38 days in Chicago Itinerary

38 days in Chicago Itinerary

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1
Chicago
— 37 nights

37
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll visit kid-friendly attractions like Museum of Science and Industry and Shedd Aquarium. Get out of town with these interesting Chicago side-trips: Whiskey Acres Distilling Co. (in DeKalb), Saint Joseph (Silver Beach Carousel, Whirlpool Compass Fountain, & more) and Aurora (Sri Venkateswara Swami Temple & Blackberry Farm). Plan for a day of cool, family-friendly fun on the 23rd (Tue) at Six Flags Great America. Plan for a day of cool, family-friendly fun on the 13th (Tue) at Centennial water park. And it doesn't end there: explore the world behind art at The Art Institute of Chicago, enjoy breathtaking views from Skydeck Chicago - Willis Tower, admire the landmark architecture of 360 Chicago Observation Deck, and appreciate the history behind Cloud Gate.

Discover how to plan a Chicago trip in just a few steps with Inspirock's itinerary builder.

If you are flying in from United Arab Emirates, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. July in Chicago sees daily highs of 33°C and lows of 22°C at night. Wrap up your sightseeing on the 21st (Wed) to allow time to travel back home.

Things to do in Chicago

Parks Outdoors Theme Parks

Side Trips

Saint Joseph, South Bend, Oak Park, Naperville, Rockford
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Shedd Aquarium ©
Shedd Aquarium

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