5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago trip 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 Millennium Park and The Magnificent Mile. Relax by the water at Bender Park Waterfront and Weko Park. Change things up with these side-trips from Chicago: Whihala Beach (in Whiting), Rosewood Beach (in Highland Park) and Hawthorn Hollow - Nature Sanctuary and Arboretum (in Kenosha). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, kick back and relax at Silver Beach County Park, take in the spiritual surroundings of Fourth Presbyterian Church, and delve into the lush surroundings at Swallow Cliff Stairs.

To find photos, other places to visit, traveler tips, and more tourist information, read Chicago travel route planner.

If you are flying in from Mexico, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 30°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 16th (Mon) to allow enough time to travel back home.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Hawthorn Hollow - Nature Sanctuary and Arboretum, Bender Park Waterfront, Whihala Beach, Rosewood Beach, Silver Beach County Park
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Swedish American Museum ©
Swedish American Museum

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