29 days in Chicago Itinerary

29 days in Chicago Itinerary

Created using Inspirock Chicago trip maker

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Chicago
— 28 nights

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Chicago

— 28 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get out of town with these interesting Chicago side-trips: Fernwood Botanical Garden and Nature Preserve (in Niles), Basilica of the Sacred Heart (in South Bend) and Ottawa (Reddick Mansion and Gardens, SaltTreeYoga, &more). There's lots more to do: explore the world behind art at The Art Institute of Chicago, get curious at Museum of Science and Industry, get a new perspective on nature at Field Museum, and observe the fascinating underwater world at Shedd Aquarium.

To find other places to visit, where to stay, more things to do, and more tourist information, refer to the Chicago travel planner.

In May in Chicago, expect temperatures between 71°F during the day and 52°F at night.

Things to do in Chicago

Parks · Museums · Historic Sites · Outdoors

Side Trips