Chicago Iconic Landmarks Guided Bicycle Tour

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!

Meeting Point

Bobby's Bike Hike - Chicago Bike, Walking & Food Tours

540 N Lake Shore Dr, Chicago, IL 60611, USA

Walk through the driveway (tunnel) to enter our location.

What's included:

• Bicycle
• Helmet
• Tour Guide

Not included:

• $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
• Food and drinks

What to expect:

Duration: 3 hours

Lakefront Trail

540 N Lake Shore Dr, Chicago, 60611-3414, Illinois

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.

Pass by without stopping

Field Museum

1400 S Lake Shore Dr, , Chicago, 60605-2827, Illinois

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.

Pass by without stopping

Shedd Aquarium

1200 S. Lake Shore Drive, Chicago, 60605-2490, Illinois

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 • Admission Ticket Not Included

Adler Planetarium

1300 S. DuSable Lake Shore Dr., , Chicago, 60605-2489, Illinois

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 • Admission Ticket Not Included

Northerly Island

S. Lynn White Dr., , Chicago, 60605, Illinois

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

1410 Special Olympics Drive, Chicago, 60605-2902, Illinois

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.

Pass by without stopping

12th Street Beach

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.

Pass by without stopping

Grant Ulysses Park

337 E Randolph Street, Columbus Drive, , Chicago, 60601, Illinois

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

301 S. Columbus Dr, Grant Park, Chicago, 60605, Illinois

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, 60602, Illinois

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

175 N State St, , Chicago, 60601-3623, Illinois

The Iconic Chicago Theater marquee sign.

Pass by without stopping

Daley Bicentennial Plaza

337 E Randolph Dr, , Chicago, 60602-1305, Illinois

Marvel at the famous Picasso sculpture and the towering skyscrapers of the Loop

10 minutes

Lakefront Trail

540 N Lake Shore Dr, Chicago, 60611-3414, Illinois

Enjoy a gorgeous ride along the lakefront.

10 minutes

Museum Campus

Chicago, Illinois

Enjoy a bike ride through Chicago's Museum Campus

5 minutes