Best Rooftop Restaurants in Loop (60606)
2 hand-picked restaurants, critic-reviewed and ranked
Last Updated: January 2026
Our Top Pick
Gibsons Italia
Italian steakhouse where serious pastas meet river and skyline views.
Notable Picks
8.7
Gibsons Italia is a riverfront Italian steakhouse pairing gold-extruded pastas, Prime beef and seafood with skyline views from multi-level dining rooms. Downtown diners use it for client dinners, occasion meals and polished date nights where service and execution are tightly controlled.
Must-Try Dishes:
Spicy Rigatoni, Cacio e Pepe, Roasted Mediterranean Branzino
What makes it special: Italian steakhouse where serious pastas meet river and skyline views.
8.3
A rooftop Mediterranean room where fries aren’t an afterthought—they’re a happy-hour anchor built for dipping into roasted garlic aioli and pairing with cocktails. The best order is fries plus one or two small plates, then let the table graduate into pinsa or seafood once the room fills in.
Must-Try Dishes:
French fries with roasted garlic aioli, Papas brava, Pinsa
What makes it special: Rooftop fries designed for aioli-dipping and happy-hour pacing.