• Banner 3
  • Banner 2
  • Banner 1

Welcome to Windy city pizza chesapeake

Windy City Pizza Chesapeake, located at 480 Kempsville Rd, presents a slice of Chicago in Virginia. Specializing in authentic deep-dish pizzas, their signature BBQ Chicken & Bacon and Southside Special are must-tries, highlighting rich flavors and generous toppings. Beyond pizza, the menu boasts delightful options like Chicken Parm and Lasagna. Diners rave about the warm, welcoming service and the highly praised buffalo chicken dip. Each dish is crafted with care, ensuring a memorable meal experience. Windy City Pizza is perfect for gatherings, making it a top choice for pizza enthusiasts seeking comfort food that satisfies. Don't miss out!

LOCATIONS
  • Windy city pizza chesapeake
    480 Kempsville Rd, Chesapeake, VA 23320, United States
    480 Kempsville Rd, Chesapeake, VA 23320, United States Hotline: +1 757-410-5550

Welcome to Windy City Pizza Chesapeake, your go-to destination for authentic Chicago-style pizza nestled in the heart of Chesapeake, Virginia. Located at 480 Kempsville Rd, Chesapeake, VA 23320, this pizzeria has quickly become a beloved staple in the community, known for its rich flavors and inviting atmosphere. It’s a place where pizza aficionados can experience a slice of Chicago without leaving Virginia.

As you step inside, you're greeted by a warm and friendly staff that makes you feel right at home. The laid-back vibe makes it an ideal spot for casual dining with friends or family. The menu here boasts a selection of pizzas designed to satisfy any craving, with standouts like the Maxwell St pizza, featuring a perfectly thin crust topped with seasoned steak, bell peppers, onions, and a generous amount of cheese. For those who love a burst of flavor, the Michigan Ave pizza, loaded with mushrooms, bell peppers, onions, and black olives is a must-try.

But the real star of the show is arguably the Windy City Special, featuring a deep-dish crust that is brushed with garlic and oil. This pizza is an exquisitely crafted deep dish that is both savory and satisfying—perfect for sharing or indulging in solo. Each bite reveals a treasure trove of flavors, with a light and flavorful sauce beneath layers of cheese and toppings.

Customer reviews highlight not just the delicious offerings but also the exceptional service. Many patrons have praised the freshly made dishes with comments like, “Amazing pizza and super friendly staff.” The chicken wings are equally noteworthy, offered in a variety of flavors from mild to Hot Sweet Baby Ray's BBQ. Coupled with appetizers like cheesy breadsticks and fried pickle spears, Windy City Pizza ensures that your experience is nothing short of delightful.

The ambiance is enhanced by the feeling of community; numerous diners appreciate the attentiveness of the staff, adding a personal touch to each visit. Whether you're dining in or ordering for a gathering, the warmth of service complements the robust flavors of the menu. Customers have raved about the Vanilla Cheesecake dessert, a sweet finish to a fulfilling meal.

If you're in the area and looking for a pizza place that's a cut above the rest, Windy City Pizza Chesapeake is worth the visit. Each dish embodies a commitment to quality and flavor that will leave you craving more. For pizza lovers looking for that real Chicago-style experience in the 757, this is your spot!

To place an order or for more information, feel free to give them a call at +1 757-410-5550. Trust us—you won’t regret diving into their authentic and delicious offerings!

START YOUR REVIEW OF Windy city pizza chesapeake
Myan Kennon
Myan Kennon

Wanted to see if I could get a REAL CHICAGO STYLE PIZZA, in the 757. And I think I found it! We got to the restaurant within an hour after they opened on a Saturday, and it was not busy at all! We were sat immediately and decided to out in an order for an appetizer. We chose the buffalo chicken dip. The dip was served with pita bread and they were the perfect texture. If you’re like me and don’t like your bread burnt or super crisp, then you would like the pita bread. Fluffy. The dip was amazing and the perfect amount of buffalo! Wasn’t too heavy either. The dip was 8.95. Now onto the pizza: it was a deep dish, Chicago style pizza. We added sausage as a topping, and it was so good! I honestly couldn’t speak highly enough of this pizza. It was so good! It was 22.99 before the topping, which was an extra 1.75. The price is up there for a pizza, but honestly it was worth it because the pizza is so filling, it would comfortably feed 3-4 people. My husband and I ended up taking some to our friends who couldn’t make it, cause we couldn’t finish it at the restaurant. If you’re trying to find a good pizza place to eat with some friends, this is it! Service was fast and our waitress was very friendly! Cash and card is accepted!

