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Chicago Favorites Ultimate Food and Walking Tour

2,394 Reviews 4.87 out of 5 stars Based on 2,394 traveler reviews collected by Cool Shore Excursions and TripAdvisor |
Recommended by 97% of reviewers
97% of reviewers gave this experience a rating of 4 or higher.
|
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. Chicago, USA
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from $84.99 per person

Lowest Price Guarantee
Taste deep-dish pizza, a Chicago-style hot dog, Italian beef, Garrett’s popcorn & the original 1893 brownie on our top-rated Chicago Food Tours—the ultimate Chicago Culinary Tour experience!
Listen as your local guide shares the surprising history of Millennium Park—where art, architecture, & fun collide. It’s a highlight of our Chicago Food Tours & a guest fav on Food Tours in Chicago.
Stroll the scenic Chicago Riverwalk, where stunning views meet rich history. It’s a refreshing stop on our Chicago Food Tours and one of the most picturesque moments on Food Tours in Chicago!
Skip the lines & enjoy VIP service on our Chicago Food Tours! We handle the details so you can relax, eat, & explore. A first-class experience from start to finish on the best Food Tours in Chicago!
It all starts with the poppy seed bun—soft, warm, and packed with flavor. It’s the golden throne for Chicago’s iconic hot dog, served with pride on our Chicago Food Tours & Food Tours in Chicago.
Don't miss out!
On average, this is booked 20 (10.13) days in advance.
3 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

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 Cool Shore Excursions, offers this ultimate walking & food experience featuring the hard-working, salt-of-the-earth classics Chicago made famous: a slice of deep dish 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, please check itinerary for details-we share Chicago’s rich, food-loving history. 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 per ticket. Cruise the Lakefront Bike Trail or paddle Lake Michigan for extra fun!

What's Included

  • Meals Taste 5 Chicago classics—deep-dish pizza, Italian beef, hotdog, popcorn & treat—full meal included!
  • Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!
  • Garrett’s Popcorn Chicago sample mix—sweet-salty, cheesy-caramel bliss in every crunchy bite.
  • Alcoholic beverages Local craft beer samples can be added for a fee (Three 9oz pours)you can purchase this option upon arrival for $19.99/person
  • Hotel pickup and drop-off
  • $10 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)
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Meeting Location

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What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Michigan Ave - Lou Malnati's Pizzeria

Starting Point for 11am, 11:30am & 12pm Daytime Chicago Food Tours only. Your adventure begins at our designated starting point for the daytime tours, where you'll meet your lively, story-loving guide ready to dish out Chicago’s legendary history and hilarious local lore. Before you even take your first selfie at The Bean, you'll be diving into a bubbling, cheesy, deep-dish pizza—oozing with flavor and stacked with that signature stuffed crust magic. If you're looking for unforgettable Things to Do in Chicago, this Food Tour in Chicago is your first bite of something amazing. *PLEASE NOTE: ALL RESTAURANTS SUBJECT TO CHANGE. While we use Lou Malnati's primarily on the Day Tour versions, we sometimes substitute for Pizzaria Due, Gino's East, and Giordano's (all amazing options for Chicago Deep-Dish, with a ton of Chicago history).
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20 minutes Admission Ticket Included

Gino's East

Starting Point for 5:30pm Evening Tours only. The 5:30pm evening tour kicks off at the legendary Gino’s East, where your vibrant guide sets the tone with a lively intro to Chicago’s epic history—full of grit, glory, and a few wild tales. Then comes your first delicious bite: a bubbling, golden, cheesy deep-dish pizza that’s been winning hearts since the '60s. It’s the ultimate start to a Chicago Food Tour that serves up iconic eats and jaw-dropping views. If you're looking for flavorful Things to Do in Chicago, this Food Tour in Chicago is the perfect way to taste the city as the sun goes down. *PLEASE NOTE: ALL RESTAURANTS SUBJECT TO CHANGE. While we use Gino's East primarily on the Evening Tour versions, we sometimes substitute for Pizzaria Uno, Lou Malnati's, and Giordano's (all amazing options for Chicago Deep-Dish, with a ton of Chicago history).
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20 minutes Admission Ticket Included

