5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago attractions planner

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1
Chicago
— 4 nights

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Millennium Park and Frank Lloyd Wright Home and Studio will appeal to history buffs. Shop till you drop at The Magnificent Mile and Chicago Cultural Center. Explore the numerous day-trip ideas around Chicago: South Bend (Grotto of Our Lady Lourdes & Basilica of the Sacred Heart), Cantigny Park (in Wheaton) and Illinois Holocaust Museum & Education Center (in Skokie). Next up on the itinerary: admire the masterpieces at The Art Institute of Chicago, admire the striking features of Skydeck Chicago - Willis Tower, engage your brain at Museum of Science and Industry, and observe the fascinating underwater world at Shedd Aquarium.

For photos, maps, and tourist information, go to the Chicago road trip website .

In September, plan for daily highs up to 78°F, and evening lows to 61°F. Wrap up your sightseeing on the 19th (Thu) to allow time to travel back home.

Things to do in Chicago

Museums Shopping Historic Sites

Side Trips

Skokie, South Bend, Oak Park, Cantigny Park
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum

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