The Route 66 centennial in 2026 will mark 100 years since the iconic highway was established. It will be a momentous occasion to celebrate the cultural significance of this legendary road. In Illinois, Route 66 weaves its way through various towns and cities, each with its own unique charm.
CHICAGO – The starting point of Route 66 in Illinois is none other than the vibrant city of Chicago, a metropolis brimming with cultural, culinary, and architectural wonders. While the original Route 66 may have changed over the years, Chicago’s legacy as the birthplace of this historical highway is still very much alive. Visitors can explore Millennium Park and marvel at the iconic Cloud Gate sculpture, located near the Route 66 Begin sign.
OAK PARK – Located just outside of Chicago, Oak Park was a significant stop along this famous highway. Travelers passing through Oak Park were greeted by charming suburban streets lined with historical homes and landmarks. From Frank Lloyd Wright’s renowned architecture to the birthplace of Ernest Hemingway, Oak Park offered a glimpse into American culture and history along the iconic Route 66.
WILLOWBROOK – Continuing west along Route 66, DuPage County offers a scenic and diverse landscape to travelers. A well-known Route 66 eatery is Dell Rhea’s Chicken Basket. A destination in itself, located in the charming community of Willowbrook, this original 1940s roadhouse has been featured in countless documentaries and travel books. It is popular with both locals and international visitors and a wonderful spot to sample American favorites like fried chicken and baked macaroni.
PONTIAC – Travelers will then venture into the Heritage Corridor, a picturesque region known for its scenic beauty and towns. One such town is Pontiac, which boasts a rich automotive history and houses the Route 66 Hall of Fame and Museum. Visitors can immerse themselves in the nostalgia of vintage cars, neon signs, and artifacts that depict the heyday of Route 66.
BLOOMINGTON-NORMAL – Continuing south, the next stop is Bloomington-Normal, a vibrant community that offers a delightful blend of history, culture, and natural beauty. Visitors can stop at Ryburn Place at Sprague’s Super Service, a Tudor Revival building that opened in 1931. Today, restorations have been made and an information center and gift shop welcome visitors. History buffs can explore the story of Abraham Lincoln and Route 66 at the Cruisin’ with Lincoln on 66 Visitors Center. Travelers can also stop at the VisitBN Gift Shop for Route 66 novelties.
