Chicago
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Chicago's West Side Foodie Ride Bike Tour
Take a detour off the beaten path, and explore the flavors of Chicago’s delicious West Side with Bobbys's Bike Hike & Food Tours, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAdvisor and Top 10 Food Tours in America by USA Today! This 4-hour guided food and bike tour is the perfect way to learn more about Chicago's immigrant neighboroods and taste authentic Chicago culinary dishes along the way. You’ll explore the cultural cuisines of historic Fulton Market district, Ukrainian Village, Wicker Park, and Lincoln Park. The Chicago Bike and Food tour finishes with a chocolate tasting in Old Town. You’ll learn the history of these beautiful neighborhoods and the tradition behind each of the dishes we sample. Ride through Chicago's gorgeous and unique neighborhoods, plus our legendary Lakefront Trail! There is no better way to explore Chicago than by bike! All equipment is included on this food and bicycle tour of Chicago.
4.9(113)
4 Hours
Chicago
- Free cancellation
From
$99
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Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults
Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s first city bike tour company, on this exciting & informative adventure which recently ranked Top 20 Food Tours in the World by TripAdvisor. The journey is a leisurely paced 13mi & includes deep dish pizza, Chicago-style hot dog, Italian Beef, & dessert. Upgrade to sample local craft beer! On the DAY version of bike tour, you’ll drink in the sights of Chicago’s beautiful northside neighborhoods, including the Lakefront and Wrigleyville, home to our Chicago Cubs baseball team. On the NIGHT bike tour, you'll ride through the major downtown attractions & see the lights of Buckingham Fountain, Millennium Park and the glorious skyline. Cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this fun tour! You’ll leave with a profound understanding of Chicago, even if you only came for the food.
4.9(744)
4h 30m
Chicago
- Free cancellation
From
$89
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Delicious Donuts & City Sights: Chicago's Original Donut Tour
Recently voted one of TripAdvisor's top food tours in the US. Discover the sweet side of the Windy City on the Underground Donut Tour, Chicago’s Delicious Donut Adventure. We’ll kick things off at the legendary Doughnut Vault, tucked beside the historic Merchandise Mart, where you’ll enjoy one of Chicago’s most beloved treats. From there, we’ll stroll across the Chicago River, taking in picture-perfect skyline views before heading to a local artisan donut shop crafting fresh, handmade creations daily. As we wind our way through downtown, we’ll make our way toward Michigan Avenue, home to two iconic stops. First, indulge in a California-style donut shop bursting with flavors and flair, followed by a visit to Do-Rite Donuts, famous for their creative combinations, seasonal specials, and perfectly glazed classics. Equal parts tasty and scenic, this walking tour is the ultimate way to explore Chicago’s flavors, views, and charm. We hope you can join us!
4.9(1433)
2 Hours
Chicago
- Free cancellation
From
$70
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Chicago's Chinatown Food and Walking Tour
Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours have ranked Top 10 in America by USA Today & Top 20 in the world by Tripadvisor, for a day of interesting stories and scrumptious eats on this delicious Food Tour in Chinatown. This 3-hour Walking and Chintown Food Tour, you’ll see the bustling Chinatown Square, then get to sampling some of the richest cuisine around; including Cantonese dim sum, Portuguese-Chinese bakery treats, Szechuan style, and even Xi'an cuisine, all while learning about the history of how these foods & culture arrived in Chicago. This is a totally unique culinary tour experience, and not to be missed! Upon arrival to the tour, you can add a VIP Drink option for alcoholic and ethnic drink pairings! Chinatown can be challenging to navigate on your own, so let our expert local guides show you the way & discover 5 of our all-time favorite dishes.
4.9(681)
3 Hours
Chicago
- Free cancellation
From
$80
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Chicago in a Day Walking Tour: Food, History & Architecture
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 in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable guide unveils the city's culinary secrets and fascinating history.
