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Explore Chicago’s diverse pizza styles on this private Friday Night Pizza Crawl. Enjoy three generous slices, learn about local pizza history, and meet passionate pizza makers.

Our review focuses on the Friday Night Pizza Crawl in River North, Chicago, offered by Pizza City USA Tours. While we haven’t personally taken this specific tour, it’s clear from enthusiastic reviews and detailed descriptions that it offers a delicious way to explore the city’s beloved pizza culture. This tour is especially appealing for those eager to sample multiple styles of pizza without the hassle of navigating unfamiliar neighborhoods alone.
What we especially like about this experience is how it combines tasting, learning, and personalized attention—all in just a few hours. You get to try three distinct styles—from classic deep-dish to Neapolitan and thin tavern-style—each at a different local gem. Plus, the opportunity to meet the pizza makers and hear about Chicago’s pizza history adds an authentic layer that many travelers miss when simply ordering pizza in a restaurant.
One potential consideration is the duration and timing—a 2.5-hour evening tour means you’ll be eating quite a bit, so come hungry. It’s also a private tour, which ensures an intimate experience, but that means it’s best suited for those who prefer personalized guides over large group excursions.
This tour is perfect for food lovers, curious travelers, or anyone wanting a taste of Chicago’s pizza culture in a fun, relaxed setting. If you’re keen to avoid overly commercialized experiences and prefer learning directly from passionate local guides, this could be your ideal evening in the Windy City.

Evening activities in Chicago include these interesting options

Starting at Robert’s Pizza & Dough Co., this hidden gem is your first taste of artisan pizza craftsmanship. The hosts welcome you with a warm smile, and you’ll quickly realize that the focus here is on quality ingredients and carefully crafted crusts. The guide will point out the nuances that make this pizza special—be it the dough’s texture or the toppings’ freshness.
Next, the walk takes you to Labriola, a well-kept secret among locals. Here, you’ll try one of the city’s best deep-pan pizzas. This style is a Chicago classic—crusty, buttery, and generously layered with cheese and toppings. The guide will share insights into how deep-dish became a Chicago icon, helping you appreciate the cultural significance of this hearty pie.
Finally, you’ll visit Zarella, known for its crisp, thin “Tavern style”. This pizza is lighter, with a satisfying crunch and a simplicity that emphasizes quality ingredients. As you enjoy your last slices, the guide may talk about how this style offers a different kind of pizza experience—more delicate but just as flavorful.
Each stop is designed to showcase a different facet of Chicago’s pizza heritage, and the guides are praised for their knowledge and friendly demeanor. One reviewer called their guide “fun, knowledgeable, and very pleasant,” emphasizing how much personality and insight enhances the experience.
At $79, this tour offers excellent value. The three pizzas alone are enough to satisfy a full meal, and the guided element adds educational value that you’d miss if you just ordered pizza on your own. Meeting the pizza makers gives a behind-the-scenes feel, making it more than just a tasting—it’s a mini culinary adventure.
The inclusion of water means you can focus on enjoying the flavors without extra costs, but note that alcoholic drinks and sodas are not included. If you’re a fan of pairing beer or wine with pizza, you might want to plan for additional purchases afterward.
The tour’s duration—about two and a half hours—is well-suited for those who want a filling, relaxed evening without feeling rushed. It’s also perfect for travelers who prefer a private, personalized experience rather than large tour groups, making conversation and questions much easier.

Reviewers consistently praise the knowledgeable guides who bring enthusiasm and local insight. One person remarked, “Brian had great knowledge of pizza and the city,” highlighting how guides enrich the experience beyond just tasting. Another review called the deep-dish “the BEST!!,” showing how memorable the food can be.
Participants also appreciate the authenticity—this isn’t a scripted tour but a genuine look at Chicago’s pizza culture, with stops carefully chosen for their quality and character. The fact that most reviewers would recommend this tour without hesitation underscores its appeal.


This pizza crawl is a delightful, no-fuss way to explore Chicago’s diverse pizza styles in a single evening. It offers great value for money, combining tastings, education, and personal interaction. If you’re a foodie, a history buff, or simply someone who loves good pizza and good stories, you’ll find this experience rewarding.
It’s ideal for travelers who prefer small, intimate groups or private experiences. It also suits those who want to maximize their culinary exposure without spending hours researching or dining at multiple places independently.
If you’re looking for a relaxed evening filled with delicious slices and engaging conversation, this tour will satisfy both your appetite and curiosity.
“Brian had great knowledge of pizza and the city. He was easy to talk to and answered all of our questions. The pizza was great and it the overal…”

Is this tour suitable for vegetarians?
Yes, but it’s best to inform the tour provider at booking if you have specific dietary needs so they can accommodate you accordingly.
How long does the tour last?
The tour is approximately 2 hours and 30 minutes, giving plenty of time to enjoy each stop without feeling rushed.
Are alcoholic beverages included?
No, water is included, but alcohol and soda are not part of the package.
Where does the tour start?
It begins at Robert’s Pizza & Dough Co., located at 465 N McClurg Ct, Chicago. It’s a central location near public transportation.
Is this a group or private tour?
It’s a private experience, meaning only your group participates, allowing for a more personalized service.
What if I don’t eat meat?
You should notify the tour provider in advance. They can help you select options or suggest modifications to suit vegetarian preferences.
Can I join if I have mobility issues?
Since the tour involves walking between stops, it’s best to assess your mobility and notify the provider beforehand to ensure accommodations are available.
This Friday Night Pizza Crawl in Chicago offers a well-rounded, tasty, and engaging way to spend an evening exploring the city’s pizza diversity. Whether you’re a first-timer or a seasoned local, you’ll leave with a full stomach—and a bit more appreciation for Chicago’s culinary soul.