



by Bobby's Bike, Hike & Food Tours - Chicago
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$118Chicago’s downtown features a range of landmarks from modern parks to historic buildings along Lake Michigan’s shore. This guided bike tour covers Chicago’s key attractions over about three hours at a comfortable pace. Participants cycle past Millennium Park, Museum Campus, the Chicago Riverwalk, the Lakefront Trail, and Grant Park. The ride includes stops at Soldier Field, Adler Planetarium, Buckingham Fountain, the Pritzker Pavilion, and Cloud Gate, also known as "The Bean." Bicycles, helmets, and all necessary equipment are provided. The guides share information about each location’s history, architecture, and significance. The tour is suitable for most ages and fitness levels and covers approximately nine miles. Food and drinks are not included, and gratuities for guides are suggested but not required. The tour runs rain or shine with options for rescheduling or refunds in case of extreme weather or minimum group size cancellations.
Millennium Park
Millennium Park is a major public space in Chicago known for its modern architecture and public art. The tour pauses here to explore features like the Jay Pritzker Pavilion and Cloud Gate sculpture. The park was built over active rail lines, turning industrial land into a civic space, and is a key example of urban development.
20 min
Clarence F. Buckingham Fountain
Located in Grant Park, Buckingham Fountain is one of the world’s largest fountains. The tour often times visits near the hour to see the central jet in action. The fountain symbolizes the city’s connection to Lake Michigan and serves as a notable landmark with a scenic skyline backdrop.
15 min
Lakefront Trail
The Lakefront Trail extends for 18 miles along Lake Michigan, offering views of the skyline and lake activities. The ride follows this path to experience Chicago’s waterfront, including beach areas, sports, and natural elements that define the city’s summer atmosphere.
Museum Campus
Museum Campus is a peninsula featuring the Field Museum, Shedd Aquarium, and Adler Planetarium. The area combines lakefront views with cultural institutions. The tour highlights the transformation of this former industrial land into a public space with dramatic city vistas.
5 min
Navy Pier
Navy Pier is a historic lakefront pier featuring entertainment and the Centennial Wheel. Originally a shipping and training facility, it is now a popular destination. The tour passes along the pier to observe its role in the city’s waterfront development.
5 min
Northerly Island
Northerly Island is a nature preserve on a former airfield peninsula offering prairie landscapes and views of downtown. The ride here provides a quieter contrast to the city with open spaces and opportunities for bird watching.
15 min
Soldier Field
Soldier Field is a historic stadium known for its 1924 colonnades combined with modern architecture. The tour rides past this landmark, discussing its significance for sports and cultural events in Chicago.
Chicago Riverwalk
The Chicago Riverwalk runs along the Chicago River with views of historic bridges and skyscrapers. The tour covers this stretch to explain the river’s engineering changes and its role in the city’s growth.
5 min
The Chicago Theatre
Located in The Loop, the Chicago Theatre is famous for its neon marquee and 1921 origins. The tour stops to highlight its entertainment history and architectural presence on State Street.
5 min
Shedd Aquarium
Shedd Aquarium is a Beaux-Arts building on Museum Campus known for its aquatic exhibits and skyline views. The tour pauses here to discuss its role in science education and the city’s lakefront.
15 min
Grant Ulysses Park
Grant Park is a large green space often called Chicago’s front yard. The tour rides through to cover its history, public events, and Daniel Burnham’s vision for open city land.
20 min
Field Museum
The Field Museum is a neoclassical building on Museum Campus focused on natural history. The tour highlights its origins following the 1893 World’s Fair and its position within the city skyline.
12th Street Beach
This quiet beach near Museum Campus offers lake views and a peaceful setting away from busier areas. The tour passes by to show Chicago’s efforts to preserve public access to the shoreline.
Cloud Gate
Also known as “The Bean,” Cloud Gate is a mirrored sculpture in Millennium Park reflecting the city skyline. The tour stops here to discuss its design by Anish Kapoor and visual effects.
5 min
Jay Pritzker Pavilion
Located in Millennium Park, this outdoor concert pavilion features a stainless-steel design by Frank Gehry. The tour covers its acoustics and role in downtown Chicago’s cultural life.
5 min
Crown Fountain
Crown Fountain in Millennium Park features two glass towers projecting faces of Chicago residents and a reflecting pool. The tour discusses its interactive design by Jaume Plensa and community significance.
5 min
Adler Planetarium
Sitting on the tip of Museum Campus, Adler Planetarium is America’s first planetarium. The tour highlights its skyline views and importance to Chicago’s scientific and cultural identity.
15 min
Daley Bicentennial Plaza
Daley Plaza is a civic center featuring modernist architecture and the Picasso sculpture. The tour explains its role as a gathering place for public events and Chicago’s political history.
10 min
Arrive to your Chicago Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Walk through the driveway (tunnel) to enter our location. Arrive 15 minutes early.
End point
Arrive to your Chicago Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Walk through the driveway (tunnel) to enter our location. Arrive 15 minutes early.




