Chicago Favorites Ultimate Food & Walking Tour

Overview

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, brownies, as well as an upgrade option that includes 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!

City: Chicago

Thu 24 Oct

Other dates

You can choose the date already on the booking website

Starting at $74.99

Make a reservation

Thu 24 Oct

Starting at $74.99

Make a reservation

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What's Included

Expert tour guide

Food tasting

Additional Info

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
Operates in all weather conditions, please dress appropriately
If you have dietary restrictions, please add a note in the special requirements section when booking, and email to [email protected] after booking to confirm they can accommodate.
Hand sanitiser available to travellers and staff
Social distancing enforced throughout experience
Gear/equipment sanitised between use

What To Expect

The Magnificent Mile

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!

Chicago Riverwalk

The Chicago River runs right through the heart of the downtown Chicago skyscrapers. The architecture and river scenery is absolutely stunning.

Wrigley Building

Taste Chicago's iconic deep dish pizza at one of our most beloved pizza restaurants, and see the first major skyscraper north of the Chicago River.

The Loop

The Loop is Chicago’s bustling business district, named for its location within the rectangular convergence of multiple “El” train tracks.

The Chicago Theatre

Chicago's iconic theatre Marquee on State Street.

Chicago Pedway

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.

Jay Pritzker Pavilion

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.

Millennium Park

A modern town square with a collection of art, architecture, and gardens that provides a stunning backdrop for hundreds of cultural events. Full tour of the park.

Cloud Gate

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.

Crown Fountain

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.

Show 7 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (596)

Arelis_M

Sep 2020

This tour was great Gabe was very knowledgeable about the food and history of the city of Chicago. Giordano's deep dish pizza was amazing.

Andrew

Sep 2020

Gabe was an awesome tour guide and had a vast knowledge of the history of Chicago, the food, and the beers. It was a pleasant tour as the walking was not too much and passed all the iconic photo opprotunities. We had four different food stops and the conversation never had a dull moment. A very engaging, personable experience that my wife and I loved

Nancy M

Aug 2020

The experience was just okay for the price. We paid for 3 pours of craft beer. The craft beer costs an additional $25 per person so we paid $180 in total for this tour and the dessert wasn't even local. We were only given two beers of the three we paid for and the beers weren't craft (Lagunitas and 312). Our tour guide Nick was great! However I would pass on this experience because it was anything but "ultimate." -Braman family 8/29/20

Response from Host

Aug 2020

Hi Braman, Thanks for bringing this to our attention. We apologize that you were not given your 3 paid for craft beers and we will reimburse you for the difference. With the pandemic, our restaurant vendors have had a hard time keeping our regularly ordered craft beers in stock at the moment. Also, due to the pandemic we've had to switch up a few of our vendors on the fly as some of them are experiencing serious difficulties due to the lock-downs and restrictions. Nevertheless, we are doing our best to support all of our vendors during this difficult time in our industry. While our website has adjusted for these issues, some of our third party vendors such as TripAdvisor have still not been updated. We apologize for that and for not creating the quality tour that we expect of ourselves. We will do better, no matter the circumstances. We will work with TripAdvisor to get you reimbursed for the beers you missed out on. For future guests reading this review, we apologize in advance if some of the beer selections aren't as 'crafty' as we would normally serve on this particular tour and if you decide not to order the beer package because of this we understand. It is an add-on that is optional. Again, it's a difficult time for restaurants and we're just trying to support them the best we can by continuing to visit them. Thanks for understanding.