Where to Get the Best Calzones in Chicago

So here’s the deal. Chicago is known for pizza (hello, deep dish nirvana). But the often looked-over little brother of ‘za? The calzone! As a society, we tend to forget about this Italian oven-baked folded slice of heaven. But if you’re in a serious pizza rut, you might be inspired by one (or all) of these amazing calzones.

Damenzo’s Pizza

2324 W Taylor St, Chicago, IL 60612

BYOC (build your own calzone) at this neighborhood pizzeria. They offer fresh, made to order ‘zones with mouthwatering toppings and signature crusts. Get a small for $6.98 or a large for $9.99 with your choice of any classic ingredient for $1.00 each. 


Bar Siena

832 W Randolph St, Chicago, IL 60607


The best hangover cure: a bloody mary and Bar Siena’s breakfast calzone. Trust us on this one. You get a perfect blend of breakfast sausage, cheddar cheese, scrambled eggs, cherrywood smoked bacon, and spicy tomato sauce for $22. Eat this and you’ll feel like a million bucks. Or at least human again. 

Spacca Napoli Pizzeria

1769 W Sunnyside Ave Chicago, IL

Two words. Calzone Ripieno. Cue the drool face emoji. With ingredients like fior di latte, sweet salami, fluffy ricotta, black pepper, and olive oil for $20 … it’s a vibe.

Waldo Cooney’s Pizza

3651 E 106th St Chicago, IL

Variety is the spice of life, right? Well, you certainly have ~options~ at Waldo! Create a calzone masterpiece with mix and match ingredients like shrimp and jalapenos. Or anchovies and pineapple. Heck, even black olives and BBQ sauce. No combination is off-limits here! Your basic calzone starts at $10.50. 

Happy Camper

3458 N Clark St Chicago, IL

Veggie lovers! There’s a good chance you’ll fall head over heels for Happy’s Veggie Calzone. Packed with portobellos, artichoke hearts, black olives, sun-dried tomatoes, mozzarella, and marinara for $15. Now that’s a lineup we love. 


938 W Webster Ave, Chicago, IL

Where’s my carnivore crew at? Homeslice has a bunch of meat-focused calzones to choose from like the Meatball, Turkey, or Smoked Ham & Avocado for $16 each. Would it be wrong to order all three? We think not. And yes, we know Homeslice and Happy Camper are under the same ownership so get the meats here and the veggies there and stop complaining to us. 

Pizzeria Serio

1708 W Belmont Ave, Chicago, IL

This popular local pizza joint has seriously good pies. But their calzones are where it’s at. You can start with a cheese calzone for $14 and stuff it full of toppings for an extra $2 per ingredient. 

Featured Image Credit: Roberto Valvida on Unsplash

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