by Bobby's Bike, Hike & Food Tours - Chicago
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$118Chicago’s downtown features a range of landmarks from modern parks to historic buildings along Lake Michigan’s shore. This guided bike tour covers Chicago’s key attractions over about three hours at a comfortable pace. Participants cycle past Millennium Park, Museum Campus, the Chicago Riverwalk, the Lakefront Trail, and Grant Park. The ride includes stops at Soldier Field, Adler Planetarium, Buckingham Fountain, the Pritzker Pavilion, and Cloud Gate, also known as "The Bean." Bicycles, helmets, and all necessary equipment are provided. The guides share information about each location’s history, architecture, and significance. The tour is suitable for most ages and fitness levels and covers approximately nine miles. Food and drinks are not included, and gratuities for guides are suggested but not required. The tour runs rain or shine with options for rescheduling or refunds in case of extreme weather or minimum group size cancellations.
Millennium Park
Millennium Park is a major public space in Chicago known for its modern architecture and public art. The tour pauses here to explore features like the Jay Pritzker Pavilion and Cloud Gate sculpture. The park was built over active rail lines, turning industrial land into a civic space, and is a key example of urban development.
20 min
Clarence F. Buckingham Fountain
Located in Grant Park, Buckingham Fountain is one of the world’s largest fountains. The tour often times visits near the hour to see the central jet in action. The fountain symbolizes the city’s connection to Lake Michigan and serves as a notable landmark with a scenic skyline backdrop.
15 min
Lakefront Trail
The Lakefront Trail extends for 18 miles along Lake Michigan, offering views of the skyline and lake activities. The ride follows this path to experience Chicago’s waterfront, including beach areas, sports, and natural elements that define the city’s summer atmosphere.
Museum Campus
Museum Campus is a peninsula featuring the Field Museum, Shedd Aquarium, and Adler Planetarium. The area combines lakefront views with cultural institutions. The tour highlights the transformation of this former industrial land into a public space with dramatic city vistas.
5 min
Navy Pier
Navy Pier is a historic lakefront pier featuring entertainment and the Centennial Wheel. Originally a shipping and training facility, it is now a popular destination. The tour passes along the pier to observe its role in the city’s waterfront development.
5 min
Northerly Island
Northerly Island is a nature preserve on a former airfield peninsula offering prairie landscapes and views of downtown. The ride here provides a quieter contrast to the city with open spaces and opportunities for bird watching.
15 min
Soldier Field
Soldier Field is a historic stadium known for its 1924 colonnades combined with modern architecture. The tour rides past this landmark, discussing its significance for sports and cultural events in Chicago.
Chicago Riverwalk
The Chicago Riverwalk runs along the Chicago River with views of historic bridges and skyscrapers. The tour covers this stretch to explain the river’s engineering changes and its role in the city’s growth.
5 min
The Chicago Theatre
Located in The Loop, the Chicago Theatre is famous for its neon marquee and 1921 origins. The tour stops to highlight its entertainment history and architectural presence on State Street.
5 min
Shedd Aquarium
Shedd Aquarium is a Beaux-Arts building on Museum Campus known for its aquatic exhibits and skyline views. The tour pauses here to discuss its role in science education and the city’s lakefront.
15 min
Grant Ulysses Park
Grant Park is a large green space often called Chicago’s front yard. The tour rides through to cover its history, public events, and Daniel Burnham’s vision for open city land.
20 min
Field Museum
The Field Museum is a neoclassical building on Museum Campus focused on natural history. The tour highlights its origins following the 1893 World’s Fair and its position within the city skyline.
12th Street Beach
This quiet beach near Museum Campus offers lake views and a peaceful setting away from busier areas. The tour passes by to show Chicago’s efforts to preserve public access to the shoreline.
Cloud Gate
Also known as “The Bean,” Cloud Gate is a mirrored sculpture in Millennium Park reflecting the city skyline. The tour stops here to discuss its design by Anish Kapoor and visual effects.
5 min
Jay Pritzker Pavilion
Located in Millennium Park, this outdoor concert pavilion features a stainless-steel design by Frank Gehry. The tour covers its acoustics and role in downtown Chicago’s cultural life.
5 min
Crown Fountain
Crown Fountain in Millennium Park features two glass towers projecting faces of Chicago residents and a reflecting pool. The tour discusses its interactive design by Jaume Plensa and community significance.
5 min
Adler Planetarium
Sitting on the tip of Museum Campus, Adler Planetarium is America’s first planetarium. The tour highlights its skyline views and importance to Chicago’s scientific and cultural identity.
15 min
Daley Bicentennial Plaza
Daley Plaza is a civic center featuring modernist architecture and the Picasso sculpture. The tour explains its role as a gathering place for public events and Chicago’s political history.
10 min
Arrive to your Chicago Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Walk through the driveway (tunnel) to enter our location. Arrive 15 minutes early.
End point
Arrive to your Chicago Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Walk through the driveway (tunnel) to enter our location. Arrive 15 minutes early.