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

S M T W T F S
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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 Chicago Riverwalk are good opportunities to explore the local culture. Museum-lovers will get to explore Milwaukee Art Museum and Volo Auto Museum. Change things up with these side-trips from Chicago: Riverwalk Lot (in Naperville), Milwaukee (Pabst Mansion, Basilica of St. Josaphat, &more) and South Bend (Studebaker National Museum & Basilica of the Sacred Heart). And it doesn't end there: enjoy the sea views from South Haven Lighthouses, explore the world behind art at Richard H. Driehaus Museum, contemplate the waterfront views at Lake Michigan, and grab your bike and head to Lakefront Trail.

To find photos and tourist information, refer to the Chicago trip itinerary planner.

In June in Chicago, expect temperatures between 81°F during the day and 63°F at night.

Things to do in Chicago

Museums · Historic Sites · Parks · Childrens Museums

Side Trips