Men's Flat Caps & Ivy Caps

Clean lines and tailored panels characterize the styles found in this selection, offering flat caps crafted for comfort and understated sophistication. Depending on availability, designs may feature classic wool blends, lightweight fabrics, textured patterns, or modern interpretations shaped with attention to fit. Within this collectoin you’ll find pieces suited for everyday wear, seasonal transitions, and refined casual dressing across the Hats.com collection. Other throwback styles include Men's Pork Pie Hats and Men's Fedoras. 
  • Image of Tru Cap product
    Bailey 1922

    Tru Cap

    $80.00
    2 colors
  • Image of Luca Cap product
    Bailey 1922

    Luca Cap

    $80.00
    2 colors
  • Image of Ari Cap product
    Bailey 1922

    Ari Cap

    $75.00
    2 colors
  • Image of Axel Flat Cap product
    Bailey 1922

    Axel Flat Cap

    $75.00
    3 colors
  • Image of Atlas Cap product
    Bailey 1922

    Atlas Cap

    $75.00
    2 colors
  • Image of Gael Cap product
    Bailey 1922

    Gael Cap

    $75.00
    2 colors
  • Image of Bermuda Zig Zag Galaxy product
    26% off
    Kangol

    Bermuda Zig Zag Galaxy

    $80.00 $59.50
    2 colors
  • Image of Bermuda Check Stitch Mau product
    Kangol

    Bermuda Check Stitch Mau

    $85.00
    2 colors
  • Image of Meltdown 507 product
    25% off
    Kangol

    Meltdown 507

    $75.00 $56.25
    2 colors
  • Image of Clubhouse Stripe 507 Cap product
    25% off
    Kangol

    Clubhouse Stripe 507 Cap

    $75.00 $56.25
    3 colors
  • Image of Swerve 504 Flat Cap product
    25% off
    Kangol

    Swerve 504 Flat Cap

    $70.00 $52.50
    3 colors
  • Image of Crusoe Fisherman Cap product
    25% off
    Bailey 1922

    Crusoe Fisherman Cap

    $90.00 $67.50
    2 colors

Frequently Asked Questions about Men's Flat Caps & Ivy Caps

What types of men's flat caps are available?

Ivy caps (sleek, single-panel), newsboy caps (fuller, multi-panel), Greek fisherman caps (structured with a hard brim), and various panel configurations. Each has a different personality and fits different style preferences.

What flat cap material is best for men?

Wool and tweed for fall/winter classic and warm. Cotton and linen for spring/summer light and breathable. Leather for year-round edge. Polyester blends for durability and easy care.

How should a men's flat cap fit?

Level on your head with the brim just above your eyebrows. The crown should conform to your head shape without bulging. Flat caps come in specific sizes measure your head and check the sizing chart.

Can men wear flat caps to the office?

In creative and business-casual environments, absolutely. A quality wool or tweed flat cap with a sport coat is a polished, intentional look. In conservative corporate settings, remove it indoors.

What age range suits flat caps for men?

All ages that's the beauty of flat caps. They suit men in their 20s through their 80s. Younger men tend to wear them with casual outfits; older men often pair them with more tailored looks. It's a genuinely ageless hat.