Best Upscale Italian Restaurants in Chicago | Upscale Italian Food

30 restaurants in Best Upscale Italian Restaurants in Chicago | Upscale Italian Food

• Mama Luigi's Restaurant — Italian · rated 5/5: Mama Luigi’s invites guests into a nostalgic sanctuary of red-checkered tablecloths and warm hospitality, where the air is perpetually perfumed with the aroma of bubbling marinara and toasted garlic. Hearty, soul-warming plates of traditional Italian comfort food take center stage, creating a lively atmosphere that feels less like a restaurant and more like a coveted seat at a bustling family Sunday dinner.
• Capri Lounge & Grill — Italian · rated 5/5: Capri Lounge & Grill invites guests into a vibrant, social atmosphere where the comforting aroma of slow-baked lasagna and rich, velvety vodka sauce sets the stage for a soulful Italian feast. From the crisp snap of calamari fritti to the delicate tenderness of expertly prepared veal and fresh catches of the day, every dish celebrates bold Mediterranean flavors in a space that seamlessly blends upscale lounging with the heart of a traditional grill.
• NYC Bagel Deli — American · rated 5/5: The air hums with the energy of a classic New York morning, thick with the irresistible aroma of golden-toasted bagels and the rich, dark notes of freshly brewed coffee. Whether you’re biting into a steam-venting breakfast sandwich or sharing a crisp, bubbling pizza, every dish celebrates the hearty, unpretentious soul of the city’s iconic deli culture. From the satisfying crunch of house-made bagel chips to the sweet finish of a decadent dessert, this vibrant neighborhood cornerstone transforms simple ingredients into a comforting, all-day feast.
• Monteverde Restaurant & Pastificio — Italian · rated 5/5: Sunlight dances across flour-dusted counters where the art of the pastificio comes to life, inviting guests into a vibrant space that hums with the energy of handmade pasta production. The air is rich with the aroma of simmering Amatriciana and spiced lamb merguez, as plates of delicate gnocchetti and herb-brightened pasta fredda showcase a masterful blend of rustic Italian soul and contemporary culinary imagination.
• Rossi's Liquors — Italian · rated 5/5: Stepping into this storied neighborhood haunt feels like uncovering a well-kept secret, where the dim glow of neon and the rhythmic pop of bottle caps set the stage for a relaxed, unpretentious evening. The bar celebrates the crisp and the refreshing, pouring everything from timeless domestic lagers to an adventurous array of craft ciders infused with botanical herbs and sun-ripened tropical fruits. It is a sanctuary for those seeking a cold glass and a warm atmosphere, where the simple pleasure of a perfectly chilled pour takes center stage.
• Sfera Sicilian Street Food — Italian · rated 5/5: Sun-drenched flavors of the Mediterranean come alive in this vibrant space, where the golden, crispy crunch of hand-rolled arancini reveals molten centers of savory ragu and creamy risotto. The air is thick with the scent of toasted herbs and sweet tomato jam as guests tuck into airy slices of thick-crust Sicilian pizza, creating a spirited atmosphere that transports the palate to a bustling Palermo market. This modern corner of Sicily celebrates rustic street eats with a bright, contemporary energy, offering a soulful dining experience that feels both comforting and exhilaratingly fresh.
• Magnifico Coffee — Italian · rated 5/5: This sanctuary for coffee purists hums with the rhythmic grind of artisanal beans, where the air is perpetually perfumed with the bright, floral notes of rare Geshas and the deep, caramelized warmth of small-batch roasts. Each pour-over and pull of espresso celebrates the distinct terroir of global estates, inviting guests to linger over the nuanced flavors of Finca Huehuetepan or the crisp, refreshing clarity of a signature cold brew. It is a space where the ritual of the brew becomes an art form, offering a sophisticated escape for those who seek the perfect balance of science and soul in every cup.
