Best Outdoor Dining Restaurants in Magnificent Mile & Streeterville (60611)
7 hand-picked restaurants, critic-reviewed and ranked
Last Updated: January 2026
Our Top Pick
Robert's Pizza and Dough
Award-winning brick-oven thin crust with anatomically perfect dough developed over 20 years
Notable Picks
8.9
Robert Garvey's certified pizzaioli credentials shine through in this riverfront Streeterville destination, where a 20-year dough development journey yields thin-crust artisan pies with perfect crunch-to-chew ratio. Named #1 Artisan Pizza in Chicago and ranked among Top 100 Pizzas in the World.
Must-Try Dishes:
Fennel Sausage with Hot Honey, Pepperoni with Calabrian Chiles, Acorn Squash Seasonal Pizza
What makes it special: Award-winning brick-oven thin crust with anatomically perfect dough developed over 20 years
Vibes:
Girls Night Out Approved
Birthday & Celebration Central
Trendy Table Hotspots
Group Dining Gatherings
The Hampton Social - Streeterville is a coastal-inspired New American spot where frosé, seafood plates, and shareable snacks anchor lively brunches and dinners just off the Mag Mile. Guests use it for pre-show meetups, group celebrations, and upbeat nights built around cocktails and comfort food. The bright, beachy room and consistent crowds make it one of Streeterville’s most dependable social restaurants for American fare.
Must-Try Dishes:
Lobster Roll, Truffle Fries, Fish & Chips
What makes it special: Coastal-inspired American plates and cocktails in a bright, party-ready room.
#3
Z Bar
8.3
Perched atop The Peninsula Chicago, Z Bar is a polished rooftop lounge where inventive cocktails, daikon fries, and warm beignets meet a terrace facing the Magnificent Mile. Service and execution are stronger and more refined than many rooftops, making it a go-to for upscale drinks with real food and serious views.
Must-Try Dishes:
Daikon fries, Warm vanilla bean beignets, Chef-driven bar snacks to share
What makes it special: A hotel rooftop lounge pairing skyline-facing terraces with some of the city’s most polished cocktails and snacks.
8.3
Upstairs at The Gwen turns the hotel’s fifth-floor terrace into an Art Deco-inspired rooftop with fire pits, city views, and a menu of cocktails and shareable New American plates. It balances hotel polish with a relaxed, social feel that works for dates, small groups, and seasonal events like Tipsy Tea.
Must-Try Dishes:
Curried Carrot Deviled Eggs, Spanakopita with Honey, Apricot-Cranberry Scones
What makes it special: Art Deco-inspired rooftop terrace with cocktails, snacks, and fire pits.
8.2
Sitting at the far end of Navy Pier, Offshore Rooftop is a sprawling indoor-outdoor venue with fire pits, a long bar, and unobstructed views of the lake and skyline. The menu focuses on shareable bar food and drinks, but people come primarily for the open-air space and fireworks sightlines.
Must-Try Dishes:
Hummus & crudité platter, Shared flatbreads, Cocktail-friendly small plates
What makes it special: One of the country’s largest rooftop bars with sweeping lake and skyline views from Navy Pier.
#6
The Bellevue
8.1
Vibes:
Outdoor Dining Oasis
Business Lunch Power Players
Group Dining Gatherings
Birthday & Celebration Central
Occupying the former Tavern on Rush corner, The Bellevue pairs a two-story dining room with a sizable sidewalk café just off Mariano Park. Contemporary American plates, seafood towers, and a full bar make it a flexible choice for brunch, business meals, and late-night people-watching on the triangle.
Must-Try Dishes:
Italian Beef Wontons, Seafood Tower, Prime Rib
What makes it special: Gold Coast corner restaurant with big sidewalk café and classics.
Worthy Picks
7.7
Streeterville Social tops the Loews Chicago Hotel with a turf-lined rooftop outfitted with cabanas, lounge seating, and city views a few stories above the river. Food and drinks lean toward straightforward bar fare, making it best for casual outdoor meetups rather than destination dining.
Must-Try Dishes:
Wagyu beef sliders, Jumbo lump crab cake sliders, Margherita flatbread
What makes it special: A hotel rooftop deck with turf, fire pits, and shareable New American snacks just inland from Navy Pier.