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3 hours
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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!
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..
For a full refund, cancel at least 24 hours before the scheduled departure time.
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.
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
Duration: 3 hours
Full Dinner
Starting point:
Gino's East, 162 E Superior St, Chicago, IL 60611, USA
Duration: 3 hours
Full Lunch
Starting point:
Plaza of the Americas, 430 Michigan Ave, Chicago, IL 60611, USA
2,026 reviews
Total reviews and rating from Viator & Tripadvisor
Shannon W,Apr 11, 2026
- Review from Tripadvisor
We had Mickey (Michael Jordan). Highly recommend him and the tour



ah1ztracker,Apr 10, 2026
- Review from Tripadvisor
Mickey is an exceptional guide! Pace was smooth and informative and he was open to answering any and all questions! The information on the tour was a good mix of history and culture with a delightful splash of pop culture and love of his adopted home town. Great tour for anyone from out of town and even for locals who want to connect with a side of the city they may not have explored. Ask for Mickey - seek him out - jovial, well spoken, attentive and fun to be around! 10/10 - no notes!

Michael B,Apr 9, 2026
- Review from Tripadvisor
The Food Tasting of Chicago was an informative and belly filling tour. Our guide A.J. was knowledgeable of Chicago history and attentive to the group’s needs. Portions were great and tasty.

michellebM5553WF,Apr 7, 2026
- Review from Tripadvisor
It was a good day with great food and educational experience about Chicago.
George T,Apr 7, 2026
- Review from Viator
Dress according to the season but overall it was a great experience for the family we learned a lot ate some good Chicago classics paired with an amazing story to match each one as well as the buildings themselves and I can’t forget our amazing guide Jessika with a K she’s absolutely amazing at what she does
jennifermA6729KU,Apr 6, 2026
- Review from Tripadvisor
Gabe was an amazing guide. He filled our bellies with quintessential Chicago cuisine and filled our brains with interesting facts about the city. It’s was the perfect amount of time and combination walking and sitting to eat. I would highly recommend. His mother should be proud.



Alicia T,Apr 5, 2026
- Review from Viator
Fran was a great tour guide! very sweet and knowledgeable. the tour itself was fun but a bit overpriced imo.
Amber F,Apr 4, 2026
- Review from Viator
Mikey was knowledgeable, friendly, and funny. My daughter and I had a blast learning about the history of Chicago. MJ is a fantastic storyteller and made the city come to life!
Getaway273208,Apr 4, 2026
- Review from Tripadvisor
Mikey Jordan was an excellent vivacious guide and the food was authentic and tasty.
joshbD7209WW,Apr 4, 2026
- Review from Tripadvisor
Jessika was great, very knowledgeable. Food was delicious
Operated by Bobby's Bike, Hike & Food Tours - Chicago