



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.$178This 4.5-hour guided bike and food tour in Chicago is for adults only and covers about 13 miles at a relaxed pace. Participants choose between two routes: a daytime route through northside neighborhoods including Lincoln Park, Northalsted, Wrigleyville, and the Lakefront Trail; or a nighttime route through downtown, featuring landmarks such as Buckingham Fountain, Millennium Park, the Chicago Riverwalk, Navy Pier, and the Museum Campus. The tour includes tastings of classic Chicago foods: deep-dish pizza, Chicago-style hot dogs, Italian beef sandwiches, and Garrett’s popcorn for dessert. The daytime route also stops at the Bittersweet Pastry Shop for a sweet treat. Riders will see various neighborhoods and sites like Wrigley Field, Lincoln Park Zoo, Gold Coast mansions, North Avenue Beach, Oak Street Beach, and Lake Michigan’s shoreline, enjoying panoramic views along the way. Bicycle use and a water bottle are provided. An optional upgrade allows sampling of local craft beers for adults aged 21 and over. Guides share information about Chicago’s food history and local stories throughout the tour. The tour operates rain or shine, with minimum age 16, and requires appropriate clothing for weather conditions.
Deep-Dish Pizza Stop
On both the Day and Night Routes, participants taste Chicago’s famous deep-dish pizza, known for its thick buttery crust, layers of cheese, and rich tomato sauce. The guides explain the history and significance of this dish while riding by bicycle between stops. The tasting lasts around 20 minutes.
20 min
Chicago-Style Hot Dog Stop (Day Route)
On the Day Route to Wrigley, the group stops at The Wiener’s Circle to try a classic Chicago-style hot dog. It is served on a poppy seed bun with mustard, neon relish, onions, tomato, sport peppers, and a pickle spear, but no ketchup. The stop lasts about 20 minutes and reflects a local neighborhood favorite.
20 min
Chicago-Style Hot Dog Stop (Night Route)
On the Night Route Downtown, participants enjoy a Chicago-style hot dog with the same traditional toppings as the Day Route. The stop occurs in the evening, adding a different atmosphere as the city lights illuminate the streets. The tasting takes about 20 minutes.
20 min
Italian Beef Sandwich at Billy Goat Tavern
For the Day Route to Wrigley, the tour includes a 20-minute stop at Billy Goat Tavern in Wrigleyville. This spot serves Italian beef sandwiches with thinly sliced, seasoned beef dipped in jus. Guests are advised to order it “dipped” and expect a flavorful, messy experience.
20 min
Garrett Popcorn Stop
Both Day and Night Routes include tasting Garretts Popcorn, a Chicago tradition since 1949. Guests sample the famous caramel and cheese popcorn mix during a 20-minute stop, enjoying a sweet and savory snack while riding between neighborhoods.
20 min
Bittersweet Pastry Shop
On the Day Route to Wrigley, the tour stops for about 20 minutes at Bittersweet Pastry Shop in Lincoln Park. This bakery offers European-style pastries and chocolate desserts, providing a sweet ending to the daytime food tastings.
20 min
Wrigley Field
On the Day Route, the group rides to Wrigley Field, the historic home of the Chicago Cubs. This 15-minute stop allows guests to experience the lively Wrigleyville neighborhood and learn about the stadium’s over 100 years of baseball history.
15 min
Lakefront Trail
Both routes include about 15 minutes cycling along the Lake Michigan Lakefront Trail. This scenic path offers views of the lake and connects different neighborhoods, providing fresh air and city sights along the ride.
15 min
Gold Coast
The tour passes by the Gold Coast neighborhood on both routes. Guests ride past historic mansions and tree-lined streets, observing architecture that reflects Chicago’s wealthy past.
Lincoln Park
On the Day Route, participants bike through Lincoln Park’s streets, known for brownstones, cafés, and proximity to the lakefront. The stop lasts about 15 minutes and highlights local neighborhood character.
15 min
North Avenue Beach
Both Day and Night Routes include a 10-minute stop near North Avenue Beach. By day, visitors see volleyball courts and the beach house with skyline views; by night, the city lights reflect on the water, offering a striking contrast.
10 min
Northalsted
On the Day Route, the tour passes through Northalsted, a colorful and inclusive neighborhood. Participants see murals, patios, and landmarks that celebrate the area’s culture and community spirit.
