Cindy's
DrinkWest Loop#26 of 50

Cindy's

Chicago, Illinois

Photo: Cindy's Rooftop

A rooftop bar atop the Chicago Athletic Association hotel, overlooking Millennium Park and the lake. The room is gorgeous — terrazzo floors, arched windows, and a terrace that makes you feel like you own the city. The cocktails are polished, the wine list is smart, and the view is genuinely one of the best in Chicago. Come at golden hour and stay through dark.

Insider tip

Grab a seat on the terrace before sunset. Order the house martini and watch the sky turn over the lake.

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