Pizzeria Due

Starting Point for 4pm & 4:30pm afternoon Chicago Food Tours only. Your adventure begins at our designated starting point for the daytime tours, where you'll meet your lively, story-loving guide ready to dish out Chicago’s legendary history and hilarious local lore. Before you even take your first selfie at The Bean, you'll be diving into a bubbling, cheesy, deep-dish pizza—oozing with flavor and stacked with that signature stuffed crust magic. If you're looking for unforgettable Things to Do in Chicago, this Food Tour in Chicago is your first bite of something amazing. *PLEASE NOTE: ALL RESTAURANTS SUBJECT TO CHANGE. While we use Pizzeria Due primarily on the Afternoon Tour versions, we sometimes substitute with Lou Malnati's,, Gino's East, and Giordano's (all amazing options for Chicago Deep-Dish, with a ton of Chicago history).
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20 minutes Admission Ticket Included

Wrigley Building

The Wrigley Building is a true Chicago stunner—an architectural gem that sparkles along the Chicago River with its white terra cotta façade and gleaming clock tower. Built as the headquarters for the Wrigley chewing gum empire, it was actually the city’s first air-conditioned office building—pretty cool, literally and historically.On our Chicago Food Tour, you’ll take in this iconic building from the best vantage points as we explore the Loop and Riverwalk, all while savoring Chicago’s most famous flavors. It’s the perfect blend of visual wow-factor and culinary indulgence. If you’re craving Things to Do in Chicago that feed both your curiosity and your appetite, our Food Tour in Chicago delivers the full experience—bite by beautiful bite.
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5 minutes Admission Ticket Free

Palmer House Hilton Historic Lobby

AM Day Tours Only. Available on our AM tours only, this sweet stop takes you back to 1893, when the Palmer House Hotel baked up a decadent little square of history—the original recipe brownie, crafted especially for the Chicago World’s Fair. Rich, fudgy, and topped with glossy apricot glaze and crunchy walnuts, it’s a far cry from your average bake sale treat. This is the first brownie ever made, and it still holds up as one of the most indulgent bites in the city. For any foodie with a sweet tooth and a love of culinary origin stories, this legendary dessert is a must-try. Join our Chicago Food Tour and taste a piece of edible history—just one of the many delicious Things to Do in Chicago that make our Food Tour in Chicago truly unforgettable.
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10 minutes Admission Ticket Included

The Chicago Theatre

AM Tours Only. The Chicago Theatre isn’t just a pretty marquee—it’s the city’s crown jewel of entertainment history. With its dazzling lights and grand French Baroque architecture, it’s one of the most photographed buildings in Chicago. But here’s a bit of insider scoop: the massive “CHICAGO” sign out front? It’s not original—it was added in the '80s during a major restoration to match the theater’s golden era glam.On our Chicago Food Tour, we pass right by this show-stopping landmark while serving up the stories behind its legendary stage and the stars who’ve performed there. Paired with iconic eats like deep-dish pizza and Italian beef, this stop adds a dash of vintage flair to your flavor-packed journey. For foodies and culture-lovers alike, this Food Tour in Chicago hits all the right notes on the list of must-do Things to Do in Chicago.
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10 minutes Admission Ticket Free

Garrett Popcorn Shops

No trip to Chicago is complete without a handful of Garrett’s famous Chicago Mix popcorn—a wildly addictive sweet-and-salty combo that foodies can’t stop buzzing about. This iconic blend swirls rich, buttery caramel corn with bold, savory cheddar for a flavor mashup that hits every craving at once. It’s warm, melty, crunchy, and completely crave-worthy—the kind of snack that turns popcorn skeptics into full-blown fans. On our Chicago Food Tour, you’ll skip the long lines and dive straight into this hometown favorite. It’s one of those Things to Do in Chicago you didn’t know you needed… until you’ve tasted it. Join our Food Tour in Chicago and crunch into the city’s most legendary snack.
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10 minutes Admission Ticket Included

