8 days in Chicago Itinerary

8 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

Make it your trip
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Chicago
— 7 nights

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Chicago

— 7 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your day by day itinerary now includes Chicago Pizza Tours as well as City Experiences By Hornblower. Change things up with these side-trips from Chicago: Anderson Japanese Gardens (in Rockford) and Edwards Apple Orchard (in Poplar Grove). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, wander the streets of The Magnificent Mile, engage your brain at Museum of Science and Industry, and get a new perspective on things with Boat Tours & Water Sports.

For more things to do, ratings, and more tourist information, use the Chicago trip builder.

Expect a daytime high around 65°F in October, and nighttime lows around 49°F.

Things to do in Chicago

Parks · Museums · Tours · Historic Sites

Side Trips