From guided outings to hands-on local activities, here are our top picks for making the most of a trip to Chicago, Illinois.
Chicago Architecture River Cruise
Set out on the water for a different perspective of Chicago, Illinois, gliding past the coastline where the scenery unfolds at every turn. Bring a light jacket for the breeze and a camera for the view back toward shore.
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Skydeck Chicago Admission
This is one of the better ways to spend a few hours in Chicago, Illinois, built around what makes the destination worth visiting in the first place. As with most popular experiences, booking a little ahead of time is a good habit.
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Chicago Food Tour Chicago Style Pizza Beer Brownies and Hot Dogs
This is less sightseeing and more sit-down-and-savor, giving you a genuine taste of what Chicago, Illinois does well. Come with an appetite; portions are generally generous and pacing is unhurried.
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Whichever you choose, these experiences reflect some of the best Chicago, Illinois has to offer — just plan to book ahead during busier stretches.
More Top Tours & Experiences
Best Overall Tours
Chicago CityPASS®
From $144 Check Availability
Top Things To Do
Creepy Cruise
From $46 Check Availability
Private vs. Group Tours
More Highly-Rated Tours
| Tour | Price | Rating |
|---|---|---|
| Roundtrip Shuttle to South Side and Obama Presidential Center | $10 | 4.1 (13) |
| Creepy Cruise | $46 | 4.1 (223) |
| Chicago Skyline Snap Tour Helicopter Flight Over Chicago | $150 | 3.8 (19) |
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