Best Italian Restaurants in Downtown / Loop

Price: Moderate (388)Price: Expensive (229)Price: Very Expensive (68)

125 restaurants available nearby

1. Acanto

4.7

Exceptional(3779)

Price: Expensive

• Italian • Downtown / Loop

Booked 49 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 Miss Ricky's Trattoria restaurant

2. Miss Ricky's Trattoria

4.5

Awesome(739)

Price: Moderate

• Italian • Downtown / Loop

Booked 36 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.

3. 312 Chicago

4.7

Exceptional(4730)

Price: Moderate

• Italian • Downtown / Loop

Booked 12 times today

312 Chicago, nestled in the vibrant heart of Downtown Chicago, is a culinary gem renowned for its exceptional seafood offerings. Patrons rave about the exquisite flavors and meticulous preparation of dishes like the "perfectly cooked branzino" and "divine lobster pasta," emphasizing the freshness and authenticity of the ingredients. A standout review mentions, "The food was beyond great," highlighting the restaurant's commitment to quality and its prowess in Italian seafood cuisine. The ambiance, combined with top-tier service, makes 312 Chicago a must-visit for seafood lovers seeking an authentic and delightful dining experience right in the bustling Loop neighborhood. Whether it's a pre-theater dinner or a special occasion, 312 Chicago promises a memorable seafood feast.

A photo of Rosebud Rosetta Italian restaurant

4. Rosebud Rosetta Italian

4.6

Exceptional(2779)

Price: Expensive

• Italian • Downtown / Loop

Booked 18 times today

Nestled in the vibrant heart of Chicago's Downtown Loop, Rosebud Rosetta Italian offers a delightful escape to authentic Italian cuisine. Renowned for its exquisite culinary artistry, this charming restaurant is a sanctuary for both theater-goers and busy professionals alike. Patrons consistently rave about the "outstanding" food and "excellent service," with special mentions to dishes like the "perfectly seared sea bass" and "stellar veal parm." The ambiance, described as a "relaxing dining oasis," complements the sophisticated menu that includes Rosebud's signature Italian dishes and a celebrated hamburger crowned the city's best by the *Chicago Tribune*. Whether it's a pre-theater dinner or a leisurely lunch, Rosebud Rosetta Italian promises an unforgettable dining experience with every visit.

A photo of Rosebud on Randolph restaurant

5. Rosebud on Randolph

4.0

Excellent(1043)

Price: Expensive

• Italian • River North (Chicago)

Rosebud on Randolph in Chicago's River North is a treasure trove for enthusiasts of fine cuts cuisine. Celebrated for its "largest Veal Parm I have ever seen" and "delicious Veal Franchise," this restaurant ensures a memorable dining experience with each visit. Patrons rave about the quality and tenderness of the meat, with one review highlighting, "the Veal bolognese lasagna [is] phenomenal." Situated right on Millennium Park, Rosebud not only offers "food that tastes great" but also serves it in "ample portions," making it a must-visit for both locals and tourists seeking authentic and scrumptious fine cuts in the heart of Chicago.

A photo of Pizano's Pizza & Pasta - Madison restaurant

6. Pizano's Pizza & Pasta - Madison

4.6

Exceptional(287)

Price: Moderate

• Italian • Downtown / Loop

Booked 16 times today

Pizano's Pizza & Pasta in Downtown Chicago's Loop is a celebrated haven for authentic Italian cuisine. Founded by Rudy Malnati Jr., son of the legendary creator of Chicago's deep dish pizza, this restaurant is praised for its commitment to authenticity, quality, and impeccable service. Diners rave about the diverse menu that includes award-winning thin crust pizzas and classic deep dish delights that Oprah Winfrey herself has lauded. "The most delicious pizza in Chicago!" exclaims one reviewer, reflecting the sentiments of many. With a cozy ambiance filled with Sinatra tunes and walls adorned with historic memorabilia, Pizano’s offers a uniquely genuine Italian dining experience right in the heart of Chicago’s bustling cityscape.

A photo of Millennium Hall Restaurant restaurant

7. Millennium Hall Restaurant

3.9

Excellent(7)

Price: Moderate

• Italian • River North (Chicago)

Booked 3 times today

Welcome to Millennium Hall Restaurant, an exceptional dining destination nestled in the heart of Millennium Park, Chicago, just steps away from the iconic Cloud Gate (The Bean). We offer a culinary experience that seamlessly blends the innovative flavors of Chicago with the vibrant atmosphere of Millennium park. Guests at Millennium Hall can enjoy the breathtaking views of nearby landmarks such as the Jay Pritzker Pavilion, Cloud Gate and Michigan Avenue. The ambiance of our restaurant is both sophisticated and welcoming, featuring an inviting interior and cozy patio seating. Check out the Double Clutch Beer Garden, Chicago’s largest beer garden before or after your visit! Please note, we do not take reservations for seating at the Double Clutch Beer Garden. Whether you’re here for a casual lunch, a romantic dinner, or a special celebration, Millennium Hall promises an unforgettable dining experience in one of Chicago's most iconic locations.Visit us at 11 N Michigan Avenue.

A photo of Pizzeria Portofino restaurant

8. Pizzeria Portofino

4.7

Exceptional(1342)

Price: Expensive

• Italian • River North (Chicago)

Booked 230 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.

9. Alla Vita

4.8

Exceptional(2186)

Price: Expensive

• Italian • West Loop

Booked 180 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.

10. Tre Dita

4.7

Exceptional(608)

Price: Very Expensive

• Italian • River North (Chicago)

Booked 97 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.

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Discover best Italian restaurants in Downtown / Loop

Explore the tantalizing tastes of Italy right in the heart of Chicago's Downtown Loop. Our selection of Italian restaurants offers a delightful array of authentic dishes, each crafted with high-quality ingredients and traditional culinary techniques. Whether you're craving hearty pastas, exquisite seafood, or finely seasoned meats, these establishments cater to all palates, emphasizing the rich flavors that Italian cuisine is celebrated for. The dining scene in Downtown Chicago is a vibrant tapestry of culinary excellence, with Italian eateries standing out for their commitment to authenticity and exceptional service. From cozy, intimate settings perfect for romantic dinners to more bustling, vibrant spots ideal for group gatherings, there's an Italian restaurant to suit every occasion. Patrons consistently praise the outstanding service, the welcoming atmosphere, and the meticulous attention to detail that these restaurants provide. Reviews highlight the fusion of traditional Italian recipes with innovative twists, ensuring a unique dining experience each time. With accolades for both their food and ambiance, these Italian spots in Downtown Chicago not only promise a meal but a memorable culinary journey. Whether you are a local or a visitor, exploring Italian cuisine in Chicago's Downtown Loop is a must for any food enthusiast. Each restaurant's dedication to crafting genuine Italian dishes shines through, making each meal a testament to the culinary heritage of Italy. Join us for an unforgettable dining experience that will leave you yearning for more.

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