Best Late Night Legends Restaurants in Little Italy
5 hand-picked restaurants, critic-reviewed and ranked
Last Updated: February 2026
Our Top Pick
Prince Street Pizza Chicago
NYC-famous Sicilian squares and slices served fast on Randolph Row.
Notable Picks
8.1
Vibes:
Late Night Legends
Quick Bites Champions
Cheap Eats Budget Brilliance
Solo Dining Sanctuaries
The famed New York slice shop’s Chicago outpost brings thick Sicilian squares and big New York-style slices to Randolph’s restaurant row. It’s a fast-casual, mostly-standup operation geared toward quick lunches and late-night runs for pepperoni-cupped, sauce-forward pies.
Must-Try Dishes:
Spicy Spring Pie, Chicago Supreme square, Prince Perfection Pie
What Makes it Special: NYC-famous Sicilian squares and slices served fast on Randolph Row.
Worthy Picks
7.9
Selva is a moody, agave-forward rooftop lounge atop The Emily Hotel, inspired by Mexico by night with city views and DJ-driven evenings. The food skews toward casual tacos, snacks, and a dessert or two that back a cocktail program built around mezcal and tequila.
Must-Try Dishes:
Shrimp Tacos, Corn Salad, Selva Sundae
What Makes it Special: Agave-focused rooftop lounge with Mexican-inspired cocktails, snacks, and DJs.
7.9
Mr Greek Gyros’ Taylor Street outpost brings a decades-old Greektown brand’s gyros, burgers, and kabob plates to University Village with long hours and counter-service convenience. It leans into big portions and late-night service more than polish, making it a reliable option after classes or games.
Must-Try Dishes:
Gyros Plate, Chicken Kabob Dinner, Big Baby Double Cheeseburger
What Makes it Special: Little Italy offshoot of a decades-old Greektown favorite, focused on gyros, burgers, and late-night comfort plates.
7.9
Siri Indian Restaurant focuses on South Indian and Hyderabadi dishes, from dosas and idli to dum biryani and rich vegetarian curries. It’s a go-to for neighborhood diners who want a big menu, late hours, and familiar staff for both dine-in and delivery.
Must-Try Dishes:
Hyderabadi Chicken Dum Biryani, Malai Kofta, Andhra Cashew Chicken Fry
What Makes it Special: A South Indian–leaning menu with real depth in biryani, dosas, and curries.
7.8
Tuk Tuk Indian Street Food channels Indian roadside snacks into bowls, rolls, and chaat at student-friendly prices. UIC regulars stop in for dahi puri, stuffed parathas, and chai late into the night when they want something lighter and more snackable than a full curry spread.
Must-Try Dishes:
Dahi Puri, Chicken Tikka Roll, Aloo Paneer Paratha
What Makes it Special: Street food–style chaat, rolls, and parathas served late at student-friendly prices.