Millennium Park

AM Tours Only. Millennium Park is Chicago’s modern-day town square—a vibrant, art-filled oasis in the heart of the city where locals and visitors alike come to relax, explore, and snap that perfect Bean photo. But it’s more than just pretty views. Built above a massive underground parking garage and rail yard, this urban marvel is a feat of design and city planning that turned an industrial eyesore into one of the most beloved public spaces in the country.On our Chicago Food Tour, you’ll walk through this iconic park as we serve up the stories behind its world-famous landmarks—like Cloud Gate, Crown Fountain, and the Jay Pritzker Pavilion—alongside legendary bites like deep-dish pizza and Garrett’s popcorn. If you're hungry for culture, scenery, and serious flavor, this stop is a highlight of our Food Tour in Chicago and one of the most satisfying Things to Do in Chicago.
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15 minutes Admission Ticket Free

Cloud Gate

AM Tours Only. Chicago’s Cloud Gate—better known as “The Bean”—is more than just a shiny selfie magnet. This gleaming, stainless steel sculpture in Millennium Park reflects the city’s skyline in a way that feels almost magical, warping buildings and clouds into surreal, photo-worthy shapes. It’s playful, artistic, and one of the most iconic landmarks in the city.On our Chicago Food Tour, you won’t just snap a quick pic—you’ll learn the fascinating story behind this modern marvel while enjoying some of the city's most legendary bites. Pairing deep-dish pizza, hot dogs, and sweet treats with must-see sights like The Bean makes this Food Tour in Chicago one of the most flavorful and fun Things to Do in Chicago. Come hungry, leave inspired.
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10 minutes Admission Ticket Free

Crown Fountain

AM Tours Only. Crown Fountain in Millennium Park is one of Chicago’s most unique public art installations—a pair of towering glass block fountains that project the faces of real Chicagoans, slowly changing expressions before playfully spitting water in the summer months. Designed by Spanish artist Jaume Plensa, it’s a blend of technology, art, and just the right amount of whimsy.On our Chicago Food Tour, you’ll experience this interactive landmark as part of your flavorful journey through the city’s heart. Between bites of deep-dish pizza and legendary local snacks, you’ll learn the stories behind the art that makes Chicago truly special. For a mix of fun, flavor, and photo ops, this Food Tour in Chicago is one of the most refreshing Things to Do in Chicago—especially if you don’t mind a little splash.
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10 minutes Admission Ticket Free

Exchequer Restaurant & Pub

AM Day Tours Only: Get ready to sink your teeth into one of Chicago’s juiciest, messiest, most mouthwatering creations—the legendary Italian Beef sandwich. Thin-sliced, slow-roasted beef piled high on fresh Italian bread, dunked (or double-dipped, if you dare) in savory, herb-infused au jus, and topped with spicy giardiniera or sweet peppers. It’s bold, beefy, and unapologetically satisfying.On our Chicago Food Tour, we rotate between some of the city’s most iconic local spots—each with their own take on this beloved sandwich, so no two tours are ever exactly the same. That means one day you might be biting into a classic dipped beef with sweet peppers, and the next, a spicy giardiniera masterpiece that leaves you wiping your chin and begging for more. If you’re hungry for authentic flavor and one-of-a-kind Things to Do in Chicago, our Food Tour in Chicago serves up this hometown hero with a side of city pride. *PLEASE NOTE: ALL RESTAURANTS SUBJECT TO CHANGE.
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20 minutes Admission Ticket Included

