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3 hours

1 - 6 people

Duration: 3 hours

Overview

Taste the best of the Windy City on the Signature Bites of Chicago Food Tour in Chicago, Illinois. Explore iconic dishes, local favorites, and hidden culinary gems while walking through the city’s vibrant downtown neighborhoods.

🍕 Taste iconic Chicago dishes including deep-dish pizza, Italian beef, and Chicago-style hot dogs

🌆 Explore downtown neighborhoods and visit famous city landmarks

🍿 Sample unique local favorites like gourmet popcorn and modern dessert twists

📖 Learn the stories and history behind each stop on the tour

Experience Chicago in full flavor on the Signature Bites of Chicago Food Tour in Chicago, Illinois. This three-hour guided adventure highlights the city’s most iconic culinary landmarks, from deep-dish pizza and Italian beef to Oprah’s famous popcorn. Guests will stroll through vibrant downtown neighborhoods, sampling signature bites while learning the stories behind each dish, giving a true taste of the Windy City’s rich food culture.

The tour is enhanced with carefully crafted drinks designed to complement every bite. Guests can enjoy local craft beverages and creative cocktails paired with favorites like deep-dish pizza, Italian beef, and other Windy City classics, creating a fully immersive culinary experience. With stops at seven handpicked locations, this food tour offers a flavorful exploration of Chicago’s history, culture, and unmistakable culinary character.

Tour Route *Subject to Change*

Stop 1

Start the tour at the Harold Washington Library, a stunning postmodern architectural gem that serves as a towering tribute to Chicago’s literary legacy.

Stop 2

Snack on one of Oprah’s famous “favorite things” — fresh, gourmet popcorn bursting with rich flavor and local flair.

Stop 3

Dig into a true Windy City classic: a Chicago-style hot dog fully loaded with pickles, relish, onions, sport peppers and celery salt. (Just hold the ketchup.)

Stop 4

Explore the towering Sears — or Willis — Tower and uncover a delicious Secret Dish tucked inside this legendary skyscraper.

Stop 5

Savor an iconic Italian beef sandwich, stacked high with tender meat and soaked in savory juices — a must-try Chicago staple.

Stop 6

Finish the experience with a deep-dish pizza slice, baked to perfection. Then indulge in a modern take on a sweet piece of local history: the Chicago-born brownie.

Signature Drinks

Goose Island 312 Urban Wheat Ale

Brownie Old-Fashioned

Experience Chicago in full flavor on the Signature Bites of Chicago Food Tour in Chicago, Illinois. This three-hour guided adventure highlights the city’s most iconic culinary landmarks, from deep-dish pizza and Italian beef to Oprah’s famous popcorn. Guests will stroll through vibrant downtown neighborhoods, sampling signature bites while learning the stories behind each dish, giving a true taste of the Windy City’s rich food culture.

The tour is enhanced with carefully crafted drinks designed to complement every bite. Guests can enjoy local craft beverages and creative cocktails paired with favorites like deep-dish pizza, Italian beef, and other Windy City classics, creating a fully immersive culinary experience. With stops at seven handpicked locations, this food tour offers a flavorful exploration of Chicago’s history, culture, and unmistakable culinary character.

Tour Route *Subject to Change*

Stop 1

Start the tour at the Harold Washington Library, a stunning postmodern architectural gem that serves as a towering tribute to Chicago’s literary legacy.

Stop 2

Snack on one of Oprah’s famous “favorite things” — fresh, gourmet popcorn bursting with rich flavor and local flair.

Stop 3

Dig into a true Windy City classic: a Chicago-style hot dog fully loaded with pickles, relish, onions, sport peppers and celery salt. (Just hold the ketchup.)

Stop 4

Explore the towering Sears — or Willis — Tower and uncover a delicious Secret Dish tucked inside this legendary skyscraper.

Stop 5

Savor an iconic Italian beef sandwich, stacked high with tender meat and soaked in savory juices — a must-try Chicago staple.

Stop 6

Finish the experience with a deep-dish pizza slice, baked to perfection. Then indulge in a modern take on a sweet piece of local history: the Chicago-born brownie.

Signature Drinks

Goose Island 312 Urban Wheat Ale

Brownie Old-Fashioned

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Year-Round,
Daily

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Year-Round,
Daily

Any restrictions to participate?

  • Age: 21+
  • Physical limitations: Must be able to comfortably walk for approximately 3 hours at a leisurely pace

Who can you accommodate for?

  • Children: This is not an experience for children
  • Individuals with disabilities: This experience is wheelchair accessible and service animals are allowed
  • Dietary restrictions: Non-alcoholic drinks may be substituted upon request; food tour menus cannot be modified to adapt to most dietary restrictions
  • Pets: Sorry, no pets allowed

What to expect on the day of the experience?

  • Duration: Approximately 3 hours; tour may go slightly longer based on participant engagement throughout the experience
  • What’s included: Curated food tastings at 6 different stops and 2 locally crafted drinks
  • Who will be present: A local guide will lead the tour; up to 12 participants may join
  • Photo/ video: Guests are encouraged to take their own photos during the experience

How to prepare?

  • Weather dependency: Rain or shine, the experience will be running
  • Arrival: Plan to arrive 10-15 minutes in advance
  • Parking: Public parking is available nearby
  • What to wear: Comfortable walking shoes recommended
  • What to bring: Personal water bottle, phone/camera, ID for legal drinking age verification
  • Restrooms/ lockers/ changing rooms: No changing rooms, but stops will be made for bathroom breaks

Any restrictions to participate?

  • Age: 21+
  • Physical limitations: Must be able to comfortably walk for approximately 3 hours at a leisurely pace

Who can you accommodate for?

  • Children: This is not an experience for children
  • Individuals with disabilities: This experience is wheelchair accessible and service animals are allowed
  • Dietary restrictions: Non-alcoholic drinks may be substituted upon request; food tour menus cannot be modified to adapt to most dietary restrictions
  • Pets: Sorry, no pets allowed

What to expect on the day of the experience?

  • Duration: Approximately 3 hours; tour may go slightly longer based on participant engagement throughout the experience
  • What’s included: Curated food tastings at 6 different stops and 2 locally crafted drinks
  • Who will be present: A local guide will lead the tour; up to 12 participants may join
  • Photo/ video: Guests are encouraged to take their own photos during the experience

How to prepare?

  • Weather dependency: Rain or shine, the experience will be running
  • Arrival: Plan to arrive 10-15 minutes in advance
  • Parking: Public parking is available nearby
  • What to wear: Comfortable walking shoes recommended
  • What to bring: Personal water bottle, phone/camera, ID for legal drinking age verification
  • Restrooms/ lockers/ changing rooms: No changing rooms, but stops will be made for bathroom breaks

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 48 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 48 hours in advance means losing the value of your experience. 

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 48 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 48 hours in advance means losing the value of your experience. 

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