As a travel blogger with a love for history and adventure, few journeys excite me more than the legendary Route 66. Known as “The Main Street of America” or the “Mother Road,” Route 66 is an iconic stretch of highway that has long captivated road-trippers, history buffs, and adventurers from all over the world. For many, the allure of cruising along this historic route is about more than just reaching a destination—it’s about embracing the journey itself. But before you can embark on this nostalgic trip through American history, there’s one question you need to answer: Where in Chicago does Route 66 begin?
In this article, I’ll share everything you need to know about the starting point of Route 66 in Chicago, including its historical significance, how to find it, and what to expect as you embark on this incredible road trip.
The History of Route 66
Before diving into where Route 66 begins in Chicago, it’s worth taking a moment to appreciate the history and significance of this legendary road. Route 66 was established in 1926 as part of the U.S. Highway System, stretching over 2,400 miles from Chicago, Illinois to Santa Monica, California. For decades, it was the primary route used by travelers heading west in search of new opportunities, adventure, or simply a change of scenery. Along the way, Route 66 passed through eight states—Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California—connecting hundreds of small towns and big cities alike.
The route became a symbol of freedom, optimism, and the American dream, especially during the Dust Bowl migration of the 1930s and the post-war boom of the 1950s. Over time, it became legendary, immortalized in songs, films, and countless stories of adventure.
Today, while much of Route 66 has been replaced by modern highways, many parts of the original road still exist, and the spirit of the journey lives on. For travelers, the chance to drive along this historic route, explore its quirky roadside attractions, and experience the nostalgia of the past is a bucket-list item. But to do that, you need to know where it all begins.
Where Does Route 66 Begin in Chicago?
So, where exactly does Route 66 begin in Chicago? The official starting point of this legendary road is located at the intersection of Adams Street and Michigan Avenue, right in the heart of downtown Chicago. This is the spot where generations of travelers have kicked off their journey westward, marking the beginning of their adventure on the “Mother Road.”
A Closer Look at the Starting Point: Adams Street and Michigan Avenue
The intersection of Adams Street and Michigan Avenue is not just a random place in Chicago; it’s an area with deep historical and cultural significance. Located just a stone’s throw away from the shores of Lake Michigan, this downtown area is home to some of Chicago’s most famous landmarks. As you stand at the corner where Route 66 begins, you’ll be surrounded by towering skyscrapers, historic buildings, and bustling city life.
The Art Institute of Chicago: Just steps away from the starting point is the world-renowned Art Institute of Chicago, known for its extensive collection of Impressionist and Post-Impressionist masterpieces. If you have time before hitting the road, this is definitely worth a visit.
Grant Park: Across the street from the starting point is Grant Park, one of Chicago’s largest and most iconic green spaces. Known as “Chicago’s Front Yard,” Grant Park is home to the famous Buckingham Fountain, which serves as a beautiful backdrop as you set off on your journey.
Willis Tower: A few blocks west of the starting point is Willis Tower (formerly known as Sears Tower), one of the tallest buildings in the United States. It’s worth a quick detour to visit the Skydeck and take in panoramic views of the city before hitting the road.
As you stand at the corner of Adams Street and Michigan Avenue, take a moment to reflect on the thousands of travelers who have stood in your shoes over the past century, ready to embark on their journey down Route 66. This spot marks the beginning of a legendary adventure that has drawn people from all walks of life for decades.
Finding the Historic Route 66 Sign
One of the most iconic images associated with Route 66 is the brown-and-white highway sign that marks its start. In Chicago, the “Begin Historic Route 66” sign is prominently displayed at the southwest corner of Adams Street and Michigan Avenue, making it easy for travelers to locate and snap that all-important photo before beginning their journey.
While the official sign is at Adams and Michigan, you’ll also find several other Route 66 signs around downtown Chicago, particularly along Jackson Boulevard, which was the original route before it was rerouted to Adams Street. So, don’t be surprised if you spot multiple signs as you navigate the city streets!
Insider Tip: If you’re driving and need to park, there are several parking garages nearby where you can safely leave your car while you explore the area and take photos at the Route 66 sign.
See Also: Where is the Beach in Chicago
The Journey Begins: Traveling Through Chicago on Route 66
Once you’ve soaked in the historical significance of the starting point, it’s time to hit the road! Route 66 winds its way through the city before heading out toward the suburbs and eventually the open road of rural Illinois. Here’s what you can expect as you begin your journey through Chicago:
Step 1: Heading West on Adams Street
After taking your photo at the Route 66 sign, you’ll begin your journey by driving west on Adams Street. This initial stretch of the route takes you through downtown Chicago, passing some of the city’s most famous landmarks. As you drive west, you’ll cross the Chicago River, giving you a glimpse of the city’s stunning architecture.
