8 days in Chicago Itinerary

8 days in Chicago Itinerary

Created using Inspirock Chicago travel planner

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Chicago
— 7 nights

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Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get some historical perspective at Ronald Reagan Boyhood Home and John Deere Historic Site. You'll discover tucked-away gems like Silver Beach County Park and Starved Rock State Park. Get out of town with these interesting Chicago side-trips: Domaine Berrien Cellars (in Berrien Springs), Prairie States Winery (in Genoa) and St. Julian Winery & Distillery (in Union Pier). There's still lots to do: shop like a local with The Magnificent Mile, admire the masterpieces at The Art Institute of Chicago, take in panoramic vistas at Skydeck Chicago - Willis Tower, and pause for some photo ops at Cloud Gate.

To find reviews, traveler tips, maps, and tourist information, read our Chicago itinerary maker website.

If you are flying in from South Africa, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In April, daily temperatures in Chicago can reach 17°C, while at night they dip to 5°C. Finish your sightseeing early on the 3rd (Fri) to allow enough time to travel back home.

Things to do in Chicago

Parks · Wineries · Museums

Side Trips

Utica, Dixon, Silver Beach County Park, Weber House and Garden, John Deere Historic Site
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Silver Beach County Park ©
Silver Beach County Park
John Deere Historic Site ©
John Deere Historic Site

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