We know the best season of them all is coming back when we start to see people perched on top of rooftops with drinks in hand. Wicker Park's new hotel, The Robey, has a trendy rooftop bar on its 12th floor that just opened this Sunday May 7th. The biggest draw to the space is the rooftop pool, with chairs and cushions on the 160-seat deck arranged around 180-degree skyline views of the city. Chicago may not be the first city you think of when someone mentions a bar with a rooftop pool, but we're joining the trendy likes of Miami and LA this summer. With Cabana Club's vacation vibes, guests are transported into the tropics of luxury while sunbathing on the outdoor deck or enjoying cocktails in the indoor lounge. 

To learn more about The Robey and Cabana Club, visit their website here. I'll be waiting poolside.