Adams Street is a bustling thoroughfare, lined with restaurants, shops, and office buildings. You’ll get a true sense of the vibrant energy that Chicago is known for as you make your way through this urban landscape.
Step 2: Transitioning to Ogden Avenue
As you continue west on Adams Street, you’ll eventually merge onto Ogden Avenue, which takes you out of the downtown core and into Chicago’s neighborhoods. This section of the journey offers a more relaxed pace compared to the downtown streets, and you’ll start to see a mix of residential areas, parks, and local businesses.
Ogden Avenue is a historic part of Route 66, and you’ll be following the same path that countless travelers took during the route’s heyday. Along the way, keep an eye out for small businesses and restaurants that have embraced the Route 66 legacy, offering a taste of the nostalgia and charm that the road is known for.
Step 3: Leaving Chicago Behind
Once you’ve navigated the streets of Chicago and made your way onto Ogden Avenue, you’ll eventually find yourself leaving the city behind. As you drive west, the skyline of Chicago will fade into the distance, and you’ll enter the suburban and rural landscapes of Illinois. This is where the true essence of the Route 66 journey begins—wide-open roads, small towns, and plenty of roadside attractions to discover.
What to Expect Along Route 66 in Illinois
As you leave Chicago and continue your journey along Route 66, you’ll find that the road takes you through a diverse range of landscapes, from bustling suburbs to quaint small towns and vast stretches of rural farmland. Here are some highlights of what you can expect as you travel through Illinois on Route 66:
Joliet: Located about 40 miles southwest of Chicago, Joliet is one of the first major towns you’ll encounter on Route 66. Known for its historic architecture and ties to the railroad industry, Joliet is home to several Route 66 landmarks, including the Joliet Area Historical Museum and the Rialto Square Theatre.
Wilmington: As you continue west, you’ll pass through the small town of Wilmington, home to one of Route 66’s most famous roadside attractions—the Gemini Giant. This towering fiberglass statue of a space-themed figure is a must-see for Route 66 travelers.
Pontiac: Further along the route is the town of Pontiac, known for its rich Route 66 history and vibrant murals that celebrate the road’s legacy. Be sure to stop by the Route 66 Hall of Fame and Museum and take a stroll through the historic downtown area.
Springfield: As the capital of Illinois and the hometown of Abraham Lincoln, Springfield is a major stop along Route 66. Here, you can visit the Abraham Lincoln Presidential Library and Museum, as well as several other historic sites related to Lincoln’s life.
The Importance of Starting in Chicago
Starting your Route 66 journey in Chicago is about more than just following the official route—it’s about connecting with the history and spirit of the road. Chicago was chosen as the starting point for Route 66 because of its position as a major transportation hub, linking the industrialized East with the agricultural Midwest and the frontier West. As you stand at the intersection of Adams Street and Michigan Avenue, you’re not just beginning a road trip—you’re stepping into a piece of American history.
Final Tips for Starting Route 66 in Chicago
Before you set off on your Route 66 adventure, here are a few final tips to help you make the most of your time in Chicago:
Take your time: While it’s tempting to jump right into the road trip, take some time to explore Chicago before you leave. The city has so much to offer, from world-class museums to incredible food, so be sure to enjoy it!
Plan your route: While the historic Route 66 signs will guide you along the way, it’s a good idea to have a map or GPS system handy, especially as you navigate the city streets.
Capture the moment: Don’t forget to take plenty of photos at the Route 66 sign and along the way! This is a journey you’ll want to remember for years to come.
Embrace the adventure: Route 66 is as much about the journey as it is about the destination, so be sure to enjoy every moment of the ride, from the quirky roadside attractions to the open road ahead.
Conclusion
There’s something undeniably special about standing at the corner of Adams Street and Michigan Avenue, knowing that you’re about to embark on one of the most famous road trips in the world. Route 66 is more than just a road—it’s a journey through American history, culture, and the open landscapes of the Midwest and beyond.
As you set off on your adventure, remember that the journey is just as important as the destination. From the vibrant streets of downtown Chicago to the quiet stretches of highway in rural Illinois, Route 66 offers a unique blend of nostalgia, discovery, and excitement. So, buckle up, hit the road, and get ready to experience the magic of the “Mother Road” from its starting point in Chicago!
Related Topics:
