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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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wool driving cap

1 - 30 of 318 Products
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  Made in Italy   Looking for a softer cap? Look no further than the Alvin Cashmere & Wool Ivy Cap by Stefeno! Crafted in Italy of an incredibly soft cashmere and wool blend, the Alvin features a unique, contoured, 4-panel design that hugs your head for a great fit. A stylishly…

$85.00
Available Colors:
  • BLACK
  • CAMEL
  • CHARCOAL
  • NAVYBLUE

  Crafted of 100% wool, the Pure Wool Ivy Cap by Jaxon Hats is a wardrobe staple that never goes out of style. Featuring a classic ivy cap design, the Pure Wool Ivy Cap is trimmed with a small Jaxon "J" side pin and single-snap, pre-curved bill/brim. Inside, this cap features a classic…

$32.00
Available Colors:
  • BLACK
  • CHARCOAL

…made from 100% Italian wool, the Grimpen Glen Plaid Italian Wool Ivy Cap is a handsome limited edition offering by Baskerville Hat Co. Finished with a quilted satin lining, a grosgrain ribbon sweatband and a classic snap brim (bill) - the Grimpen Glen Plaid Italian Wool Ivy Cap is a modern take on…

$32.00
Available Colors:
  • BLACK

  The Jaxon Tweed Ivy Cap is a beautiful brown and grey tweed windowpane 5-point ivy cap, making it the perfect cap for crisp Autumn days. Approx. 2" Snap Bill/Visor   Made of:  40% Wool 60% Polyester Grosgrain Ribbon Sweatband Polyester Blend Lining Removable Jaxon Side…

$24.95

  The new Smit Tweed Wool Ivy Cap by Bailey features their modern, contoured 5-panel design for an exceptional fit. Adorned with a minimal Bailey staple pin, the Smit has a clean and updated look. Perfect for fall and winter, the Smit Tweed Ivy will keep you warm AND in style.    …

$63.00
Available Colors:
  • BLACK
  • NAVYBLUE

…in Estonia   Crafted of high quality, 100% wool, Wigens' Herringbone Wool Ivy Cap features a timeless herringbone pattern in a classic two-panel ivy cap design. Featuring Wigens' signature extended bill, the Herringbone Ivy Cap is finished with a sewn Wigens side pin and lined in smooth…

$100.00
Available Colors:
  • BLUE
  • BROWN
  • CHARCOAL
  • NAVYBLUE

  Crafted of 100% wool in a stylish plaid tweed pattern, the Wrayburn Plaid Tweed Wool Ivy Cap is a great new flat cap styled in the English tradition by Baskerville Hat Company. Its wooly plaid tweed pattern features beige, brown, black and rust hues for a timeless fall and winter look.…

$32.00

  Crafted of Super 220 wool suiting fabric, the Bailey Dormer Wool Ivy Cap is lightweight and perfect for year-round wear. Its classic design goes with everything - dress it up or down, it's up to you! Don't let your cap weigh you down, the Dormer Ivy Cap's timeless look is the best way to top…

$80.00
Available Colors:
  • NAVYBLUE

…the Ivy League. You pick your size and we will do the rest. You will receive a $100 value of ivy caps for $50 purchase. This will include an assortment of patterns and materials, including vent-airs, wool, cotton, and more. You could have your hat game covered with this one time purchase. Like with…

$49.95

…in Italy line of flat caps. We introduce the Giuseppe Herringbone Flat Ivy Cap - a classically tailored cap with an intricate pattern. A soft blend of wool and polyester gives this hat a sense of timelessness. You will not be disappointed with our new line of Made in Italy caps.    Approx.…

$39.00
Available Colors:
  • CHARCOALBLACK

…100% wool, the Pure Wool Newsboy Cap by Jaxon Hats is a wardrobe staple that never goes out of style. Featuring a classic newsboy design with eight panels and center top button, the Pure Wool Newsboy is trimmed with a small Jaxon "J" side pin and double-snap, pre-curved bill/brim. Inside, this cap

$32.00
Available Colors:
  • BLACK
  • CHARCOAL

…English wool, the limited edition Coombe Herringbone English Wool Ivy Cap by Baskerville Hat Co. features a rich, charcoal and black herringbone pattern. Boasting a quilted satin lining, grosgrain ribbon sweatband and a classic snap brim (bill) - the Coombe Herringbone English Wool Ivy Cap is made…

$32.00
Available Colors:
  • CHARCOALBLACK

…Herringbone Wool Ivy Cap by Baskerville Hat Company is an all-wool rendition of a wardrobe staple. Cut and sewn into a two-panel classic ivy cap style, the Dartmoor is finished with a rounded single snap bill/brim and quilted satin lining. Its lightweight, 100% wool design ensures this cap can be…

$32.00

…the Solid Wool Blend Ivy Cap by Stetson is a fantastic cap for fall and winter. Crafted with a classic cut and sewn ivy cap design, this cap features a warm wool blend, metallic Stetson side pin, sewn bill and lightweight fabric lining. Stay toasty warm with this timeless cap that compliments…

