41 days in Chicago Itinerary

41 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

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Chicago
— 40 nights

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Chicago

— 40 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore Chicago's surroundings by going to Janesville (Rotary Botanical Gardens & CAMDEN Playground), Whiskey Acres Distilling Co. (in DeKalb) and South Bend (Basilica of the Sacred Heart, University of Notre Dame, &more). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, get curious at Museum of Science and Industry, take in the waterfront at Navy Pier, and get a new perspective on nature at Field Museum.

To find reviews, traveler tips, more things to do, and tourist information, go to the Chicago travel itinerary planner.

If you are flying in from Jordan, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In October, plan for daily highs up to 21°C, and evening lows to 11°C. Wrap up your sightseeing on the 29th (Fri) early enough to travel back home.

Things to do in Chicago

Parks · Outdoors · Trails · Museums

Side Trips