Ways to Wear a Flannel Shirt for Men: Style Tips for Every Occasion

Ways to Wear a Flannel Shirt for Men: Style Tips for Every Occasion

Flannel shirts are a versatile wardrobe staple for men, offering both comfort and style. Whether you’re looking for a rugged, laid-back look or something more polished, there are endless ways to wear a flannel shirt. Below, we’ll break down some of the best ways to style this timeless piece.

Quick Guide to Flannel Shirt Styles

StyleHow to Wear ItBest Pairings
Classic Buttoned-UpButtoned, sleeves down or rolledJeans, chinos, boots
Open Over T-ShirtUnbuttoned over tee, sleeves rolledJeans, chinos, sneakers
Layered Under OuterwearUnder denim/leather jacket or parkaJeans, boots
With ShortsButtoned or open, sleeves rolledFitted shorts, sneakers
With Blazer/Sports JacketButtoned, tucked or untuckedChinos, dress shoes
Over Hoodie/SweatshirtOversized flannel, hoodie underneathJoggers, jeans, sneakers
Tucked InTucked into chinos/trousersBelt, derby shoes

1. Classic Buttoned-Up Look

Intro: A classic buttoned-up flannel shirt is perfect for a clean, casual style that never goes out of fashion. It’s the easiest way to pull off a sharp and put-together look while maintaining comfort.

How to Wear:

  • Button your flannel shirt all the way up for a structured appearance.
  • Pair with slim or straight jeans or chinos for a neat look.
  • Complete the outfit with boots or casual sneakers.
 A man in a red and black checkered flannel shirt, buttoned up, paired with dark jeans and leather boots, standing confidently.

2. Open Over a T-Shirt

Intro: This casual look is effortless and perfect for layering. Wearing a flannel shirt open over a t-shirt is an easy, stylish way to stay comfortable and cool.

How to Wear:

  • Leave your flannel shirt unbuttoned over a basic or graphic t-shirt.
  • Roll the sleeves up to enhance the relaxed vibe.
  • Pair with jeans or chinos for a casual, laid-back feel.
 A man in an open red and white checkered flannel shirt layered over a white t-shirt, with jeans and sneakers in an outdoor setting.

3. Layered Under Outerwear

Intro: For extra warmth and a stylish twist, layering a flannel shirt under outerwear adds depth and texture to your outfit. It’s a versatile option for cooler weather.

How to Wear:

  • Layer your flannel shirt under a denim jacket, leather jacket, or puffer coat.
  • Leave the outerwear unbuttoned or open slightly for a relaxed style.
  • Pair with dark jeans or chinos and boots to complete the rugged look.
 A man wearing a denim jacket over a red and black checkered flannel shirt, paired with boots and dark jeans, in an urban setting.

4. With Shorts (For Summer)

Intro: Flannel shirts are not just for fall and winter. When paired with shorts, they make a great summer outfit. This look is perfect for laid-back days or casual outings.

How to Wear:

  • Wear your flannel shirt either buttoned or open over a tank top or t-shirt.
  • Pair with fitted shorts and comfortable sneakers or loafers.
  • Roll up the sleeves for a more relaxed, summer-friendly style.
A man in an open green and white checkered flannel shirt, paired with fitted shorts and sneakers, standing in a sunny outdoor setting.

5. Dressed Up with a Blazer or Sports Jacket

Intro: For a more refined look, pairing a flannel shirt with a blazer or sports jacket creates a sophisticated, smart-casual style perfect for semi-formal occasions.

How to Wear:

  • Tuck your flannel shirt into chinos or dress trousers.
  • Add a tailored blazer or sports jacket that complements the flannel’s color.
  • Pair with dress shoes or loafers for a polished finish.
A man in a navy blazer over a tucked-in red and black checkered flannel shirt, paired with chinos and dress shoes, in an office environment.

6. With a Hoodie or Sweatshirt

Intro: A hoodie and flannel shirt combination creates a streetwear-inspired, cozy look. It’s perfect for chilly days or casual hangouts, bringing comfort without compromising on style.

How to Wear:

  • Layer your flannel shirt over an oversized hoodie or sweatshirt.
  • Choose complementary colors to keep the look cohesive.
  • Wear with joggers or casual jeans, completing the look with sneakers.
A young man in an oversized blue and black checkered flannel shirt layered over a gray hoodie, paired with joggers and sneakers, in an urban park.

7. Tucked In for a Smarter Look

Intro: Tucking in a flannel shirt gives it a more polished and business-casual appearance. This style is ideal for a more refined look while maintaining the flannel shirt’s laid-back charm.

How to Wear:

  • Tuck your flannel shirt neatly into chinos or dress trousers.
  • Add a belt for extra structure and to keep the shirt in place.
  • Finish the look with derby shoes or loafers for a sophisticated touch.
A man in a dark green and black checkered flannel shirt tucked into chinos with a leather belt and derby shoes, standing in a professional office environment.

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James
James

As a dedicated traveler and fashion expert, I’m passionate about helping people make the right clothing choices for any occasion or destination. With practical advice and stylish tips, I aim to ensure you always feel confident in your outfit. By blending timeless fashion guidance with the latest trends, I help you navigate dressing appropriately and fashionably, no matter where life takes you.