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Hillary’s Chicago Pizza is a local, friendly, and small restaurant serving up authentic Chicago pizza in St. Augustine. We specialize in classic Chicago deep dish, crispy, thin-crust squares and other Chicago favorites, all made with love. Kick back in our cozy space with a craft beer from our ever changing selections, enjoy a taste of our Chicago heritage, and cheer on your favorite Chicago teams. We are more than a pizzeria; we’re a neighborhood hangout where friends gather and good times roll.
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Hillary’s Chicago Pizza
Ranked #1 Authentic Chicago style deep dish and tavern pizza in St. Augustine, FL.
Hillary’s Chicago Pizza | Saint Augustine FL – Facebook
Ranked #1 Authentic Chicago style deep dish and thin crust pizza, and Italian beefs in St. Augustine, FL
Hillary’s Chicago Pizza – 1974 US-1, St. Augustine, FL 32086 – Slice
Order online at one of the best restaurants in St. Augustine, FL! Hillary’s Chicago Pizza is a neighborhood favorite. Quick delivery and exclusive offers …
Reviews
Ryan Payne
My wife and I had a great lunch here over the weekend 01/24/2026. The place was clean and had a cozy fill to it. We had the Chicago thing and a Italian beef sandwich. Both were great fresh and hot. Probably one of my new favorite pizza places.
… moreCraig Schaeperkoetter
The four of us went for dinner for some pizza and salad. The salads with the vinaigrette were delicious. We decided on the two meatball appetizer, which were very good. On the night of light event, our bartender was serving the entire bar by herself. Jan did great what a trooper. The Italian beef pizza had great flavor the best part being the giardiniera peppers. We finished the Chicago and ordered two cheesecakes to go. It’s a small establishment but it was a great experience.
… moreC Funk
INCREDIBLE Chicago pizza. Seriously legit, best Chicago deep dish pizza I’ve had since living in FL for over 5 years. Check them out! The memorabilia, mojo, everything is just awesome. Well done. Thank you.
… moreBrendon Miller
Being from Chicago area, it was nice to find this gem while on vacation. The thin pizza is very thin, almost what we call cracker crust. Great flavor and sausage is a must for toppings.
… moreWesley Cover
This was our first time at Hilary’s Chicago Pizza and our first time ever having a deep dish pizza!! From the time we got in, the owner greeted us and explained the menu and helped us order. When the food arrived we were blown away as to how delicious the pizza was and we can’t wait to go back!!!
… moreclarissa jones
Hillary’s Chicago Pizza is the best! I’m from Chicago and always feel like I’m home when I walk through their door. Everything they prepare is to perfection! I’m so glad you guys are here in St. Augustine.
… moreGrant Palmer
It’s not very often you find a place that prepares and serves incredible food. We had the Meatballs, Thin crust pizza, along with the Chicago Pie. All were outstanding
I had the opportunity to talk with Bruce/ The owner and I shared our love for food and the preparation of it. All of it needs to be made with love. Yes, old school
This meal was outstanding and Kudos to everyone there!
P.S. His sauce is the best I’ve had, ever!
… moreI had the opportunity to talk with Bruce/ The owner and I shared our love for food and the preparation of it. All of it needs to be made with love. Yes, old school
This meal was outstanding and Kudos to everyone there!
P.S. His sauce is the best I’ve had, ever!
Richa Owen
Met a few friends here for dinner and what a delight this place is!! The pizza is SO good!! Authentic Chicago pizza in every way. I have had Chicago pizza in Chicago and this is better than several places I have been. Quick friendly service ad well with a great vibe. We will be back!! I highly recommend this business!
… moreRon Thompson
Great Chicago deep dish pizza. Small place so fills up quickly and if you ordered the deep dish be prepared to wait an hour for it to be done right..that is just the deal. Sauce is tasty and the cheese is spot on. The crust not quire as flaky as you would get up north but it’s as good as they come down here in St Augustine. Go try it!
… moreJeanette Jones
Little gem off Rt. 1 in St. Augustine. We are frequent diners. Don’t know what it is about their salad, certainly very fresh, but we devour it each time we go. Love the thin crust pizza. We always get the fancy fungi. So good!!
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