San Antonio's Best Chicago Style Pizza [Updated 2024]

Having reviewed 15 different establishments, I can confidently say that the Windy City’s beloved dish has found a welcoming home in our vibrant city.

Each pizza shop offers its own unique twist on the classic, from flaky, buttery crusts to rich, savory fillings.

Join me as I take you on a flavorful journey through San Antonio’s top spots for deep-dish pizza, where every bite aims to transport you straight to Chicago.

Whether you’re a lifelong fan or a curious newcomer, prepare to indulge in the cheesy goodness that has captivated many right here in our own backyard.

Grimaldi's Pizzeria

Highlights
Fast and friendly service
Delicious food options
Family-friendly ambiance
Generous portion sizes
Clean and welcoming atmosphere

Grimaldi's Pizzeria truly impressed me with its dedication to delivering top-notch Chicago-style pizza. Upon entering, I was greeted by a fast and friendly service team that made me feel right at home. Their family-friendly ambiance added to the welcoming atmosphere, making it an ideal spot to gather with loved ones.

Now, onto the pizza! The moment I took my first bite, I was delighted by the generous portion sizes and the wholesome flavor that enveloped my taste buds. Grimaldi's does not mess around when it comes to the dough; it had the perfect balance of crispiness and chewiness—exactly what one craves in a Chicago-style delight. The layers of cheese melted beautifully, and the rich, savory sauce brought everything together like a hearty hug.

Moreover, the establishment was exceptionally clean and well-maintained, showcasing their commitment to creating a pleasant dining experience. With a menu that offers delicious food options, Grimaldi's is a must-visit for anyone looking to savor the best Chicago-style pizza in San Antonio. If you're in the mood for a slice of heaven, you won’t want to miss this gem!

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Barbaro

Highlights
Cozy neighborhood ambiance
Top-quality happy hour drinks
Pizza in San Antonio's top 3
Friendly and attentive service
Great garlic knots appetizer

Barbaro: A Culinary Delight in San Antonio

Nestled in a charming neighborhood, Barbaro exudes a cozy ambiance that immediately makes you feel at home. As I entered, the savory aroma of freshly baked pizza enveloped me, far too tempting to ignore. I was eager to indulge in their renowned Chicago-style pizza, reputed to be among the top three in San Antonio.

The first bite? Absolute bliss! The crust was wonderfully flaky yet sturdy, holding in a generous layering of flavorful ingredients that packed a punch. Each slice was a delightful blend of gooey cheese, zesty tomato sauce, and fresh toppings which made for a truly satisfying experience.

Of course, it wasn’t just the pizza that wooed me; their garlic knots served as the perfect appetizer, warm and fluffy with a hint of garlic goodness. As for the drinks, their happy hour offerings were top-quality, enhancing my meal beautifully. The friendly and attentive service further complemented my visit, making it feel special.

In a city where culinary standards are high, Barbaro has carved its niche with a Chicago-style pizza that I can't wait to revisit. If you’re looking for delicious pizza and an inviting atmosphere, look no further!

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Umberto's Italian Grill

Highlights
Amazing food
Generous portions
Excellent service
Delicious salad
Fantastic soup

Upon stepping into Umberto's Italian Grill, I was immediately greeted by a warm and inviting atmosphere. The cozy interior with its dim lighting and rustic decor set the stage for an enjoyable dining experience.

As I perused the menu, my eyes were drawn to the section dedicated to their Chicago style pizzas. With high expectations, I ordered their signature deep-dish pizza, topped with a generous amount of gooey cheese and flavorful tomato sauce.

My first bite transported me to the windy city itself. The deep-dish crust, with its perfect combination of crispy and chewy textures, provided a solid foundation for the mountain of toppings. Every layer of sausage, pepperoni, and fresh veggies burst with flavor, bringing together that authentic Chicago taste.

Not only was the pizza delicious, but the portion size was enough to satisfy even the heartiest of appetites. Each slice was a delightful balance of indulgence and satisfaction.

