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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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  • Retail (31)

Bailey Flat

1 - 28 of 31 Products
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…Wool Blend Ivy Cap from Bailey of Hollywood is perfect for any wardrobe. The 8-panel design is simple and classic, and the patterned interior lining allows for a comfortable fit. Accessorize any look with this functional cap.   Approx. 9" Diameter - Flat 1 3/4" Bill/Brim   …

$64.00

…the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and style to your look with the stylish Keter Cotton Ivy Cap by Bailey.    Approx. 10" Length, Flat 10 1/2" Width, Flat 1 7/8" - 2" Single Snap Bill   …

(3)
$60.00

…a masculine distressed 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…

(1)
$86.00
Available Colors:
  • COFFEE

…a wooden Bailey side pin and the style is finished with a cotton twill sweatband and sewn Bailey label on its lining.    Approx. 10 1/2" Length, Flat 12" Width, Flat 1 5/8" Single Snap Bill   Made of: 100% Linen   Oversized 8-Panel Design Wooden Bailey Side Pin Cotton…

(1)
$60.00
Available Colors:
  • BEIGE
  • BLACK
  • SKYBLUE
  • TAN

…wooden Bailey side pin, cotton sweatband and lining, and a sewn Bailey crown tip label.    Approx. 9 3/4" Length, Flat 10" Width, Flat 2" Sewn Bill   Made of: 100% Cotton   6-Panel Duckbill Design Wooden Bailey Side Pin Cotton Sweatband & Lining Sewn Bailey Crown…

$37.50
Available Colors:
  • RED

  Bailey Slater adds a little bit of kick to the standard flat cap style. Made in a summer weight suiting material, so you can enjoy all day long.   Approx. 9 1/2" Diameter 2" Snap Bill/Brim   Made of: 100% Polyester   Lined Bailey Side Pin Snap Bill/Visor …

$45.05
Available Colors:
  • GRAPHITE
  • BASALT

…Cap by Bailey!   Approx. 10 1/4" Length, Flat 8 1/4" Width, Flat 2 1/4" Extended Sewn Bill/Brim    Made of: 100% Cotton    Classic 8-Panel Newsboy Design Extended Sewn Bill/Brim Small Wooden Bailey Side Pin Comfort Sweatband Linen/Cotton Blend Lining w/ Bailey Crown…

$51.00
Available Colors:
  • BLUEWHITE

…offer a similar fit with the overall look of a handsome flat cap. Finished with a micro Bailey staple side pin, the Waddell is a striking new style for year-round wear.    Approx. 9 1/4" Length, Flat 9 1/2" Width, Flat 2" Sewn Bill   Made of: 30% Cotton 70% Polyester …

$46.75
Available Colors:
  • BLACK
  • OLIVEGREEN
  • SCARLETRED

…classic flat cap from Bailey of Hollywood. The Lord features a pair of metal snaps to keep the front of the crown snug against the bill for the quintessential sleek cap profile. If you want an unconventional but still striking appearance, just open up the snaps. The simplicity of the Bailey of…

$83.00
Available Colors:
  • BLACK
  • CHARCOAL
  • BROWN
  • CAMEL

…finishing touch, a small wooden Bailey side pin is placed at the cap's left side. Perfect for fall and winter, the Salko Cotton Newsboy Cap has a singular look you need to add to your Bailey cap collection!    Approx. 9 5/8" Length, Flat 10" Width, Flat 1 7/8" Extended Sewn Bill …

(1)
$60.00
Available Colors:
  • DENIMBLUE

…bring with you anywhere with Bailey's Sobel Newsboy!   Approx. 9 3/4" Length, Flat 10" Width, Flat 2" Soft, Sewn Bill   Made of: 100% Cotton   Soft & Flexible 8-Panel Design No Center Top Button Textured Crown / Jersey Bill Bailey Micro Staple Side Pin Cotton Twill…

(1)
$51.00

…and small Bailey side pin. Finished with a flat, raw edge brim, soft goatskin sweatband and full satin lining - the Hillman Wool Felt and Leather Fedora Hat by Bailey is worlds apart from your standard fedora hat, and proudly so.    Approx. 4" Teardrop ("Hondo") Crown 3" Flat, Raw Edge…

$108.00

…ideal for the season.    Approx. 10" Length, Flat 10" Width, Flat 2 1/8" Extended Sewn Bill   Made of: 100% Cotton   Classic Ivy Cap Design Bright & Crisp Plaid Fabric Wooden Bailey Side Pin Comfort Sweatband Bailey Sewn Inner Label Cotton Lining   Sizes:…

(1)
$37.50
Available Colors:
  • BLUEGREEN

…sewn bill, Bailey staple side pin and custom printed lining. Ideal for warm weather, the Chiron will add a slight preppy touch to your look.    Approx. 10" Length, Flat 10 1/4" Width, Flat 2 1/8" Sewn Bill   Made of: 60% Cotton 40% Linen   Plaid Pattern Bailey Staple…

