Bailey 1922: Flat Caps & Flat Hats

Classic tailoring and textured materials define this collection of flat caps within the Bailey 1922 assortment. Styles feature traditional profiles crafted from wool blends, patterned fabrics, and select finishes that add depth and character. Each cap is designed with careful attention to fit and proportion, offering timeless options that pair heritage influence with everyday comfort and refined, casual style. Looking to explore more Bailey 1922 styles? Browse our Fedoras, Pork Pie Hats, or Bowler Hats.

  • color-dark-denim
    new

    Sparks

    $80.00
    1 color
  • Slate
    new

    Slate

    $85.00
    1 color
  • color-navy
    new

    Tullio

    $125.00
    3 colors
  • Faro
    new

    Faro

    $125.00
    1 color
  • color-blue-check
    new

    Jeno

    $125.00
    3 colors
  • color-dk-berry
    new

    Ciro

    $125.00
    3 colors
  • color-red

    Lukan

    $90.00
    3 colors
  • color-white
    new

    Lyle

    $90.00
    3 colors
  • color-navy
    new

    Bower

    $90.00
    3 colors
  • color-black-multi

    Kit

    $90.00
    3 colors
  • color-blue
    new

    Marsh

    $90.00
    2 colors
  • color-grey
    60% off

    Forte

    $90.00 $36.00
    2 colors
  • color-sand
    35% off

    Ganey

    $75.00 $48.75
    2 colors
  • Slater
    25% off

    Slater

    $75.00 $56.25
    1 color
  • color-black-plaid

    Ari

    $75.00
    2 colors
  • color-black-window

    Tru

    $80.00
    2 colors

Frequently Asked Questions about Bailey 1922: Flat Caps & Flat Hats

What's the difference between an ivy cap and a newsboy cap?

An ivy cap (also called a flat cap) has a low-profile design that sits close to the head. A newsboy has a fuller, rounder crown with multiple panels and usually a button on top. Ivy is sleeker; newsboy is more relaxed and textured.

What materials are Bailey flat caps available in?

Bailey's flat cap collection covers wool, linen, leather, tweed blends, and polyester blends. Wool and tweed work best for cooler months, linen for summer, and leather for a rugged, year-round look.

How should a flat cap fit?

It should sit comfortably on your head with the brim just above your eyebrows. The crown shouldn't balloon up or press too tight on the sides. Bailey's flat caps come in specific sizes rather than one-size-fits-all, so measure your head for the best result.

Can flat caps be dressed up for semi-formal occasions?

Absolutely. A wool or tweed flat cap with a sport coat or overcoat is a classic, polished look. The key is matching the cap's material and color to your outfit — avoid athletic fabrics and keep the palette coordinated.

What's the difference between a 5-panel and 8-panel flat cap?

Panel count affects the shape. 5-panel caps are slightly more streamlined with a modern edge. 8-panel caps (classic newsboy style) have more fullness and volume in the crown. The 5-panel is the more contemporary choice.