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Windy City Pizza — Restaurant in Delray Beach

Name
Windy City Pizza
Description
Nearby attractions
Spady Cultural Heritage Museum
170 NW 5th Ave, Delray Beach, FL 33444
Delray Beach Children's Garden
137 SW 2nd Ave, Delray Beach, FL 33444
Crest Theatre at Old School Square
51 N Swinton Ave, Delray Beach, FL 33444
Cornell Art Museum at Old School Square
51 N Swinton Ave, Delray Beach, FL 33444
The Pavilion at Old School Square
51 N Swinton Ave, Delray Beach, FL 33444, United States
Arts Garage
94 NE 2nd Ave, Delray Beach, FL 33444
Old School Square
51 N Swinton Ave, Delray Beach, FL 33444
Delray Beach Historical Society
3 NE 1st St, Delray Beach, FL 33444
DeBilzan Galleries
38 E Atlantic Ave, Delray Beach, FL 33444
Pompey Park
1101 NW 2nd St, Delray Beach, FL 33444
Nearby restaurants
Ziree Thai & Sushi
401 W Atlantic Ave, Delray Beach, FL 33444
Grooves Kitchen & Daiquiris
404 W Atlantic Ave, Delray Beach, FL 33444
Breathe Restaurant & Ultra Lounge
401 W Atlantic Ave, Delray Beach, FL 33444
Tony's Market & Deli
301 W Atlantic Ave, Delray Beach, FL 33444
Checkers
450 W Atlantic Ave, Delray Beach, FL 33444
ROCKSTEADY®️STEAKHOUSE
60 NW 5th Ave, Delray Beach, FL 33444
Dada
52 N Swinton Ave, Delray Beach, FL 33444
Sundy House
106 S Swinton Ave, Delray Beach, FL 33444
Elisabetta's Ristorante
32 E Atlantic Ave, Delray Beach, FL 33444
Tropical Smokehouse Delray
524 W Atlantic Ave, Delray Beach, FL 33444
Nearby hotels
Fairfield by Marriott Inn & Suites Delray Beach I-95
910 W Atlantic Ave, Delray Beach, FL 33444
Hyatt Place Delray Beach
104 NE 2nd Ave, Delray Beach, FL 33444
The Ray Hotel Delray Beach, Curio Collection by Hilton
233 NE 2nd Ave, Delray Beach, FL 33444
The Delray Beach House
122 SE 1st Ave, Delray Beach, FL 33444
Related posts
Keywords
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Windy City Pizza things to do, attractions, restaurants, events info and trip planning
Windy City Pizza
United StatesFloridaDelray BeachWindy City Pizza

Basic Info

Windy City Pizza

401 W Atlantic Ave, Delray Beach, FL 33444
4.7(553)$$$$
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Ratings & Description

Info

attractions: Spady Cultural Heritage Museum, Delray Beach Children's Garden, Crest Theatre at Old School Square, Cornell Art Museum at Old School Square, The Pavilion at Old School Square, Arts Garage, Old School Square, Delray Beach Historical Society, DeBilzan Galleries, Pompey Park, restaurants: Ziree Thai & Sushi, Grooves Kitchen & Daiquiris, Breathe Restaurant & Ultra Lounge, Tony's Market & Deli, Checkers, ROCKSTEADY®️STEAKHOUSE, Dada, Sundy House, Elisabetta's Ristorante, Tropical Smokehouse Delray
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Phone
(561) 266-2811
Website
delraywindycitypizza.com

Plan your stay

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Featured dishes

View full menu
dish
Chicago Dog
dish
S'mores Waffle
dish
Cheesy Garlic Bread
dish
Mozzarella Sticks

Reviews

Nearby attractions of Windy City Pizza

Spady Cultural Heritage Museum

Delray Beach Children's Garden

Crest Theatre at Old School Square

Cornell Art Museum at Old School Square

The Pavilion at Old School Square

Arts Garage

Old School Square

Delray Beach Historical Society

DeBilzan Galleries

Pompey Park

Spady Cultural Heritage Museum

Spady Cultural Heritage Museum

4.7

(65)

Open 24 hours
Click for details
Delray Beach Children's Garden

Delray Beach Children's Garden

4.9

(95)

Open 24 hours
Click for details
Crest Theatre at Old School Square

Crest Theatre at Old School Square

4.6

(103)

Open 24 hours
Click for details
Cornell Art Museum at Old School Square

Cornell Art Museum at Old School Square

4.6

(104)

