5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago sightseeing planner

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1
Chicago
— 4 nights

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Satisfy your inner culture vulture at The Art Institute of Chicago and Chicago Cultural Center. Let the collections at Milwaukee Art Museum and Volo Auto Museum capture your imagination. Explore the numerous day-trip ideas around Chicago: Cantigny Park (in Wheaton), Chicago Premium Outlets (in Aurora) and Albanese Candy Factory (in Merrillville). There's much more to do: see the interesting displays at IL Route 66 Association Hall of Fame & Museum, appreciate the extensive heritage of Millennium Park, get a taste of the local shopping with Lincoln Park, and admire the masterpieces at Richard H. Driehaus Museum.

For traveler tips, more things to do, ratings, and tourist information, you can read our Chicago journey builder website .

In September, plan for daily highs up to 78°F, and evening lows to 61°F. Wrap up your sightseeing on the 20th (Fri) to allow time to travel back home.

Things to do in Chicago

Museums Shopping Neighborhoods

Side Trips

Albanese Candy Factory, Studebaker National Museum, Volo Auto Museum, Chicago Premium Outlets, Cantigny Park
Highlights from your plan
Chicago Cultural Center ©
Chicago Cultural Center
Milwaukee Art Museum ©
Milwaukee Art Museum

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