Viator Rating : 5 (1957 reviews)
Dyvarcity Score : 7.3/10 (Solid Experience)
Chicago
Chicago Food Tour: Deep Dish, Hot Dogs & Hidden Gems
180
Overview
The Chicago Favorites Ultimate Food and Walking Tour is perfect for anyone who wants to taste Chicago's famous foods and see the city's best sights. This tour takes you through downtown Chicago to try the Windy City's favorite eats! You'll get to taste deep-dish pizza, a Chicago-style hotdog, Italian beef, popcorn, and brownies.
What to Expect: This walking tour, led by expert guides, explores iconic landmarks like Millennium Park and the Chicago Theatre Marquee. Guests will see the Cloud Gate ('The Bean') and the Pritzker Pavilion, stroll along the Chicago Pedway/Loop Promenade and visit the First Chicago Skyscraper. They'll also see the Chicago Historic Water Tower and Holy Name Cathedral. Plus, they'll visit Max's Take Out and sample an Original Recipe Brownie. It's a tasty way to learn about Chicago's food history!
This experience includes 4-5 food stops, a free 2-hour bike or kayak rental (weather permitting), and insider tips on what to see and do in Chicago. It excludes hotel pickup/drop-off and a recommended gratuity for the guide. It's important to note that alcoholic beverages are not included. With Bobby's Bike Hike, whose food tours are ranked Top 10 in America (USA Today) & Top 20 in the world (Tripadvisor), this tour promises a fun and delicious adventure, usually with small groups. 
Experience DNA Fingerprint
Scores are shown on a scale of 1 to 10, 1 = lowest score, 10 = highest score.
What People Love
Safety (8 - Secure) : Strong feeling of safety and control
Upsell Risk (8 - Transparent) : No upsells or hidden costs
Instagram Factor (8 - Iconic) : Highly photogenic and memorable
Guide Quality (9 - Exceptional) : Engaging and memorable
Guide Reliability (9 - Dependable) : On time with strong follow-through
What to Watch Out For
Crowd Density (5 - Standard) : Normal crowd, some waiting or tight spots
Logistics (7 - Friction) : Issues but experience continued
Mobility (5 - Moderate) : Some effort required
Pacing (7 - Uneven) : Inconsistent or mixed pacing
Highlights
Taste Chicago's Best Foods: Enjoy deep-dish pizza, Chicago hot dogs, and more!
See Famous Chicago Landmarks: Visit Millennium Park, the Chicago Theatre, and other iconic spots.
Get a Free Bike or Kayak Rental: Explore Chicago on your own with a free 2-hour rental.
Learn from Expert Local Guides: Discover Chicago's history and food secrets.
Sentiment Analysis
Customers say the food is delicious and there's a lot of it.
-
They love the tour guides who are fun and know a lot about Chicago.
-
Many enjoyed seeing famous spots in the city while trying new foods.
-
People think the free bike or kayak rental is a great bonus.
Some people think the tour moves too fast.
-
A few customers wished they had more time at each food stop.
The Journey
Tour Starting Point (Daytime)
Begin your daytime Chicago adventure here! Meet your guide and delve into the city's captivating history before indulging in a mouthwatering, cheesy, stuffed Chicago pizza. It's the perfect start to a tour filled with flavors and stories.
Tour Starting Point (Evening)
Kick off your evening exploration of Chicago from this point! Connect with your entertaining guide, hear tales of the city's past, and then savor a bubbling, cheesy, stuffed Chicago pizza. This promises a delicious beginning to a night of discovery.
Max's Take Out
Stroll down Michigan Avenue and the start of Route 66 to Max's Take Out, a quintessential Chicago hot dog stand, and savor the taste of an authentic Chicago hot dog! This iconic eatery has stood the test of time, serving up a unique flavor that defines the city's culinary scene. A must-try for any visitor!
First Chicago Skyscraper
Witness a piece of architectural history: the first major skyscraper built north of the Chicago River. This landmark represents Chicago's pioneering spirit in urban design and its bold ambition to reach new heights. A significant point of interest for architecture enthusiasts.
Chicago Pedway/Loop Promenade
Depending on the season, explore Chicago in comfort! During colder months, navigate the Chicago Pedway, an underground network connecting key sites in the central business district. In warmer months, stroll along the scenic promenades of the Loop, offering breathtaking views of the city's iconic skyline and vibrant atmosphere.