Open 24 hours
Click for details

Things to do nearby

Jackpot Bingo at BRGR STOP - Coconut Creek
Jackpot Bingo at BRGR STOP - Coconut Creek
Tue, Dec 9 • 7:00 PM
4301 Coconut Creek Parkway, Coconut Creek, FL 33066
View details
Introduction to Early Childhood Programs Meeting
Introduction to Early Childhood Programs Meeting
Thu, Dec 11 • 6:00 PM
227 Dixie Boulevard, Delray Beach, FL 33444
View details
Taste waterfront gems with a local food guide
Taste waterfront gems with a local food guide
Tue, Dec 9 • 2:00 PM
Pompano Beach, Florida, 33062, United States
View details

Nearby restaurants of Windy City Pizza

Ziree Thai & Sushi

Grooves Kitchen & Daiquiris

Breathe Restaurant & Ultra Lounge

Tony's Market & Deli

Checkers

ROCKSTEADY®️STEAKHOUSE

Dada

Sundy House

Elisabetta's Ristorante

Tropical Smokehouse Delray

Ziree Thai & Sushi

Ziree Thai & Sushi

4.6

(373)

Click for details
Grooves Kitchen & Daiquiris

Grooves Kitchen & Daiquiris

3.9

(92)

Click for details
Breathe Restaurant & Ultra Lounge

Breathe Restaurant & Ultra Lounge

4.1

(42)

$$$

Click for details
Tony's Market & Deli

Tony's Market & Deli

4.8

(161)

$

Click for details
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Posts

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sydney.austinnsydney.austinn
Sometimes you find a restaurant that just feels like home — and this family-owned spot gave me all the Chicago love I didn’t even know I was missing. From deep dish to garlic parm wings, Italian beef, Maxwell Street sausage, and even a s’mores waffle… every bite was pure comfort. 25 years of tradition, real Chicago ingredients, and food made with heart — you can taste the difference. Windy City Pizza 401 W Atlantic Ave Delray Beach Florida 33444 #ChicagoEats #FamilyOwned #FoodieFinds #DeepDishPizza #ChicagoFood #FoodieLife #SmallBusinessLove #EatLocal #Foodstagram #FoodieApproved #ChicagoRestaurants #WingsLover #ComfortFood #HiddenGems #FoodReview
Augie ThompsonAugie Thompson
Well, after living here in Southeast Florida for 7 months, I had feared that the only type of pizza one could find would be that of the New York style (which is still good). Most Chicagoans know that the deep dish pizza Chicago is so famous/infamous for is eaten maybe twice a year, or when you have out of town visitors. Most of us windy city types ate the thin crust pizza weekly (sometimes daily). This "Tavern Style" or "Party Cut", pizza is cut into squares, and easily shared amongst friends, family, or solo. Windy City pizza brings me back to the south side of Chicago, which has a restaurant called Aurelio's (also has locations in Fort Myers). This pizza can be easily compared to them. It has a buttery crust and sweet sauce that is similar to the aforementioned. Met the owners, and they were very friendly. The pizza was excellent, and the salad was freshly prepared. We got sausage and pepperoni, and the sausage tasted and appeared to be homemade. They put it on raw and it cooks on the pizza, which is different than NY style. See my pic for an idea of how it comes out looking. In my opinion, this makes for a tastier sausage pizza. I think any open minded New Yorker would appreciate the differences, while still loving their own. We can all get along, folks. I really hope the word gets out on this place. Not a lot of seating, so if they take off, they might need a larger dining room. I was referred to this place by Chicago Pete who really knows his stuff. This place and Villa Rose in Hollywood is where you go for neighborhood Chicago pizza. I will be back. Now, someone call me when they find a decent deep dish down here (I still gotta get my fix without having to go to Orlando). -Augie P.S. Park in the rear of the building, it is free :)
Bullitt 78Bullitt 78
Stopped in for a Chicago classic Old Style beer. It’s an acquired taste but nothing says Chicago like a nice pub style square sliced thin crust pizza and an Old Style. Fortunately for me I got the last two in stock. First and foremost Eric the owner/manger takes great pride in the food he prepares. I heard him checking on the pizzas religiously during my time there. I even saw him toss one out that was not up to his standards. I think that says a lot about a small business owner when he has a certain standard and he’s not willing to sacrifice that for the sake of his reputation. I felt like I was watching a real life (The Bear). I mean he could get someone like me. I’ve never been in their before. I get one over cooked or under cooked pizza and that’s it my experience is ruined. The exact opposite happened for me. The pizza was outstanding and the young girl that took care of us was extremely friendly and personable. I’m a little biased to Chicago style thin crust pizza personal, but if I’m going by the one bite rule for me being CHICAGO PUB STLYE BIASED ITS AN EASY 9.3 Stars. The undercarriage was spot on. No flop at all and the cheese to crust ratio was ideal. I’m leaving a overall rating of 5 stars for the overall experience. The person I was with said it was the best they ever had in Florida. Highly recommended and try an Old Style it’s definitely an experience to go along with the pizza. If he’s out of that a Goose 312 is a good substitute lol. He’s got all the Chicago classics to, Vienna Beef dogs, Italian Beef and complimentary Garlic Knots with a tasty marinara sauce.
See more posts
See more posts
hotel
Find your stay

