Best Bailey Flat Caps for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 31 Jan 2025

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Bailey offers a range of stylish flat caps for men. These hats are crafted with attention to detail and are made from high-quality materials. The flat caps come in a variety of colours and patterns, allowing men to find a style that suits their individual taste. With their timeless design, these caps can be worn for both formal and casual occasions, adding a touch of sophistication to any outfit. Whether you're heading to a wedding or simply running errands, Bailey flat caps are a versatile and fashionable choice.

At a Glance: Our Top Picks

Bailey of Hollywood Men's Curtis Flat Cap Cover #TOP 1
Bailey of Hollywood Men's Curtis Flat Cap
ftb score rating icon 9.8
Bailey Lou Plaid Wool Blend Flat Cap Cover #TOP 2
Bailey Lou Plaid Wool Blend Flat Cap
ftb score rating icon 9.7
Bailey Taxten Flat Cap in Brown Cover #TOP 3
Bailey Taxten Flat Cap in Brown
ftb score rating icon 9.5

Top 10 Bailey Flat Caps for Men

#TOP 1

Bailey of Hollywood Men's Curtis Flat Cap

7005
Antique
Bailey of Hollywood Men's Curtis Flat Cap Cover
Bailey of Hollywood Men's Curtis, Antique, L

The Bailey Curtis Cap features a low profile pinch front crown, providing a stylish and sleek look that complements various outfits. The Japanese grosgrain trim adds a touch of elegance, ensuring you stand out in any crowd. You will appreciate the comfort sweatband, which helps keep you cool and dry, making it a perfect choice for all-day wear. This cap is designed to offer both style and practicality, making it an excellent addition to your wardrobe.

What We Like
Stylish low profile design
Elegant Japanese grosgrain trim
Comfortable sweatband
Versatile for various outfits
#TOP 2

Bailey Lou Plaid Wool Blend Flat Cap

655722522554
Oak Plaid
Bailey Lou Plaid Wool Blend Flat Cap Cover
Bailey Hats Lou Plaid Wool Blend Flat Cap - Oak-Multi - Large

The Bailey Lou Flat Cap is designed for style and comfort. It features a lining and sweatband that provide a soft feel against your skin, making it ideal for all-day wear. The cap is adorned with a Bailey badge sewn on the side, adding a touch of sophistication. With a single snap brim, you can easily adjust your look, giving you flexibility in styling. This cap is perfect for those who appreciate both fashion and functionality.

What We Like
Comfortable lining and sweatband
Stylish Bailey badge detail
Adjustable single snap brim
#TOP 3

Bailey Taxten Flat Cap in Brown

25102
Brown
Bailey Taxten Flat Cap in Brown Cover
Bailey of Hollywood Taxten Flat Cap, Brown, Large

The Bailey Taxten Flat Cap is a stylish choice for men, featuring a signature five-panel design that ensures a comfortable fit. Its fully lined interior adds an extra layer of comfort, making it perfect for all-day wear. This flat cap not only provides warmth during cooler months but also enhances your outfit with a touch of sophistication. You will appreciate how this cap can easily complement casual or smart attire, making it a versatile addition to your wardrobe.

What We Like
Stylish five-panel design
Comfortable fully lined interior
Warm for cooler weather
Versatile for various outfits
#TOP 4

Bailey 1922 Unisex Smit Flat Cap, Navy

25458
Blue (Navy)
6 5/8-6 3/4
Bailey 1922 Unisex Smit Flat Cap, Navy Cover
Bailey Unisex Smit Flat Cap, Blue (Navy), S UK

The Bailey 1922 Flat Cap features a 5 cm visor, making it practical for shading your eyes from the sun while adding a stylish touch to your outfit. This unisex design offers a pleasantly soft feel, ensuring comfort during wear. The flat hat style, also known as an ivy hat, adds a classic charm that can elevate both casual and formal looks. With its peak, this cap not only enhances your style but also provides protection from the elements, making it a versatile accessory.

What We Like
Stylish and classic design
Soft and comfortable material
5 cm visor for sun protection
Unisex style suitable for everyone
#TOP 5

Bailey Men's Galvin Herringbone Ivy Cap

25240
Black (Black Multi)
Bailey Men's Galvin Herringbone Ivy Cap Cover
Bailey of Hollywood Men's Galvin Stripe Herringbone - Black - XXL

The Bailey Galvin Ivy Cap boasts a matching grosgrain sweatband, providing comfort and a secure fit as you wear it throughout the day. Its stylish herringbone pattern adds a touch of sophistication to your outfit, making it suitable for both casual and smart occasions. The cap's design ensures that it fits snugly without compromising breathability, keeping you comfortable in various weather conditions. With its classic ivy cap shape, this accessory is perfect for adding a timeless element to your wardrobe.

