Where to Drink in Chicago with #Views


Up, down, and all around, Chicago is quite the looker. From the skyline after dark, all lit up and glittering against the night sky, to a warm day at the beach looking out on the peaceful waters of Lake Michigan. There’s no shortage of scenery in this concrete jungle.

Also not in short supply? Stiff cocktails and tasty brews. So if you’re looking to blow up that social feed with FOMO-inducing feels, combining the two will most certainly do the trick.

Get familiar with these top places to drink in Chicago with #views.

Cindy’s Rooftop

Located on top of the Chicago Athletic Association Hotel, the view from Cindy’s Rooftop has it all — glimpses of sparkling Lake Michigan, Michigan Ave., and The Bean (to name a few sight highlights). And their incredible craft cocktail menu can’t be beaten. One sip of their Old Fashioned and you’ll know what we mean.

The Lakefront at Theatre on the Lake

This recently restored 1920s-era building couldn’t set a more perfect scene for drinks lakeside. Their Skyline Patio, open seasonally, boasts one-of-a-kind views of Lake Michigan and the city skyline, offering a diverse selection of craft beers, spirits, and wine.

London House Rooftop (Shannon Boland, London House)

Why settle for one level of views when you could have three? Concierge Shannon Boland of The London House knows that for cocktails, sweeping views of the Chicago River and Michigan Mile, and even a spot of tea, there’s no better place to find it all than LH.

Leviathan (Mary Skoubis, Drake Hotel)

If your first thought is “sea monster,” you wouldn’t be entirely off base. Concierge Mary Skoubis of the Drake Hotel can personally vouch for this stylish lounge found at the Dana Hotel and Spa. The views are made that much more whimsical when paired with their nautically-themed cocktail list featuring names like the Siren Song and Maelstrom.


For sushi, specialty cocktails, and remarkable views of the Chicago River and Michigan Ave. Bridge, look no further than this high-end lounge in the Trump Hotel Chicago. Keep things classic with their G&T or spice things up with Light My Fire, made with — among other things — tequila and spicy caviar pearls.

City Winery on the Riverwalk (Marcus Hollis, The Omni Hotel)

It’s easy to miss the Chicago Riverwalk when you’re constantly looking up at the skyscrapers overhead. But as Concierge Marcus Hollis of The Omni Hotel can attest to, places like City Winery are a must-add to the to-do list. In addition to top-notch patio views and beverages, you can also take a tour of their fully functioning winery and catch live music from names like Steve Earle and Los Lonely Boys.

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