Chicago Favorites Ultimate Food & Walking Tour

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  • Printed Voucher/E-Voucher
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Operates Varies by season
Activity Highlights
This is a typical itinerary for this product

Stop At: Giordano's, 130 E Randolph St, Chicago, IL 60601, USA

Taste Chicago's iconic deep dish pizza at one of our most beloved pizza restaurants.

Duration: 20 minutes

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

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

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

Stop At: Bongiorno's Cucina Italiana & Pizzeria, 405 N Wabash Ave, Chicago, IL 60611, USA

Sink your teeth into a delicious Italian beef sandwich

Duration: 15 minutes

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

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.

Activity Details
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!
Departure & Return
Departure PointGiordano's, 130 E Randolph St, Chicago, IL 60601, USA Departure Time11:30 AM
ReturnEataly Chicago, 43 E Ohio St, Chicago, IL 60611, USA
What's Included
  • Food tasting
  • Expert tour guide
  • Entry/Admission - Giordano's
  • Entry/Admission - Bongiorno's Cucina Italiana & Pizzeria
  • 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
Additional Information
  • 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
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveler Reviews

Average based on 70 reviews.

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Traveler Photos

  • Great sample of Chicago's favorite foods with history lessons along the way. Fun family trip with teenagers.

  • Teddy was an excellent tour guide. The food stops were good and he was great at explaining the history of the food as well as some added Chicago history. Easy fun walking tour. I highly recommend for everyone

  • Mikkel was terrific. He was knowledgeable about the city, it's history, and the food we ate. Come hungry! The tour had delicious food. The amount of walking was just right. Wonderful to be in downtown Chicago. Well worth your time while visiting Chicago.

  • The food was delicious. Our guide Gabe was a sweetheart and very knowledgeable. My sister and I were impressed and enjoyed the brisk walk.

  • 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!

  • First, let me say there is more walking to this tour than I expected and more than is typical for food tours, so be prepared. Justin was our guide and he was excellent. I learned a lot about Chicago from him. I do not think that any of my negative comments should reflect on him, but rather on the structure of the tour. You should know that this tour does not end where it begins, but a bit of a walk away. That means if you do find parking where the tour begins, you'll have to figure out how to walk back to the beginning on your own. My chief complaint was not the food, as it was excellent. However, there was a lengthy wait for some of the food. I realize the restaurants were busy, but they had the order well ahead of time. Because of this, this tour ran over by a considerable amount and I had to miss the 4th place, the dessert because of another obligation. The Chicago-style hot dog and pizza restaurants really took a very long time to deliver the food. Seating was also not readily available at the establishments. So, if you take this tour, add an extra hour on to the suggested ending time. Be prepared to walk.. This tour just needs to be tightened up and it will be excellent. Justin, thank you for doing a great job!

  • Lots of food and great tour. Wish they could accommodate intolerance to dairy better, but it’s hard to do.

  • Thought I was going on a food tour. Slice of pizza, hot dog and brownie wasn’t what I expected. I should have done more research ahead of time.

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70 reviews
$62.99 USD
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Adult(s) upto 9 passengers
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