27 days in Chicago Itinerary

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

Appreciate the collections at The Art Institute of Chicago and Field Museum. Satisfy your inner culture vulture at The Magnificent Mile and Basilica of the Sacred Heart. Get out of town with these interesting Chicago side-trips: Saint Joseph (Silver Beach County Park & Lions Park Beach), Grand Mere State Park (in Stevensville) and Whihala Beach (in Whiting). There's still lots to do: stop by Ernest Hemingway Birthplace, try to win big at Horseshoe Hammond, admire the striking features of Frank Lloyd Wright Home and Studio, and contemplate in the serene atmosphere at Fourth Presbyterian Church.

Start your trip to Chicago by creating a personalized itinerary on Inspirock.

If you are flying in from Thailand, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In January in Chicago, expect temperatures between 0°C during the day and -9°C at night. Wrap up your sightseeing on the 9th (Sat) early enough to travel back home.