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    Old Chicago Pizza

    4.2 (948 reviews)
    Closed 11:30 am - 9:00 pm

    Old Chicago Pizza Photos

    Business Info

    OLD CHICAGO PIZZA ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Good for groups
    Good for kids

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    Recommended Reviews - Old Chicago Pizza

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    1/2 Lisa Iskin Salad for One
    Elizabeth A.

    Listen, this is a classic in Petaluma. Yes, it can take 30 min to get your order cooked, but it's worth it! My husband and I order a medium combination deep dish and we end up taking half of it home - pizza is still as good the next day. Don't bypass the Ranch! It's so good! Also, the salads are yummy too - good portions, sometimes i'll share my small salad. I recommend the Lisa Iskin Salad because it comes with lots of veggies. Staff is always friendly. The large windows make it a lively ambience. Parking can sometimes be tricky, especially if it's the weekend.

    You know the pizza is bomb when it gets murdered like this.
    Peter T.

    Im not from the area, but this is the best pizza I've ever had! Also, Abril is probably the best waitress I've ever had too!

    Medium 4 topping deep dish: sausage, pepperoni, green bell peppers, mushrooms
    Drea U.

    If you're looking for authentic deep-dish pizza, this is the place to go! While it's a bit on the pricier side, it's absolutely worth every bite. We ordered a medium 2-topping pizza and a medium 4-topping pizza, which came out to about $31-$34 each, depending on the toppings. The portions are HUGE--each slice is super filling (basically like eating two regular slices). They're also very generous with the toppings, so if you prefer lighter toppings, be sure to let them know when ordering. The deep-dish pizza is loaded with cheese, so if you're not a fan of extra cheesy pizza, keep that in mind. The service was excellent, the ambiance was cozy, and the food was a solid 10/10. Plus, we had plenty of leftovers to enjoy later. If you're craving some quality deep-dish comfort food, I highly recommend checking this place out!

    Small Italian salad. So fresh.
    Judy H.

    Came in on a Friday around 6pm. We wanted to order a pizza to go. This restaurant is up two flights of stairs and is super cute. There is a small bar area and an open dining area with about 14 tables. And looks to be an area for large groups in the back. Ordered a medium deep dish two topping Chicago style with a small Italian salad with house Italian dressing. We were told it would be a 45 minute wait so we waited at the small bar area and had a beer and a "not your father's root beer" (very dangerous choice as it tasted like a craft root beer) when our pizza was ready Karen at the register told us and got our salad ready to go. Wowowowow....the pizza...well crafted. The sauce was rich and full of flavor and the toppings were generous. The cheese was overflowing with deliciousness. The medium is definitely more than needed by two people not looking for leftovers. A small would have been sufficient. The salad (small) was plenty for two. Definitely a place we will revisit for pizza when in the Petaluma area. We could only find street parking but it was great as we found a space just around the corner.

    Lisa salad-BIG salad on a little plate

    Went for lunch today with friends. Almost walked right past it. There is a sign pointing to the upper level but I missed it. Seriously great old architecture, big windows, exposed brick. Lots of character. Service was OK. Place was busy but not packed. The salads were good and were brought out quickly. Pizza's took longer naturally. The other 3 all got pizzas that they really enjoyed. A fun place to have lunch on a weekend.

    Menu January 2024
    Katy Z.

    Located on the top floor above the Christmas shop, there were about 4 other tables when we arrived on a Monday night. We were debating on which size pizza to get and whether we wanted to grab any drinks or sides. The beers they had on tap were just IPAs , which didn't really intrigue me at that time. We ended up ordering 2 sangrias ($8/ per pint size over ice). We are both fans of sangria and surprisingly this one was pretty good. It was the Beso Del Sol Red Sangria topped with an orange slice. It is a tad on the sweeter side, but sangrias are usually sweeter anyways, plus the ice helped tone it down a little bit. I would order this again, and I even went online to see where you could purchase it and it seems like it is very limited just a few places :/ For the food, we ended getting a medium deep dish pizza with mushrooms, bell peppers, onion and sausage ($31.35). We were considering a small earlier but since we got sangrias we figured why not get a bigger pizza. The server did try to get us to consider getting an appetizer or salad since the deep dish was going to take 25 minutes but we were okay with just sipping on our drinks and waiting. When the pizza arrived we were ready to dig in! Before I could take a photo of the full pizza, the server already took the pizza server tool to help place our pizza slice on a plate. On the table there were the standard red pepper flakes, parmesan cheese, salt and pepper. She asked if we wanted any ranch on the side which I opted for. The side of Ranch was not listed on their menu so when she offered it I did not know they even had it. When the bill came, I did notice they charge $1 for each side of ranch so FYI there. The pizza was overflowing with all the toppings (I can see why they say try to limit to less toppings on their menu). When the server placed the slice on the plate, the cheese was being pulled all over, the sign of a good deep dish pizza. The pizza felt light and heavy at the same time. The toppings with the cheese made it heavy, but the pizza dough was lighter. The crust had the crunch but not so hard that it was difficult to bite down on. I may opt for one less topping next time in hopes of getting more mushroom on it :) Overall, we enjoyed our drinks and food and would definitely come back and dine again. This pizza joint is definitely a chill place to just come by and have a slice of pizza after a long day. Parking wasn't too difficult to find on a Monday, but unsure how it would be on other days.

