Continuing the box-hat style

The pillbox hat trend isn't going anywhere—Jackie O is still very much the poster child of old-yet-new style in 2026. (Opera gloves, capes, dainty watches —need we go on?) Since gaining popul...

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Continuing Boxhat Style

How Do You Style and Wear a Pillbox Hat Perfectly?

Discover how to wear a pillbox hat with confidence and style. Learn tips on choosing the right outfit, positioning the hat, and accessorizing for any occasion. Elevate your look effortlessly with our expert

Jennifer Lawrence Brings Back the Jackie Kennedy

Jennifer Lawrence saw you resuscitate that overworked knit beanie for yet another winter and raised you a fashion girl''s alternative: a pillbox hat. Thanks

Scandi Girls Love the Pillbox Hat Trend — Here''s How to Wear It

As sartorial trends evolve from sleepy, quiet luxury outfits to thoughtfully timeless ensembles, the pillbox hat also makes classic wardrobe heroes—like a black wool jacket or a khaki

This "Dated" Hat Style Is Back, and Is the Answer to

The pillbox hat is making a comeback in fashion''s most elite circles. Here''s how to shop and style this old-school trend now.

Jennifer Lawrence Brings Back the Jackie Kennedy Pillbox Hat Trend

Jennifer Lawrence saw you resuscitate that overworked knit beanie for yet another winter and raised you a fashion girl''s alternative: a pillbox hat. Thanks to Lawrence, the Jackie Kennedy...

How to Wear a Pillbox Hat, According to Street Style

With ''60s-leaning, ladylike dressing making a comeback, the pillbox hat—one of Jackie O.''s most accessories—arrives with a new point of view.

How To Wear A Pillbox Hat

Once big in the 1930s and again in the ''60s, notably worn by Jackie Kennedy, it has recently made a chic comeback. Spotted on the most fashionable, I wondered if I could pull it off in

The Pillbox Hat Trend is Taking Over For a Good Reason

Can''t get enough of the pillbox hat trend? Us either. Ahead, we share our favorite pillbox hats and ways to style the trending hat.

Pillbox Hats Are Set To Elevate Every Autumn Outfit

Beanies and bobble hats come part and parcel with the change of seasons as we all brace ourselves against the impending cold weather. This year, however, it''s not practicality that''s

Are We Dressing Like First Ladies Now? A Pillbox Hat Trend Explainer

Looking at the bigger picture, it''s clear that pillbox hats have been begging for their comeback since the Spring/Summer 2025 runways —and even the Fall/Winter 2024 shows. Brands

The Pillbox Hat Trend Is Here To Stay

With the addition of a fun, statement-making pillbox hat, the ensemble is anything but boring. Finish with a strappy sandal or loafers, depending on what the day calls for.

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