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

Wed 23 Oct

Other dates

You can choose the date already on the booking website

Starting at $74.99

Make a reservation

Wed 23 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)

Kathy_H

Jul 2019

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!

Response from Host

Jul 2019

Hi there, Thank you for taking our Chicago Favorites Walking and Food Tour. I'm sorry that on the particular day the Pizza/Hot Dog vendors had an issue being prompt with their food service. As we understood things, the pizza place took a little longer than normal as there was someone on the tour celebrating a birthday and so the guide deemed it appropriate to order the person a dessert which added a little time to that stop. Your tour guide, Justin, notified our management team directly after the tour to get the issue with the hot dogs rectified and we are working with the vendors to get cleared up moving forward. Normally the seats are reserved and food ready, so we are working to ensure no future issues as you encountered. Your information is correct, the tour starts and ends in two different locations and they are 1/2 mile apart from each other. We recommend public transportation or taxi/uber if navigating downtown just because parking can get expensive. If you are parking, we recommend parking north of the starting point to cut that distance down a bit if you do not want to walk all the way back to the starting point. I do just want to clear up that this situation we had with our vendor that day on our tour was not the normal and we are working to correct. Normally our tours run on time, so I don't think it would be the norm to say our tours will run an hour over on the regular. While this particular situation was more extreme then others, this tour ran over by 30 minutes ending at 2:30pm instead of the normal 2pm. I'm sorry that you missed the end of the tour due to that extension. The advertised time of 2 1/2 hours is normally correct, but we always say we could add 15 minutes depending on various factors. I am sorry that your specific tour did encounter these issues and it did set your tour back. We are working with our vendors to make sure this doesn't happen to future guests.

Christine C

Jul 2019

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

susyaa

Jul 2019

This was the perfect blend of delicious food, history, and obvious passion and knowledge about this great city. I highly recommend and wish this type of tour were more widely available!! Justin provided excellent service, humor, and guidance.