8 days in Chicago Itinerary

8 days in Chicago Itinerary

Created using Inspirock Chicago itinerary planner

Make it your trip
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Chicago
— 7 nights

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Chicago

— 7 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, enjoy breathtaking views from Skydeck Chicago - Willis Tower, admire the landmark architecture of 360 Chicago Observation Deck, and laugh and play at Navy Pier.

To see where to stay, ratings, photos, and more tourist information, read our Chicago holiday maker app.

In May, plan for daily highs up to 71°F, and evening lows to 52°F.

Things to do in Chicago

Museums · Parks · Childrens Museums · Tours

Side Trips