37 days in Chicago Itinerary

37 days in Chicago Itinerary

Created using Inspirock Chicago holiday planner

Make it your trip
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Chicago
— 36 nights

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Chicago

— 36 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 South Bend (University of Notre Dame, Basilica of the Sacred Heart, &more), Hickory Creek Winery (in Buchanan) and Wheaton (Cosley Zoo & Illinois Prairie Path). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, learn more about the world around you at Field Museum, enjoy breathtaking views from 360 Chicago Observation Deck, and admire the striking features of Skydeck Chicago - Willis Tower.

For where to stay, photos, other places to visit, and other tourist information, go to the Chicago online trip itinerary maker.

If you are flying in from Saudi Arabia, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In April in Chicago, expect temperatures between 17°C during the day and 5°C at night.

Things to do in Chicago

Parks · Historic Sites · Museums · Outdoors

Side Trips