Lincoln Park Zoo
On the Day Route, a 5-minute ride past Lincoln Park Zoo offers views of one of the few free zoos in the US. The area combines historic architecture, green space, and skyline views.
5 min
Chicago Riverwalk
On the Night Route, the group cycles along the Chicago Riverwalk for about 5 minutes. The river reflects city lights and historic bridges, showcasing the city’s waterfront nightlife.
5 min
Clarence F. Buckingham Fountain
On the Night Route, there is a 10-minute stop at Buckingham Fountain. Guests see the fountain’s choreographed lights and learn about its Beaux-Arts design and connection to Lake Michigan.
10 min
Downtown / The Loop
The Night Route passes through The Loop for about 10 minutes. Riders travel beneath elevated train tracks and among illuminated skyscrapers, experiencing the city’s financial and cultural core at night.
10 min
Oak Street Beach
Both routes include riding past Oak Street Beach. By day, the area features sunbathers and volleyball courts; by night, the shoreline is lit by the city skyline, providing a scenic backdrop.
Millennium Park
On the Night Route, the tour stops for about 15 minutes at Millennium Park. Visitors see Cloud Gate reflecting city lights and the surrounding architecture illuminated after dark.
15 min
Museum Campus
The Night Route includes a 5-minute stop at Museum Campus. The Field Museum, Shedd Aquarium, and Adler Planetarium are visible with city lights behind them, creating a dramatic nighttime scene.
5 min
Navy Pier
The Night Route passes Navy Pier for about 5 minutes. The Centennial Wheel lights up the lakefront while the skyline glows behind, showing one of Chicago’s lively waterfront spots.
5 min
River North
On the Night Route, riders go through River North, a district known for dining, architecture, and nightlife. The guides share stories about this area’s transformation and cultural significance.
Lake Michigan
Both Day and Night Routes feature about 15 minutes riding along Lake Michigan’s shore. The route offers panoramic views of the lake and city skyline, varying from bright daytime to illuminated night scenes.
15 min
Meet for your Chicago Food and Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Follow signs through the driveway (tunnel) to our entrance. Please arrive 15 minutes before start time.
End point
Meet for your Chicago Food and Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Follow signs through the driveway (tunnel) to our entrance. Please arrive 15 minutes before start time.




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.$178This 4.5-hour guided bike and food tour in Chicago is for adults only and covers about 13 miles at a relaxed pace. Participants choose between two routes: a daytime route through northside neighborhoods including Lincoln Park, Northalsted, Wrigleyville, and the Lakefront Trail; or a nighttime route through downtown, featuring landmarks such as Buckingham Fountain, Millennium Park, the Chicago Riverwalk, Navy Pier, and the Museum Campus. The tour includes tastings of classic Chicago foods: deep-dish pizza, Chicago-style hot dogs, Italian beef sandwiches, and Garrett’s popcorn for dessert. The daytime route also stops at the Bittersweet Pastry Shop for a sweet treat. Riders will see various neighborhoods and sites like Wrigley Field, Lincoln Park Zoo, Gold Coast mansions, North Avenue Beach, Oak Street Beach, and Lake Michigan’s shoreline, enjoying panoramic views along the way. Bicycle use and a water bottle are provided. An optional upgrade allows sampling of local craft beers for adults aged 21 and over. Guides share information about Chicago’s food history and local stories throughout the tour. The tour operates rain or shine, with minimum age 16, and requires appropriate clothing for weather conditions.
Deep-Dish Pizza Stop
On both the Day and Night Routes, participants taste Chicago’s famous deep-dish pizza, known for its thick buttery crust, layers of cheese, and rich tomato sauce. The guides explain the history and significance of this dish while riding by bicycle between stops. The tasting lasts around 20 minutes.
20 min
Chicago-Style Hot Dog Stop (Day Route)
On the Day Route to Wrigley, the group stops at The Wiener’s Circle to try a classic Chicago-style hot dog. It is served on a poppy seed bun with mustard, neon relish, onions, tomato, sport peppers, and a pickle spear, but no ketchup. The stop lasts about 20 minutes and reflects a local neighborhood favorite.
20 min
Chicago-Style Hot Dog Stop (Night Route)
On the Night Route Downtown, participants enjoy a Chicago-style hot dog with the same traditional toppings as the Day Route. The stop occurs in the evening, adding a different atmosphere as the city lights illuminate the streets. The tasting takes about 20 minutes.
