5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

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1
Chicago
— 4 nights

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore Chicago's surroundings by going to Pontiac (Museum of the Gilding Arts, Livingston County Courthouse, & more), Whiskey Acres Distilling Co. (in DeKalb) and Starved Rock State Park (in Utica). There's much more to do: admire the masterpieces at The Art Institute of Chicago, see the interesting displays at Kankakee County Museum, ponder the design of Buckingham Fountain, and pause for some serene contemplation at St. Joseph Catholic Church.

To see reviews, ratings, where to stay, and tourist information, go to the Chicago tour website .

May in Chicago sees daily highs of 71°F and lows of 52°F at night. Cap off your sightseeing on the 30th (Thu) early enough to travel back home.

Things to do in Chicago

Museums Historic Sites Breweries & Distilleries

Side Trips

Pontiac, St. Joseph Catholic Church, Whiskey Acres Distilling Co., Starved Rock State Park, Kankakee County Museum
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Skydeck Chicago - Willis Tower ©
Skydeck Chicago - Willis Tower

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