8 days in Chicago Itinerary

8 days in Chicago Itinerary

Created using Inspirock Chicago holiday 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.
Museum-lovers will appreciate The Art Institute of Chicago and Museum of Science and Industry. You'll explore the less-touristy side of things at Starved Rock State Park and Prarie States Winery. Change things up with these side-trips from Chicago: Washington Square (in Ottawa), Weber House and Garden (in Streator) and St. Julian Winery-Union Pier (in Union Pier). There's much more to do: stroll through Silver Beach County Park, appreciate the extensive heritage of Millennium Park, learn about winemaking at Contessa Wine Cellars Tasting Room, and relax in the rural setting at Bengtson's Pumpkin Farm.

For maps, where to stay, more things to do, and other tourist information, use the Chicago journey tool .

If you are flying in from Dominican Republic, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In November, daily temperatures in Chicago can reach 11°C, while at night they dip to 1°C. Wrap up your sightseeing on the 10th (Sat) early enough to travel back home.

Things to do in Chicago

Outdoors Parks Historic Sites

Side Trips

Lake Geneva, Starved Rock State Park, Basilica of the Sacred Heart, Lemon Creek Winery, Grand Mere State Park
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Basilica of the Sacred Heart ©
Basilica of the Sacred Heart
Starved Rock State Park ©
Starved Rock State Park

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