There is a legendary highway in the United States known as the “Mother Road”. It was established in 1926 and stretches 2,448 miles from its beginning in Chicago, Illinois to its end at the Santa Monica Pier in Southern California. This iconic highway is best known as “Route 66”.
This highway was built to serve as a primary route for westward migration and tourism. While officially decommissioned in 1985, its popularity continues as a popular route for tourists and visitors.
Now, in 2026, we are celebrating the route’s Centennial, with events and celebrations occurring throughout the eight states Route 66 covers. The celebrations include local town festivals, museum exhibitions and many other events.
This page is the beginning, with the middle and the end to follow in subsequent pages.
Route 66 Centennial - The Beginning
Illinois, Missouri, Kansas
Driving the first three states of Historic Route 66 takes you from the bustling streets of Chicago through the rolling Ozarks of Missouri, and into the brief but beautifully preserved vintage stretch of Kansas.
The original beginning of Route 66 was at Jackson Boulevard and Michigan Avenue, right by Grant Park. Now, in 2026, the Centennial celebration for Route 66 has designated the Navy Pier as Chicago’s Pier-to-Pier Start, a symbolic launch point for Route 66's 100th anniversary. The extension creates a scenic "pier-to-pier" journey linking Lake Michigan directly to California's Santa Monica Pier.
ILLINOIS - 301 Miles - Historic Points
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| Iconic restaurant on Route 66 |
Illinois has many points of interest along Route 66. They include the historic Old Log Cabin Inn in Pontiac, which is one of the oldest continually operating restaurants on the Mother Road.
Pontiac also has the Route 66 Association Hall of Fame & Museum which features classic cars, memorabilia, and the largest collection of Route 66 artifacts in the country. It is listed on the National Register of Historic Places.
The Gemini Giant at Wilmington, IL is a famous 30-foot-tall fiberglass "Muffler Man" in a space suit, a much photographed statue on the road.
Springfield, Illinois has the Shea’s Gas Station Museum, offering a massive collection of vintage neon signs and petroliana.
Classic highway memorabilia, along with old VW bugs, can be seen at Henry’s Rabbit Ranch (along with real rabbits!).
MISSOURI - 317 Miles - Iconic Points on Route 66
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| Chain of Rocks Bridge |
Historic Route 66 leaves Illinois and enters Missouri by crossing the Mississippi River. The iconic crossing for the Mother Road is the Old Chain of Rocks Bridge, which connects Madison, Illinois, directly to the northern edge of St. Louis, Missouri.
Residents of St. Louis, Missouri regularly travel along portions of Route 66 in their daily commutes as it passes through the city.
Missouri has often been called the "Birthplace of Route 66" because its official name was conceived in Springfield in 1926. There are multiple places to visit along this iconic highway, including the historic Ozark attractions,the Meramec Caverns in Stanton and the Wagon wheel Motel in Cuba, MO, which is the oldest continuously operating motel on Route 66.
KANSAS - 13 Miles - Short, But With Much to See
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| Eisler's in Riverton, Kansas |
Kansas has just a tiny portion of Route 66, just 13 miles long ~ the shortest route of the eight states. It stretches across the SE corner of Cherokee County. While short, there is a must-see stop in Galena where you will find a restored 1923 Kan-O-Tex service station featuring the International Harvester boom truck that inspired the character "Mater" from Disney's Cars.
You can also stop by the Old Riverton Store (established in 1925), known as one of the longest continuously operating grocery stores on the entire route, or check out the Baxter Springs Heritage Center and Museum to dive into local history and outlaw lore.
Summary
From The Navy Pier (beginning) in Chicago, Route 66 travels through Illinois, Missouri and a short stretch of Kansas. Continue your journey along “The Main Street of America” with the links below.
Related Links:
- Celebrating the Centennial of Route 66 - The Middle Part
- The End-of-the-Road on Route 66
Route 66: Centennial Travel Guide to the Mother RoadCheck PriceIllinois Bucket List: Explore 150 Epic AdventuresCheck PriceRoute 66 - 30 Points of Interest in MISSOURI and KANSASCheck PriceRoute 66 in Kansas (Images of America)Check Price














































