13 days in Chicago Itinerary

13 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

Make it your trip
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Chicago
— 12 nights

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Chicago

— 12 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your cultural itinerary includes sights like The Art Institute of Chicago and Chicago Riverwalk. You'll explore and learn at Museum of Science and Industry and Field Museum. Step out of Chicago to go to Palos Park and see Swallow Cliff Stairs, which is approximately 34 minutes away. There's still lots to do: wander the streets of The Loop, admire the striking features of Chicago Cultural Center, walk around Milton Lee Olive Park, and steep yourself in history at Marquette Building.

To see reviews, where to stay, more things to do, and other tourist information, read our Chicago holiday planning tool.

In April, daily temperatures in Chicago can reach 59°F, while at night they dip to 40°F. Finish up your sightseeing early on the 29th (Mon) so you can travel back home.

Things to do in Chicago

Museums · Childrens Museums · Neighborhoods · Parks

Side Trip