U.S. Route 66, Illinois: Driving – Attractions, Landmarks, Fun

U.S. Route 66, Illinois: Driving - Attractions, Landmarks, Fun

Imagine cruising down a highway that’s been the backbone of American road trips for nearly a century. Over 300 miles of nostalgic charm awaits you on the Mother Road as it winds its way through Illinois, from the bustling streets of Chicago to the banks of the Mississippi River.

As you embark on this iconic road trip, you’ll encounter a treasure trove of vintage diners, quirky roadside attractions, and historic landmarks that tell the story of America’s golden age of automobile travel. With its rich history, charming towns, and classic Americana, Illinois offers one of the most preserved and attraction-packed sections of this legendary highway.

Get ready to enjoy Illinois like never before as you explore the must-see attractions, landmarks, and experiences that make this stretch of highway so special.

The Mother Road Begins: Chicago to Joliet

Your road trip adventure on the Mother Road commences in Chicago, setting the stage for a memorable journey. The official starting point is in downtown Chicago, marked by a modest sign on East Adams Street between Michigan Avenue and Wabash Avenue.

Starting Point in Downtown Chicago

The beginning of Route 66 is nestled among the towering skyscrapers of Chicago, opposite the Art Institute Chicago, not far from the famous sculpture “The Bean.” This is where your trip down the historic road begins.

Lou Mitchell’s Restaurant: The First Stop

At the legendary Lou Mitchell’s Restaurant, you can fuel up for your journey in an original vintage diner atmosphere. As a Chicago institution since 1923, it’s the traditional first meal for many Route 66 travelers, offering a taste of nostalgia and their famous complimentary donut holes.

Joliet’s Route66 Highlights

As you drive southwest from Chicago, the urban landscape gives way to suburban and then rural scenery. Joliet, your first major stop, is home to the historic Rialto Square Theatre and the Joliet Area Historical Museum and Route 66 Welcome Center. Be sure to visit the imposing Old Joliet Prison, a Gothic-style correctional facility that operated from 1858 to 2002.

A sun-dappled stretch of historic Route 66 winds through the Illinois heartland, its two-lane blacktop flanked by rolling fields and the occasional farmhouse. In the distance, a classic Mustang cruises along, its chrome gleaming in the warm light. Ahead, the iconic Gemini Giant statue stands guard, a whimsical roadside attraction inviting travelers to stop and explore the charming town of Wilmington. The scene conveys a sense of nostalgic Americana, evoking the spirit of the Mother Road and the joys of an open-road adventure.

Iconic Roadside Giants: Muffler Men of Illinois

Illinois is home to a collection of gigantic statues that have become synonymous with the charm of Route 66. These towering figures, known as “Muffler Men,” were originally designed to attract the attention of travelers along the Mother Road.

Gemini Giant in Wilmington

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The Gemini Giant, located in Wilmington, is a 30-foot tall statue sporting a space helmet and holding a rocket ship. It stands guard outside the former Launching Pad Drive-In, now a popular spot for photos.

Lauterbach Giant in Springfield

The Lauterbach Giant, once holding a tire, now proudly holds an American flag, symbolizing patriotism. This giant fiberglass statue has become a beloved landmark in Springfield.

Pink Elephant and Other Quirky Statues

Along Route 66, you’ll also find other quirky statues like the Pink Elephant in Livingston, showcasing the whimsical side of roadside America. These attractions continue to captivate travelers seeking authentic experiences.

These iconic giants not only offer great photo opportunities but also tell the story of how roadside attractions became an integral part of Route 66’s identity. As you travel along this historic way, you’ll discover that these attractions are a significant part of the vintage charm that makes Route 66 so special.

Pontiac: Heart of Route 66 Heritage

Pontiac, Illinois, stands as a vibrant testament to the enduring legacy of Route 66. This charming town has embraced its Mother Road heritage, transforming itself into a must-visit destination for enthusiasts and travelers alike.