The attentiveness of the staff at Umberto's Italian Grill was truly remarkable. Their excellent service enhanced my dining experience, ensuring that I felt well taken care of throughout the meal.

To start off, I savored their delicious salad which was a medley of vibrant greens, complemented by a tangy vinaigrette dressing. The fantastic soup that followed was an explosion of flavors, warming me from the inside on a chilly evening.

Overall, Umberto's Italian Grill impressed me with their authentic Chicago style pizza, amazing food, and generous portions. This delightful establishment truly deserves a place on the list of the best chicago style pizza joints in San Antonio.

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Chicago's Pizza

Highlights
Delicious lasagna
Pleasant surprise
Great deep dish pizza
Impressive customer service
Amazing seafood Chicago Style Pizza

Walking into Chicago's Pizza, I was immediately greeted by a warm and inviting atmosphere. The smell of freshly baked dough wafted through the air, tempting my taste buds. As a lover of all things cheesy and saucy, I was ready to dive into this culinary adventure.

First up on my tasting journey was the delicious lasagna. Bursting with layers of flavorful meat sauce, gooey cheese, and perfectly cooked noodles, this dish was a pleasant surprise. The harmony of flavors danced on my palate and left me craving for more.

Next, I couldn't resist trying their famous deep dish pizza. As the server placed the piping hot pizza in front of me, I couldn't help but admire its golden crust and abundance of toppings. With each bite, I was met with a glorious symphony of flavors. The tomato sauce was tangy, the cheese was oh-so-creamy, and the crust had a satisfying crunch. This pizza truly embodied authentic Chicago style.

Not only was the food exceptional, but the customer service at Chicago's Pizza was also impressive. The staff was friendly, knowledgeable, and always ready to cater to any special requests. They truly made my dining experience memorable.

What surprised me most was the amazing seafood Chicago Style Pizza. I had never tried seafood on a pizza before, but boy was I in for a treat. The combination of succulent shrimp, tender crab, and a flavorful marinara sauce atop of the signature deep dish crust was an unexpected delight. The seafood was cooked to perfection, leaving a hint of brininess that balanced harmoniously with the other ingredients.

All in all, Chicago's Pizza in San Antonio is a gem for any Chicago style pizza lover. With its delicious lasagna, great deep dish pizza, and amazing seafood Chicago Style Pizza, this place is a must-try. The impeccable customer service is an added bonus that will make you feel right at home. Don't miss out on this delightful pizza experience!

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Tank's Pizza

Highlights
Clean dining area
Delicious sauces
Flaky pizza dough
Affordable price
Professional staff

Walking into Tank's Pizza, I couldn't help but notice how clean and inviting the dining area was. The place had a cozy and casual atmosphere that immediately made me feel at home. As I sat down, I was greeted by a friendly and professional staff who made sure I felt welcome.

Now, let's talk about the pizza. Tank's Pizza truly exceeded my expectations in terms of flavor and authenticity. Their exquisite sauces were the stars of the show, with just the right amount of tanginess and spice. Each bite was a burst of deliciousness that had me craving more.

The pizza dough was flaky and had a perfect balance of chewiness. It served as a fantastic base for the abundant toppings and melted cheese that adorned the pizza. It was clear that Tank's Pizza is committed to using high-quality ingredients.

Another aspect that impressed me was the affordability of their pizzas. Despite the top-notch quality, Tank's Pizza offers their Chicago style pies at a reasonable price that won't break the bank.

Overall, Tank's Pizza is a standout when it comes to Chicago style pizza in San Antonio. From the clean dining area to the delicious sauces and flaky pizza dough, this place is a gem. I highly recommend stopping by and treating yourself to a taste of Chicago right here in San Antonio. You won't be disappointed!

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Big Lou's Pizza

Highlights
Big appetite/family-friendly
Well-sauced and juicy wings
Impressive delivery of pizza
Cooked to perfection
Great taste and toppings

Let me just start off by saying, if you've got a big appetite or are looking for a family-friendly dining experience, Big Lou's Pizza is the place for you. Their deep-dish creations are more than just a meal - they're an experience.

One of the first things that caught my attention at Big Lou's was their delicious well-sauced and juicy wings. As an appetizer, these wings set the tone for the rest of the meal. They were perfectly seasoned and left me wanting more.

When it came to the pizza itself, Big Lou's did not disappoint. From the moment the pizza arrived at my table, I could tell it was going to be a treat. The crust was thick and golden brown, just the way a true chicago style pizza should be. As I took my first bite, I was met with an explosion of flavors. The sauce was tangy and robust, the cheese was gooey and melted to perfection, and the toppings were piled high with care.

What impressed me even more was the consistency in the delivery of their pizzas. Each slice was cooked to perfection, ensuring that the cheese stretched and the flavors melded together beautifully. It's clear that the chefs at Big Lou's take pride in their craft.

Overall, Big Lou's Pizza is a standout when it comes to chicago style pizza in San Antonio. From the great taste and generous toppings to the impressive delivery of each pizza, it's hard to find a flaw. If you're in the mood for a deep-dish delight, you can't go wrong with Big Lou's.

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Guillermo's

Highlights
Open patio and bar
Wide variety of decorations
Terrific house salad
Attentive waiter
Cool artwork

Walking into Guillermo's, I was immediately drawn to the open patio and bar. The colorful umbrellas and vibrant plants created a relaxed and inviting atmosphere. The interior was just as captivating, with a wide variety of decorations lining the walls, showcasing the rich history of Chicago. The attention to detail truly transports you to the Windy City.

As a pizza aficionado, I always start my meal with a house salad, and Guillermo's did not disappoint. The crisp lettuce, fresh tomatoes, and tangy dressing made for a terrific starter. The waiter was attentive, making sure my glass was never empty and providing recommendations without being overbearing.

Now, let's talk about the star of the show - the chicago style pizza. Guillermo's has mastered the art of creating a deep-dish pizza with a perfectly flaky crust, generous layers of cheese, and a tangy tomato sauce that hits all the right notes. Each bite was a burst of flavor and texture, leaving me craving more.

Aside from the mouthwatering pizza, Guillermo's décor is adorned with cool artwork that adds a unique touch to the dining experience. The combination of delicious food and captivating aesthetics makes Guillermo's a top contender for the title of the best chicago style pizza joint in San Antonio.

If you're in the mood for a slice of Chicago in the heart of San Antonio, look no further than Guillermo's. Trust me, your taste buds will thank you.

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Trilogy Pizza Bistro

Highlights
Best tasting pizza
Gooey cheese
Flaky and crispy crust
Favorite pizza sauce

Let me start by saying that Trilogy Pizza Bistro makes the best tasting chicago style pizza in San Antonio. From the moment I took my first bite, I was transported to the windy city itself.

The cheese on their pizza is so wonderfully gooey that it stretches in the most enticing way as you take a slice. Each bite is a melty, cheesy dream come true. And let's not forget about the crust. It's incredibly flaky and crispy, adding the perfect texture to every mouthful.

What really sets Trilogy Pizza Bistro apart from the rest is their sauce. It's their secret recipe, and boy, does it pack a flavorful punch. The tomato sauce is tangy, sweet, and savory all at the same time. It's a sauce that demands to be noticed and savored.

The ambiance of the bistro is cozy and inviting. The staff is friendly and knowledgeable, always ready to recommend a new pizza combination or explain the story behind each ingredient. They truly understand the importance of good customer service, which only adds to the overall dining experience.

If you're searching for the best chicago style pizza in San Antonio, Trilogy Pizza Bistro is a must-visit. Their attention to detail, commitment to quality, and the downright deliciousness of their pizza will have you coming back for more. Trust me, you won't be disappointed!

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Capos Pizzeria

Highlights
Clean
Delicious
Great price
Friendly staff
Tasty toppings

Walking into Capos Pizzeria, I was immediately struck by how clean and inviting the place looked. The aroma of delicious pizza wafted through the air, making my stomach growl with anticipation.