20 min
Italian Beef Sandwich at Billy Goat Tavern
For the Day Route to Wrigley, the tour includes a 20-minute stop at Billy Goat Tavern in Wrigleyville. This spot serves Italian beef sandwiches with thinly sliced, seasoned beef dipped in jus. Guests are advised to order it “dipped” and expect a flavorful, messy experience.
20 min
Garrett Popcorn Stop
Both Day and Night Routes include tasting Garretts Popcorn, a Chicago tradition since 1949. Guests sample the famous caramel and cheese popcorn mix during a 20-minute stop, enjoying a sweet and savory snack while riding between neighborhoods.
20 min
Bittersweet Pastry Shop
On the Day Route to Wrigley, the tour stops for about 20 minutes at Bittersweet Pastry Shop in Lincoln Park. This bakery offers European-style pastries and chocolate desserts, providing a sweet ending to the daytime food tastings.
20 min
Wrigley Field
On the Day Route, the group rides to Wrigley Field, the historic home of the Chicago Cubs. This 15-minute stop allows guests to experience the lively Wrigleyville neighborhood and learn about the stadium’s over 100 years of baseball history.
15 min
Lakefront Trail
Both routes include about 15 minutes cycling along the Lake Michigan Lakefront Trail. This scenic path offers views of the lake and connects different neighborhoods, providing fresh air and city sights along the ride.
15 min
Gold Coast
The tour passes by the Gold Coast neighborhood on both routes. Guests ride past historic mansions and tree-lined streets, observing architecture that reflects Chicago’s wealthy past.
Lincoln Park
On the Day Route, participants bike through Lincoln Park’s streets, known for brownstones, cafés, and proximity to the lakefront. The stop lasts about 15 minutes and highlights local neighborhood character.
15 min
North Avenue Beach
Both Day and Night Routes include a 10-minute stop near North Avenue Beach. By day, visitors see volleyball courts and the beach house with skyline views; by night, the city lights reflect on the water, offering a striking contrast.
10 min
Northalsted
On the Day Route, the tour passes through Northalsted, a colorful and inclusive neighborhood. Participants see murals, patios, and landmarks that celebrate the area’s culture and community spirit.
Lincoln Park Zoo
On the Day Route, a 5-minute ride past Lincoln Park Zoo offers views of one of the few free zoos in the US. The area combines historic architecture, green space, and skyline views.
5 min
Chicago Riverwalk
On the Night Route, the group cycles along the Chicago Riverwalk for about 5 minutes. The river reflects city lights and historic bridges, showcasing the city’s waterfront nightlife.
5 min
Clarence F. Buckingham Fountain
On the Night Route, there is a 10-minute stop at Buckingham Fountain. Guests see the fountain’s choreographed lights and learn about its Beaux-Arts design and connection to Lake Michigan.
10 min
Downtown / The Loop
The Night Route passes through The Loop for about 10 minutes. Riders travel beneath elevated train tracks and among illuminated skyscrapers, experiencing the city’s financial and cultural core at night.
10 min
Oak Street Beach
Both routes include riding past Oak Street Beach. By day, the area features sunbathers and volleyball courts; by night, the shoreline is lit by the city skyline, providing a scenic backdrop.
Millennium Park
On the Night Route, the tour stops for about 15 minutes at Millennium Park. Visitors see Cloud Gate reflecting city lights and the surrounding architecture illuminated after dark.
15 min
Museum Campus
The Night Route includes a 5-minute stop at Museum Campus. The Field Museum, Shedd Aquarium, and Adler Planetarium are visible with city lights behind them, creating a dramatic nighttime scene.
5 min
Navy Pier
The Night Route passes Navy Pier for about 5 minutes. The Centennial Wheel lights up the lakefront while the skyline glows behind, showing one of Chicago’s lively waterfront spots.
5 min
River North
On the Night Route, riders go through River North, a district known for dining, architecture, and nightlife. The guides share stories about this area’s transformation and cultural significance.
Lake Michigan
Both Day and Night Routes feature about 15 minutes riding along Lake Michigan’s shore. The route offers panoramic views of the lake and city skyline, varying from bright daytime to illuminated night scenes.
15 min
Meet for your Chicago Food and Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Follow signs through the driveway (tunnel) to our entrance. Please arrive 15 minutes before start time.
End point
Meet for your Chicago Food and Bike Tour at 540 N. Lake Shore Drive (entrance on Ohio Street). Follow signs through the driveway (tunnel) to our entrance. Please arrive 15 minutes before start time.