Chicago’s pizza scene is legendary, and a Friday Night Pizza Crawl in River North offers a delicious way to experience its variety firsthand. For $79 per person, you’ll spend around two and a half hours exploring three distinct pizzerias, tasting everything from the famous deep-dish to Neapolitan and artisan slices. Led by knowledgeable guides, this small-group tour promises a personalized experience full of tasty bites and fascinating insights into Chicago’s pizza heritage.
We love how this tour combines authentic food, local storytelling, and a relaxed pace that leaves plenty of room for conversation—and plenty of pizza. The stops are thoughtfully chosen, each offering a different style, and the guide’s enthusiasm for Chicago’s pizza culture makes the experience even more enjoyable. One thing to consider is that the tour starts at 5:00 pm—so it’s perfect for an early dinner but might not suit late-night eaters. This experience is especially suited for food lovers, first-time visitors eager to discover local flavors, or anyone curious about Chicago’s iconic pizza scene.
Key Points

- Diverse Pizza Styles: Sample three very different styles—deep-dish, Neapolitan, and artisan thin crust.
- All-You-Can-Eat Comfort: The tour provides enough pizza for a hearty dinner, making it great value.
- Personalized Experience: As a private tour, it offers flexibility and direct interaction with your guide.
- Knowledgeable Guides: Guides like Brian and Natalie have a genuine passion and deep knowledge about Chicago pizza.
- Meet Local Pizzaiolos: Learn about the craft from the very people making your slices.
- Convenient Meeting Point: Starts at Robert’s Pizza & Dough Co., close to public transportation.
An Authentic Taste of Chicago’s Pizza Culture
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When we think about Chicago, the first thing that often comes to mind is deep-dish pizza, but this tour shows there’s much more beneath the surface. Starting at Robert’s Pizza & Dough Co., known as a hidden gem for artisan pies, you’ll begin your evening with a close-up look at what makes Chicago’s pizza scene so compelling. The atmosphere here is relaxed, and the artisan approach promises a creative, flavorful first bite. The guide will tell you about the history of pizza in Chicago, giving context to the first stop’s significance.
Next, the group walks to Labriola, where a different style awaits—an extraordinarily thick, deep-pan pizza that most travelers don’t even know exists. This stop is a highlight for many, especially for those who love a hearty, cheesy slice. The guide will share stories about how this dish developed in the city, adding depth to your tasting experience. Reviewers often mention the great knowledge of the guides—Brian, in particular, is praised for his friendly, approachable explanations and answering all questions.
Finally, you’ll enjoy a thin, tavern-style pizza at Zarella, known for its crisp, lightly charred crust. It’s a classic Chicago style, but with a modern twist, offering a satisfying finish to the pizza journey. The tour ends back at the starting point, leaving you with a new appreciation for the city’s pizza craftsmanship.
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What Makes This Tour Stand Out?
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1. A Variety of Styles in One Night
Trying three different styles in one tour is deliciously convenient—and smart. It’s an excellent way to discover what suits your taste best or to appreciate the diversity of Chicago’s pizza scene. According to reviews, the deep-dish at Labriola was universally loved, with one happy guest calling it “the BEST!!” While the artisan pie at Robert’s is a hidden gem, it’s the variety that makes this tour special.
2. Expert, Passionate Guides
The reviews consistently highlight the guides’ knowledge and friendliness. Brian’s ability to weave the city’s culinary history into the tasting makes the experience more meaningful. Our guide, Natalie, was described as “fun, knowledgeable, and very pleasant,” which greatly enhances the enjoyment. Their enthusiasm turns a simple food tour into a storybook of Chicago’s pizza legacy.
3. Satisfying, Generous Portions
Many reviews mention that the pizza portions are quite ample—enough for a full dinner. For just $79, this makes the experience not only fun but also a very good value. It’s perfect for those wanting a hearty meal without the need for additional food afterward.
4. Authentic Local Experience
By visiting local pizzerias rather than tourist-heavy chains, you get a genuine taste of Chicago’s culinary craftsmanship. Meeting the pizza makers gives insight into their passion and dedication—something you’ll miss on typical restaurant visits.
Practical Details and Considerations
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This is a private tour, meaning only your group participates, which allows for a more relaxed, tailored experience. The tour lasts approximately 2 hours 30 minutes, starting at 5:00 pm at Robert’s Pizza & Dough Co. near public transit, making it a convenient choice for visitors staying downtown.
Price-wise, at $79 per person, it’s a competitive option for those looking for a fun, food-focused activity. The fee includes all pizza and water, but note that alcoholic drinks and soda are not included. The tour is designed for most travelers, with accommodations made for vegetarian and meat-eating preferences—just inform the provider when booking.
The non-refundable policy may be a consideration if your plans are uncertain, but it’s typical for guided tours, so plan ahead.
Who Should Consider This Tour?
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This pizza crawl is ideal for foodies eager to explore Chicago’s culinary scene beyond the usual sights. It’s perfect for first-time visitors wanting a taste of local flavors or groups of friends and couples looking for a fun, relaxed evening. If your goal is to understand Chicago’s pizza culture and enjoy some truly delicious slices, this tour will hit the mark.
It’s also well-suited for travelers who prefer private, personalized experiences and value engaging guides with a passion for their craft. The focus on local pizza makers and authentic styles means you’ll leave with a deeper appreciation for Chicago’s beloved dish.
FAQ
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Is this tour suitable for vegetarians?
Yes, vegetarians can participate; just let the provider know when booking so they can accommodate your dietary preferences.
How much food is included?
All pizza and water are included, providing enough slices for a very satisfying dinner.
Can I join if I have food allergies or specific dietary needs?
While the info doesn’t specify allergies, it’s best to contact the tour provider directly to discuss any specific dietary concerns.
What is the tour start time?
The tour begins at 5:00 pm at Robert’s Pizza & Dough Co.
Is this a group or private experience?
It’s a private tour, ensuring your group has personalized attention and flexibility.
Are alcoholic beverages available?
No, alcohol is not included or provided during the tour.
To sum it up, the Friday Night Pizza Crawl in River North offers a delicious, approachable way to explore Chicago’s iconic pizza styles. You’ll enjoy a variety of slices, learn about the city’s culinary history from passionate guides, and meet local pizza artisans—bringing together good food and storytelling in a relaxed, intimate setting. Whether you’re a pizza fanatic or simply curious about Chicago’s food scene, this tour provides authentic tastes and memorable moments suited for anyone who appreciates well-crafted pizza and engaging guides.
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