Pet-friendly Hotels in Delray Beach

Find a cozy hotel nearby and make it a full experience.

Sometimes you find a restaurant that just feels like home — and this family-owned spot gave me all the Chicago love I didn’t even know I was missing. From deep dish to garlic parm wings, Italian beef, Maxwell Street sausage, and even a s’mores waffle… every bite was pure comfort. 25 years of tradition, real Chicago ingredients, and food made with heart — you can taste the difference. Windy City Pizza 401 W Atlantic Ave Delray Beach Florida 33444 #ChicagoEats #FamilyOwned #FoodieFinds #DeepDishPizza #ChicagoFood #FoodieLife #SmallBusinessLove #EatLocal #Foodstagram #FoodieApproved #ChicagoRestaurants #WingsLover #ComfortFood #HiddenGems #FoodReview
sydney.austinn

sydney.austinn

hotel
Find your stay

Affordable Hotels in Delray Beach

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
Well, after living here in Southeast Florida for 7 months, I had feared that the only type of pizza one could find would be that of the New York style (which is still good). Most Chicagoans know that the deep dish pizza Chicago is so famous/infamous for is eaten maybe twice a year, or when you have out of town visitors. Most of us windy city types ate the thin crust pizza weekly (sometimes daily). This "Tavern Style" or "Party Cut", pizza is cut into squares, and easily shared amongst friends, family, or solo. Windy City pizza brings me back to the south side of Chicago, which has a restaurant called Aurelio's (also has locations in Fort Myers). This pizza can be easily compared to them. It has a buttery crust and sweet sauce that is similar to the aforementioned. Met the owners, and they were very friendly. The pizza was excellent, and the salad was freshly prepared. We got sausage and pepperoni, and the sausage tasted and appeared to be homemade. They put it on raw and it cooks on the pizza, which is different than NY style. See my pic for an idea of how it comes out looking. In my opinion, this makes for a tastier sausage pizza. I think any open minded New Yorker would appreciate the differences, while still loving their own. We can all get along, folks. I really hope the word gets out on this place. Not a lot of seating, so if they take off, they might need a larger dining room. I was referred to this place by Chicago Pete who really knows his stuff. This place and Villa Rose in Hollywood is where you go for neighborhood Chicago pizza. I will be back. Now, someone call me when they find a decent deep dish down here (I still gotta get my fix without having to go to Orlando). -Augie P.S. Park in the rear of the building, it is free :)
Augie Thompson

Augie Thompson

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Delray Beach

Find a cozy hotel nearby and make it a full experience.

Stopped in for a Chicago classic Old Style beer. It’s an acquired taste but nothing says Chicago like a nice pub style square sliced thin crust pizza and an Old Style. Fortunately for me I got the last two in stock. First and foremost Eric the owner/manger takes great pride in the food he prepares. I heard him checking on the pizzas religiously during my time there. I even saw him toss one out that was not up to his standards. I think that says a lot about a small business owner when he has a certain standard and he’s not willing to sacrifice that for the sake of his reputation. I felt like I was watching a real life (The Bear). I mean he could get someone like me. I’ve never been in their before. I get one over cooked or under cooked pizza and that’s it my experience is ruined. The exact opposite happened for me. The pizza was outstanding and the young girl that took care of us was extremely friendly and personable. I’m a little biased to Chicago style thin crust pizza personal, but if I’m going by the one bite rule for me being CHICAGO PUB STLYE BIASED ITS AN EASY 9.3 Stars. The undercarriage was spot on. No flop at all and the cheese to crust ratio was ideal. I’m leaving a overall rating of 5 stars for the overall experience. The person I was with said it was the best they ever had in Florida. Highly recommended and try an Old Style it’s definitely an experience to go along with the pizza. If he’s out of that a Goose 312 is a good substitute lol. He’s got all the Chicago classics to, Vienna Beef dogs, Italian Beef and complimentary Garlic Knots with a tasty marinara sauce.
Bullitt 78

Bullitt 78

See more posts
See more posts

Reviews of Windy City Pizza

4.7
(553)
avatar
5.0
8y

Well, after living here in Southeast Florida for 7 months, I had feared that the only type of pizza one could find would be that of the New York style (which is still good).

