4 days in Chicago Itinerary

4 days in Chicago Itinerary

Created using Inspirock Chicago journey maker

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Chicago
— 3 nights

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nights
Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Satisfy your inner culture vulture at IL Route 66 Association Hall of Fame & Museum and Chicago Cultural Center. Visiting Jasper-Pulaski Fish and Wildlife Area and Franklin Creek Grist Mill will get you outdoors. Get out of town with these interesting Chicago side-trips: Pontiac (Museum of the Gilding Arts & Livingston County War Museum), Saint Joseph (Box Factory for the Arts & Silver Beach County Park) and Hickory Creek Winery (in Buchanan). Next up on the itinerary: do a tasting at Carpenter Creek Cellars and contemplate the long history of John Deere Historic Site.

To see photos, ratings, reviews, and tourist information, you can read our Chicago trip planner.

In April, plan for daily highs up to 59°F, and evening lows to 40°F. Wrap up your sightseeing on the 14th (Sun) to allow time to travel back home.

Things to do in Chicago

Parks · Museums · Wildlife · Outdoors

Side Trips

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