Every journey begins somewhere, and Route 66 begins in the heart of downtown Chicago at the corner of Michigan and Adams, at the entrance of Grant Park. A Chicago Route 66 vacation in the heart of
America starts here and has so many places to see and fun things to do, both historic and modern.

Chicago museums and theater are top-notch, while Chicago hotels and Chicago travel destinations are world-class. There is gourmet dining and funky restaurants. Take in a ball game, shop the Magnificent Mile, explore the fun at Navy Pier, Ride the L, or sail Lake Michigan.

Chicago boasts one of United States' tallest buildings and one of the world's largest office buildings, The Mart. When it opened in 1930 it was the largest building in the world, with 4,000,000 square feet of commercial space.

Nearly 46.2 million people visited the city in 2013 and you should too. Enjoy your Route 66 Vacation in Chicago.

    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.
    Buckingham Fountain - One of the largest in the world
    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.
    Adler Planetarium - America's first planetarium
    Wrigley Field - Check out the Cubs
    The International Kitchen - Cooking vacations
    Museum of Science and Industry - ride down a coalmine shaft ora walk through a World War II submarine.
    The Field Museum - The world's most complete T-rex - sweetly named Sue
    McCormick Place - The largest convention center in North America
    The Chicago Theatre - Built in 1921, a performing arts venue for stage plays, magic shows, comedy, speeches, and popular music concerts.
    Classic Lake Tour - Great views from the river and harbor
    Windy of Chicago - Chicago's renowned 150-foot four-masted schooner.
    Chicago Children's Museum at Navy Pier
    LEGOLAND Discovery Center
    Chicago History Museum
    Museum of Contemporary Art
    Lincoln Park Zoo - The largest free zoo in the USA.
    360 CHICAGO (formerly John Hancock Observatory)
    Bike and Roll - Bicycle rentals, guided bike tours, and Segway tours
    L Train - The Chicago elevated trains, known as the "L."
    Lake Michigan Lakeshore - Fifteen miles of beach span the Lake Michigan shore.
    Historic Navy PierĀ® - Chicago's lakefront playground, Chicago's top tourist attraction saw a record 9.2 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. Beyond the standard fish tanks of most aquariums, the Shedd Aquarium stages dolphin shows in its Oceanarium pool and lodges a 400,000-gallon shark tank underground.
    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
    Route 66 Raceway - Great auto racing


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