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Men's Hats for Small Heads

  • Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Palm Beach by Wallaroo Hat Company

    $ 65.00

    The Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...

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    $ 65.00
  • Pro Style Twill Cap for Small Heads - MCI Hats Cap MegaCI
    Pro Style Twill Cap for Small Heads - MCI Hats Cap MegaCI 6901BY-LGY Light Grey 51-55 cm

    Pro Style Twill Cap for Small Heads - MCI Hats

    $ 7.50

    Petite Baseball Cap for Small Heads This petite low-profile baseball cap is the perfect choice for anyone with a smaller head size looking for a st...

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    $ 7.50
  • Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI
    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear Cap MegaCI J7250-WHT White

    Taslon Large Bill UV Cap with Neck Cape - Juniper UV Wear

    $ 29.75

    Embrace sun protection without compromise. This expansive UV cap features a commanding 180-degree brim with a 4.25" peak, paired with an innovative...

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    $ 29.75
  • Washed Cotton Twill Pro Style Visor - Mega Cap Visor Cap MegaCI
    Washed Cotton Twill Pro Style Visor - Mega Cap Visor Cap MegaCI MC4056kh Khaki

    Washed Cotton Twill Pro Style Visor - Mega Cap

    $ 10.00

    Own your moment with this premium washed cotton twill visor engineered for champions. Featuring a sophisticated three-panel construction with profe...

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    $ 10.00
  • Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107bkx Black Jr. L/XL (54 cm)
    Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107ntx Natural Jr. L/XL (54 cm)

    Small Heads Straw Summer Fedora Hat - Milani Hats

    $ 15.00

    Perfect for petite heads and warm-weather adventures, this charming straw fedora brings vintage flair to your summer style. Featuring a distinctive...

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    $ 15.00
  • Pro Golf Flexfit Solid Baseball Cap - Scala Hats for Men Cap Scala Hats bc303aWH White Small/Medium (57 cm)
    Pro Golf Flexfit Solid Baseball Cap - Scala Hats for Men Cap Scala Hats bc303aNV Navy Small/Medium (57 cm)

    Pro Golf Flexfit Solid Baseball Cap - Scala Hats for Men

    $ 14.00

    Designed for the discerning golfer, this six-panel baseball cap combines classic styling with modern performance. The spandex-enhanced polyester fa...

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    $ 14.00
  • DPC Global Packable Bucket Hat with Snap Brim Bucket Hat Dorfman Hat Co. 830KS-Blue1 Light blue Small (55 cm)
    DPC Global Packable Bucket Hat with Snap Brim Bucket Hat Dorfman Hat Co.

    DPC Global Packable Bucket Hat with Snap Brim

    $ 15.99

    Discover effortless style with this versatile bucket hat, designed for those who embrace adventure. The classic poplin construction features a dist...

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    $ 15.99
  • Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons
    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons js6759ivs Ivory S (56cm)

    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes

    $ 21.00

    Experience timeless style with this beloved straw fedora, expertly proportioned for smaller head sizes. Featuring a gracefully pinched crown and na...

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    $ 21.00
  • Large Bill Flap Cap - Milani Hats Cap Milani Hats
    Large Bill Flap Cap - Milani Hats Cap Milani Hats F006-NG Neon Green OS (56-60 cm)
    Sale

    Large Bill Flap Cap - Milani Hats

    Original Price $ 18.00
    Current Price $ 12.99

    This bold four-panel cap commands attention with its oversized 2.75" bill and protective neck flap that shields you from sun exposure. Engineered f...

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    Original Price $ 18.00
    Current Price $ 12.99
    Sale

A great hat should look sharp and feel effortless—and that starts with the right size. Our collection of men’s hats for small head sizes is curated specifically for a secure, comfortable fit in Small (55–56 cm / 21 7/8–22"), so you don’t have to settle for hats that ride too low, slip, or feel bulky.

Shop small men’s hats in a wide variety of classic silhouettes, including small men’s fedora hats, porkpie hats, and winter-ready flat caps for timeless cold-weather style. For warm-weather performance and outdoor comfort, explore mesh-side safari and outback hats sized for smaller heads—designed to deliver breathable airflow and reliable sun coverage for travel, golf, hiking, and everyday outdoor wear. The result: better fit, better shape, and a hat that looks like it was made for you.