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!
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!
Important information
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.
More than 1 days before departure: 100% refundable
1-0 days before departure: 0% refundable
Experience may be cancelled in bad weather.
Experience may be cancelled if minimum traveler count is not reached.
