10 days in Chicago Itinerary

10 days in Chicago Itinerary

Created using Inspirock Chicago sightseeing planner

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1
Chicago
— 9 nights

9
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Popular historic sites such as Millennium Park and Ernest Hemingway Birthplace are in your itinerary. Escape the urban bustle at Bengtson's Pumpkin Farm and Cowles Bog. Explore Chicago's surroundings by going to Willowbrook Wildlife Center (in Glen Ellyn), Three Oaks Recreation Area (in Crystal Lake) and Red Oak Nature Center (in Batavia). There's lots more to do: explore the world behind art at The Art Institute of Chicago, hike along Little Red Schoolhouse, take in panoramic vistas at Skydeck Chicago - Willis Tower, and admire the landmark architecture of Frank Lloyd Wright Home and Studio.

For traveler tips, where to stay, and tourist information, use the Chicago trip planner .

In November in Chicago, expect temperatures between 50°F during the day and 35°F at night. Cap off your sightseeing on the 10th (Sat) early enough to travel back home.

Things to do in Chicago

Parks Wildlife Museums

Side Trips

Oak Park, Cowles Bog, Little Red Schoolhouse, Three Oaks Recreation Area, Bengtson's Pumpkin Farm
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

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