7 days in Chicago Itinerary

7 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

Plan created by another user. Make it yours
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Chicago
— 5 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.
Get a sense of the local culture at The Magnificent Mile and Chicago Cultural Center. Take a break from the city and head to Little Red Schoolhouse and Prairie Wolf Slough. Change things up with these side-trips from Chicago: Deer Grove Forest Preserve (in Palatine), Hawthorn Hollow - Nature Sanctuary and Arboretum (in Kenosha) and Volo Bog State Natural Area (in Ingleside). And it doesn't end there: contemplate in the serene atmosphere at Fourth Presbyterian Church, admire the local landmark of Buckingham Fountain, take a tour by water with Boat Tours & Water Sports, and take a peaceful walk through Swallow Cliff Stairs.

To find ratings, traveler tips, where to stay, and more tourist information, read Chicago travel itinerary planner.

Brampton, Canada to Chicago is an approximately 8-hour car ride. You can also do a combination of car and flight; or drive. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. In May in Chicago, expect temperatures between 25°C during the day and 13°C at night. Finish your sightseeing early on the 16th (Thu) to allow enough time to travel back home.

Things to do in Chicago

Wildlife · Parks · Outdoors · Trails

Side Trips

Highlights from your trip
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Hiking Trail
Little Red Schoolhouse
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