15 days in Chicago Itinerary

15 days in Chicago Itinerary

Created using Inspirock Chicago tour planner

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1
Chicago
— 14 nights

14
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get a sense of the local culture at The Magnificent Mile and The Field Museum. You'll enjoy a bit of beach vacationing at Silver Beach County Park and Weko Park. Explore the numerous day-trip ideas around Chicago: Hickory Creek Winery (in Buchanan), Utica (August Hill Winery & Illinois Sparkling Co. Tasting Room & Starved Rock State Park) and Saint Joseph (St. Joseph Lighthouses & Lions Park Beach). The adventure continues: explore the world behind art at The Art Institute of Chicago, steep yourself in history at John Deere Historic Site, stroll through Geneva Lake Shore Path, and explore the activities along Grand Mere State Park.

For where to stay, reviews, traveler tips, and more tourist information, read our Chicago trip planner .

If you are flying in from Mexico, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In August, daytime highs in Chicago are 33°C, while nighttime lows are 22°C. Cap off your sightseeing on the 15th (Wed) early enough to travel back home.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Saint Joseph, Kenosha, Bridgman, Utica, Whihala Beach
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Silver Beach County Park ©
Silver Beach County Park
Basilica of the Sacred Heart ©
Basilica of the Sacred Heart

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