Tours/Chicago/Bike Tour of Chicago's Lakefront Neighborhoods

Bike Tour of Chicago's Lakefront Neighborhoods

4.9(260)Chicago3 hours
VIATOR4.9(77)TRIPADVISOR4.9(183)
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods
Bike Tour of Chicago's Lakefront Neighborhoods

At a glance

Duration
3 hours
Price from
$59 / person
Rating
4.9 / 5 · 260 reviews
Languages
EN
Group
Small group, up to 20
Cancellation
Free cancellation
Meeting point
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.
Confirmation
Instant

Prices checked on Sep 11, 2026Things to do in Chicago

Description

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods Chicago Bike Tour is what started it all. Join one of Bobby’s expert guides on this 3-hour bicycle tour through Chicago’s beautiful North Side Lakefront neighborhoods. See the ever-rising skyscrapers of Streeterville, the deluxe residential mansions of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the world-famous Lakefront Bike Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! This Bicycle Tour of Chicago is kid-friendly and all equipment (bikes, helmets) is included.

Tour Options

Daytime Chicago Bike Tour

Itinerary

5 min

The Museum of Contemporary Art sits quietly in the Gold Coast, but insiders know it represents Chicago’s bold creative edge. On our Chicago Bike Tour through the iconic Lakefront Neighborhoods, you’ll ride past this modern cultural hub tucked between historic mansions and leafy streets. The contrast is powerful—cutting-edge art surrounded by classic Chicago elegance. On this Bicycle Tour in Chicago, our guides share how the MCA helped position the city as a serious player in the global art world, bringing provocative exhibits and boundary-pushing artists to the Midwest. It’s a reminder that Chicago isn’t just about history—it’s about reinvention. Among the most enriching Things to do in Chicago, seeing the Museum of Contemporary Art by bike lets you experience how creativity, architecture, and neighborhood charm intersect in one unforgettable Lakefront ride.

10 min

Gold Coast is Chicago elegance at its finest. On our Chicago Bike Tour through the stunning Lakefront Neighborhoods, you’ll glide past grand mansions, historic brownstones, and tree-lined streets that whisper stories of old-money ambition and architectural brilliance. Insiders know this neighborhood rose from the ashes of the Great Chicago Fire, becoming home to the city’s most influential families. On this immersive Bicycle Tour in Chicago, our guides reveal how industrial titans and cultural leaders shaped this lakeside enclave—while you enjoy lake breezes just blocks away. It’s refined, quiet, and rich with history. Among the most captivating Things to do in Chicago, exploring the Gold Coast by bike offers a rare blend of prestige, preservation, and proximity to the water—an unforgettable highlight of our Lakefront adventure.

Pass by

The Magnificent Mile is where Chicago puts its confidence on full display. On our Chicago Bike Tour through the iconic Lakefront Neighborhoods, you’ll ride past legendary storefronts, historic hotels, and architectural landmarks that define the city’s commercial heart. Insiders know this stretch of Michigan Avenue was once lined with mansions before evolving into one of the most famous shopping corridors in the world. On this engaging Bicycle Tour in Chicago, our guides share how the Mag Mile became a symbol of Chicago’s resilience and global influence. It’s more than retail—it’s reinvention. Among the essential Things to do in Chicago, seeing The Magnificent Mile by bike gives you perspective beyond the storefronts, connecting luxury, history, and lakefront energy in one unforgettable ride.

15 min

Lincoln Park Zoo is where nature, history, and skyline views come together in the heart of the city. On our Chicago Bike Tour through the beautiful Lakefront Neighborhoods, you’ll ride past one of the oldest free zoos in the country, surrounded by green space and just steps from Lake Michigan. Insiders know the zoo dates back to 1868 and reflects Chicago’s long-standing commitment to public access and conservation. On this refreshing Bicycle Tour in Chicago, you’ll hear how Lincoln Park transformed from cemetery grounds after the Great Chicago Fire into one of the city’s most beloved outdoor spaces. Among the most memorable Things to do in Chicago, experiencing Lincoln Park Zoo by bike blends wildlife, lake breezes, and neighborhood charm into one vibrant Lakefront adventure.