I decided to order the classic deep-dish Chicago style pizza, and boy, was it a treat! The crust was perfectly crispy on the outside, while maintaining a soft and doughy texture on the inside. The sauce was tangy and flavorful, complementing the generous amount of tasty toppings that were generously piled on top.

What surprised me the most about Capos Pizzeria was the great price for such a quality pizza. I could enjoy an authentic Chicago style pizza without breaking the bank.

Aside from the amazing pizza, the staff at Capos Pizzeria were incredibly friendly and attentive. They made me feel instantly welcome and answered any questions I had about their menu.

In conclusion, Capos Pizzeria is a hidden gem when it comes to Chicago style pizza in San Antonio. The combination of their delicious pizza, friendly staff, and affordable prices makes it a must-visit for pizza enthusiasts. Do yourself a favor and indulge in a slice (or two) at Capos Pizzeria!

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Dough Pizzeria Napoletana

Highlights
Legitimate Italian dough and technique
Exceptional service
Great wine list
Top notch cocktails
Fired to perfection

Walking into Dough Pizzeria Napoletana, the aroma of fresh dough filled the air, instantly transporting me to the lively streets of Naples. The smell alone reassured me that I was about to indulge in some authentic Italian pizza.

The service at Dough was nothing short of exceptional. The staff was both knowledgeable and friendly, providing insightful recommendations without overwhelming me. My questions about their dough and technique were met with enthusiasm, as the team explained the careful process that goes into crafting their pizzas.

When it came time to choose a beverage, I found myself spoiled for choice. Their extensive wine list featured some fantastic Italian options, perfectly pairing with the rich flavors of the pizza. Not one to shy away from a good cocktail, I couldn't resist trying out their signatures. The bartenders impressed me with their creativity, concocting drinks that perfectly complemented the bold flavors of the pizza.

And speaking of pizza, the main event did not disappoint. The chicago style pizzas at Dough were fired to perfection, their crusts beautifully charred and crispy while still maintaining a delicate doughiness. Each ingredient worked in harmony, with flavors bursting in every bite. The tangy tomato sauce, gooey cheese, and savory toppings all came together to create a true Italian masterpiece.

In the search for the best chicago style pizza in San Antonio, Dough Pizzeria Napoletana stands tall with its legitimate Italian dough and technique, exceptional service, and mouthwatering flavors. It's a must-visit for pizza enthusiasts and anyone craving an authentic taste of Italy.

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Alamo Pizza & Wings

At Alamo Pizza & Wings in San Antonio, I had the pleasure of indulging in their delectable Chicago style pizza. The gooey cheese, tangy tomato sauce, and perfectly crispy crust made my taste buds dance with joy. It's no wonder this place is a local favorite for authentic Windy City goodness.

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Rome's Pizza

Let me tell you, Rome's Pizza in San Antonio is a game-changer for anyone craving a taste of Chicago! The deep-dish crust is perfection - crispy on the outside and fluffy on the inside. The cheese is gooey and the toppings are plentiful. Trust me, one slice is never enough. Rome's Pizza truly brings the Windy City to the Lone Star State!

Hungry Chameleon Pizzeria

I must say, Hungry Chameleon blew me away with their authentic Chicago style pizza! The crust was crispy yet chewy, the sauce was rich and tangy, and the cheese was ooey-gooey perfection. The flavors danced on my taste buds and left me craving for more. Truly a pizza lover's paradise!

Papa Murphy's Pizza

Papa Murphy's Pizza in San Antonio surprised me with their unique take on Chicago style pizza. The thick, buttery crust had a satisfying crunch and the deep dish was piled high with gooey cheese and toppings. It's like having a delicious pizza made fresh in your own kitchen! If you're looking for a convenient yet authentic Chicago style pizza, Papa Murphy's is worth a try.

Florio's Pizza Inc,

Florio's Pizza Inc in San Antonio is a hidden gem for chicago style pizza lovers! Their deep-dish crust had a perfect balance of crunchy and fluffy, and the toppings were generously piled on. The tangy tomato sauce and gooey cheese were a match made in pizza heaven. Don't miss out on this delicioso experience!