Chicago Favorites Ultimate Food and Walking Tour
Overview
Available languages
3 hours
Mobile ticket
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 10 in America(USA Today) & Top 20 worldwide(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. Bobby’s expert guides lead you through downtown’s most iconic landmarks—Millennium Park, State St, Chicago Theatre, Riverwalk, Michigan Ave, & Wrigley Building—while sharing tales from 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 card per ticket. Cruise the Lakefront Bike Trail or paddle Lake Michigan for extra fun!
Additional Info
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
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..
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
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.
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.
What‘s Included
Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!
Taste 5 Chicago classics—deep-dish pizza, Italian beef, hotdog, popcorn & treat—full meal included!
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.
Led by a local English-speaking guide who’s passionate about Chicago’s eats, streets, & stories!
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.
Indulge in the original brownie—rich, fudgy, and born in Chicago. AM only. Gelato served on PM Tours
Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting)
Full Chicago-style hot dog with mustard, relish, onions, pickle, peppers—no ketchup allowed!
Hotel pickup and drop-off
$10 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)
Local craft beer samples can be added for a fee (Three 9oz pours)you can purchase this option upon arrival for $19.99/person
Options
Food Tour - Night
Duration: 3 hours Full Dinner Starting point: Gino's East, 162 E Superior St, Chicago, IL 60611, USA
Food Tour - Day
Duration: 3 hours Full Lunch Starting point: Plaza of the Americas, 430 N Michigan Ave, Chicago, IL 60611, USA
Reviews
2,061 reviews
Total reviews and rating from Viator & Tripadvisor
Braden was our stellar...
Derek S,May 10, 2026
- Review from Viator
5.00Braden was our stellar guide who offered witty and interesting facts about the city's history, the architecture, and of course the many foods we ate. I hope you get him as a guide and be sure to come with an empty stomach; some of our tour compatriots couldn't eat it all!
Go hungry, the food is great!
Merritt F,May 9, 2026
- Review from Tripadvisor
5.00The tour was excellent! The tour guide was knowledgeable about Chicago history and able to put it in context of the foods we ate.
Most excellent time.
H5411WVmichaelr,May 9, 2026
- Review from Tripadvisor
5.00Our tour guide was very knowledgeable about the history of Chicago.He has a great personality for this.His name was Braiden.
Great info lots offload
nancy c,May 9, 2026
- Review from Viator
5.00A fun and filling way to see and learn about Chicago. Jessika was a great and knowledgeable guide. The food was good. Be prepared to eat a lot. Just the right amount of walking
Amazing food tour, with plenty of fun historical facts and sights mixed in.
johnO7988YN,May 9, 2026
- Review from Tripadvisor
5.00Amazing tour! Amazing food! Amazing guide! Great samples of Chicago's iconic foods, with a great mix of history and amazing sights mixed in.
A great tour to eat your way around Chicago
HardPressed,May 8, 2026
- Review from Tripadvisor
5.00This was a great way to see Chicago, see some of the major sights and enjoy some food along the way. Chicago is a very friendly city and quite easy to get around, and the architecture if great. This tour pulled it all together. Braden was a great guide and was very enthusiastic and knowledgeable. All the food was good, but the Italian beef sandwich was a stand out and I was surprised by how enjoyable cheese and caramel popcorn is when mixed!
Great food, Great Experience!
Meander583251,May 8, 2026
- Review from Tripadvisor
5.00The food was fabulous! The company was so much fun! Our guide, Erika, was absolutely perfect! She was fun, informative, and kept everything moving nicely. It was a great time!
Meet and Eat!
Explore35963104104,May 8, 2026
- Review from Tripadvisor
5.00Lilian gave a great tour. She’s the perfect host to a lovely city walk. Meeting people in the group added to the day. More food than i could eat, but my pleasant surprise came from being able to sit at tables with all stops. ( except popcorn) Which was shared at the “Bean” History shared along the way made a memorable day!
Great food, Interesting Chicago History, and Thoroughly Enjoyable
Robert B,May 6, 2026
- Review from Viator
5.00Our group of 6 thoroughly enjoyed this food tour! Jessika did a great job making the tour interesting and fun. All of the food we had was very good and plentiful and a good representation of the Chicago food scene. In addition to the good food, we really appreciated the Chicago history Jessika shared. We highly recommend this tour.
Jessika was amazing! She...
Nicole S,May 6, 2026
- Review from Viator
5.00Jessika was amazing! She was fun, personable, and knowledgeable. Going on a tour solo can be tough but she made everyone feel part of the group. Food was really good. You definitely get a lot to eat so go hungry.
From US$84.99
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Operated by Bobby's Bike, Hike & Food Tours - Chicago