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 Tropic Ventair Mau Cap product
    Kangol

    Tropic Ventair Mau Cap

    $65.00
    3 colors
  • Image of Resort Stripe 504 Cap product
    25% off
    Kangol

    Resort Stripe 504 Cap

    $70.00 $52.50
    3 colors
  • Image of Lukan Flat Cap product
    Bailey 1922

    Lukan Flat Cap

    $90.00
    3 colors
  • Image of Lyle Flat Cap product
    Bailey 1922

    Lyle Flat Cap

    $90.00
    3 colors
  • Image of Bower Flat Cap product
    25% off
    Bailey 1922

    Bower Flat Cap

    $90.00 $67.50
    3 colors
  • Image of Kit Flat Cap product
    Bailey 1922

    Kit Flat Cap

    $90.00
    3 colors
  • Image of Tropic 504 Cap product
    50% off
    Kangol

    Tropic 504 Cap

    $50.00 $25.00
    3 colors
  • Image of Cord Hawker product
    30% off
    Kangol

    Cord Hawker

    $75.00 $52.50
    2 colors
  • Image of Color Burst Ventair 507 Flat Cap - Sale Colors product
    40% off
    Kangol

    Color Burst Ventair 507 Flat Cap - Sale Colors

    $65.00 $39.00
    3 colors
  • Image of Slater Cap product
    20% off
    Bailey 1922

    Slater Cap

    $75.00 $60.00
    5 colors
  • Image of Bermuda 504 Cap product
    sale
    Kangol

    Bermuda 504 Cap

    $70.00 $34.50
    1 color
  • Image of Tropic Spitfire product
    56% off
    Kangol

    Tropic Spitfire

    $60.00 $26.50
    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.