27 days in Chicago Itinerary

27 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

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1
Chicago
— 26 nights

26
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Head to Box Factory for the Arts and Studio Wineryfor plenty of shopping. Get some historical perspective at John Deere Historic Site and Cedar Lake Historical Association Museum. Venture out of the city with trips to Westclox Museum (in Peru), Hegeler Carus Mansion (in LaSalle) and Weber House and Garden (in Streator). There's still lots to do: kick back and relax at Silver Beach County Park, cast your line with a fishing tour, deepen your understanding at Studebaker National Museum, and examine the collection at Pontiac-Oakland Automobile Museum.

For traveler tips, more things to do, other places to visit, and tourist information, go to the Chicago day trip tool .

If you are flying in from Spain, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In May, daytime highs in Chicago are 25°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 12th (Wed) to allow time to travel back home.

Things to do in Chicago

Museums Parks Wildlife

Side Trips

Pontiac, South Bend, Saint Joseph, Kenosha, Chesterton
Highlights from your plan
Silver Beach County Park ©
Silver Beach County Park
Cantigny Park ©
Cantigny Park

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