Chicago Favorites Food & Walking Tour – Top Eats & Landmarks
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Discover the best of Chicago with the Chicago Favorites Ultimate Food and Walking Tour. Perfect for first-timers or anyone eager to taste the city's most iconic dishes, this tour combines delicious eats with famous landmarks in a fun, engaging way.
Led by passionate local guides, you'll explore downtown Chicago's top attractions like Millennium Park, the Chicago Theatre, and Michigan Avenue, all while sampling legendary foods such as deep-dish pizza, Italian beef, Chicago-style hot dogs, popcorn, and sweet treats. Plus, enjoy a bonus 2-hour free bike or kayak rental to extend your adventure along Lake Michigan or through the city’s scenic bike trails.
This three-hour experience offers a perfect mix of culture, history, and flavor—making it one of the most memorable things to do in Chicago. Whether you're a foodie or a history buff, this tour delivers a full taste of the Windy City in every bite.
Frequently asked questions
What is included in the Chicago Favorites Ultimate Food and Walking Tour?
The tour includes a slice of deep-dish pizza, Chicago-style hot dog, Italian beef sandwich, Garrett's popcorn sample, brownie (AM only), and a full meal of five Chicago classics. You'll also receive a free 2-hour bike or kayak rental as a bonus.
How long does the tour last?
The tour lasts approximately 3 hours.
Is the tour suitable for children and all ages?
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.
Are there any dietary restrictions or allergies to consider?
While the tour features classic Chicago foods, please inform the guide about any allergies or dietary restrictions in advance. Some options may be limited based on restaurant substitutions.
Can I purchase additional drinks or craft beers during the tour?
Yes, local craft beer samples can be added for a fee of $19.99 per person, available upon arrival.
What if I need to cancel my booking?
You can cancel for a full refund at least 24 hours before the scheduled tour. Cancellations within 24 hours are non-refundable and tours may be canceled due to bad weather or low enrollment.
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 3 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!
- Taste 5 Chicago classics—deep-dish pizza, Italian beef, hotdog, popcorn & treat—full meal included!
- Garrett’s Popcorn Chicago sample mix—sweet-salty, cheesy-caramel crunch in every bite.
- Italian Beef Sandwich sample—slow-roasted beef, rich au jus, and classic peppers.
- Led by a passionate local guide sharing Chicago’s eats, streets, & stories.
- Insider tips on attractions, activities, and culinary spots.
- See iconic architecture while tasting city favorites.
- Enjoy a free 2-hour bike or kayak rental (weather permitting).
Not included
- Hotel pickup and drop-off
- $10+ suggested gratuity for guide (cash, Venmo, PayPal)
- Local craft beer samples (available for purchase upon arrival)
Itinerary
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Stop 1
Start your daytime Chicago Food Tour at our designated meeting point, where your guide will introduce you to Chicago’s legendary history and local lore. The first bite is a cheesy, bubbling deep-dish pizza—stacked with signature crust and flavor. While restaurant options may vary, Lou Malnati's is the primary choice, with occasional substitutions for Pizzaria Uno, Gino's East, or Giordano's.
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Stop 2
For evening tours, the adventure begins at Gino’s East, where you’ll get a lively intro to Chicago’s epic history. The first taste is a classic deep-dish pizza, a staple since the '60s. This stop sets the tone for a flavorful journey through the city’s top eats and sights.
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Stop 3
View the Wrigley Building, an architectural gem along the Chicago River. Built as the Wrigley gum company's headquarters, it’s a symbol of Chicago’s resilience and history. This stop blends visual beauty with culinary delights as you explore the Loop and Riverwalk.
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Stop 4
AM tours only: Visit the historic Palmer House Hotel to taste the original Chicago brownie, created for the 1893 World’s Fair. This rich, fudgy treat topped with apricot glaze and walnuts is a piece of edible history you won’t forget.
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Stop 5
Walk along the Magnificent Mile on Michigan Avenue, a hub of architecture, shopping, and city history. Enjoy bites of deep-dish pizza and Italian beef while passing landmarks like the Tribune Tower and the start of Route 66.
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Stop 6
AM tours only: Pass by the Chicago Theatre, a historic entertainment venue with stunning architecture. Learn stories behind its stage and the stars who performed there, paired with iconic Chicago eats.
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Stop 7
Sample Garrett’s famous Chicago Mix popcorn—an irresistible blend of caramel and cheddar cheese. This hometown snack is a must-try and a favorite among locals and visitors alike.
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Stop 8
AM tours only: Explore Millennium Park, home to Cloud Gate ('The Bean') and Crown Fountain. Learn about these landmarks while enjoying bites of pizza and popcorn, blending art, culture, and flavor.
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Stop 9
AM tours only: See Cloud Gate, a shiny sculpture reflecting Chicago’s skyline. Discover the story behind this modern marvel as you enjoy some of the city’s best bites.
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Stop 10
AM tours only: Visit Crown Fountain, an art installation with video-projected faces that spout water. It’s a playful, interactive piece that adds fun to your city walk.
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Stop 11
AM tours only: Walk past the Jay Pritzker Pavilion, an architectural marvel in Millennium Park. Designed by Frank Gehry, it’s a perfect blend of art, sound, and design, paired with delicious bites.
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Stop 12
Taste the legendary Chicago-style hot dog—beef frankfurter in a poppy seed bun with mustard, relish, onions, tomato, pickle, peppers, and no ketchup. Enjoy it at a local stand like Relish along Michigan Avenue.
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Stop 13
AM tours only: Indulge in the Italian Beef sandwich—slow-roasted, thin-sliced beef piled high and dunked in savory au jus, topped with peppers. Each spot offers a unique take on this classic.
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Stop 14
PM tours only: Visit the Historic Water Tower, a surviving structure from the Great Chicago Fire of 1871. This Gothic limestone tower symbolizes Chicago’s resilience and history.
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Stop 15
PM tours only: See Holy Name Cathedral, a Gothic Revival church built after the fire. Learn about its history and the stories connected to its surroundings, including a small bronze cross marking a mobster’s shooting site.
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Stop 16
Explore the Chicago Loop, the city’s vibrant downtown filled with historic skyscrapers, theaters, and landmarks like the Art Institute and Millennium Park. Taste local favorites as you walk through this energetic district.
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Stop 17
On a warm day or in the underground Pedway, experience Chicago’s underground tunnel network connecting key spots in the city’s central business district. Enjoy the scenic above-ground walk if weather permits.
Meeting point & pickup
Meet at the designated starting point for your Chicago Food Tour.
For evening tours at 5:30pm, your guide will be in front of the restaurant, wearing a Bobby's Bike Hike shirt with a branded paddle. The tour begins promptly from this location.
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 before
- No refund if cancelled within 24 hours
- Tours may be canceled due to bad weather or low enrollment
Instant confirmation
Your booking is confirmed immediately after checkout.
From $84.99 per person
- Free cancellation
- Secure checkout with our booking partner
