3 days in Chicago Itinerary

3 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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1
Chicago
— 2 nights

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do some cultural sightseeing at Prarie States Winery and Richard H. Driehaus Museum. Explore hidden gems such as Tom's Farm Market and Greenhouse and Lake Michigan. Change things up with these side-trips from Chicago: Volo Auto Museum (in Volo) and Bridgman (Warren Dunes State Park & Weko Park). There's more to do: admire the striking features of Chicago Cultural Center and get to know the fascinating history of Chicago Riverwalk.

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In December, daytime highs in Chicago are 38°F, while nighttime lows are 26°F. Cap off your sightseeing on the 1st (Tue) early enough to travel back home.

Things to do in Chicago

Parks Nature Museums

Side Trips

Bridgman, Prairie States Winery, Volo Auto Museum, Lake Michigan, Tom's Farm Market and Greenhouse
Highlights from your plan
Lake Michigan ©
Lake Michigan
Volo Auto Museum ©
Volo Auto Museum
Richard H. Driehaus Museum ©
Richard H. Driehaus Museum

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