Top Chicago Tours & Sightseeing

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

    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 enjoy and admire.
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     1 hour 30 minutes  Instant Confirmation
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    $39
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    $39
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    Chicago Crime and Mob Tour

    Fun and informative tour explores Chicago's crime history on a 1.5-2 hour bus tour that includes: *World famous crime scenes like the St Valentine's Day massacre.
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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.
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     2 hours  Instant Confirmation
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    $29
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    $29
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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.
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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

    4

    Ready to discover some of the best Chicago has to offer with a local by your side?
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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.
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     2 to 4 hours  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.
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     3 hours  Instant Confirmation
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    $112.74
    Details
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    $112.74
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Prohibition Tour

    Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars.
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     3 hours 30 minutes  Instant Confirmation
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    $55
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    $55
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  • Gangsters and Ghosts Tour in Chicago

    Interested in exploring Chicago from the perspective of ghosts and gangsters?
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     2 hours  Instant Confirmation
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    $27
    Details
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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?
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     3 hours  Instant Confirmation
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    $660
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    $660
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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

    A Chicago family tradition since 1935, this is the tour that started it all.
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     1 hour 30 minutes  Instant Confirmation
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    $39
    Details
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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 River Experience

    1

    Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire.
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     45 minutes  Instant Confirmation
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    $23
    Details
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    $23
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour

    Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city.
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     1 hour 30 minutes  Instant Confirmation
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    $28
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    $28
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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

    6

    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 perfected them in downtown Chicago.
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     150 to 180 minutes  Instant Confirmation
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    $64
    Details
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    $64
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    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.
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     2 hours  Instant Confirmation
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    $30
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    $30
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    Signature Food Tour at Chicago's Navy Pier

    6

    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 and everywhere in between, our Signature Food Tour at Navy Pier offers guests a variety of authentic Chicago food in one of Chicago’s most treasured landmarks.
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     2 hours  Instant Confirmation
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    $64
    Details
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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.
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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

    PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 4 PASSENGERS TOTAL.
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     3 to 4 hours  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.
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     60 days  Instant Confirmation
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    $66
    Details
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    $66
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  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Big Bus Chicago Night Tour

    4

    Enjoy a panoramic night-time sightseeing bus tour and be dazzled by the bright lights of Chicago. See the entire skyline lit up from the Museum Campus, discover River North’s vibrant nightlife scene, and travel every inch of Michigan Ave from The Magnificent Mile to The Cultural Mile, all in one exciting loop.
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     1 hour 15 minutes  Instant Confirmation
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    $29
    Details
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    $29
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  • Chicago by Night Helicopter Tour

    Watch the Chicago skyline sparkle from the air on this thrilling nighttime helicopter tour!
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     15 minutes  Instant Confirmation
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    $149
    Details
    from
    $149
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