Best Italian Restaurants in Old Town

Price: Moderate (398)Price: Expensive (236)Price: Very Expensive (70)

128 restaurants available nearby

A photo of Professor Pizza - Old Town restaurant

1. Professor Pizza - Old Town

4.2

Awesome(106)

Price: Expensive

• Italian • Old Town

Booked 33 times today

Professor Pizza in Old Town, Chicago, has quickly become a beacon of pizzeria excellence, celebrated for its unique and authentic Italian-American offerings. The restaurant’s diverse menu, featuring Chef Tony Scardino’s signature pizzas, has diners raving about the "closest thing I’ve had to a true NY slice in Chicago." With a variety of crusts, including gluten-free options and innovative toppings, every pizza is a masterpiece. The Grandma-style crust is particularly lauded for its crispy yet chewy texture, earning high praise as "the ultimate dissertation of pizza." Coupled with a lively atmosphere and stellar service, Professor Pizza is hailed as the "best pizza in Chicago," making it a must-visit for both locals and tourists alike. Whether it’s the NY White Pie that tantalizes or the mozzarella onion rings that delight, this spot is an unforgettable culinary gem in the heart of Old Town.

2. Gallucci

4.3

Awesome(461)

Price: Moderate

• Italian • Old Town

Booked 19 times today

Gallucci in Old Town, Chicago, is a gem for those craving authentic Neapolitan-style pizza and traditional Southern Italian dishes. Patrons rave about the "absolutely delicious" Neapolitan pizza and often mention the "great pizza, service, and drinks" as key highlights. The restaurant prides itself on a cozy ambiance that complements its culinary offerings, featuring a beautifully appointed dining room and a welcoming patio perfect for Chicago's warmer months. Noteworthy too are their Italian beers, hand-crafted spirit-based cocktails, and a selection of Sicilian wines that perfectly pair with their meals. Visitors consistently laud Gallucci for its vibrant atmosphere and friendly staff, making it a must-visit for anyone in search of top-notch Italian cuisine in Chicago.

A photo of Pizzeria Portofino restaurant

3. Pizzeria Portofino

4.7

Exceptional(1353)

Price: Expensive

• Italian • River North (Chicago)

Booked 111 times today

Pizzeria Portofino, nestled on the vibrant Chicago riverfront, is a gem that brings the essence of the Italian Riviera to the heart of River North, Chicago. Known for its "delicious and mouthwatering" hand-stretched pizzas, this sun-drenched eatery offers not just a meal but an experience, complete with stunning river views and a breezy, inviting decor. Diners rave about the high-quality ingredients and the "thin, but quality" crust that make each pizza a culinary delight. The ambiance, described as "perfect for patio season," complements the exceptional food and service, making Pizzeria Portofino a must-visit destination for pizza enthusiasts and those seeking a slice of Italy in Chicago.

4. Rose Mary

4.7

Exceptional(3180)

Price: Moderate

• Italian • West Loop

Booked 127 times today

Nestled in the bustling West Loop of Chicago, Rose Mary stands out as a beacon of Croatian cuisine, artfully blended with Italian influences by the talented Chef Joe Flamm. Patrons rave about the authentic and bold flavors, with dishes like the "tuna crudo" and "Burek bread" receiving special mentions for their exceptional taste. The ambiance of Rose Mary, inspired by the coastal herbs and familial warmth, complements the "Adriatic drinking food," making every meal a delightful experience. Reviewers consistently highlight the outstanding service and welcoming atmosphere, making it a must-visit for anyone craving a genuine taste of Croatia in the heart of Chicago.

5. Gibsons Italia

4.8

Exceptional(3733)

Price: Expensive

• Italian • River North (Chicago)

Booked 143 times today

Gibsons Italia, nestled in the vibrant River North neighborhood of Chicago, stands out as a beacon for seafood lovers. Known for its "exceptional" culinary offerings, the restaurant serves up a delightful array of seafood dishes that keep patrons coming back. Diners rave about the "amazing and delicious" prawns, oysters, and scallops, with the Branzino being a consistent favorite, described as "obsessively good." The seafood risotto is also highly recommended, praised for its freshness and exquisite flavor. Beyond the food, the stunning views of the Chicago River add a magical touch to the dining experience, making Gibsons Italia a must-visit for anyone craving authentic, high-quality seafood in a spectacular setting.

6. Tre Dita

4.7

Exceptional(611)

Price: Very Expensive

• Italian • River North (Chicago)

Booked 131 times today

Led by Chef Evan Funke, Tre Dita, Italian for "three fingers", pays homage to the precise measurement of bistecca Fiorentina. If booking in the dining room at Tre Dita, you will enjoy a menu of antipasti, handmade pastas, signature entrees and steaks. If booking in the Bar Tre Dita, you will enjoy a smaller menu of stuzzi, antipasti, handmade pastas and entrees. The full cocktail, wine list and dessert menu is available in both locations.

