Exploring Route 66 in Illinois: Top Attractions & Road Trip Stops

Route 66, also known as the “Mother Road,” is one of America’s most legendary highways, stretching from Chicago to Santa Monica, California. The Illinois portion of Route 66 is packed with quirky roadside attractions, classic diners, and historic landmarks that make for an unforgettable road trip experience.

1. Start Your Journey in Chicago

Your Route 66 adventure begins in downtown Chicago, where the official “Begin Route 66” sign is located at Adams Street and Michigan Avenue.

Must-See Stops in Chicago:

  • Lou Mitchell’s Restaurant – A Route 66 staple serving hearty breakfasts since 1923.
  • The Art Institute of Chicago – One of the country’s most renowned art museums.
  • Buckingham Fountain – A perfect spot for photos before hitting the road.

For more Chicago attractions, check out our Millennium Park Travel Guide.

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2. The Gemini Giant (Wilmington)

One of the most iconic muffler men statues, the Gemini Giant stands tall outside the Launching Pad Drive-In in Wilmington. This retro roadside attraction is a must-stop for Route 66 travelers and space enthusiasts alike.

Fun Fact:

  • The Gemini Giant is named after the NASA Gemini space program and has been a landmark since the 1960s.

3. The Polk-a-Dot Drive-In (Braidwood)

Step back in time at the Polk-a-Dot Drive-In, a 1950s-style diner with life-sized statues of Elvis Presley, Marilyn Monroe, and The Blues Brothers.

What to Order:

  • Classic cheeseburger and fries
  • Hand-spun milkshakes
  • Hot dogs with Chicago-style toppings

4. Route 66 Hall of Fame & Museum (Pontiac)

Learn about the history of Route 66 at the Illinois Route 66 Hall of Fame & Museum in Pontiac. This museum features memorabilia, classic cars, and an extensive collection of historic Route 66 photos.

Nearby Attractions:

  • Pontiac Murals – Over 20+ outdoor murals depicting Route 66 history.
  • Livingston County War Museum – A great stop for military history buffs.

5. Atlanta’s Bunyon Giant (Atlanta, IL)

Another classic muffler man statue, the Bunyon Giant in Atlanta holds a giant hot dog and is a quirky reminder of America’s roadside advertising history.

Why Visit?

  • One of the most photographed landmarks on Route 66.
  • Located near the Palms Grill Café, known for its homemade pies.

6. Lincoln’s Legacy in Springfield

Springfield is a must-visit stop on Route 66, as it’s the hometown of Abraham Lincoln. While here, explore:

  • Lincoln Home National Historic Site (NPS Link) – The preserved home of Abraham Lincoln.
  • The Cozy Dog Drive-In – The birthplace of the original corn dog on a stick.
  • The Illinois State Capitol – A historic and architectural gem.

For a deeper dive into Lincoln’s legacy, read our Abraham Lincoln Library & Museum Guide.

7. The Lauterbach Giant (Springfield, IL)

Another towering muffler man, the Lauterbach Giant in Springfield is a famous roadside attraction and a fun photo-op for travelers.

What Makes It Unique?

  • Originally held a tire, but now holds an American flag.
  • One of the few remaining intact muffler men along Route 66.

8. The Ariston Café (Litchfield)

Opened in 1924, the Ariston Café is one of the oldest restaurants on Route 66 and is listed on the National Register of Historic Places.

What to Try:

  • Famous pork tenderloin sandwich
  • Homemade desserts
  • Classic diner-style comfort food

9. Chain of Rocks Bridge (Madison, IL)

Before crossing into Missouri, make sure to visit the Chain of Rocks Bridge, a historic bridge that once carried Route 66 traffic over the Mississippi River.

Highlights:

  • Famous for its unique 22-degree bend in the middle.
  • Now open to pedestrians and cyclists, offering stunning river views.

10. End Your Illinois Route 66 Trip in St. Louis

Although St. Louis is in Missouri, it’s the natural next stop after completing the Illinois stretch of Route 66.

Must-See Attractions in St. Louis:

  • Gateway Arch National Park (NPS Link) – The tallest monument in the U.S..
  • Ted Drewes Frozen Custard – A Route 66 institution famous for its delicious frozen treats.
  • Delmar Loop – A trendy district with great food, live music, and street art.

Final Thoughts

Driving Route 66 in Illinois is like taking a step back in time, with retro diners, quirky roadside attractions, and historic landmarks around every bend. Whether you're stopping for a classic corn dog in Springfield, snapping a selfie with a muffler man, or visiting Lincoln’s historic sites, this legendary road trip is a must-do for any traveler.

Start planning your journey today and experience the charm of the Mother Road for yourself!

For more exciting Illinois road trip ideas, check out our Starved Rock State Park Guide and Ultimate Illinois Travel Guide.