Bob’S Pizza Information

When you're in the mood for some seriously delicious pizza, Bob’s Pizza in Chicago is a spot that should be at the top of your list. Tucked away at 1659 W 21st St, this charming neighborhood joint has been serving up mouthwatering pies to locals and visitors alike. It’s one of those places where you can easily imagine yourself coming back over and over for another slice, especially if you appreciate a cozy, unpretentious vibe that focuses more on the quality of the food than the fluff of trendy decor.

The menu here is straightforward, but that’s part of the beauty. You won’t find any outlandish combinations or gimmicks - just good, honest pizza made from fresh ingredients. Whether you're a fan of a classic Margherita or you’re craving something with a bit more punch, like their pepperoni or sausage, Bob’s has got you covered. The crust? Perfectly crispy on the outside, soft and chewy on the inside, providing that perfect balance you’ll crave with every bite. It’s not too thick, not too thin - just right, especially when paired with their signature tangy tomato sauce and a healthy layer of melted cheese.

One standout is their deep-dish pizza, a Chicago classic, and Bob’s version does it justice. The layers of cheese and sauce are a comforting, hearty indulgence that you’ll be dreaming about long after your meal. And for those who prefer something a little lighter, they offer a fantastic thin-crust pizza that has that satisfying crunch but still holds its own under the toppings.

What really makes the experience at Bob’s Pizza special isn’t just the food; it’s the friendly, down-to-earth atmosphere. You can tell that the staff genuinely cares about making your dining experience enjoyable, with plenty of regulars coming in for a quick bite or grabbing a pie to-go. The service is casual and attentive, and the vibe of the place makes you feel like part of the neighborhood.

The restaurant's location, while not on the bustling main streets, is a hidden gem. It’s got that perfect blend of being just far enough from the tourist-heavy areas to feel like you’ve discovered a local favorite, but still conveniently close enough to make it an easy stop when you’re in the area. It’s the kind of place where you can bring the family for a fun, laid-back meal or meet up with friends for a casual night out.

If you're looking for a place that combines fantastic pizza with a no-fuss atmosphere, Bob’s Pizza is a must-try. With its honest, delicious food and welcoming vibe, it’s easy to see why this spot has earned a loyal following over the years. Whether you're in the mood for a quick slice or an entire pie to share, you can’t go wrong with a visit to this Chicago favorite.

Most Popular Dishes

  • Bob's Pepperoni Pizza $28.00

Premium pepperoni, tomato sauce, premium mozzarella cheese, fresh basil.

  • Bob's Sausage Pizza $28.00

Locally sourced Italian pork sausage, tomato sauce, premium mozzarella cheese, side of pickled onions (*contains pork)

  • Pickle Pizza $28.00

Mortadella, garlic cream sauce, house dill pickles, premium mozzarella cheese, fresh dill (*contains pork. made vegetarian upon request)

  • Smoked Chicken Sausage Pizza $29.00

Smoked chicken sausage, sun-dried tomatoes, fresh spinach, goat cheese, premium mozzarella cheese, tomato sauce, garlic honey

  • Wild Mushroom Pizza $27.00

Roasted seasonal wild mushrooms, garlic cream sauce, onions, premium mozzarella cheese, brie cheese, white balsamic

  • Spinach Pesto & Stracciatella Pizza $31.00

Prosciutto, spinach pesto, sun-dried tomatoes, stracciatella cheese, premium mozzarella cheese, baby arugula. (*contains pine nuts) (*contains pork. made vegetarian upon request)

  • Bob's Margherita Pizza $27.00

Vine-ripe tomato, stracciatella cheese, fresh basil, white balsamic.

  • BBQ Pastrami Pizza $29.00

sliced beef pastrami, smoky BBQ sauce, premium mozzarella, swiss cheese, pickled onions

Open Times

Monday 04:00 PM - 09:00 PM

Tuesday 04:00 PM - 09:00 PM

Wednesday 04:00 PM - 09:00 PM

Thursday 04:00 PM - 09:00 PM

Friday 04:00 PM - 09:00 PM

Saturday 04:00 PM - 09:00 PM

Sunday 04:00 PM - 09:00 PM

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Location & Contact

Contact Details

  • 1659 W 21st St, Chicago, IL 60608, United States
  • Right Now :
  • +1 312-600-6155

What People's Say About Place

Absolutely loved our meal here! The spinach pesto pizza was bursting with flavor and the Parmesan garlic fries were perfectly crispy and delicious. The pizzas are generous in size and the crust is easily one of the best I’ve tasted. Can’t wait to come back for more!

