Free cancellation

Chicago Bike & Food Tour: Bites, Views & Neighborhoods

4.9 (767 reviews) · By Bobby's Bike, Hike & Food Tours - Chicago

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.

Frequently asked questions

How long is the Chicago Bike & Classic Food Tour?

The tour lasts approximately 4.5 hours, covering about 13 miles at a leisurely pace.

What foods will I taste during the tour?

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.

Is the tour suitable for all fitness levels?

Yes, the tour is suitable for all physical fitness levels. It’s designed to be relaxed and enjoyable, with bikes, helmets, and gear provided.

Can I choose between the day and night routes?

Absolutely. The day route highlights neighborhoods like Wrigleyville and the Lakefront, while the night route takes you through downtown’s illuminated landmarks and skyline.

Are there any additional costs I should be aware of?

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.

How do I meet the tour guide?

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.

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 4.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 4.5 hours
Languages English
Group size Up to 16 participants
Ages Adults 16–99
Accessibility Suitable for all physical fitness levels

What's included

Included

  • Named a Top 20 Food Tour in the World by TripAdvisor — experience why guests rave about Bobby’s tours!
  • Water bottle provided
  • Fun, local guides share insider tips, history, food, & hidden gems
  • Choose between Day Route to Wrigley or Night Route of Downtown attractions
  • Taste Chicago classics: deep-dish pizza, hot dogs, Italian beef, and dessert
  • Bikes, helmets, and all gear included

Not included

  • $15 suggested guide gratuity (cash, Venmo, PayPal)
  • Local craft beer samples available for $19.99 per person (three 9oz pours)

Itinerary

  1. Deep-Dish Pizza

    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.

    20 minutes
  2. Chicago-Style Hot Dog (Day Route)

    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.

    20 minutes
  3. Hot Dog (Night Route)

    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.

    20 minutes
  4. Billy Goat Tavern & Italian Beef

    Taste a juicy Italian beef sandwich dipped to perfection at Wrigley's legendary Billy Goat Tavern, blending sports history and bold flavors in Wrigleyville.

    20 minutes
  5. Garretts Popcorn

    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.

    20 minutes
  6. Bittersweet Pastry Shop

    Indulge in handcrafted European-style pastries and rich chocolates at Lincoln Park, a cozy neighborhood gem perfect for a sweet finish.

    20 minutes
  7. Wrigley Field & Neighborhoods

    Cycle past Wrigley Field, soaking in the lively atmosphere of Wrigleyville, and explore vibrant North Side streets filled with local flavor and history.

    15 minutes
  8. Lakefront Trail

    Ride along Lake Michigan’s scenic Lakefront Trail, enjoying panoramic views of the water and city skyline, whether in daylight or at night.

    15 minutes
  9. Gold Coast Mansions Pass by

    Admire the historic mansions along the Gold Coast, learning about Chicago’s wealth and architectural grandeur from day to night.

  10. Lincoln Park Neighborhood

    Cycle through Lincoln Park’s charming streets, historic brownstones, and lakeside paths, experiencing the neighborhood’s relaxed vibe and local history.

    15 minutes
  11. North Avenue Beach

    Enjoy the lively beach scene with volleyball courts, the iconic beach house, and stunning skyline views—perfect for a summer day or romantic evening.

    10 minutes
  12. Northalsted (Boystown) Pass by

    Pass through Northalsted, a vibrant, inclusive neighborhood filled with murals, lively patios, and rich cultural history, celebrating Chicago’s diversity.

  13. Lincoln Park Zoo

    See the free Lincoln Park Zoo, a historic and family-friendly spot blending green space, architecture, and skyline views in the city’s heart.

    5 minutes
  14. Chicago Riverwalk (Night)

    Experience the illuminated Chicago Riverwalk, where the water reflects glowing skyscrapers and bridges, creating a cinematic cityscape after dark.

    5 minutes
  15. Buckingham Fountain (Night)

    Watch Buckingham Fountain come alive with choreographed lights against the skyline, a magical sight both day and night.

    10 minutes
  16. The Loop (Night)

    Cycle beneath glowing skyscrapers and historic theaters in Chicago’s downtown core, experiencing the city’s vibrant after-hours energy.

    10 minutes
  17. Oak Street Beach Pass by

    Relax at Oak Street Beach, where the skyline meets the lakefront, offering stunning views and a lively summer atmosphere.

  18. Millennium Park (Night)

    See Millennium Park’s glowing Cloud Gate and architecture illuminated against the night sky, a symbol of Chicago’s creative spirit.

    15 minutes
  19. Museum Campus (Night)

    Enjoy the Museum Campus at night, with the Field Museum, Shedd Aquarium, and Adler Planetarium beautifully lit against the dark lakefront.

    5 minutes
  20. Navy Pier (Night)

    Experience Navy Pier’s lit-up Centennial Wheel and waterfront atmosphere, a lively spot full of energy and stunning views of Lake Michigan.

    5 minutes
  21. River North Pass by

    Explore River North after dark, with its vibrant nightlife, illuminated buildings, and world-class dining scene, perfect for a late-night adventure.

Meeting point & pickup

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.

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Cancellation & confirmation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 100% refund if cancelled at least 1 day before
  • 0% refund if cancelled within 24 hours
  • May be canceled due to bad weather
  • May be canceled if there are not enough travelers

Instant confirmation

Your booking is confirmed immediately after checkout.

From $89.00 per person

Adult Age 16–99
1
  • Free cancellation
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