15 min

St. Michael’s Church in Old Town is one of Chicago’s quiet symbols of resilience. On our Chicago Bike Tour through the historic Lakefront Neighborhoods, you’ll ride to this 1852 landmark that famously survived the Great Chicago Fire—one of the few structures left standing when much of the city was reduced to ashes. Insiders know its towering steeple once served as a navigation point for ships on Lake Michigan. On this immersive Bicycle Tour in Chicago, our guides share how Old Town rebuilt around this church, preserving its character while the rest of the city modernized. Among the most meaningful Things to do in Chicago, visiting St. Michael’s by bike connects you to the city’s grit, faith, and rebirth—all woven into a scenic Lakefront ride through Chicago’s most charming neighborhoods.

15 min

North Avenue Beach is where Chicago’s skyline and lakefront lifestyle collide. On our Chicago Bike Tour through the vibrant Lakefront Neighborhoods, you’ll ride along the water with sweeping city views rising dramatically behind the sand. Insiders know this beach offers one of the most photographed skyline angles in the city—especially when you glance south toward downtown. On this refreshing Bicycle Tour in Chicago, you’ll hear how the lakefront was preserved “forever open, clear, and free,” giving Chicagoans unmatched public access to nature in the heart of a major city. It’s active, social, and unmistakably Chicago. Among the most energizing Things to do in Chicago, experiencing North Avenue Beach by bike blends fresh air, panoramic views, and neighborhood charm into one unforgettable Lakefront adventure.

20 min

The Lakefront Bicycle Trail is Chicago’s ultimate outdoor runway. On our Chicago Bike Tour through the breathtaking Lakefront Neighborhoods, you’ll cruise this iconic path with Lake Michigan on one side and the skyline towering on the other. Insiders know this 18-mile stretch is where locals run, ride, and reset—especially at sunrise when the city feels wide open and alive. On this immersive Bicycle Tour in Chicago, our guides share how the lakefront was intentionally protected for public use, shaping Chicago’s identity as a city that values access to nature. It’s smooth, scenic, and endlessly photogenic. Among the most unforgettable Things to do in Chicago, riding the Lakefront Trail by bike offers freedom, perspective, and fresh air—an essential highlight of this dynamic Lakefront adventure.

15 min

Lake Michigan isn’t just a backdrop—it’s Chicago’s defining feature. On our Chicago Bike Tour through the stunning Lakefront Neighborhoods, you’ll ride alongside one of the largest freshwater lakes in the world, with open blue water stretching to the horizon. Insiders know that on clear days, it feels more like an ocean than a lake—complete with sailboats, beaches, and that unmistakable Midwest breeze. On this unforgettable Bicycle Tour in Chicago, our guides share how the lake shaped the city’s growth, trade, and identity—and why its shoreline remains “forever open, clear, and free.” Among the most iconic Things to do in Chicago, experiencing Lake Michigan by bike blends skyline views, fresh air, and waterfront energy into one powerful, perspective-shifting Lakefront adventure.

15 min

Old Town is where Chicago’s past still lives on every block. On our Chicago Bike Tour through the charming Lakefront Neighborhoods, you’ll pedal along cobblestone-style streets lined with Victorian-era homes that survived the Great Chicago Fire. Insiders know this neighborhood became a haven for artists, comedians, and counterculture thinkers in the 1960s—shaping Chicago’s creative spirit. On this engaging Bicycle Tour in Chicago, our guides reveal how Old Town balances historic preservation with modern energy, from iconic churches to tucked-away gardens. Among the most authentic Things to do in Chicago, exploring Old Town by bike offers character, resilience, and story—an unforgettable highlight of this scenic Lakefront adventure.

10 min

Lincoln Park is where elegance, green space, and lakefront living come together. On our Chicago Bike Tour through the picturesque Lakefront Neighborhoods, you’ll ride past historic brownstones, shaded streets, and one of the largest urban parks in the country. Insiders know Lincoln Park was once the site of the city cemetery before being transformed into a vibrant public oasis after the Great Chicago Fire. On this immersive Bicycle Tour in Chicago, our guides share how the neighborhood blends architectural charm, cultural institutions, and easy access to Lake Michigan. It’s refined yet relaxed—classic Chicago. Among the most rewarding Things to do in Chicago, exploring Lincoln Park by bike offers fresh air, fascinating history, and a true local feel woven into this unforgettable Lakefront adventure.

Pass by

Streeterville is where ambition meets the lake. On our Chicago Bike Tour through the dynamic Lakefront Neighborhoods, you’ll ride through this high-rise enclave built on reclaimed land from the Great Chicago Fire era. Insiders know this area was once a literal sandbar—transformed into one of the city’s most valuable and scenic neighborhoods. On this Bicycle Tour in Chicago, you’ll glide past modern towers, tucked-away marinas, and sweeping Lake Michigan views while hearing how Streeterville evolved from shipping chaos to luxury living. It’s a powerful example of Chicago’s constant reinvention. Among the most fascinating Things to do in Chicago, exploring Streeterville by bike offers skyline drama, lake breezes, and a front-row seat to the city’s bold architectural story—all woven seamlessly into this unforgettable Lakefront ride.

5 min

The Standing Lincoln Statue in Lincoln Park is a quiet but powerful tribute to leadership and legacy. On our Chicago Bike Tour through the scenic Lakefront Neighborhoods, you’ll ride to this striking sculpture of Abraham Lincoln—long before he became president—capturing him as a thoughtful, rising statesman. Insiders know this statue predates the more famous Lincoln Memorial in D.C., giving Chicago its own early tribute to the 16th president. On this enriching Bicycle Tour in Chicago, our guides share how Lincoln’s Illinois roots shaped his path—and why this statue reflects the city’s deep connection to his story. Among the most meaningful Things to do in Chicago, visiting the Standing Lincoln Statue by bike blends history, art, and lakeside beauty into one inspiring Lakefront adventure.

Highlights

Local tour guide
Bicycle
Helmet

What's included

Included
Local tour guide
Bicycle
Helmet
Not included
Food and drinks
$10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)

Traveller Ratings

4.9
260 reviews
5
243
4
14
3
1
2
1
1
1

Important Information

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • 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.

Frequently asked questions

How long does Bike Tour of Chicago's Lakefront Neighborhoods take?

Bike Tour of Chicago's Lakefront Neighborhoods lasts about 3 hours. The itinerary has 12 stops.

How much does Bike Tour of Chicago's Lakefront Neighborhoods cost?

Prices start at $59 per person for this Chicago experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.

Can I cancel Bike Tour of Chicago's Lakefront Neighborhoods for free?

Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.

Where does the tour start?

The meeting point is 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.. Hotel pickup is not part of this experience.

What languages is Bike Tour of Chicago's Lakefront Neighborhoods offered in?

The experience is available in EN.

Is this a private or a group tour?

It is a small-group experience with a maximum of 20 participants.

Is the tour suitable for children?

Specialized infant seats are available 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. Please note: children must be strong, capable riders and be able to bike for 9 miles

Will my booking be confirmed immediately?

Yes, bookings are confirmed instantly.

Reviews(260)

O
OnAir563983
August 28, 2026
Beautiful tour around Chicago’s neighborhoods and beach

Great way to see some of the neighborhoods off the beaten path yet still near downtown. Good bike and great tour guide. Quick stop at the Lincoln zoo. Plus it was a beautiful day riding along the beach.

Operator response

Thank you for riding with us and sharing your experience! We’re so glad you enjoyed discovering Chicago’s neighborhoods just beyond downtown, along with the stop at Lincoln Park Zoo and that beautiful Bicycle ride along the lakefront and beach. A gorgeous Chicago day certainly makes a Chicago Bike Tour even more memorable! Bobby's Bike Hike is America's longest running city bike tour operator, and this particular Lakefront Neighborhoods Bicycle Tour is what started it all. We love giving guests a chance to experience some of the best Things to Do in Chicago while exploring areas they might otherwise miss. Thanks for choosing our Bike Tour in Chicago, and we’re especially happy to hear you enjoyed the bike and your tour guide!

L
L8140LSjoannem
August 25, 2026
The kindness of Strangers

Best bike tour ever, can even rent bikes for yourself. BIkes were really good and tour was very well run, efficient and fun. Tour guide, Craig? was knowledgeable of his neighborhoods and great at keeping us all together and watching out for us! I highly recommend this tour group!

Operator response

Thank you so much for the fantastic review and recommendation! We’re thrilled you enjoyed the quality of the Bicycle, the smooth organization of the tour, and the fun experience exploring Chicago’s neighborhoods. We’re especially glad your guide made the ride informative, safe, and enjoyable while keeping everyone together along the way. Bobby's Bike Hike is America's longest running city bike tour operator, and this Lakefront Neighborhoods Bicycle Tour is what started it all. It’s wonderful to hear that it earned “best bike tour ever” from you! Whether guests join our Chicago Bike Tour or rent a bike to explore independently, we love helping people experience the city on two wheels. Thanks again for making us one of your highly recommended Things to Do in Chicago. We hope to welcome you back for another Bike Tour in Chicago someday!

J
Justin1066
August 18, 2026
a fun way to see Chicago

We had Craig and it was a great tour. A nice, easy ride through the lakefront, lincoln park, old town etc. Very informative, and moved well despite being around 3 hours. Would recommend highly, as I booked another tour with this group.

Operator response

Thank you for the wonderful review! We’re so glad Craig made your Lakefront Neighborhoods Bicycle Tour both informative and enjoyable. The easy ride through Lincoln Park, Old Town, and along Chicago’s beautiful lakefront is such a great way to experience the city at a relaxed pace. We especially appreciate you recommending us and booking another adventure! 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 for making our Chicago Bike Tour part of your Things to Do in Chicago. We look forward to welcoming you back for another Bike Tour in Chicago and getting you back on a Bicycle soon!

S
seanr557
August 12, 2026
Fantastic

Fantastic experience with knowledgeable guide Craig

Operator response

Thank you for the fantastic review! We’re thrilled to hear that Craig’s knowledge helped make your experience so memorable. A great guide can really bring Chicago’s neighborhoods, history, and lakefront to life from the seat of a Bicycle. Bobby's Bike Hike is America's longest running city bike tour operator, and this Lakefront Neighborhoods Bicycle Tour is what started it all. We’re delighted our Chicago Bike Tour was one of your favorite Things to Do in Chicago, and we hope you’ll join us again for another Bike Tour in Chicago!

L
Leanne_K
August 7, 2026
A beautiful ride

This was the best way to see the city, our guide Liam was informative and funny, offered to help everyone take photos, and knew all the perfect spots.

Operator response

Thank you for sharing your experience! We love hearing that Liam made exploring Chicago so much fun with his mix of knowledge, humor, and hospitality. Knowing the perfect photo spots—and making sure everyone gets a great picture—is one of those details that can make a day on a Bicycle especially memorable. Bobby's Bike Hike is passionate about our four core tenets of travel, community, health and service, and it sounds like Liam brought those values to life. We’re so glad our Chicago Bike Tour was one of your favorite Things to Do in Chicago and the best way to see the city. We hope to welcome you back for another Bike Tour in Chicago!

G
G5992TZchrisg
July 25, 2026
Great afternoon ride

Our guide Liam was thoughtful, informative, and extremely pleasant. He shared lots of good stories, and the ride was very enjoyable. Part of the ride was on the street, but it never felt rushed or dangerous. Nice mix of city, neighborhoods, and lakeside.

