30 days in Chicago Itinerary

30 days in Chicago Itinerary

Created using Inspirock Chicago route builder

Plan created by another user. Make it yours
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Chicago
— 29 nights

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Chicago

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your cultural itinerary includes sights like The Art Institute of Chicago and Chicago Riverwalk. You'll explore the less-touristy side of things at Richard H. Driehaus Museum and Silver Beach County Park. Change things up with these side-trips from Chicago: New Buffalo (Whittaker Woods Golf Club & Galien River County Park), Journeyman Distillery (in Three Oaks) and Chesterton (Cowles Bog, Coffee Creek Watershed Preserve, &more). And it doesn't end there: examine the collection at IL Route 66 Association Hall of Fame & Museum, appreciate the extensive heritage of Riverwalk Lot, brush up on your military savvy at Cantigny Park, and get engrossed in the history at Studebaker National Museum.

To find ratings, traveler tips, and tourist information, read Chicago trip maker site.

In May, daily temperatures in Chicago can reach 71°F, while at night they dip to 52°F. Finish up your sightseeing early on the 30th (Thu) so you can travel back home.

Things to do in Chicago

Parks · Wildlife · Museums · Outdoors

Side Trips

Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
IL Route 66 Association Hall of Fame & Museum ©
Cantigny Park ©
Cantigny Park

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