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A cocktail at cindy's
Photograph: Martha WilliamsGolden boar cocktail at Cindy's Bar.

Time Out says

The rooftop restaurant and bar at the Chicago Athletic Association Hotel offers some of the best views of the city, with an expansive look at Millennium Park and the Lake. The drinks, from Nandini Khaund, are mostly balanced, and very pretty, while the American food is also mostly well-executed and comes in massive portions and is designed for sharing.


12 S Michigan Ave
El top: Red to Monroe.
Opening hours:
Mon-Fri 3pm–2am, Sat 10am–3am, Sun 10am–12am
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Teeny, Tiny, Tropical Bar

Escape the frigid cold —at least temporarily—by heading to Cindy’s for a tropical pop-up experience. Sip on a selection of inventive drinks, like the buttery and complex Shake Ya Tailfeather and the fruity and spirit-forward Rum Ham, or nosh on bites such as egg rolls and pork sliders. The bar is open daily from 5-10pm for walk-ins.

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