Chicago Active & Outdoor Classes

Top Chicago Active & Outdoor Classes

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12 results

Chicago Architecture River Cruise
4.8
(14,031)

Chicago Architecture River Cruise

Admire some of the Windy City's most iconic views—and enjoy a time-saving, relaxing way to sightsee—aboard this Chicago River architecture boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including dozens of notable buildings, like the Wrigley Building and the John Hancock Building. In just one tour, you'll cover multiple branches of the Chicago River, and will learn insider facts and stories you'd otherwise miss.
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  • 1 hour
  • Free Cancellation
from
$49
Chicago Favorites Ultimate Food and Walking Tour
4.8
(1,394)

Chicago Favorites Ultimate Food and Walking Tour

Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. A bike or kayak rental is also included in the tour cost.
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  • 3 hours
  • Free Cancellation
from
$85
Chicago: Gangsters and Ghosts Walking Tour
4.8
(7,063)

Chicago: Gangsters and Ghosts Walking Tour

Experience a colorful side of Chicago history with this gangsters and ghosts tour. With a historian as your guide, you’ll step back to the Roaring Twenties, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley. Upgrade to experience the tour by minibus.
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  • 2 hours
  • Free Cancellation
from
$35
Chicago CityPASS®
4.4
(484)

Chicago CityPASS®

Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium and Skydeck Chicago, plus your choice of admission to three of the following attractions: Field Museum, Art Institute of Chicago, Museum of Science and Industry, 360 CHICAGO Observation Deck, Adler Planetarium, or Shoreline Sightseeing Architecture River Tour.
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  • 9 days
from
$139
Likely to Sell Out
Chicago River 90-Minute Architecture Tour
4.7
(7,141)

Chicago River 90-Minute Architecture Tour

Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
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  • 1 hour 30 minutes
  • Free Cancellation
from
$44
Chicago's Delicious Donut Adventure with Underground Donut Tour
4.9
(1,174)

Chicago's Delicious Donut Adventure with Underground Donut Tour

Sample some of the Windy City’s tastiest donuts on this Underground Donut Tour, celebrating the magic of Chicago’s tastiest sugar-filled concoctions. Donut-lovers are sure to enjoy this visit to some of Chicago’s tastiest donut purveyors, offering a chance to savor all of your favorite varieties, on the city's only donut-themed excursion. All tastings are included, and vegan, gluten-, and nut-free options are also available.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
from
$68
Field Museum of Natural History Admission Tickets
4.5
(388)

Field Museum of Natural History Admission Tickets

Delve into the world of natural history with tickets to the Field Museum in Chicago. Choose general admission, or upgrade to visit one or several special exhibitions. Spend as long as you like exploring the museum's collection of more than 26 million artifacts. Get to know SUE, the world's largest T. Rex, or stroll through the sparkling Hall of Gems. You can also take advantage of free daily tours led by Field Museum docents.
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  • 4 hours
  • Free Cancellation
from
$29
360 CHICAGO Observation Deck Admission
3.9
(933)

360 CHICAGO Observation Deck Admission

Tower above the Windy City’s world-famous skyline with admission to 360 Chicago. Ascend one of the tallest buildings in North America aboard its lightning-fast elevator, and be rewarded with bird’s-eye views of Chicago and Lake Michigan. You can also upgrade to the Sip and View ticket, which includes one drink at the newly renovated CloudBar. Once onsite, you can purchase tickets to TILT, 360 Chicago's top attraction.
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  • 1 to 4 hours
  • Free Cancellation
from
$30
Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
3.9
(1,953)

Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
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  • 2 hours
  • Free Cancellation
from
$50
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
4.9
(616)

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Chicago dogs, deep-dish pizza, brownies, and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following your guide at a moderate pace through Chicago neighborhoods. On the day tour, ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast. On the night tour, visit Chicago’s Riverwalk, Millennium Park, Buckingham Fountain and the Lakefront Trail. As you go, stop for generous food and beer tasters.
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  • 4 hours 30 minutes
  • Free Cancellation
from
$89
Chicago in a Day: Food, History and Architecture Walking Tour
4.9
(922)

Chicago in a Day: Food, History and Architecture Walking Tour

An excellent choice for first-time visitors, this four-in-one tour provides a comprehensive introduction to the city's top landmarks, history, culinary highlights, and shows the legacy left behind by the Prohibition Era. With just a small group for company, you'll set off on foot to discover Chicago architectural icons and visit highlights like the Chicago Riverwalk, Millennium Park, and more. In between, enjoy generous tastings of beloved dishes from deep-dish pizza to Italian beef sandwiches and beyond.
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  • 5 hours
  • Free Cancellation
from
$101
Likely to Sell Out
Chicago Lake and River Architecture Tour
4.7
(2,011)

Chicago Lake and River Architecture Tour

Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
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  • 1 hour 30 minutes
  • Free Cancellation
from
$45
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