(1)
$46.75
Available Colors:
  • LIGHTBLUE

…perch.   Approx. 9 3/4" Length, Flat 10 3/4" Width, Flat 2" Sewn Brim   Made of: 100% Genuine Leather - Weathered Finish   Stylish 5-Panel Design Poet® Collection of Hats/Caps Oval Bailey Pin Grosgrain Sweatband Custom Bailey Lining Packable   Sizes: S, M, L…

(3)
$110.00
Available Colors:
  • BROWN

…Wool Blend Newsboy Cap from Bailey of Hollywood. The classic 8-panel newsboy design features a herringbone stitching, as well as a flat bill/brim complete with a snap button. Nothing says "old-timey style" quite like this cap!   Approx. 10" Diameter 1 1/2" Flat Snap Bill/Brim   …

$64.00

…classic sewn 2-panel design trimmed with a Bailey metallic side pin and a satin lining. Its lightweight feel keeps you warm without weighing you down - perfect for crisp autumn and winter days.    Approx. 10" Length, Flat 10 1/4" Width, Flat 1 7/8" Sewn Bill   Made of: 50%…

$80.75
Available Colors:
  • CAMEL
  • CHARCOAL

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.    Approx. 10" Length, Flat 9 3/4" Width, Flat

(1)
$67.00
Available Colors:
  • CAMEL
  • NAVYBLUE

…you'll be hard-pressed to find elsewhere. Finished with a Bailey micro staple side pin and custom printed lining, the Langham Ivy is sure to delight leather lovers everywhere.    Approx. 9 1/2" Length, Flat 10" Width, Flat 2" Sewn Bill   Made of: 100% Genuine Lambskin…

(1)
$122.00
Available Colors:
  • DARKBROWN

…sewn design is sleek and handsome; adorned only with a small Bailey metallic side pin. Its 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 …

$85.00

…a small Bailey wooden side pin only, the Glasby is a luxurious and handsome cap perfect for leather aficionados.    Approx. 10" Length, Flat 10 1/2" Width, Flat 2" Sewn Bill   Made of: 100% Genuine Lambskin Leather   Poet® Collection Cap Innovative 5-Panel Design Bailey

(2)
$138.00

…blocked and finished in the USA by expert Bailey craftsmen. The Tasmin's multi-color braided inlaid crown insert helps it stand out amongst the sea of natural and bleached-colored panamas flooding the market. Crafted with a classic tear drop crown and flat brim, the Tasmin is trimmed with a genuine…

(2)
$160.00
Available Colors:
  • MULTI

  Made in the USA   Keep things classic with the Cayuga Raindura Straw Fedora Hat from Wind River by Bailey. This stunning fedora features a woven build of a toyo straw blend with Raindura finish, as well as comfortable padded sweatband and breathable, unlined interior. Additionally,…

$88.00
Available Colors:
  • TAN

…Crown - Back 3" Flat Brim   Made of: 100% Wool Felt - Stiff Finish   Made in the USA Poet® Collection Hat Premier 606 Finish - Double Carded, Hand Wet Felted w/ Suede Finish for Sheen Genuine Leather Hat Band Antique Flooring Nail Side Detail Laser Etched Bailey Logo - at Back…

$81.00

…Springfield Wool Blend Newsboy Cap from Bailey of Hollywood. The iconic 8-panel newsboy cap design is accentuated by a patterned lining and comfortable sweatband. Perfect for anyone looking for a signature newsboy!   Approx. 9" Diameter - Flat 2 1/4" Pre-Curved Sewn Bill/Brim   …

(3)
$51.00

…Dollis Poly Wool Blend Newsboy Cap from Bailey of Hollywood. The iconic 8-panel newsboy cap design is accentuated by a patterned lining and comfortable sweatband. Perfect for anyone looking for a signature newsboy!   Approx. 9" Diameter - Flat 2 1/4" Precurved Sewn Bill/Brim   …

$51.00
Available Colors:
  • BLACK
  • OLIVEGREEN

…from Bailey of Hollywood really has it all! The classic 8-panel design combines perfectly with a herringbone stitch to create a beautiful cap. Whether you're out on the town or in for a comfortable night, this dockman is the best choice!   Approx. 10" Diameter 2" Flat Sewn Bill/Brim …

$64.00
Available Colors:
  • BLACK
  • BURGUNDY

…See the Bailey Lord Cap's Solid version or classic Herringbone version to complete your collection!   Approx. 8 1/2" Diameter 1 7/8" Flat Bill   Made of: 25% Wool 35% Polyester 40% Acrylic   Made in Italy Classic Ivy Cap Design Windowpane Plaid Pattern Bailey Side Pin…

(3)
$85.00
Available Colors:
  • BLACK
  • BROWN
  • GREEN

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