Chicago Comedy and Craft Beer Walking Tour in Chicago, IL

1616 N Wells St.Chicago, IL 60614
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Operated by Bobby’s Bike Hike, this comedy walking tour will make your sides hurt from so much laughing! Spend 2.5 hours exploring Chicago’s Old Town neighborhood where you’ll visit a comedy club, sample local craft beer, and learn more about the area’s history. Due to the nature of this tour, only guests ages 21 and up are permitted to participate.

Good To Know

from Ashley, one of our Chicago Travel Experts
  • Price includes beer, appetizers, guide, knowledge, and lots of laughs.
  • Gratuity is not included. 15-20% is customary and appreciated.
  • Be sure to wear comfy clothes.
  • Must be 21 and over to come along.


from Chicago Comedy and Craft Beer Walking Tour
For nearly a century, Chicago has been known as the Comedy Capital of America. From improv, to stand up, to television and film, no city has a better reputation for bringing up the funniest comedians of every generation. Chicago has also become a leader in the international craft beer movement, with over 200 breweries in the metropolitan area. No city produces beer or laughter like Chicago, and that’s exactly what you’ll get on this 2.5-hour walking tour through the historic Old Town neighborhood. 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. One of Bobby’s expert tour guides will lead you through this fun and informative afternoon. You’ll sample a myriad of local craft beers, all the while learning about the history of Chicago’s rich comedy traditions. This tour pairs perfectly with a trip to one of Chicago’s many comedy clubs, and you’ll even get discounted tickets to one of the best just by booking this tour! Don’t miss out.

- Price includes beer, appetizers, 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!
- Must be 21 to come along (it’s much more fun that way)!

Tripster Customer Reviews

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TripAdvisor Reviews
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Essex, Canada
"Great Tour Company"
TripAdvisor user rating 5 out of 5
Reviewed February 11, 2020
Bobby's Bike company provides various tour options. Staff are very friendly and knowledgeable about the city.
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Holland, Michigan
"Bring on Christmas with Chicago Food! "
TripAdvisor user rating 5 out of 5
Reviewed December 10, 2019
Absolutely loved this tour!! We started out learning how Chicago was started and some brief but very interesting and entertaining history, while eating a slice of fabulous Chicago pizza! As we walked, our guide held up a large sign so we wouldn’t get lost. He stopped if needed and gave us plenty of time to enjoy each place of interest. It was so nice not to have to wait in the lines or pay for things ourselves!! It was a quick way to see a lot of the Chicago highlights, while learning fun facts. I’ve been to Chicago many many times and my sister used to live here, but this was one of the best things I’ve ever done!
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Birmingham, Alabama
"Informative, Fun, Vegetarian/Vegan accommodations!"
TripAdvisor user rating 5 out of 5
Reviewed November 29, 2019
This tour was a last minute decision that I'm so glad we made! The tour covered a lot of things that were already on our list to see, and it included so much information about each place! The tour guides (Nick, Justin, Noah, and Kevin) were funny, informative, kind, and helpful. They also provided vegetarian/vegan accommodations on each stop of the tour, which I was very impressed with. Overall, great experience!
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Waltham, Massachusetts
"Fantastic Tour! "
TripAdvisor user rating 5 out of 5
Reviewed November 02, 2019
We wanted to get a taste of what Chicago had to offer and this exceeded our expectations! Nick M was a great tour guide and had a ton of insight about Chicago that he shared with us along the way. Food was awesome and would highly recommend this tour to anyone visiting Chicago.
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Wendy L
"Birthday Celebrations"
TripAdvisor user rating 5 out of 5
Reviewed October 29, 2019
Fabulous bike tour of Chicago, would definitely recommend; tour guide Layke was brilliant, it was a fabulous and fun way of exploring the Chicago area.
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Chicago Comedy and Craft Beer Walking Tour is located at 1616 N Wells St.Chicago, IL 60614
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Frequently Asked Questions about Chicago Comedy and Craft Beer Walking Tour

Is there an age restriction for this tour?
Yes, all guests must be 21 years old and up.

How long and strenuous is the tour?
This is a 2.5-hour guided tour across 1 mile. However, the pace is easy and ideal for all ages and activity levels.

Can you accommodate food allergies or vegetarians on your food tours?
We CAN provide food substitutions for vegetarians on ALL tours. Gluten-free substitutions are available on certain tours. While we try our very best to accommodate food allergies, we cannot guarantee certain avoidance from various food allergies. We would encourage you to ask questions along the way and see if our guide might recommend a substitution.

May I bring my dog on this tour?
Sorry, pets are not allowed on the tours.

Will there be breaks for restrooms?
Our walking tours start at various locations around the City and while we do our best to accommodate restrooms at the start of your tour, we do highly recommend using the restroom prior to arrival to your tour. We will have restroom stops built into each walking tour. For our food and walking tours, all of the restaurants we visit will have restrooms to use.

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

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

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

What should I wear? What should I bring?
We recommend you bring small items such as an ID, credit card and cash (to tip the guide), cell phone, and camera. We suggest tennis shoes and comfortable, loose-fitting clothes that are appropriate for the weather conditions on the day of your tour. We strongly suggest you wear layers, particularly in spring and fall. Many of our 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. We’ve rated each tour-level so that you can pick the right tour for you. We do stop at various points of interest and attractions so that you can have a brief rest while our tour guides explain the history of Chicago in a way that brings the stories to life. While you want to make sure the distance we cover is suitable for you, remember that we will never be walking continuously for that amount of time. We will have 6-8 stops mixed in along the route for resting periods and to learn about Chicago. Please note that with some of our walking tours there are some stairs that we navigate during the tour.

Are tours offered in bad weather?
We run most of our 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, we use the beautiful outdoor promenades for our walking tours. And during inclement weather, we 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 our walking tours do not leave from our headquarter location, we 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 our tours. If you had a great time gratuities are accepted by our tour guides.