Top Chicago Food, Wine & Nightlife

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  • Chicago Favorites Ultimate Food & Walking Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Favorites Ultimate Food & Walking Tour

    954

    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
    $79.99
    Details
    from
    $79.99
    Details
  • Chicago Delicious Donut Adventure by Underground Donut Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Delicious Donut Adventure by Underground Donut Tour

    776

    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
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    $55
    Details
  • Chicago Buffet Lunch Cruise on Lake Michigan

    Chicago Buffet Lunch Cruise on Lake Michigan

    214

    Our Chicago Signature Lunch Cruise is an unforgettable way to experience the city from the water. Spend your afternoon on Lake Michigan with dining, picturesque...
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     2 hours
    from
    $68.78
    Details
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    $68.78
    Details
  • Chicago Craft Brewery Barrel Bus Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Craft Brewery Barrel Bus Tour

    186

    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
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    $99.60
    Details
  • Chicago in a Day: Food, History and Architecture Walking Tour
    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 Walking Tour

    656

    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  Free Cancellation  Instant Confirmation
    from
    $99
    Details
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    $99
    Details
  • Chicago Premier Dinner Cruise on Lake Michigan

    Chicago Premier Dinner Cruise on Lake Michigan

    236

    Experience the best of Chicago with a Premier Dinner Cruise and spend your evening on Lake Michigan with dining, picturesque views, DJ entertainment, and dancing....
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     2 hours 30 minutes
    from
    $158.44
    Details
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    $158.44
    Details
  • Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

    511

    Taste all of Chicago’s classic eats on this 4-hr guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bike...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $89.99
    Details
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    $89.99
    Details
  • Chicago: Architecture, History & Highlights Small Group Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago: Architecture, History & Highlights Small Group Tour

    52

    Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This walking tour takes you to some of the...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $59
    Details
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    $59
    Details
  • Chicago Pizza Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Pizza Tour

    351

    Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the...
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     3 hours 30 minutes  Free Cancellation
    from
    $75
    Details
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    $75
    Details
  • Private Speakeasy Pub Crawl in Chicago with Local Historian

    Private Speakeasy Pub Crawl in Chicago with Local Historian

    6

    Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun...
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     3 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $880
    Details
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    $880
    Details
  • Chicago Buffet Dinner Cruise on Lake Michigan

    Chicago Buffet Dinner Cruise on Lake Michigan

    248

    Our Chicago Signature Dinner Cruise is an unforgettable way to experience the city from the water. Spend your evening on Lake Michigan with dining, picturesque...
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     2 to 3 hours
    from
    $136.54
    Details
    from
    $136.54
    Details
  • Day in Chicago Food and Architecture
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Day in Chicago Food and Architecture

    28

    Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish! Our two-part tour begins...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $99
    Details
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    $99
    Details
  • Chicago Style Food Tour
    Likely to Sell Out

    Chicago Style Food Tour

    55

    Confused on what to see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture,...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $70
    Details
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    $70
    Details
  • Chicago Walking Food Tour With Secret Food Tours
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Walking Food Tour With Secret Food Tours

    402

    Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of...
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     3 hours  Free Cancellation
    from
    $87.87
    Details
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    $87.87
    Details
  • Private Indian-Mexican Fusion Cooking Class with a Modern Cook in Chicago
    Likely to Sell Out

    Private Indian-Mexican Fusion Cooking Class with a Modern Cook in Chicago

    2

    Enjoy a private and authentic cooking class in a local home with host Ruby who comes from a family that is all about communal eating...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $84
    Details
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    $84
    Details
  • Downtown Chicago Walking Pizza Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Downtown Chicago Walking Pizza Tour

    70

    This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold...
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     2 to 3 hours  Free Cancellation  Instant Confirmation
    from
    $55
    Details
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    $55
    Details
  • Chicago Food Tour: Deep Roots to Deep Dish
    Likely to Sell Out

    Chicago Food Tour: Deep Roots to Deep Dish

    11

    Join a local guide on this exploration of Chicago’s amazing food scene! Navigate through the downtown streets straight to the vendors and restaurants We love...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $69
    Details
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    $69
    Details
  • Sin and Suds Chicago Beer Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Sin and Suds Chicago Beer Tour

    66

    Explore Chicago's Loop and South Loop neighborhoods located right downtown. You'll visit renowned neighborhood establishments, sample delicious beer, and learn how well beer pairs with...
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     2 hours 45 minutes  Free Cancellation
    from
    $75
    Details
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    $75
    Details
  • Chicago's Chinatown Food and Walking Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago's Chinatown Food and Walking Tour

    220

    Few neighborhoods in America combine such delicious cuisine with such fascinating history as Chicago’s Chinatown. Join Bobby’s Bike Hike, America’s longest running city bicycle tour...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $79.99
    Details
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    $79.99
    Details
  • Chicago's West Side Foodie Ride Bike Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago's West Side Foodie Ride Bike Tour

    93

    Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bobbys's Bike Hike, America's longest running city bike...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $89.99
    Details
    from
    $89.99
    Details
  • Holiday Hike Chicago-Style: Festive Food & Walking tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Holiday Hike Chicago-Style: Festive Food & Walking tour

    37

    There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3hr guided walking and food tour through the Chicago Loop,...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $79.99
    Details
    from
    $79.99
    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 Food, Wine & Nightlife?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Chicago Food, Wine & Nightlife are:

Q: What are the best kid-friendly options for Chicago Food, Wine & Nightlife Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Chicago Food, Wine & Nightlife are:

View all kid-friendly Tours →

Q: Which Chicago Food, Wine & Nightlife have Instant Confirmation?

A: Chicago Food, Wine & Nightlife with Instant Confirmation include:

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Q: Which Chicago Food, Wine & Nightlife have Free Cancellation?

A: Chicago Food, Wine & Nightlife 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 Food, Wine & Nightlife include Hotel Pickup?

A: No problem. These Chicago Food, Wine & Nightlife include Hotel Pickup:

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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:

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