Chicago's Ultimate City Bike Tour
Overview
Available languages
3 hours
Mobile ticket
Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice leisurely pace), you’ll get up close and personal with Chicago’s legendary Museum Campus, Grant Park, and Millennium Park. You’ll become intimately familiar with Soldier Field, The Adler Planetarium, Buckingham Fountain, The Pritzker Pavilion, and Cloud Gate (the formal name of Chicago’s dearly-beloved “Bean”). This tour is perfect for first time visitors looking to see all of the classic hotspots, and for returning guests looking to understand more about the landmarks they know and love. Hop on two wheels, and come make memories that are sure to last a lifetime!
Additional Info
Public transportation options are available nearby
Suitable for all physical fitness levels
This tour is appropriate for most 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
TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
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
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Bicycle
Helmet
Tour Guide
$10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
Food and drinks
What To Expect
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.
Field Museum
The Field Museum of Natural History is one of the largest museums in the world, famous for its expansive specimen and artifact collect. It’s also home to T-Rex Sue, the biggest tyrannosaurus rex ever fully recovered.
Options
Daytime Tour
Reviews
232 reviews
Total reviews and rating from Viator & Tripadvisor
Great 4 hours cycling around Chicago
kevin H,
Nov 2, 2025
- Review from Viator
5.00Great experience. 4 hours cycling around Chicago at a leisurely pace.Our guide York was good fun and very knowledgeable about the city.Would highly recommend this tour!
York bike ride
Louise h,
Nov 1, 2025
- Review from Viator
5.00Very informative, relaxed and fun bike ride with York. He was great. Easy pace and very flat . Great even for novice cyclists .
Bike tour of Chicago
RichardE2217,
Oct 22, 2025
- Review from Tripadvisor
5.00Very easy to organise and an excellent way to explore downtown Chicago. Our guide, Gabe was very friendly and extremely knowledgeable leading us on a three hour tour of many of the notable sights. Well worth a try.
Excellent Exploration of Chicago!
Culture569976,
Oct 21, 2025
- Review from Tripadvisor
5.00This was One of the high lights of my Chicago trip! Exceptional experience! Our guide was the absolute best! Learned so much!
Fun way to experience Chicago and a great value too!
Fmandan,
Oct 16, 2025
- Review from Tripadvisor
5.00My daughter and I decided to visit Chicago and wanted a fun way to see the city. We couldn't have picked a more ideal day or way to achieve that. We arrived at Bobby's Bike Hike, which was easy to find and in a great location. Our guide, Lillian (I believe was her name) was fantastic. She really knew the city and the history, but more impressive was her kind nature and ability to keep everyone together and safe during the ride. If you're in moderately good shape, this is a very "do-able" ride and the bikes are excellent. It was a great way to see the beauty of Chicago and get a little exercise at the same time!
Loved it!
H1821YSsandrar,
Oct 15, 2025
- Review from Tripadvisor
5.00We had a great morning touring Chicago with our guide, Joe. He shared loads of local knowledge in a fun & informative way. We were a big group but he kept us all safe on the busy city roads then further out towards parkland. We were all able to hear him clearly and it was good group of people from all over. Joe took loads of pictures for us. It was a fun way to discover Chicago and we totally recommend it. Mostly flat and not demanding. 5 stars 🤩
Fun and educational
Maria D,
Oct 14, 2025
- Review from Viator
5.00Isfun , is also historical and get to know some parts of the city that you would not have visited on your own .
Great bike tour!
nschlepphorst,
Oct 13, 2025
- Review from Tripadvisor
5.00AJ was our tour guide and did a fantastic job! He is very friendly and knowledgeable about the Chicago area. I highly recommend this tour. We would do it again.
Great for me and my sons
TopoChica14,
Oct 6, 2025
- Review from Tripadvisor
5.00I scheduled the bike tour for our first day in the city and it was so great! I had been to Chicago a couple times but it was the first time for my two sons, ages 10 and 13. Everyone had a great time. It was a good pace and great overview of top attractions in Chicago. It gave us a good idea of places we wanted to hit again on the trip to spend more time. Our guide Joe gave us great tips to other places to check out and where to eat. Highly recommend!
Perfect way to see Chicago!!
tarac209,
Oct 1, 2025
- Review from Tripadvisor
5.00As a solo traveler it was great way to see the city!! Meredith was so knowledgeable and brought great energy to the tour. It was a great combination of city sights and the beautiful parks & lake front
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