As the weather cools down for the winter season, it’s time to break out the warm layers, wool jackets, and wander-ready sneakers. With the return of vintage aesthetics this winter, the right footwear is essential for completing cozy cold-weather outfits.
This season, it’s all about timeless textures like leather, denim, and wool. With retro aesthetics, sleek silhouettes, and long-lasting, quality materials, our sneakers easily pair with any look for easy, everyday winter elegance.
Here’s how to style your P.F. Flyers this winter.

Timeless Tradition
The main thing fashion experts predict this winter is a return to traditional style. Whether it’s a cozy cardigan or a classic pair of jeans, winter wardrobes are embracing vintage aesthetics. Outfits are preppy and practical, combining tried-and-true silhouettes with everyday versatility.
For a sneaker that effortlessly delivers poise to any outfit, try The All-American. The vintage green version of this high-top shoe, for example, adds a pop of color while maintaining elevated aesthetics. Wear it alongside a matching flannel, bold-patterned rugby polo, or sleek all-white ensemble for an outfit that’s both refined and everyday-ready.

GQ shared their predictions for seasonal fashion, forecasting “an all-out embrace of Western-coded flannels, a big return of rugby shirts, not to mention premiere-worthy leather jackets and whooshy nylon windbreakers.”
Their list noted iconic pieces like statement peacoats, fleece zip-ups, knit hoodies, bomber jackets, and more. We’ve seen the return of classic wardrobe essentials, like crisp indigo-colored jeans and leather jackets. Winterwear is about texture and character, layering luxury pieces for elevated contrast.
For timeless colors and sophisticated texture, pair our leather All-American Luxe shoes with a chunky knit, statement-making coat, or your favorite pair of classic blue jeans.
Winter Workwear
In addition to classic style, workwear is a staple this season.
Highxtar predicts the “rise of tailoring, workwear, and materials like wool.” Following the observations of trend forecaster Lidewij Edelkoort, they expect a “shift towards the conventional, the structured, and the functional,” with styles like streetwear declining in popularity as “elegance gains ground.”
Materials like wool, cotton, and denim are becoming more desirable, as well as functional colors and clean design.
Designers are incorporating influences from military and space uniforms, crafting pieces from technical fabrics with waterproof coatings and exaggerated silhouettes.
Garments like the Dickies Eisenhower work jacket are the top choice for vintage lovers due to their long-lasting construction and easy-to-pair neutral colors. Celebrities, such as Austin Butler, have even been spotted embracing the trend.

As for footwear, GQ notes a preference for shoes that are structured, sturdy, and supportive, leaning towards a more utilitarian angle. With mid-century roots, durable construction, and game-changing comfort, our versatile sneakers are the perfect choice for winter styling.
For fans of workwear, gear up for winter with The Grounder. Match it with a denim jacket, corduroy trousers, or an oversized insulated jacket. With military heritage and rugged, built-to-last design, these outdoor-ready canvas shoes are engineered for action.
Jackets, Jackets, Jackets
No winter outfit is complete without a good jacket. Whether it’s a parka, puffer, or peacoat, pair it with P.F. Flyers.
Statement jackets have been all the rage in the Hollywood scene as of late. Noticeable moments include Jeff Goldblum sporting an iconic puffer coat on the red carpet, Callum Turner’s off-duty dark green parka, and Jacob Elordi’s custom-made Bottega Veneta black grain de poudre wool topcoat.
Casual, classic, and cold-weather-ready, leather jackets are also a top choice this season. GQ describes them as “luxe and lush,” explaining that the pieces “simply scream movie star.”

If you’re going for a red-carpet-ready look, consider including an actual movie star in your winter lineup. The 1993 high-top shoe blends sleek, standout all-black with protection, structure, and support, making it both practical and timeless. Pair it with a leather jacket and comfortable jeans for an outfit sure to steal the spotlight.
Season-Ready Sneakers
No matter what winter aesthetic you’re aiming for, we’ve got you covered. With long-lasting quality, premium materials, heritage-inspired design, and adventure-ready support, P.F. Flyers are the perfect addition to any cold-weather wardrobe.
To see our full list of winter picks, check out our Holiday Gift Guide.