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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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Winter Flat Caps

1 - 28 of 99 Products
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…a clean and updated look. Perfect for fall and winter, the Smit Tweed Ivy will keep you warm AND in style.    Approx. 10" Length, Flat 9 3/4" Width, Flat   Made of: 55% Wool 45% Polyester   Breed® Collection Cap 5-Panel Design Bailey Staple Side Pin Comfort Sweatband…

(1)
$39.53
Available Colors:
  • CAMEL
  • NAVYBLUE

…Ivy Cap by Wigens offers stylish and functional protection from the cold. Made from 100% wool in a rich true brown hue, the Vilgot Melange Melton Cap features versatile tuckaway earflaps you can wear over your ears or tucked into the hat. Sure to become your favorite go-to cap during cold winter

$73.75

…detailing, this ivy cap isn't your run-of-the-mill flat cap. Its thick woolen design and tuckaway earflap provides warmth for your head and ears in a classic pattern ideal for fall and winter that always looks dapper.    Approx. 9 3/4" Length, Flat 10" Width, Flat 1 5/8" Sewn Bill …

(2)
$47.20

…your fall and winter wardrobe with the Essential Wool Blend Duckbill Ivy Cap, part of New Era's EK Collection. Featuring a lightweight wool blend and lined in satin, this style features a streamlined six-panel crown, New Era flag logo side pin and a sewn bill. This fall and winter make sure you have…

(2)
$23.60
Available Colors:
  • CAMEL
  • MAROON

…a cuff that may be worn folded up or down and a New Era side pin. Stay warm and visible this fall and winter with the Reflective Knit Beanie Hat!   Approx. 7 1/2" Length, Flat (Cuffed) 2 1/2" Cuff   Made of: 90% Acrylic 10% Polyester   Two-Tone Knit Design Folded…

(1)
$29.50
Available Colors:
  • BLACK
  • WHITE

…and hand crafted detailing, this ivy cap isn't your run-of-the-mill flat cap. Its thick woolen design provides warmth for your head in a classic pattern ideal for fall and winter that always looks dapper.    Approx. 9 3/4" Length, Flat 10" Width, Flat 1 5/8" Sewn Bill   Made of:…

(2)
$40.12

…with an extended sewn bill and satin lining. Perfect for fall and winter, the Cheesecutter Wool & Cashmere Ivy Cap will add sumptuous softness and style to your look.    Approx. 9 1/2" Length, Flat 10" Width, Flat 2 1/4" Extended Sewn Bill   Made of: 14% Cashmere 86%…

$61.95
Available Colors:
  • BLACK
  • WINE

winter. Featuring a heavier wool and cashmere blend for extra warmth, this cap is finished with a stylish ivy cap design, Wigens pin and quilted satin lining. Fall in love with this style's European design and feel the hand-crafted difference!    Approx. 10" Length, Flat 10" Width, Flat 1…

$47.20
Available Colors:
  • CHARCOAL

…Melton Wool Earflap Ivy Cap by Wigens is a comfortable and attractive wool ivy cap with earflaps. The warm earflaps are lined in soft fleece and the quilted polyester lining help protect you from the bitter winter cold. Made of 100% wool, the Melton Wool Earflap Ivy Cap by Wigens offers unmatched…

$120.00
Available Colors:
  • BLACK
  • CAMEL

…Kangol logo at the back and stylish fillet 'head band' the Hawker Corduroy is your ticket to style this fall and winter!    Approx. 10 1/2" Length, Flat 9 3/4" Width, Flat 1 3/8" Sewn Bill   Made of: 98% Cotton 2% Spandex   Standard Wale Corduroy Finish Hybrid…

$64.00

  Top off your look this autumn and winter with the velvety softness and luxurious sheen of the new Wyman Velvet Newsboy Cap by Bailey. Part of their innovative Breed® Collection of hats and caps, Wyman boasts a more structured 8-panel design complete with a stylish extended bill. Its soft…

$37.76
Available Colors:
  • BLACK

…classic width wale, this cap is perfect for the cooler fall and winter seasons. Trimmed with a small New Era flag logo side pin and cotton lining, this style boasts an incredibly soft and pliable sewn leather bill.   Approx. 9 3/4" Length, Flat 9 1/2" Width, Flat 2" Sewn Leather Bill …

(1)
$59.00
Available Colors:
  • BLACK
  • TAN

…Finished with a Hills Hats of New Zealand side pin and a smooth satin lining, this cap will make a handsome addition to your fall and winter wear.    Approx. 10" Length, Flat 10 1/4" Width, Flat 2 1/8" Extended Sewn Bill   Made of: 100% Fine Lambswool Tweed - English Woven …

$69.62
Available Colors:
  • CHARCOAL

  For whatever your plans are, check out the Winter Stars Plaid Ivy Cap from Goorin Bros! Packable and crushable in build, this ivy can go with you anywhere, perfect for travel. The windowpane plaid pattern is stylish and eye-catching, and the intricate satin lining is so comfortable. …

