9 days in Chicago Itinerary

9 days in Chicago Itinerary

Created using Inspirock Chicago visit planner

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1
Chicago
— 8 nights

8
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Discover out-of-the-way places like Silver Beach County Park and Prairie States Winery. Get out of town with these interesting Chicago side-trips: Utica (August Hill Winery & Illinois Sparkling Co. Tasting Room & Starved Rock State Park), Veterans' Memorial Arch (in Dixon) and St. Julian Winery-Union Pier (in Union Pier). There's much more to do: explore the world behind art at The Art Institute of Chicago, take a stroll through The Magnificent Mile, get curious at Museum of Science and Industry, and learn about winemaking at Domaine Berrien Cellars.

For maps, photos, and other tourist information, you can read our Chicago online sightseeing planner .

If you are flying in from Canada, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In October, plan for daily highs up to 21°C, and evening lows to 11°C. Finish your sightseeing early on the 24th (Thu) so you can travel back home.

Things to do in Chicago

Wineries Parks Museums

Side Trips

Utica, Silver Beach County Park, St. Julian Winery-Union Pier, Veterans' Memorial Arch, Butler Winery
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Silver Beach County Park ©
Silver Beach County Park
The Magnificent Mile ©
The Magnificent Mile

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