Chicago Pizza Tours: Taste the City’s Best Slices - Chicago

Chicago Pizza Tours: Taste the City’s Best Slices

Chicagoeasy

Difficulty

easy

Duration

3–4 hours

Fitness Level

Suitable for most fitness levels; requires moderate walking and standing.

Overview

Taste your way through Chicago’s legendary pizza scene with guided tours that pair history, fun, and four distinct slices per stop. Whether local or visitor, these tours deliver a deep dive into what makes Chicago pizza unforgettable.

Details

Chicago is a city defined by its bold architecture, sprawling lakefront, and an equally bold pizza tradition that draws food lovers from around the world. Chicago Pizza Tours offers a unique way to experience the city’s culinary flavor through a series of guided pizza walks and crawls concentrated in Downtown and Bucktown, two neighborhoods that capture the city’s dynamic food culture and history. This isn’t just a food tour—it’s a deep dive into Chicago’s pizza heritage, where each stop reveals distinct styles, stories, and layers of local pride.

Participants board a vintage-style school bus that ferries them between handpicked pizzerias featuring classic deep-dish, thin crust, stuffed styles, and unique local spins. Guides like James and Jon bring the pizza scene to life, offering insight into everything from the Lou Malnati family legacy to the evolution of Chicago’s distinctive pies. They map the history alongside each mouthwatering slice, making sure you're as full of knowledge as you are satisfied by the flavors.

The tours accommodate everyone—from stacks of locals eager to deepen their appreciation of their city’s signature dish to visitors looking for a memorable entrée into Chicago’s food scene. The Corporate Pizza & Cocktails option adds a social, festive twist perfect for team outings. Expect to sample four different pizzas per tour, ensuring you experience a range of textures and toppings thoughtfully curated to highlight Chicago’s pizza diversity.

Walking and riding through Chicago’s urban streets, guests see more than just restaurants: glimpses of the city’s evolving neighborhoods, architectural details, and cultural nuances that shape its identity. Chicago Pizza Tours stands out by combining rich storytelling with tasty experiences that nourish both curiosity and appetite—delivering some of the city’s most authentic flavor alongside a walking history lesson.

Whether you’re new to Chicago or a native craving something beyond the usual slice, these pizza tours offer a fun, filling, and informed trip through the city’s most iconic food tradition.

Adventure Tips

Arrive Hungry

Each tour includes multiple pizza stops—come ready to sample several slices without skipping meals beforehand.

Wear Comfortable Shoes

Tours involve walking between stops and boarding the shuttle bus, so supportive footwear is recommended.

Ask Questions

Guides share in-depth history and pizza trivia—engage with them to get the most from your experience.

Book in Advance

Tours fill up quickly, especially on weekends. Reserve your spot early to secure your preferred date and time.

Local Insights

Hidden Gems

  • Try the lesser-known Bucktown neighborhood for a quieter, authentic slice experience.
  • Visit local pizza shops that blend classic recipes with innovative, seasonal toppings.

Wildlife

  • Urban birds like pigeons and sparrows are common around outdoor seating areas.
  • Occasional sightings of city squirrels in neighborhood parks.

History

Chicago’s deep-dish pizza was invented in the mid-20th century, with families like Lou Malnati’s pioneering the distinct style that defines the city’s pizza identity.

Conservation

Chicago Pizza Tours encourages sustainable practices by partnering with local eateries that source ingredients responsibly and support neighborhood economy.

Frequently Asked Questions

Photography Tips

Best Times

Late morning
early afternoon
golden hour near sunset

Best Viewpoints

  • Outside classic pizzerias in Bucktown and Downtown Chicago
  • Onboard the vintage tour bus for candid moments
  • City streetscapes showcasing Chicago’s architecture

What to Photograph

Pizza close-ups
Historic pizza shop exteriors
Group interactions with guides

Recommended Gear

Comfortable Walking Shoes

Essential

Supportive shoes help you stay comfortable on city pavements and during short walks.

Weather-Appropriate Layers

Essential

Bring a jacket or raincoat in cooler months and for unexpected weather changes.

spring|fall|winter specific

Reusable Water Bottle

Stay hydrated between pizza stops during warmer months.

summer specific

Camera or Smartphone

Capture photos of iconic pizza spots and Chicago’s neighborhood streets.