7 Best Rooftop Bars in the Loop

Summer is coming, which means warm weather and Chicagoans leaving their favorite indoor bars for the city’s open air rooftop bars. When it comes down to it, basking in the sun while sipping on cocktails is one of the best ways to spend summer.

Here are the seven best rooftop bars in the Loop.

12 S Michigan Ave, Chicago, IL 60603

One of the best rooftop bars in the Loop, Cindy’s offers you a breathtaking view of Millennium Park below, and the sparkling aqua blue of Lake Michigan from beyond. Located above the Chicago Athletic Association, soak in some sun while sipping on drinks by potion’s master Nandini Khaund. For spring, try the Miss Beauregarde, a beer mimosa with blueberry-ginger Demerara, tarragon, and Atlas Brewing Company’s Farmhouse Wheat Ale. Reservations are recommended, as Cindy’s is one of the most popular bars in the city.

203 N Wabash, Chicago, IL 60601

Chic decor make up Cerise, the swanky rooftop bar located on the 26th floor of the Virgin Hotel. Its posh flagship terrace covers the hotel on three sides, offering stunning city views like no other. Weekends are when Chicago’s social set come out to play. Drink, dance to tunes spun by the mix of rotating DJs, let loose and have fun. The rum punch, gimlets or sparkling sake are worth a try.

52Eighty Rooftop Lounge
166 E Superior St, Chicago, IL 60611

If you want to grab a quiet drink somewhere that affords you a panoramic view of the city, 52Eighty Rooftop Lounge is the place to be. Classic, laidback and straightforward, the lounge is located at the 29th floor of the MileNorth Chicago Hotel. Cozy up on their couches, perfect for couples and conversations, while nursing a drink or two.

259 E Erie St, Chicago, IL 60611

Established in 2015, GreenRiver has quickly gained popularity in the Chicago social scene for having it: the most impressive food, drinks and service. With views of Chicago’s Streeterville neighborhood, this Michelin-starred restaurant and bar, sitting on the 18th floor of a Northwestern Medical Hospital building, lends a simple and sleek vibe, complementing the cityscape. In charge of the completely unpretentious yet sumptuous menu is Executive Chef Anton Lirette. He partners with Head Bartender Julia Momose for cocktails, which pay homage to Irish-American Chicagoans of times past.

201 E Delaware Pl, Chicago, IL 60611

A fixture on The Best Rooftop Bars in Chicago list of most publications, step into Drumbar and you’ll see why it lives up to these accolades. Located on the 18th floor of the Raffaello Hotel, this cocktail-focused bar offers a carefully curated selection of spirits and boasts an intimate lounge area with terrific views of Lake Michigan and the Hancock Building.

118 W Grand Ave, Chicago IL 60612

Known for their tasty infusion of Japanese, Spanish and Peruvian cuisine, be sure to check out Tanta during rooftop season. Their pisco sours go well with the ceviches, and on Wednesdays, they have live Latin music.

Which of the best rooftop bars in the Loop have you been to? Would you add any to our list? Let us know in the comments!

Author: Maddy Osman, an SEO Content Strategist who has a passion for blogging. Her lifestyle blog, ChicagoCheapAss, shows young adults how to find the best deals and values in Chicago!