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Best Happy Hour Restaurants in Little Italy

2 hand-picked restaurants, critic-reviewed and ranked

Last Updated: February 2026

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Our Top Pick
Selva Rooftop Lounge
Agave-focused rooftop lounge with Mexican-inspired cocktails, snacks, and DJs.

Worthy Picks

$$ Little Italy
Selva is a moody, agave-forward rooftop lounge atop The Emily Hotel, inspired by Mexico by night with city views and DJ-driven evenings. The food skews toward casual tacos, snacks, and a dessert or two that back a cocktail program built around mezcal and tequila.
Must-Try Dishes: Shrimp Tacos, Corn Salad, Selva Sundae
What Makes it Special: Agave-focused rooftop lounge with Mexican-inspired cocktails, snacks, and DJs.
$$$ Little Italy Burritos
The Chicago outpost of a Miami-born taqueria and tequila bar, Bodega West Loop brings DJ-energy, neon-lit interiors, and a menu of tacos, Cali-style burritos, and late-night cocktails to Randolph Street. It’s more about the scene and drinks-first vibe than quiet sit-down meals, but the burritos are a draw for nightlife crowds.
Must-Try Dishes: Clasico burrito, Cali burrito, Surf & Turf burrito
What Makes it Special: High-energy taqueria and tequila bar serving Cali-style burritos late into the night.