Bob’s Pizza is a great place to enjoy fresh and tasty pizza. The restaurant offers a variety of pizza options with flavorful toppings and a crispy crust. Many customers enjoy the rich taste of the sauce and the generous amount of cheese used on the pizzas. The atmosphere is usually friendly and welcoming, making it a nice place to eat with friends or family. The staff is often helpful and works to serve customers quickly. Sometimes the wait time can be a little longer during busy hours, but the quality of the food usually makes it worth it. Overall, Bob’s Pizza is a good spot to grab a satisfying slice or a full pizza meal.

Bob’s Pizza is one of those places that immediately makes you feel like you’ve stumbled upon a neighborhood gem. The ambiance is relaxed and inviting, with the smell of bubbling cheese, charred crust, and sizzling toppings drifting through the air the second you walk in. It’s the kind of place that feels both familiar and exciting, like your favorite childhood pizza joint. We went with the sausage pizza, and honestly, it blew our expectations out of the water. The presentation was simple and classic, but every element was crafted with clear attention to detail. The crust was perfectly thin and crisp along the edges, with just the right amount of chew toward the center. It had that beautiful wood-fired blistering that adds a hint of smokiness with every bite. The sausage itself was the standout, juicy, slightly spicy, and full of flavor. You could taste the fennel and garlic, and it was crumbled generously across the pizza, ensuring every slice was packed with savory bites. The tomato sauce was bright and tangy, balanced with a slight sweetness that played beautifully against the richness of the sausage. The cheese was gooey and melty, pulling apart in perfect strings, and served piping hot, it melted in your mouth with each bite. This pizza transported me back to late nights in the city, grabbing slices with friends after a show, comforting, nostalgic, and completely satisfying. For anyone who appreciates a high-quality pizza made with care, Bob’s Pizza is an absolute must-visit. Don’t skip the sausage, it might just become your new favorite.

Would recommend! The place has a cool vibe inside and the workers were nice. We got a half cheese half sausage+pepperoni pizza, regular fries, and garlic parm fries. The pizza is a generous size. It says it feeds 2-3, my girlfriend and I only ate half and had leftovers. The pizza was SO GOOD, though it is pretty greasy, so be prepared to either dab some off with a paper towel or let it run off the pizza. The garlic parm fries were delicious, the regular ones are pretty average. We dined in so everything came out piping hot and fresh. Definitely will be back!

Bob really knows what he’s doing…that’s all I gotta say! The cheese pizza and pickle pizza are delicious (trust me on the pickle)! The wings are perfection, both the garlic and the hot flavors, and the salads-especially the arugula one-were delicious. The garlic parmesan and herb fries are simply what dreams are made of. Everything we tried here, through and through, was delicious and the staff there are friendly and accommodating! Fair warning: the parking sucks and it takes time to find a spot if you’re planning on dining in. Otherwise, we’ll be returning again and again!

The margarita pizza is amazing. The chicken sausage pizza is good. The beef pastrami would not recommend, the flavors did not work. They have a great happy hour deal M-T that you can’t pass up. Looking forward to trying all the items in their specialty menu.

Casual neighborhood restaurant, street parking wasn't hard to find and if dinning in you order at the counter and seat yourself. Went here specifically for the pickle pizza and it did not disappoint, perfect crust and just the right amount of pickles without being too much. We also had the wings which had a delicious smokey sweet heat and herb parmesan fries that were perfectly seasoned. The staff was very friendly and the food was made fresh to order, served hot in about 15 minutes.

Pizza is great! The famous Pickle Pizza lives up to the hype and the crust is so unique - chewy and flavorful. They have a BOGO happy hour from 4-5pm, so you can buy one pizza and get the second free for both dine-in and carry out (but not delivery). It’s BYOB and there’s a corner market across the street if you forget to bring a drink but would like one. The staff was really friendly and flavorful “Pilsen-style” pizza crust makes it worth a trip! The slices are huge and filling, so a pizza easily feeds 2-3 people. It’s easily accessible by the Ashland (9) bus as well!

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