7 days in Chicago Itinerary

7 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

Plan created by another user. Make it yours
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Chicago
— 6 nights

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6
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Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visiting Boat Tours & Water Sports and Swallow Cliff Stairs will get you outdoors. Get some cultural insight at The Art Institute of Chicago and Frank Lloyd Wright's Unity Temple. Explore Chicago's surroundings by going to Cantigny Park (in Wheaton), Little Red Schoolhouse (in Willow Springs) and Lake Geneva Ziplines & Adventures (in Lake Geneva). And it doesn't end there: steep yourself in history at Ernest Hemingway Birthplace, get a new perspective on nature at Field Museum, take a stroll through The Magnificent Mile, and admire the landmark architecture of Frank Lloyd Wright's Robie House.

To see where to stay, reviews, photos, and tourist information, you can read our Chicago trip itinerary builder site.

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

Things to do in Chicago

Outdoors · Parks · Museums · Historic Sites

Side Trips