We were so happy to find Chicago pizza and Italian beef on our trip to St. Augustine. This place absolutely deserves to have Chicago in the title of their restaurant. Everything was authentic Chicago! The owner, Bruce, knew we were from Chicago and wanted to make sure everything tasted delicious and just like home. We need you in The Villages! Thank you! read more

See all

We stopped here while in st Augustine for a few things. It was a cute little place and my boyfriend and I got two different pizzas, some cheesy bread and I got a ceaser salad. The service was great our waitress was very friendly and helpful in giving my boyfriend a suggestion on what to get, he always asks the waiter/waitress their opinion since they know best since they work there and he wasn't disappointed. We started with the cheesy bread and it was pretty good. My Cesar salad was absolutely AMAZING. Loved it. He got the Chicago deep dish pizza and he had never had one before. He LOVED it! It was a lot of food. I got the hot honey pizza and it was a flatbread pizza. I wasn't the biggest fan of the pizza and I'm not entirely sure why. The one thing I can pinpoint is that there was a lot of honey on it and sometimes it was way too overpowering. It was also a cute little place. I will say if you are coming here for pizza you definitely want to make sure you have time. The deep dish pizza takes about 45 minutes (it says this on the menu so it isn't a surprise which I love.) and the flatbread pizza was I believe 30-35 minutes. So we were there for quite a bit waiting but it was a pretty nice place! read more

See all

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. read more

Hillary's Chicago Pizza - Pizza Near Me - St. Augustine, Florida

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. read more

See all

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 . read more

See all

DO NOT GO TO THIS PLACE! I was deceived with the ratings on Google. Service was horrible! And the deep dish pizza was unfortunately.. the worst I have seen and tasted in many years. The lady that took our order at the bar... was uncomfortably loud. As in screaming the whole time. Not only me... but you can see the other clients uncomfortable as well. Also, she was coughing... all over the place while serving the food to clients! Agrrr . Just an all around negative experience! read more

Hillary's Chicago Pizza - Crust was soggy. And falling apart. (DEFINITELY NOT A CHICAGO DEEP DISH PIZZA) - Pizza Near Me - St. Augustine, Florida

The deep dish Chicago Pizza was awesome, so we're headed back again, but this time we'll order before hand bc it takes 45 min to cook, but worth it. It was fantastic!! read more

Shoutout to our local community heroes!!! I don't know how many times that I have passed by this plaza and not ventured in. But today was the day to be honored by the wonderfulness of Hillary's!!! Diana was our ambassador today. She was radiant, personable, attentive, and definitely a major influence on the charm of this venue. Sure, we bonded a little extra because we are both from Missouri, but it made it especially memorable during this winter storm outside! Cold outside today, but nice and cozy inside here due to the yummy food cooked with Love and the happy hearts of the patrons. People were meeting friends, having birthday dinners, date nights, and even chillin' at the bar. The food is masterfully made. It's a nice menu. Order the pizza first even before the appetizers and drinks... the Chicago deep dish pies take @1 hour!!! Well worth it, trust me! Now after Diana wisely helped guide me through the ordering sequence, she helped me craft my pie. I wanted my fave: double pepperoni, extra cheese. Well, she assured me that there was plenty of cheese already and that she could even offer me to have a layer of pepperoni on top to get crispy. YES, I happily cheered with my hands in clasped in prayer... because I knew God meets not only my needs, but meets my desires. I LOVE a crispy pepperoni!!!!! Ok, let's talk about the beverage selection... can sodas ( my favorite form), amazing wines, and craft beers with many on tap!!! The beer section is top notch!!! I never imagined a small venue like this having an amazing beer selection! Diana let me pick a few to taste. I love an amber, red, or dark, bready, malty, thick mouthfeel, Pilsner, lager, or stout. After those I tasted, I ended up with the Shiner Bock. Great pairing with my pretzel appetizer with house made Boursin cheese!!!!! What!!! Yes, that's right! Don't sleep on this cheese!!! You can spread this unctuous concoction on about anything and kick it up to sky level with its herbs and creamy garlicky goodness! My hubby ordered his favorite hot Italian beef sandwich!!! It was gorgeous and literally so savory, perfectly tender, and mixed with spicy pickle peppers & veggies! I think that sandwich was gone before I finished my first piece of pie!! He kept giving me samples ! "You gotta try this, and this, and this!". He smiled and said this reminds him of his trips to Chicago. High handed compliment from him. And with his last bite of sandwich, he said that he is coming here from now on and ordering this every time!!! Now to my beautiful masterpiece!!! The height of this thin crispy golden crust was like a Royal crown filled with jewels!!! Crispy pepperoni atop of tangy chunky tomato sauce atop of the layers of cheese and more pepperoni!!! I was so excited that I almost didn't even want to stop to take pictures for all of us... but behold!!! I'm so happy!!! Al the textures, decadence, and detail was perfect!!! Gooey cheese pull test exceeded!!! Savory pepperoni was on point! And yes, I shared some with hubby and saved some to take home to do the leftover cold pizza test.... Order a deep dish large enough to have leftovers!!! It was crazy stupid good!!!! Hubby said this was proper food and I whole heartedly support this message!!! I want to try the beers that we out today and whatever the new ones are next time. We don't need to travel but 10 minutes from our home to get spoiled like this!! God bless !!! Don't forget about the heart pie deep dish pies! Valentine's Day or any day is a special way to celebrate these pies cooked with LOVE (*´`*) read more