    Half garlic and cheese, half pepperoni
    Gabe B.

    Fantastic pizza, you only need a slice or two, salad was excellent and the ambiance was as nostalgic as can be. Service was great, very friendly and attentive. Looking forward to our next visit.

    Large, double crust, pepperoni and olives
    Heidi M.

    Love the atmosphere! The brick walls, large windows and old wood bar. The waitress was great, attentive and served every thing fresh! The pizza is delicious! We got the double crust with pepperoni and olives. One slice and we were full but we got a large pizza so we have more for later! Definitely a must if you love pizza!!!

    Large dip dish
    Sarah L.

    Disclaimer: I'm not someone who likes deep dish pizza and my only experience with it is Zachary's and a famous pizza place in Chicago (sorry, I can't remember the name). Summary: I'd bring friends here. I recommend this place. Anyway with that said, I enjoyed my food. We ordered a garlic bread and a large deep dish - half Hawaiian (Canadian ham and pineapples) and the other half with bell pepper, mushrooms, olives, lots of pepperoni. I did not like the Hawaiian side - pineapples were good but what I did not like is the lack of meat (maybe my slice didn't have enough or it was probably just drowning from sauce) and over saturation of sauce. Overall, I did not think the pineapple was a good topping for that pizza. I didn't bother finishing that slice. On the other hand, I enjoyed the other half. For some reason, I did not have that over saturation of sauce issue. It was rather perfect! I could taste all the toppings and there was good amount of meat. Oh and did I mention already, that pizza was oozing mozzarella. Another issue that ruined the experience a little bit is the knife - mine was dull. So I had difficulty cutting my slice. It was difficult enough that my friend mentioned it to me at the end how he saw me struggling. (Note: I did not tell him about the knife, I thought I could work with it without looking helpless.) The garlic bread, I'd order it again. Soft and moist bread. Enough garlic. Warm. I would eat it with pasta. I had to control myself from eating it otherwise I would have been full by the time the pizza came. Our server is great! Sadly, I did not get her name. The only thing I'd recommend for all servers if this is not the practice already - is to inform especially new timers, as we informed her as our case, they charge for sauces like ranch, blue cheese, etc. Had I known that was the case, I would have informed her I don't need one. In fact we did not even finish one container, since I don't use ranch. Such a waste. A teabag is $3.50?! That's insane! Common! They offer beers and wine both white and red. The place is located on the second floor. Stairs are right outside Fantasia boutique. You won't miss the access to the stairs as it's by the walkway. I would describe the place as diner type of place - good for families. Relaxed vibe.

    Nice view
    Samuel C.

    It's 9 pm and this place isn't too quiet or loud, with nice food and pizza! The employees in this small comfortable restaurant are always checking on you and making sure you get what you ordered. I love it here, it's a shame it's 2 hours from my home

    four topping large deep dish
    Liz B.

    I was worried the deep dish would be too overpowered by sauce/cheese but it was the perfect amount. Located in the middle of downtown so be prepared for a wait, but there's tons to do around while you wait. As for portion, one slice of the large deep dish was just right for me and I wasn't overly full.

    Yuli O.

    Old chicago has the best deep dish in the bay area! I've tried a few other locations and will say without hesitation that this is the best. My friend and I came in on a Thursday evening. It was a bit busy, but we were quickly seated. We ordered a side salad (not pictured) and deep dish cheese pizza. We also got a few sides of ranch for our pizza. The salad came out pretty quickly and the vegetables tasted fresh and crispy. There was nothing special about the salad but it was a good appetizer for the cheesy pizza. The pizzas here take longer to bake, so don't come in expecting it to be ready right away. The tables have a holder for the pizza and there is a candle in the center to keep your pizza warm. The waitress serves you your first slice which is very sweet. Everything about the pizzas here is delicious! The crust is super flaky and not too thick. I've never had the crust here be undercooked or over cooked which deep dish is more prone to. The sauce is very flavorful and I find that it's slightly more chunky than at other places which i love. The cheese is stretchy, melty, and abundant. Their ranch tastes like it's made in house and pairs very well with the pizza! I definitely recommend stopping by!

    THE BEST!!!

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    Amazing service and amazing food, one of the best places to go in Petaluma. Love the old school vibe

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    2 years ago

    BEST PIZZA EVER! Its a family favorite. The deep dish is incredible. Its such a cool atmosphere too. Its always a go to for us.

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    3 years ago

    Ricky is an amazing server! He funny, kind, and knew the menu well. The pizza was delicious. Prices are great. Highly recommend!

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    Page 4 of 24

    Old Chicago Pizza Reviews in Other Languages

    Ask the Community - Old Chicago Pizza

    Does the restaurant have an elevator?

    Yes

    Does anyone know why the Old Chicago takeout/Delivery on McDowell Blvd. change it's name to "The Chicago Pizzeria"?

    They use to be affiliated with Old Chicago but then they weren't so they had to change their name, hence going from "Old" to "The" and "pizza" to "pizzeria" still playing on the popularity of the "Chicaco" & the original pizza business, trying to… 

    View All 4 Questions

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    4.3
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    We were on our way back from our Saturday trip north when we reached Petaluma and decided to stop…read moreat Lagunitas for a cold beer and some food. It had been a while since we had last come here, so it was fun to be back and enjoy some of our favorite beers. It was a beautiful day, and they had live music. They also had a couple of large-screen TVs set up showing the World Cup game. Our server was very helpful, answering our questions about beer and bringing us a couple of samples before deciding what to order. I asked for my favorite light beer, DayTime, and we decided to share an order of chicken wings, fries, and their P-Town Chop Salad. The beer was as good as I remembered, and the food was well-made and delicious, especially the wings (with Buffalo sauce). They allow dogs, as long as they are well-behaved and on a leash, so our little guy had fun saying hello to a couple of dogs that were sitting nearby in between his breaks from begging for treats from the table. We spent a couple of hours there before heading home.

    We were there on a Sunday at open as a FAREWELL after a friend's wedding. The pitchers the groom…read moreordered were delicious -- but I am a massive IPA fan. The giant pretzel and potatoes were really delightful after a night of drinking and dancing, and the perfect amount to share before a drive back south to LA. I would love to come back and enjoy the patio area more -- there are so many gorgeous plants and it feels like a little slice of heaven.

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    Taps on the River

    Taps on the River

    3.5
    (458 reviews)
    0.1 mi
    $$

    Since moving here from sweet home Alabama, we've been enjoying taking little day trips and…read morediscovering new places. This weekend we made our way over to Petaluma and found the cutest little spot right on the water--Taps on the River. We grabbed a table outside, and goodness, it was just so peaceful. A nice breeze, pretty views, and some of the friendliest service you could ask for. We started with the Shishito Peppers and the Peach Salad, and they were both absolutely wonderful. I had the Korean Short Ribs, and my hubby ordered the Squash Burger. Bless their hearts..... they sure know how to cook! Every bite was delicious. I also treated myself to a Dunkel beer, which is mighty hard to find, and I just loved it! We'll most definitely be making our way back to Taps on the River. If you find yourself over in Petaluma, I'd sure recommend stopping by. It's one of those places that just makes you want to sit a spell, enjoy the view, and savor a good meal.

    It was a beautiful evening on the Petaluma River. We got a nice table on the far side of the…read morerestaurant. It was isolated and quiet which I liked. I started with the Westmalle (Belgian) Tripel beer. It was the best part of my meal. I ordered the Sasquash burger which is a burger with bacon and a squash ring. Our server recommended it. It was okay (3 stars). I'm not sure that a thick piece of squash on a burger really works. One of my dining partners ordered the fish and chips (3 stars). She said it was okay. Her favorite fish and chips is at Finnegan's in Novato. My daughter ordered the caesar wrap. I tried it. It was the best meal on the table (4.5 stars). Our server was very good (5 stars). I wish this place was better. I might come back again. I like the selection of beers. I would be willing to give it another try.

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    PROST!

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    PROST!
    The Block

    The Block

    4.2
    (206 reviews)
    0.3 mi
    $$

    This was such a major disappointment! I came here on a Sunday evening with my boyfriend before…read moregoing to a concert at Mystic Theatre. I had been to the block before about a few years earlier and remember it being lively and fun filled with a handful of food options and a packed bar. This time, the establishment was almost completely empty with only two food options: the barbecue or the pizza. Both menus were extremely limited in terms of available options. I went with the barbecue platter and my boyfriend went with two slices of pepperoni pizza. While the pizza was decent, but nothing to write home about, I would never order that barbecue platter again. First of all, the mac & cheese that it came with was more like overcooked buttered noodles without seasoning. The pulled pork and the coleslaw tasted old as if it had been sitting out at room temp. I also thought it was weird that they gave me potato chips as another side, but to eat their own. The only thing I actually enjoyed were the side of pickles and who knows if those were even made or from a jar. It was cold outside, so we decided to sit under the enclosed portion of the building and flies swarmed us - they were everywhere and we were continuously swatting our hands around to try to get any relief. It was miserable experience and as soon as we were done eating, we just wanted to leave. I can see why people were not here after the disappointment my boyfriend and I felt.

    Exploring all the breweries in a smaller town like Petaluma doesn't take much time. Ads for Two…read moreRock Brewing led me here, their hours weren't correct online so I had to come back later the same day. This is a shared outdoor event space with restaurants, bars, and stage for live music. There was a good amount of people there, probably gets busier during events. I asked the bar about the brewery and was told there was currently only one selection from them on tap which was disappointing. It wasn't the most comfortable place to enjoy a beer either. Even if there had been more to experience, I probably wouldn't have bothered going back. One other note, the restrooms are singles and with so many people there was a long wait to use one. I'd imagine that'd be worse when busy.

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