41 days in Chicago Itinerary

41 days in Chicago Itinerary

Created using Inspirock Chicago holiday planner

Make it your trip
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Chicago
— 40 nights

S M T W T F S
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Chicago

— 40 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visit Silver Beach County Park and Kathy Osterman Beach for some beach relaxation. Let the collections at The Art Institute of Chicago and Museum of Science and Industry capture your imagination. Get out of town with these interesting Chicago side-trips: Weko Beach Park (in Bridgman), Bender Park Waterfront (in Oak Creek) and Highland Park (Rosewood Beach & Prairie Wolf Slough). There's still lots to do: get curious at Field Museum, admire the striking features of Frank Lloyd Wright's Robie House, walk around Millennium Park, and contemplate the long history of Ernest Hemingway Birthplace.

To see reviews, ratings, where to stay, and tourist information, read Chicago trip maker website.

June in Chicago sees daily highs of 81°F and lows of 63°F at night. Cap off your sightseeing on the 13th (Sat) early enough to travel back home.

Things to do in Chicago

Parks · Outdoors · Wildlife · Trails

Side Trips