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Items 1-48 of 105

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  1. Tane Baseball Cap - Black / M
    Tane Baseball Cap
    Starting at $175.00
  2. Winter White F23
    Mattill Bucket
    Starting at $225.00
  3. Lynton Ivy Cap - Black / M
    Lynton Ivy Cap
    Starting at $175.00
  4. Amazon - White
    USA Flag Tropic 504 Ventair
    Starting at $50.00
  5. Washed Fisherman Hat - Black / S
    Washed Fisherman Hat
    Starting at $65.00
  6. Leif Cap - Avion Stripe / S
    Leif Cap
    Starting at $90.00
  7. Max Fedora - Black / S
    Max Fedora
    Starting at $100.00
  8. Washed Casual - Black / S
    Washed Casual
    Regular Price $65.00 Starting at $39.00
  9. Hats - Mahogany/Tan
    Street King Casual
    Regular Price $85.00 Starting at $51.00
  10. Camel
    Portsea Cloche
    Regular Price $250.00 Starting at $187.50
  11. Bosa Bucket - Camel / M
    Bosa Bucket
    Starting at $225.00
  12. Hats - Mahogany/Tan
    Street King 504
    Regular Price $70.00 Starting at $42.00
  13. Hats - Black Stripe
    Digital Stripes 507
    Regular Price $70.00 Starting at $42.00
  14. Hats - Black Floral
    Street Floral 504
    Regular Price $70.00 Starting at $42.00
  15. Hats -  Black Stripe
    Digital Stripes Bin
    Regular Price $75.00 Starting at $45.00
  16. Hats - Beige
    Seamless Tropic 507
    Regular Price $50.00 Starting at $30.00
  17. Hats - Black
    Conall Newsboy
    Starting at $85.00
  18. Hats - Cream
    Forte Feld Cap
    Starting at $90.00
  19. Winstone Raindura Fedora - Black / S
    Winstone Raindura Fedora
    Starting at $135.00
  20. Camel
    Apollo Baseball
    Regular Price $210.00 Starting at $168.00
  21. Hats - Black
    Claud Newsboy
    Regular Price $80.00 Starting at $29.99
  22. Peyton Lightweight Fedora - Ivory/Black / S/M
    Peyton Lightweight Fedora
    Starting at $45.00
  23. Hats - Black
    Derin Ivy Cap
    Regular Price $75.00 Starting at $29.99
  24. Hats - White/Black
    Flip It Reversible Casual
    Regular Price $80.00 Starting at $48.00
  25. Hats - Black
    Maze Jacquard 504
    Regular Price $60.00 Starting at $30.00
  26. Hats - Black
    Eli Fedora
    Regular Price $85.00 Starting at $42.50
  27. Hats - Tan
    Imlay Fedora
    Regular Price $135.00 Starting at $67.50
  28. Hats - Rust
    Hinx Panama Fedora
    Starting at $225.00
  29. Dayton Raindura® Outback -  Navy/S
    Dayton Outback
    Starting at $138.00
  30. Delafield Cowboy Western Hat - Ivory/ 6 5/8
    Delafield Cowboy Western Hat
    Regular Price $85.00 Starting at $63.75
  31. Derren Cowboy Western Hat - Ivory/ 6 3/4
    Derren Cowboy Western Hat
    Starting at $85.00
  32. 202 Fedora - Ash Camo/S
    202 Fedora
    Starting at $120.00
  33. USA Tropic 507 Ventair - Scarlet/S
    USA Tropic 507 Ventair
    Starting at $50.00
  34. Alternate View
    Bermuda Elastic Spacecap
    Starting at $55.00
  35. Alternate View
    Tim Pork Pie
    Regular Price $70.00 Starting at $28.00
  36. Faux Fur Beret - Lavender Leopard/S/M
    Faux Fur Beret
    Regular Price $70.00 Starting at $29.99
  37. Wool Casual - Black/S
    Wool Casual
    Regular Price $80.00 Starting at $40.00
  38. Carnival Casual - Tan Tiger/S
    Carnival Casual
    Regular Price $70.00 Starting at $35.00
  39. Big Logo Casual - Black/S
    Big Logo Casual
    Starting at $85.00
  40. Bailey of Hollywood Hester Fedora - Copper
    Hester Fedora
    Regular Price $100.00 Starting at $39.99
  41. Kangol Tropic Bin - Black
    Tropic Bin
    Starting at $65.00
  42. Kangol Leopard Trapper - Leopard
    Leopard Trapper
    Regular Price $85.00 Starting at $65.00
  43. Main Image
    Washed Bucket Hat
    Regular Price $50.00 Starting at $19.99
  44. Main Image
    Tropic Ventair Snipe
    Starting at $70.00
  45. Kangol Tropic 507 Ventair - Beige
    Tropic 507 Ventair
    Regular Price $50.00 Starting at $30.00
  46. Faux Fur Casual - Scarlet/S
    Faux Fur Casual
    Regular Price $80.00 Starting at $60.00
  47. Kangol Furgora Spacecap - Black
    Furgora Spacecap
    Starting at $70.00
  48. Kangol Cord Hawker - Forrester
    Cord Hawker
    Regular Price $75.00 Starting at $56.25

Items 1-48 of 105

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Shop Iconic Men’s Hats

We never limit fashion when it comes to our men’s hats. That’s why our collection of men’s caps and hats was curated so you could find the hat perfect for you and your unique look. Browse all of our men’s hat styles to find your favorites, or filter our options by color, shape, size, and more to find the exact hats that fit your style. Whether it’s our fedoras, ivy and flat caps, classy beanies, or baseball caps, we promise you’ll find that piece that expresses your distinctive style.

Timeless Fashion carries classic and modern men’s caps and hats from leading brands like Kangol, Bailey 1922, Country Gentlemen, and more. We’re your ultimate guide in the world of men’s headwear, and we can help you find the right style for your facial shape and structure. We offer the finest trendy hats so that you can rest assured you’re looking your best. With timeless pieces like trilby hats and bucket hats, we offer many clean looks and classic shapes that work with a variety of outfits.

Shop The Latest from

Masculine fashion is our specialty. With our wide variety of men’s hats, you’re sure to find something to suit your look. Compliment your hat with an entire outfit from our collection of men’s clothing and accessories.

Plus, with our Sezzle payment program, you can pay for your new style on a schedule that works for you. Explore more and become a Rewards Member today!

Frequently Asked Questions

1. Why are men’s fedoras so popular?

Men’s fedoras are classic men’s hat styles that can instantly make any outfit more sophisticated. They’re highly versatile and you can dress them down or up depending on the occasion. These hats also protect from the sun by blocking harmful ultraviolet rays, which may damage your skin.


2. What makes Bailey 1922 one of the most popular brands for men’s hats?

Bailey 1922 remains a top brand for men’s caps due to their sophistication, craftsmanship, and heritage. Since 1922, these hats have stood out for their fine quality and ability to help people express their individuality. The company also offers a wide variety of hats that suit various preferences and occasions, including cowboy hats, straw hats, and fedoras.


3. What are some of the most popular clothing items and accessories men shop for when purchasing hats?

Some of today’s most popular men’s accessories range from backpacks to fleece hoodies and hoodie pullovers. Men’s hat lovers also look for comfortable t-shirts (including waffle tees), track jackets, jogger pants, popovers, and down or fleece jackets.