Chicago Pizza Tour - Visiting Historical Pizzerias in Chicagos Downtown Area

Chicago Pizza Tour

Discover Chicago's best pizza on a guided 3.5-hour tour visiting four iconic pizzerias across diverse neighborhoods, led by an entertaining expert guide.

Explore Chicago’s Pizza Scene with a Guided Bus Tour for $89

Chicago Pizza Tour - Explore Chicago’s Pizza Scene with a Guided Bus Tour for $89

The Chicago Pizza Tour offers a comprehensive taste of the city’s legendary pizza heritage in just 3 hours 30 minutes. Priced at $89 per person, this tour is perfect for anyone eager to sample a variety of styles—from deep dish to coal-fired and tavern-style—while exploring different neighborhoods. With an average booking window of 38 days in advance and a 5.0/5 rating from 418 reviews, this experience stands out as a top choice for pizza lovers and curious visitors alike.

This guided tour takes place on a mini-coach, making transportation smooth and comfortable. It starts at a significant downtown location, with small groups capped at 20 travelers, ensuring personalized attention and a lively atmosphere. Importantly, children under 6 can join free, making it suitable for families, though participation requires pre-notification.

Key Points

Chicago Pizza Tour - Key Points

  • Price: $89 per person for a 3.5-hour guided bus tour
  • Stops: Six iconic Chicago pizzerias across neighborhoods like Lincoln Park, Wicker Park, and near the United Center
  • Food: Four slices of pizza included, with options spanning deep dish, tavern style, coal-fired, and New Haven style
  • Transport: Air-conditioned mini-coach with pickup in downtown Chicago
  • Guide: An engaging, knowledgeable guide who shares Chicago’s pizza and city history
  • Reviews: Consistently praised for fun, informative guides and delicious pizza experiences

Starting Point and Tour Duration

The tour departs from 61 E Madison St in downtown Chicago at 11:00 am. It lasts approximately 3 hours and 30 minutes, ending back at the original meeting point. The group size is limited to 20 people, ensuring a friendly, intimate atmosphere. The mobile ticket makes booking and entry straightforward, allowing for a hassle-free experience.

Visiting Historical Pizzerias in Chicago’s Downtown Area

Chicago Pizza Tour - Visiting Historical Pizzerias in Chicagos Downtown Area

The tour kicks off at Pizano’s Pizza on the Magnificent Mile, a culturally significant pizzeria linked to the creation of deep dish pizza in 1943. Here, you get to taste a slice of authentic Chicago deep dish while learning about its history. This stop lasts 45 minutes and provides an excellent introduction to Chicago’s pizza culture.

Exploring Grant Park and Fusion Flavors at Flo & Santo’s

Chicago Pizza Tour - Exploring Grant Park and Fusion Flavors at Flo & Santos

Next, the bus takes you to Grant Ulysses Park, just steps from Grant Park, for a 45-minute stop at Flo & Santo’s. This tavern-style pizza features a fusion of Polish and Italian flavors—Flo’s Polish grandma-style crust combined with Santo’s Italian heritage. The focus on thin crust pizza offers a different style from the deep dish, providing variety and insight into Chicago’s diverse pizza traditions.

Sampling Burnt Cheese at Pequod’s in Lincoln Park

Chicago Pizza Tour - Sampling Burnt Cheese at Pequod’s in Lincoln Park

The third stop takes place in Lincoln Park at Pequod’s, a local favorite since 1971. Known for its signature caramelized crust with burnt cheese, Pequod’s offers a 45-minute visit. The unique crust and sweet sauce make it a standout, and the tour provides a glimpse into what makes Pequod’s a cherished neighborhood legend.

Coalfire’s Coal-Fired Pizzas Near United Center

Chicago Pizza Tour - Coalfire’s Coal-Fired Pizzas Near United Center

Further west, in West Town, the tour visits Coalfire, a specialist in coal-fired pizzas baked at temperatures exceeding 1000°F. This 45-minute stop showcases the intense heat and craftsmanship behind these coal-oven pies, which differ from traditional wood-fired or gas-baked options. The proximity to the United Center makes this a convenient stop for sports fans or anyone wanting to test Chicago’s innovative pizza styles.

