3 days in Chicago Itinerary

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

You'll discover tucked-away gems like St. Julian Winery-Union Pier and Journeyman Distillery. Get some cultural insight at The Magnificent Mile and Millennium Park. Go for a jaunt from Chicago to New Buffalo to see Whittaker Woods Golf Club about 1h 20 min away. There's still lots to do: admire the masterpieces at The Art Institute of Chicago, don't miss a visit to Skydeck Chicago - Willis Tower, engage your brain at Museum of Science and Industry, and try your luck at Horseshoe Hammond.

Take the guesswork out of planning a Chicago vacation by using our trip itinerary maker.

If you are flying in from India, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. May in Chicago sees daily highs of 25°C and lows of 13°C at night. Finish your sightseeing early on the 28th (Tue) to allow enough time to travel back home.