Historic Water Tower

PM Tours Only. Chicago’s Historic Water Tower stands as a rare survivor of the Great Chicago Fire of 1871—a limestone Gothic beauty that looks more like a fairytale castle than a piece of city infrastructure. Built to house a water pump that once powered the city’s water system, it’s now a powerful symbol of Chicago’s resilience and rebirth. And here’s a fun tidbit: it’s one of the only buildings that made it through the fire while nearly everything else around it turned to ash.On our Chicago Food Tour, you’ll pass this iconic landmark as we journey through the city’s rich history and legendary eats. Between bites of hot dogs, Italian beef, and deep-dish pizza, you’ll hear how this small but mighty tower earned its place in Chicago lore. For a blend of flavor and fascinating stories, this Food Tour in Chicago is one of the most memorable Things to Do in Chicago—where every stop tells a tale.
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5 minutes Admission Ticket Free

The Magnificent Mile

Stretching through the heart of downtown, Chicago’s Magnificent Mile on Michigan Avenue is more than just a shopper’s paradise—it’s a stunning showcase of architecture, energy, and iconic city vibes. Lined with historic landmarks, glittering skyscrapers, and world-class boutiques, this bustling boulevard tells the story of Chicago’s rise from the Great Fire to greatness.As you walk this famed stretch on our Chicago Food Tour, you’ll experience the city the way it was meant to be explored—on foot, with flavor. Between bites of deep-dish pizza, Italian beef, and other local favorites, you’ll stroll past landmarks like the Tribune Tower, the Wrigley Building, and the start of historic Route 66. It’s the perfect blend of food, fun, and history—all wrapped up in one of the most exciting Things to Do in Chicago. So come hungry and curious—our Food Tour in Chicago will show you the Mile in a way that’s truly magnificent.
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15 minutes Admission Ticket Free

The Loop (pass by)

The Chicago Loop is the vibrant heartbeat of the city—where dazzling architecture, rich history, and the hum of daily life all collide in one unforgettable downtown experience. Surrounded by the elevated “L” tracks, this iconic district is home to legendary theaters, historic skyscrapers, and can’t-miss sights like the Art Institute, Millennium Park, and the Chicago Riverwalk.On our Chicago Food Tour, you won’t just walk through the Loop—you’ll taste your way through it. As we explore its bustling streets and hidden gems, you’ll indulge in Chicago’s most famous eats, from deep-dish pizza to the original brownie. It’s a full-sensory experience that blends the flavors of the city with its most fascinating stories. If you're looking for Things to Do in Chicago that offer both epic eats and epic views, our Food Tour in Chicago through the Loop delivers bite after unforgettable bite.
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Chicago Pedway (pass by)

When the weather cools down, we keep things warm and wonderful by taking you through one of Chicago’s best-kept secrets: the Pedway. This underground network of tunnels, bridges, and concourses weaves beneath the city’s central business district, connecting famous landmarks while keeping you cozy.On warmer days, we take the scenic route above ground, strolling the grand promenades of the Loop with the sun on your shoulders and the skyline soaring above. No matter the season, our Chicago Food Tour moves at a relaxed, comfortable pace—just 1.25 miles over 3 hours—with plenty of delicious stops and Instagram-worthy views.Whether you’re staying toasty underground or soaking up summer sights, this Food Tour in Chicago is a flavorful journey through the city’s history, culture, and iconic eats. If you're looking for unique and delicious Things to Do in Chicago, let us guide you through the streets—and tunnels—where the real magic happens.
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Bobby's Bike Hike - Chicago Bike, Walking & Food Tours (pass by)

FREE 2 HOUR BIKE or KAYAK RENTAL INFO: As an additional perk for booking this particular Chicago Food tour, you will get a FREE 2-hour bike or kayak rental (to be used within (+/-) 3 days of your tour booking. Terms below: To be used within +/- 3 days of your tour booking.Bike rentals take place at Bobby’s Bike Hike World Headquarters, 540 N. Lake Shore Drive, Chicago, IL60611. Bike shop is open year-round (excluding Thanksgiving & Christmas). Explore the 20 mile Lakefront Bike Trail, named Best Things to Do in Chicago.Kayak rentals take place at Ohio Street Beach, Bobby’s Kayak, 550 E. Grand Avenue, Chicago, IL 60611. Kayak shop open mid-May to mid-October, weather dependent. Offer excludes Saturday Bike/Kayak rentals between Memorial Day (end of May) Weekend to Labor Day (early September). Kayaking only available from June-September). Kayak on Lake Michigan.No discounts for not using this activity or issues due to weather restrictions.
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Show 15 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
  • VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
  • [BRAND] rated this tour its highest-level Traveler’s Choice Award each year since 2002.

