By Rachel Bertsche and Amalie Drury
Rooftop bars beckon, swimsuits have replaced sweaters, and everyone’s ditching work early: It’s the perfect time of year to stop being single in the city. So check out this group of exceedingly eligible men and women, who range in age from 23 to 60. To find them, a team of Chicago editors and contributors sorted through hundreds of nominations on chicagomag.com, plus did plenty of their own digging. This year’s 20 winners are all successful, attractive, interesting, unmarried (obviously), and looking for love — and you can meet all of them at Chicago’s Summer Lovin’ event to benefit the Auxiliary Board of Northwestern Memorial Hospital on June 21 at the Museum of Contemporary Art.
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Brenda
ArelanoMorning makeup artist, NBC-5, 60 -
Leah
BradfordPhilanthropy executive, 36 -
Dan
CaspiSenior scientist, AbbVie, 33 -
Kym
DeLostPastry chef, Storefront Company, 29
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Matthew
HarvatOwner, Circuit Mom Productions, 48 -
Frank
HollandReporter/anchor, WGN Morning News, 35 -
Paul
JaquezAttorney, Laner Munchin, 30 -
Alaina
KaczmarskiCofounder, The Everygirl.com, 27
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Dan
KeckPartner, Prescient Capital, 42 -
Jen
KramerDirector of entertainment and special events, Navy Pier, 43 -
Henry
MeltonDefensive tackle, Chicago Bears, 26 -
Leslie
OsborneProfessional soccer player, 30
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Joe
RazzaGraphic designer, 30 -
Preeti Shivakumar
Dentist, 30 -
Mike
SimmonsPolicy director, City of Chicago, 30 -
Adam
StarkExpediter, Grace, 23
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Lisa
TolliverDirector, Capstone Partners, 40 -
Robyn
TylerOwner, All Around Housing, 42 -
Salena
WhitfieldStrategist, Abbott Laboratories, 33 -
Rich
WooFinancial representative, Northwestern Mutual, 29
Check out the behind-the-scenes video of our Most Eligible Chicagoans photo shoot: