Food & Drink

Calzone Crawl: Get Your Fill of Chicago’s 9 Best Spots!

When it comes to finding the best calzones in Chicago, there are plenty of options to choose from.

Whether you're a lifelong resident or just visiting the city for the first time, you're sure to find a spot that satisfies your craving for this delicious Italian dish.

From classic calzones filled with gooey cheese and savory meats to more inventive versions featuring fresh veggies and unique sauces, there's no shortage of variety when it comes to this tasty treat.

And with so many different restaurants and pizzerias serving up their own take on the calzone, you're sure to find one that suits your taste buds perfectly.

But with so many options available, it can be tough to decide where to start your calzone quest. That's why we've put together this guide to the best places for calzones in Chicago, highlighting some of our favorite spots throughout the city.

Whether you're looking for a casual takeout joint or a sit-down restaurant with a cozy atmosphere, we've got you covered. So sit back, relax, and get ready to indulge in some of the best calzones the Windy City has to offer.

1. Spacca Napoli Pizzeria

Spacca Napoli Pizzeria
1769 W Sunnyside Ave, Chicago, IL 60640 (Google Maps)

Spacca Napoli Pizzeria is a must-visit for anyone who loves authentic Italian-style pizza.

With a wide variety of toppings to choose from, their Neapolitan-style thin-crust pizzas are cooked to perfection in a brick oven.

The service is excellent, and the rustic atmosphere of the restaurant adds to the overall experience.

If you're in the mood for something other than pizza, they also offer delicious calzones. Don't miss out on this gem of a pizzeria.

2. Lou Malnati's Pizzeria – South Loop

Lou Malnati's Pizzeria - South Loop
805 S State St, Chicago, IL 60605 (Google Maps)

Lou Malnati's Pizzeria – South Loop is a family-owned local chain offering Italian classics and Chicago-style deep-dish pizzas with buttery crusts.

The restaurant is known for its signature crust and delicious calzones. The staff is friendly and attentive, and the environment is clean and inviting.

The menu offers a variety of options, including gluten-free pizza and salads. Although the wait can be long on busy nights, the food is worth it.

If you're in the mood for authentic Chicago-style pizza, Lou Malnati's Pizzeria – South Loop is a must-visit.

3. Bongiorno's Cucina Italiana & Pizzeria

Bongiorno's Cucina Italiana & Pizzeria
405 N Wabash Ave, Chicago, IL 60611 (Google Maps)

Bongiorno's Cucina Italiana & Pizzeria offers authentic and delicious calzone and pizza.

The crust is light and fresh, and the toppings are generous. They also have a variety of desserts such as gelato, tiramisu, cannolis, and cookies.

The service is fast and friendly, and the prices are very reasonable.

The small location has about 10 tables inside and outside, but it's worth the visit for some fantastic food.

4. Forno Rosso Pizzeria Napoletana

Forno Rosso Pizzeria Napoletana
1048 W Randolph St, Chicago, IL 60607 (Google Maps)

Forno Rosso Pizzeria Napoletana is a must-visit spot for calzone lovers.

The restaurant offers authentic Italian ingredients that create a distinct and delicious flavor in their calzones. The service is impressive and the staff is friendly.

The restaurant also offers a great selection of pizzas and salads. The wood-fired oven gives the crust a unique texture and taste.

The ambience of the restaurant is great, making it a perfect spot for a casual night out with friends or family.

5. Pizzeria Serio

Pizzeria Serio
1708 W Belmont Ave, Chicago, IL 60657 (Google Maps)

Looking for a place that serves delicious calzones in a modern setting with a full bar and brick-oven pizzas, Pizzeria Serio is the perfect spot for you.

With a wide range of toppings, from sweet heat to devil in the white city, their calzones are a must-try.

The thin crust pizzas are also a hit among visitors, and the baked goat cheese marinara is a great appetizer to start with.

The staff is friendly and attentive, adding to the overall enjoyable experience at Pizzeria Serio.

6. Pizzeria Aroma

Pizzeria Aroma
5350 N Broadway, Chicago, IL 60640 (Google Maps)

Pizzeria Aroma is a small, unassuming Italian joint that offers a variety of delicious calzones. The calzones are made with fresh ingredients and cooked to perfection, resulting in a crispy crust and a gooey filling.

The restaurant also offers a range of other Italian dishes, including pizza, pasta, and salads.

The ambiance is cozy and welcoming, making it a great spot for a casual meal with friends or family. The service is friendly and attentive, and the prices are reasonable.

If you're looking for a tasty calzone in a relaxed setting, Pizzeria Aroma is definitely worth checking out.

7. Pazza Pizza

Pazza Pizza
1543 N Sedgwick St, Chicago, IL 60610 (Google Maps)

Pazza Pizza is a low-key spot that serves up delicious pizzas and calzones.

The staff is friendly and welcoming, making for a great dining experience. The crust is thin and crispy, with a chewy texture that is just right.

The Buffalo chicken and Italian beef pizzas are must-tries, with fresh ingredients that make the flavors pop.

The prices are a bit high, but the quality of the food is worth it. If you're looking for a great pizza place in town, Pazza Pizza is definitely worth a visit.

8. Stunod's Pizzeria & Buddy's Italian Ice

Stunod's Pizzeria & Buddy's Italian Ice
6535 W 63rd St, Chicago, IL 60638 (Google Maps)

Stunod's Pizzeria & Buddy's Italian Ice is a must-visit place for calzone lovers. Their pizza is fantastic, with a perfect crust and fresh ingredients.

The breaded steak is also delicious, and the fries are cooked to perfection. The Italian ice is a must-try, and the wings are very good.

The staff is friendly and provides great service. The atmosphere is casual and family-friendly, making it a great place to dine with your loved ones.

Stunod's Pizzeria & Buddy's Italian Ice is definitely worth a visit for anyone looking for a great calzone experience.

9. My Pi Pizza

My Pi Pizza
2010 N Damen Ave, Chicago, IL 60647 (Google Maps)

My Pi Pizza is a must-visit spot for calzone lovers. The light and crispy crust is the perfect base for the fresh toppings and delicious sauce.

The Chicago Deep Dish style is a standout, with quality toppings and a light yet substantial crust.

Vegans will be delighted with the extensive vegan menu, including the best vegan Chicago style pizza you'll ever taste.

The service is quick and efficient, making it an ideal spot for a quick lunch or dinner. Don't miss out on this hidden gem!