30 days in Chicago Itinerary

30 days in Chicago Itinerary

Created using Inspirock Chicago route planner

Make it your trip
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Chicago
— 29 nights

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Chicago

— 29 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll find plenty of places to visit near Chicago: Ottawa (Washington Square Park & SaltTreeYoga), Sri Venkateswara Swami Temple (in Aurora) and Whiskey Acres Distilling Co. (in DeKalb). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, admire the striking features of Basilica of St. Josaphat, stroll around Millennium Park, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To see more things to do, traveler tips, other places to visit, and more tourist information, use the Chicago journey planner.

If you are flying in from Republic of North Macedonia, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. December in Chicago sees daily highs of 3°C and lows of -3°C at night.

Things to do in Chicago

Museums · Historic Sites · Parks · Shopping

Side Trips