Route 66 Hall of Fame and Museum

The Route 66 Hall of Fame and Museum in Pontiac is a treasure trove of memorabilia associated with the history of Route 66. You’ll discover an impressive collection, including the famous VW microbus and road van belonging to Route 66 artist and nomad Bob Waldmire. Be sure to snap a photo with the World’s Largest Route 66 Shield Mural painted on the back of the museum building.

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Pontiac-Oakland Automobile Museum

For classic car enthusiasts, the Pontiac-Oakland Automobile Museum is a must-visit. It showcases the nation’s greatest collection of cars, dealer items, and literature related to the Oakland and Pontiac automobile brands. The exhibits change regularly, offering a fresh experience with each visit.

Walldog Murals Throughout Town

As you wander through downtown Pontiac, you’ll be greeted by over 20 vibrant Walldog Murals painted by artists during the 2009 Walldog Summer Bash. These murals depict scenes from local history and Route 66 culture, bringing the town’s past to life in a colorful and engaging way.

Historic Gas Stations Along the Route

As you travel along Illinois’ Route 66, you’ll discover a treasure trove of historic gas stations that evoke a bygone era. These stations are a testament to the road’s rich history and the evolution of automotive service.

Ambler-Becker Texaco Station in Dwight

The Ambler-Becker Texaco Station in Dwight is a notable stop on your day trip along Route 66. This station, which operated from 1933 to 1999, now serves as a visitor center, showcasing a vintage fire engine and offering insights into its storied past.

Standard Oil Station in Odell

Ten miles south of Dwight, in Odell, lies a beautifully restored Standard Oil Gas Station. This 1932 domestic-style filling station exemplifies the “house with canopy” design popular during the early days of automobile travel, now displaying vintage car-repair tools and selling Route 66 memorabilia.

Soulsby Service Station in Mt. Olive

Soulsby Service Station in Mt. Olive is the most original station along Illinois’ Route 66. Its bright yellow pumps and white exterior make it a standout, representing one of the best-preserved examples of early roadside architecture on the entire route.

Gas StationLocationNotable Features
Ambler-Becker TexacoDwightVintage fire engine, Texaco sign
Standard Oil StationOdellVintage car-repair tools, Route 66 memorabilia
Soulsby Service StationMt. OliveBright yellow pumps, original architecture

A series of historic Route 66 gas stations on a sun-dappled day, their vintage pumps and classic architecture evoking the bygone era of the American road trip. In the foreground, an old-fashioned filling station with a canopy of rusted metal, its windows adorned with faded advertisements. In the middle ground, a cluster of roadside diners and mom-and-pop shops, their neon signs flickering to life. The background features rolling hills and vast blue skies, creating a nostalgic, Americana-inspired scene. The image is captured with a wide-angle lens, emphasizing the depth and scale of this historic Route 66 landscape.

Springfield: Lincoln and Route 66

As you drive along Route 66, you’ll discover that Springfield, Illinois, is a city where the legacies of Abraham Lincoln and the Mother Road intersect. This city offers a unique blend of American history and road trip nostalgia, making it a must-visit destination for travelers.

Abraham Lincoln Historic Sites

Visit Abraham Lincoln’s home and the Abraham Lincoln Presidential Library and Museum to gain insights into the life and times of America’s 16th president. These historic sites provide a fascinating glimpse into Lincoln’s life before continuing your Route 66 adventure.

Cozy Dog Drive-In: Home of the Corn Dog

Stop at the iconic Cozy Dog Drive-In, birthplace of the famous “hot dog on a stick” and a Route 66 institution since 1946. The walls covered with Route 66 memorabilia and photos create an authentic roadside dining experience.

Image of Cozy Dog Drive-In, Springfield, Illinois

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Illinois Route66 Experience at the State Fairgrounds

Explore the Illinois Route 66 Experience at the State Fairgrounds, featuring artifacts from Shea’s Gas Station Museum, vintage billboards, and interpretive signs that tell the story of the Mother Road in Illinois. This open-air exhibit is a fun and informative stop for travelers.

