15 days in Chicago Itinerary

15 days in Chicago Itinerary

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1
Chicago
— 14 nights

14
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Popular historic sites such as Millennium Park and Fourth Presbyterian Church are in your itinerary. Escape the urban bustle at Starved Rock State Park and Swallow Cliff Stairs. Get out of town with these interesting Chicago side-trips: Waterfall Glen Forest Preserve (in Darien), Little Red Schoolhouse (in Willow Springs) and Matthiessen State Park (in Utica). There's lots more to do: admire the masterpieces at The Art Institute of Chicago, make a trip to Skydeck Chicago - Willis Tower, look for all kinds of wild species at Kishwauketoe Conservancy, and admire all the interesting features of Wrigley Field.

To see reviews, other places to visit, maps, and more tourist information, refer to the Chicago road trip planning app .

If you are flying in from Italy, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. October in Chicago sees daily highs of 21°C and lows of 11°C at night. Finish up your sightseeing early on the 1st (Fri) so you can travel back home.

Things to do in Chicago

Parks Outdoors Trails

Side Trips

Utica, Lake Geneva, Chesterton, Busse Woods Trail System, Oak Savannah Trail
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
Starved Rock State Park ©
Starved Rock State Park

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