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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 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 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!
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..
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 Uno, Gino's East, and Giordano's (all amazing options for Chicago Deep-Dish, with a ton of Chicago history).
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).
Duration: 3 hours Full Lunch Starting point: Plaza of the Americas, 430 N Michigan Ave, Chicago, IL 60611, USA
Duration: 3 hours Full Dinner Starting point: Gino's East, 162 E Superior St, Chicago, IL 60611, USA
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.
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!
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
2.113 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
Jerry O,9 thg 6, 2026
- Đánh giá từ Viator
Great tour! Elizabeth was a super guide and vey knowledgeable about Chicago . Great food also. Be aware there is lots of walking.
Nancy L,9 thg 6, 2026
- Đánh giá từ Viator
Great time. Very informative. Lots of food! Little more walking than expected but at least had rest periods when eating. Elizabeth was a great tour guide!
Robin T,8 thg 6, 2026
- Đánh giá từ Tripadvisor
The tour introduced us to some of Chicago’s famous foods and while walking we were able to see and learn a bit about some of the architecture.
Marie M,8 thg 6, 2026
- Đánh giá từ Viator
Such a fun way to see the city and learn about it too! Fran was awesome and very informative. Good balance of food, history, and walking.
Miriam B,8 thg 6, 2026
- Đánh giá từ Viator
Greg is the best tour guide!! He is a native Chicagonian. If you only have one day to try all the foods in Chicago, this would be an excellent tour to take!
Kiara W,6 thg 6, 2026
- Đánh giá từ Viator
This was really a great tour it was very educational about the things of Chicago. Our tour guide was great.
Mary C,6 thg 6, 2026
- Đánh giá từ Viator
My husband and I enjoyed this trip immensely. Mickey was funny, informative and entertaining. He encouraged us all to get to know each other with stories and also to try all the different food offered. His assistant Jacob also contributed with local information and stories of his own. They make a great team. J&M
robintE9209LY,4 thg 6, 2026
- Đánh giá từ Tripadvisor
First time in Chicago so really enjoyed seeing all the architecture and beauty the city has to offer. The food we sampled were very good and represented Chicago well. I did learn about Garrett popcorn and the Palmer House brownie. Lillian was excellent and was engaging and knowledgeable about Chicago. Highly recommend!
Michael C,4 thg 6, 2026
- Đánh giá từ Viator
Gabe did an amazing job connecting with everyone on the tour. He had so much insight on the city and kept it fun. The places he chose were delicious but come hungry!
Rebecca S,4 thg 6, 2026
- Đánh giá từ Viator
It was a good way to explore the city and eat on the way. Brayden our tour guide was very knowledgeable and helped us out a lot.
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