U.S. Route 66, Illinois: Driving the Original Brick Road

A trip along Route 66 in Illinois isn’t complete without driving on the historic brick road. This experience is a nostalgic journey back in time, offering a glimpse into the past of America’s most iconic road.

Auburn’s Historic Brick Road

Auburn’s Historic Brick Road is a 1.4-mile stretch of original Route 66 pavement constructed in 1931. Listed on the National Register of Historic Places, this road allows you to experience driving on an authentic piece of American history. As you drive, you’ll feel the distinctive rumble beneath your tires on the meticulously preserved red bricks laid in a herringbone pattern.

A long, winding historic brick road stretches through a verdant, sun-dappled rural landscape. The road's uneven, weathered surface reflects the passage of countless vehicles over the decades, its earthy hues complementing the lush greenery and azure sky. Tall, stately trees line the road's edges, their branches casting delicate shadows across the brickwork. The scene exudes a sense of timeless tranquility, inviting the viewer to imagine the sights and sounds of bygone eras as they journey down this iconic stretch of U.S. Route 66 in Illinois.

Preserving Route 66 Heritage

The preservation of Auburn’s Historic Brick Road is a testament to the dedication of local historical societies and Route 66 associations. They work tirelessly to protect this tangible link to Route 66’s past. You can appreciate the engineering challenges faced by early road builders and the craftsmanship that has allowed this section to survive for over 90 years.

Historic FeatureDescription
Brick PatternHerringbone pattern for durability
Construction Year1931
Length1.4 miles

Museums and Welcome Centers

Museums and welcome centers along Route66 in Illinois provide a unique perspective on the local history and culture, making them a must-visit for any road tripper. These stops not only educate visitors about the region’s heritage but also serve as community gathering places that often host special events celebrating Route66 culture.

An expansive, well-curated Route 66 museum nestled along the historic highway. The exterior features a classic 1950s-inspired facade, with neon signage and a vintage gas pump out front. Through the large windows, glimpse an interior filled with nostalgic memorabilia, classic cars, and informative displays that celebrate the spirit of the iconic "Mother Road." Warm, golden daylight filters in, casting a welcoming glow over the scene. The museum sits against a backdrop of rolling hills and open blue skies, evoking the quintessential Americana vibe of the Route 66 experience.

Litchfield Museum & Route66 Welcome Center

Located right along Route66, the Litchfield Museum & Route66 Welcome Center showcases the city’s deep ties to the Mother Road. Inside, you’ll find vintage photographs, artifacts, and exhibits highlighting local businesses and personalities from the Route66 era, as well as a restored 1950s Corvette.

Illinois Route66 Mining Museum

The Illinois Route66 Mining Museum in Godley highlights the important relationship between coal mining and the development of communities along Route66. The museum features mining equipment, historical photographs, and personal stories from local miners.

Shea’s Gas Station Museum

Once a working Texaco and Marathon station, Shea’s Gas Station Museum became a beloved roadside attraction packed with Route66 memorabilia, antique signs, and vintage gas pumps. Although the original site closed, many of its artifacts are now preserved at the Route66 Experience on the Illinois State Fairgrounds.

  • Explore the Litchfield Museum & Route66 Welcome Center for comprehensive exhibits about the city’s connection to Route66.
  • Discover the Illinois Route66 Mining Museum in Godley to learn about the history of coal mining along Route66.
  • Learn about the legacy of Bill Shea at what was once Shea’s Gas Station Museum, now partially preserved at the Illinois Route66 Experience.

These museums and welcome centers are not just educational resources but also vibrant community hubs that celebrate Route66 heritage, making them essential stops on your Illinois Route66 journey.

Unique Shopping Experiences

As you travel along Illinois’ Route 66, you’ll discover a treasure trove of unique shopping experiences that capture the essence of the Mother Road. From vintage memorabilia to one-of-a-kind souvenirs, these shopping destinations are a crucial part of the Route 66 adventure.

Pink Elephant Antique Mall

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The Pink Elephant Antique Mall is a must-visit, boasting an enormous collection of vintage items and Route 66 memorabilia. You’ll find everything from old advertising signs to classic records and retro furniture.