4.9(1247)
4h 30m
Chicago
- Free cancellation
From
$101
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Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef Sandwich
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous deep dish pizza, taste the amazing Italian beef sandwich, enjoy gourmet popcorn, and lots of other treats. Plus, there is our mouth-watering secret dish that you can only find out about on the day of the tour!
4.9(920)
3 Hours
Chicago
- Free cancellation
- Likely to sell out
From
$85
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Haunted Chicago Booze and Boos Ghost Walking Tour
Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of Chicago and hear some of its most famous and creepy haunted stories. A costumed guide will lead tour goers on a 2.5-hour journey, offering glimpses into the past and revealing the stories of long-dead phantoms and specters who still call Chicago home. You'll visit several different bars and have time to enjoy a delicious libation (at own expense) as the guide tells them about all the spooky happenings and great history of this town! *Tour route and drink stops are subject to availability. *All guests must be 21+ with Valid ID. Alcohol is not included.
4.9(296)
2h 30m
Chicago
- Free cancellation
From
$36
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Chicago Pizza Tour
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 best pizza. Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias. In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
4.9(472)
3h 30m
Chicago
- Free cancellation
From
$89
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Viator
Chicago Craft Brewery Barrel Bus Tour
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 the perfect city for suds lovers. Visit three of its craft breweries on this all-inclusive, 3.5-4hour tour, where you’ll get to tour one brewery production facility and enjoy copious samples of local brews. To keep things interesting, you’ll travel in a barrel-shaped bus. Morning and evening departure times are both available.
4.9(348)
3h 45m
Chicago
- Free cancellation
- Likely to sell out
From
$100
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Viator
Chicago Favorites Ultimate Food and Walking Tour
The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful streets of downtown & taste the Windy City’s favorite eats on this iconic Chicago Food Tour! Bobby’s Bike Hike & Food Tours, whose food tours rank Top 20 worldwide on Tripadvisor, offers this ultimate walking & food experience featuring the hard-working, salt-of-the-earth classics Chicago made famous: a slice of deepdish pizza, a Chicago-style hot dog, Italian beef, popcorn & dessert. Expert guides lead you through downtown’s most iconic landmarks on our Day tours—Millennium Park, Chicago Theatre, Riverwalk, Michigan Ave—Night tours go a different route-while sharing tales from Chicago’s rich, food-loving history. Night tours It’s one of the tastiest Things to Do in Chicago! Enjoy your tour & get a BONUS 2-hour FREE bike or kayak rental gift card per ticket. Cruise the Lakefront Bike Trail or paddle Lake Michigan for extra fun!
4.8(2100)
3 Hours
Chicago
- Free cancellation
From
$85
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Chicago Family Food and Bike Tour with Top Attractions
This Chicago Food & Bike tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it's miles of bike trails, flat terrain and easy connections between attractions. We’ll be sampling from each of Chicago’s well known and unique foods -- deep dish pizza, a true Chicago hot dog, and a dessert for good measure. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular downtown districts as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Museum Campus, Navy Pier and along the Lakefront. Whether day or night, you'll get fantastic views of the skyline and feel the city's vibrant energy. Veggie options available. Bikes, Helmets and all Child Equipment included on this engaging bicycle tour of Chicago.
4.8(99)
4 Hours
Chicago
- Free cancellation
- Likely to sell out
From
$79
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Chicago Loop Food Tour: Taste the Most Iconic Local Eats
Join a local guide for the ultimate foodie adventure in Chicago’s historic Loop, tasting classics like deep‑dish pizza and Chicago‑style hot dogs while discovering insider stories behind the city’s rich food culture.
4.8(114)
2 Hours
Chicago
- Free cancellation
From
$87
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Viator
Artisan Italian Pasta Class in Chicago (Includes 3-Course Meal)
Discover authentic Italian cooking in Chicago during this pasta-making class hosted through Cozymeal. Limited to just 8 guests, this immersive workshop showcases the art of crafting fresh pasta dough and creating a full three-course menu. The menu you will prepare includes: - Starter: Bruschetta with ripe tomatoes and basil on crisp bread - Main course: Handcrafted gnocchi with tomato-basil sauce - Dessert: Classic tiramisù with mascarpone and espresso-soaked ladyfingers With personalized instruction from your pasta chef, this small-group class combines hands-on practice with flavorful dining. Guests are welcome to bring wine or beer to enjoy with their freshly made meal.
4.8(4)
2h 30m
Chicago
- Likely to sell out
From
$125
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Viator
Explore Chicago’s Indoor Mushroom Farm Experience
Step inside a unique and fascinating journey through Chicago’s premier indoor mushroom farm, as seen on FX/Hulu’s acclaimed series "The Bear," where our mushrooms were featured by the show’s chefs. During this tour, you'll discover how exotic culinary mushrooms are cultivated for Chicago’s top Michelin-starred restaurants and celebrated chefs. Explore 17 diverse climate-controlled grow rooms and follow every stage of the mushroom-growing process—from spore to harvest. Experience how advanced agricultural technology produces sustainable, flavorful mushrooms that grace everything from tacos to fine dining plates. This behind-the-scenes adventure is perfect for food lovers and curious minds, offering an unforgettable look at the future of farming and flavor.
4.7(3)
1h 30m
Chicago
- Free cancellation
From
$20
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Viator
Drunk Shakespeare Ticket – Chicago
One actor has five shots of whiskey and then attempts to perform in a Shakespeare play. New York Times Critics' Pick!
4.6(159)
1h 30m
Chicago
- Free cancellation
From
$29
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Viator
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 foods from Chicago's best deep dish pizza restaurant, Rick Bayless' amazing Mexican fare and more. In addition to all the delicious food, your guide will discuss the history, culture and food scene of the neighborhood. We have vegetarian options at all the food stops and can accommodate other dietary restrictions with advance notice. Join us on a culinary adventure of Chicago's River North neighborhood. We've done all the delicious research to showcase the best eats in Chicago. Wear your comfy shoes, bring your appetite and we'll take care of the rest...
4.6(93)
3 Hours
Chicago
- Free cancellation
From
$89
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Chicago Food and Culture Walking Tour
Start your immersive walking tour at a Chicago icon: the Centennial Fountain at River Esplanade Park. From here, your guide will take you on a culinary and cultural adventure. Our first stop is the famous Billy Goat Tavern, where we recommend trying their signature "cheezborger." Next, we'll visit Pizzeria Uno, birthplace of Chicago’s legendary deep-dish pies. Then see where locals go for their hot beef fix: Al’s Beef, a favorite since 1938. Along the way, you’ll hear about the friendly rivalry with New York's pizza scene, Chicago's meatpacking roots, 1920s speakeasies, gangsters, and more. We recommend you bring around $30 for optional food purchases throughout the tour. Your guide will have tips on what to try at each stop. Our tour ends with a sweet finish at Firecakes, serving up doughnuts made from a secret recipe dating to the 1930s. It’s a sweet finish to our fabulous Chicago food tour!
4.6(17)
2 Hours
Chicago
- Free cancellation
From
$39
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City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River
Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled panoramas of the city’s iconic architecture are marveled at from our glass-enclosed vessel. Enjoy the awe-inspiring views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office in the comfortable interior or from the open-air spaces. This upscale experience on the Chicago River is complete with bottomless mimosas and a fully stocked cash bar, light architectural narration, masterful DJ entertainment, and exceptional service. Elevate your weekend with an unforgettable afternoon brunch cruise against a backdrop of Chicago’s most spectacular scenery.
4.5(73)
2 Hours
Chicago
- Free cancellation
From
$105
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Tamales and Tacos with Margarita Cooking Class at Su Casa
Immerse yourself in the vibrant flavors of Mexico with a hands-on cooking class at Su Casa Mexican Restaurant. Guided by experienced chefs, participants will learn the art of crafting authentic tamales and tacos from scratch. This class is tailored for all skill levels, making it an ideal setting for food enthusiasts eager to enhance their culinary repertoire. As you knead, roll, and fill your creations, anticipate the rewarding moment of tasting your delicious handiwork, complemented by chips, salsa, and a refreshing drink.
