Illinois Route 66 Destinations - Historic and Modern
Route 66 begins at the corner of Lake Shore Drive and Jackson Boulvard in the heart of Chicago. There is a "BEGIN Historic Route 66" sign at the corner. Originally it began at Jackson Boulevard and Michigan Avenue in the heart of Chicago but was moved in 1933.

Route 66 heads diagonally across the state over 300 miles of Illinois from Chicago to St. Louis. You will enjoy large cities at each end and pleasant rural scenery in between. Much of Route 66 has been taken over by I-55 but you can still find sections of the original highway along they way.

Enjoy our many Route 66 Destinations, both Historic and Modern.

  Route 66 officially begins right at the entrance of Grant Park shown above.
  Looking west from Grant Park east of Lakeshore Drive.
  Central Chicago seen from Grant Park.
  Lou Mitchell's Restaurant has served travelers since 1923
  The Chicago Art Museum
  Willis Tower (formerly the Sears Tower) a 108-story, 1,451-foot skyscraper. It has a Skydeck for a great thrill looking down through a glass floor.
  The John Hancock Center is a 100-floor sky scraper with an Observatory and the exciting new "Tilt" that leans you out over the side so you can look straight down.
  Buckingham Fountain - Built in 1927 in Grant Park, its design is based on a Versailles Palace fountain. This is one of the largest fountains in the world.
  Historic Navy PierĀ® is Chicago's lakefront playground and the Midwest's premier leisure destination, attracting more than 8.9 million visitors in 2013. It’s attractions include sightseeing tours, dinner cruises, an IMAX theatre, restaurants, shops and fairground rides such as 150-foot-tall Ferris Wheel.
  HI Chicago Summer Hostel - Centrally located in downtown Chicago, this fabulously modern hostel has quick and easy access to both airports, as well as the bus terminal and train station. It’s open 24 hours, 365 days a year.
  Oldest White Castle on Route 66 is at 7155 W. Ogden Avenue.
  Shedd Aquarium - Largest indoor aquarium in the world, with more than 8,000 aquatic animals.
  Brookfield Zoo - Located in the Chicago suburb of Brookfield, Illinois, it houses around 450 species of animals in an area of 216 acres.
  Union Station at Clinton St and Jackson Blvd.
  Henry's Drive-In - Located at 6031 West Ogden Ave, Cicero, Illinois, their slogan is "It's a Meal in Itself," refers to the way they serve Chicago-style hot dogs in the same bag with French fries and a pickle spear. Picture
  Chicago from the Willis Tower looking southeast to Lake Michigan.
  Museum of Science and Industry
  Adler Planetarium - Founded in 1930 it is America's first planetarium.
  Route 66 Raceway - Great auto racing
A Great Way To See Chicago Is On A Guided Tour
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