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11 results | All Chicago Tours

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Chicago Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architecture River Cruise

star-5
6864
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$44.69
From
$44.69
Taking safety measures

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
156
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
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  • 2 hours 30 minutes
  • Taking safety measures
From
$158.98
From
$158.98
Taking safety measures

Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
174
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Underground Donut Tour: Chicago's First Donut Tour

Underground Donut Tour: Chicago's First Donut Tour

star-5
307
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
898
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
  • Taking safety measures
From
$26.10
From
$26.10
Taking safety measures

Chicago Spray Paint 'n' Sip at Studio W.I.P.- BYOB

Chicago Spray Paint 'n' Sip at Studio W.I.P.- BYOB

star-5
67
Enjoy a unique creative outlet—and learn the ins and outs of graffiti and street art—during this hands-on urban art workshop. Pick from multiple class times, and make your own way to the Chicago studio. You’ll learn different styles and techniques from your instructors (including guest artists), can try out stenciling and spray-painting, and can even create your own work of art on canvas to bring home at the end of class.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
284
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. Upgrade your tour to include three pours of local craft beer.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$69.99
From
$69.99
Taking safety measures

Train & Walking Tour: Chicago's Prairie District - Street of the Elite

Train & Walking Tour: Chicago's Prairie District - Street of the Elite

star-5
9
Step off the typical tourist trail, and discover one of Chicago’s oldest and most scenic neighborhoods, on this walking tour of the Prairie District. Meet your guide in the morning at the Chicago Athletic Association, and set off with just a small group for company. The Prairie District is just a short L ride away; you can look forward to seeing the Second Presbyterian Church, Glessner House, Motor Row, and otherwise discovering how Chicagoans lived at the turn of the 20th century.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$90.00
From
$90.00
Taking safety measures

Train and Walking Tour of Chicago Loop - Home of the Modern Skyscraper

Train and Walking Tour of Chicago Loop - Home of the Modern Skyscraper

star-5
5
Discover the architectural splendor of downtown Chicago—and learn all about the city’s early skyscrapers, urban planning, and modern history—on this small-group tour. Meet your guide in the morning on Michigan Avenue and set off by foot and by L train. You’ll see world-renowned landmarks like the Rookery Building, will visit the Chicago Cultural Center to admire the world’s largest Tiffany dome, will explore the Fine Arts Building, and much more.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Chicago Walking PLUS

Chicago Walking PLUS "L" Train Tour: Explore River North & Chinatown in 2 hours!

Chicago's famous "L" train connects many of Chicago's best neighborhoods. We've chosen two neighborhoods known for their foods, shopping, and rich history — River North and Chinatown — and are excited to show you a little bit of both by way of the Red Line "L." You'll learn about everything from the origins of the city itself, to the origins of foods like "Chicago style pizza," to the 1920s building boom that decorated our famous "Magnificent Mile," and much more. After exploring this lively area, you'll then take a 10-minute "L" ride -- part underground, part above -- to Chinatown, one of Chicago's 200 neighborhoods that most tourists will never experience. In Chinatown, you'll learn about the history of the neighborhood itself, along with its architecture and its foods, discovering secrets along the way (like the church where Al Capone's mother prayed for him to clean up his act). This tour ends in Chinatown, allowing you to explore this neighborhood further on your own.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$33.00
From
$33.00
Taking safety measures

Pilsen Neighborhood Train & Walking Tour in Chicago with Local Guide

Pilsen Neighborhood Train & Walking Tour in Chicago with Local Guide

Go for a scenic stroll through Chicago’s urban neighborhoods on this private tour accompanied by a friendly guide. Admire the oldest skyscraper and learn everything about the American dollar at the Money Museum at the Federal Reserve Bank. Tune into stirring vibes of Pilsen neighborhood, absorb the beauty of Mexican culture and then relax with a pint of special beer in the family-run brewery. · Discover one of the most diverse and artsy neighborhoods of Chicago · Enjoy dedicated attention from a personal guide · Learn more about the history of the American dollar at the Money Museum · Sample the best Mexican dishes in Chicago
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$138.67
From
$138.67
Taking safety measures

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