3 days in Chicago Itinerary

3 days in Chicago Itinerary

Created using Inspirock Chicago attractions planner

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

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Chicago

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
The Art Institute of Chicago and Cantigny Park will appeal to museum buffs. Popular historic sites such as Frank Lloyd Wright's Unity Temple and Fourth Presbyterian Church are in your itinerary. Explore the numerous day-trip ideas around Chicago: Little Red Schoolhouse (in Willow Springs), Highland Park (Prairie Wolf Slough & Rosewood Beach) and Skokie Lagoons (in Winnetka). Next up on the itinerary: get interesting insight from Tours, steep yourself in history at Pleasant Home, get to know the fascinating history of Chicago Riverwalk, and admire the striking features of Frank Lloyd Wright Home and Studio.

For where to stay, ratings, traveler tips, and tourist information, you can read our Chicago journey planner.

In September, plan for daily highs up to 78°F, and evening lows to 61°F.

Things to do in Chicago

Outdoors · Parks · Historic Sites · Wildlife

Side Trips

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