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Hillary's Chicago Pizza

4.4 (97 reviews)
Closed 12:00 pm - 9:00 PM

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HILLARY'S CHICAGO PIZZA ATMOSPHERE

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Happy hour specials
Dogs allowed

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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...

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!

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!

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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2 months ago

Our pizza and sandwich was amazing. Family friendly atmosphere serving wine and beer. TIP order ahead for your Chicago pizza.

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1 year ago

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2 years ago

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Hillary L.

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11 months ago

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2 years ago

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3 years ago

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1 year ago

Amazing Chicago style food!! Love the deep dish mushroom pizza!! My Mother loves the Italian beef dipped with hot peppers.

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3 years ago

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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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Bronx House Pizza

Bronx House Pizza

(73 reviews)

Yum! The local pizza restaurant my family usually turns to closed, so we were looking for a…read morereplacement "go to". FOUND IT! Bronx House offers a vast array of delicious options sure to please even the most discriminating palate. Ordering was available on line with customization/modification so you can get exactly what you want/need. I opted for pick up and the pizza/ items were ready earlier than quoted which is virtually unheard of. All the items were delicious! I'm so pleased I didn't have to spend weeks searching for our next favorite spot and hit it first try. Thanks Bronx House. We will see ya again real soon!

It's like a 2.5 . I…read morewant to start by saying that nothing was horrible. But nothing was really good or even great. First of all- do NOT choose to sit at the booth. The seat backs of the booths rock with every movement of the person being you. Choose the table option. For the food, we got the Nonna's Meatballs & Garlic Knots to start. The meatballs were good, nothing special, but good. Good size, sweet & acidic tomato sauce, topped with ricotta. The garlic knots came out and....they were room temperature at best, the bread was basically stale and the bread dough wasn't very good. Top anything in enough oil and garlic and it's edible though lol. We ordered a small Beast of Burden pizza- it was ok? It has the stretching of melting over processed pre-shredded cheese. The best way to describe it is like gourmet Chucky Cheese pizza. It's edible, has a nice crust at the bottom of the pizza and all, but maybe don't waste your time if you're looking for a really good or great pizza. Staff seemed a little busy/overwhelmed but were very nice, was tempted to give 3 stars just for that. If you're in a pinch, or just need to feed the family, do stop in. But if you're looking for a delicious warm meal & great pizza, look elsewhere.

St. Augie's Pizza

St. Augie's Pizza

(225 reviews)

$

Came on a Saturday, around 6pm wasn't full at all. We ordered a few slices of different pizzas,…read moresome bread rolls. Pizza was soft but greasy, bread rolls were ok a bit too thick for me. I was bummed with the drink selection the fountain machine was broken (not a problem for me because I don't drink soda) , but the fridge only had canned sodas, a loaded sugary sparkling soda with aspartane, and an artificially flavored tea. I can't remember seeing water. Staff were nice, inside was clean.

We were vacationing in Saint Augustine and we were craving pizza where we can order out fast . When…read morewe were driving, I scanned through their online menu and decided to do 2 slices of grandma's pizza, garlic knots, and 2 slices of cheese pizza. My husband ordered some meat slices as well. When he arrived around 12:15 pm on a Thursday to make the order, the lady at the register stated they are out of garlic knots for the day and that they have to make grandma's pizza as there were no slices available for purchase. This was disappointing as we wanted something where we didn't have to wait for long. The wait time was about 20 minutes. My husband noticed couple of customers who entered the restaurant but then abruptly leave since they didn't want to wait for the pizza to be made. Now onto the pizza, overall I enjoyed the grandma's pizza. I thought it was flavorful and the tomato sauce on it was delicious. The cheese pizza was pretty good too. The slices are big and filling. Overall, if you happen to be in the Flagler college area, give this place a try.

Pizza Time

Pizza Time

(1.4k reviews)

$$

Its one of my top pizzas around and one of my wife and i places to eat in St. Augustine…read more It's an only cash pizza place, make sure you have it if not, there is an atm right there. It's not a super big pizza shop, but it has some good seating. Most of the time there is a line out the door. The window is a beautiful thing to look at, you see all the pizza making and all of the types of pizza flavors they have. The slices are pretty large each one is about $9-$10 a slice, and let me tell you its completely worth it. Our favorite is the Genova, which is a white pizza with chicken, ricotta, and herbs. Also the chicken parm is delicious and the garlic knots are to die for; they are hot, soft, and definitely have garlic. Drinks are separate. They have calzones, salads, potato balls and large pizza orders. Its a good place to have lunch or a quick slice. It is definitely filling but worth it, it requires a nap after back at the hotel lol.

Let me start by saying we came here thinking pizza slices were still somewhat inexpensive compared…read moreto other places to eat for a quick dinner. So, with that said, it's safe to say we were naive. Typically, we understand that any tourist spot you go to, the prices will be higher than some other spots that are less touristy. However, he we were still expecting cheaper slices of pizza. I mean they're slices and I can buy whole delivery pizzas for the same price they're charging per slice here. Now granted, their prices are also very much within eyesight as soon as you walk in. So, it shouldn't have been such a surprise, but we just ordered what we wanted and thought it wouldn't be that bad. Then, we realized they didn't take credit or debit cards until we got to the register. It was CASH ONLY. 4 slices of pizza, 2 water bottles and a small cup of pepperocinis came out to $53. My husband and I put our cash together to pay for the tab. Yeah, it makes sense to some people for it to be that pricey, but we just didn't expect slices to be that much money. The pizza was good. It's wasn't super cheesy, but the marinara pizza sauce was tasty and not overly loaded on the pie. Honestly, I was hoping the cheese and sauce would've been more fused together in pure delicious harmony, but it was like they heated up old pizza slices in the oven that had been sitting out for a long time. To me, the pizza didn't taste like an authentic NY pizza, but it was still pretty good. The service was decent. You could tell it was the end of the shift for their employees, based on their tired faces and lack of smiling enthusiasm. I guess I had big hopes for this place and it just wasn't what we were expecting out of that whole experience.

Hillary's Chicago Pizza - pizza - Updated May 2026

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