The Shop on Route66 in Gardner

Stop by The Shop on Route66 in Gardner, where you’ll be greeted by a friendly owner and an array of Coca-Cola collectibles and Route 66 souvenirs. Don’t forget to sign the guestbook!

Route66 Memorabilia and Souvenirs

As you explore these unique shopping destinations, be sure to look for the official Route 66 Passport. Collecting stamps from various attractions will create a personalized record of your journey. You’ll find authentic memorabilia and one-of-a-kind souvenirs to commemorate your trip.

Classic Diners and Food Stops

As you drive along Illinois Route 66, you’ll discover a treasure trove of classic diners and food stops that are sure to satisfy your cravings. These vintage eateries offer a taste of nostalgia and a chance to refuel for your next adventure.

Polk-A-Dot Drive-In in Braidwood

Visit the iconic Polk-A-Dot Drive-In, instantly recognizable by its colorful polka dot exterior and life-size statues of Elvis, Marilyn Monroe, and the Blues Brothers. Grab a bite to eat and snap some memorable photos.

Generate an image of the Polk-A-Dot Drive-In's exterior with its distinctive polka dot design and statues.

Doc’s Soda Fountain in Girard

Step back in time at Doc’s Soda Fountain, voted one of America’s best soda fountains by Country Living Magazine. Enjoy hand-mixed phosphates, ice cream sodas, and malts prepared the old-fashioned way at the original marble counter.

Jubelt’s Bakery in Litchfield

Sample fresh-baked goods at Jubelt’s Bakery, a family-owned establishment serving travelers since 1922. Known for its delicious pastries, breads, and sandwiches, Jubelt’s makes perfect road trip snacks.

These classic diners and food stops along Illinois Route 66 preserve not just the flavors but also the hospitality and sense of community that have characterized the Mother Road throughout time. Savor the authentic roadside dining experiences and enjoy the vintage ambiance that makes this route so special.

Historic and Cultural Landmarks

As you travel along Illinois Route66, you’ll discover a wealth of historic and cultural landmarks that showcase the region’s rich heritage. These sites offer a deeper understanding of the area’s history and significance beyond the nostalgic charm of the Mother Road.

Cahokia Mounds UNESCO World Heritage Site

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Near Collinsville, the Cahokia Mounds UNESCO World Heritage Site is a must-visit attraction. This 2,000-acre site preserves the remains of the most sophisticated prehistoric native civilization north of Mexico. The Cahokia Mounds feature Monks Mound, the largest prehistoric earthwork in the Americas, and reveal the advanced engineering and astronomical knowledge of its builders.

Old Chain of Rocks Bridge

As you near the end of your Illinois Route66 journey, visit the iconic Old Chain of Rocks Bridge. Built in 1929, this bridge carried Route66 across the Mississippi River between Illinois and Missouri. Its distinctive 30-degree bend makes it a notable landmark, now preserved as a pedestrian and cycling path.

These landmarks connect Route66 travelers to both the ancient history of the region and the engineering achievements of the early 20th century, providing context for understanding the cultural landscape through which the historic highway passes.

Planning Your Illinois Route 66 Road Trip

As you plan your Illinois Route 66 road trip, consider the rich history and attractions that make this journey unforgettable. The approximately 300-mile stretch from Chicago to the Mississippi River offers a diverse range of experiences.

Deciding on the duration of your trip is crucial. You can cover the entire Illinois portion in one go, typically taking 1-2 days, or break it into segments to explore the numerous attractions and roadside curiosities along the way.

The best time to visit is from late spring to early fall, when the weather is ideal. However, summer months attract larger crowds to popular attractions along the Mother Road.

To make the most of your trip, download the Illinois Route 66 Scenic Byway map or use dedicated guidebooks that provide detailed information about the historic alignments. Building flexibility into your itinerary allows for unexpected discoveries and spontaneous stops at roadside attractions.

Researching accommodation options in advance is also recommended, with historic motor courts and renovated motels offering authentic Route 66 experiences in towns like Pontiac and Springfield.

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