Top Chicago Tours, Tickets & Activities

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

    Chicago Architecture River Cruise

    6614

    Experience one of the world’s most beautiful cities on a cruise down the historic Chicago River. On this architecture cruise, head down the main branch...
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     1 hour 15 minutes  Free Cancellation  Instant Confirmation
    from
    $50.36
    Details
    from
    $50.36
    Details
  • 90-Minute Chicago River Architecture Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    90-Minute Chicago River Architecture Tour

    2372

    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  Free Cancellation  Instant Confirmation
    from
    $42
    Details
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    $42
    Details
  • Big Bus Chicago Hop-On Hop-Off Tour

    Big Bus Chicago Hop-On Hop-Off Tour

    664

    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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     1 hour  Free Cancellation  Instant Confirmation
    from
    $48.60
    Details
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    $48.60
    Details
  • Chicago CityPASS — Save 40%

    Chicago CityPASS — Save 40%

    352

    Chicago CityPASS® — Discover Chicago's best attractions at one great price with an easy-to-use mobile ticket. Spend less, experience more. Save 40% on prepaid admission to...
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     9 days  Instant Confirmation
    from
    $134
    Details
    from
    $134
    Details
  • 45-Minute Chicago River Architecture Tour from Magnificent Mile
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    45-Minute Chicago River Architecture Tour from Magnificent Mile

    370

    Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...
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     45 minutes  Free Cancellation  Instant Confirmation
    from
    $27
    Details
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    $27
    Details
  • Chicago Crime and Mob Bus Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Crime and Mob Bus Tour

    1215

    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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     90 to 120 minutes  Free Cancellation  Instant Confirmation
    from
    $46
    Details
    from
    $46
    Details
  • Chicago Lake and River Architecture Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Lake and River Architecture Tour

    765

    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  Free Cancellation  Instant Confirmation
    from
    $42
    Details
    from
    $42
    Details
  • Chicago Sunset Cruise
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Sunset Cruise

    419

    The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $42
    Details
    from
    $42
    Details
  • Gangsters and Ghosts Tour in Chicago
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Gangsters and Ghosts Tour in Chicago

    2253

    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  Free Cancellation  Instant Confirmation
    from
    $35
    Details
    from
    $35
    Details
  • Skydeck Chicago Admission Ticket
    Likely to Sell Out

    Skydeck Chicago Admission Ticket

    775

    Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the...
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     90 to 120 minutes  Free Cancellation  Instant Confirmation
    from
    $44
    Details
    from
    $44
    Details
  • Lake Michigan Skyline Cruise in Chicago
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Lake Michigan Skyline Cruise in Chicago

    387

    Admire all of Chicago's fabulous lakefront sights and attractions on this Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of...
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     40 minutes  Free Cancellation  Instant Confirmation
    from
    $34.93
    Details
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    $34.93
    Details
  • Chicago Architecture Center River Cruise aboard Chicago's First Lady

    Chicago Architecture Center River Cruise aboard Chicago's First Lady

    547

    The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only...
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     1 hour 30 minutes  Instant Confirmation
    from
    $57
    Details
    from
    $57
    Details
  • Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

    159

    Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views, and...
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     1 hour 15 minutes  Free Cancellation  Instant Confirmation
    from
    $59
    Details
    from
    $59
    Details
  • 30 Minute Lake Michigan Speedboat Ride

    30 Minute Lake Michigan Speedboat Ride

    123

    Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to...
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     30 minutes
    from
    $36.39
    Details
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    $36.39
    Details
  • Field Museum of Natural History Discovery Pass
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Field Museum of Natural History Discovery Pass

    5

    Delve deep into the world of natural history with your Field Museum Discovery Pass in Chicago.  Your pass includes access to all general admission exhibits...
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     1 to 8 hours  Free Cancellation  Instant Confirmation
    from
    $35
    Details
    from
    $35
    Details
  • Chicago Architecture Boat Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Architecture Boat Tour

    585

    Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome.Each architecture river tour is narrated by a professional guide...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $32
    Details
    from
    $32
    Details
  • Frank Lloyd Wright Robie House Admission

    Frank Lloyd Wright Robie House Admission

    48

    The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture....
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     1 hour  Free Cancellation  Instant Confirmation
    from
    $27
    Details
    from
    $27
    Details
  • 360 CHICAGO Observation Deck Admission (Hancock Center)
    Likely to Sell Out

    360 CHICAGO Observation Deck Admission (Hancock Center)

    296

    The best views of Chicago can be yours at 360 Chicago Observation Deck! Perched 94 stories above the Windy City, the 360 Chicago provides commanding...
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     1 to 4 hours  Free Cancellation  Instant Confirmation
    from
    $30
    Details
    from
    $30
    Details
  • Chicago Small-Group City Tour with Optional Architecture River Cruise
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Small-Group City Tour with Optional Architecture River Cruise

    283

    Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with...
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     2 to 4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $46.95
    Details
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    $46.95
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  • 2-Hour Guided Segway Tour of Chicago
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    2-Hour Guided Segway Tour of Chicago

    97

    2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $65
    Details
    from
    $65
    Details
  • Underground Donut Tour: Chicago's First Donut Tour
    Likely to Sell Out
    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

    383

    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  Free Cancellation  Instant Confirmation
    from
    $55
    Details
    from
    $55
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best kid-friendly options for Chicago Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Chicago Tours are:

View all kid-friendly Tours →

Q: Which Chicago Tours have Instant Confirmation?

A: Chicago Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Chicago Tours have Free Cancellation?

A: Chicago Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: I need a ride! Which Chicago Tours include Hotel Pickup?

A: No problem. These Chicago Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Q: Got any more Chicago trip ideas?

A: We sure do. Check out our curated lists of hand-picked Chicago Tours.

View all Chicago Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Chicago?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Chicago are: