What to do In Chicago, IL
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Recommended activities in Chicago
Tours & day trips
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Architecture River Tour
Food, drink & nightlife
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Chicago: Architecture Boat Tour with Drinks
Private & custom tours
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Eastside Chicago The Heist Exploration Game and Tour
Attractions
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360 CHICAGO Observation Deck
Adventure & outdoor
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Rosemont: Two Flight Indoor Skydiving Experience
Places To Go In Chicago
The air in Chicago practically palpitates with potential. From each morning’s first rays of sunshine to the moon’s silvery rise, Chicago hotels, restaurants and shops remain abuzz with ceaseless activity. Adventurous explorers can effortlessly join the stream of wanderers that are the lifeblood of The Windy City, and no matter where the tide takes you, you’re sure to discover something quite unexpected.
Things to Do in Chicago
With an abundance of things to do in Chicago, intrepid travelers like you know to start with the culinary and cultural essentials. Come springtime, everyone’s a local if you root for the Chicago baseball team du jour, and for an authentic stadium experience, indulge in a Chicago-style frankfurter piled high with all the accoutrements. Regardless of season, no in-the-know traveler will let a day slip past without partaking in a local slice of deep-dish Chicago pizza (sauce on top, of course) and a stroll down the tree-lined Magnificent Mile. Spoil your inner shopper with luxury retail and your inner naturalist with impeccable views of Lake Michigan, best observed from atop the John Hancock Center for sweeping panoramas.
For a more up-close-and-personal waterfront experience, immerse yourself in one of the most romantic Chicago attractions offered—a moonlit dinner cruise upon Lake Michigan. Waltz the night away to sensual melodies after enjoying heavenly hors d'oeuvres passed out by white-gloved attendants. End the night with a champagne toast and drink in the twinkling lights of the cityscape.
Finding your place in the universe may be a lifelong journey, but it’s time to take the first step. Peruse Travelocity’s Chicago vacation packages to spark your exploration and chart a course towards discovering everything that Chicago has to offer.
Popular places to visit

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
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