Best Rooftop Restaurants in Magnificent Mile & Streeterville (60611)
4 hand-picked restaurants, critic-reviewed and ranked
Last Updated: January 2026
Our Top Pick
Terrace 16
A riverfront terrace sixteen floors up where steak, seafood, and classic brunch dishes come with close-up Chicago River and skyline views.
Notable Picks
#1
Terrace 16
8.4
Terrace 16 crowns Trump International Hotel & Tower with a dining room and river-facing terrace serving contemporary American plates, steaks, and brunch dishes. With lobster pastas, composed seafood, and burgers alongside one of the stronger downtown river views, it draws both hotel guests and locals looking for special-occasion rooftop-adjacent dining.
Must-Try Dishes:
Lobster Arrabbiata, Ora King Salmon, Terrace Burger
What makes it special: A riverfront terrace sixteen floors up where steak, seafood, and classic brunch dishes come with close-up Chicago River and skyline views.
#2
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.
Worthy Picks
7.9
Set at the end of Navy Pier, Offshore Rooftop is a sprawling indoor–outdoor bar and restaurant with one of Chicago’s widest lake-and-skyline panoramas. Guests come more for cocktails, small plates, and fireworks views than white-tablecloth dining, but the kitchen keeps pace with shareable snacks that work well for groups.
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.
7.7
Streeterville Social sits atop the Loews Chicago Hotel as a seasonal rooftop bar and restaurant with turf-lined lounges, fire pits, and a menu of sliders, flatbreads, and shareable snacks. Service and execution can be uneven, but for guests who prioritize an open-air rooftop near Navy Pier and the river, it’s a convenient, lower-key alternative to the city’s headline rooftops.
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.