20 days in Chicago Itinerary

20 days in Chicago Itinerary

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1
Chicago
— 19 nights

19
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step off the beaten path and head to Silver Beach County Park and John Deere Historic Site. Step out of the city life by going to Starved Rock State Park and Lions Park Beach. Change things up with these side-trips from Chicago: Saint Joseph (St. Joseph Lighthouses & Silver Beach Carousel), Hickory Creek Winery (in Buchanan) and Whihala Beach Co Park (in Whiting). There's still lots to do: explore the world behind art at The Art Institute of Chicago, examine the collection at The Field Museum, engage your brain at Museum of Science and Industry, and immerse yourself in nature at Matthiessen State Park.

To find reviews, traveler tips, photos, and tourist information, use the Chicago trip planner .

If you are flying in from United Kingdom, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In August, daily temperatures in Chicago can reach 33°C, while at night they dip to 22°C. Finish up your sightseeing early on the 2nd (Sun) so you can travel back home.

Things to do in Chicago

Parks Outdoors Nature

Side Trips

Pontiac, Saint Joseph, South Bend, Bridgman, Utica
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Basilica of the Sacred Heart ©
Basilica of the Sacred Heart

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