Who is leading the pillbox hat trend?

Musician Jackie Apostel, girlfriend of Cruz Beckham, is a prominent figure popularizing the pillbox hat trend.

What is a pillbox hat and who made it famous?

A pillbox hat is a small, brimless hat with a flat top, named for its resemblance to pill containers. Jackie Kennedy first popularized it.

Are pillbox hats back for Autumn/Winter 2025?

Yes, pillbox hats are making a significant comeback for AW25, with new collaborations reintroducing the style.

Home / Lifestyle / Pillbox Hats Make Chic Comeback This Season

Pillbox Hats Make Chic Comeback This Season

10 Dec, 2025

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Summary

Pillbox hats, inspired by the 60s, are trending again.
Musician Jackie Apostel is popularizing the vintage accessory.
Fashion collaborations are relaunching pillbox hats for AW25.

Pillbox Hats Make Chic Comeback This Season

The elegant pillbox hat, a style popularized in the 1960s and famously worn by icons like Jackie Kennedy and Audrey Hepburn, is experiencing a resurgence this winter season. Musician Jackie Apostel has been seen championing this vintage accessory, sharing stylish photos that echo Hepburn's iconic looks.

This structured headwear, a staple in royal wardrobes for decades, including that of Diana, Princess of Wales, is back in vogue for Autumn/Winter 2025. Cult brands are collaborating to release new collections featuring pillbox-style hats, reimagining their classic silhouettes with a modern twist.

For those seeking a sophisticated addition to their cold-weather wardrobe, the pillbox hat offers an elegant solution. Its revival signifies a growing appreciation for timeless fashion, positioning it as the next essential accessory for festive occasions and beyond.

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