5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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Route & dates

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.
You'll explore and learn at The Art Institute of Chicago and Museum of Science and Industry. Frank Lloyd Wright's Unity Temple and Frank Lloyd Wright Home and Studio will appeal to history buffs. When in Chicago, make a side trip to see Grosse Point Lighthouse in Evanston, approximately Evanston away. There's much more to do: shop like a local with The Magnificent Mile, take in panoramic vistas at Skydeck Chicago - Willis Tower, walk around Millennium Park, and steep yourself in history at Pleasant Home.

To see ratings, reviews, traveler tips, and more tourist information, you can read our Chicago itinerary planner.

In June in Chicago, expect temperatures between °F during the day and °F at night. On the 22nd (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Chicago

Historic Sites Museums Childrens Museums

Side Trips

Oak Park, Grosse Point Lighthouse
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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