Our Story

We’re two sisters from the Chicago suburbs with a lifelong passion for fashion and an ever-growing love for travel. Over the past five years, frequent trips to Colorado sparked an interest in cowboy hat fashion. Rachael, driven by this newfound passion, began designing her own hats for herself and close friends. Before long, people started asking, “Where did you get your hat?” or “I love your hat!” That’s when we decided to bring our designs to others and offer custom hats at a reasonable price. We’d love to be part of your hat-making journey!

A stylish collection of fedora hats arranged on a white wall, offering a glimpse into classic fashion.

Rachael Hansen

Our Founder and Lead Designer
Rachael is the creative force behind our hats. As the founder and lead designer, she’s spent the past three years immersing herself in the art of hat-making. From understanding the craftsmanship and structure of each hat to mastering the smallest details, Rachael has dedicated herself to learning everything there is to know about creating high-quality, custom cowboy hats.
Her passion for design and commitment to perfection ensure that every hat she creates is both stylish and uniquely tailored to the individual. With Rachael’s expertise, your custom hat is in the best hands.

Rachael@windycityheadwear.com

Nicole Hansen

Marketing and Business Lead
Nicole is Rachael’s trusted partner and the backbone of our business operations. With a master’s degree in business, she manages everything behind the scenes—from marketing to logistics—ensuring that the company runs smoothly.
Nicole’s expertise allows Rachael to focus on her creative work, while Nicole drives growth, connects with customers, and spreads the word about our custom hats. Together, they make the perfect team to bring our vision to life.


Nicole@windycityheadwear.com