15 days in Chicago Itinerary

15 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

Make it your trip
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Chicago
— 14 nights

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Chicago

— 14 nights

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 Studebaker National Museum are good opportunities to explore the local culture. Museum-lovers will get to explore Milwaukee Art Museum and Cantigny Park. Change things up with these side-trips from Chicago: Riverwalk Lot (in Naperville), Basilica of the Sacred Heart (in South Bend) and Milwaukee (Pabst Mansion, Basilica of St. Josaphat, &more). And it doesn't end there: see the interesting displays at Richard H. Driehaus Museum, visit a coastal fixture at Wind Point Lighthouse, steep yourself in history at Baha'i House of Worship, and appreciate the extensive heritage of Chicago Riverwalk.

To find maps, reviews, photos, and tourist information, go to the Chicago attractions planner.

In June, plan for daily highs up to 81°F, and evening lows to 63°F.

Things to do in Chicago

Museums · Historic Sites · Parks · Childrens Museums

Side Trips