See all

All in all, a disappointment! Because it takes some time to bake, we called to order a deep dish pizza to eat at the restaurant. We still waited almost 30 minutes after we arrived 35 minutes after placing the call for it to be served or about one hour and ten minutes from placing the order. Was that a problem? Nope! The employee was very nice and my girlfriend and I had the opportunity to talk to each other as well as other patrons sitting next to us. So why three stars? I know this is probably impossible to believe but the pizza was not hot. How is that even possible? Parts of the delicious crust was hot but most of the pizza was room temperature at best. I was not going to send it back as it was only 35 minutes until closing time so we ate it except for two slices. We both felt the tomatoes were a little too spicy and the pizza came apart into a bowl (or plate) of tomatoes. Although the experience was Chicago enough, for someone who lived in the Chicago area for almost 25 years, the food was the weak point of the dinner. It was not worth the 33 mile drive from Jacksonville. I hope the business is very successful because this area needs a good Chicago style deep and thin crust pizza joint but we felt this place was not it and we won't be back. If you have never had a Chicago deep dish pie you can try this place but don't let it stop you from having some real deep dish whenever you visit Chicago. read more

We either received the wrong pizza or they use onions in their sauce which is on the Spicy side compared to other Chicago style Also the pizza was not cut We had the deep dish read more

Just got DoorDash from here worst pizza I've ever had, inedible. The crust was so hard and tasteless and the pizza was left wet to the point I couldn't bite it with my hands needed a fork and knife. The veggies were borderline raw. And I ordered an artichoke dip, the crackers that come with it were so unbelievably salty also inedible. The dip itself was pretty good but man all that for a meal like this...disgraceful. read more

Hillary's Chicago Pizza - Pizza Near Me - St. Augustine, Florida

My husband heard good things about their deep dish so we made the trip to give them a try. It's located in a strip mall so there's plenty of parking, especially because there are some stores that look shut down. It's on the smaller side but there's plenty of room for each space with their layout. We of course got the deep dish so we needed an app to tide us over. We split the pizza, which was pretty decent but could use a better balance of cheese and sauce. Service was good. If we're in the area, we might stop in. read more

