5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago travel planner

Plan created by another user. Make it yours
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Chicago
— 4 nights

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Chicago

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Satisfy your inner culture vulture at The Art Institute of Chicago and Fourth Presbyterian Church. Step out of the city life by going to Little Red Schoolhouse and Swallow Cliff Stairs. Explore the numerous day-trip ideas around Chicago: Fishing Charters & Tours (in Saint Joseph), Prairie Wolf Slough (in Highland Park) and Deer Grove Forest Preserve (in Palatine). And it doesn't end there: visit The Magnificent Mile, stroll around Millennium Park, get to know the resident critters at Lincoln Park Zoo, and pause for some photo ops at Cloud Gate.

For more things to do, maps, ratings, and more tourist information, refer to the Chicago tour itinerary planner.

May in Chicago sees daily highs of 71°F and lows of 52°F at night. Finish up your sightseeing early on the 17th (Fri) so you can travel back home.

Things to do in Chicago

Wildlife · Parks · Outdoors · Trails

Side Trips

Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
The Magnificent Mile ©
The Magnificent Mile

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