60 days in Chicago Itinerary

60 days in Chicago Itinerary

Created using Inspirock Chicago trip maker

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Chicago
— 59 nights

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Chicago

— 59 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll find plenty of places to visit near Chicago: South Bend (Grotto of Our Lady Lourdes & Basilica of the Sacred Heart), Honey Hill (in Waterman) and Whiskey Acres Distilling Co. (in DeKalb). There's still lots to do: admire the masterpieces at The Art Institute of Chicago, head outdoors with Outdoor Activities, admire the striking features of Skydeck Chicago - Willis Tower, and get curious at Museum of Science and Industry.

For traveler tips, reviews, and more tourist information, refer to the Chicago holiday planner.

Expect a daytime high around 78°F in September, and nighttime lows around 61°F.

Things to do in Chicago

Parks · Historic Sites · Museums · Outdoors

Side Trips