Where We Stopped on Illinois Route 66
One of the best parts of traveling Route 66 is the abundance of quirky and unforgettable roadside attractions. Here are a few of our favorite stops along the Illinois stretch of The Mother Road, from our summer 2024 tour The Great American Road Trip leading up to the route’s centennial celebration.
Planning your own Route 66 adventure? Be sure to check out our full series of articles covering different sections of America’s Highway. We explore must-see roadside attractions, iconic motels, classic diners, and more along the entire 2,448-mile journey.
Historic Begin Route 66 Sign
The journey along Route 66 begins in Chicago, marked by the iconic Historic Route 66 Begin Sign. This symbol is a must-see for anyone starting their adventure on the Mother Road, offering the perfect photo op at the intersection of Jackson Blvd and Michigan Ave. From here, the road stretches westward, inviting riders to trace the path of America’s legendary highway. Parking can be tricky, but since the street is one-way, you can park near the left sidewalk.
Lou Mitchell’s
A Route 66 institution, Lou Mitchell’s in Chicago has been serving up delicious breakfasts and fresh coffee since 1923. Known for its warm, welcoming atmosphere, it’s the perfect spot to fuel up before hitting the road. We had the hobo omelets and left with overly full bellies.
Pontiac Murals
Pontiac, IL, is a town bursting with vibrant Route 66 murals, each depicting a piece of the road’s rich history. From vintage cars to iconic landmarks, the murals offer a colorful snapshot of the past. It’s like walking through a gallery that celebrates the Mother Road.
Red Brick Road
The Red Brick Road outside of Auburn, IL, is one of the few remaining original sections of Route 66, offering a nostalgic ride along the Mother Road. This stretch is a time capsule, providing a glimpse into the route’s early years before modern pavement took over.
Dead Man’s Curve
Dead Man’s Curve is a legendary, dangerous sharp bend in the road located near Jerseyville, IL, notorious from the early days of Route 66. Today, it’s a famous landmark where travelers stop to pay homage to a perilous section of the highway. This curve also has the first Burma Shave signs.
The Shop on Route 66
For a unique stop, visit The Shop on Route 66 in Gardner, IL. This quirky store is a treasure trove of Route 66 memorabilia, from vintage signs to old maps. It’s a great place to grab a souvenir or chat with the owner about the history of this most significant of roads.
Jubelt’s
Jubelt’s Bakery & Restaurant in Litchfield, IL, has served tasty treats and homemade meals for decades. A favorite stop for Route 66 travelers, Jubelt’s is known for its pies, cakes, and hearty diner fare. The nostalgic vibe and delicious offerings make it a perfect break on a long journey. We stopped for breakfast during our trip, and highly recommend the donuts.
World’s Largest Covered Wagon
The Abe Lincoln Wagon, located in the town of Lincoln, IL, is a fun curiosity. It was built in 2001, but Lincoln (the town) bought it in 2007 and moved it to its current home, adding Ol’ Abe on the driver’s seat. The wagon is a must-see for history buffs and anyone interested in the legacy of the 16th president.
Chain of Rocks Bridge
The Chain of Rocks Bridge, crossing the Mississippi River between Illinois and Missouri, is an architectural marvel on Route 66. Built in the 1920s, the bridge features a unique 22-degree bend, making it one of the most distinctive crossings on the Mother Road. Today, you can’t ride or drive across the bridge, but it’s a popular spot for photos.