60 days in Chicago Itinerary

60 days in Chicago Itinerary

Created using Inspirock Chicago sightseeing planner
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Chicago
— 59 nights

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Chicago — 59 nights

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: Whiskey Acres Distilling Co. (in DeKalb), Honey Hill (in Waterman) and South Bend (Grotto of Our Lady Lourdes & Basilica of the Sacred Heart). There's lots more to do: explore the world behind art at The Art Institute of Chicago, engage your brain at Museum of Science and Industry, make a trip to Millennium Park, and get a new perspective on things with Boat Tours & Water Sports.

To see where to stay, maps, ratings, and more tourist information, read our Chicago road trip planning website.

In September, plan for daily highs up to 78°F, and evening lows to 61°F.
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Parks · Historic Sites · Outdoors · Museums
Side Trips