Top Chicago Tours & Sightseeing

  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    90-min Chicago River Architecture Tour

    Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...
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     1 hour 30 minutes  Instant Confirmation
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    $39
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    $39
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Crime and Mob Bus Tour

    Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with...
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     1 hour 30 minutes
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    $45
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    $45
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  • Big Bus Chicago Hop-On Hop-Off Tour

    The lakeside metropolis of Chicago is famous for its striking skyscrapers, world-class museums and colorful history. Explore the “Windy City” at your own pace, with...
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     2 hours  Instant Confirmation
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    $26.10
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    $26.10
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Architecture River Cruise

    Experience one of the world’s most beautiful cities on a 60-minute cruise on the historic Chicago River. On this architecture cruise, head down the main...
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     1 hour  Instant Confirmation
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    $38.85
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    $38.85
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

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

    Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some...
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     5 hours  Instant Confirmation
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    $102.30
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    $102.30
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago City Minibus Tour with Optional Architecture River Cruise

    Enjoy Chicago’s famous sights (now including Wrigley Field) and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an...
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     2 to 4 hours  Hotel pickup offered  Instant Confirmation
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    $39.95
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    $39.95
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  • Spirit of Chicago Sunset Dinner Cruise with Buffet

    Celebrate a night out in Chicago with dinner, and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier,...
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     3 hours  Instant Confirmation
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    $112.74
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    $112.74
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  • Gangsters and Ghosts Tour in Chicago

    Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right...
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     2 hours  Instant Confirmation
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    $27
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    $27
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  • Private Custom City Tour in Chicago

    Let us put the Custom in Chicago Custom tours… What are your must-see venues? What would personalize your excursion? We’ll plan your tour and make...
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     3 hours  Hotel pickup offered  Instant Confirmation
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    $330
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    $330
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Lake and River Architecture Tour

    An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...
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     1 hour 30 minutes  Instant Confirmation
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    $39
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    $39
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Best in Chow: Chicago River North Food Tour

    4

    Learn the meaning of “Chicago-Style” on this 2.5 or 3-hour tour (depending on the season) as you experience 5 iconic dishes from the famous restaurants that...
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     150 to 180 minutes  Instant Confirmation
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    $64
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    $64
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Underground Donut Tour: Chicago's First Donut Tour

    We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't...
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     2 hours  Instant Confirmation
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    $30
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    $30
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Signature Food Tour at Chicago's Navy Pier

    5

    Navy Pier brings the rich diversity and culinary traditions of Chicago’s neighborhoods under the roof of one unique location. From Chinatown to Streeterville to Wicker Park...
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     2 hours  Instant Confirmation
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    $64
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    $64
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  • Chicago Odyssey Dinner Cruise

    Expect the exceptional on this 2.5-3 hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop lounge, posh atmosphere...
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     3 hours  Instant Confirmation
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    $108.66
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    $108.66
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  • Private Chicago City Tour

    3

    PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 4 PASSENGERS TOTAL.  Thank you for contacting Chicago Private Tours! We would love to help...
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     3 to 4 hours  Hotel pickup offered  Instant Confirmation
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    $425.34
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    $425.34
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  • Go Chicago Explorer Pass with SkyDeck and 360 Chicago

    Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 45% on ticket prices. This multi-attraction pass, valid for 60 days after...
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     60 days  Instant Confirmation
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    $66
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    $66
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  • Lonely Planet Experiences: River North Historical Food Tour

    2

    Experience the best travel stories for yourself! Join a local expert and uncover hidden gems on this Lonely Planet Experience powered by Urban Adventures.Join us...
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     2 hours  Instant Confirmation
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    $60.96
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    $60.96
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Night Crimes Bus Tour

    Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes:* World famous crime scenes like the St...
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     120 to 150 minutes
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    $50
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    $50
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  • Chicago Favorites Ultimate Food & Walking Tour

    Stroll through the beautiful streets of downtown Chicago and taste all of the Windy City’s favorite eats! Bobby’s Bike Hike is America’s longest-running city bicycle...
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     3 hours  Instant Confirmation
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    $62.99
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    $62.99
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  • Chicago City Minibus Tour

    PLEASE NOTE: Our mini buses are disinfected after each tour. We will do our best to make each tour fun, informative and as SAFE as...
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     2 hours 30 minutes  Hotel pickup offered  Instant Confirmation
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    $39.95
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    $39.95
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  • River North Food Walking Tour

    On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor...
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     3 hours  Instant Confirmation
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    $75
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    $75
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