Chicago Favorites Food and Walking Tour in Chicago, IL

Bobby's Bike Hike410 N Michigan AveChicago, IL 60611
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Get ready to sample Chicago’s iconic food, including deep dish pizza, the original chocolate brownie, and local craft beers. This walking tour brings you around to some of the most renowned restaurants and bars in the city. Along the way, you’ll come across Chicago’s landmarks, well-known neighborhoods, and historic spots. This tour is not recommended for kids under the age of 17.

1 or more people

Good To Know

from Ashley, one of our Chicago Travel Experts
  • Not recommended for children under the age of 17, but this is up to the parent’s discretion.
  • Tour duration: approximately 2.5 hours
  • Tour length: 1.5 miles of walking.
  • Tours depart at 11:30 am daily.
  • Food and beverage samples are included.


from Chicago Favorites Food and Walking Tour
Stroll through the streets of beautiful 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 tour, complete with a slice of deep dish pizza, a Chicago-style hotdog, the original chocolate brownie, and local craft beer. Bobby’s expert guides will lead you and your party past some of downtown Chicago’s most iconic landmarks, all the while regaling you with tales from Chicago’s rich culinary history. This tour is sure to make memories that will last a lifetime!

- Price includes food, drinks, guide, knowledge, and lots of laughs.
- Guide gratuity not included, 15-20% is customary and appreciated!
- Be sure to wear comfy clothes for Chicago’s dynamic weather trends!
- All ages are welcome, come have fun with the whole family!

Note: Not recommended for participants under the ages of 17 due to the fact that we do go into bars on this particular tour. That said, we do realize that every child is different so we do leave it in the hands of the parents to ultimately decide what is okay for their child and what is not. It might be that you just sit outside during the stops that include the bar. A good rule of thumb to know whether a tour is kid-friendly to see if we offer kid prices on the tour. If no kid prices, it’s probably not the best suited. But again, it’s up to the parents to ultimately decide because all kids are different. Whether to bring your child is ultimately up to your discretion, but please note that ALL CHILDREN need a paid ticket.

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Frequently Asked Questions about Chicago Favorites Food and Walking Tour

Is there an age limit for this tour?

Since the tour does go into Chicago bars, it is not recommended for children under the age of 17. However, this is up to the parent’s discretion.

How long and strenuous is the tour?

This is a 2.5-hour guided tour across 1.5 miles. However, the pace is easy and ideal for all ages and activity levels.

May I bring my dog on this tour?

Sorry, pets are not allowed on the tours.

Will there be breaks for restrooms?

They walking tours start at various locations around the City and while they do their best to accommodate restrooms at the start of your tour, they do highly recommend using the restroom prior to arrival to your tour. They will have restroom stops built into each walking tour. For their food and walking tours, all of the restaurants they visit will have restrooms to use.

Do you offer water on your tours?

They do not provide water on their tours due to the fact that they all originate from locations outside of their headquarters. Please plan ahead and bring water with you. For their culinary, restaurant and food tours their restaurant partners will provide water free of charge.

Do you have a stroller I can use for my child?

No stroller, no problem! They rent strollers out for daily use, multi-daily use. But most of their walking tours do not originate from their bike shop. You will want to make arrangements in advance to rent and pick up your stroller. Please note that their tour guides many times meet the group directly in the neighborhood covered on the tour, without stopping at the bike shop, so they cannot deliver strollers to you.

Are your tours ADA accessible?

All of their walking tours at the present moment do allow for ADA compliant and wheelchair accessible. But please note that sometimes their restaurants change and they cannot guarantee every restaurant will not include stairs of some sort which might make things difficult. A majority of their stops should be ADA compliant.

What should I wear? What should I bring?

They recommend you bring small items such as an ID, credit card and cash (to tip the guide), cell phone, and camera. They suggest tennis shoes and comfortable, loose-fitting clothes that are appropriate for the weather conditions on the day of your tour. They strongly suggest you wear layers, particularly in spring and fall. Many of their tours are downtown, close to Lake Michigan, which is one of the largest lakes in the world and can alter the temperature quickly based on the direction of the wind.

How much walking is involved?

Not more than you can handle! The pace is usually good for everyone. They’ve rated each tour-level so that you can pick the right tour for you. They do stop at various points of interest and attractions so that you can have a brief rest while their tour guides explain the history of Chicago in a way that brings the stories to life. While you want to make sure the distance they cover is suitable for you, remember that they will never be walking continuously for that amount of time. They will have 6-8 stops mixed in along the route for resting periods and to learn about Chicago. Please note that with some of their walking tours there are some stairs that they navigate during the tour.

Are tours offered in bad weather?

They run most of their tours in any type of weather. Walking tours run year round as they are less dependent on stable weather for their operation. During the nicer months, they use the beautiful outdoor promenades for their walking tours. And during inclement weather, they can duck down and use Chicago’s unique underground pedway system to get from point to point. Just remember to always dress for the weather. Because their walking tours do not leave from their headquarter location, they do not provide rain ponchos should a pop-up shower occur.

Are guide gratuities included in the price?

The tour price does not include gratuities in the cost of their tours. If you had a great time gratuities are accepted by their tour guides.