A few of this year's singles: Dave Ritter, Kate Kelly, Audrey Wang, Zeenat Patrawala, and Dan Balanoff
Clockwise from top left: Dave Ritter, Audrey Wang, Zeenat Patrawala, Dan Balanoff, and Kate Kelly
 

From hospitals and football fields to dance floors and urban gardens, we cherry-picked the city's 20 most becoming singles. We hope you'll concur: Every choice is picture perfect.

Check out our web exclusives, including video interviews, personal photos, a “Where Are They Now?” update on a few former singles, and behind-the-scenes shots.

PLUS: Browse green carpet photos from Summer Lovin', our annual mixer cosponsored by the Auxiliary Board of Northwestern Memorial Hospital, this year benefiting the Northwestern Brain Tumor Institute—and also see candid shots from the event.

Agape Pappas
Agape Pappas
Audrey Wang
Audrey Wang
Caroline Boneham
Caroline Boneham
Dan Balanoff
Dan Balanoff
Dave Ritter
Dave Ritter
Gregory Stellatos
Gregory Stellatos
Harold Gauthier
Harold Gauthier
Jeffrey Yoder
Jeffrey Yoder
Julie Woertz
Julie Woertz
Kate Kelly
Kate Kelly
Kentaro Yamada
Kentaro Yamada
Major Wright
Major Wright
Mike Hines
Mike Hines
Olivia Castellini
Olivia Castellini
Patrick Marsden
Patrick Marsden
Sara Gasbarra
Sara Gasbarra
Tyla Abercrumbie
Tyla Abercrumbie
Vincent Anzalone
Vincent Anzalone
Vittoria Incandela
Vittoria Incandela
Zeenat Patrawala
Zeenat Patrawala

 

Photography: Maria Ponce

Wardrobe and accessories courtesy of Vince, Sofia, Bloomingdale's, Artfully Disheveled, ianneci, and the singles