6 days in Chicago Itinerary

6 days in Chicago Itinerary

Created using Inspirock Chicago holiday builder

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Route & dates

1
Chicago
— 5 nights

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get outdoors at Boat Tours & Water Sports and The 606. Popular historic sites such as Basilica of St. Josaphat and Frank Lloyd Wright's Robie House are in your itinerary. Venture out of the city with trips to Cantigny Park (in Wheaton), Little Red Schoolhouse (in Willow Springs) and South Bend (Basilica of the Sacred Heart & Grotto of Our Lady Lourdes). The adventure continues: admire the masterpieces at The Art Institute of Chicago, take an in-depth tour of Ernest Hemingway Birthplace, contemplate in the serene atmosphere at Fourth Presbyterian Church, and get curious at Museum of Science and Industry.

For photos, reviews, where to stay, and tourist information, read our Chicago driving holiday planner.

If you are flying in from New Zealand, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 3°C in December, and nighttime lows around -3°C. Finish up your sightseeing early on the 2nd (Sat) so you can travel back home.

Things to do in Chicago

Historic Sites Outdoors Parks

Side Trips

Oak Park, South Bend, Cantigny Park, Grant Park, Little Red Schoolhouse
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Frank Lloyd Wright's Unity Temple ©
Frank Lloyd Wright's Unity Temple
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

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