15 days in Chicago Itinerary

15 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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1
Chicago
— 14 nights

14
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore the numerous day-trip ideas around Chicago: Bengtson's Pumpkin Farm (in Homer Glen), Saint Joseph (Silver Beach Carousel, Silver Beach County Park, & more) and Chesterton (Indiana Dunes State Park & Cowles Bog). Plan for a day of cool, family-friendly fun on the 10th (Mon) at Six Flags Great America. There's lots more to do: explore the world behind art at The Art Institute of Chicago, explore and take pictures at Millennium Park, examine the collection at The Field Museum, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To see ratings, photos, more things to do, and tourist information, refer to the Chicago day trip planning app .

If you are flying in from United Kingdom, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In August, daily temperatures in Chicago can reach 33°C, while at night they dip to 22°C. Finish up your sightseeing early on the 16th (Sun) so you can travel back home.

Things to do in Chicago

Parks Outdoors Theme Parks

Side Trips

Saint Joseph, Oak Park, Chesterton, Wheaton, Washington Square
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Wrigley Field ©
Wrigley Field

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