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Hillary's Chicago Pizza

4.4 (98 reviews)
Open 12:00 pm - 9:00 PM

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HILLARY'S CHICAGO PIZZA ATMOSPHERE

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Dogs allowed
Happy hour specials

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Recommended Reviews - Hillary's Chicago Pizza

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Ira B.

A number of people told me to visit Hillary's for some great pizza, and I have no doubt that they truly enjoy the unique flavor and texture of Chicago Pizza - it's not exactly my style, but Hillary's does do a nice job overall of providing a nice dining area, excellent Greek salad, and a quality of pizza that many others enjoy. I found the pizza better on the second day when I reheated it at home. I found the outside of the business not so enticing, being right next to a check cashing store. Once inside however, the Chicago themed artwork, lighting hanging from the rafters, and the bar area we're all quite attractive. Service was also good on the day of our visit, we were told that the standard thick crust Chicago style pizza generally takes between 45 minutes and an hour to prepare, in case you're expecting to enjoy in-restaurant dining. Pricing for a salad and a shared pizza with drinks, tip and tax average about $30 per person, a reasonable value. Overall, the quality of the product is excellent, it's just not necessarily my preferred style of pizza.

Kelly T.

We had heard about this pizza place from some other friends and decided to give it a try today for lunch. They are known for their Chicago deep dish pizza. The menu also offers thin crust pizza as well as salads and sandwiches. They also have plenty of Chicago themed artwork and decor. We started with the Greek salad and it was really good with Romaine lettuce, tomatoes, cucumbers, onions, peppers, artichokes, olives and feta cheese. The dressing was also good. We decided to go with the Chicago thin crust pizza pie. It had sausage, mushrooms, green peppers and onions. It was tasty. Service was friendly and professional from our server, Linda.

Meat lovers slice
Bill C.

WOW!!! Welcome to CHICAGO... A True FIND. This is a family owned and operated business. The pizzas are made to the highest standards. A pizza lovers paradise. I had the meat lovers deep dish pizza. The meat was plentiful,sauce was excellent "Mom's perfected recipe ",just the right amount of cheese and the pizza crust was over the top. The friendly staff and local regulars make you instantly feel like you've walked into "Cheers" You MUST try the Italian Beef sandwich,best around and they import some of the best cheesecakes south of NYC... The deep dish takes 45 minutes so if that's what you're going for call in advance and they will have it ready .

A Chicago Deep Dish in Saint Augustine.  Expect a 45-minute wait for it to cook properly.
Dave O.

Great food! Great seasonal beers! Great bartenders and employees! The best Chicago style pizza I've ever had. The best thin crust pizza I've had in Florida. I want to try some of their other food! The Chicago style pizza takes 45 minutes to cook so you may hay a few minutes to grab a cold one on a hot Florida day or evening. You really should. This way you can sample the beer specials at the bar. Some nights they also have wine sampling to try glasses or 1/2 bottles of wines. It's not just a pizza place but it can be because their pizza is fantastic. I'm a NJ/NY pizza guy with a Chicago pizza because of this place. Try it for more than a few reasons!

Roast beef and giardineira  pizza thin crust...
E M.

Ok folks yall know me when I say I think you should try a place then that's what I mean. Nestled in ST. AUGUSTINE FLORIDA, is a little restaurant called Hillary's Chicago Pizza. They have thin crust and chicago deep dish pizza (takes about 45 mins to bake) but worth it... sodas and beer and just good vibes. The food is great the service is mellow and they are a gem in a city that full of tourist and locals alike looking for something different... If you all know Chicago it's a city that revolves around good food, good conversations and friends and family.... Hillary's Chicago Pizza is the place for that. They also have homage chicago roast beef samiches (yes samiches) and ask about garlic dressing .... Just like I always say. Try it on for size. You can't miss. Yes I'm putting them on a high standard pedestal..... enjoy folks. You all can also check my reviews on instagram under: sailrbean It's review it anything and everything it's sailing .... Love peace yall...

Menu
Mike B.

Drove to St. Augustine and, as a Chicago native, had to visit Hillary's Chicago Pizza for some authentic thin-crust pizza. If you're a fellow Chicagoan craving a taste of home in the form of delicious thin-crust pizza with flavorful sausage and fennel seeds, reminiscent of your local tavern, then this is a must-visit. In addition to thin crust, they serve deep-dish pizza and Italian beef, accompanied by an impressive selection of craft beers. Definitely worth the detour to St. Augustine!

Italian Beef - Thin Crust Pizza

The thin crust Italian beef pizza was good. It was cooked well and had plenty of giardiniera. I prefer more beef and will order extra beef next time. Based on other reviews, my next trip will be for a combo. The owners are a very friendly couple who take pride in their menu. If you're missing your Chicago favorites, this is the place to find a few of them!

Had to get a pie..  oh boy, they nailed the crust, tasted amazing.  It had a little kick to the sauce and gave it that chi town flavor.
Michael L.

Wow, I had the best time.... The food was outstanding, reminded me of back home in Chi Town. The young lady that waited on me was so nice and I had a great time sharing memories of the Chicago land area. The ambiance was like a typical Chicago good time bar. Loved it !!

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3 years ago

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3 years ago

Cool place, great pizza. It's been hard to find decent Chicago style and they definitely provide that.

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3 years ago

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3 years ago

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3 years ago

Business owner information

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Hillary L.

Thank you so much! We love being here and hope to stay a long time!

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3 years ago

Business owner information

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Hillary L.

Thank you for stopping in on your travels!

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3 years ago

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Hillary L.

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3 years ago

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3 years ago

We are from Chicago and this IS Chicago style pizza!! Thanks for bringing real pizza to FL!!

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Hillary L.

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Photo of Erika A.
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3 years ago

Fantastic Chicago-style pizza with lots of flavor! Nice to have some new options for pizza in town!

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3 years ago

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3 years ago

Business owner information

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Hillary L.

Thank you Randy! We would love to expand one day.

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3 years ago

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3 years ago

Really enjoyed ourselves last night service and food were spot on would highly recommend this establishment

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Hillary L.

Thank you for coming out!

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3 years ago

Excellent option for this vegan. Sauce and crust were amazing and they also offer vegan beyond sausage.

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3 years ago

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Hillary L.

Thank you for coming in! We appreciate your honest review.

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3 years ago

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Hillary L.

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3 years ago

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Hillary L.

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Ask the Community - Hillary's Chicago Pizza

Any consideration to opening on Sundays once football season starts again? There are TONS of Bears fans that would love an authentic Chicago spot to eat, drink and watch The Beloved play.

ABSO-FREAKING-LUTELY! BEAR DOWN!

Beer prices? Can't eat pizza without beer :-)👍🍺🤪?

We have 24 rotating taps of craft beer, prices range from $4-$8.50

Do you have beer & wine?

Yes! 24 taps and a small wine list.

View All 4 Questions

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Hillary's Chicago Pizza - pizza - Updated June 2026

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