Pritzker Pavilion
Located in Grant Park, the Pritzker Pavilion is a masterpiece designed by Frank Gehry. This stunning band shell features a lattice tower of speaker systems ensuring excellent acoustics for countless summer concerts and movie screenings. It's a unique architectural marvel and a cultural hub in the heart of Chicago.
The Loop
Immerse yourself in the energy of the Loop, Chicago's bustling business district! Named for the 'El' train tracks that encircle it, this area is the city's core, filled with iconic architecture, theaters, and a vibrant atmosphere. Experience the heart of Chicago's commerce and culture.
Chicago Theatre Marquee
Behold the iconic Chicago Theatre Marquee on State Street! This dazzling landmark is a symbol of Chicago's vibrant theater scene and a must-see for architecture and entertainment lovers. Capture the essence of the city's performing arts heritage.
Cloud Gate ('The Bean')
Visit Cloud Gate, affectionately known as 'The Bean,' in Millennium Park. Designed by Anish Kapoor, this giant, stainless steel sculpture has become one of Chicago's most famous symbols. Reflect on the city skyline and capture unique, distorted perspectives in this captivating work of art.
Millennium Park
Discover Millennium Park, a modern town square boasting a stunning collection of art, architecture, and gardens. This urban oasis provides a breathtaking backdrop for hundreds of cultural events. From art installations to lush landscapes, it's a must-visit destination for experiencing Chicago's vibrant cultural scene.
Original Recipe Brownie
Indulge in a taste of history with the original recipe brownie, first invented in Chicago for the 1893 World's Fair. Savor the rich, decadent flavors of this iconic treat, a delightful reminder of Chicago's culinary heritage.
Crown Fountain
Experience the interactive art of the Crown Fountain, designed by Jaume Plensa. This unique fountain features two fifty-foot tall glass brick statues showcasing the LED faces of over 1000 Chicagoans laughing, smiling, and spitting. It's a playful and unforgettable art installation that embodies the spirit of Chicago.
Bobby's Bike Hike/Kayak Rental
Enhance your Chicago experience with a complimentary 2-hour bike or kayak rental! Bike rentals are available year-round at Bobby's Bike Hike World Headquarters, while kayak rentals operate seasonally at Ohio Street Beach. Explore the city's scenic lakefront and vibrant neighborhoods at your own pace.
Chicago Historic Water Tower
Witness a survivor of the Great Chicago Fire: the Chicago Historic Water Tower, located at the north end of the Magnificent Mile. This iconic landmark stands as a testament to the city's resilience and architectural heritage. A poignant reminder of Chicago's past and a must-see for history buffs.
Holy Name Cathedral
Marvel at the grandeur of Holy Name Cathedral, one of the largest Cathedrals in North America. This architectural masterpiece represents a significant achievement in community building and exemplifies Chicago's rich cultural heritage. A stunning example of Gothic Revival architecture.
Know Before You Go
This Chicago food and walking tour includes a taste of the city's best eats at 4-5 iconic food stops. Guests will enjoy deep-dish pizza, a Chicago-style hot dog, Italian beef, and more. A local, professional English-speaking guide will lead the tour, offering insider tips on must-see attractions. A free 2-hour bike or kayak rental is included (weather permitting). The tour excludes hotel pickup and drop-off, and a gratuity of $10 per person (or more) is recommended for the guide, payable in Cash, Venmo, or PayPal. Alcoholic beverages are not included in the tour.
Hot Tip
Many people suggest wearing comfy shoes because you'll be walking a lot! Also, come hungry so you can enjoy all the yummy food.
Review Summary
Travelers consistently praise the Chicago Favorites Ultimate Food and Walking Tour for its generous food portions, knowledgeable guides, and well-paced itinerary covering iconic downtown landmarks. Many highlight the bonus bike or kayak rental as a fun extra. The most common feedback is that the tour is filling and offers a great introduction to Chicago’s food culture, though some note that gluten-free and vegan options are limited. The tour is frequently described as family-friendly and accessible, with a leisurely walking pace suitable for most fitness levels.
Frequently Asked Questions
This page is synthesized and developed by Dyvarcity Team
More like this
Chicago
$45
Chicago Architecture River Cruise: See the Skyline!
4.8
(15754 reviews)
Duration: 60
minutes
Chicago Architecture River Cruise lets people see Chicago in a fun way. This boat tour goes down the Chicago River. People can see over 40 famous buildings, like the John Hancock Center and the Wrigley Building.
