30 days in Chicago Itinerary

30 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Chicago
— 29 nights

29
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
For shopping fun, head to The Magnificent Mile or Chicago Cultural Center. Appreciate the collections at The Art Institute of Chicago and IL Route 66 Association Hall of Fame & Museum. Venture out of the city with trips to Saint Joseph (Silver Beach County Park, Fishing Charters & Tours, &more), Jasper-Pulaski Fish and Wildlife Area (in Medaryville) and Shrine of the Christ's Passion (in Saint John). There's still lots to do: take an in-depth tour of Studebaker National Museum, pause for some serene contemplation at Basilica of the Sacred Heart, get curious at Museum of Science and Industry, and get to know the fascinating history of Riverwalk Lot.

To find ratings, other places to visit, traveler tips, and tourist information, refer to the Chicago trip planner.

In May in Chicago, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 30th (Thu) to allow time to travel back home.

Things to do in Chicago

Parks Wildlife Outdoors

Side Trips

Pontiac, Chesterton, South Bend, Evanston, Saint Joseph
Highlights from your plan
Chicago Cultural Center ©
Chicago Cultural Center
IL Route 66 Association Hall of Fame & Museum ©
Cantigny Park ©
Cantigny Park

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