Chicago Favorites Food and Walking Tour
Stroll through the beautiful streets of downtown Chicago and taste all of the Windy City’s favorite eats! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, whose walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Traveler Magazine. This is Bobby’s quintessential culinary walking tour, complete with a slice of deep dish pizza, a Chicago-style hotdog, Italian beef sandwich, chocolates and pastries, as well as locally crafted beer. Bobby’s expert guides will lead you through downtown Chicago’s most iconic landmarks, including Millennium Park, State Street and Chicago Theatre, Chicago Riverwalk, Michigan Avenue, and the Wrigley Building, all the while regaling you with tales from Chicago’s rich food-centric history. This tour is sure to make memories that will last a lifetime!
- All necessary equipment included
- All-inclusive tour
- Fully narrated tour
This is a typical itinerary for this product
Stop At: Millennium Park, 201 East Randolph Street, Chicago, IL 60601-6530
Meet your guide at 11:30 am at the world-famous Giordano's Pizzeria, where you will taste Chicago's unique and delectable stuffed pizza. From there, walk south to iconic Millennium Park, a modern town square with a collection of art, architecture, and gardens that provide a stunning backdrop for hundreds of cultural events. Next, kick back with a refreshing local craft beer and discover what makes Chicago's brewing scene so special.
Duration: 30 minutes
Stop At: The Magnificent Mile, North Michigan Avenue, Chicago, IL 60611
Then, stroll down elegant Michigan Avenue and pass renowned local attractions before walking down the start of Route 66 to Max's Take Out, a quintessential Chicago hot dog stand that has stood the test of time. Inside, taste what makes Chicago's unique hot dog so special!
Duration: 30 minutes
Pass By: Chicago Riverwalk, Chicago, IL 60601
The Chicago River runs right through the heart of the downtown Chicago skyscrapers. The architecture and river scenery is absolutely stunning.
Stop At: Cloud Gate, 201 E. Randolph St. Millenium Park, Chicago, IL 60601-6530
Cloud Gate, located within Millennium Park, is known affectionately as “The Bean” and debuted in 2006. Designed by famed Indian artist, Anish Kapoor, this giant, stainless steel masterpiece has become one of the most famous symbols of Chicago arts and culture.
Duration: 15 minutes
Stop At: Crown Fountain, 201 E Randolph St Millennium Park, Chicago, IL 60601-6530
The Crown Fountain was designed by Spanish artist Jaume Plensa and features two fifty-foot tall statues of glass brick that showcase the LED faces of over 1000 Chicagoans laughing, smiling, and spitting.
Duration: 15 minutes
Pass By: Wrigley Building, 410 N Michigan Ave, Chicago, IL 60611-4213
The Wrigley Building, the first major skyscraper north of the Chicago River.
Pass By: The Loop, 701 S State St, Chicago, IL 60605-2108
The Loop is Chicago’s bustling business district, named for its location within the rectangular convergence of multiple “El” train tracks.
Stop At: Jay Pritzker Pavilion, Millennium Park, Chicago, IL
Designed by world-famous architect, Frank Gehry, The Pritzker Pavilion is a stunning and unique band shell located in Grant Park. The lattice tower of speaker systems ensures full volume for all spectators at countless summer concerts and movie screenings.
Duration: 15 minutes
Pass By: Chicago Pedway, Chicago, IL
During colder months, your guide will make use of the Chicago Pedway system, a network of tunnels, ground-level concourses and bridges that connects sites throughout Chicago’s central business district, to keep you as cozy as possible. During warmer times of the year, walk along the large scenic promenades of the Loop.
Expect to walk at a leisurely pace for 1.5 miles during the 2.5-hour tour, suitable for most fitness levels, with plenty of stops for tastings and photos. All tastings and beverages are included. Please give advance notice of any dietary restrictions.
Stop At: The Chicago Theatre, 175 N State St, Chicago, IL 60601-3623
Chicago's iconic theatre Marquee on State Street.
Duration: 5 minutes
- Reservations are REQUIRED for all bookings
- Book Your Package On-Line and Receive Your Confirmation
- Departure point: Giordano's, 130 E Randolph St, Chicago, IL 60601, USA
- Duration: 2 hours 30 minutes (Approx.)
- Departure Time: 11:30 AM
- Return Details: Chicago Loop, Chicago, IL, USA
- Food tasting
- Expert tour guide
- Hotel pickup and drop-off
- Gratuity for guide (15-20% suggested, Venmo and PayPal available)
- Alcoholic Beverages - Local craft beer samples can be added for a fee (Three 9oz pours)
- Entry/Admission - Jay Pritzker Pavilion
What To Bring
- Confirmation Voucher (printed or mobile)
- Any required or suggested items listed on your confirmation email.
- A Smile!
- Confirmation will be received at time of booking
- Operates in all weather conditions, please dress appropriately
- Wheelchair accessible
- Stroller accessible
- Near public transportation
- Transportation is wheelchair accessible
- Surfaces are wheelchair accessible
- Most travelers can participate
- This experience 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
- This tour/activity will have a maximum of 15 travelers
- Face masks required for travelers in public areas
- Face masks required for guides in public areas
- Hand sanitizer available to travelers and staff
- Social distancing enforced throughout experience
- Gear/equipment sanitized between use
Average 4.67 out of 5 stars based on 67 verified reviews from Cool Destinations and TripAdvisor.
Justin was very informative and so friendly. He knew lots about Chicago and was so welcoming. We loved all of the choices he picked and the walk around downtown Chicago was great. Would highly recommend.
Had a great tour guide (Nick M.) who showed us great food places and was very knowledgeable. He helped me learn some new facts about Chicago!
What a super fun tour. Jackie did a great job showing us Chicago and all the wonderful food and areas associated with Chicago. Her stories and history of the area were outstanding! If you are looking for great food and fun this tour is for you!
Ditto was a great guide. Perfect mix of fun and facts filling us in on the history of the food we were tasting to see why it is uniquely "Chicago". Got some insight into Chicago Pride too! The walk thru Millennium Park and it's story were a plus. Thank you Ditto!
Hannah and Nick were great. My husband and I were so happy we took this tour. We learned so much about Chicago as well as tasting great food. I would highly recommend this tour.
Awesome tour. Nick M. made this a great addition to our stay in Chicago. His wisdom and company was spot on. Oh ya...the food and beer was great!
We had a great tour with Perry as our guide. Very knowledgeable, fun, and LOTS of food. Thanks Perry!
Still have questions?
We’re here to help. Call (800) 814-2665 to speak with a Destination Specialist.
Product code: COOL-3332BITEWALK
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