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

Fri 01 Nov

Other dates

You can choose the date already on the booking website

Starting at $74.99

Make a reservation

Fri 01 Nov

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)

drgastro7

Jul 2022

Tour guide was fun, gave some info on history of food in Chicago. The tour consisted of walking around the area, stopping to eat four times and ending up several blocks from where the tour started. Recommend this for those who want to sample different foods but not for the one who wants a strong tour of history or architecture .

Response from Host

Jul 2022

Thanks for taking our tour and we apologize that the tour was not up to our 5 star quality level. As many of our online reviewers have expressed, typically our tours are high quality with not only food, but plenty of history and architecture from our fun, informed guides. That is the high standard we expect of our tours and our guides. So it doesn't sound like your tour was up to our level. That said, we do have a lot of guides on staff and some of which are fairly new to our company. We send out a survey after the tour that allows you to rate your specific guide, the tour itself and provide us feedback. Unfortunately, we did not receive your feedback from this tour, only this review. And the review doesn't give us much to go on with whom to work with on our team to improve their quality level. If you have some time, could you please email us at tours (at) bobbysbikehike.com and give us this feedback and include your guide's name so we may work with them to improve. And for future reviewers, we do have a survey after the tour that we wish you will take, especially if you think something on your tour was not up to our high quality standards. We continuously work with our guides to help improve their craft. But we need the proper information to do so. It helps all of us when this feedback is provided; our business to improve on our services and our future guests' experience if we all work together to help improve the future of our tours and travel in general. So let's use reviews to be constructive and work together. Would you please email us. We would love to get the specific feedback so we may help get this corrected and ensure future tours are always at our five star quality level. Thank you.

robertpG3282LN

Jul 2022

This tour was great and the food was fantastic, but it was Dylan who made the experience memorable. He was a really fun guy and gave really great info about the history of Chicago food and the city in general. I would 100% recommend this tour and suggest that you ask for when Dylan will be giving the tour!

zip2play

Jul 2022

This walking eating tour was top notch. What a great way to see the city, learn about the city AND eat the amazing food that Chicago has to offer. Dillon was our tour guide and he was AWESOME! Very funny, very informative and overall a great guy! He also gave us suggestions on places to visit where our AIRBNB was. Everyone in our group loved this.