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Best Business Lunch Power Players Restaurants in Little Italy

2 hand-picked restaurants, critic-reviewed and ranked

Last Updated: February 2026

Our Top Pick
Rosebud - Taylor Street
Decades-old Taylor Street icon where baked lasagna and square noodles define the red-sauce comfort playbook.

Notable Picks

$$$ Little Italy Italian
On Taylor Street, The Rosebud is a longtime Italian institution where baked meat lasagna sits alongside square noodles, vodka rigatoni, and old-school plates. Its lasagna is classic in style—stacked, cheesy, and marinara-forward in portions that often go home as leftovers.
Must-Try Dishes: Baked Lasagna, Rigatoni alla Vodka, Spaghetti with Meatballs
What makes it special: Decades-old Taylor Street icon where baked lasagna and square noodles define the red-sauce comfort playbook.
$$$ Little Italy
On the eleventh floor of Nobu Hotel Chicago, this rooftop lounge serves Nobu-style Japanese and Peruvian plates with sweeping views over Restaurant Row. Guests use it for cocktails, light bites, and sushi in a polished room that feels more like an upscale lounge than a full dinner destination.
Must-Try Dishes: Yellowtail Jalapeno, Wagyu Sliders, Spicy Tuna Crispy Rice
What makes it special: Nobu-branded rooftop lounge marrying skyline views with signature Japanese plates.