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! read more

See all

We moved here from the Chicago area 4 years ago and I haven't been able to find a "true" Italian Beef sandwich since, that is until now. They have the real deal here and it was delicious. She had the meatball app and it was very tasty too. The service was great, I believe Diane was her name and she was a one woman show on a Sunday afternoon and she was all over the place but she never forgot about us. We felt like we were the only table she had. On top of that there was a lady at the bar who had been waiting a long time for her pizza and without any complaining from her, Diane brought her a comp dessert for her patience. That was awesome! The place feels very authentic Chicago, very casual and laid back. I can't wait to go back for some feel dish! read more

Amazing. This is what I miss most about Chicago. Don't waste your time with deep dish. It's a tourist trap and just mediocre (I didn't try Hillary's, it may be amazing, idk). The thin crust pie is the real Chicago gem. This was just what I use to eat back home. Thanks for bringing back some good memories. read more

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... read more

See all

Most random pizza find I've ever had...but the most enjoyable! Great thin crust pizza, craft beer, and even got a visit from the owners husband with beer tastings! Bruce was a hoot and gave us some good advice for our travels! Great service and the vibe was low key and enjoyable! read more

Great deep dish pizza! Probably the best deep dish pizza in Florida! Call ahead to order but well worth it. The staff is very friendly and extremely helpful. I like the atmosphere as well. read more

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! read more

See all

We went to Hillary's based on Yelp reviews and the longing for Chicago pizza and Italian beef. We ordered both and were disappointed. The food was good, not great and not cheap, although the quality of the food was good. Maybe it was an off day. The restaurant and bathroom were clean and the owners were very nice. read more

Came down for a yelp event and decided to eat here first. Super unassuming location but pizza really delivered. Ordered the monthly special brisket pie and the hot honey. Both delicious on the Chicago crust. Super crispy and tasty. They had Prosecco on tap which was so tasty. We also tried the dessert special cheesecakes made by a local chef. The chocolate covered key lime was legit. We will def be back. Love the place and the owners were so nice!! read more

See all

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! read more

Hillary's Chicago Pizza - Italian Beef - Thin Crust Pizza - Pizza Near Me - St. Augustine, Florida

Best pizza in St Augustine by a mile! We had the Chicago deep dish pizza, which was truly amazing. Did not try the thin crust pizza (yet). Great beer selection on tap (24 to choose from). Great service too. Highly recommended!! read more

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 !! read more

Hillary's Chicago Pizza - 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. - Pizza Near Me - St. Augustine, Florida

See all

I got the "personal" chicago deep dish pizza and it was delicious, I loved it! Very flavorful, from the crisp crust, the sauce had a kick, and the cheese was generous. I'd definitely grab carryout again. I'd recommend calling ahead because it takes a while to cook. The dining area is also very small. I actually got 4 meals out the "personal" pizza. Great deal for $16. read more

Simply amazing experience! Deep dish pizza was devine, local fundraiser going on, owner shared some great stories ... this is truly a St. Augustine gem! :-) read more

The deep dish pizza here was authentic and absolutely delicious! Perfect crust, amazing sauce, and plenty of cheese. The owner was so nice and welcoming, which made the experience even better. Definitely recommend! read more

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

Probably the best Chicago Beef sandwich in all of Florida...and that includes the Portillo franchise. Authentic as it gets with rolls and giardinieri from Chicago. Owner was super friendly and the place has good Chicago decor. I did t have a beer but they seem to have a good selection. We didn't do the deep pizza but went thin crust cheese. It was good but not to the level of the sandwich. Could have used some toppings and next time will try the sausage on it, also brought in from Chicago. Don't let the strip mall fool you into thinking the location can't live up to the standards. read more

I visited Hillary's Chicago pizza in St. Augustine today. This place is small but very homey and the people are very friendly and welcoming. I ordered a Chicago deep dish pizza and was told that it was going to take 45 minutes to an hour. This is normal for deep dish that is done properly and from scratch. The pizza was very tasty with plenty of ingredients. The sauce had a little wine flavor, which is indicative of homemade sauce. The crust was amazing and the pie was cooked to perfection. They also have deep dish slices which take less time and may be more appropriate for a quick lunch. The thin crust from what I saw from others seemed very thin and crispy. The Chicago Italian beef also looked good. The place also offers wine and beer. Overall it was a very pleasant experience and the food was very good. If I'm in the area again I'll definitely get back to Hillary's Chicago Pizza. read more

Hillary's Chicago Pizza - Deep dish pizza - Pizza Near Me - St. Augustine, Florida

** New business in St Augustine ** Family run and operated! Great add to the ancient city ... authentic Chicago style pizza is here at last! Deep dish not for you ... thin crust is available too! Menu options are expanding. Hours are expanding! Great service and a fun place to go hang, have a drink and TALK with friends while your pizza is made to order!!! read more

See all

Pizza is awesome! They use Torano bread from Chicago for their beef and sausage sandwiches! We travel 60 minutes down from Fleming Island for a taste of Chicago. read more

We have eaten here many times and the pizzas are consistently delicious. We are a divided house. My husband prefers the deep dish and I prefer the tavern style so we take turns. Hillary's makes a delicious crust thick or thin. One server working and she took care of everyone. It was 2:30 on a Saturday afternoon. Almost every table was full. It is all decorated for Christmas right now and there are holiday lights and decorations. It looks very festive. If it wasn't for the waistline situation, we would eat here every week. read more

Hillary's Chicago Pizza - Meatball and Onion Tavern Pizza - Pizza Near Me - St. Augustine, Florida

See all

Pizza isn't bad. Sauce was good. We had a pan pizza. The crust was thinner than we typically got back in Chicago. Saw a thin crust come out looked pretty thin. read more

This is a different vibe restaurant. Fairly small with a bar. The food was good. I'm not the biggest fan of Chicago pizza but my wife had never tried it. Owners are very nice read more

HCP is a laid back place to grab cool drink or some good food. Friendly staff, great environment, large meatballs. Would recommend. read more

Hillary's Chicago Pizza - Pizza Near Me - St. Augustine, Florida

Order ahead because it literally takes 60 minutes to make your deep dish pizza. But the wait is worth it and the pizza is pretty representative of the Chicago favorite. Service was very attentive. Selection of craft beers also good. Small interior but saw lots of people ordering pickup. read more

See all

We tried Hillary's deep dish Chicago style pizza in the past by takeout, and it was amazing, so I was really excited to visit for a sit down meal at their location in the Barnes and Noble strip mall, where B&D used to be. Hillary's has their sign in place now so there should be no trouble locating them. Which is good news, because you're going to want to locate them, whether you dine in or take out. This time I tried the thin crust style pizza and let me tell you, it was amazing. Paper thin cornmeal crust with plenty of high-quality cheese and a delicious sauce, sheer perfection. I had originally planned to save half to take home for lunch the next day, but between my wife and I we finished it off with no regrets. We also tried the Chicago beef, which was excellent, and the pretzel with beer cheese. The only complaint is they need to give us more cheese sauce! Meatball sub with homemade meatballs-delicious. The artichoke dip was also excellent, but the star of the 'side' show is the creamy garlic dressing you can get with your salad. We did ask for more of that and it was happily provided. In fact, service was excellent overall, conducted with a smile and genuine welcome. Pros: Plenty of parking in the strip mall, and an extensive draft beer collection! Cons: You may gain weight, but you won't mind. Can't wait to go back! read more

See all

*online order only We ordered the Chicago-thin & cheese personal deep dish. Although I usually love deep dish, if we were to go back we would just get the thin crust. The sauce on the deep dish was delicious... but the crust had absolutely NO flavor. :( read more

Hillary's Chicago Pizza - Chicago-thin & cheese deep dish w bland crust - Pizza Near Me - St. Augustine, Florida

Alls was great. Went before Chicago concert. Pizza was good. Waitress surprised me with a special Chicago staple. Thanks again..... we'll be back!!!!! read more