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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 69 Products
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…Duckbill Ivy Cap is part of Baskerville Hat Company's 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 Bill …

(2)
$17.48
Available Colors:
  • CHARCOAL

…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…

(1)
$34.95

…classic newsboy cap tradition with eight panels, center top button, double-snap bill/brim and small Jaxon "J" side pin. Inside, the Cambridge is finished with a classic grosgrain ribbon sweatband and quilted satin lining.   Approx. 9 1/2" Length, Flat 10 1/2" Width, Flat 2 1/4" Double Snap…

(12)
$29.95
Available Colors:
  • GREEN
  • NAVYBLUE

  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)
$29.95
Available Colors:
  • BROWN
  • CHARCOAL

  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…

$29.95
Available Colors:

…is available in multiple sizes for a better fit. Nothing adds more chic style to your fall or winter look quite like a beret does, get yours today!   Approx. 1" Headband 10 1/2" Diameter, Flat   Made of: 100% Wool   Packable/Crushable Design Top Tassel Wool Headband…

$49.00
Available Colors:
  • BLACK

…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

(1)
$62.50

…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…

$60.00
Available Colors:
  • BLACK
  • CAMEL

Cap is part of Baskerville Hat Company's newest Fall/Winter line. Made of 100% Japanese Wool, the Hampstead is sleek and classic while providing warmth and comfort during the cooler seasons. Further insolation is provided thanks to its quilted satin lining.    Approx. 9 3/4" Length, Flat

(1)
$34.95
Available Colors:
  • CHARCOAL

…this newsboy is sure to keep you warm this winter. Pop on for any event, this hat easily transitions from day to night activities. You will always look stylish and put together thanks to the Ryker.   Approx. 9" Length - Flat 10 1/2" Width - Flat 2 1/8" Sewn Bill   Made of: 100%…

$55.00

…cotton sweatband. Perfect for keeping the 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…

(4)
$105.00
Available Colors:
  • SADDLE

…construction. Complete with a textured body and slouch design, this beanie will keep you fashionably warm all winter long.   Approx. 7 1/2" Diameter, Flat 10" Length, Flat   Made of: 100% Acrylic   Jaxon Tag Slouchy Fit Unlined   Size: One Size Fits Most…

$11.95
Available Colors:
  • BLACK

…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    …

(13)
$29.95
Available Colors:
  • CHARCOAL

…waxed cotton into the new fall/winter collection. The Jaxon Wax Cotton Ivy Cap will last in performance, style and comfort. The treated lightweight cotton ivy cap is the perfect accessory to protect you from the winter rain drops that come your way.   Approx. 2" Snap Bill   …

(51)
$29.95
Available Colors:
  • BLACK
  • BROWN

…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…

$90.00
Available Colors:
  • CHARCOAL

…is styled in the classic ivy cap tradition with a single-snap bill/brim and small Jaxon "J" side pin. Inside, the Cambridge is finished with a classic grosgrain ribbon sweatband and quilted satin lining.    Approx. 9 1/4" Length, Flat 10 1/2" Width, Flat 2 1/8" Single Snap Bill/Brim  …

(15)
$29.95
Available Colors:
  • GREEN
  • NAVYBLUE

…Jaxon Corduroy Ivy Cap is an excellent 5-point flat cap made of 100% cotton and finished with a smooth satin lining. Complete with a removable Jaxon side pin and a comfortable grosgrain ribbon sweatband, the Jaxon Corduroy Ivy Cap is a great addition to your fall and winter wardrobe.    …

(26)
$29.95
Available Colors:
  • BLACK
  • BROWN

…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)
$20.00
Available Colors:
  • WHITE

…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

…your winter wardrobe with the Chunky Knit Infinity Scarf from sur la tete. The continuous one loop warm acrylic knit scarf is the perfect compliment to any wardrobe – but particularly with sur la tete's wonderful selection of fall and winter hats.   Approx. 34" Length, Flat 68"…

(4)
$12.48

…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…

$75.00

  Combining the looks of their popular Galaxy & Spitfire designs, the new Kangol Hawker Wool Newsboy Cap offers the best of both worlds. Its full, Spitfire-inspired crown is seamless and features implied eight-quarter segments, rather than the classically sewn 8-panels traditionally seen in…

$70.00

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

(6)
$119.00
Available Colors:
  • CHOCOLATEBROWN
  • BLACK

…quilted satin lining and a Jaxon side pin — the Euston 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 3/4" Single Snap Bill/Visor    Made of: 50% Wool 50% Polyester  …

(3)
$29.95
Available Colors:
  • MOCHA

…dress hat design, the Silk Bow Wool Felt Lampshade Hat by Toucan is a lovely new dress hat for fall and winter. Crafted in the USA of soft and packable wool felt, this hat boasts a square crown (flat top, straight sides) and an elegant down-turned wide brim. Adorned with an oversized distressed silk…

(1)
$95.00
Available Colors:
  • BLACK
  • CAMEL
  • CHARCOAL
  • NAVYBLUE

  Betmar's Fabienne Boucle Newsboy Cap is an easy, breezy wear thanks to the boucle finish of the body. This hat has a relaxed fit: it's baggy and unstructured. A perfect grab-and-go hat as it can be packed into a purse or bag. In contrast to the soft body, the brim is faux leather and gives…

$50.00
Available Colors:
  • WINTERWHITE

…1-888-847-4287 for help with sizing.    Made in Bulgaria    We love the retro vibes the Grain Leather Ivy Cap by Stetson is giving us this winter. This flat cap is made of 100% leather with a matte, textured finish. The brown bill, pre-curved and sewn, offsets the black body to…

$125.00
Available Colors:
  • BLACKBROWN

…Sport Caps is a fun, new spin on a traditional pattern. Comes in three color options, all are made of 100% genuine Irish and Scottish wool. Also features three metal grommets under the bill, a satin lining and a smooth sweatband. If you are looking for a trendy flat cap for the aumtun and winter

(1)
$49.50
Available Colors:
  • BROWN

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