15 days in Chicago Itinerary

15 days in Chicago Itinerary

Created using Inspirock Chicago tour itinerary maker

Make it your trip
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Chicago
— 14 nights

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Chicago

— 14 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your day by day itinerary now includes Chicago Trolley & Double Decker Co., Chicago Crime Tours and Experiences and The Comedy Bar. Museum-lovers will appreciate The Art Institute of Chicago and Field Museum. The Magnificent Mile and Museum of Science and Industry are good opportunities to explore the local culture. Change things up with these side-trips from Chicago: Whiskey Acres Distilling Co. (in DeKalb), Naperville Historic District (in Naperville) and Carpenter Creek Cellars (in Remington). There's still lots to do: walk around Millennium Park, take in panoramic vistas at Skydeck Chicago - Willis Tower, learn about winemaking at Cedar Creek Winery, and see the interesting displays at Oriental Institute Museum.

To see more things to do, photos, traveler tips, and tourist information, refer to the Chicago day trip planner.

If you are flying in from Mexico, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. Expect a daytime high around 11°C in November, and nighttime lows around 1°C.

Things to do in Chicago

Museums · Neighborhoods · Historic Sites · Wineries

Side Trips