5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago holiday maker

Plan created by another user. Make it yours
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Chicago
— 4 nights

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Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Bring the kids along to Escapology Orland Park and Holy Name Cathedral. Explore hidden gems such as The Loop and Lakefront Trail. There's lots more to do: get curious at Museum of Science and Industry, explore the world behind art at The Art Institute of Chicago, let little ones run wild at Maggie Daley Park, and take in the architecture and design of University of Chicago.

For photos and tourist information, read Chicago trip planner.

In November in Chicago, expect temperatures between 50°F during the day and 35°F at night.

Things to do in Chicago

Museums · Parks · Childrens Museums · Historic Sites

Side Trip