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“Everybody knows the race plays second fiddle to the dazzling display of Southern belles in the fanciest, most ornamented, most jaw-dropping hats around.” – Sally Faith Steinmann

The Kentucky Derby is famed for being “The Greatest Two Minutes in Sports,” but we like to experience the excitement all day.  Join us on ROOF at 2:00pm Saturday, May 6 to celebrate more than just the winner draped in roses, but the iconic southern culture and fashion that comes to life on Derby Day.  History has transcended the Derby into far more than just a sporting event, and trendsetters have used this highly anticipated annual affair to showcase the finest in Spring fashions for decades.

Grab your most stylish friends and head 27 floors above it all to sip on classic Mint Juleps and specialty Maker’s Mark cocktails including The Home Stretch (a house fusion featuring Maker’s Mark Bourbon, Bianco Vermouth, Elderflower, Sicilian Blood Orange, Raspberry, Wild Mountain Strawberry and Lemon) and the Frozen Kentucky Mule (Maker’s Mark Bourbon, lime mint, Angostura bitters and ginger beer.)  Adorn yourself in chic Southern belle attire, complete with your most extravagant hat and take on the Runway for a chance to experience how ROOF on theWit treats its winner’s circle.  Sign-ups for the runway begin at 4:00pm and a limited number of Derby style icons will be able to show off what they’ve got for a jam packed room with breathtaking city views as the backdrop.

Let the crowd decide who best embodies the stylish elegance that is Kentucky Derby Fashion. Grand prize for the most glamorous ensemble and strut is an all-expenses paid getaway weekend for two to the Maker’s Mark distillery in Loretto, Kentucky!

Runner-up will go home with a reservation for a private cabana at the ROOF Memorial Day JetSet kickoff celebration, where you will have exclusive seats for the sultry party inspired by the radiant Costa del Sol Spanish coast.

“ROOF’s Kentucky Derby Day Party is surrounded by spectacular city views and allows guests to enjoy the Derby experience in a stylish venue, complete with first class DJs performing throughout the day,” says Beatriz Jara, ROOF Events Manager. “The event isn’t just a viewing party, but an interactive experience with fashion, food, and beverage as the focus. Guests can also expect to taste an all new menu by Executive Chef Nathan Sears, bite sized sweets from award-winning pastry chef Toni Roberts and ROOF twists on classic Derby Day cocktails.”

You won’t find a Derby celebration like this anywhere else in Chicago. From unique spins on classic cocktails, to a stylish runway show, ROOF is the place to be for an unforgettable trip to the races. Reservations are strongly encouraged. Private ‘Millionaire’s Row’ Cabanas are now available for $1,500 per cabana. No cover charge during event.

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