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Chicago Tours & Sightseeing

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Chicago Tours

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202 Results
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  • Chicago River 90-Minute Architecture Tour
    Likely to Sell Out

    Chicago River 90-Minute Architecture Tour

    8,279

    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
    $45.00
    Details
    from
    $45.00
    Details
  • Chicago Lake and River Architecture Tour
    Likely to Sell Out

    Chicago Lake and River Architecture Tour

    2,115

    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
    $45.00
    Details
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    $45.00
    Details
  • Chicago River 45-Minute Architecture Tour from Magnificent Mile
    Likely to Sell Out

    Chicago River 45-Minute Architecture Tour from Magnificent Mile

    2,340

    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
    $28.00
    Details
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    $28.00
    Details
  • Chicago Crime and Mob Bus Tour
    Likely to Sell Out

    Chicago Crime and Mob Bus Tour

    2,906

    Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities....
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     90 to 120 minutes  Free Cancellation  Instant Confirmation
    from
    $49.00
    Details
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    $49.00
    Details
  • Chicago Architecture River Cruise

    Chicago Architecture River Cruise

    14,461

    Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of...
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     1 hour 15 minutes  Free Cancellation  Instant Confirmation
    from
    $44.43
    Details
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    $44.43
    Details
  • Chicago Architecture Center River Cruise aboard First Lady

    Chicago Architecture Center River Cruise aboard First Lady

    4,362

    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
    $56.00
    Details
    from
    $56.00
    Details
  • Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour, 24/48/72hr Pass

    Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour, 24/48/72hr Pass

    1,846

    Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $45.00
    Details
    from
    $45.00
    Details
  • Lake Michigan Sunset Cruise in Chicago
    Likely to Sell Out

    Lake Michigan Sunset Cruise in Chicago

    1,275

    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
    $45.00
    Details
    from
    $45.00
    Details
  • Lake Michigan Skyline Cruise in Chicago

    Lake Michigan Skyline Cruise in Chicago

    772

    Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions. Cruise along Lake Michigan and enjoy stunning views...
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     45 minutes  Free Cancellation  Instant Confirmation
    from
    $32.50
    Details
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    $32.50
    Details
  • Chicago Favorites Ultimate Food and Walking Tour
    Likely to Sell Out

    Chicago Favorites Ultimate Food and Walking Tour

    1,657

    The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $84.99
    Details
    from
    $84.99
    Details
  • Chicago City Tour with Architecture River Cruise Option

    Chicago City Tour with Architecture River Cruise Option

    647

    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  Free Cancellation  Instant Confirmation
    from
    $48.95
    Details
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    $48.95
    Details
  • 2-Hour Guided Segway Tour of Chicago
    Likely to Sell Out

    2-Hour Guided Segway Tour of Chicago

    460

    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
    $65.00
    Details
    from
    $65.00
    Details
  • Chicago's Delicious Donut Adventure with Underground Donut Tour
    Likely to Sell Out

    Chicago's Delicious Donut Adventure with Underground Donut Tour

    1,310

    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
    $65.00
    Details
    from
    $65.00
    Details
  • Chicago City Minibus Tour

    Chicago City Minibus Tour

    398

    Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $47.95
    Details
    from
    $47.95
    Details
  • Chicago in a Day: Explore Food, History, and Iconic Architecture

    Chicago in a Day: Explore Food, History, and Iconic Architecture

    1,028

    Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging...
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     4 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $100.95
    Details
    from
    $100.95
    Details
  • Chicago Craft Brewery Barrel Bus Tour
    Likely to Sell Out

    Chicago Craft Brewery Barrel Bus Tour

    302

    There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is...
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     3 hours 45 minutes  Free Cancellation  Instant Confirmation
    from
    $99.60
    Details
    from
    $99.60
    Details
  • Original Chicago Architecture Interiors Tour: Dazzling Interiors

    Original Chicago Architecture Interiors Tour: Dazzling Interiors

    1,244

    UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $35.00
    Details
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    $35.00
    Details
  • Chicago's Original Gangster Tour by Bus

    Chicago's Original Gangster Tour by Bus

    87

    Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era). You will hear about the exploits of...
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     1 hour 45 minutes  Free Cancellation  Instant Confirmation
    from
    $48.00
    Details
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    $48.00
    Details
  • Chicago Night Crimes Tour by Bus

    Chicago Night Crimes Tour by Bus

    442

    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...
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     120 to 150 minutes  Free Cancellation  Instant Confirmation
    from
    $55.00
    Details
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    $55.00
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  • Chicago Walking Tour: Art Deco Skyscrapers Loop

    Chicago Walking Tour: Art Deco Skyscrapers Loop

    153

    View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $35.00
    Details
    from
    $35.00
    Details
  • Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

    Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

    195

    The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $40.00
    Details
    from
    $40.00
    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 options for Chicago Tours & Sightseeing?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best Chicago Tours & Sightseeing are:

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

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly Chicago Tours & Sightseeing are:

View all kid-friendly Tours →

Q: Which Chicago Tours & Sightseeing have Instant Confirmation?

A: Chicago Tours & Sightseeing with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Chicago Tours & Sightseeing have Free Cancellation?

A: Chicago Tours & Sightseeing 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 & Sightseeing include Hotel Pickup?

A: No problem. These Chicago Tours & Sightseeing 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:

View all tour styles in Chicago →

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Lowest Price Guarantee

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We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

We Make It Easy!

Gather your information

Locate your City Boat Tours Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • City Boat Tours promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on City Boat Tours and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • City Boat Tours reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of City Boat Tours.

Sorting, ranking, and search results

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City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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