3 days in Chicago Itinerary

3 days in Chicago Itinerary

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Route & dates

3 days in Chicago Itinerary

Start: Cincinnati
Drive:  5​h
1
Chicago
— 1 night
Drive:  5​h
End: Cincinnati

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your list of things to see and do now includes The Old Town of Chicago, National Museum of Mexican Art, Museum of Contemporary Art, and other attractions. On the 19th (Sat), ponder the design of Buckingham Fountain, then explore the world behind art at Museum of Contemporary Art, then stroll around Millennium Park, and finally join in the after-dark buzz at Chicago Detours. Here are some ideas for day two: explore the world behind art at National Museum of Mexican Art, then see the interesting displays at Richard H. Driehaus Museum, then wander the streets of The Old Town of Chicago, and finally shop like a local with Skokie Northshore Sculpture Park.

For traveler tips, maps, more things to do, and other tourist information, use the Chicago day trip planning tool .

Cincinnati to Chicago is an approximately 4-hour flight. You can also do a combination of bus, taxi, and flight; or drive. You'll gain 1 hour traveling from Cincinnati to Chicago due to the time zone difference. October in Chicago sees daily highs of 65°F and lows of 49°F at night. Finish your sightseeing early on the 20th (Sun) to allow enough time to travel back home.

Things to do in Chicago

Museums Tours Neighborhoods

Side Trip

Skokie Northshore Sculpture Park
Highlights from your plan
Millennium Park ©
Millennium Park
Richard H. Driehaus Museum ©
Richard H. Driehaus Museum
Museum of Contemporary Art ©
Museum of Contemporary Art

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