Welcome to Windy City Cosmo! I’m the founder, Amanda Whitfield, navigating the city’s vibrant scene, one cocktail and connection at a time.

Over a decade ago, I set out on my Chicago career journey, yearning for that chic, cosmopolitan lifestyle a la Carrie Bradshaw. Guess what? It’s not just a dream—it’s a reality, and Windy City Cosmo is the living proof!

My journey? Oh, it’s been a rollercoaster of adventures—200+ first dates (yes, you heard that right!), crashing the swankiest launch and brand parties, solo trips to Paris Fashion Week, and jet-setting (or roundtrips) escapades with my suave hubby. Amidst all the glitz, I’ve had a blast interviewing female entrepreneurs and content creators and rubbing shoulders with big names from HBO to Hallmark.

But that’s not all—amidst the hustle and bustle, I find immense joy in sharing my recently-wedded bliss, fostering lasting connections, prioritizing my health and wellness, and mastering the art of balancing the excitement of travel with the demands of a flourishing career in corporate finance.


Whether you’re dancing under city lights or making waves in the bustling streets, Windy City Cosmo is your go-to guide for turning dreams into reality.

So, join me on this dazzling adventure where we learn from the incredible women shaping Chicago’s entrepreneurial landscape while soaking in city life one trip and night out at time —because, darling, every moment is a party, and with Windy City Cosmo, life is a a whole lot of fabulous! 🌟✨


Amanda Whitfield

Work with Amanda

Check out my portfolio and opportunities to work together here.

Be Featured in Windy City Cosmo

To be featured in Windy City Cosmo, send press releases and business proposals about Chicago’s tech scene, new restaurants, and classy bars, entrepreneurs, networking events, health and wellness and other Chicago happenings to WindyCityCosmo@gmail.com.

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