• Sideshow Gelato — Italian · rated 5/5: Step into a whimsical world where the nostalgic charm of a vintage carnival meets the velvety indulgence of artisanal frozen treats. Beneath the glow of theatrical lights, daring and imaginative flavors take center stage, offering a playful escape that transforms a simple scoop into a captivating performance for the senses.
• Villa Napoli — Italian · rated 5/5: Sun-drenched hues and the intoxicating aroma of charred dough and fresh basil transport guests to a coastal escape where the warmth of a Mediterranean villa meets the vibrant soul of Naples. Hand-stretched pizzas emerge from the glowing oven with perfectly blistered edges, while silken pastas are tossed in sun-ripened sauces that celebrate the rustic elegance of traditional Italian flavors. It is a place where time slows over shared plates and crisp wines, capturing the effortless charm of a leisurely afternoon in the Italian countryside.
• Cafe LAppetito Lakeview — Italian · rated 5/5: Sunlight streams through the windows of this bustling neighborhood corner, where the hum of an espresso machine and the savory scent of sliced prosciutto create an inviting Italian escape. Artisanal panini pressed to golden perfection and vibrant pasta salads fill the glass cases, inviting locals to linger over a perfectly pulled latte or a crisp cannoli in a space that feels like a charming slice of a Roman piazza.
• Imperial Oak Brewing — American · rated 5/5: This inviting taproom serves as a sanctuary for bold flavors, where the warmth of polished wood meets the rich, complex aromas of barrel-aged porters and velvety imperial stouts. Guests can lose themselves in the deep, charred-oak notes of a potent barleywine or share a bubbling, thin-crust pizza in an atmosphere that seamlessly shifts from the zen of a morning yoga session to the lively hum of a neighborhood gathering spot.
• D'Amato's Bakery — Italian · rated 5/5: The air is thick with the comforting scent of yeast and charred flour, drawing passersby into a bustling space where century-old coal-fired ovens turn out crusty loaves of traditional Italian bread. Trays of thick-cut, tomato-slicked Sicilian pizza sit alongside glass cases overflowing with powdered sugar-dusted cannoli and almond cookies, offering a nostalgic taste of old-world craftsmanship in every flour-dusted bite.
• Imperial Oak Brewing — American · rated 4/5: Stepping into Imperial Oak Brewing feels like entering a sanctuary for the bold, where the air is thick with the rich, malty aroma of barrel-aged stouts and complex, high-gravity ales. Guests settle in with velvety pours of the legendary Quiet Giant or the robust Ragnarok, pairing these deep, dark elixirs with the crispy, comforting warmth of a thin-crust Candlelite Pizza. It is a space where craftsmanship meets community, offering a robust sensory journey through every barrel-aged note and perfectly charred slice.
• Nonna's Goodlife Pizza — Italian · rated 4/5: Stepping into Nonna's Goodlife Pizza feels like a warm homecoming, where the irresistible aroma of toasted garlic and melted mozzarella drifts from a bustling kitchen. Diners gather over overflowing baskets of pillowy parmesan bites and glistening, jumbo wings, creating a vibrant atmosphere centered on the joy of shared comfort food. From the savory depth of slow-simmered meatballs to the satisfying crunch of golden, cheesy taters, every dish celebrates the simple, soulful pleasures of a meal made for indulgence.
• Chicago Pizza and Oven Grinder Co. — Italian · rated 4/5: Tucked into a historic Lincoln Park brownstone, this subterranean landmark invites diners into a cozy, wood-paneled retreat where the air is thick with the scent of toasted Mediterranean spices and bubbling cheese. Massive, herb-dusted breads and mountain-sized salads anchor the table, creating a communal feast that honors the city’s rich culinary heritage within an atmosphere of timeless, candlelit charm.
