Extended Sizes (XXL - XXXL)

Find hats in extended sizes designed for a more comfortable, secure fit. Explore XXL and XXXL styles including flat caps, bucket hats, baseball caps, fedoras, western hats, and more from leading brands like Kangol and Bailey. With a wide range of colors, materials, and silhouettes, Hats.com makes it easier to find a hat that fits well without sacrificing style.
  • Image of Tropic 507 Flat Cap product
    Kangol

    Tropic 507 Flat Cap

    $60.00
    6 colors
  • Image of Bermuda Casual product
    Kangol

    Bermuda Casual

    $85.00
    10 colors
  • Image of Tropic Player product
    Kangol

    Tropic Player

    $70.00
    4 colors
  • Image of Wool 504 USA Flat Cap product
    🇺🇸
    Kangol

    Wool 504 USA Flat Cap

    $65.00
    11 colors
  • Image of Billy Braided Trilby product
    Bailey 1922

    Billy Braided Trilby

    $85.00
    8 colors
  • Image of Stripe Lahinch product
    Kangol

    Stripe Lahinch

    $60.00
    9 colors
  • Image of Wool 504 Earflap product
    Kangol

    Wool 504 Earflap

    $75.00
    4 colors
  • Image of Wool Spitfire product
    Kangol

    Wool Spitfire

    $70.00
    8 colors
  • Image of Tropic Spitfire product
    Kangol

    Tropic Spitfire

    $60.00
    7 colors
  • Image of Wool Player product
    Kangol

    Wool Player

    $80.00
    4 colors
  • Image of Mannes Braided Trilby product
    top seller
    Bailey 1922

    Mannes Braided Trilby

    $85.00
    12 colors
  • Image of Billy Trilby product
    50% off
    Bailey 1922

    Billy Trilby

    $85.00 $42.50
    7 colors

Frequently Asked Questions about Extended Sizes (XXL - XXXL)

What head measurement does an XXL or XXXL hat fit?

On a typical hat size chart, XXL covers about 24 3/8 to 24 7/8 inches, or sizes 7 3/4 to 7 7/8, and XXXL starts around 25 1/8 inches, or size 8. Brands vary, so check the size chart for each hat.

Should I size up or down if I'm between XL and XXL?

Size up. A hat that's slightly loose can be snugged up with a foam insert behind the sweatband, but one that's too small will press on your head and can cause headaches.

Will adjustable or one-size caps fit a large head?

Adjustable and one-size caps usually fit up to about size 7 7/8, though they can sit shallow on larger heads even when the strap closes. For a deeper, more comfortable fit, look for a cap made in a true XXL or XXXL size.

Which hat styles look best on a larger head?

Proportion matters most. A slightly wider brim and a taller crown keep a hat from looking perched on top, so fedoras and western hats work well. Flat caps and bucket hats with a deeper fit also sit low and look natural.

Can a hat be stretched if it's a little too tight?

Felt hats can usually be stretched slightly with a hat stretcher, but only by a small amount. Cotton and structured caps have little give. If a hat feels clearly tight, going up a size is the more reliable fix.