Chicago Full-Day Food & Walking Tour with Free Bike or Kayak Rental
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Experience the best of Chicago in one full day with the Chicago Full-Day Walking Food Tour, guided by local experts who bring the city’s flavors and landmarks to life. Over five hours, you'll sample iconic dishes like deep-dish pizza, Chicago-style hot dogs, Italian beef, and the famous Garrett’s Chicago Mix popcorn. Plus, enjoy a sweet treat with the original Palmer House brownie, and elevate your experience with a VIP craft beer upgrade.
As you explore, you'll stroll along the Chicago Riverwalk, Millennium Park, Magnificent Mile, and more. Each stop offers a blend of culture, history, and culinary delights—perfect for food lovers and sightseeing enthusiasts alike. To keep the adventure going, you’ll also receive a FREE 2-hour bike or kayak rental to enjoy Lake Michigan’s scenic beauty after the tour.
This award-winning Chicago in a Day Tour has been recognized among the top food tours in the U.S. and the world. It’s a fantastic way to immerse yourself in Chicago’s vibrant neighborhoods, iconic landmarks, and delicious flavors—all in one unforgettable day.
Frequently asked questions
How long is the Chicago Full-Day Walking Food Tour?
The tour lasts approximately 5 hours, covering both food tastings and sightseeing.
What foods will I try during the tour?
You'll taste Chicago deep-dish pizza, hot dogs, Italian beef sandwiches, Garrett’s Chicago Mix popcorn, and the original Palmer House brownie. There’s also an optional VIP craft beer upgrade.
Is the tour suitable for all ages and accessibility needs?
Yes. The tour is suitable for infants (0–3), youth (4–11), and adults (12–99). It is wheelchair accessible, and small children can ride in strollers or prams.
What’s included in the tour?
The tour includes guided walks through major landmarks, food tastings at key stops, insider tips, and a free 2-hour bike or kayak rental (weather permitting).
Are there any additional costs or tips?
Gratuities for guides ($15–20 recommended per person) are not included. An optional craft beer upgrade is available for $19.99 per person (ages 21+).
How do I redeem the free bike or kayak rental?
The rental is valid for 2 hours within 3 days of your tour. Bike rentals are at Bobby’s Bike Hike, and kayak rentals are at Ohio Street Beach, weather permitting, with specific seasonal restrictions.
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 5 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Stroll along the scenic Riverwalk and admire Chicago’s architecture
- Visit Chicago Theater, the vibrant Theater District, and the Loop
- Enjoy the irresistible Chicago Mix popcorn—caramel and cheddar combined
- See world-class art at the Art Institute and marvel at Buckingham Fountain
- Explore Millennium Park’s art, gardens, and the Bean
- Receive a free 2-hour bike or kayak rental (weather permitting)
- Capture photos at Millennium Park’s iconic Bean
- Taste a classic Chicago hot dog with toppings that hit every craving
- Indulge in the original Palmer House brownie, a Chicago dessert icon
- Savor tender Italian beef soaked in savory jus with spicy giardiniera
- Get insider tips on must-see attractions and culinary spots
- Guides who bring Chicago’s stories and flavors to life
- Walk the Magnificent Mile and see the Historic Water Tower
- Enjoy Chicago deep-dish pizza with buttery crust and rich sauce
Not included
- $15–20 per person (or more) gratuity for guide (cash, Venmo, PayPal)
- Local craft beer pairings upgrade for $19.99 per person (ages 21+)
Itinerary
A full day of exploring Chicago’s top landmarks and tasting its most iconic foods, guided by local experts. The tour combines cultural sights with delicious bites, topped off with a scenic Lake Michigan activity.
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Deep Dish Pizza
Taste Chicago’s legendary deep-dish pizza at a historic pizzeria, learning how this dish shaped the city’s culinary identity.
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Chicago Hot Dog
Enjoy a perfectly crafted Chicago-style hot dog loaded with mustard, relish, onions, tomato, pickle, peppers, and celery salt.
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Italian Beef Sandwich
Savor a juicy Italian beef soaked in rich jus, topped with spicy giardiniera or sweet peppers, a true Chicago classic.
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Garrett’s Chicago Mix Popcorn
Sample the addictive blend of caramel and cheddar popcorn, a beloved Chicago snack.
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Palmer House Brownie
Indulge in the original, fudgy brownie from the historic Palmer House Hotel, a dessert that’s been a Chicago staple for over a century.
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Millennium Park
Explore Millennium Park’s art, gardens, and the famous Bean, immersing yourself in Chicago’s cultural scene.
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Magnificent Mile & Water Tower
Walk along the Magnificent Mile, taking in luxury shops, historic landmarks, and the resilient Water Tower.
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Buckingham Fountain
Admire the grandeur of Buckingham Fountain, one of the largest in the world, with its stunning water displays and scenic views.
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Chicago Riverwalk
Wander along the Riverwalk, enjoying views of Chicago’s architecture and the lively atmosphere along the water.
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Cloud Gate (The Bean)
Take in the reflective beauty of Cloud Gate, capturing photos and learning about its design and significance.
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Crown Fountain
Experience the interactive Crown Fountain, a playful public artwork featuring faces of Chicagoans and water features.
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Historic Water Tower
Visit the iconic Water Tower, a symbol of resilience after the Great Chicago Fire, and hear its story of rebirth.
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Daley Bicentennial Plaza
Relax in Daley Plaza’s green space, enjoying its gardens and views of the city’s lakefront.
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Chicago Theater
Stand in front of the illuminated marquee of the historic Chicago Theater, rich with stories of entertainment history.
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Jay Pritzker Pavilion
View the stunning Frank Gehry-designed Pavilion, a hub for outdoor concerts and community gatherings.
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Chicago Cultural Center
Explore the Cultural Center’s Tiffany stained-glass dome and art galleries, celebrating Chicago’s creative spirit.
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Harold Washington Library
Visit the impressive library with its copper owls, symbolizing knowledge and community.
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Art Institute of Chicago
Pass by the Art Institute, home to masterpieces like American Gothic and Monet’s Water Lilies, a must-see for art lovers.
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Holy Name Cathedral
Admire the Gothic architecture of Holy Name Cathedral, a spiritual and architectural icon of Chicago.
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Daley Plaza
End your tour at Daley Plaza, a lively civic space famous for its public art and vibrant atmosphere.
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Bonus Activity
Enjoy a complimentary 2-hour bike or kayak rental, available within 3 days of your tour to explore Lake Michigan further.
Meeting point & pickup
Meet at the starting point 15-20 minutes early.
Arrive at the designated meeting spot, where your guide will be wearing a Bobby's Bike Hike shirt with a branded paddle. The tour begins promptly after your arrival.
Open in Google MapsCancellation & 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 in advance
- No refund if cancelled within 24 hours of the tour
- Tour may be canceled due to bad weather or insufficient bookings
Instant confirmation
Your booking is confirmed immediately after checkout.
From $99.00 per person
- Free cancellation
- Secure checkout with our booking partner
