admission Unknown
3

Tee Pee Curios

If you find yourself cruising down the legendary Route 66 through Tucumcari, New Mexico, Tee Pee Curios is impossible to miss-a vibrant slice of Americana with a towering concrete teepee right out front, beckoning travelers with its quirky charm and nostalgic spirit. This iconic roadside attraction, established in 1944, originally began as a gas station and grocery.

Admission Unknown
4

Albuquerque

Albuquerque Nob Hill sparkles as one of the city’s most vibrant and eclectic neighborhoods, where the pulse of Route 66 history beats alongside a thriving modern culture. Strolling through Nob Hill is like turning the pages of Albuquerque’s dynamic past, a place where the iconic neon glow of the Mother Road still lights up the night and whispers tales of cross-country travelers searching for adventure in the 1930s and 1940s.

Admission Unknown
Day 8

Albuquerque

1

High above the vibrant city of Albuquerque, the Sandia Peak Tramway offers an adventure that combines breathtaking scenery, engineering marvels, and a touch of New Mexico magic. Rising gracefully from the foothills at 30 Tramway Rd NE, this aerial tramway whisks you over deep canyons and rugged ridgelines, revealing panoramic views that have enchanted travelers since its grand opening in 1966.

Admission Unknown
2

Madrid

Madrid is a small historic community in northern New Mexico, located along the scenic Turquoise Trail between Santa Fe and Albuquerque. Once one of the state's most important coal-mining towns, it is now best known for its thriving arts scene, preserved historic character, and distinctive high-desert setting.

Admission Unknown
3

Santa Fe

Santa Fe is the capital city of the U.S. state of New Mexico, located in the foothills of the Sangre de Cristo Mountains. Founded in 1610, it is widely recognized as the oldest state capital in the United States and is known for its distinctive adobe architecture, Native American, Hispanic, and Anglo cultural influences, and internationally regarded arts community

Admission Unknown
Day 9

Albuquerque - Holbrook

1

Petrified Forest National Park

Step into a world where time stands still and ancient trees have turned to shimmering stone-Petrified Forest National Park in Arizona is a marvel of natural history and vibrant color, capturing the imagination of visitors for over a century. This remarkable park, sprawling across the high desert, is not just a treasure trove of fossilized wood, but a place where the stories of the Earth’s deep past rise to the surface in every hue and every rock.

Admission Unknown
2

Painted Desert

Stretching across the northern reaches of Arizona, the Painted Desert is a mesmerizing tapestry of color and geology that seems almost otherworldly.

Admission Unknown
3

Winslow

Set amidst the vast, open skies of northern Arizona, Winslow is a town that pulses with the rhythm of America’s legendary Route 66. Once a bustling railway hub and vital stopover for travelers trekking west, Winslow’s story is deeply interwoven with the rise of the American railroad and the classic road trip.

Admission Unknown
4

Standin' On The Corner

In the heart of Winslow, Arizona, Standin’ on the Corner Park brings one of America’s most beloved rock ’n’ roll lyrics to vibrant life. Located at the historic crossroads of E 2nd St & N Kinsley Ave, this iconic spot invites visitors to step into the world of the Eagles’ legendary song, "Take It Easy." The park was inspired by the line, "Well, I’m a-standin’ on a corner in Winslow, Arizona," forever etching this small town into musical lore since the song’s release in 1972.

Admission Unknown
Day 10

Holbrook - Flagstaff

1

Step into a slice of classic American road-trip history, where vintage charm meets a playful desert vibe. Built in the 1940s, this iconic stop is one of the most recognizable examples of novelty architecture in the United States, designed to make travel along the highway feel memorable and fun. The teepee-shaped rooms are a nod to mid-century roadside culture, and they remain a favorite subject for travelers, photographers, and anyone who loves retro Americana.

Admission Unknown
2

Meteor Crater is a remarkably well-preserved meteorite impact site in northern Arizona, formed about 50,000 years ago when a large iron meteorite struck the Colorado Plateau. It is one of the world's best-studied impact craters and has played a major role in advancing planetary science, including astronaut training for lunar exploration.

Admission Unknown
3

Flagstaff

Flagstaff, set against the dramatic backdrop of northern Arizona, is a city that effortlessly blends its rich history with a vibrant, contemporary spirit. Perched at an elevation of nearly 7,000 feet, Flagstaff is surrounded by the world’s largest contiguous ponderosa pine forest, making it a haven for nature lovers and adventure seekers alike.

Admission Unknown
Day 11

Grand Canyon

1

Grand Canyon National Park

Imagine a place where stunning red rock walls rise dramatically above a ribbon of emerald water, where the air is scented with pine and adventure whispers through the rustling cottonwoods-this is Oak Creek Canyon.

Admission Unknown
2

Williams

In the heart of Arizona’s high country lies Williams, a vibrant town that feels like a living postcard of American history and adventure. Known as the "Gateway to the Grand Canyon," Williams is more than just a stop on the way to one of the world’s wonders-it’s a destination in itself, brimming with stories, nostalgia, and excitement.

Admission Unknown
Day 12

Flagstaff - Seligman - Kingman

1

Seligman

Rolling across the wide-open highways of northern Arizona, you’ll find yourself drawn to the vibrant, quirky spirit of Seligman-a small town with a big heart and a legendary past. Known as the "Birthplace of Historic Route 66," Seligman sits proudly along the Mother Road, where neon signs, classic cars, and friendly faces welcome travelers from around the world.

Admission Unknown
2

Route 66 Motoporium

Tucked into the heart of the American Southwest, this stop offers travelers a lively blend of road-trip nostalgia and local character. Visitors can explore a setting that celebrates the spirit of historic Route 66, where colorful memorabilia, vintage-inspired details, and a strong sense of place bring the classic highway story to life.

Admission Unknown
3

Hackberry

Step into a charming Arizona stop that captures the spirit of the old Route 66 era. This tiny community is best known for its nostalgic roadside atmosphere, where vintage signs, classic cars, and desert scenery create a memorable photo stop for travelers exploring the Mother Road.

Admission Unknown
4

Hackberry General Store

On the iconic stretch of Route 66, the Hackberry General Store stands as a living tribute to America’s legendary Mother Road, inviting travelers to step back in time and relive the golden age of cross-country journeys.

Admission Unknown
Day 13

Kingman - Oatman - Barstow

1

Cool Springs Station

Cool Springs Station, located at 8275 Oatman Rd in Golden Valley, Arizona, is an iconic pit stop that captures the adventurous spirit of Route 66. This historic gem has been a beacon for travelers since the late 1920s, offering a refreshing oasis amid the rugged Black Mountains.

Admission Unknown
2

Sitgreaves Pass

Perched high in the Black Mountains of Arizona, Sitgreaves Pass is an iconic stretch along Historic Route 66, renowned for its dramatic switchbacks and breathtaking vistas. Originally named John Howells Pass, the site was later renamed in 1857 in honor of Captain Lorenzo Sitgreaves, leader of the Sitgreaves Expedition—a major survey mission mapping the region for the U.S. Army Corps of Topographical Engineers.

Admission Unknown
3

Oatman

Step into the wild spirit of the American West at Oatman, Arizona, a quirky little town where history, legend, and adventure blend seamlessly into an unforgettable destination. Perched along the iconic Route 66, Oatman is a living time capsule, echoing the gold rush days and tales of fortune seekers who arrived in droves after gold was discovered in the Black Mountains in 1915.

Admission Unknown
4

Step into a lively piece of Arizona’s Old West, where history and hospitality come together in a charming desert setting. This historic stop is known for its rustic character, frontier-era atmosphere, and its connection to the once-bustling mining town that grew along the famous Route 66 corridor.

Admission Unknown
Day 14

Barstow - Los Angeles - Santa Monica

1

Elmer Long's Bottle Tree Ranch

Step into the whimsical world of Elmer’s Bottle Tree Ranch, a one-of-a-kind roadside attraction that transforms the stark beauty of California’s Mojave Desert into a kaleidoscope of color and creativity. Located along the historic National Trails Highway, also known as Route 66, this captivating spot is a vibrant tribute to both folk art and the enduring spirit of the American road trip.

Admission Unknown
2

Cajon Pass

Cajon Pass is one of Southern California’s most fascinating mountain crossings and a place where geology, history, and classic American road culture come together. Located at an elevation of 3,777 feet (1,151 m), the pass forms a natural gateway between the Los Angeles Basin and the Mojave Desert.

Admission Unknown
3

Santa Monica Pier

Stretching out into the Pacific Ocean, this iconic seaside landmark is one of Southern California’s most beloved attractions. Opened in 1909, it blends old-fashioned amusement charm with classic beach-town energy, making it a favorite stop for families, couples, and solo travelers alike.

Admission Unknown
4

Los Angeles

Set between the Pacific coastline and a backdrop of mountains, Los Angeles is a city of sunshine, creativity, and endless variety. Visitors can explore famous beaches, lively neighborhoods, world-class museums, and iconic film locations, all within one sprawling destination. From the glamour of Hollywood to the relaxed charm of Santa Monica and Venice, each area has its own distinct character.

Admission Unknown

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Route 66 Multi Day Tour from Chicago to Los Angeles

What‘s Included

An activation link to access your tour

Offline content to avoid roaming charges

Downloadable audio-guide map in many languages on your smartphone

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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