• Matilda — American · rated 4/5: Matilda hums with a vibrant energy, inviting guests into a spirited space where the aroma of bubbling cheese curds and zesty buffalo cauliflower sets the stage for a social feast. From the crisp snap of honey-glazed brussels sprouts to the hearty warmth of chicken pesto pizzas, every shared plate is a celebration of bold, comforting flavors designed for long evenings of laughter and connection.
• Paul's Pizza & HotDogs — Italian · rated 4/5: This vibrant neighborhood staple hums with the nostalgic energy of a classic roadside eatery, where the scent of garlic-infused crusts and sizzling, snap-casing franks fills the air. Guests gather at the bustling counter to enjoy hand-stretched pizzas topped with molten cheese alongside charred hot dogs dressed in a colorful array of traditional fixings, delivering a quintessential taste of comfort in every bite.
• Gilt Bar — American · rated 4/5: Bathed in the sultry glow of vintage chandeliers and lined with plush velvet booths, this moody tavern captures the timeless allure of a hidden library or a classic speakeasy. The kitchen elevates comfort to an art form, serving up soul-warming plates of truffle-scented pasta and charred ribeye alongside masterfully shaken cocktails that hum with the energy of a bustling, candlelit night. It is an intimate sanctuary of dark wood and gold accents, where every meal feels like a decadent escape from the city streets above.
• J.P. Graziano Grocery — Italian · rated 4/5: Stepping into this historic West Loop landmark feels like a journey back in time, where the air is thick with the savory perfume of aged provolone and the sharp, vinegary tang of house-made giardiniera. Legendary Italian subs are piled high with premium cured meats on crusty bread, offering a masterclass in texture that pairs perfectly with a crisp seasonal salad or a sweet, fresh-filled cannoli. This fourth-generation family grocery invites guests to linger over apricot espresso gelato and artisanal antipasti amidst shelves of imported treasures, capturing the timeless spirit of a true neighborhood institution.
• Bar Roma — Italian · rated 4/5: Step into a spirited slice of the Eternal City where the clinking of wine glasses and the hum of lively conversation fill a space adorned with vintage charm and warm, amber lighting. The air carries the savory perfume of slow-simmered ragus and sharp Pecorino Romano as the kitchen turns out soul-warming Roman classics, from velvety carbonara to crispy, golden-fried artichokes. Whether lingering over a Negroni at the marble bar or sharing a platter of tender meatballs, guests find themselves transported to a bustling neighborhood piazza where every meal feels like a spirited celebration of tradition.
• Cafe Urbano — Italian · rated 4/5: Sunlight streams through floor-to-ceiling windows to illuminate a sleek, industrial-chic space where the rhythmic hum of the espresso machine sets a sophisticated tempo for the city’s daily pulse. Artfully plated bistro fare celebrates seasonal ingredients, offering a vibrant fusion of cosmopolitan flavors and rustic comfort that delights the palate with every bite. This polished urban sanctuary invites guests to linger over the aroma of freshly roasted beans and the buzz of lively conversation, making every visit feel like a curated escape from the bustle outside.
• Aster Hall — American · rated 4/5: Sunlight streams through expansive windows into a sophisticated sanctuary where the vibrant energy of a modern marketplace meets the polished charm of a high-end lounge. The air is thick with the inviting scent of bubbling, thin-crust pizzas and the zesty aroma of slow-simmered barbacoa and al pastor tacos, each hand-pressed and bursting with authentic, vibrant spice. It is a stylish culinary crossroads that invites guests to linger over artisanal comfort food, offering a seamless blend of casual elegance and diverse, chef-driven flavors perfect for an urban escape.
• Serrelli's Finer Foods — Italian · rated 4/5: Stepping into this neighborhood landmark, guests are greeted by the intoxicating aroma of slow-roasted Italian beef and the vibrant colors of artisanal pantry staples lining the shelves. The experience centers on the rhythmic bustle of the deli counter, where tender meats and zesty giardiniera are transformed into legendary, juice-soaked sandwiches that capture the soulful essence of a true local institution. This timeless space invites a nostalgic journey through old-world flavors, offering a warm and authentic slice of culinary tradition.
