3 days in Chicago Itinerary

3 days in Chicago Itinerary

Created using Inspirock Chicago vacation planner

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1
Chicago
— 2 nights

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll discover tucked-away gems like The Escape Game Chicago and Lake Michigan. You'll find plenty of places to visit near Chicago: Indiana Dunes State Park (in Chesterton) and Indiana Dunes National Lakeshore (in Porter). The adventure continues: grab your bike and head to Lakefront Trail, stroll around Milton Lee Olive Park, admire the masterpieces at The Art Institute of Chicago, and learn the secrets of beer at a beer tour and tasting.

To see where to stay, photos, traveler tips, and other tourist information, refer to the Chicago road trip planning tool .

In May in Chicago, expect temperatures between 71°F during the day and 52°F at night. Wrap up your sightseeing on the 28th (Tue) early enough to travel back home.

Things to do in Chicago

Parks Nature Fun & Games

Side Trips

Indiana Dunes State Park, Lake Michigan, Indiana Dunes National Park
Highlights from your plan
The Escape Game Chicago ©
The Escape Game Chicago
Lake Michigan ©
Lake Michigan
Lakefront Trail ©
Lakefront Trail

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