An expert guide tells people about the buildings and their history. It's a great way for everyone to see Chicago, even if they live there! People can sit and relax while seeing the city's amazing buildings. The boat goes to places like the Chicago River, Chicago Skyline, Navy Pier, and the Willis Tower. People will learn a lot about the city's buildings as they float by.
This boat tour includes live talking from an expert, and a tour of the Chicago River. Drinks cost extra to purchase, and there is no WIFI on the boat.
Chicago
$89
Chicago's Best Bites: A Delicious Bike & Brews Tour
4.9
(731 reviews)
Duration: 270
minutes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour lets people taste all the best Chicago foods on two wheels! This 4 1/2-hour guided bike tour, led by the experts at Bobby’s Bike Hike, takes riders on a fun and yummy adventure. It was even ranked in the Top 20 tours in the world by TripAdvisor!
The easy 13-mile ride explores Chicago's famous eats, including deep-dish pizza and a Chicago-style hot dog. Sample local craft beers while seeing cool spots like the Gold Coast, Lincoln Park, and Wrigleyville, home of the Chicago Cubs. Night tours light up with Buckingham Fountain, Millennium Park, and downtown sights. Pedal along the Lakefront Trail, a top bike path, and discover the heart of Chicago.
This experience includes an expert local guide, a water bottle to stay hydrated, a bicycle, a helmet for safety, and delicious food and beer samples. The tour does not include the suggested $15 guide gratuity per person, payable via cash, Venmo, or PayPal. Get ready to roll, taste, and learn on this unforgettable Chicago adventure!
Chicago
$37
Chicago River Architecture Boat Tour: See Top Landmarks!
4.8
(1634 reviews)
Duration: 90
minutes
The Chicago River 90-Minute Architecture Boat Tour lets people see amazing buildings along the Chicago River. Expert guides tell stories about the city's famous places. This tour is for everyone!
You'll see places like the Wrigley Building and the Willis Tower. The boat goes to Navy Pier and even to Chinatown! You can learn about old buildings and new ones being built.
This boat has seats inside with air conditioning and windows. There are also seats outside if you want to be in the sun. There are bathrooms on the boat. You can buy drinks and snacks, and parking is close by. This tour shows you the best of Chicago from the river!
Chicago
$99
Chicago's West Side Foodie Ride: A Culinary Bike Adventure
4.9
(112 reviews)
Duration: 240
minutes
Chicago's West Side Foodie Ride Bike Tour: Explore Fulton Market, Ukrainian Village, and more on this 4-hour culinary bike tour. Taste Chicago's authentic dishes while learning about the neighborhoods' histories. Concludes with a chocolate tasting. A leisurely paced ride suitable for all fitness levels.
Milwaukee
$79
Milwaukee E-Bike Adventure: Unveiling History & Hidden Gems!
5.0
(48 reviews)
Duration: 180
minutes
Old Milwaukee Guided E-Bike Tour: Explore 17½ miles of Milwaukee's best spots with ease. Discover historic neighborhoods, iconic architecture like the 8 million brick city hall, and scenic parks. Enjoy lake and river views while understanding Milwaukee's rich past and bright future on this ride through the whole city.
Chicago
$99.6
Chicago Brewery Barrel Bus Tour: A Hoppy Adventure Through Craft Brews
4.9
(339 reviews)
Duration: 225
minutes
Chicago Craft Brewery Barrel Bus Tour immerses you in Chicago's vibrant beer scene. Travel in a unique barrel-shaped bus, visiting three craft breweries. Enjoy brewery tours and generous samples of local brews. Both morning and evening departures accommodate your schedule, promising a fun, insightful tasting experience. Great for beer lovers!
Nearby Events
United Center
May 01
8:00 PMDemi Lovato: It's Not That Deep Tour at United Center
Demi Lovato brings her highly anticipated 'It's Not That Deep Tour' to the iconic United Center in Chicago, promising an unforgettable night of pop anthems and raw, emotional performances. Known for her powerful vocals and candid stage presence, Demi is set to showcase new music and fan favorites in one of the city’s most celebrated arenas.
Demi Lovato continues to captivate audiences with her evolving artistry and resilience, making each concert a deeply personal experience. The United Center, home to the Chicago Bulls and Blackhawks, is renowned for its state-of-the-art acoustics, vibrant atmosphere, and history of hosting legendary concerts.
Harris Theater
Oct 20
8:00 PMSukhishvili Ballet Chicago Tickets at Harris Theater
Narodowy Balet Gruzji Sukhishvili brings its world-renowned Georgian National Ballet to the Harris Theater in Chicago. Celebrating their 80th anniversary, this performance showcases traditional Georgian dance with intricate movements, vibrant costumes, and powerful storytelling, blending heritage with modern flair.
The Sukhishvili Georgian National Ballet, founded as Georgia's cultural ambassador, has captivated global audiences for decades through its dynamic choreography rooted in ancient traditions. The Harris Theater, Chicago's premier venue for dance and music, offers an intimate setting for this milestone event.[1][5]
Miller High Life Theatre
Apr 18
8:00 PMLos Tigres del Norte Live in Milwaukee
Los Tigres del Norte bring their legendary norteño storytelling to Miller High Life Theatre, presenting a full-band concert of corridos, boleros and modern regional Mexican hits that showcase their decades-long cultural impact. The group continues to tour internationally and remains a top draw for multi-generational Latinx audiences, performing classics and recent material that reinforce their role as musical chroniclers of migrant life.
Los Tigres del Norte have sold millions of records and earned multiple Grammys and a Latin Recording Academy Lifetime Achievement recognition for their work preserving and evolving the corrido tradition. Miller High Life Theatre — a historic, intimate downtown Milwaukee venue known for clear sightlines and strong acoustics — offers a close-up setting for the band’s emotional narratives and signature accordion-driven arrangements.
Soldier Field
Aug 27
8:00 PMBTS World Tour at Soldier Field: Tickets
BTS WORLD TOUR lights up Soldier Field with the K-pop icons' first group headline shows since 2022, featuring a groundbreaking 360-degree in-the-round stage that immerses fans from every angle.[1][2] This massive 70+ date global stadium spectacle, post their full reunion in June 2025 after military service, promises new music and record-shattering performances across continents.[2][4]
BTS, global superstars who pioneered K-pop's worldwide dominance with hits from their celebrated 'Permission to Dance on Stage' era, continue redefining live music with historic firsts at venues worldwide.[2][4] Soldier Field, Chicago's legendary stadium, hosts this epic return amid its packed 2026 concert lineup.[1][6]
Wrigley Field
July 11
8:00 PMJohn Mulaney: Mister Whatever at Wrigley Field Tickets
John Mulaney’s Mister Whatever Tour brings his signature comedy to Wrigley Field in Chicago, marking the first time the iconic ballpark hosts a headline comedy show. This eagerly awaited event features Mulaney's sharp wit and storytelling, delivering an unforgettable night of laughter in an extraordinary setting.
John Mulaney, an Emmy Award-winning comedian known for his precise humor and career-defining tours, continues to captivate audiences nationwide with his Mister Whatever Tour. Wrigley Field, famed for its historic charm and status as the home of the Chicago Cubs, provides a unique open-air venue that blends classic Americana with live entertainment, enhancing this historic comedy event.
Vic Theater
Feb 26
7:00 PMDepths of Wikipedia Comedy Show Chicago: Tickets
Depths of Wikipedia brings a wildly entertaining Wikipedia-themed comedy show to the Vic Theater in Chicago, where audiences discover answers to life's most curious questions through hilarious storytelling and impressive PowerPoint presentations. This unique lecture-comedy hybrid features comedian Andrew Rauwerda diving deep into Wikipedia's most obscure and fascinating rabbit holes—from the invention of ciabatta bread to philosophical questions about existence—all delivered with the comedic timing that earned praise from The New Yorker and Pittsburgh Magazine. The Vic Theater, a historic 1912 Chicago landmark in the vibrant Lakeview neighborhood, provides the perfect intimate setting for this one-of-a-kind experience that blends education, humor, and genuine intellectual curiosity.
What makes Depths of Wikipedia special is its irreverent approach to knowledge-seeking; rather than a traditional lecture or stand-up comedy set, attendees experience a carefully curated journey through Wikipedia's most unexpected and delightful corners. The show has earned critical acclaim for its "quite possibly the best PowerPoint" ever seen at a live comedy event, combining visual storytelling with laugh-out-loud moments that keep audiences engaged throughout.
Chicago Best Things to Do: Concerts, Helicopter & Food Tours
The Chicago skyline is hiding a secret- a ton of them, actually. It’s more than a view: it’s got adventures you're meant to explore. Breathe in the winds and excitement of a helicopter tour, party at top concerts, or dive into food and pizza tours. Walk beside history on a gangster mob tour, take a fireboat or bus tour. Looking to get wild tonight? Find events going on sooner than tomorrow, from EDM to country concerts. Check all your bucket list boxes, and live stories you’ll remember forever.
View Chicago Activities