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    • Small
      Pequeuño
      Size
      6
      3/4
      -
      6
      7/8
      Tamaño
      21
      1/8
      "
      -
      21
      1/2
      "
      54
      cm
      -
      55
      cm
    • Medium
      Medio
      Size
      7
      -
      7
      1/8
      Tamaño
      21
      7/8
      "
      -
      22
      1/4
      "
      56
      cm
      -
      57
      cm
    • large
      Grande
      Size
      7
      1/4
      -
      7
      3/8
      Tamaño
      22
      5/8
      "
      -
      23
      "
      58
      cm
      -
      59
      cm
    • X-Large
      X-Grande
      Size
      7
      1/2
      -
      7
      5/8
      Tamaño
      23
      1/2
      "
      -
      23
      7/8
      "
      60
      cm
      -
      61
      cm
    • XX-Large
      XX-Grande
      Size
      7
      3/4
      -
      7
      7/8
      Tamaño
      24
      1/4
      "
      -
      24
      5/8
      "
      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
      Size
        8
       - 
      8 +
      Tamaño
      25
      "
      -
      25
      3/8
      "
      64
      cm
      -
      65
      cm
  • This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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Leather Driving Cap

1 - 28 of 115 Products
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…supple Italian leather, Kangol's Italian Leather Ivy Cap is cut and sewn in a classic ivy style and accented with a sleek Kangol pin at the back. Classically trimmed with a grosgrain ribbon sweatband and smooth satin lining, this ivy cap is a luxurious take on a classic Kangol ivy cap.    Approx.…

$153.00
Available Colors:
  • BLACK
  • TAN
  • TOBACCO

  Redefine style and class with the Moher Oily Timber Leather Ivy Cap from Stetson. This flat cap has a smooth, textured leather build that's eye-catching and instantly iconic, a look you're sure to enjoy. Furthermore, the smooth interior lining is comfortable, especially when paired with the…

(2)
$90.00
Available Colors:
  • BLACK
  • BROWN

…finished with laser engraved dragon scales along its smooth leather hat band.    Proudly made in the USA of 100% genuine leather tanned and raised in the USA, Head 'N Home is committed to providing customers with the very best handcrafted leather hats and goods. In collaboration with famous tattoo…

$317.00

  Featuring luxurious, genuine lambskin leather, the Langham Lambskin Leather Ivy Cap is a handsome new cap from Bailey of Hollywood. With its singular 5-panel design, the Langham Ivy has a unique look you'll be hard-pressed to find elsewhere. Finished with a Bailey micro staple side pin and…

(1)
$122.00
Available Colors:
  • DARKBROWN

…is an ivy cap made from soft, supple leather featuring a snap-down crown that allows for two distinct classic looks. The smooth lining and comfortable sweatband make this cap perfect for any time of year.   Approx. 2" Snap Bill/Brim   Made of: 100% Calf Skin Leather   …

(1)
$116.00
Available Colors:
  • BLACK

…lining. Made in Poland, this cap is a piece of fine European craftsmanship.   Approx. 8" Diameter 2" Pre-Curved Sewn Bill   Made of: 100% Cashmere - Shell 100% Acetate - Lining   Made in Poland Soft Cashmere Texture Stefeno Leather Label Smooth Sweatband Satin…

$125.00
Available Colors:
  • BLACK
  • DARKBLUE
  • GREEN

…Sunday driving cap. On the interior, a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience.   Continuing with this classic shape and style, Bailey of Hollywood has done it again with the rugged sheepskin leather feel of the Taxten, a cap

(3)
$110.00
Available Colors:
  • BROWN

…injured and those returning home. Some of these letters have been preserved and hang in the hall of the Company's main office today.   Approx. 3 1/2" Telescope Crown 2" Underwelt Brim   Made of: 100% Wool Felt   Printed Leather Sweatband Custom 140th Lining  

(1)
$100.00
Available Colors:
  • BLACK

  Lovers of leather rejoice! The new Bailey Glasby Lambskin Leather Ivy Cap features silky-smooth genuine lambskin leather in an innovative 5-panel design. Four small panels make up the back half of the cap while the front features a single large panel. Trimmed with a small Bailey wooden side…

(2)
$138.00

…finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey of Hollywood. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap while the front half is comprised…

(1)
$86.00
Available Colors:
  • COFFEE

  Superior rustic weathered leather forms a handsome ivy cap designed with a 5-point construction and perfect peak to capture your profile, simply timeless.   Approx. 9" Length, Flat 2" Sewn Bill   Made of: 100% Genuine Leather - Weathered & Distressed Finish   …

(8)
$62.00
Available Colors:
  • BLACK
  • BROWN

…in Belgium The soft, rich Matte Nappa Leather Ivy Cap by City Sport Caps will leave you looking polished and sophisticated. Known for its softness and durability, this nappa leather flat cap has flexible qualities making for a comfortable fit. Leather will always represent a safe…

(8)
$110.00
Available Colors:
  • BLACK
  • BROWN

…Made in Belgium The Matte Nappa Leather City Sport Cap gives off an air of confident intelligence with a sharp yet refined style. Featuring a fine smooth nappa leather, this flat cap is known for its softness and durability. Nappa leather is water vapor permeable and therefore provides…