Jose Martinez
Jose Martinez

So this place was recommended by some of our friends as having some of the best pizza...deep dish pizza. This place is definitely the best pizza all around! Scoping out the website it did warn you about a 45 minute wait.....well worth it. Meanwhile we ordered a sampler while we waited. Chicken wings were outstanding, I’d put these wings against the top competitors in the area! Their version of a mozzarella sticks came in form of small pie in half breaded and deep fried, it’s a new and fun twist for me....it was very good! The fried pickle spears were top notch crispy and crunchy. The wait time was about 45 minutes give or take a few, but when that deep dish came out....what a beautiful pie! This pizza is 10/10. The sauce was light and flavorful, full of cheese and meats/toppings. Wonderful food fare. Staff was friendly, table service was fair and scarce at the table. Overall a wonderful dining experience and highly recommended, repeat customer here!

E Magoteaux
E Magoteaux

We ordered pizza for our work luncheon. Upon arrival I received a very warm and personable welcome. Both men who were in there took such good care of me including plates, cups, napkins, utensils to eat with and even lids and straws. They made sure we had everything we needed including the best pizza in the area. The young man even offered to carry things out for me. Thank you so much, we had a fantastic lunch and leftovers for 2 more days! Looking forward to our next visit.

Chris Elliott
Chris Elliott

Amazing pizza and super friendly staff. Never a bad meal here. It is all scratch made, so it takes some time, but is so worth it!

Bootsie Jones
Bootsie Jones

I wanted a Chicago style deep dish pizza and I Googled it and Windy City pizza was the 1st one popped up. So after church I told my wife I'm taking her out to lunch at the Windy City pizza and she said ok. I called 1st and ask do they have the 8" deep dish meat lovers she replied yes and it'll take about 25-30 minutes to cook and it would cost roughly around 18-20. We drove about 45 minutes to the restaurant. We walked in and was greeted by 2 young beautiful ladies they told us to sit were ever we wanted a the server will help us shortly. About 2 minutes later another beautiful young lady shows up and take our drink orders and Pepsi and a lemon water and we ordered the corn fritters for appetizers and ordered the Heart Attack which is the meat lover's deep dish with garlic butter crust. It was amazingly good hot fresh and full of cheese. It was not what I was expecting with the red sauce on top of the pizza but it was delicious. Total lunch bill was 50 bucks. 1st time visiting and we loved it and will be back ASAP. Thanks for your awesome friendless service and delicious hot and seasoned food

Jessie Matos
Jessie Matos

Wow wow wow! So much better than we expected! My husband is from the Chicago area and he loved this place’s and its vibe. He agrees it’s better than some deep dish we’ve had in Chicago. The wait staff was incredibly nice and the pizza came out earlier than the expected time. Check this place out!

Taylor Munoz
Taylor Munoz

Windy City Pizza Chesapeake exceeded my expectations! From the moment we walked in, the staff was incredibly welcoming and attentive. They went out of their way to accommodate my boyfriends gluten allergy, ensuring that he felt safe and comfortable with our meal choices. The service was outstanding, and they genuinely cared about our dining experience. The pizza was delicious, and we couldn't have asked for a better experience. I highly recommend this place to anyone looking for great pizza and amazing service!

Kae Chula
Kae Chula

This Chicago theme pizza spot makes me feel right at home with their delicious pizza sauce, cheese, and sausage. The decor itself is such a vibe. They are military friendly with outgoing and attentive staff, delicious pizza, & amazing cheese planks. Definitely a must try pizza place in Virginia. Totally worth the commute & every penny.