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Chicago's Ultimate City Bike Tour

icon 3 hours Mobile ticket Free Cancellation
Tickets from € 83.74

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August 2025
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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!
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  • Bicycle
  • Helmet
  • Tour Guide
  • $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
  • Food and drinks
Departure Point

540 N Lake Shore Dr, Chicago, IL 60611, USA Walk through the driveway (tunnel) to enter our location.

Return Details

540 N Lake Shore Dr, Chicago, IL 60611, USA Walk through the driveway (tunnel) to enter our location.

  • Lakefront Trail, Chicago, Illinois, United States
    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, Chicago, Illinois, United States
    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.
  • Shedd Aquarium, Chicago, Illinois, United States
    Shedd Aquarium opened in 1930 and is now home to 32,000 aquatic animals. It is one of the largest aquariums in the country, and the first inland museum to house a collection of saltwater fish.
    15 minutes
  • Adler Planetarium, Chicago, Illinois, United States
    The Adler Planetarium is the oldest planetarium in the Western Hemisphere. It boasts three full-sized theatres, rotating space science exhibitions, and an extensive collection of space science instruments and materials.
    15 minutes
  • Northerly Island, Chicago, Illinois, United States
    Northerly Island is a nature preserve located on the peninsula of land south of museum campus. Now in its early phases of natural development, the park will one day offer canoeing, bird watching, fishing, and camping for all to enjoy in downtown Chicago.
    15 minutes
  • Soldier Field, Chicago, Illinois, United States
    Built in 1924, Soldier Field is the oldest NFL stadium in the United States. During the American football season, it’s the home of our roaring Chicago Bears, but the park also hosts some of the city’s biggest concerts in the spring and summer.
  • 1200 S Linn White Dr, Chicago, IL 60605, USA
    12th Street Beach is a hidden gem of the South Loop. White sands, clear blue freshwater, and close proximity to Northerly Island make this beach on of the Windy City’s best kept secrets.
  • Grant Park, Chicago, Illinois, United States
    Grant Park, lovingly known as “Chicago’s Front Yard,” is a waterfront park located adjacent to the Loop. Grant Park host some of the Windy City’s biggest culture festivals including Lollapalooza and Taste of Chicago.
    20 minutes
  • Buckingham Fountain, Chicago, Illinois, United States
    When the Buckingham Fountain was built in 1927, it was the largest fountain in the world. Now the centerpiece of Chicago’s famous Grant Park, the fountain attracts crowds from all over the world to see its stunning light and water shows.
    15 minutes
  • Millennium Park, Chicago, Illinois, United States
    Located at the northwest corner of larger Grant Park, Millennium Park is home to Chicago’s most beloved works of public art, including Cloud Gate, The Crown Fountain, and the Pritzker Pavilion.
    20 minutes
  • The Chicago Theatre, Chicago, Illinois, United States
    The Iconic Chicago Theater marquee sign.
  • Daley Bicentennial Plaza, Chicago, Illinois, United States
    Marvel at the famous Picasso sculpture and the towering skyscrapers of the Loop
    10 minutes
  • Lakefront Trail, Chicago, Illinois, United States
    Enjoy a gorgeous ride along the lakefront.
    10 minutes
  • Museum Campus, Chicago, Illinois, United States
    Enjoy a bike ride through Chicago's Museum Campus
    5 minutes
  • 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
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Mtzk316
18 Aug 2025
We had an amazing time on Chicago’s Ultimate City Bike Tour! This 3-hour ride was the perfect mix of sightseeing and staying active. Our guide, York, was knowledgeable, caring, and made the experience fun from start to finish. He made sure we hit all the major hotspots I had hoped for—plus a few extra surprises—and gave us plenty of opportunities to stop for photos. York mentioned we rode about 9 miles, but with all the breaks and stops along the way, it never felt overwhelming. The pacing was great, and it made the ride enjoyable for everyone. Compared to the boat tour we did about 10 years ago, this was a fresh and active way to experience the city. If you want a fun introduction to downtown Chicago, complete with history, landmarks, and great photo ops, I highly recommend this tour. It’s a fantastic way to see the city from a different perspective!
88wyattw
15 Aug 2025
Meredith was my tour guide and she was amazing! She was knowledgeable and very nice! I had such a a great time and learned so much! Would 100% recommend!
Harry
13 Aug 2025
Bike tours are an excellent way to explore new cities/places. Having a great tour guide is important and Meredith is the best. She is knowledgeable, fun and perky! Bikes were in good shape and helmets clean.
This tour in Chicago is organized by Bobby's Bike Hike - Chicago

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