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Flannel Over Hoodie: How To Master The Look + 11 Outfits

This classic flannel over hoodie skate look needs more consideration thank you think, if you don't want to look like a sulking teenager of course. Here's how to wear a hoodie with a flannel in 11 stylish and contemporary ways.

By: Charlie Thomas Published: Mar 19, 2025

The flannel over hoodie combo is a timeless, laid-back style that’s as practical as it is cool. Rooted in skate culture, the streetwear scene, and rugged outdoorsy appeal, this pairing has evolved into a go-to for men who want comfort without sacrificing personality.

Whether you’re rocking a hoodie with a flannel shirt for a weekend hangout or layering a flannel with a hoodie to tackle unpredictable weather, it’s a look that’s easy to love and even easier to wear once you get the hang of it.

But here’s the thing: while it seems simple, nailing the flannel over hoodie style takes a bit of thought to avoid looking sloppy or stuck in the past. From picking the right colors to pairing it with the perfect pants, I’ll it all down with 11 outfit ideas that’ll inspire you to make this classic combination your own.

Jump to the flannel over hoodie outfits.

How to wear a flannel with a hoodie

Layer smart

Treat the flannel as a lightweight jacket, stylish and warm but not too heavy. The hoodie brings the cozy, snug feel, so pick a thicker fleece-lined or cotton-blend one for warmth when the flannel’s off.

Go for a relaxed-fit flannel for easy on-and-off versatility as temps change. For a casual twist, roll the flannel sleeves over the hoodie cuffs to add depth. This keeps your flannel with a hoodie look comfy and practical all day.

Play with color

Use the flannel’s check pattern to tie your outfit together, match one of its hues to your pants or shoes or let a bold color shine against a neutral hoodie for contrast.

Mix up the weights

Men's cream trousers, grey hoodie and green boiled wool flannel shirt

Made for the cold weather, layering a wool flannel over a thick cotton hoodie will keep you warm enough virtually everywhere other than the Arctic. It’s also adaptable and perfect for days when you’re moving between indoors and out.

For spring or summer, switch to lighter options like a cotton/wool blend flannel and a loopback hoodie to stay cool and comfortable.


Men’s flannel over hoodie outfits (11 Ideas)

Caramel flannel over hoodie vibes

Flannel-over-hoodie combos often scream “lumberjack lite,” but nail the layering and you’ll stand out as a man who knows effortless cool.

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Stick to complementary tones, think mustard plaid, caramel, crisp white, and muted gray jeans, as seen here. The pop of white sneakers is a clever touch, adding contrast that lifts the whole look with laid-back flair.

Streetwear-inspired check flannel

Men's cropped wide leg black pants, black printed hoodie, black and white flannel shirt, black baseball cap and black high-top sneakers

AllSaints

The flannel over hoodie trend owes a lot to streetwear, and this black-and-white version channels that skater-meets-urban energy with a modern twist.

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Pick a black hoodie with a bold print or logo, then layer a check flannel with a slightly oversized fit. Add cropped wide-leg pants, high-top sneakers, and a baseball cap for that full streetwear effect. It’s a hoodie with a flannel outfit that’s effortlessly cool and ready for the city.

Natural shades flannel over hoodie

Men's brown trousers, white hoodie, brown rugby top and brown check flannel shirt outfit

H&M

Tonal looks typically consist of black or navy shades, but go for more brown tones and you’ll set yourself apart as a man who really knows how to dress.

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The key to getting it right, as always, is to use varying but complementary tones. Think deep chocolate brown, rich caramel and subtle hints of stone, as shown above. The sparing use of bright white is a masterful stroke that creates some much-needed contrast and lifts the entire outfit.

Classic check flannel with light hoodie

Men's flannel shirt streetwear outfit with skate pants and hoodie

Percival

Nothing says timeless like a classic check flannel over a hoodie. This combo keeps things simple and versatile, leaning into the heritage roots of the flannel shirt.

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Grab a white or light grey hoodie and layer a traditional check flannel in muted tones like navy, green, or brown. Team it with black skate pants or slim jeans and white sneakers for a nod to streetwear. It’s an easy, no-fuss hoodie with a flannel look that works for almost any laid-back occasion.

Sport casual flannel outfit

Men's black joggers, black hoodie, brown check flannel shirt and white sneakers outfit

Summit Clothing

Laid back and easy to wear, this is a look that could form the backbone of your weekend wardrobe, especially if comfort and functionality are your priorities.