$60.00
Available Colors:
  • BLACK

…Duckbill Ivy Cap is part of Baskerville Hat Company's 2020 Fall/Winter line. Made of 100% Japanese Wool, the Mayfair is durable and long-lasting, so this hat is with you for the long haul! Features a quilted satin lining.   Approx. 9 3/4" Length, Flat 8 1/2"  Width, Flat 2 1/8" Sewn…

$34.95
Available Colors:
  • CHARCOAL

  The Jaxon Square Bill Herringbone Ivy Cap is one sleek-looking cap. Complete with a double snap bill and comfortable quilted lining, this flat cap does not disappoint! Made of a wool blend, the Square Bill Herringbone Ivy Cap is great for fall or winter - pair it with your favorite coat for a…

(34)
$26.06
Available Colors:
  • CHARCOAL
  • BROWN

…satin lining and a Jaxon side pin — the Holborn Herringbone Plaid Wool Blend Ivy Cap is a versatile cap to add to your fall and winter style arsenal.    Approx. 9 1/4" Length, Flat 10 1/4" Width, Flat 1 5/8" Single Snap Bill/Visor    Made of: 50% Wool 50% Polyester    …

(11)
$24.95
Available Colors:
  • CHARCOAL

…Wool Ivy Cap is part of Baskerville Hat Company's newest Fall/Winter line. This lightweight cap is sleek yet comfortable. The Battersea Ivy features a classic ivy build, groisgrain ribbon sweatband and quilted satin lining.    Approx. 9 3/4" Length, Flat 9 1/2"  Width, Flat 2" Single-Snap…

$34.95

…and plush, quilted satin lining this cap will make a great addition to any flat cap lover's collection.    Approx. 9 1/2" Length, Flat 10 1/4" Width, Flat 2" Snap Bill   Made of: 100% Italian Wool   Limited Editioin Classic Ivy Cap Design Variegated Herringbone Pattern…

$34.95

…ascot cap finish, this cap hugs the contours of your head and has a fuller crown. Trimmed with a luxe quilted satin lining and knit satin sweatband, the Herringbone Harris Tweed Wool Ascot Cap by Stefeno is a stunning cap perfect for fall and winter.    Approx. 9 3/4" Length, Flat 9 1/2"…

(4)
$105.00

…bucket hat more appropriate for colder weather. Additionally, this hat is so comfortable thanks to its 100% cotton build.   Approx. 3 1/2" Flat Crown 2" Sloping Brim   Made of: 100% Cotton   'Brixton Supply Trade Mark' Embroidered Logo - Front Cotton Twill Sweatband…

$35.00
Available Colors:
  • NAVYBLUE

  Keep your head warm with the quintessentially classic Harlem Wool Ivy Cap by Jaxon Hats. Stay warm while looking stylish all fall and winter long.  Approx. 2" Snap Bill  9" Diameter   Made of: 40% Wool 60% Polyester   Removable Jaxon Side Pin Padded Bill Sweatband…

$24.95
Available Colors:
  • BLACK

…Kangol logo side pin, the Knit Panel Wool Blend 504 is lightweight and unlined - ideal for crisp fall and winter weather.    Approx. 9 3/4" Length, Flat 10 1/2" Width, Flat 1 7/8" Sewn Bill   Made of: 40% Viscose 35% Wool 25% Modacrylic   Classic 504 Shape Seamless…

$32.45
Available Colors:
  • BLACK
  • FLANNEL

…like herringbone and plaid. The Donegal Tweed Herringbone Patchwork Ivy Cap features both of those patterns. This unique flat cap features a colorblock of patterns in each patch. Add a nice pop of color to your Fall and Winter wardrobe.   Approx. 2 1/4" Sewn Bill 9 3/4" Diameter …

(6)
$50.74

…a stretchy elastic sweatband that matches the color of the cap's stripes. Sporty, stylish and warm, the new Code Stripe 504 is a definite must-have this fall and winter!    Approx. 9 1/2" Length, Flat 10" Width, Flat 1 7/8" Sewn Bill   Made of: 50% Lambswool 50% Modacrylic …

$60.00

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 an excellent heat exchange, perfect for the Fall and Winter

(5)
$119.00
Available Colors:
  • CHOCOLATEBROWN
  • BLACK

…relatively lightweight nature makes this a great cap for both autumn and winter.    Approx. 9 3/4" Length, Flat 10" Width, Flat 1 3/4" Double Snap Bill   Made of: 100% Virgin Wool   Made in Italy Classic Ivy Cap Design Windowpane Plaid Pattern Bailey Side Pin Grosgrain…

$85.00

…original Kangol. It's iconic and is made for colder weather. Bring the style this fall/winter season!   Approx. 9 1/2" Length, Flat 8 3/4" Width, Flat 2" Sewn Bill   Made of: 43% Modacrylic 37% Wool 11% Acrylic 9% Nylon   Original 504 Design Tonal Boiled Wool Stripe…

$60.00
Available Colors:
  • DARKFLANNEL

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