25 days in Chicago Itinerary

25 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

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1
Chicago
— 24 nights

24
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Venture out of the city with trips to Oak Savannah Trail (in Griffith), Janesville (Rotary Botanical Gardens & CAMDEN Playground) and Milwaukee (Milwaukee Art Museum, Harley-Davidson Museum, & more). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, admire the landmark architecture of 360 Chicago Observation Deck, get up close and personal with brilliant marine life at Shedd Aquarium, and get to know the resident critters at Lincoln Park Zoo.

To see where to stay, other places to visit, traveler tips, and tourist information, refer to the Chicago trip itinerary planning website .

In September in Chicago, expect temperatures between 78°F during the day and 61°F at night. Finish your sightseeing early on the 30th (Mon) to allow enough time to travel back home.

Things to do in Chicago

Parks Museums Outdoors

Side Trips

Milwaukee, Oak Park, Saint Joseph, Evanston, South Bend
Find places to stay Sep 6 — 30:
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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