22 days in Chicago Itinerary

22 days in Chicago Itinerary

Created using Inspirock Chicago holiday planner

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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.
Head to The Magnificent Mile and Wicker Parkfor plenty of shopping. Museum-lovers will appreciate The Art Institute of Chicago and Museum of Science and Industry. Venture out of the city with trips to MB Financial Park at Rosemont (in Rosemont), Silver Beach County Park (in Saint Joseph) and Little Red Schoolhouse (in Willow Springs). There's lots more to do: get to know the fascinating history of Millennium Park, take a peaceful walk through Swallow Cliff Stairs, don't miss a visit to Skydeck Chicago - Willis Tower, and contemplate the long history of Ernest Hemingway Birthplace.

To see maps, where to stay, reviews, and tourist information, read Chicago trip planner .

If you are flying in from Mexico, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In December, daily temperatures in Chicago can reach 3°C, while at night they dip to -3°C. Finish your sightseeing early on the 5th (Sat) so you can travel back home.

Things to do in Chicago

Parks Wildlife Outdoors

Side Trips

Oak Park, Chesterton, Skokie, Highland Park, Red Oak Nature Center
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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