22 days in Chicago Itinerary

22 days in Chicago Itinerary

Created using Inspirock Chicago travel route maker

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1
Chicago
— 21 nights

21
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
The Art Institute of Chicago and Museum of Science and Industry are good opportunities to explore the local culture. Popular historic sites such as Ernest Hemingway Birthplace and Basilica of the Sacred Heart are in your itinerary. Venture out of the city with trips to Swallow Cliff Stairs (in Palos Park), Bachelor Grove Cemetery (in Midlothian) and Veteran Acres Park (in Crystal Lake). There's still lots to do: wander the streets of The Magnificent Mile, grab your bike and head to Grant Park, get some jogging in at Panhandle Pathway, and try your luck at Horseshoe Hammond.

To see maps and other tourist information, you can read our Chicago trip itinerary planning app .

If you are flying in from Australia, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 8°C in March, and nighttime lows around -1°C. Finish your sightseeing early on the 25th (Thu) so you can travel back home.

Things to do in Chicago

Parks Outdoors Trails

Side Trips

Oak Park, Milwaukee, Saint Joseph, Willow Springs, Kenosha
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

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