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Women of Style 2018

By Ariel Cheung, Laura Hine and Jaclyn Jermyn

Portraits by Kevin Penczak | Styling by Kelsey Oenick | Shot on location at St. Jane Hotel

08.27.18

These five Chicago mavens are ready to take on the world—and they look endlessly chic while doing it.

DEBI LILLY
This event planner extraordinaire has orchestrated illustrious festivities from San Francisco to Paris, and looks stunning as she does it.
During long work days, my favorite style is… dressy and flowery. But at the same time, comfort is definitely important. I make choices based on fabrics that are comfortable and don’t wrinkle. I’ll be in the same black-tie gown from 7am until midnight, so it has to be comfortable and beautiful.
I never leave the house without… my Louis Vuitton Neverfull, although my husband calls it the Alwaysfull. It holds 20 magazines and my computer, which is great for when I’m traveling. It’s literally never away from my side.
Who are your favorite designers? I travel to Paris three times a year. If you think about those Parisian boutiques with the couturiers upstairs, you’re stepping into fashion history. And those brands—Dior and Chanel—are so magical.