28 days in Chicago Itinerary

28 days in Chicago Itinerary

Created using Inspirock Chicago trip builder

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Chicago
— 27 nights

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Chicago

— 27 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kids will enjoy The Art Institute of Chicago and Shedd Aquarium. Change things up with these side-trips from Chicago: Saint Joseph (Silver Beach County Park, Whirlpool Compass Fountain, &more), Centennial Beach (in Naperville) and Aurora (Phillips Park Zoo & Blackberry Farm). There's lots more to do: don't miss a visit to Millennium Park, take a leisurely stroll along Navy Pier, engage your brain at Museum of Science and Industry, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To see reviews, traveler tips, ratings, and more tourist information, use the Chicago trip itinerary planning site.

If you are flying in from Thailand, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. Expect a daytime high around 32°C in June, and nighttime lows around 20°C.

Things to do in Chicago

Parks · Museums · Outdoors · Historic Sites

Side Trips