30 days in Chicago Itinerary

30 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

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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.
We've included these beaches for you: Silver Beach County Park and Oak Street Beach. Get some cultural insight at The Magnificent Mile and Museum of Science and Industry. Explore the numerous day-trip ideas around Chicago: Oak Savannah Trail (in Griffith), Whihala Beach (in Whiting) and Taltree Arboretum and Gardens (in Valparaiso). The adventure continues: admire the masterpieces at The Art Institute of Chicago, get to know the fascinating history of Millennium Park, look for all kinds of wild species at Prairie Wolf Slough, and see what you can catch with a fishing tour.

To find ratings, photos, traveler tips, and tourist information, you can read our Chicago trip planning tool .

May in Chicago sees daily highs of 71°F and lows of 52°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

Skokie, Chesterton, Naperville, Oak Park, Highland Park
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum

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