57 days in Chicago Itinerary

57 days in Chicago Itinerary

Created using Inspirock Chicago trip maker

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Chicago
— 56 nights

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Chicago

— 56 nights

Windy City

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: Whiskey Acres Distilling Co. (in DeKalb), Aurora (Blackberry Farm & Tanner House Museum) and Saint Charles (Pioneer Sholes Historic Site, Downtown St. Charles, &more). There's lots more to do: explore the world behind art at The Art Institute of Chicago, admire the landmark architecture of 360 Chicago Observation Deck, get a new perspective on nature at Field Museum, and take a leisurely stroll along Navy Pier.

To find maps, more things to do, traveler tips, and tourist information, use the Chicago holiday planning site.

If you are flying in from United Kingdom, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In May, plan for daily highs up to 25°C, and evening lows to 13°C.

Things to do in Chicago

Parks · Museums · Historic Sites · Outdoors

Side Trips