37 days in Chicago Itinerary

37 days in Chicago Itinerary

Created using Inspirock Chicago trip builder

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1
Chicago
— 36 nights

36
nights
Chicago

Chicago ©
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 (Studebaker National Museum, Basilica of the Sacred Heart, & more), White River State Trail (in Elkhorn) and Rotary Botanical Gardens (in Janesville). Next up on the itinerary: admire the masterpieces at The Art Institute of Chicago, enjoy breathtaking views from Skydeck Chicago - Willis Tower, admire the landmark architecture of 360 Chicago Observation Deck, and get curious at Field Museum.

For photos, traveler tips, maps, and tourist information, use the Chicago trip planner.

If you are flying in from Jersey, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 17°C in April, and nighttime lows around 5°C. Wrap up your sightseeing on the 13th (Thu) to allow time to travel back home.

Things to do in Chicago

Parks Museums Historic Sites

Side Trips

Milwaukee, Evanston, Oak Park, Wheaton, South Bend
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

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