Herringbone Flat Cap Smart Casual Chill Weather Outfits For Men

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Blue Plaid Long Sleeve Shirt Grey Sweatshirt Grey Overcoat Grey Herringbone Flat Cap Navy and White Polka Dot Scarf Khaki Corduroy Chinos Dark Brown Leather Chelsea Boots

This combo of a grey overcoat and a herringbone flat cap is undeniable proof that a pared down casual ensemble can still look really interesting. A pair of dark brown leather chelsea boots immediately dials up the style factor of any outfit.

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Dark Brown Herringbone Flat Cap White Print Silk Scarf Olive Shirt Jacket Brown Sweater Vest Khaki Chinos Tobacco Leather Brogue Boots

Dapper yet practical, this look features an olive shirt jacket and a herringbone flat cap. And it's amazing how tobacco leather brogue boots can smarten up an ensemble.

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Dark Brown Herringbone Flat Cap Beige Plaid Dress Shirt Dark Brown Tie Violet Scarf Black Cardigan Brown Leather Watch Brown Waistcoat Dark Green Chinos Dark Green Barn Jacket Dark Green Socks Dark Brown Leather Brogues

If you enjoy the comfort look, marry a dark green barn jacket with a herringbone flat cap. You know how to bring a bit of elegance to this getup: dark brown leather brogues.

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Charcoal Herringbone Flat Cap Navy Wool Turtleneck Grey Canvas Watch Dark Brown Bracelet Grey Chinos Pink Leather Desert Boots Black Socks

This combination of a navy wool turtleneck and a herringbone flat cap is on the casual side but is also stylish and really sharp. Finishing off with pink leather desert boots is a simple way to bring a hint of sophistication to this outfit.

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Charcoal Herringbone Flat Cap Navy Overcoat Dark Green Chinos Mustard Canvas High Top Sneakers

Look stylish without really trying by wearing a navy overcoat and a herringbone flat cap. Our favorite of a countless number of ways to complete this look is with a pair of mustard canvas high top sneakers.