What We Like
Comfortable sweatband
Stylish herringbone pattern
Snug fit
Timeless design
#TOP 6

Bailey 1922 Carlsen Brown Ivy Cap

655722493045
brown
6 7/8-7
Bailey 1922 Carlsen Brown Ivy Cap Cover
Bailey 1922 Carlsen Flat Cap1922 Ivy hat (M (56-57 cm) - Brown)

The Bailey 1922 Ivy Cap is a stylish and comfortable accessory for any discerning gentleman. With a 5 cm visor, this cap provides excellent sun protection, allowing you to enjoy outdoor activities without worrying about the glare. The finely striped headgear adds a touch of sophistication, making it suitable for both casual and semi-formal occasions. Made from a blend of materials that includes cotton, this cap is lightweight, ensuring that you stay comfortable throughout the day. You will appreciate its effortless style and practicality.

What We Like
Comfortable cotton blend
Stylish striped design
Lightweight for all-day wear
5 cm visor for sun protection
#TOP 7

Bailey of Hollywood Grey Purdy Flat Cap

25488BH
6 5/8-6 3/4
Bailey of Hollywood Grey Purdy Flat Cap Cover
Bailey of Hollywood Purdy Flat Cap, Grey (Charcoal/Navy), Small (Manufacturer Size:Small)

The Bailey Purdy Flat Cap is a stylish and warm accessory for men. With a length of visor measuring 5 cm, it provides ample coverage from the sun while enhancing your look. This eight-piece flat cap is crafted from cosy materials, ensuring comfort during chilly days. The design features a peak and lining, adding to its functional charm. Wearing this cap not only keeps you warm but also elevates your outfit effortlessly.

What We Like
Stylish design
Warm and cosy
5 cm visor length
Comfortable lining
Perfect for chilly days
#TOP 8

Bailey Graham Flat Cap in Black

1365
Black
Bailey Graham Flat Cap in Black Cover
Bailey of Hollywood Graham Flat Cap, Black, Large

The Bailey Graham Flat Cap is an ideal choice for outdoor enthusiasts. Made from a water-resistant fabric, it keeps you dry during unexpected showers, allowing you to enjoy your activities without worry. Available in classic colours, the cap seamlessly complements various outfits, enhancing your style. Its large size ensures a comfortable fit, making it suitable for extended wear. You’ll appreciate the blend of functionality and fashion this cap offers, ensuring you look good while staying protected from the elements.

What We Like
Water-resistant fabric
Classic colour options
Comfortable large size
Stylish outdoor accessory
#TOP 9

Bailey 1922 Lord Tweed Wool Flat Cap

25205
Brown
Bailey 1922 Lord Tweed Wool Flat Cap Cover
Bailey 1922 Lord Tweed Flat Cap1922 Ivy hat Wool Cap (S (54-55 cm) - Brown)

The Bailey Lord Tweed Cap is a stylish and practical accessory for any gentleman. Made from 100% wool, it offers warmth and comfort, perfect for cooler days. The snap brim feature allows you to adjust the cap to your liking, ensuring a personalised fit. With a tonal grosgrain sweatband and satin lining, this cap not only looks refined but also provides a soft feel against your skin. Additionally, the packable design makes it convenient for travel, allowing you to take your stylish look anywhere you go.

What We Like
High-quality 100% wool
Adjustable snap brim
Soft satin lining
Packable for travel
#TOP 10

Bailey Men's Graham Navy Rain Cap Fedora

1365
Navy
Bailey Men's Graham Navy Rain Cap Fedora Cover
Bailey of Hollywood Men's Graham Paneled Flat Ivy Rain Cap Fedora, Navy, M

The Bailey Graham Rain Cap is a stylish and practical choice for men seeking protection from the elements. Its water-resistant feature ensures you stay dry in drizzly conditions, making it perfect for unpredictable weather. Additionally, the comfort sweatband provides a snug fit while allowing for breathability, ensuring all-day comfort. Whether you're out for a stroll or running errands, this cap will enhance your outfit while offering utility.

What We Like
Water resistant for wet weather
Comfortable sweatband
Stylish design
Perfect for everyday wear
Buying Guide Image
Editor's Notes

During our Bailey flat cap for men research, we found 46 Bailey flat cap for men products and shortlisted 10 quality products. We collected and analyzed 5,087 customer reviews through our big data system to write the Bailey flat caps for men list. We found that most customers choose Bailey flat caps for men with an average price of £58.85.

The Bailey flat caps for men are available for purchase. The top 10 picks range in price from a low of £46.00 to a high of £153.00, find the one that fits your budget. The seller of top 1 product has received honest feedback from 86 consumers with an average rating of 4.7.

Written by
John Zimmer Avatar

John Zimmer is a truly professional writer on findthisbest.com. He has specialized in writing content a wide variety of fields for over a decade. Since 2011, he has been using his expertise and extensive experience to write content for online shopping guide websites. In addition to writing for findthisbest.com, he has appeared in publications such as The Spruce, Wirecutter and Bestbuy.