4 days in Chicago Itinerary

4 days in Chicago Itinerary

Created using Inspirock Chicago journey planner

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1
Chicago
— 3 nights

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step off the beaten path and head to Chicago Riverwalk and Indiana Dunes State Park. Do some cultural sightseeing at The Art Institute of Chicago and Cantigny Park. Venture out of the city with trips to Silver Beach County Park (in Saint Joseph), Geneva Lake Shore Path (in Lake Geneva) and Grand Mere State Park (in Stevensville). The adventure continues: explore the landscape on two wheels at Lakefront Trail, get to know the fascinating history of Millennium Park, admire the striking features of Tribune Tower, and ponder the design of Buckingham Fountain.

To find more things to do, other places to visit, traveler tips, and other tourist information, go to the Chicago attractions planning app .

In August, daily temperatures in Chicago can reach 83°F, while at night they dip to 67°F. Wrap up your sightseeing on the 26th (Mon) to allow time to travel back home.

Things to do in Chicago

Parks Outdoors Trails

Side Trips

Geneva Lake Shore Path, Grand Mere State Park, Cantigny Park, Silver Beach County Park, Indiana Dunes State Park
Highlights from your plan
Lakefront Trail ©
Lakefront Trail
Silver Beach County Park ©
Silver Beach County Park
Cantigny Park ©
Cantigny Park

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