4.5(2)
2 Hours
Chicago
- Free cancellation
- New
From
$59
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Deep Dish Cooking Class at Pizzeria Uno in Chicago
You will learn how to make (and get to eat) an authentic Deep Dish pizza, all at the Birthplace of Deep Dish pizza - Pizzeria Uno. Be a part of American food history by cooking with Pizzeria Uno. Not only do you get to enjoy your masterpiece, but you can then make Deep Dish pizza at home with the knowledge that you have acquired! Enjoy your pizza with a salad and a drink (soda, beer or wine).
4.5(28)
1h 30m
Chicago
- Free cancellation
- Private tour
From
$59
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Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights
Escape Chicago for a day and experience Milwaukee’s culture, food, and legendary beer scene. This curated day trip includes highlights such as the Harley-Davidson Museum, free time at the Milwaukee Public Market, and an optional Miller Brewery tour and tasting. Enjoy scenic views along the lakefront and an outside visit to the Milwaukee Art Museum before returning to Chicago. Ideal for travelers looking for a relaxed, well-rounded introduction to Milwaukee.
4.3(9)
8 Hours - 10 Hours
Chicago
- Free cancellation
From
$125
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City Cruises Chicago: River Architectural Lunch Cruise
Fine dining and unrivaled skyline views await from the moment you step aboard our Premier Plus Chicago Lunch Cruise. A selection of delectable plated lunch specials and craft cocktails will delight your palate while captivating panoramas of Chicago’s iconic architecture are marveled at from our glass-enclosed vessel. Breathtaking views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office can be enjoyed from the comfortable interior or the open-air spaces. This upscale experience on the Chicago River is complete with light architectural narration, masterful DJ entertainment, and top-notch service. Set sail for an awe-inspiring lunch cruise experience!
4.3(41)
2 Hours
Chicago
- Free cancellation
- Likely to sell out
From
$74
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Wind and Souls an Adults Only Ghost Tour in Chicago
Leave the little ones at home and step into the shadows for a spine-chilling evening designed exclusively for adults. Not all spirits in Chicago are content to rest in peace—and not all hauntings are friendly. On our Wind & Souls: Adults-Only Ghost Tour, we’ll peel back the veil of the city’s darker past to reveal the sinister specters that still lurk in its alleyways, abandoned buildings, and forgotten corners. These are the tormented souls of murderers, madmen, and those who met their end in the most tragic of ways. This tour isn’t for the faint of heart. You’ll hear about the cursed, the vengeful, and the downright malevolent spirits whose presence still chills the air and unsettles the soul. Wind & Souls is a mature, adults-only experience, featuring explicit historical details, strong language, and unsettling true stories pulled from the shadowy depths of Chicago’s haunted past.
4.2(43)
1h 30m
Chicago
- Free cancellation
From
$35
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Chicago River Sunday Funday Mimosa or Bloody Mary Party Cruise
Sunday Funday Mimosa Cruise – Chicago’s Floating Tiki Bar Adventure! Sundays are Fun-Days aboard our vibrant floating tiki bar, Island TIme, where the drinks are cold, the vibes are high, and the views are iconic! Cruise down the Chicago River the Island Party way—with a mimosa or Bloody Mary in hand and a front-row seat to some of the world’s most stunning architecture. This all-day Sunday celebration is perfect for locals and visitors alike. As you drift through the heart of the city, enjoy a relaxing ride surrounded by breathtaking views, lively music, and the laid-back atmosphere of our one-of-a-kind vessel. Have questions about Chicago’s legendary buildings? Just ask! Our friendly crew is always happy to share a few fun facts along the way. Mimosas, Bloody Marys, and skyline magic—all aboard for the best Sunday in the city!
4.2(28)
1h 30m
Chicago
From
$50
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