8 days in Chicago Itinerary

8 days in Chicago Itinerary

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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.
Step off the beaten path and head to Carpenter Creek Cellars and Prarie States Winery. Do some cultural sightseeing at John Deere Historic Site and Amboy Depot Museum. Explore the numerous day-trip ideas around Chicago: Chapel of the Resurrection (in Valparaiso), Kersting's Cycle Center and Museum (in Winamac) and Utica (August Hill Winery & Illinois Sparkling Co. Tasting Room & Starved Rock State Park). Next up on the itinerary: kick back and relax at Silver Beach County Park, take in nature's colorful creations at Weber House and Garden, do a tasting at DC Estate Winery, and trek along Geneva Lake Shore Path.

To see photos, maps, more things to do, and other tourist information, refer to the Chicago trip planner .

If you are flying in from Japan, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. November in Chicago sees daily highs of 11°C and lows of 1°C at night. Wrap up your sightseeing on the 29th (Thu) to allow time to travel back home.

Things to do in Chicago

Parks Outdoors Museums

Side Trips

Pontiac, Utica, Chapel of the Resurrection, John Deere Historic Site, Weber House and Garden
Highlights from your plan
Starved Rock State Park ©
Starved Rock State Park
Carpenter Creek Cellars ©
Carpenter Creek Cellars
Prarie States Winery ©
Prarie States Winery

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