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.
You'll explore the less-touristy side of things at Starved Rock State Park and Silver Beach County Park. Get a sense of the local culture at The Art Institute of Chicago and The Magnificent Mile. Change things up with these side-trips from Chicago: Jasper-Pulaski Fish and Wildlife Area (in Medaryville), Cowles Bog (in Chesterton) and Contessa Wine Cellars Tasting Room (in Coloma). The adventure continues: do a tasting at Carpenter Creek Cellars, don't miss a visit to Franklin Creek Grist Mill, get to know the fascinating history of Millennium Park, and take in nature's colorful creations at Fernwood Botanical Garden and Nature Preserve.

To see traveler tips, reviews, maps, and tourist information, read our Chicago day trip planning website .

In December, daily temperatures in Chicago can reach 38°F, while at night they dip to 26°F. Finish your sightseeing early on the 8th (Sat) so you can travel back home.

Things to do in Chicago

Parks Wildlife Outdoors

Side Trips

Hickory Creek Winery, Geneva Lake Shore Path, Cowles Bog, Franklin Creek Grist Mill, Silver Beach County Park
Highlights from your plan
Starved Rock State Park ©
Starved Rock State Park
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile

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