Frequently Asked Questions (8)

Q: What is the cancellation policy for the Chicago Favorites Ultimate Food and Walking Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-3332BITEWALK

Traveler Photos

Reviews

4.87
2,394 reviews

Average 4.87 out of 5 stars based on 2,394 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
2,193
4 stars
132
3 stars
37
2 stars
23
1 star
9
Don't miss out!
On average, this is booked 20 (10.13) days in advance.
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Frequently Asked Questions (8)

Activity name

The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

Filter by:

Q: What is the cancellation policy for the Chicago Favorites Ultimate Food and Walking Tour?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Meals. Taste 5 Chicago classics—deep-dish pizza, Italian beef, hotdog, popcorn & treat—full meal included!.
  • Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!.
  • Garrett’s Popcorn Chicago sample mix—sweet-salty, cheesy-caramel bliss in every crunchy bite.
  • Italian Beef Sandwich sample—slow-roasted beef, rich au jus, classic peppers, pure Chicago.
  • Receive insider tips on must-see attractions, activities, and culinary delights for your stay.
  • See iconic Chicago architecture—from historic gems to modern marvels—while tasting city classics.
  • Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting).
  • Indulge in the original brownie—rich, fudgy, and born in Chicago(AM only). Other dessert on PM Tours.
  • Full Chicago-style hot dog with mustard, relish, onions, pickle, peppers—no ketchup allowed!.
  • Led by a local English-speaking guide who’s passionate about Chicago’s eats, streets, & stories!.
The following is NOT included:
  • Alcoholic beverages. Local craft beer samples can be added for a fee (Three 9oz pours)you can purchase this option upon arrival for $19.99/person.
  • Hotel pickup and drop-off.
  • $10 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal).
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Chicago Favorites Ultimate Food and Walking Tour is as follows:

  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Chicago Favorites Ultimate Food and Walking Tour will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • MealsTaste 5 Chicago classics—deep-dish pizza, Italian beef, hotdog, popcorn & treat—full meal included!
  • Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!
  • Garrett’s Popcorn Chicago sample mix—sweet-salty, cheesy-caramel bliss in every crunchy bite.
  • Italian Beef Sandwich sample—slow-roasted beef, rich au jus, classic peppers, pure Chicago.
  • Receive insider tips on must-see attractions, activities, and culinary delights for your stay
  • See iconic Chicago architecture—from historic gems to modern marvels—while tasting city classics.
  • Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting)
  • Indulge in the original brownie—rich, fudgy, and born in Chicago(AM only). Other dessert on PM Tours
  • Full Chicago-style hot dog with mustard, relish, onions, pickle, peppers—no ketchup allowed!
  • Led by a local English-speaking guide who’s passionate about Chicago’s eats, streets, & stories!
  • Alcoholic beveragesLocal craft beer samples can be added for a fee (Three 9oz pours)you can purchase this option upon arrival for $19.99/person
  • Hotel pickup and drop-off
  • $10 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • If you have dietary restrictions, please add a note in the special requirements section when booking, and email us after booking to confirm they can accommodate.
  • Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
  • VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
  • TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
  • Our groups have exclusive VIP access to locations we visit.
  • Operates in all weather conditions, please dress appropriately
  • Chicago's famous foods are built on grit, hard work, and on the backs of labor. They are not for everyone, so come with an open mind as we visit Chicago hot dog stand, Deep dish pizza joint, Italian Beef sample, and the original brownie..
  • This tour/activity will have a maximum of 16 travelers

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