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Best Date Night Italian Restaurants in River North (60654)

5 hand-picked restaurants, critic-reviewed and ranked

Last Updated: January 2026

Our Top Pick
Quartino Ristorante
High-volume Italian small-plates house with hand-cut pasta and late hours.

Notable Picks

$$ River North
Since 2005, Quartino has operated as River North’s all-purpose Italian enoteca, turning out housemade pastas, Neapolitan-style pizzas, and antipasti in a loud, always-busy room. Enormous multi-platform review volume and steady crowds at nearly all hours make it a default choice for groups wanting shareable Italian without formality.
Must-Try Dishes: Margherita pizza, Tagliatelle bolognese, Salumi and cheese board
What makes it special: High-volume Italian small-plates house with hand-cut pasta and late hours.
$$$ River North
RPM Italian delivers a polished, celeb-adjacent version of modern Italian with housemade pastas, crudo, and steaks in a sleek, reservation-heavy room. It functions as both a destination date-night spot and a go-to for corporate dinners where consistent execution and presentation matter.
Must-Try Dishes: Mama DePandi's Bucatini, Mafaldine cacio e pepe, Maine lobster ravioli
What makes it special: Glossy, high-service Italian where housemade pasta shares space with steak and crudo.
$$$ River North
Siena Tavern leans into a loud, party-friendly take on modern Italian, pairing housemade pastas and pizzas with big-format cocktails and a DJ-adjacent vibe. Since 2013 it has anchored Kinzie’s going-out strip for groups who want sharable plates and a social scene in one stop.
Must-Try Dishes: Wagyu beef meatball, Rigatoni alla vodka, Gnocchi with truffle cream
What makes it special: High-energy Italian spot where big meatballs, pizzas, and cocktails drive the night.
$$$ River North
Ciccio Mio is an intimate, reservation-booked room styled like a vintage Italian supper club, known for rich pastas, antipasti platters, and thoughtful cocktails. Since opening in 2019 it has become one of River North’s most sought-after Italian date spots, with a heavy emphasis on indulgent, sauce-driven dishes.
Must-Try Dishes: Spicy vodka rigatoni, Lasagna bolognese rotolo, Orecchiette pugliese
What makes it special: A small, softly lit Italian room focused on luxurious pastas and classic antipasti.
$$$ River North
Osteria Via Stato is a Roman-inspired Italian spot led by Chef David DiGregorio, known for candlelit rooms, Roman-style thin-crust pizzas and handmade pastas like housemade ricotta gnocchi. Its long-running presence and flexible setup—pizzeria, osteria and patio—make it a reliable choice for classic-feeling Italian dates that can be either casual or more celebratory. Regulars appreciate the combination of warm service, shareable antipasti and a thoughtful wine list.
Must-Try Dishes: Roman-style margherita pizza, Rigatoni with short rib ragu, Angel hair aglio e olio with shrimp
What makes it special: Dual-concept osteria and pizzeria serving Roman-style pies and classic pastas.