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This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it's miles of bike trails, flat terrain and easy connections between attractions. We’ll be sampling from each of Chicago’s well known and unique foods -- deep dish pizza, a true Chicago hot dog, and a dessert for good measure. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular downtown districts as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Museum Campus, Navy Pier and along the Lakefront. Whether day or night, you'll get fantastic views of the skyline and feel the city's vibrant energy. Veggie options available.
Public transportation options are available nearby
Specialized infant seats are available
Travelers should have at least a moderate level of physical fitness
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.
Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
TripAdvisor rated Bobby's Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
Our groups have exclusive VIP access to locations we visit.
Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund.
Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
Please note: children must be strong, capable riders and be able to bike for 9 miles
For a full refund, cancel at least 24 hours before the scheduled departure time.
Tour guide
Comfort bicycle
Food samples at several stops along the way will fill you up!
Helmet
$10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
Consider a VIP upgrade to enjoy a locally crafted beer pairing at three of the food stops (this option is $19.99/person and available upon arrival) Age limit from 20 years old and above
Lakefront Trail
The 18-mile Lakefront Trail has been contributing to Chicago’s cycle success since 1963. The paved path provides walkers, runners, and bicyclists with a safe and fun way to travel along the Lake Michigan, for both recreation and commuting.
Oak Street Beach
On a busy Saturday in July, Oak Street Beach is packed with the blankets and swim gear of up to 300,000 Chicagoans. Pop-up bars, volleyball nets, and easy-access to downtown make this one of Chicago’s finest sandy spots.
Duration: 4 hours
Full Lunch or Dinner portion
98 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
Biochembelle,
20 thg 10, 2025
- Review from Tripadvisor
We booked this bike tour because we thought it would be a fun and more active alternative to riding a tour bus around Chicago. We weren’t disappointed. Our tour started off a bit rainy, so we were provided with ponchos. Our tour guide, AJ, set an easy pace that our 9 year old could keep up with. We rode along Lake Michigan and up into the Gold Coast neighborhood, which was decked out for Halloween. We had a wonderful lunch of deep-dish pizza, including a gluten free pizza for me. We continued to ride and eat our way through Chicago in a fun and memorable experience. The bike ride was almost all flat so nobody struggled. This was absolutely one of the highlights of our trip.
BJL32,
25 thg 8, 2025
- Review from Tripadvisor
I was unsure about biking in Chicago but Nora made it easy. I am also not a city person and normally avoid them but this tour took me to places that I would not have seen or even thought to see while visiting. It really helped me be much more comfortable being in the city and walking around over the next couple days. Kind of like an ice breaker for me. My family very much enjoyed the food and sites. Thank you.
Daydream631808,
25 thg 8, 2025
- Review from Tripadvisor
This was a great experience. I would definitely recommend them. We got to try great food and desert. Great views of downtown.
kharrington028,
4 thg 8, 2025
- Review from Tripadvisor
Great tour with A.J.! Lots of good information and the pace of the tour was good too. My 14 and 16 year olds loved it....Highly recommend!
Sarah P,
4 thg 8, 2025
- Review from Viator
AJ was an amazing tour guide. Good instructions before the ride for safety and tips. Almost too much food to eat!! We had a great time seeing different areas of the shoreline part of the city. Our youngest was 12 and our oldest was 57, and we all were able to comfortably complete the tour.
jenniferfH8847IM,
16 thg 7, 2025
- Review from Tripadvisor
We had an amazing time on the family food tour today! Anderson was our guide and she was friendly, fun, knowledgeable, and kept everyone safe. Her positivity and encouragement made it a great experience. We loved hearing about the 4 tenets of Bobby’s Bike Hike and Anderson certainly helped us experience the joys of travel, community, health, and service!

FamilyWorldCruiser,
13 thg 7, 2025
- Review from Tripadvisor
Great fun way to see the city landmarks and try deep dish pizza and Chicago style hotdogs. Our guide Anderson was very professional in keeping us and our kids safe while also filling us with great facts about the city’s history.




Ernie B,
12 thg 7, 2025
- Review from Viator
Anderson, our bike tour guide, is very knowledgeable, accommodating and very approachable She did a great job. The deep dish pizza, the Chicago hotdog and the gelato are superb. Cheers to her.
Ernie B,
12 thg 7, 2025
- Review from Tripadvisor
Anderson, our bike tour guide, did a great job. She is very accommodating, approachable and very knowledgeable about the history of Chicago. Cheers to her.



beckymA1216WD,
19 thg 6, 2025
- Review from Tripadvisor
My 18 year old daughter and I went on this excursion. A.J. was our guide and he was patient, kind, and funny! It was fantastic. We are in decent shape--not bikers tho, and it was perfect. Not too hard and lots of stops. Food was fun and we got lots of background and history. We saw more sites than I was expecting! It's a good thing to do at the beginning of your trip because you can kind of decide what you want to do with the rest of your time in the city. They give you one water to start. I would bring another with you!
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