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Discover Chicago like never before on the Chicago Bike & Classic Food Tour: Bikes, Bites & Views — an exciting 4.5-hour guided experience designed exclusively for adults. Led by the expert guides of Bobby’s Bike Hike, this tour combines the city’s most iconic eats with scenic bike rides through vibrant neighborhoods. Recently ranked among the Top 20 Food Tours in the World by TripAdvisor, it’s a must-do for food lovers and adventure seekers alike.
Ride approximately 13 miles at a relaxed pace, stopping at legendary spots to taste deep-dish pizza, Chicago-style hot dogs, Italian beef sandwiches, and sweet desserts. Want to elevate the experience? You can upgrade to sample local craft beers along the way. Whether you choose the daytime route through Wrigleyville and the Lakefront or the nighttime tour of downtown’s dazzling lights, you’ll leave with a deep understanding of Chicago’s rich food culture and city spirit.
Perfect for all fitness levels and ages 16 to 99, this tour offers a fun, engaging way to explore Chicago’s neighborhoods, history, and culinary delights. Bikes, helmets, and all gear are included, making it easy to focus on the flavors and sights. Join us for this unforgettable adventure, and see Chicago through a new lens — one bite, one pedal stroke at a time.
The tour lasts approximately 4.5 hours, covering about 13 miles at a leisurely pace.
You’ll sample Chicago staples like deep-dish pizza, hot dogs, Italian beef, and dessert. There’s also an option to upgrade and try local craft beers.
Yes, the tour is suitable for all physical fitness levels. It’s designed to be relaxed and enjoyable, with bikes, helmets, and gear provided.
Absolutely. The day route highlights neighborhoods like Wrigleyville and the Lakefront, while the night route takes you through downtown’s illuminated landmarks and skyline.
While the tour includes food and bikes, gratuities for guides are suggested at $15 per person. You can also purchase craft beer samples upon arrival for $19.99 per person.
Meet at 540 N. Lake Shore Drive (entrance on Ohio Street) at least 15 minutes before the start time. Follow signs through the driveway tunnel to the entrance.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Check availability to see start times.
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Enjoy Chicago's iconic deep-dish pizza, layered with cheese, rich tomato sauce, and a buttery crust. Whether under the sun or glowing skyline, this indulgent dish is a highlight. Ride between tastings and learn the stories behind this legendary pie.
Stop at The Wiener’s Circle to savor a classic hot dog topped with mustard, relish, onions, tomato, sport peppers, and a pickle spear—no ketchup! Experience Chicago attitude and flavor in this neighborhood staple.
Enjoy the fully loaded Chicago-style hot dog as the downtown skyline glows behind you. This nighttime version captures the city’s vibrant energy and authentic food culture.
Taste a juicy Italian beef sandwich dipped to perfection at Wrigley's legendary Billy Goat Tavern, blending sports history and bold flavors in Wrigleyville.
Sample the famous caramel and cheese popcorn, a sweet and savory treat since 1949. Enjoy it during your ride along the lakefront or with city views at night.
Indulge in handcrafted European-style pastries and rich chocolates at Lincoln Park, a cozy neighborhood gem perfect for a sweet finish.
Cycle past Wrigley Field, soaking in the lively atmosphere of Wrigleyville, and explore vibrant North Side streets filled with local flavor and history.
Ride along Lake Michigan’s scenic Lakefront Trail, enjoying panoramic views of the water and city skyline, whether in daylight or at night.
Admire the historic mansions along the Gold Coast, learning about Chicago’s wealth and architectural grandeur from day to night.
Cycle through Lincoln Park’s charming streets, historic brownstones, and lakeside paths, experiencing the neighborhood’s relaxed vibe and local history.
Enjoy the lively beach scene with volleyball courts, the iconic beach house, and stunning skyline views—perfect for a summer day or romantic evening.
Pass through Northalsted, a vibrant, inclusive neighborhood filled with murals, lively patios, and rich cultural history, celebrating Chicago’s diversity.
See the free Lincoln Park Zoo, a historic and family-friendly spot blending green space, architecture, and skyline views in the city’s heart.
Experience the illuminated Chicago Riverwalk, where the water reflects glowing skyscrapers and bridges, creating a cinematic cityscape after dark.
Watch Buckingham Fountain come alive with choreographed lights against the skyline, a magical sight both day and night.
Cycle beneath glowing skyscrapers and historic theaters in Chicago’s downtown core, experiencing the city’s vibrant after-hours energy.
Relax at Oak Street Beach, where the skyline meets the lakefront, offering stunning views and a lively summer atmosphere.
See Millennium Park’s glowing Cloud Gate and architecture illuminated against the night sky, a symbol of Chicago’s creative spirit.
Enjoy the Museum Campus at night, with the Field Museum, Shedd Aquarium, and Adler Planetarium beautifully lit against the dark lakefront.
Experience Navy Pier’s lit-up Centennial Wheel and waterfront atmosphere, a lively spot full of energy and stunning views of Lake Michigan.
Explore River North after dark, with its vibrant nightlife, illuminated buildings, and world-class dining scene, perfect for a late-night adventure.
Meet at the starting 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 early to check in and get ready.
Open in Google MapsFor a full refund, cancel at least 24 hours before the scheduled departure time.
Your booking is confirmed immediately after checkout.
From $89.00 per person