Operator response

Thank you for your wonderful review! We're so happy to hear that Liam made your Chicago Bike Tour such an enjoyable experience with his thoughtful approach, engaging stories, and friendly personality. It's great to know you felt comfortable riding through the city streets while taking in the perfect mix of neighborhoods, lakefront scenery, and iconic sights. We truly appreciate you highlighting how the route balances safety, history, and fun, making it one of the best Things to Do in Chicago. Bobby's Bike Hike is America's longest running city bike tour operator, and our Lakefront Neighborhoods Bicycle Tour is what started it all. We hope you'll join us again for another Bike Tour in Chicago and create even more great memories on a Bicycle with us!

E
Elizabeth_K
July 19, 2026
❤️🚴 Must-do

wonderful way to see the beautiful neighborhoods of Chicago! must-do when visiting. end your tour at Relish and a dip in the lake!

Operator response

Thank you for the wonderful review! We're thrilled you enjoyed exploring Chicago's beautiful neighborhoods with us. It's great to hear you topped off your day with a stop at Relish and even a dip in the lake—that sounds like the perfect Chicago adventure! We truly appreciate you recommending our Chicago Bike Tour as a must-do for visitors looking for the best Things to Do in Chicago. We hope your Bicycle ride created lasting memories, and we'd love to welcome you back for another Bike Tour in Chicago. Bobby's Bike Hike is America's longest running city bike tour operator, and this particular Lakefront Neighborhoods Bicycle Tour is what started it all. We look forward to riding with you again soon!

W
wiatkins1949
July 19, 2026
Educational and fun time on bikes.

Interesting history and background about the neighborhoods. Lots of fun. I had not ridden a bike in many, many years and was able to easily keep up with the group. Craig kept an eye on us and made sure everyone was safe and hydrated.

Operator response

Thank you for sharing your experience! We're so glad you enjoyed learning the interesting history and background of Chicago's neighborhoods while having fun along the way. It's especially great to hear that even after many years away from riding a Bicycle, you felt comfortable and were able to keep up with the group. Craig will be thrilled to know his attention to safety, hydration, and making everyone feel confident made such a positive impact. Thank you for recommending our Chicago Bike Tour as one of the best Things to Do in Chicago. We hope you'll join us again for another Bike Tour in Chicago. Bobby's Bike Hike is passionate about our four core tenets of travel, community, health and service, and we're grateful you experienced that firsthand.

1
19stephaniel
July 18, 2026
Fun group ride through Chicago

Craig, our guide was funny and very knowledgeable. He made sure we understood the bike hand signals and gave us clear instructions about riding through the city. The stops along the way including the Lincoln park zoo were great!

Operator response

Thank you for the fantastic review! We're delighted to hear that Craig's humor, knowledge, and clear guidance helped make your experience both enjoyable and comfortable. Taking the time to explain the bike hand signals and navigating the city safely is an important part of every Chicago Bike Tour, and we're glad you appreciated it. We're also happy you enjoyed the stops along the route, especially Lincoln Park Zoo, one of the many highlights that make this Bike Tour in Chicago such a memorable experience. Thank you for recommending us as one of the best Things to Do in Chicago, and we hope your Bicycle adventure inspires you to join us again. Next time, we'd love to see you on our Bikes, Bites & Views Bike Tour or one of our award-winning Walking and Food Tours.

D
Diana_M
July 12, 2026
Great way to see the north neighborhoods

Great bike tour. We have been to Chicago many times and we still saw some new things on this tour. Guide did a great job getting us around on a busy summer Saturday. 10/10

Operator response

Thank you so much for the fantastic review! We're thrilled that even after visiting Chicago many times, our Chicago Bike Tour helped you discover new places and perspectives. That's exactly what we hope every guest experiences on our Bike Tour in Chicago. We're especially happy to hear your guide navigated the busy summer Saturday with ease while keeping the tour fun, safe, and enjoyable. Exploring the city's incredible neighborhoods by Bicycle is one of the best Things to Do in Chicago, and we're honored you chose to ride with us. As America's longest running city bike tour operator, Bobby's Bike Hike is proud that our Lakefront Neighborhoods Bicycle Tour is the experience that started it all. We hope to welcome you back for another adventure the next time you're in Chicago!

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