Best Italian Restaurants in South Side

Price: Moderate (366)Price: Expensive (217)Price: Very Expensive (67)

116 restaurants available nearby

1. Alla Vita

4.8

Exceptional(2150)

Price: Expensive

• Italian • West Loop

Booked 141 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.

A photo of Franco's Ristorante restaurant

2. Franco's Ristorante

4.8

Exceptional(643)

Price: Moderate

• Italian • Bridgeport

Booked 16 times today

Franco's Ristorante is widely recognized as a haven for outstanding Italian cuisine in the city. With rave reviews describing it as "the best Italian restaurant in the city," the restaurant boasts high-quality service and excellent Italian dishes. Its loyal customers frequently describe the food as "absolutely delicious," "fantastic," and "outstanding." The "small but comfortable" establishment not only offers an authentic Italian atmosphere, but also ensures a clean and friendly environment. Whether you're stopping by before a White Sox game or indulging in a leisurely lunch, Franco's Ristorante promises an exceptional dining experience with its attentive staff and diverse, flawlessly-prepared menu.

A photo of Dolce Arte - The Art of Food restaurant

3. Dolce Arte - The Art of Food

4.7

Exceptional(4)

Price: Moderate

• Italian • Bridgeport

Booked 2 times today

Dolce Arte - The Art of Food in Bridgeport, Chicago, is a beacon of café culture, offering a delightful experience with its authentic Italian pastries and world-renowned LavAzza coffee. Patrons rave about the "amazing food" and the "excellent coffee," which stand as testaments to the café's commitment to quality and authenticity. One reviewer exclaimed, "Latte was amazing and the pastries were phenomenal!!!" The café's ambiance is equally praised, with its spacious, sunny setting that invites guests to relax and enjoy their visit. Whether it's grabbing a quick coffee or indulging in a leisurely brunch, Dolce Arte provides a perfect blend of superb cuisine, welcoming service, and a vibrant atmosphere, making it a must-visit destination in Bridgeport.

4. Il Culaccino

4.3

Awesome(1049)

Price: Moderate

• Italian • South Loop

Booked 26 times today

Il Culaccino, located conveniently close to Chicago's downtown and McCormick Center, has garnered rave reviews for its excellent and authentic Italian cuisine. Patrons have praised the restaurant's food as "the best Italian food" they've had, going as far as comparing the culinary creations favourably to those available in Italy. The service is also lauded as exceptional, with servers like Bobby and Marissa receiving special mentions for their professionalism. The ambience is described as a mix of retro and Italian, apt for business, casual dining, or dates. The daily specials, excellent presentation, and sizable portions extend the variety of the Italian fare, making Il Culaccino a recommended destination for both personal and business dining.

A photo of Connie's Pizza in Bridgeport restaurant

5. Connie's Pizza in Bridgeport

4.7

Exceptional(721)

Price: Moderate

• Italian • South Loop

Booked 5 times today

Connie's Pizza in Bridgeport, nestled in Chicago's South Loop, is a true gem for authentic Pizza Bar cuisine. Renowned for its mouthwatering deep dish pizza, Connie's has been hailed as "the best pizza in Chicago" by avid diners. Each pizza, praised for its "divine" taste, is crafted from age-old recipes and baked to perfection, offering a true slice of Chicago right on your plate. The atmosphere is consistently described as great for families and large groups, with a warm, inviting vibe perfect for any gathering. As one reviewer raved, it's a place where the service is as excellent as the food, making every dining experience memorable. Whether it's the iconic deep dish or the innovative Italian Beef pizza, Connie's Pizza promises an unbeatable combination of delicious food and a welcoming environment, making it a must-visit for anyone craving authentic Chicago pizza.

