500+ Chill Weather Outfits For Men

Favorite

Unfavorite

Yellow Beanie Dark Green Crew-neck T-shirt Beige Short Sleeve Shirt Black Wool Harrington Jacket Blue Jeans Brown Leather Derby Shoes

Stylish yet comfy, this getup combines a black wool harrington jacket and blue jeans.

Favorite

Unfavorite

Olive Baseball Cap Clear Sunglasses White Short Sleeve Shirt Orange Crew-neck Sweater Olive Overcoat White Chinos White Canvas High Top Sneakers

Rock a white short sleeve shirt to feel self-confident and look casually cool.

Favorite

Unfavorite

Navy Beanie Black Crew-neck T-shirt Navy Cardigan Navy Pocket Square Beige Shirt Jacket Navy Jeans Blue Socks Burgundy Leather Desert Boots

The pairing of a beige shirt jacket and navy jeans makes for a kick-ass off-duty look. Let your styling prowess really shine by completing this look with a pair of burgundy leather desert boots.

Favorite

Unfavorite

Dark Brown Beanie Clear Sunglasses Dark Green Wool Turtleneck Orange Wool Shirt Jacket White Corduroy Chinos Dark Brown Socks Dark Brown Leather Desert Boots

An orange wool shirt jacket and white corduroy chinos are an easy way to inject some sophistication into your current wardrobe. When in doubt about the footwear, stick to a pair of dark brown leather desert boots.

Favorite

Unfavorite

Navy Plaid Scarf White and Navy Print Crew-neck T-shirt Navy Denim Shirt Red Duffle Coat Blue Ripped Jeans Burgundy Socks Black Chunky Leather Derby Shoes

This laid-back combination of a red duffle coat and blue ripped jeans comes to rescue when you need to look casually cool but have no time. If you wish to easily ramp up this outfit with shoes, why not introduce a pair of black chunky leather derby shoes to the mix?