27 days in Chicago Itinerary

27 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary builder

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Chicago
— 26 nights

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Chicago

— 26 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Change things up with these side-trips from Chicago: Starved Rock State Park (in Utica), Pioneer Sholes Historic Site (in Saint Charles) and Whiskey Acres Distilling Co. (in DeKalb). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, get a taste of the local shopping with The Magnificent Mile, make a trip to Millennium Park, and get curious at Museum of Science and Industry.

To find maps, ratings, where to stay, and tourist information, read Chicago online vacation maker.

If you are flying in from New Zealand, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In September, daytime highs in Chicago are 30°C, while nighttime lows are 19°C. Cap off your sightseeing on the 1st (Thu) early enough to travel back home.

Things to do in Chicago

Parks · Museums · Outdoors · Trails

Side Trips

Find places to stay Sep 5 — Oct 1: