Tours and Tickets

Bike Tour of Chicago's Lakefront Neighborhoods provided by Bobby's Bike Hike Chicago

Bike Tour of Chicago's Lakefront Neighborhoods

COVID-19 update: See the added health and safety measures this experience is taking.Read more
Select Date and Travellers
2 adults
Low Price Guarantee
Travel safe during COVID-19
What you can expect during this experience
  • Contactless payment for gratuities and add-ons
  • Face masks required for travellers in public areas
  • Face masks required for guides in public areas
  • Gear/equipment sanitized between use
  • Hand sanitizer available to travellers and staff
  • Social distancing enforced throughout experience
Updated 29/06/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
Updated 29/06/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
Explore the lakefront districts of Chicago's North Side on a bike tour along quiet streets and waterside paths in the Windy City. You cover ground quickly as you pedal with your guide from Lake Shore Drive to the Magnificent Mile, passing by places such as Oprah’s penthouse, the Playboy Mansion, and Victorian homes in Old Town. Choose from departures in the morning or afternoon for an easy fit with your sightseeing schedule.
  • You'll start at
    540 N Lake Shore Dr
    540 N Lake Shore Dr, Chicago, IL 60611, USA
    Through the driveway (tunnel) to our entrance
    See address & details
  • Pass by
    Museum of Contemporary Art
    St Michael Catholic Church in Old Town
    The Magnificent Mile
  • 1
    Lincoln Park Zoo
    Stop: 15 minutes
    See details
  • 2
    Lake Michigan
    Stop: 15 minutes
    See details
  • 3
    North Avenue Beach
    Stop: 15 minutes
    See details
  • 4
    Lakefront Trail
    Stop: 20 minutes
    See details
  • You'll end at
    540 N Lake Shore Dr
    540 N Lake Shore Dr, Chicago, IL 60611, USA
    Through the driveway (tunnel) to our entrance
    See address & details
  • Get an overview of Chicago's North Side neighborhoods and landmarks
  • Take in views of Lake Michigan while biking along the shore
  • Cover more ground in a short time span on a bike vs. by foot
  • Go off the beaten path to parts of Chicago that locals enjoy
What to Expect
Meet your guide at the designated place on Lake Shore Drive to get outfitted with your bicycle and helmet, and hear a short safety briefing. When ready, set out with your guide on your tour of Chicago’s lakefront neighborhoods. Cruise along the Lake Michigan shore to tree-shaded parks and residential neighborhoods on the North Side, including Rush Street and the Magnificent Mile. Pass by elegant homes and mansions in the Gold Coast Historic District, and popular destinations such as North Avenue Beach and Lincoln Park Zoo. Hear commentary from your guide about the distinct character of different neighborhoods and highlights such as Oprah Winfrey’s penthouse, Old Town, St Michael's Church, and the Playboy Mansion. Expect to cycle at a leisurely pace for about 9 miles (14.5 kilometers) of mostly flat terrain. This tour is suitable for all ages and fitness levels, but children should be comfortable riding on city streets.
Show More
Important Information
Departure Point
540 N Lake Shore Dr, Chicago, IL 60611, USA
Return Details
Returns to original departure point
  • Bicycle
  • Helmet
  • Local tour guide
  • Food and drinks
  • Gratuity for guide (15-20% suggested, Venmo and PayPal available)
Show More
Additional Info
  • Confirmation will be received at time of booking
  • This 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
  • Not wheelchair accessible
  • Near public transportation
  • Infant seats available
  • Most travellers can participate
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This tour/activity will have a maximum of 15 travellers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveller rating
  • 88
  • 2
  • 0
  • 1
  • 1
Traveller type
Time of year
Popular mentions
Sig F wrote a review Jun 2020
1 contribution
I had the pleasure of going on a tour with Bobbys Bike Hike this past month of June with the reopening since Covid. I can't imagine the tour without my incredible Bike Hike guide Gabriel. He was so charismatic and knew everything there is to know about Chicago. He biked us
Read more
Date of experience: June 2020
Amber-Rose Z wrote a review Oct 2019
Austin, Texas6 contributions
Finn was an awesome guide and we had a great time. This is a must do while visiting Chicago. Definitely recommend.
Read more
