5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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1
Chicago
— 4 nights

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore and learn at The Art Institute of Chicago and Ernest Hemingway Birthplace. Get some historical perspective at Millennium Park and Fourth Presbyterian Church. Get out of town with these interesting Chicago side-trips: Independence Grove Forest Preserve (in Libertyville), Volo Bog State Natural Area (in Ingleside) and Swallow Cliff Stairs (in Palos Park). There's lots more to do: get a taste of the local shopping with The Magnificent Mile, see the interesting displays at The Field Museum, identify plant and animal life at Red Oak Nature Center, and trek along Little Red Schoolhouse.

For reviews, traveler tips, maps, and tourist information, you can read our Chicago trip maker app .

If you are flying in from Puerto Rico, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In September, daytime highs in Chicago are 30°C, while nighttime lows are 19°C. Finish your sightseeing early on the 18th (Wed) to allow enough time to travel back home.

Things to do in Chicago

Parks Wildlife Outdoors

Side Trips

Ernest Hemingway Birthplace, Red Oak Nature Center, Independence Grove Forest Preserve, Willowbrook Wildlife Center, Wheeler Park
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
The Field Museum ©
The Field Museum

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