14 days in Chicago Itinerary

14 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

Plan created by another user. Make it yours
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Chicago
— 13 nights

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Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Shop till you drop at Woodfield Mall and Chicago Premium Outlets. Get in touch with nature at Starved Rock State Park and Jasper-Pulaski Fish and Wildlife Area. You'll find plenty of places to visit near Chicago: Adagio Teas (in Naperville), Standard Oil Gas Station (in Odell) and Ambler's Texaco Gas Station, Dwight (in Dwight). There's much more to do: trek along Geneva Lake Shore Path, explore the world behind art at The Art Institute of Chicago, admire the local landmark of Crown Fountain, and revel in the low prices at Lighthouse Place Premium Outlets.

To see photos, traveler tips, maps, and more tourist information, read our Chicago holiday planning site.

If you are flying in from India, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. October in Chicago sees daily highs of 21°C and lows of 11°C at night. Finish your sightseeing early on the 14th (Mon) to allow enough time to travel back home.

Things to do in Chicago

Shopping · Parks · Outdoors · Beaches

Side Trips