Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Chicago / Illinois

Best Italian Restaurants in Downtown / Loop


125 restaurants available nearby

A photo of Acanto restaurant
Price: Expensive
• Italian • Downtown / Loop
Booked 51 times today
Acanto has been praised for its exceptional authentic Italian cuisine. Reviews showcase the impressive quality, highlighting the "great authentic food, impressive wine list and terrific service" as key features that make dining at Acanto an amazing experience. Many patrons, including those of Italian descent, hold the restaurant in high esteem, applauding it for consistently exceeding expectations. The authenticity of Acanto's Italian cuisine is further emphasized by the presence of Italian-based cocktails and the in-house preparation of fresh pasta. The squid ink pasta has been described as the "best pasta ever had" by a satisfied customer. Overall, Acanto's gastronomic excellence, coupled with attentive service and a pleasant atmosphere, solidifies its status as a "cut above Italian cuisine."
A photo of Miss Ricky's Trattoria restaurant
Price: Moderate
• Italian • Downtown / Loop
Booked 26 times today
Miss Ricky's offers an extraordinary Italian dining experience, as evident from the raving reviews. This restaurant boasts dishes like salmon pappardelle that customers describe as "fabulous," and the "ridiculously good" pasta, indicating their commitment to authentic Italian cuisine. It also serves amazing pizzas, adding variety to their menu. Besides the high-quality food, patrons appreciated the attentive service by various staff members, contributing to the overall great dining experience. The location, nestled in the heart of the city, adds to its appeal. Free drinks during Happy Hour, reasonable pricing, and the ability to accommodate large parties, are other highlights mentioned by the customers. The consistent praise in the reviews indicates a dedication to quality food and service and a promise for returning visits.
A photo of Rosebud on Randolph restaurant
Price: Expensive
• Italian • River North (Chicago)
Booked 45 times today
Rosebud on Randolph is a high quality Italian restaurant renowned for its exceptional flavors, generous portions, and attentive service. Nestled on the north end of Grant Park, the restaurant offers a nice location for diners, with stunning views of the downtown area. Patrons remark on the high-quality Italian food, and particularly praise the restaurant's unique specials such as the ahi tuna salad and the divine Godiva chocolate mousse cake. The combination of excellent food, beautiful setting, and skilled servers like Jay, who's noted for his dedication and intuition, has earned Rosebud on Randolph high acclaim. This restaurant is recommended for anyone seeking remarkable Italian fare in a lively yet relaxed atmosphere.
A photo of 312 Chicago restaurant
Price: Moderate
• Italian • Downtown / Loop
Booked 6 times today
Located in the heart of Chicago, 312 Chicago is reputed for its authentic Italian cuisine. Guests' reviews laud the establishment for its upscale feel, excellent service, and reasonable prices. The restaurant's creative dishes and varied wine selections have also received numerous commendations. Particularly well-regarded is the Northern Italian menu offered at the chef’s counter, attested to satisfy all dietary requirements. The venue's Italian national chef, Luca Corazzina, has even managed to impress an Italian national visitor with his culinary prowess. Furthermore, its convenient location makes it a top recommendation for pre-theater dining, especially for shows at the Cadillac Palace Theater.
A photo of Rosebud Rosetta Italian restaurant
Price: Expensive
• Italian • Downtown / Loop
Booked 17 times today
Rosebud Rosetta Italian in the heart of Chicago is celebrated for its exemplary Italian cuisine. Patrons share glowing reviews, praising the restaurant for its generous portions, memorable dishes such as the chicken Parmesan, tortellini carbonara, and eggplant parmigiana, and the authentic Italian touch seen across the menu. Notably, the steak selection is highly recommended, indicating a successful fusion of Italian flavors in an American steakhouse setting. The restaurant's atmosphere, professional service and excellent wine list also receive high marks. One reviewer asserts after teaching in Florence for five summers, "Rosebud Rossetti Italian is the only choice in the loop; others are mediocre and too American."
A photo of Pizano's Pizza & Pasta - Madison restaurant
Price: Moderate
• Italian • Downtown / Loop
Booked 20 times today
Pizano’s Pizza & Pasta blends classic Italian recipes and fresh takes on traditional fare in one satisfying menu. The son of Pizzeria Uno founder and deep dish creator Rudy Malnati Sr., Pizano’s owner Rudy Malnati Jr. knows what makes an Italian dish truly delicious; high-quality ingredients, authentic recipes, and excellent service. Bowls of seafood marinara and chicken alfredo share menu space with bubbling deep dish pizza and Pizano’s award-winning thin crust pizza, a favorite of critics and visitors alike, including Oprah Winfrey, who featured the restaurant on her show. Located in the heart of Jeweler’s Row, the Madison Street location embodies historic Chicago dining, as timeless songs by Sinatra and Martin fill the air while diners gaze at numerous photos of famous athletes and entertainers line deep, rich wooden walls.
A photo of Millennium Hall Restaurant restaurant
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
Price: Expensive
• Italian • River North (Chicago)
Booked 210 times today
Pizzeria Portofino has been revered as an Italian haven in Chicago, bringing a burst of Mediterranean flavor to the Windy City. Patrons have likened the experience to having a piece of Italy in the heart of Chicago, attesting to its authentic and delectable Italian cuisine. Celebrated for its ambient charm, Pizzeria Portofino offers an irresistible combination of mouthwatering food, excellent service, and stunning Riverwalk views. Words like "amazing", "fantastic" and "exquisite" frequently occur in praise of the food, service, and atmosphere. The restaurant particularly shines in the summer with its picturesque views, making it a must-visit spot for an Italian culinary experience.
A photo of Gibsons Italia restaurant
Price: Expensive
• Italian • River North (Chicago)
Booked 146 times today
Gibsons Italia, located a block away from the OTC Metra station, is a renowned restaurant offering exquisite Italian cuisine in Chicago. The restaurant is highly-rated for its excellent meals, attentive service, and splendid city views, highlighted by patrons' reviews. Diners offer rave reviews for the delicious Grilled Octopus, Italian Grain Bowl, Branzino, Caccio de Pepe, and the house Manhattan. Crowning their meals with the banana Gelato has proved to be a delightful experience for most guests. The restaurant has also garnered recognition for its Cacio e Pepe with black truffles and its prime steak cuts. Its location overlooking the Riverwalk also adds to the unique dining experience, making it worth every trip.
A photo of Alla Vita restaurant
Price: Expensive
• Italian • West Loop
Booked 169 times today
Alla Vita is an acclaimed Italian restaurant recognized for its innovative blend of classic Italian and modern cuisine. The warm, welcoming ambiance adds to its appeal, a detail notably appreciated by reviewers. The restaurant is celebrated for its homemade pasta dishes like the Rigatoni and Ricotta Dumplings, as well as its expertly curated drink menu featuring an array of Italian and international wines. From the delectable lunch set menus to the house-made gelato, every dish is thoughtfully crafted. Customers highlight the attentive service, praising the staff for their hospitality. Reviewers also particularly recommend the Kale Caesar Salad, touting it as "the best Caesar ever." The top-notch food and service, combined with the unique and vibrant decor, have earned Alla Vita accolades on the Michelin guide, making it highly recommended for a memorable dining experience in the heart of Chicago.
‘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.
  • About Us
  • Blog
  • Careers
  • Press
  • Restaurant reservation software
  • Industry insights
  • Hospitality resources
  • Marketing resources
  • Operation resources
  • How to open a restaurant
  • For restaurants
  • For restaurant groups
Join us on
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Do Not Sell or Share My Personal Information
  • Cookie Preferences
Copyright © 2024 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
Agoda Logo
OpenTable Logo