34 days in Chicago Itinerary

34 days in Chicago Itinerary

Created using Inspirock Chicago tour itinerary planner

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Chicago
— 33 nights

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Chicago

— 33 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your inner history buff will appreciate Frank Lloyd Wright's Robie House and Frank Lloyd Wright Home and Studio. The Art Institute of Chicago and The Magnificent Mile are good opportunities to explore the local culture. Explore Chicago's surroundings by going to Cowles Bog (in Chesterton), Basilica of the Sacred Heart (in South Bend) and Brookfield Zoo (in Brookfield). Plan for a day of cool, family-friendly fun on the 1st (Wed) at Six Flags Great America. There's still lots to do: learn more about the world around you at Field Museum, take a leisurely stroll along Navy Pier, admire nature's wide array of creatures at Lincoln Park Zoo, and steep yourself in history at Ernest Hemingway Birthplace.

To see traveler tips, more things to do, and tourist information, read our Chicago trip planner.

July in Chicago sees daily highs of 83°F and lows of 67°F at night. Finish your sightseeing early on the 13th (Mon) so you can travel back home.

Things to do in Chicago

Parks · Outdoors · Beaches · Nature

Side Trips