
Zed 451
At the lush, 2,300-square foot rooftop at Zed451 steakhouse in River North, guests have a chance to sit at a large outdoor fireplace, sipping seasonal cocktails from a full-service bar and enjoying Chef Patrick Quackenbush’s tailored menu. Take in unique, cavernous views of the Mag Mile skyline while surrounded by lush foliage. Brunch is offered every Saturday and Sunday beginning at 11AM. This rooftop is often packed, so, be sure to have your name on the list…
Market Bar Rooftop
Guests who visit this chic West Loop bar can dine rain or shine under Chicago’s first retractable roof. Boasting flat-screen TVs, seven linen-draped cabanas, and the occasional celebrity (John Cusack and Blackhawk Chris Chelios are fans) it’s the perfect place to watch the game. Chef Joe Rosetti offers up a creative seasonal menu, featuring items like Baja Tacos and Short Rib Ravioli, as well as summer-inspired cocktails like the Crystal Mojito or Market Sangria.
Epic Sky
New to EPIC Restaurant in River North this spring, the 3,000-square-foot roof deck lounge Epic Sky features lounge-y seating, a couple of de rigueur cabanas and a white-acrylic back bar with amber lights. It’s only a three- or four-story building, but it still has nice views of the downtown skyline. Becareful, if you want something to eat, you will have to go downstairs, to one of the three levels of the enormous restaurant. The rooftop area is very upscale, and just like any other rooftop bar in Chicago unless you plan on getting bottle service get there very early or you won’t have any luck getting in or getting a seat.
Terrace at Trump Hotel
Opened in June 2009, A sophisticated outdoor oasis showcasing superb fine dining amidst the iconic views of Chicago’s dramatic landscape is The Terrace at Trump. This terrace lounge on the sixteenth floor of the Trump Tower boasts one of the best alfresco views in the city.
Thanks to a boomerang-shaped bar facing the terrace’s edge, guests can relish in the summer sun while taking in vistas that are quintessentially Chicago including the Wrigley Clock Tower, Lake Michigan, Chicago River, and also enjoy Navy Pier’s seasonal fireworks on Wednesday and Saturday evenings. A brief food menu includes salads, ceviche, gourmet sliders and skewers.
Vertigo Sky Lounge
The unisex bathroom at Vertigo will catch your attention. With a large round window overlooking the Chicago skyline and another window where visitors can order old-time drinks like Sidecars and Pink Ladies from the bar, it’s turning out to be quite the happening loo.
C-View
This lounge on the top floor of the Affinia Chicago Hotel offers incredible views of the Chicago skyline. A “living wall” of greenery and flowers adds an urban-oasis feel to the luxe outdoor terrace with lounge seating and a high communal table.
The lounge’s indoor portion relies on tightly upholstered club chairs in tan leather, glassy pendant lighting and an underlit bar. The look is inviting, but it’s tough to compete with the outdoor space, where glass panels afford unobstructed views and a communal table encourages mingling.
The Roof
Offering both indoor and outdoor spaces, the large rooftop bar at this Chicago hotspot serves up great food and amazing views.

