Loop Chicago


Celebrate Derby Day in the Chicago Loop

Why travel to Churchill Downs when you can experience “the greatest two minutes in sports” right here in the Chicago Loop? Don your best derby hats and spend a day at the races at these great Derby parties on May 6th.

Kentucky Derby Party & Best Dressed Runway Contest at ROOF on theWit

Doors Open at 2:00 p.m.| Sign-Up for Runway at 4:00 p.m.| Runway Show at 6:00 p.m.

Put on your most stylish Southern-inspired ensemble and head to ROOF on theWit for a Derby Party & Best Dressed Runway Contest on May 6th! The most stylish southern belle will win the grand prize trip for two to the iconic Maker's Mark Distillery. The runner-up will win a private cabana at the ROOF Memorial Day Jetset Kickoff Celebration. 

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Kentucky Derby Massive Hat Party at AceBounce

3:00 p.m. – Close

Saddle up for a Derby Day ping pong part-ay that celebrates all things big: hats, cocktails and prizes. In the tradition that honors “the greatest two minutes in sports,” AceBounce will crown winners for best hat and best outfit at the Massive Hat Party on May 6, 2017. Enjoy some classic Derby fare, including Mint Juleps, and Kentucky Hot Browns, but with that special AceBounce touch. Bourbon will flow by the barrel and acclaimed Chef Rick Gresh will put his signature twist on the menu. 

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Derby Specials and Hat Contest at City Winery on the Chicago Riverwalk 

11:00 a.m. - 9:00 p.m. 

City Winery on the Chicago Riverwalk is celebrating Derby Day with Mint Juleps courtesy of Bulleit Bourbon. Snap a photo with your Derby hat and a mint julep or a glass of City Winery wine in-hand and you could win $100 City Winery gift card. Just check in at City Winery Riverwalk on Facebook and post your photo on the City Winery Chicago Riverwalk page, and City Winery will share the 6 best photos throughout the day. The photo that receives the most likes will win the grand prize! 

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Derby Cocktails at the Renaissance Chicago Downtown Hotel

3:00 p.m. - 6:00 p.m.

Gear up for the race with Renaissance Chicago’s local take on some of the derby classics like Chicago’s koval bourbon mint juleps. 

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Photo Credit: Roof on theWit

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