Wrigleyville’s Second Coalfire Location on Southport

Chicago Pizza Tour - Wrigleyville’s Second Coalfire Location on Southport

Near the historic Wrigley Field, the tour makes its final neighborhood stop at Coalfire’s Southport location. This 45-minute visit allows guests to enjoy some of the best pizza in Chicago in a lively neighborhood atmosphere. It’s an ideal way to enjoy Chicago’s North Side and its vibrant local scene.

Wicker Park’s Piece Pizza and New Haven Style Pizzas

Chicago Pizza Tour - Wicker Park’s Piece Pizza and New Haven Style Pizzas

The last stop occurs in Wicker Park at Piece Pizza, a pioneer of non-regional style pizza in Chicago. Known for New Haven-style pies, this 45-minute visit is especially popular among those who appreciate innovative pizzas. It’s a favorite for its consistent quality and the variety of flavors available.

What’s Included in the Tour

Participants enjoy four slices of pizza from different pizzerias, offering a wide sampling of Chicago’s pizza diversity. The transportation on an air-conditioned minicoach facilitates smooth travel between neighborhoods. The tour also includes a local guide who shares entertaining commentary and insights about Chicago’s pizza and city history.

What the Tour Does Not Include

The tour does not include hotel pickup or drop-off, so guests should plan to meet at the designated starting point. Extra drinks are available for purchase at each stop, but alcohol is not included in the package. It is recommended to skip breakfast beforehand to make room for all the delicious pizza.

The Guide: Entertaining and Knowledgeable

Reviews highlight the tour guide, often named James, as hilarious, engaging, and full of knowledge about Chicago’s pizza history and city culture. His storytelling style makes the experience lively and memorable, with many praising his funny jokes and interesting facts. The small-group format ensures personalized attention and better interaction.

Pacing and Group Experience

Each stop lasts around 45 minutes, with a total of six stops. The pacing feels just right, allowing enough time to enjoy the pizza without feeling rushed. The group size fosters friendly conversations, making it a social and enjoyable outing. Many reviewers mention the diverse group and the quality of the pizza as highlights.

Weather and Dress Recommendations

The tour operates in all weather conditions, so travelers should dress appropriately for the day’s forecast. Since the entire experience is on a coach with outdoor stops, comfortable shoes and weather gear are advisable.

Booking and Cancellation Policies

Reservations require advance booking, typically 38 days ahead on average. The tour offers free cancellation up to 24 hours in advance, providing flexibility for changing plans. The mobile ticket system simplifies entry, and the tour is designed for most travelers with accessibility considerations in mind.

Why This Tour Appeals Most

The Chicago Pizza Tour combines fantastic food, local history, and entertaining storytelling. It is especially suited for pizza enthusiasts, foodies, and those interested in Chicago neighborhoods. The tour’s focus on diverse styles and historic pizzerias makes it ideal for anyone wanting a comprehensive slice of Chicago’s pizza culture in a short time.

Final Thoughts on the Chicago Pizza Tour

This tour offers a delicious, fun, and educational way to experience Chicago’s pizza legacy. The small-group setting, expert guide, and carefully curated stops ensure a memorable outing. While lunch or dinner is not included, the four slices of pizza and storytelling more than make up for it. It’s a fantastic choice for locals, visitors, and pizza fans eager to explore Chicago’s diverse neighborhoods through its most beloved food.

Ready to Book?

Chicago Pizza Tour



5.0

(418)

91% 5-star

“The guide was hilarious and extremely knowledgeable about the history of deep dish pizza and the city as a whole. Laughed and enjoyed myself from s…”

— Rhea P, May 2025

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 3 hours and 30 minutes, including stops at six pizzerias.

What is included in the price?
Participants receive four slices of pizza, transportation via air-conditioned minicoach, and a local guide with entertaining commentary.

Are children allowed?
Yes, children under 6 can join for free with prior notice, but older children will enjoy the tasting and sightseeing equally.

Where does the tour start and end?
It begins at 61 E Madison St in downtown Chicago at 11:00 am and returns to the same location.

Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours in advance with a full refund.

Is this tour suitable in any weather?
Yes, it operates in all weather conditions, so dress accordingly for the day’s forecast.