Best Day trips in Chicago

Local Recommendations from our My Guide Chicago team

Explore the best day trips in Chicago with our expert guides, showcasing the top attractions and hidden gems of the city.

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: Milwaukee Harley-Davidson Museum & Brewery Day Tour

2 Reviews

Chicago: Milwaukee Harley-Davidson Museum & Brewery Day Tour

Discover the mechanics behind how motorcycles work and learn about the iconic history of Harley-Davidson through a gallery of bikes from 1903 to the present.

$106.25

~~From $125.00~~

Chicago: 2.5-Hour Amazing Scavenger Hunt Adventure

20 Reviews

Chicago: 2.5-Hour Amazing Scavenger Hunt Adventure

See Chicago with Urban Adventure Quest, the interactive city tour. Let your smartphone be your guide on this 2.5-hour adventure as you compete against other teams. See the sights along the river and through the city and learn local history along the way.

$44.00

From

Chicago: 45-Minute Private Helicopter Flight for 1-3 People

64 Reviews

Chicago: 45-Minute Private Helicopter Flight for 1-3 People

Enjoy a view of the Chicago skyline from a helicopter, with the extra thrill of a “doors off” flight experience during the summer. Learn interesting facts about the city’s history.

$849.00

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