(5)
$110.00
Available Colors:
  • CHOCOLATEBROWN
  • BLACK

…the Wax Cotton Earflap Ivy Cap by Wigens is both stylish and functional. A classic two-panel design is finished with a rounded sewn bill/brim that extends out slightly, a sewn Wigens side pin, fleece lining and fold-away earflaps to keep your ears warm and dry. A faux leather accent band at the back…

$125.00
Available Colors:
  • BLACK
  • KHAKI

…a cozy rib-knit earlap that hugs your ears on the coldest days, and folds up into the cap when not needed.   Approx. 2 7/8" Sewn Bill/Visor   Made of: 100% Wool   Oval Leather Patch Padded Bill Tuck-away Earflaps Elasticized Sweatband Unlined   Sizes: S,…

(6)
$51.00
Available Colors:
  • BLACK
  • DARKFLANNEL

…like the Edgar Wool and Leather Ivy Cap from Stefeno. This stylish cap features a wool texture, with a Stefeno leather label on the back, proving it's the best that Europe has to offer. The smooth sweatband is so comfortable, just like the quilted cotton lining and leather band.   Approx.…

$112.50
Available Colors:
  • BROWN

…5/8 - 7 3/4   Featuring an eight-panel hybrid newsboy/ivy cap design, the Corduroy Leather Bill Driver Cap is a new cap from New Era's eclectic EK Collection. Crafted of all-cotton corduroy in a classic width wale, this cap is perfect for the cooler fall and winter seasons. Trimmed with a…

(1)
$50.00
Available Colors:
  • BLACK
  • TAN

leather, the Lambskin Luxe Ascot Cap by Stefeno is a luxurious take on the classic fabric or straw ascot cap. Unlike standard flat caps, an ascot features a more structured look and finish that hugs the contours of your head. Made in Italy to the highest standards, the Lambskin Luxe Ascot Cap is for…

(16)
$120.00
Available Colors:
  • BLACK
  • BROWN

  A classic design crafted of genuine leather, the new Leather Newsboy Cap by Jaxon Hats is a great addition to their timeless line of caps and hats. Featuring a classic eight-panel design, this cap features a generous crown with plenty of room to spare. Its curved double snap bill/brim extends…

(5)
$45.00
Available Colors:
  • BROWN

…old dome covered and toasty warm this fall and winter, the Goat Leather Newsboy Cap is sure to become your go-to cap of the season!    Approx. 10 1/4" Length, Flat 2 1/8" Extended Sewn Bill   Made of: 100% Goat Leather   Classic 8-Panel Design Extended Sewn Bill Cotton…

(2)
$90.00
Available Colors:
  • SADDLE

…= 7 1/2 XL = 7 3/4   If you're looking for style, you're looking for the Hooligan II Suede Leather Ivy Cap from Brixton Hats! This stunning cap features a smooth, classy, suede leather build that's sure to impress. Additionally, the cotton twill sweatband is comfortable, and feels heavenly…

$110.00
Available Colors:
  • BLACK

…Suede Leather Ivy Cap this season. Available in supple gray or verdant forest green, this cap is a definite looker! The Italian Suede Leather cap features a slightly rounded ivy cap design and extended, sewn bill; a metallic Kangol side pin completes the look. Handsome and well-made, this cap is…

(1)
$165.00

…Keep it classy with the Antique 1900 Leather Ivy Cap from the New York Hat Company! This absolute stunner of a flat cap features a textured, genuine leather build, complimented by a sturdy sweatband that's sure to be comfortable. Plus, this cap is made in the USA, guaranteed to be high-quality! …

$82.00
Available Colors:
  • BROWN

…Aussie-style western shape, the Buffalo Leather Western Hat by Jaxon is finished with a sleek, braided leather hat band, removable Jaxon "J" side pin and gold embossed Jaxon logo on its inner crown. Made from 100% genuine leather, the Jaxon Buffalo Leather Western Hat is a rugged, hard-wearing…

(2)
$58.00
Available Colors:
  • CHOCOLATEBROWN
  • BLACK

…Crown 3" Flat, Raw Edge Brim    Made of: Body - 100% Polished Wool Felt Hatband - 100% Lambskin Leather   Teardrop ("Hondo") Crown Lambskin Leather Hatband Small Bailey Side Pin Goatskin Leather Sweatband Satin Lined Stiff Finish    Sizes: S, M, L and XL  

$108.00

…The Distress Leather Newsboy Cap by City Sport Caps is a first class offering amongst the sea of ubiquitous flat caps. The Distress Leather Newsboy Cap is comprised of patina leather full of beautiful, one-of-a-kind markings that are a hallmark of distressed natural leather.    Rugged…

(6)
$115.00
Available Colors:
  • BROWN

  The Suede 5 Point Ivy Cap by Jaxon Hats is a stunning addition to the Jaxon line and represents our first foray into leather hats. This classically styled five-point ivy cap is made from beautiful brown or black sueded leather and lined in smooth satin.    Approx. 1 3/4" Double Snap…

(17)
$40.00
Available Colors:
  • BLACK
  • COFFEE

…507 Ivy Cap is a striking, dressier option from iconic trendsetter, Kangol. Lightweight and completely breathable, this ivy cap is unlined and minimally accented with a sleek leather Kangol logo side tab. Available in great neutral tones, the Herringbone Rib Wool Blend 507 Ivy Cap is the perfect…

$51.00
Available Colors:
  • BLACK
  • COFFEE
  • DARKBLUE

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