Route 66, also known as the “Main Street of America,” is one of the most iconic highways in the world. Stretching over 2,400 miles from Chicago, Illinois, to Santa Monica, California, Route 66 has been the subject of countless stories, songs, and films. Whether you’re a first-time traveler or a seasoned road tripper, embarking on a journey along this historic route promises unforgettable experiences.
Here’s your ultimate guide to a classic Route 66 road trip itinerary, highlighting key stops, attractions, and tips for making the most of your adventure.
Day 1: Chicago, Illinois to St. Louis, Missouri (300 miles)
Your Route 66 adventure begins in Chicago, the city where the historic highway starts. While in Chicago, be sure to explore iconic attractions like the Millennium Park, Willis Tower, and the famous Chicago deep-dish pizza. Before hitting the road, stop by the Route 66 start sign located at Adams Street and Michigan Avenue.
Key Stops on Day 1:
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Route 66 Start Sign – Snap a photo at the iconic starting point.
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Joliet, Illinois – Visit the Route 66 Welcome Center and the historic Rialto Square Theatre.
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Pontiac, Illinois – Check out the Route 66 Museum and a collection of Route 66 murals.
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St. Louis, Missouri – End your day at the famous Gateway Arch, a symbol of American westward expansion.
Day 2: St. Louis, Missouri to Springfield, Missouri (200 miles)
Leaving St. Louis, continue your journey through Missouri, where you’ll experience a mix of small towns and scenic views. Springfield, known as the birthplace of Route 66, offers several historic attractions to explore.
Key Stops on Day 2:
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Meramec Caverns – A stunning natural attraction with an opportunity for cave tours.
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Cuba, Missouri – Visit the “Mural City” and take in the colorful Route 66 murals painted on buildings around town.
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Route 66 Car Museum – Located in Springfield, this museum is a must-see for car enthusiasts.
Day 3: Springfield, Missouri to Tulsa, Oklahoma (180 miles)
Crossing the state line into Oklahoma, you’ll soon find yourself in Tulsa, a city rich in art deco architecture and Route 66 history. Enjoy some of the best diner food on the route and marvel at the unique roadside attractions.
Key Stops on Day 3:
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Route 66 Historic Village – Explore Tulsa’s charming museum dedicated to the history of the route.
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The Blue Whale of Catoosa – One of the most beloved quirky roadside attractions along Route 66, perfect for a fun photo op.
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Oklahoma Route 66 Museum – Located in Clinton, this museum provides an interactive look into the history of Route 66 and its impact on American culture.
Day 4: Tulsa, Oklahoma to Amarillo, Texas (260 miles)
As you make your way into Texas, the landscape begins to change, offering expansive desert views and wide-open skies. Amarillo is home to some of the most famous Route 66 landmarks, and this day promises a mix of classic attractions and good old-fashioned Texas hospitality.
Key Stops on Day 4:
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Cadillac Ranch – An iconic Route 66 attraction where old Cadillac cars are buried nose-down in a field, allowing visitors to spray paint their own designs.
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The Big Texan Steak Ranch – If you’re brave enough, take on the 72-ounce steak challenge for a truly Texan experience.
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Route 66 Historic District – Stroll through Amarillo’s charming district filled with vintage shops and neon signs.
Day 5: Amarillo, Texas to Albuquerque, New Mexico (290 miles)
Continuing westward into New Mexico, Albuquerque offers a mix of Southwestern culture and Route 66 nostalgia. Stop by the famous neon signs and experience the unique desert scenery along this stretch of the route.
Key Stops on Day 5:
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Tucumcari, New Mexico – This town is filled with historic Route 66 motels and neon signs, making it a must-see for travelers.
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Route 66 Diner – A classic stop for lunch, where you can indulge in some great American diner fare.
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Old Town Albuquerque – Explore the vibrant arts scene, colorful architecture, and Southwestern culture.
Day 6: Albuquerque, New Mexico to Flagstaff, Arizona (320 miles)
As you head further west, you’ll pass through beautiful landscapes, including the iconic red rocks of Arizona. Flagstaff is a gateway to the Grand Canyon and boasts some incredible Route 66 landmarks that shouldn’t be missed.
Key Stops on Day 6:
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Petrified Forest National Park – See the ancient, colorful petrified wood in this fascinating national park, which is right off Route 66.
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Meteor Crater – One of the best-preserved meteorite impact sites in the world, perfect for a quick stop and exploration.
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Seligman, Arizona – Known as the “birthplace” of Route 66, this charming town is full of retro diners, shops, and Route 66-themed attractions.
Day 7: Flagstaff, Arizona to Santa Monica, California (420 miles)
Your final leg of the trip brings you to Santa Monica, the end of Route 66, where you can finally dip your toes in the Pacific Ocean. Along the way, take in the stunning desert views and be sure to stop at some iconic spots.
Key Stops on Day 7:
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Grand Canyon National Park – If you have time, take a detour to visit this world-famous natural wonder.
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Barstow, California – A stop at the Route 66 “Mother Road” Museum offers a glimpse into the past of this legendary highway.
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Santa Monica Pier – The end of the historic route, complete with a beach, pier, and the famous Route 66 End sign.
Final Thoughts
A Route 66 road trip is the ultimate American adventure, offering a blend of history, quirky attractions, and stunning landscapes. This itinerary covers the highlights along the way, but feel free to make detours and explore more hidden gems as you journey across the country. Whether you’re a history buff, a lover of roadside attractions, or simply looking for the freedom of the open road, Route 66 offers something for every traveler.
