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.

  • Coolibar

    Peyton Packable Panama Fedora

    price$55.00
  • Coolibar

    Comber Wide Brim Braided Sun Hat | Natural

    price$62.00
  • Bailey 1922

    Curtis Sun Fedora

    price$150.00
    7 colors
  • Bailey 1922

    Tino Sun Fedora

    price$150.00
    7 colors
  • 25% off
    Bailey 1922

    Darron LiteFelt® Pork Pie - Sale

    original price$135.00 sale price$101.25
    3 colors
  • Bailey 1922

    Riff Fedora

    price$180.00
    2 colors
  • Tilley

    Lightweight Nylon Outback Hat

    original price$90.00 sale price$67.50
    1 color
  • 🇺🇸
    Bailey Western

    Columbia Outback

    price$135.00
    1 color
  • Coolibar

    Comber Wide Brim Braided Sun Hat | Brown

    price$62.00
  • Coolibar

    Landon Reversible Bucket Hat | Stone/Carbon

    price$49.00
  • Exclusive
    Bollman Hat Company

    Mark C. Fedora

    price$200.00
    1 color
  • 50% off
    Bailey 1922

    Riff Fedora

    original price$170.00 sale price$85.50
    2 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.