6. Acanto

4.7

Exceptional(3754)

Price: Expensive

• Italian • Downtown / Loop

Booked 61 times today

Nestled in the vibrant heart of Downtown Chicago's Loop, Acanto Restaurant + Wine Bar offers an exceptional Wine Bar experience that is a cut above the rest. Celebrated for its "dynamic wine program" that has earned a 3-star rating from World of Fine Wine and a two-glass “Best of Excellence” rating by Wine Spectator, Acanto is the go-to destination for wine aficionados. Patrons rave about the extensive selection, with one guest praising "the best pasta sauce imaginable," and another emphasizing the "perfect pairing" of their wine choice with the delectable Italian dishes. The ambiance is described as "perfect for a date night," making Acanto a must-visit for those seeking an authentic and sophisticated dining experience right across from Millennium Park. Whether it's for a casual happy hour or a refined dinner, the combination of exquisite wines and seasonally-driven Italian cuisine ensures a memorable outing.

A photo of Lou Malnati's - South Loop restaurant

7. Lou Malnati's - South Loop

4.6

Exceptional(85)

Price: Moderate

• Italian • South Loop

Booked 38 times today

Lou Malnati's in South Loop, Chicago, is a treasure trove of authentic Italian cuisine, celebrated for its iconic deep-dish pizza. Celebrating over 50 years of culinary excellence, this establishment has mastered a menu that keeps patrons coming back for more. Diners rave about their experiences, noting the "buttery crust" and how the "service was outstanding." From the irresistible 'Lou' with its lush toppings to a heartwarming bruschetta, every dish is a testament to authentic Italian flavors. The ambiance, coupled with attentive service, makes it the go-to spot in Chicago for an Italian feast that's both genuine and delightful. As one reviewer puts it, "Best pizza I’ve ever eaten. Amazing family time in the center of chaos," Lou Malnati's stands as a hallmark of quality Italian dining in the heart of Chicago.

A photo of Miss Ricky's Trattoria restaurant

8. Miss Ricky's Trattoria

4.5

Awesome(729)

Price: Moderate

• Italian • Downtown / Loop

Booked 15 times today

Miss Ricky's Trattoria in Downtown Chicago stands out as a beacon of authentic Pizzeria cuisine. Nestled in a historic building on N. Wabash, this vibrant eatery delights with its fresh, from-scratch Italian dishes crafted by Executive Chef Mike Alaridi. Diners consistently rave about the "top-notch" Italian sausage pizza and the "incredible" prosciutto and mushroom pizza, highlighting the quality and authenticity that Miss Ricky's brings to the table. One reviewer exclaimed, "The food was absolutely delicious! We had the lasagna, seafood pasta, and prosciutto and mushroom pizza and every dish was incredible." Whether you're seeking a casual brunch or a lively dinner, Miss Ricky's Trattoria promises an exceptional dining experience with fantastic service in the heart of Chicago.

9. Sofi Restaurant

4.6

Exceptional(1624)

Price: Expensive

• Italian • South Loop

Booked 13 times today

Sofi Restaurant in South Loop, Chicago, is a culinary beacon for seafood lovers, renowned for its exceptional Italian seafood dishes. Chef Maurizio Michi brings his Milanese expertise to the table, crafting standout seafood creations like the perfectly grilled Sea Bass Branzino and the rich, flavorful Fish Stew Viareggina. Patrons rave about the authenticity and freshness of the seafood, with one diner enthusing, "The seafood and pasta dish were very happy and delicious." Sofi's commitment to quality is evident in every dish, making it a must-visit for those seeking the finest seafood in an inviting, authentic Italian setting.

10. Tuscany on Taylor

4.9

Exceptional(2170)

Price: Moderate

• Italian • Little Italy / University Village

Booked 27 times today

Tuscany on Taylor is touted as the best Italian restaurant in Chicago, delivering an impeccable dining experience with an authentic Italian ambiance. From its consistently outstanding service to its diverse and delicious menu that covers many regions of Italy, this restaurant has left a strong impression on many food lovers. Customers commend not only the quality of food--from the perfectly done scallops to the fresh pasta and amazing pear ravioli--but also the notably excellent service. Sizeable portions, often enough for a second meal, and the best cannolis ever according to a diner, affirm it as a go-to place for Italian cuisine. The restaurant offers an outdoor dining experience, maintaining its charm and quality service regardless of the setting.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

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