Men’s Fall Fashion

Our men’s fall fashion style guide, including wardrobe essentials, outfit ideas, and links to shop.

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Men’s Fall Fashion Essentials:

Our top fall picks, perfect for a casual, laid-back street style. Featuring baggy jeans, oversized sweaters, plaid overshirts, and more.

Faherty, $198

Faherty, $198

Zara, $89.90

Zara, $89.90

Steve Madden, $99.95

Steve Madden, $99.95

Hollister, $39.95

Hollister, $39.95

Cos, $170

Cos, $170

Zara, $47.90

Zara, $47.90

Asos, $79.99

Asos, $79.99

Stan Ray, $100

Stan Ray, $100

Timberland, $170

Timberland, $170

Buck Mason, $65

Buck Mason, $65

All Saints, $136

All Saints, $136

Bershka, $45.90

Bershka, $45.90

Vagabond, $220

Vagabond, $220

Carhartt Wip, $300

Carhartt Wip, $300

Men’s Fall Fashion Trends:

Want to be on-trend this fall? Here are the top fall menswear trends and our top picks.

Workwear Jackets

Workwear jackets are an ideal layer on colder days for a streetwear look. Wear them over hoodies. sweaters, and tees with loafers, timberland boots, or sneakers.

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Plaid Overshirts

Plaid is a classic fall staple! Layer your overshirt with a simple white tee and baggy jeans for a casual fall outfit you can wear on repeat.

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Knit Sweaters

Knits are comfortable and always look put-together. Wear knit sweaters with trousers for an elevated outfit, or jeans for an easy daily option.

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Rugby Shirts

90s fashion is trending this fall, and rugby shirts are perfect for that vintage style. Wear them with pleated trousers for a preppy look or baggy cargos for a streetwear fit.

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Want to up your fall style game but don’t know where to start?

Below are some men’s fall outfit ideas for different occasions, whether you want to keep it casual or dress it up.

Casual Workwear

Workwear is in for fall! Pair a collared jacket with loose jeans and Sambas for a casual fall outfit that you can wear on repeat. Layer a white t-shirt under the jacket to keep it simple, or add a graphic tee for a statement.

OUTFIT LINKS: jacket - Jeans - Sunglasses - Rings - hat - Sneakers

BAGGY STREETWEAR

If you love the oversized skater aesthetic, then this outfit will be your go-to. Style a hoodie with faded baggy jeans, sneakers, and a baseball hat to complete the look. An outfit perfect for class, errands, or chilling at home.

outfit links: hoodie - jeans - hat - sneakers - rings

shades of brown

Brown is a classic fall staple color that can be styled seamlessly with grey. Layer a brown workwear jacket over a hoodie with baggy jeans and brown suede boots for a perfect fall streetwear outfit. 

OUTFIT LINKS: hoodie - jacket - jeans - boots - hat - keychain

Sweater Weather

Style a knit sweater with pleated trousers and Timberland boots for a mix between business casual and street style. Switch out the trousers for jeans if you prefer to dress it down.

outfit links: sweater - trousers - hat - boots - chain

Flannel Layering

Want to master the art of fall layering? Start with a plaid overshirt. Layer it over a graphic tee of your choice with jeans for an easy fall outfit. Opt for a long-sleeve plaid flannel or jacket on colder days. Complete the outfit with loafers, chelsea boots, or sneakers.

OUTFIT LINKS: t-shirt - plaid shirt - jeans - hat - keychain - loafers

need more help finding your style?

Take our men’s style quiz to discover your ideal aesthetic and receive more custom wardrobe essentials + links to shop.