7. Alla Vita

4.8

Exceptional(2193)

Price: Expensive

• Italian • West Loop

Booked 132 times today

Alla Vita, nestled in Chicago's vibrant West Loop, is a beacon of contemporary Italian cuisine that delights with its casual, family-style dining. Celebrating life's triumphs, Alla Vita offers a menu bursting with authenticity and flavor. Executive Chef Lee Wolen's passion is evident in every dish, from the heavenly Whipped Ricotta with orange blossom honey to the exquisite burrata with hazelnuts. Patrons rave about the unforgettable "burrata app with toasted bread," and the "rigatoni alla vodka," describing them as "mouth-watering" and "incredible." The ambiance, described as "vibrant and beautiful," complements the culinary experience, making Alla Vita a must-visit for anyone seeking the finest in contemporary Italian fare in Chicago.

8. Adalina

4.6

Exceptional(2262)

Price: Very Expensive

• Italian • Gold Coast / Streeterville

Booked 50 times today

Adalina, located in Chicago's prestigious Gold Coast neighborhood, is a beacon of modern Italian cuisine. Celebrated for its "delicious meals, great service, and beautiful environment," this restaurant stands out with its Michelin-starred chef Soo Ahn, who masterfully balances Northern and Southern Italian flavors. Patrons rave about the "excellent homemade pasta" and the "best Truffled Caesar salad" they've ever had. The restaurant's ambiance is perfectly suited for any occasion, from romantic evenings to special celebrations, making every dining experience memorable. Adalina's commitment to quality is evident, with guests frequently noting that it "never disappoints," making it a must-visit for anyone seeking authentic Italian cuisine in Chicago.

9. Alpana

4.7

Exceptional(262)

Price: Moderate

• Italian • Gold Coast / Streeterville

Booked 89 times today

Alpana in Chicago's Gold Coast district is a haven for Italian cuisine enthusiasts, seamlessly blending sophisticated wine pairings with authentic Italian flavors. Master Sommelier Alpana Singh ensures each dish, from hearty pastas like the "create di gallo Alla grappa" to delicate seafood, is a perfect symphony of taste and texture, designed to complement the extensive wine selection. Guests rave about the "incredible" food and the "extensive wine list," with one patron noting the "pasta with a slightly spicy tomato cream sauce" as a standout. Alpana's commitment to quality is echoed in glowing reviews, with diners eagerly anticipating their next visit to enjoy the "great pastas" and the "terrific service" in a setting that marries neighborhood charm with culinary excellence.

10. Piccolo Sogno

4.7

Exceptional(6904)

Price: Moderate

• Italian • River West

Booked 90 times today

Our name, which means “little dream” in Italian, was chosen by partners Tony Priolo and Ciro Longobardo because it had always been their dream to open a restaurant of their own. “The restaurant fits our personal goal to get to the heart of Italian wine and food,” says executive chef Priolo. “You go to Italy for simple food prepared by hand with local ingredients. We wanted to bring that experience to Chicago.”Piccolo Sogno features a menu of seasonally fresh rustic Italian cuisine. The impressive all-Italian wine list boasts over 400 selections to pair with your meal.When the weather allows, enjoy al fresco dining in the hidden garden patio-regularly recognized as one of the best in the city.Starting December 1, Monday-Thursday we'll open at 5 pm rather than 4 pm-just for the winter. You are welcome to bring a cake to celebrate. If you do, we will charge a $3 fee per person cake-cutting fee. Beginning January 1, all credit card transactions will be charged a 3% fee.

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Discover best Italian restaurants in Old Town

Discover the charm of Italian cuisine in the heart of Old Town, Chicago, where a selection of restaurants offers an authentic taste of Italy's rich culinary heritage. These establishments, renowned for their traditional Italian dishes, provide a delightful dining experience in a neighborhood celebrated for its vibrant culinary scene. From classic Neapolitan pizzas to sophisticated pasta dishes, each restaurant in Old Town caters to a variety of tastes, ensuring that every visitor can find something to satisfy their Italian cravings. The dining scene in Old Town is dynamic and diverse, offering not only Italian cuisine but also a broad range of other culinary delights, making it a prime destination for food lovers. Each Italian restaurant in this locale prides itself on using high-quality ingredients and traditional cooking techniques, which are frequently highlighted in customer reviews. Patrons can expect exceptional service and a welcoming atmosphere, enhancing the overall dining experience. Whether you're a local or a visitor, exploring Old Town's Italian dining options is sure to leave you with a memorable gastronomic experience.

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