• Black Dog Gelato — Italian · rated 4/5: Step into a vibrant sanctuary of artisanal indulgence where the air is sweet with the scent of freshly churned cream and hand-crafted confections. Velvety scoops range from the sophisticated tang of goat cheese swirled with buttery cashew caramel to the nostalgic crunch of malted vanilla pretzels, each offering a masterclass in balanced textures and bold, imaginative pairings. Whether you are cooling off with a zesty dairy-free lemon passionfruit or savoring the deep richness of espresso chip, this neighborhood gem transforms the simple joy of a frozen treat into an elevated sensory escape.
• Pizza y Pan pa'ya — Italian · rated 4/5: The air is thick with the irresistible scent of golden, cheese-filled pandebonos and sweet buñuelos emerging hot from the oven in this vibrant, bustling corner of Colombian tradition. Diners gather over bubbling pizzas topped with savory meats and sweet corn, pairing flaky pastries with frothy tropical juices for a taste of authentic home-style comfort. It is a lively neighborhood hub where the warmth of the hearth meets a casual, welcoming energy, inviting guests to linger over a quick bite or a full family feast.
• Cafe Bionda — Italian · rated 4/5: This vibrant Italian escape hums with the energy of a classic neighborhood haunt, where the golden crunch of calamari fritti and the bright, garlicky snap of fresh bruschetta set the stage for a soulful meal. Hearty bowls of signature Rigatoni alla Bionda and tender chicken bathed in a rich Marsala reduction bring a sense of rustic elegance to the table, inviting diners to linger over every savory bite. The evening winds down with the bold, aromatic pull of a perfect espresso, leaving a lingering warmth that captures the true spirit of a shared feast.
• Printer's Row Brewing — American · rated 4/5: This neighborhood taproom hums with the convivial energy of a local gathering spot, where the industrial charm of its namesake district meets the comforting aroma of bubbling cheese and toasted crust. Guests can settle in with a pint of robust Cannonball Porter or a crisp Bookbinder Blonde while sharing legendary Pequod’s thin-crust pizzas and warm, salt-dusted pretzels. It’s a relaxed sanctuary where the artistry of craft brewing meets the simple joy of elevated pub classics, offering a welcoming seat for every kind of toast.
• Medici Bakery — Italian · rated 4/5: Medici Bakery serves as a vibrant crossroads of global comfort, where the inviting scent of bubbling goat cheese and spiced Moroccan ragout draws guests into a warm, communal atmosphere. The kitchen artfully balances zesty, hand-mashed guacamole and crispy calamari with soul-warming bowls of beef chili and fresh, crisp salads, creating an eclectic dining experience that feels both familiar and adventurous.
• Sicilian Bakery — Italian · rated 4/5: Step into a sun-drenched corner of Italy where the air is perfumed with sweet citrus and toasted flour, and glass cases overflow with a golden bounty of hand-crafted treasures. From the shatteringly crisp shells of hand-piped cannoli to the intricate, buttery layers of sfogliatelle, every pastry celebrates the art of the Sicilian baker through velvety ricotta fillings and delicate, sugar-dusted creams. It is a place where time slows down over a decadent Iris or a slice of airy cheesecake, offering a true taste of Mediterranean tradition in every indulgent bite.
• Original Ferrara Bakery — Italian · rated 4/5: Stepping into this historic sanctuary of sweets, guests are greeted by the intoxicating perfume of toasted almonds and freshly piped ricotta that lingers amidst glass cases overflowing with jewel-like cannoli and buttery cookies. Masterfully crafted wedding cakes stand as elegant centerpieces alongside boxes of velvet-smooth chocolate-covered almonds, weaving together a vibrant tapestry of artisanal tradition and old-world charm. Every visit offers a decadent journey through time, capturing the timeless soul of a classic Italian pasticceria in every sugary crumb.