8 days in Chicago Itinerary

8 days in Chicago Itinerary

Created using Inspirock Chicago route builder

Make it your trip
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Chicago
— 7 nights

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Chicago

— 7 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore and learn at The Art Institute of Chicago and Ernest Hemingway Birthplace. Get a sense of the local culture at The Magnificent Mile and Basilica of the Sacred Heart. Change things up with these side-trips from Chicago: Wheaton (First Division Museum at Cantigny & Cantigny Park), Grotto of Our Lady Lourdes (in South Bend) and Silver Beach County Park (in Saint Joseph). There's lots more to do: take a memorable tour with Tours, get curious at Museum of Science and Industry, get a new perspective on nature at Field Museum, and admire the striking features of Frank Lloyd Wright Home and Studio.

To see other places to visit, maps, where to stay, and tourist information, refer to the Chicago online sightseeing planner.

In September, plan for daily highs up to 78°F, and evening lows to 61°F. Cap off your sightseeing on the 2nd (Sat) early enough to travel back home.

Things to do in Chicago

Historic Sites · Museums · Outdoors · Parks

Side Trips