60 days in Chicago Itinerary

60 days in Chicago Itinerary

Created using Inspirock Chicago holiday planner

Make it your trip
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Chicago
— 59 nights

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Chicago

— 59 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore the numerous day-trip ideas around Chicago: Baha'i House of Worship (in Wilmette), Chicago Botanic Garden (in Glencoe) and Boone County Historical Museum (in Belvidere). There's lots more to do: admire the masterpieces at The Art Institute of Chicago, observe the fascinating underwater world at Shedd Aquarium, shop like a local with The Magnificent Mile, and get curious at Museum of Science and Industry.

To find ratings, other places to visit, traveler tips, and more tourist information, refer to the Chicago trip app.

In December in Chicago, expect temperatures between 38°F during the day and 26°F at night. Finish your sightseeing early on the 29th (Wed) to allow enough time to travel back home.

Things to do in Chicago

Side Trips

Find places to stay Dec 1 — Jan 29: