Bike Tour of Chicago's Lakefront Neighborhoods
Recommended by 99% of travelers
Badge of Excellence
Chicago, USA
- 3 hours (approx.)
- Mobile ticket
- Offered in: English
Explore our promoted experiences
Overview
On this small-group Windy City bike tour, you won't just pedal past the lakefront neighborhoods of Chicago's North Side—you'll see more of the city than you could if exploring on your own. Follow a local guide along quiet streets, city parks, and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. As you go, glimpse offbeat attractions like the Playboy Mansion, Oprah’s penthouse, and the Victorian houses of Old Town.
- This small-group tour keeps your sightseeing personal
- Visit many lakefront highlights, all in a single trip
- Spot local landmarks you'd miss if traveling alone
- Bikes and helmets are provided for your ease and safety
What's Included
- Bicycle
- Helmet
- Local tour guide
- Food and drinks
- $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
Meeting and Pickup
Meeting point
- 540 N Lake Shore Dr, Chicago, IL 60611, USA
Your Chicago Bike Tour will begin at Bobby's Bike Hike, 540 N. Lake Shore Drive (entrance on Ohio Street). Enter through the driveway (tunnel) to our entrance. Arrive 15 minutes before start time to check-in.
End point
This activity ends back at the meeting point.Itinerary
Start your bike tour of Chicago's lakefront neighborhoods at Lake Shore Drive, where you'll be outfitted with a bicycle and a helmet. After a safety briefing from your guide, set out to discover the Windy City on two wheels.
Follow your guide off the beaten path through scenic parks and along Lake Michigan’s popular shores to quiet residential neighborhoods on the North Side of Chicago. You'll also cycle past North Avenue Beach and the Magnificent Mile, and marvel at the elegant homes and brick mansions of the Gold Coast Historic District.
As you go, your guide will share insights about each neighborhood, and point out highlights such as St Michael's Church, the Playboy Mansion, Oprah Winfrey’s penthouse, and the historic district of Old Town, lined with charming Victorian houses. You’ll hear interesting facts about how Chicagoans live and develop an appreciation for one of America’s greatest cities.
Expect to cycle at a leisurely pace for about 9 miles (14.5 kilometers) of mostly flat terrain. Finally, the tour ends when you return to the original meeting point.
Follow your guide off the beaten path through scenic parks and along Lake Michigan’s popular shores to quiet residential neighborhoods on the North Side of Chicago. You'll also cycle past North Avenue Beach and the Magnificent Mile, and marvel at the elegant homes and brick mansions of the Gold Coast Historic District.
As you go, your guide will share insights about each neighborhood, and point out highlights such as St Michael's Church, the Playboy Mansion, Oprah Winfrey’s penthouse, and the historic district of Old Town, lined with charming Victorian houses. You’ll hear interesting facts about how Chicagoans live and develop an appreciation for one of America’s greatest cities.
Expect to cycle at a leisurely pace for about 9 miles (14.5 kilometers) of mostly flat terrain. Finally, the tour ends when you return to the original meeting point.
1
Museum of Contemporary Art Chicago
5 minutes • Admission Ticket Free
2
Gold Coast
10 minutes • Admission Ticket Free
The Magnificent Mile (Pass By)
3
Lincoln Park Zoo
15 minutes • Admission Ticket Free
4
St Michael Catholic Church in Old Town
15 minutes • Admission Ticket Free
5
North Avenue Beach
15 minutes • Admission Ticket Free
6
Lakefront Trail
20 minutes • Admission Ticket Free
7
Lake Michigan
15 minutes • Admission Ticket Free
8
Old Town
15 minutes • Admission Ticket Free
9
Lincoln Park
10 minutes • Admission Ticket Free
Streeterville (Pass By)
10
Lincoln Monument Gardens
5 minutes • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- Infant seats available
- Most travelers can participate
- This Chicago Bicycle tour is appropriate for all ages and fitness levels. Professional guides blend quality information, group interaction, and most of all, fun, to create an unforgettable Chicago experience. Bikes are provided. Child bikes, seats and tagalongs are available.
- Storage for larger bags/items available for free
- Please note: children must be strong, capable riders and be able to bike for 9 miles
- TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
- Chicago Bike Tour operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund.
- Minimum numbers apply for the bike tour of Chicago. 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.
- This tour/activity will have a maximum of 20 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Veronica_P
Wonderful, informative and inspirational biking experience. Enjoyed seeing details of the city that you would miss driving by. Be prepared to ride and stop for a few hours and 9-10 miles. In very hot weather, it can be uncomfortable at times. Liam was our guide and he paced us well. Very much enjoyed.
Reviews
4.9
based on 241 reviews
Tiffany_S, Sep 2025
Great tour. Liam was a knowledgeable and enthusiastic guide and we learned lots on this tour. Definitely recommend to everyone!
Response from Host, Dec 2025
Thank you for the great review and recommendation! We’re so happy to hear you had such a fun and informative experience with Liam. His enthusiasm and knowledge really shine, and it’s awesome to know you learned so much while enjoying the ride.
A Chicago Bike Tour is one of the best Things to Do in Chicago, and there’s no better way to explore the city than on a Bicycle, taking in the neighborhoods, history, and lakefront scenery along the way. We’re glad this Bike Tour in Chicago hit all the right notes for you.
And just for fun—we’re proud to share that Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! Thanks again for riding with us, and we hope to see you back for another tour soon! 🚲⭐
Rita_k, Sep 2025
Relaxed bike ride through so beautiful neighborhoods in Chicago. Local history a bonus! Liam, our guide was very knowledgeable.
Response from Host, Dec 2025
Thank you for the lovely review! We’re so glad you enjoyed the relaxed ride through Chicago’s beautiful neighborhoods and appreciated the local history along the way. That easygoing pace paired with great stories is exactly what makes this experience special.
Liam will be happy to hear your kind words—his knowledge and passion really help bring the city to life. A Chicago Bike Tour like this is one of the most enjoyable Things to Do in Chicago, offering a fun, informative way to explore on a Bicycle. It’s a perfect example of why so many guests love taking a Bike Tour in Chicago to truly experience the city.
If you’re ever back, Bobby’s Bike Hike would love to see you on a different tour, whether it be on our Bikes, Bites & Views Bike Tour or on one of our Award-winning Walking and Food Tours. Thanks again for riding with us—we hope to welcome you back soon! 🚲✨
Christina_L, Aug 2025
Excellent neighborhood exploration. Been to Chicago many times but have never seen the places we rode to. Very informative! Liam was our very flexible guide as 1/2 way through it began to lightening with torrential rain!! We made it back wet but safe. Highly recommend!
Response from Host, Dec 2025
Thank you for the fantastic review and strong recommendation! We’re so glad you enjoyed exploring neighborhoods you hadn’t seen before—even after many visits to Chicago. That sense of discovery is exactly what makes a Chicago Bike Tour such a memorable way to experience the city.
Huge kudos to Liam for handling the sudden lightning and torrential rain with flexibility and professionalism. Your safety always comes first, and we’re happy to hear you made it back wet but safe—and still smiling! Learning along the way while riding a Bicycle is why this experience is consistently rated as one of the top Things to Do in Chicago, even when Mother Nature keeps things exciting. It’s all part of a true Bike Tour in Chicago adventure.
We’re also proud to share that Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! Thanks again for riding with us—we’d love to have you back for another tour (hopefully with sunshine next time ☀️🚲).
Suzanne_D, Aug 2025
Awesome Experience
I've done many of these tours in the past, and they never get old, especially because each guide has a different perspective and how they present it to the group.
Response from Host, Dec 2025
Thank you for the awesome review! We love hearing from guests who’ve done multiple tours and still find them fresh every time. You’re absolutely right—each guide brings their own perspective and storytelling style, which makes every Chicago Bike Tour a unique experience.
That variety is a big part of why this remains one of the most enjoyable Things to Do in Chicago. Exploring the city on a Bicycle allows you to slow down just enough to notice new details, hear new stories, and see familiar places in a whole new way. It’s what keeps a Bike Tour in Chicago exciting, no matter how many times you ride.
We’re proud to share that Bobby’s Bike Hike & Food Tours is passionate about our four core tenets of travel, community, health and service, and it’s guests like you who make that mission so rewarding. Thanks again for riding with us—we hope to see you back for another adventure soon! 🚲⭐
Yasmina_A, Jul 2025
Very good experience. Even with the heavy rain, the bike tour was maintained. It was great. Dan was our guide, the explanations were great. Thanks Dan !
Response from Host, Dec 2025
Thank you for the great review! We’re so glad you still had a very good experience—even with the heavy rain—and that the tour carried on smoothly. That dedication is part of what makes exploring the city on a Bicycle such a memorable adventure.
Dan will be thrilled to hear your kind words. Clear, engaging explanations (rain or shine!) are what help make a Chicago Bike Tour one of the most enjoyable Things to Do in Chicago, and we’re happy he made your Bike Tour in Chicago worthwhile despite the weather.
We’re also proud to share that Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! Thanks again for riding with us—and hopefully next time the skies will be sunnier 🚲☀️.
Tyler_C, Jul 2025
Get there half an hour early very informative. Stopped in 5 neighborhoods. Each one had its on vibe. Got to see the Lincoln Park zoo, and at the end rode on lake shore drive and saw great views of Lake Michigan
Response from Host, Dec 2025
Thank you for sharing your experience! We’re glad you found the tour so informative and enjoyed exploring five different neighborhoods—each with its own unique vibe. Stops like Lincoln Park Zoo and finishing with those beautiful views along Lake Michigan really highlight why this route is so special.
Seeing so much of the city on a Bicycle is what makes a Chicago Bike Tour such a standout experience and one of the most memorable Things to Do in Chicago. From neighborhood character to lakefront scenery, it’s a relaxed and engaging Bike Tour in Chicago that shows off the city from every angle.
We’re also proud to share that Bobby’s Bike Hike & Food Tours is passionate about our four core tenets of travel, community, health and service, and we love bringing that spirit into every ride. Thanks again for joining us—we hope to see you back on another tour soon! 🚲⭐
Veronica_P, Jun 2025
Wonderful, informative and inspirational biking experience. Enjoyed seeing details of the city that you would miss driving by. Be prepared to ride and stop for a few hours and 9-10 miles. In very hot weather, it can be uncomfortable at times. Liam was our guide and he paced us well. Very much enjoyed.
Response from Host, Dec 2025
Thank you for the wonderful and thoughtful review! We’re so happy to hear you found the experience informative, inspirational, and full of those special city details you’d never notice driving by. Seeing Chicago at street level on a Bicycle really is what makes a Chicago Bike Tour so rewarding.
You’re absolutely right—being prepared for a few hours and 9–10 miles helps guests get the most out of the ride, especially on hot days. It’s great to hear that Liam paced the group well and made the experience enjoyable and comfortable. Guides like him are a big reason this remains one of the most memorable Things to Do in Chicago and a standout Bike Tour in Chicago.
We’re also proud to share that Bobby’s Bike Hike & Food Tours is passionate about our four core tenets of travel, community, health and service. Thanks again for riding with us—we’d love to welcome you back for another adventure, maybe in cooler weather next time 🚲⭐.
Sara_R, Jun 2025
Liam was a top-notch guide! Very knowledgeable and funny. Highly recommend this tour as a way to see a lot of Chicago and hear some history.
Response from Host, Dec 2025
Thank you for the fantastic review! We’re thrilled to hear that Liam made such a great impression—his knowledge, humor, and storytelling really bring the city to life. Hearing history while covering so much ground is exactly what makes this experience special.
A Chicago Bike Tour is one of the best Things to Do in Chicago, and it’s hard to beat seeing the city this way—up close, relaxed, and fun—on a Bicycle. We’re so glad this Bike Tour in Chicago gave you both a great overview and memorable stories along the way.
And just to share a little pride—we’re excited that Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! Thanks again for the strong recommendation, and we hope to ride with you again soon 🚲⭐.
Gerald_B, May 2025
Fran the guide was knowledgeable of the city, pleasant and kind. The weather was windy, rainy at time but the red was enjoyable .
Response from Host, Dec 2025
Thank you for taking the time to share your experience! We’re so happy to hear that Fran made your ride enjoyable with her knowledge, kindness, and pleasant guiding style. Even with the windy and rainy weather, it’s great to know the ride was still fun—Chicago weather can be unpredictable, but it often adds to the adventure!
A Chicago Bike Tour is one of the most memorable Things to Do in Chicago, rain or shine, and exploring the city on a Bicycle offers such a unique perspective. We’re glad this Bike Tour in Chicago still delivered a great experience despite the elements.
We’re also proud to share that Bobby’s Bike Hike & Food Tours is passionate about our four core tenets of travel, community, health and service. Thanks again for riding with us, and we hope to see you back again—hopefully with sunnier skies next time! 🚲⭐
Cathy_T, May 2025
So many different neighborhoods with unique histories close to downtown. Guides Fran & Dan kept our group together and explained about the fire of course, the World's Fairs, Abe Lincoln's lucky shoe & why his statue is so tall, Hugh Hefner's former mansion - and so much more! There was a bit of street construction, but that happens. Nice bikes!
Response from Host, Dec 2025
Thank you for the fantastic and detailed review! We’re so glad you enjoyed discovering so many unique neighborhoods so close to downtown—each with its own fascinating history. Fran and Dan will be thrilled to hear your kind words about keeping the group together and bringing Chicago’s stories to life, from the Great Fire and World’s Fairs to Abe Lincoln’s lucky shoe and Hugh Hefner’s former mansion. Those fun details are exactly what make the ride memorable.
Exploring all of this on a Bicycle is what makes a Chicago Bike Tour such a standout experience and one of the best Things to Do in Chicago. Even with a little street construction along the way (it is Chicago!), we’re happy to hear you enjoyed the route and the bikes during your Bike Tour in Chicago.
We’re also proud to share that Bobby’s Bike Hike is America’s longest running city bike tour operator, and we love sharing these stories with curious riders like you. Thanks again for joining us—we hope to see you back on another tour soon! 🚲⭐
Susan_L, Mar 2025
Gabe did a great job explaining the highlights of the bike tour. The views of the city were amazing! Great seeing some of the neighborhoods. Highly recommend!
Response from Host, Dec 2025
Thank you for the great review and recommendation! We’re so glad to hear that Gabe did an excellent job highlighting the tour and that you loved the amazing city views and neighborhood exploration. Seeing Chicago from this perspective really makes the experience special.
A Chicago Bike Tour is one of the most memorable Things to Do in Chicago, especially when you get to ride through diverse neighborhoods and take in those skyline and lakefront views on a Bicycle. It’s exactly what makes this a standout Bike Tour in Chicago.
We’re also proud to share that Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! Thanks again for riding with us—we hope to welcome you back for another adventure soon 🚲⭐.
Catherine_P, Mar 2025
Easy fun ride with lots of history facts sprinkled in along the ride. This was a great way to see parts of the city that we would have missed otherwise. The bikes were comfortable and easy to ride, and our guide, Dan, kept us safe and was a delightful person to ride with.
Response from Host, Dec 2025
Thank you for the wonderful review! We’re thrilled to hear you enjoyed the easy, fun ride and all the history facts sprinkled in along the way. Discovering parts of the city you might otherwise miss is exactly why a Chicago Bike Tour is such a memorable experience.
It’s great to know the Bicycle was comfortable and that Dan helped everyone feel safe while keeping the ride enjoyable—he truly is a delight to tour with. Experiences like this are why so many guests say a Bike Tour in Chicago is one of the best Things to Do in Chicago.
We’re also proud to share that Bobby’s Bike Hike is America’s longest running city bike tour operator, and we love continuing to share Chicago’s stories in such a fun way. Thanks again for riding with us—we hope to see you back for another adventure soon! 🚲⭐
Craig_J, Sep 2024
Voss was a great tour guide. He spoke loudly and clearly when describing various Chicago landmarks, providing an interesting mini history lesson.
Response from Host, Dec 2025
Thank you for the great review! We’re so glad to hear that Voss made such a strong impression. Clear communication and engaging storytelling really make a difference, and it’s wonderful that his mini history lessons helped bring Chicago’s landmarks to life.
Experiences like this are why a Chicago Bike Tour is one of the most enjoyable Things to Do in Chicago. Exploring the city on a Bicycle allows you to see so much more while learning along the way, making it a truly memorable Bike Tour in Chicago.
We’re also proud to share that Bobby’s Bike Hike & Food Tours is passionate about our four core tenets of travel, community, health and service. Thanks again for riding with us—we hope to see you back on another tour soon! 🚲⭐
Lois_P, Sep 2024
Booking the 10 am tour, we were in a small group of six riders with our leader, Jamal, who was knowledgeable, attentive and sweetly funny. We rode at a very leisurely pace, able to take in our surroundings safely.
I especially liked our extended stop to briskly tour the free Lincoln Park Zoo, our time in Old Town and visit to St. Micheal's Church. Riding along the lakefront was a wonderful end to the tour.
Request: Add a stop at the Twin Anchors.
I highly endorse this bike tour. Your will be especially lucky if Jamal is your leader.
Response from Host, Dec 2025
Thank you so much for this thoughtful and enthusiastic review—we truly appreciate it! A small-group 10 a.m. ride is such a great way to experience the city, and we’re thrilled to hear that Jamal’s knowledge, attentiveness, and sweet sense of humor made the tour especially memorable. Riding at a relaxed pace so you can safely take in the surroundings is exactly what we aim for on every Chicago Bike Tour.
It’s wonderful to hear how much you enjoyed the extended stop at Lincoln Park Zoo, time in Old Town, the visit to St. Michael’s Church, and finishing along the lakefront—those moments really highlight why this is one of the most rewarding Things to Do in Chicago. Exploring it all on a Bicycle gives you such an up-close and personal perspective, and your experience is a perfect example of what makes a Bike Tour in Chicago so special.
We also love the Twin Anchors suggestion—great idea! And we’re proud to share that Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! Thank you again for the strong endorsement, and we hope to ride with you again soon—hopefully with Jamal leading the way 🚲⭐
mccauslandsylvia, Sep 2024
The bike guide was knowledgable and nice, his way of giving the info was fun and to the point. He took time for all of us to take pictures and enjoy the weather.
Response from Host, Dec 2025
Thank you for the great feedback! We’re so glad you enjoyed the guide’s fun, clear, and to-the-point storytelling—and that there was plenty of time to stop, take photos, and soak up the nice weather along the way. That relaxed balance is exactly what we aim for on every ride.
Exploring the city this way is why a Chicago Bike Tour is such a favorite among visitors looking for memorable Things to Do in Chicago. Seeing neighborhoods and scenery up close on a Bicycle makes for a comfortable, engaging Bike Tour in Chicago that’s easy to enjoy at any pace.
We’re also proud to share that Bobby’s Bike Hike & Food Tours is passionate about our four core tenets of travel, community, health and service. Thanks again for riding with us—we hope to welcome you back for another great tour soon! 🚲⭐
Kimberly_D, Aug 2024
Dan was EXCELLENT! The only thing that I would say could be approved upon is the time spent in each location. I would have loved to have spent a little more time in Old Town! Guess I’ll have to go back!
Response from Host, Dec 2025
Thank you so much for the thoughtful review! We’re thrilled to hear that Dan was EXCELLENT and helped make your Chicago Bike Tour memorable. Old Town is such a fantastic neighborhood, and we totally understand wanting more time there—it’s one of those places that always leaves you wanting another lap on the Bicycle 🚲
That’s the beauty of a Bike Tour in Chicago though… it gives you the perfect excuse to come back and explore even more! We truly appreciate the feedback on pacing, and we’ll be sure to share that with our team as we’re always looking to fine-tune the experience.
And when you do return, know that Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp!, so you’ll be in great hands again. Thanks for choosing us for one of your favorite Things to Do in Chicago—we’d love to ride with you again soon!
Margot_G, Jul 2024
I loved that in 3 short hours I was able to see many aspects of the city. My favorites were: the lakefront bike path, and Neighborhoods, as well as Lincoln Park and zoo. The biking itself included breaks, and the route was navigated for you so you could simply enjoy the sights. I highly recommend this tour!
Also Jay’s personality and knowledge made for a fun and informative experience. What a great tour guide!
Thanks Again Jay!
Response from Host, Dec 2025
Thank you so much for this fantastic review! We’re so happy to hear how much you enjoyed seeing so many sides of the city in just a few hours on our Chicago Bike Tour. The lakefront bike path, neighborhood riding, Lincoln Park, and the zoo are all highlights—and it’s great to hear that the relaxed pace, built-in breaks, and guided route let you fully enjoy the experience on your Bicycle 🚴♂️
Jay will be absolutely thrilled to hear your kind words! His personality and local knowledge really do turn a Bike Tour in Chicago into something special, and we’re glad he made it both fun and informative for you.
Thanks for recommending us as one of the top Things to Do in Chicago. And when you’re ready for another adventure, remember that Bobby’s Bike Hike is America’s longest running city bike tour operator, and we’d love to welcome you back again. Thanks for riding with us—and thanks again for the shoutout to Jay!
Debbie_L, Nov 2023
We went in the morning, the weather was beautiful and guide Vasil was excellent. It was a great experience.
Response from Host, Dec 2025
Thank you so much for the kind words! We’re thrilled to hear that the beautiful morning weather paired perfectly with an excellent experience led by Vasil. A relaxed, scenic ride like that is exactly what we aim for on every Chicago Bike Tour 🚴♂️
It’s great to know you had such a positive time exploring the city on a Bicycle—morning rides really are a fantastic way to see Chicago at its best. Experiences like yours are why this remains one of the top Things to Do in Chicago, especially if you’re looking for an enjoyable and well-paced Bike Tour in Chicago.
Thanks again for riding with us, and fun fact—Bobby’s Bike Hike is passionate about our four core tenets of travel, community, health and service, which guide every tour we offer. We’d love to welcome you back again soon!
Helen_W, Oct 2023
We loved the lakefront tour! Vasil was a great tour guide and he had interesting stories to share. We saw a lot more from Chicago than we would have been able to discover by foot. We loved the ease of just following someone who knows the area. While riding, you can just take in the scenery without worrying about navigating. They know which ways are bike-appropriate and take you on a beautiful tour to spaces you would likely miss otherwise!
Response from Host, Dec 2025
Thank you so much for this thoughtful and detailed review! We’re thrilled to hear how much you loved the lakefront experience and that Vasil’s stories added an extra layer of enjoyment to your ride. One of the best parts of our Chicago Bike Tour is exactly what you described—being able to relax on your Bicycle, follow an expert guide, and simply soak in the scenery 🚴♀️
Seeing more of the city than you could on foot, riding along bike-friendly routes, and discovering beautiful spots you might otherwise miss is what makes this such a memorable Bike Tour in Chicago. We’re so glad you appreciated the ease and flow of the ride, especially along the stunning lakefront.
Thank you again for calling this out as one of your favorite Things to Do in Chicago. And fun fact—Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! We’d love to welcome you back for another adventure the next time you’re in town! 🚲
Julie_A, Sep 2023
Actually cycling in a city with a confident guide making it all seem easy , Gold Coast was beautiful as was st micheals church .
Response from Host, Dec 2025
Thank you for the wonderful review! Cycling through the city with a confident guide really does make all the difference, and we’re so glad you felt how easy and enjoyable the ride was. Experiencing areas like the stunning Gold Coast and sights such as St. Michael’s Church is exactly what makes this Chicago Bike Tour so special 🚴♂️
Riding a Bicycle through these beautiful neighborhoods lets you take everything in without the stress of navigating, which is why this is such a popular Bike Tour in Chicago. It’s a relaxed, immersive way to explore the city and one of the most rewarding Things to Do in Chicago.
Thanks again for riding with us, and if you’re ever back, Bobby’s Bike Hike would love to see you on a different tour, whether it be on our Bikes, Bites & Views Bike Tour or on one of our award-winning Walking and Food Tours. We hope to welcome you back soon! 🚲
Kasey_F, Aug 2023
York was a great tour guide. I felt safe the entire time riding through the city. I had a blast and can’t wait to do this again one day!
Response from Host, Dec 2025
Thank you so much for the great review! We’re thrilled to hear that York made your experience both fun and safe—that’s exactly what we strive for on every Chicago Bike Tour. Feeling confident while riding through the city makes all the difference, and we’re so glad you were able to relax and truly enjoy the ride on your Bicycle 🚴♀️
Having a blast while exploring the city is what makes this such a memorable Bike Tour in Chicago, and it’s always wonderful to hear guests say they can’t wait to do it again. That’s why this experience continues to be one of the top Things to Do in Chicago for visitors and locals alike.
When you’re ready for round two, Bobby’s Bike Hike would love to see you on a different tour, whether it be on our Bikes, Bites & Views Bike Tour or on one of our award-winning Walking and Food Tours. We can’t wait to ride with you again someday! 🚲
Jessica_W, May 2023
Vas was an awesome guide!! I highly recommend this tour, you will enjoy intimate parts of chicago with lots of history
Response from Host, Dec 2025
Thank you so much for the great review! We’re thrilled to hear that Vas was an awesome guide and helped make your experience so memorable. Exploring the more intimate, historic sides of the city is exactly what makes this Chicago Bike Tour such a standout 🚴♂️
Learning Chicago’s history while cruising comfortably on a Bicycle is what turns this into a truly special Bike Tour in Chicago, and it’s why so many guests consider it one of the best Things to Do in Chicago. We’re so glad you enjoyed seeing parts of the city you might not otherwise discover.
Thank you for the strong recommendation! And as a fun bonus, Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! We’d love to welcome you back for another adventure on your next visit to Chicago 🚲
Cynthia_M, Oct 2022
Lou our guide was fabulous! Super great, wonderful knowledge of the City!
This tour was really a great way to experience the City and see wonderful architecture.
Response from Host, Dec 2025
Thank you so much for the wonderful review! We’re thrilled to hear that Lou was a fabulous guide and that his deep knowledge of the city helped make the experience so memorable. Learning about Chicago’s incredible architecture while cruising along on a Bicycle is exactly what makes this Chicago Bike Tour such a standout 🚴♂️
Exploring the city this way is a fun, relaxed, and engaging way to take it all in, and it’s no surprise this experience is often considered one of the best Things to Do in Chicago. We’re so glad you enjoyed seeing the city from this unique perspective on a Bike Tour in Chicago.
Thanks again for riding with us! And as a fun bonus, Bobby’s Bike Hike is America’s longest running city bike tour operator, and we’d love to welcome you back for another adventure the next time you’re in town 🚲
SCOTT_H, Aug 2022
Getting to know the city of Chicago. Our guide was great as well we enjoyed the people who rode with us.
Response from Host, Dec 2025
Thank you so much for the kind review! We’re glad you enjoyed getting to know the city and that your guide helped make the experience even better. One of the best parts of a Chicago Bike Tour is not only discovering the neighborhoods, but also sharing the ride with fellow travelers and enjoying the group dynamic along the way 🚴♂️
Exploring the city together on a Bicycle makes this a relaxed and social Bike Tour in Chicago, and it’s exactly why so many guests consider it one of the top Things to Do in Chicago. We’re happy to hear you enjoyed both the guide and the company!
Thanks again for riding with us—and as a fun bonus, Bobby’s Bike Hike is America’s longest running city bike tour operator, so we’d love to welcome you back anytime for another great experience. 🚲
Nam_N, Aug 2022
Lou was enthusiastic and gave us a nice history lesson on the city of Chicago. We couldn’t ask for a better experience. I’m thankful for having him as a guide.
Response from Host, Dec 2025
Thank you so much for the kind words! We’re thrilled to hear that Lou’s enthusiasm and passion for Chicago’s history made such a positive impact on your experience. Having a guide who brings the city to life really elevates a Chicago Bike Tour, and we’re so glad you couldn’t have asked for a better ride 🚴♂️
Exploring the city on a Bicycle while learning its stories is exactly what makes this such a memorable Bike Tour in Chicago and one of the most enjoyable Things to Do in Chicago. Lou will truly appreciate knowing how much you valued his guidance.
Thank you again for riding with us, and as a fun bonus, Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! We’d love to welcome you back for another unforgettable adventure soon 🚲
Nanhee_K, Aug 2022
It was a great experience, everything was perfect.
We were very happy to join in this activity.
Our guide(maybe he is Chang?) was very knowledgeable, friendly and rich-experienced.
He also gave many interesting explanations by matching places with Chicago's history while leading our safe viking.
If I have a chance to visit Chicago someday, I'd like to try it again. Thank you all of the joiners with us !
Response from Host, Dec 2025
Thank you so much for this heartfelt review! We’re delighted to hear that everything felt perfect and that you were so happy to join us on this Chicago Bike Tour. It sounds like your guide (Chang) made the experience truly special with his knowledge, friendly style, and ability to connect each location with Chicago’s rich history—all while leading a safe and comfortable ride 🚴♂️
Being able to relax on a Bicycle and simply enjoy the stories, scenery, and group camaraderie is exactly what makes this such a memorable Bike Tour in Chicago. We’re especially glad to hear it left such a strong impression that you’d want to do it again on a future visit—that’s the highest compliment and why this is often listed among the top Things to Do in Chicago.
Thank you again for riding with us and for sharing the experience with your fellow riders. And as a fun bonus, Bobby’s Bike Hike is recently ranked Top 15 Experiences in the country by Yelp! We hope to welcome you back for another great adventure someday 🚲
Barbara_W, Aug 2022
Our tour director Lou was fantastic. Lou made sure that everyone felt comfortable and his tour was informative and fun. We saw a lot of things on the bike tour that we would have not seen otherwise. Highly recommend.
Response from Host, Dec 2025
Thank you for the wonderful recommendation! We’re so happy to hear that Lou made everyone feel comfortable while keeping the ride informative and fun. That’s exactly what we aim for on every Chicago Bike Tour—helping guests discover spots they might never see on their own while enjoying the city on a Bicycle.