Most Chicagoans know that the deep dish pizza Chicago is so famous/infamous for is eaten maybe twice a year, or when you have out of town visitors.

Most of us windy city types ate the thin crust pizza weekly (sometimes daily). This "Tavern Style" or "Party Cut", pizza is cut into squares, and easily shared amongst friends, family, or solo.

Windy City pizza brings me back to the south side of Chicago, which has a restaurant called Aurelio's (also has locations in Fort Myers). This pizza can be easily compared to them. It has a buttery crust and sweet sauce that is similar to the aforementioned. Met the owners, and they were very friendly. The pizza was excellent, and the salad was freshly prepared. We got sausage and pepperoni, and the sausage tasted and appeared to be homemade. They put it on raw and it cooks on the pizza, which is different than NY style. See my pic for an idea of how it comes out looking. In my opinion, this makes for a tastier sausage pizza. I think any open minded New Yorker would appreciate the differences, while still loving their own. We can all get along, folks.

I really hope the word gets out on this place. Not a lot of seating, so if they take off, they might need a larger dining room. I was referred to this place by Chicago Pete who really knows his stuff. This place and Villa Rose in Hollywood is where you go for neighborhood Chicago pizza. I will be back. Now, someone call me when they find a decent deep dish down here (I still gotta get my fix without having to go to Orlando).

-Augie

P.S. Park in the rear of the building,...

   Read more
avatar
5.0
3y

Stopped in for a Chicago classic Old Style beer. It’s an acquired taste but nothing says Chicago like a nice pub style square sliced thin crust pizza and an Old Style. Fortunately for me I got the last two in stock.

First and foremost Eric the owner/manger takes great pride in the food he prepares. I heard him checking on the pizzas religiously during my time there. I even saw him toss one out that was not up to his standards. I think that says a lot about a small business owner when he has a certain standard and he’s not willing to sacrifice that for the sake of his reputation. I felt like I was watching a real life (The Bear). I mean he could get someone like me. I’ve never been in their before. I get one over cooked or under cooked pizza and that’s it my experience is ruined. The exact opposite happened for me.

The pizza was outstanding and the young girl that took care of us was extremely friendly and personable. I’m a little biased to Chicago style thin crust pizza personal, but if I’m going by the one bite rule for me being CHICAGO PUB STLYE BIASED ITS AN EASY 9.3 Stars. The undercarriage was spot on. No flop at all and the cheese to crust ratio was ideal. I’m leaving a overall rating of 5 stars for the overall experience. The person I was with said it was the best they ever had in Florida. Highly recommended and try an Old Style it’s definitely an experience to go along with the pizza. If he’s out of that a Goose 312 is a good substitute lol. He’s got all the Chicago classics to, Vienna Beef dogs, Italian Beef and complimentary Garlic Knots with a tasty...

   Read more
avatar
5.0
13w

Wow If you’re craving authentic Chicago-style pizza in Delray Beach, look no further than Windy City Pizza on Atlantic Avenue. Tucked between I-95 and all the bustle of downtown, this little spot is a gem. Parking is easy, seating is cozy (about 6–10 tables inside and out), and while they don’t take reservations, it’s worth the wait.

First things first—the garlic rolls are absolutely off the charts. They’re served complimentary, fresh, and packed with flavor. Next up, the wings. These aren’t just good; they won Best Wings in Florida—and once you try them, you’ll see why. Crispy, juicy, and perfectly seasoned, they’re a must-order.

But the real reason to come here is the Chicago-style pizza. They serve both classic deep dish and thin-and-crispy, just like back in the Windy City. The deep dish is a beast (they told us it weighs 10–12 pounds!)—definitely a challenge if you think you can handle more than one slice. We went with the thin crust Chicago-style sausage with green peppers, and it was perfection. The sausage had great flavor, the balance of cheese and sauce was spot on, and best of all, the crust was crisp all the way through—not soggy in the middle like you sometimes find.

The atmosphere is fun and nostalgic, decorated with Chicago memorabilia that makes you feel like you’ve been transported straight to the Midwest. The staff is friendly, the service is attentive, and they’ve got beer and wine to go with your meal.

Whether you’re a Chicagoan at heart or just love great pizza, Windy City Pizza is a must-try in Delray. You won’t be...

   Read more
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