8 days in Chicago Itinerary

8 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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1
Chicago
— 7 nights

7
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore the less-touristy side of things at Starved Rock State Park and Anderson Japanese Gardens. Get out of town with these interesting Chicago side-trips: Prarie States Winery (in Genoa), University of Notre Dame (in South Bend) and Washington Square (in Ottawa). The adventure continues: admire the masterpieces at The Art Institute of Chicago, get curious at Museum of Science and Industry, immerse yourself in nature at Matthiessen State Park, and appreciate the history behind The Middle East Conflicts Wall Memorial.

To find reviews, where to stay, photos, and tourist information, read Chicago online route maker .

In November, daily temperatures in Chicago can reach 50°F, while at night they dip to 35°F. Cap off your sightseeing on the 23rd (Fri) early enough to travel back home.

Things to do in Chicago

Parks Museums Outdoors

Side Trips

Saint Joseph, Utica, Prairie States Winery, The Middle East Conflicts Wall Memorial, Anderson Japanese Gardens
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Anderson Japanese Gardens ©
Anderson Japanese Gardens
Starved Rock State Park ©
Starved Rock State Park

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