Seeing more of the city is what makes a Bike Tour in Chicago such a standout experience, and we’re glad it was a highlight for you and one of your favorite Things to Do in Chicago.
We’re also proud to share that Bobby’s Bike Hike is passionate about our four core tenets of travel, community, health, and service—values that guides like Lou bring to life every day. Thanks again for riding with us, and we hope to see you back on another tour soon! 🚲
Oswaldo_V, Jul 2022
The best way to start a day with my families and looking other parts of the city besides de big buildings
Response from Host, Dec 2025
Thank you for sharing this wonderful feedback! Starting the day with family on a Chicago Bike Tour is such a great way to experience the city, especially when you get to explore neighborhoods and lakefront areas beyond the big buildings downtown. We’re so happy you enjoyed seeing a different side of Chicago together on a Bicycle.
This Bike Tour in Chicago is perfect for families because it’s relaxed, scenic, and full of stories and sights you might otherwise miss—making it one of the most memorable Things to Do in Chicago.
We’re also proud to say that Bobby’s Bike Hike is America’s longest running city bike tour operator, and this Lakefront Neighborhoods Bicycle Tour is what started it all. Thanks again for riding with us, and we hope to welcome your family back for another adventure soon! 🚲
Raul_S, Jun 2022
Great way to see places that otherwise you would not visit. Outstanding guide (Lou), so much fun and knowledgeable. Do it!
Response from Host, Dec 2025
Thank you for the great recommendation! We’re so happy to hear you had such a fun and memorable experience with Lou. He truly does an outstanding job showing guests places they might never discover on their own, all while keeping the ride engaging and informative. That’s exactly what we aim for on every Chicago Bike Tour.
Exploring these unique neighborhoods by Bicycle is one of the most rewarding Things to Do in Chicago, and this Bike Tour in Chicago is designed to be both relaxed and full of great stories along the way.
We’re also proud to share that Bobby’s Bike Hike is America’s longest running city bike tour operator, and this Lakefront Neighborhoods Bicycle Tour is what started it all. Thanks again for the enthusiastic “Do it!”—we hope to ride with you again soon! 🚲
Shwetank_S, Sep 2021
The trip was a short and sweet trip across neighborhoods of Chicago and finally the lake. It was properly guided, and the guide Nick was very helpful and cool. Helped me finding the location of the place and came to pick me up from the spot where I was lost. The entire trip was very light and chilled.
Response from Host, Dec 2025
Thank you so much for sharing your experience! We’re thrilled to hear you enjoyed the relaxed, “short and sweet” ride through Chicago’s neighborhoods and along the lake—it’s exactly what we aim for on this Chicago Bike Tour. Nick sounds like he truly went above and beyond, and we’re so glad he helped you get oriented and made sure you felt comfortable from start to finish.
That easygoing, friendly vibe is what makes this Bike Tour in Chicago such a great way to explore the city on a Bicycle, especially if you want something light, fun, and stress-free. It’s no surprise many guests say it’s one of their favorite Things to Do in Chicago.
We’re also proud to share that Bobby’s Bike Hike is passionate about our four core tenets of travel, community, health, and service—and Nick’s helpfulness is a perfect example of that. Thanks again for riding with us, and we hope to see you back for another tour soon! 🚲
Likely to Sell Out
From $59.00
per personup to 24 hours before the experience starts (local time)
Compare Similar Experiences
Current
Likely to Sell Out
Bike Tour of Chicago's Lakefront Neighborhoods
241
3 hours
Free Cancellation
From
$59.00
Customers Who Bought This Tour Also Bought
Attractions in Chicago, USA
- Marquette Building Tours & Tickets
- Chicago Riverwalk Tours & Tickets
- Chicago Chinatown Tours & Tickets
- Palmer House Hilton Tours & Tickets
- Chicago Picasso (The Picasso) Tours & Tickets
- Lincoln Park & Zoo Tours & Tickets
- Skydeck Chicago at Willis Tower (Sears Tower) Tours & Tickets
- Wrigley Building Tours & Tickets
- Cloud Gate (The Bean) Tours & Tickets
- Navy Pier Tours & Tickets
- Lincoln Park Zoo Tours & Tickets
- Chicago Loop Tours & Tickets
- Northerly Island Tours & Tickets
- Chinese American Museum of Chicago Tours & Tickets
- Route 66 Tours & Tickets
- Hyde Park Tours & Tickets
- Griffin Museum of Science and Industry Tours & Tickets