Thanks to the Olsen Twins and European It Girls, everyone is now embracing this 30-year-old shirt trend for the winter.
Being knowledgeable in fashion means being keenly aware of how quickly trends can change with time. This is particularly true for flannel shirts, a style that originally appealed to lumberjacks and ranchers before becoming mainstream, largely due to endorsements from figures like Kurt Cobain of Nirvana and Claire Danes in *My So-Called Life*. Those who grew up in the ‘90s would tell you that plaid button-downs weren’t the understated luxury they are viewed as today. Presently, with flannel shirts prevalent on runways, embraced by celebrity influencers, and featured in upscale high-street styles, one must wonder how they transitioned from grunge essentials to symbols of sophistication.
**The History of Flannel Shirts**
Before diving deeper, let's explore some history. Modern flannel shirts trace their roots back to 17th-century Celtic communities in Scotland and Wales, where tartan fabrics held deep cultural significance. Flannel provided a more contemporary twist with its lighter wool weave, although it remained sturdy enough to withstand harsh climates. As the shirt crossed into the U.S. during the Civil War, serving as an undergarment for military uniforms, it took another hundred years for it to gain widespread popularity during the heroin chic movement of the late 20th century. In that era, flannel embodied both sophisticated preppy looks, like Cher Horowitz's famous yellow suit, and the rebellious alternative style of bands such as Pearl Jam and Soundgarden.
**What Is the Flannel Shirt Trend?**
Thanks to strategic endorsements by high-end brands, flannel shirts have shed their earlier associations. They are now celebrated as symbols of minimalist elegance and refined taste. A significant moment for the resurgence of flannel came when Kate Moss donned a trompe-l'œil leather version on the Bottega Veneta spring/summer 2023 runway. Additionally, Mary-Kate and Ashley Olsen reinforced the style's relevance with The Row's spring 2025 collection, clearly announcing that flannel shirts have become fashionable again, regardless of opinion. The brand's followers — whether it's jelly sandals, grosgrain flip-flops, or decorative towels — eagerly embrace such trends.
**Why Are Flannel Shirts Trending Again?**
For the average shopper, it might come as a shock to witness a simple flannel shirt, something readily available at stores like Primark, receiving a luxury makeover with a hefty price tag. Nevertheless, it’s the way these fashion powerhouses redefine what can be considered elegant that has increased the item's status in the fashion world. That said, sporting one of the best flannel shirts doesn’t have to equate to making an audacious fashion statement, even if its early adopters, like Marc Jacobs during his time at Perry Ellis, would be delighted to know that this unconventional silhouette is now widely accepted as sophisticated.
Understanding the history of this trend is just part of the story. Another chapter is being penned now, as contemporary street style cements the best flannel shirts as a trendy item that can enhance a variety of outfits, from pencil skirts to wool trousers. Versatile, simple, and easy to layer, continue scrolling for the 21 best flannel shirts to shop in 2025, along with tips on styling that are modern rather than nostalgic.
**Shop the Best Flannel Shirts of 2025:**
- **Bottega Veneta Checked Leather Shirt**
*Style Notes:* Known for its craftsmanship, this flannel style appears to be soft wool but is expertly made from luxurious leather.
*Material:* 100% leather
*Color/s:* Multi-light blue
*Sizes:* UK 4–12
- **Doên Collarless Half-Length Button Shirt**
*Style Notes:* Expanding beyond whimsical prairie dresses, this collarless style showcases the label’s dreamy staples.
*Material:* 100% organic cotton
*Color/s:* Red
*Sizes:* XXS–XXL
- **Miu Miu Wool Tartan Shirt**
*Style Notes:* This piece pays homage to Miuccia Prada’s philosophy of luxury mixed with subversion, making it highly desirable.
*Material:* 100% virgin wool
*Color/s:* Camel brown
*Sizes:* UK 4–18
- **Ba&sh Flannel Shirt**
*Style Notes:* This French brand proves that flannel can be chic, presenting a more refined take on this utilitarian piece.
*Material:* 89% cotton, 11% linen
*Color/s:* Chestnut brown
*Sizes:* UK 6–16
- **H&M Cropped Checked Flannel Shirt**
*Style Notes:* Reminiscent of the ‘90s, this cropped style pairs wonderfully with high-waisted trousers.
*Material:* 100% cotton
*Color/s:* Chocolate brown
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Thanks to the Olsen Twins and European It Girls, everyone is now embracing this 30-year-old shirt trend for the winter.
Since the '90s, the simple flannel shirt has unexpectedly transformed into a vintage fashion staple with a contemporary twist. However, how did this piece, which once stood in opposition to mainstream trends, come to symbolize modern minimalism? A fashion writer explores this transformation.