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It consists of a set of slim-fitting, matching sweats anchored by a white T-shirt and minimal sneakers. So far, so basic. But the introduction of a slightly oversized flannel shirt with dropped shoulders elevates the outfit, giving it contemporary streetwear feel while upping the comfort factor.

90s-inspired flannel and hoodie

Men's loose jeans, white hoodie, brown check flannel shirt and canvas sneakers outfit

Gant

Hoodies and flannel shirts made up a large portion of what was popular in the world of 90s menswear. And they look as cool in 2025 as they did back then.

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Combine with a pair of suitably washed and faded denim jeans and complete the throwback look with a white or off-white hoodie and some canvas sneakers for that added dose of retro skate style.

Statement hoodie and white flannel

Men's white pants, bold blue hoodie, white and black checked flannel overshirt and white sneakers outfit

H&M

All-white is tricky to pull off at the best of times. It’s made easier though when pattern and tone variation come into play.

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Mix shades of cream, stone and off-white and introduce contrast via colour and/or texture with a bold bright color hoodie. The bright blue shade pops nicely against the white and black flannel, but you could switch this for any colour imaginable, from pastel pink to canary yellow.

Oversized flannel shirt over a hoodie

Men's black jeans, black hoodie, black and white checked flannel shirt and black boots outfit

Cali Clothing

For an alternative approach to wearing a hoodie with a flannel, try playing with proportion.

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Try out an oversized flannel shirt, one with a relaxed-fit design that’s slightly longer in the body and cut from a thick wool. This will help it drape better and make it feel more like a robust piece of outerwear. Finish this all-black flannel over hoodie look with jeans and some statement black boots.

Black hoodie and check flannel shirt

Men's black pants, black hoodie, black and red check flannel shirt and black penny loafers outfit

A Day’s March

A bold red flannel shirt is a foolproof way to add some punch to an otherwise understated look. It’s got that rugged, workwear-inspired edge that makes the flannel over hoodie vibe so appealing.

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Start with a solid black hoodie as your base, then layer a red-and-black check flannel over it for contrast. Pair it with slim black jeans or trousers and finish with black penny loafers or sneakers for a clean, grounded finish. The red flannel pops against the monochrome, giving you a sharp yet relaxed outfit perfect for casual days out.

Grunge-y flannel shirt over a hoodie

Men's washed grey jeans, black printed hoodie, red and brown check flannel shirt and black boots outfit

AllSaints

An interesting way to try this look is by contrasting the top and bottom half of the outfit. You can do this with proportion, as previously mentioned, or spice things up with clashing colour palettes.

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Here we take a leaf out of the grunge playbook, juxtaposing a multicoloured flannel shirt with acid wash jeans in a grey-white tone. The contrast is striking without being overwhelming, in part thanks to the black hoodie and chunky Derby shoes that ensure both pieces are given enough room to shine.

Sweat pants and a flannel shirt

Men's beige hoodie, sweatpants, flannel shirt and suede slip on sneakers outfit

Todd Snyder

If you want to upgrade your off-duty loungewear into something slightly smarter, try adding a flannel shirt into the mix.

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This luxe knitted sweatpant and hoodie set is elevated by the black check tartan pattern overshirt, creating a clean, minimal look that’s surprisingly easy to wear (and supremely comfortable) both in and out of the house at the weekend.

From grunge roots to streetwear cool, this outfit combo is all about blending comfort with character. Whether you’re channeling a ‘90s skater with a bold check flannel or keeping it tonal with caramel hues, I hope these 11 outfit ideas have you covered.

The history of the flannel over hoodie look

The flannel over hoodie combo traces its roots to the ‘90s, born from grunge and skate culture in the Pacific Northwest. Bands like Nirvana made it iconic with Kurt Cobain often layering a plaid flannel over a hoodie for that “I just rolled out of bed” vibe.

Skateboarders picked it up for its practicality: hoodies kept them warm, while flannel shirts added durability for inevitable wipeouts and by the early 2000s, streetwear brands like Stussy and Supreme turned it into an urban staple, blending rugged appeal with city swagger.

Today, it’s a go-to for guys who want a hoodie with a flannel look that’s equal parts cozy and cool, proving some classics never fade.