Best Girls Night Out Approved Italian Restaurants in River North
3 hand-picked restaurants, critic-reviewed and ranked
Last Updated: February 2026
Our Top Pick
Rosebud
Long-running Gold Coast institution for oversized red-sauce plates and celebrations.
Notable Picks
#1
Rosebud
8.7
Vibes:
Birthday & Celebration Central
Group Dining Gatherings
Girls Night Out Approved
Brunch Bliss Spots
Since the early 1990s, Alex Dana’s Rosebud on Rush has been a Gold Coast fixture for red-sauce classics, celebrity photos on the walls, and portions big enough to share. Brunch, lunch, and late dinners all lean on the same playbook: robust pastas, chicken parm, and tiramisu in a loud, celebratory dining room just off the Mag Mile.
Must-Try Dishes:
Rigatoni Alla Vodka, Chicken Parmesan, Tiramisu
What makes it special: Long-running Gold Coast institution for oversized red-sauce plates and celebrations.
#2
Siena Tavern
8.6
Vibes:
Trendy Table Hotspots
Girls Night Out Approved
Birthday & Celebration Central
Business Lunch Power Players
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.
#3
Olio e Più
8
The Chicago outpost of Olio e Più brings a coastal-trattoria feel to Dearborn, with a menu built around tableside cacio e pepe, rich gnocchi, and photogenic cocktails. It draws a style-conscious crowd that prioritizes ambiance and presentation alongside familiar pasta and pizza staples.
Must-Try Dishes:
Spaghetti cacio e pepe (tableside), Ravioli di short ribs al ragù, Gnocchi Castelmagno e tartufo
What makes it special: Design-forward trattoria known for tableside cacio e pepe and visually showy plates.