$38.00
Available Colors:
  • BLACK

…with the new Kottler Wool Blend Ivy Cap by Bailey! Featuring an oversized plaid pattern in a variety of hues, this cap is crafted of two panels with a slightly extended sewn bill and a wooden Bailey side pin. Keep warm while looking great with the new Kottler Wool Blend Ivy Cap!    Approx.…

$60.00
Available Colors:
  • OLIVEGREEN

  The Bailey Seddon Wool Blend Ivy Cap is the perfect hat for someone that loves the cuts of the newsboy cap with 8/4 panels but doesn't like the button on top.   Approx. 9 1/2" Diameter 2" Sewn Bill/Visor   Made of: 50% Wool 50% Polyester   6-Panel Design Bailey…

$63.00

…Pinstripe Wool Ivy Cap by Baskerville Hat Company brings the look of classic suited pinstripes to a stylish, classic ivy cap. Featuring razor-thin pinstripes, this ivy cap is crafted of 100% medium-weight wool for a cozy finish perfect for the season. Dress it up or down, the Pinstripe Wool Ivy Cap

$32.00
Available Colors:
  • BLACK

…navy blue tweed, the Rochester Italian Wool Ivy Cap is a striking new style available in limited quantities from Baskerville Hat Company. Taking inspiration from the famously damp and cool English countryside, the Rochester features a medium weight Italian wool design for the ideal warm coverage…

$32.00
Available Colors:
  • NAVYBLUE

…handsome new Herringbone Pure Wool Newsboy Cap by Jaxon features a crisp black and white herringbone print made of 100% wool. The high-quality fabric boasts a gorgeous sheen for a luxe finish. Cut and sewn into a classic 8-panel design, the Herringbone Pure Wool Newsboy features a slightly extended,…

$32.00

…pattern bespeckled with multi-colored flecks, the Cambridge Herringbone Wool Ivy Cap by Jaxon Hats is a singularly stylish fall/winter cap. Crafted of a medium-weight wool blend, the Cambridge is styled in the classic ivy cap tradition with a single-snap bill/brim and small Jaxon "J" side pin.…

$21.71
Available Colors:
  • GREEN
  • NAVYBLUE

…tweed caps. Designed with a broader bill and overall profile, the Winston especially compliments those with round or heart-shaped faces.    Approx. 10" Length, Flat 10" Width, Flat 2 3/8" Wide Rounded Single Snap Bill/Brim (Measured from size M)    Made of: 100% Wool    …

$32.00

…in Sweden; Cap Made in Estonia   Need a stylish flat cap that looks great and is crafted for superior warmth? Look no further than the Plaid Wool Earflap Ivy Cap by Wigens Caps. Featuring a classic plaid pattern in a medium-weight wool blend fabric, this ivy cap boasts a fleece-lined…

$87.50
Available Colors:
  • BLACK

…  Featuring a striking black and ivory houndstooth pattern, the Henry Houndstooth Wool Ivy Cap is a breathtaking new style by the English-inspired Baskerville Hat Company. Designed in a classic ivy cap style with a rounded single snap bill/brim, the Henry is a finished with a classic grosgrain…

$32.00

  Made in Italy   Expertly crafted in Italy using the finest virgin wool, the new Bailey Lord Windowpane Plaid Wool Ivy Cap is a great new addition to their Lord cap collection, including the Solid and Herringbone versions. Its classic 2-panel sewn design is sleek and handsome;…

$80.00

…in 1954, the iconic Kangol 504 Ivy cap shape remains a timeless classic.   Named after the block number on which it is made, the Kangol Wool 504 Ivy Cap is a seamless, 100% wool cap. Unlined with an elasticized sweatband, the Kangol Wool 504 Ivy Cap is minimally detailed with the famous…

$42.50

…give the Simon Striped Wool Ivy Cap by Baskerville Hat Company its singularly handsome good looks. Crafted of medium-weight, 100% wool, Simon is designed for all seasons — warm enough for winter but not too stifling for summer wear. Cut and sewn into a classic ivy cap style, Simon is finished…

$32.00
Available Colors:
  • BLACK

…Large Herringbone Ivy Cap is bigger and better. Featuring a large herringbone print paired with a dark charcoal base, the Jaxon Large Herringbone Ivy Cap is a bold take on the standard herringbone patterned flat cap.  Approx. 2" Snap Bill  Made of: 40% Wool 60% Polyester Grosgrain…

$24.95
Available Colors:
  • CHARCOAL

  The Seamless Wool 507 Ivy Cap by Kangol features a completely streamlined design made of a single piece of fabric for a seamless finish. Its classic 507 ivy cap style gives this cap a slimmer profile and a deeper fit reminiscent of baseball caps. Style and comfort meet to bring you the sleek…

$56.00

…The handsome new Herringbone Pure Wool Ivy Cap by Jaxon features a crisp black and white herringbone print made of 100% wool. The high-quality fabric boasts a gorgeous sheen for a luxe finish. Cut and sewn into a classic ivy cap design, the Herringbone Pure Wool Newsboy features a slightly curved,…

$32.00

…The cap has a good tight herringbone pattern separated into a 6 panel ivy cap fit. The crown has the distinct swoop of the duckbill and the results are fantastic. The hat fits to the contours of your head like a dream.   Approx. 2 1/8" Duckbill   Made of: 50% Wool 50%…

$24.95

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