Date of experience: October 2019
Kathryn P wrote a review Oct 2019
1 contribution
Noah was an excellent tour guide. He made it fun, interactive and got to meet and connect with new friends.
Read more
Date of experience: October 2019
Lisaltk wrote a review Oct 2019
Dundee, Michigan829 contributions11 helpful votes
We recently did the lakefront neighborhoods bicycle tour. It was a beautiful fall day and it was a great tour! We got to ride through neighborhoods that we would have never accessed by car or by walking, and learned a lot about the history of the area as well as what it is like
Read more
Date of experience: October 2019
Judy M wrote a review Oct 2019
7 contributions3 helpful votes
We did this trip a couple of weeks ago. It was such fun. Finn is a great guide who knows many interesting tidbits about Chicago. She made it very easy for us to ride through city streets. The Lakefront Trail is wonderful.
Read more
Date of experience: September 2019
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Bobby's Bike Hike Chicago
Highly Recommend!
This is my second bike tour since moving to Chicago 7 years ago. It’s a great way to see the city and have some out
Read more
18th Anniversary/Birthday Trip
My husband and I have been on other bike tours in Italy, Paris and Versailles..this one is just as lovely! We had n
Read more
Fun and Food for a Family of Five!
We were a family of five adults who did this tour on Saturday. We had James as our guide and he was great! There
Read more
Bike Tour
Overall great! Ride thru old airport site, really cool...View from Planatarium, and Bean. Noah very knowledable abo
Read more
Best Saturday afternoon ever!
I honestly didn't know what to expect but when I saw bikes, bites, and brews I knew I would enjoy myself. My friend
Read more
Great way to see the city
Do this early during your trip to Chicago, that way you’ll know what to check out the rest of your trip. Bike rid
Read more
Do it!
We had a great day. The weather was perfect, the route was perfect, and the food was very tasty. Tour guide was ver
Read more
We came in with no reservations and were set up with rental bikes quickly and efficiently. The shop is well located
Read more
Nancy M
Paid for 3 craft beers, given 2 mass produced beers
The experience was just okay for the price. We paid for 3 pours of craft beer. The craft beer costs an additional $
Read more
Kaumudi P
Monthly bike rentals
We rented 2 bikes for a month. The rates were reasonable, especially for a city like Chicago. The bikes are pretty
Read more
We were so glad this tour was still operating since so many were not at this time! James was our tour leader and h
Read more
Lisa B
Ebike rental
Amazing experience!! The ebike made it so nice to explore the Chicago lakefront. Would highly recommend this bike
Read more
Best Chicago Tour!
This was a great overview of the city and we got to see the skyline from places we never would have otherwise. Nic
Read more
Great time/ride
Great central location, great folks. E-bikes worked very well. It was wicked hot, but the “e” biked helped a lot!
Read more
Must do!
Bike tour during COVID. Kevin was a fantastic tour guide! Biking through Chicago was amazing (even wearing masks).
Read more
Key Details
  • Duration: 3h
  • Mobile Ticket Accepted
  • Free Cancellation up to 24 hours in advance
  • Instant Confirmation
  • Languages Offered: English
Why Book on Tripadvisor?
  • Reserve Now & Pay Later
  • Free Cancellation up to 24 hours in advance
  • Low Price Guarantee
  • No Booking Fees
  • Secure Payments
  • 24/7 SupportCall:+44 12 2492 8241

Travellers also viewed

Chicago's Ultimate City Bike Tour
from €39.43*
Popular: Booked by 149 travellers!
Chicago Lakefront and Museum Campus Small-Group Segway Tour
from €67.79*
Popular: Booked by 442 travellers!

Frequently bought together

from €33.31*
Popular: Booked by 110,247 travellers!
from €23.15*
Popular: Booked by 9,025 travellers!
Chicago Crime and Mob Tour
from €38.59*
Popular: Booked by 13,948 travellers!

Half-day Tours

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
from €68.58*
Popular: Booked by 1,439 travellers!
Chicago in a Day: Food, History and Architecture Combo Tour
from €87.72*
Popular: Booked by 314 travellers!
Spirit of Chicago Sunset Dinner Cruise with Buffet
from €96.67*
Popular: Booked by 1,951 travellers!
Chicago Loop Secret Food Tour w/ Private Tour Option
from €165.66*
Popular: Booked by 597 travellers!
Frequently Asked Questions about Bike Tour of Chicago's Lakefront Neighborhoods