28 days in Chicago Itinerary

28 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

Make it your trip
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Chicago
— 27 nights

S M T W T F S
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Chicago

— 27 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get out of town with these interesting Chicago side-trips: Copper Fiddle Distillery (in Lake Zurich), Anderson Japanese Gardens (in Rockford) and Whiskey Acres Distilling Co. (in DeKalb). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, wander the streets of The Magnificent Mile, get a new perspective on nature at Field Museum, and find something for the whole family at Navy Pier.

To find reviews, photos, other places to visit, and other tourist information, read our Chicago road trip planning tool.

If you are flying in from Turkey, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In May, daily temperatures in Chicago can reach 25°C, while at night they dip to 13°C.

Things to do in Chicago

Parks · Museums · Historic Sites · Outdoors

Side Trips