Plaid Jacket Dressy Chill Weather Outfits For Men After 40

Favorite

Unfavorite

Grey Plaid Flat Cap Clear Sunglasses Light Blue Check Dress Shirt Burgundy Polka Dot Tie Brown Suspenders Tan Plaid Wool Blazer Dark Brown Leather Watch Brown Corduroy Dress Pants Dark Brown Leather Brogues

Loving how this combination of a plaid jacket and brown corduroy dress pants immediately makes men look stylish and refined. Introduce a pair of dark brown leather brogues to this getup for extra style points. When it comes to dressing ideas for 40-year-old gents, this look looks great on almost any guy.

Favorite

Unfavorite

Brown Plaid Flat Cap Dark Brown Sunglasses White Dress Shirt Charcoal Tie Tobacco Plaid Wool Blazer Brown Suede Gloves Brown Check Scarf Brown Barn Jacket Brown Dress Pants Dark Brown Socks Brown Suede Tassel Loafers

Choose a plaid jacket and a tobacco plaid wool blazer to put together a sleek and polished outfit. A nice pair of brown suede tassel loafers is a simple way to inject an air of class into your look. This pairing illustrates that figuring out how to dress stylishly as a 40-year-old guy is not that hard.

Favorite

Unfavorite

Grey Plaid Flat Cap Dark Brown Sunglasses Light Blue Dress Shirt Navy Tie Grey Plaid Blazer Dark Green Barn Jacket Dark Brown Leather Watch Charcoal Dress Pants Navy Socks Dark Brown Suede Tassel Loafers

Swing into something effortlessly sleek yet timeless in a plaid jacket and a grey plaid blazer. On the fence about how to finish off your look? Round off with a pair of dark brown suede tassel loafers to dial up the wow factor. This ensemble demonstrates that as a 40-something guy, you have a wide range of outfit options.

Favorite

Unfavorite

Grey Plaid Flat Cap Dark Brown Sunglasses Blue Chambray Dress Shirt Red Knit Tie Grey Plaid Blazer Dark Green Sweater Vest Dark Brown Check Scarf Olive Barn Jacket Charcoal Dress Pants Orange Socks Tobacco Leather Tassel Loafers

This combination of a plaid jacket and a grey plaid blazer is certainly impactful, but it's extremely easy to wear. Avoid looking too casual by rounding off with tobacco leather tassel loafers. Wearing this, any mature man is bound to put any younger dude to shame.

Favorite

Unfavorite

Grey Wool Hat Clear Sunglasses Light Blue Dress Shirt Dark Green Print Tie Dark Brown Check Scarf Grey Plaid Double Breasted Blazer Navy Overcoat Navy Wool Dress Pants Dark Brown Socks Brown Leather Tassel Loafers

Rock a plaid jacket with navy wool dress pants for truly dapper style. Go the extra mile and change up your ensemble by finishing with brown leather tassel loafers. This ensemble is something guys in their 40s can wear with confidence.