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Home » Fashion » 12 Denim Trends Everyone’s Wearing This Fall & Winter – Are You Brave Enough to Try These Looks?

12 Denim Trends Everyone’s Wearing This Fall & Winter – Are You Brave Enough to Try These Looks?

by Caryn Ganess
November 5, 2024
in Fashion
0

A go-to pair of jeans is the most essential piece in any wardrobe. You can look stylish in any and every season wearing your favourite pair. Of course, to keep your look fresh and still suitable for the weather at hand, it helps to pair your denim with a few of the latest seasonal trends. And who could be a better source of inspiration for creating stylish fall and winter ensembles than the street-style fashionistas who consistently manage to pull off picture-perfect denim looks? Just consider these 12 street style-approved denim styling trends for the fall and winter.

RELATED: How To Wear The Burgundy Trend To Every Event This Fall/Winter

1. Wide-Leg Jeans + Long Cardigan

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from Sandra Semburg

Every fall and winter wardrobe should include a long cardigan or two. When styled correctly, this simple item adds a touch of elegance to practically anything you wear it with. Giorgia Tordini, the creative director and co-founder of The Attico, looks especially striking in this cream-coloured, belted style worn with oh-so-trendy wide-leg jeans. This outfit is giving luxe 70s vibes.

2. Straight-Leg Jeans + Cozy Turtleneck Knit + Sneakers

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @cvseev

Winter and turtlenecks are a match made in sartorial heaven. There hasn’t been a fall/winter season when this timeless piece hasn’t been a go-to for staying warm and stylish. So, we couldn’t think of a more appropriate clothing item to pair with the equally timeless straight-leg jeans. Finish your look with a comfy sneaker, like digital creator Kasia, for the ultimate casual chic outfit that can take you from running errands to a casual lunch with friends.

3. Straight-Leg Jeans + Check Blazer

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @livia_auer

Country house chic has been a major trend on the fashion runways this fall and winter. Thankfully, this means a seasonal increase in beautiful plaid and check pieces. But while runway looks saw these pieces paired with long skirts, rider boots, and rain boots, digital creator Livia Auer demonstrates how to make the ensemble more street style-friendly by wearing a check blazer with a pair of must-have straight-leg denim jeans and pointy heels.

4. Denim + More Denim + Stylish Trench Coat

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @styleidealist

The Candian Tuxedo has come a long way since Britney Spears and Justin Timberlake’s infamous matching denim outfits in the 2000s. We’ve seen the trend evolve on the runway and on the streets with fashionistas like Karina Marriott. The fashion stylist gives the double denim look a modern and elegant touch by wearing her straight-leg denim jeans with a denim shirt and a stylish tan trench coat. We can’t wait to take this denim-on-denim look for a spin ourselves this fall and winter season.

5. Boot-Leg Jeans + Leopard Print Jacket + Turtleneck

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @sofiaboman

Although leopard print has been around for decades, this controversial style has been making a big and stylish comeback this fall and winter. While this has seen the print brought to life in many different forms on the runway, fashion blogger Sofia Boman schools us on how to elegantly incorporate leopard print into our everyday look by pairing a leopard print jacket with theclassic (and figure-flattering) boot-leg jeans, as well as a cosy turtleneck jumper for good measure. We love how she highlights the black in the print with her matching accessories.

RELATED: How To Elevate Your Hoodie or Sweatshirt For The Winter

6. Low-Waisted Jeans + Faux Fur Jacket

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from Elle

Another trend that is certain to take over the streetwear scene this fall and winter is a faux fur coat or jacket. For a stylish and cosy look that is ideal for the colder weather, stylist and creative consultant Emili Sindlev teams a statement faux fur jacket with the Y2K-inspired low-waisted jeans. If you thought this jeans style would disappear this season, think again! Emily proves that the low-rise jean is just as fun when paired with trendy fall and winter essentials.

7. Grey Denim Jeans + Leather Jacket + Sneakers

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @cvseev

The leather jacket is far from a new wardrobe staple, but it’s set to gain even more popularity this season. Whether you opt for a classic black leather jacket or a boldly coloured piece, this timeless outerwear item is sure to add a touch of cool to your look. Take a look at how digital artist Kasia uses a brown leather jacket (which you’ll spot a lot this fall and winter) and matching Nike Cortez sneakers to subtly elevate a casual grey denim and white t-shirt ensemble. If you haven’t noticed, grey has emerged as the denim colour of 2024, and you can be sure that it will remain a popular choice for the fall and winter seasons.

8. Dark Denim + Textured Jacket + Touches of Burgundy

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @taina.csg

On days when you are forced to brave the cold, there are few things better than a fuzzy coat or jacket to keep you warm and cosy. And shaggy outerwear might be the ideal item for just that. For a stylish look, content creator Taïna Cassagnes pairs a textured faux fur jacket with dark denim and trendy burgundy accents. Black jeans are a great colour option in the colder months, so this denim colour should be a no-brainer.

9. Baggy Jeans + Red Leather Jacket + Sneakers

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @verycranberry

The good old bomber jacket happens to be just as popular this year, but we like that it’s being embraced in even more vibrant colours to liven up the season. To add a striking pop of colour to her outfit, personal blogger Agata wears a red leather jacket with her baggy jeans and adidas sneakers. We’ve been savouring the comeback of baggy jeans as there’s something so effortlessly cool about the silhouette. If you haven’t tried this silhouette yet, what are you waiting for?

10. Low-Rise Baggy Jeans + Oversized Blazer + Ugg Boots

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @lozvassallo

A larger-than-life blazer and baggy denim combination is always appropriate. These two items have become a must-have for the fashion set, and you’ll undoubtedly see them all over social media this season. You can create the most fashionable and cosy fall and winter ensemble by simply throwing on a pair of UGGS with your baggy denim, like content creator Loz Vassallo. And for a little extra casual coolness, don’t forget to throw on a matching cap.

11. Baggy Jeans + Liquid Leather Jacket + Ankle Boots

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @prohoda

One of the biggest trends this season is baggy jeans. And with good reason. They provide a casual yet fashionable style that is easy to dress up or down. Fashion blogger Daria adds a bit of edge to her ensemble by tucking her baggy jeans into a pair of sleek ankle boots, playing with the shape of the silhouette. Add a liquid leather jacket for extra coolness, and you have a winning combination.

12. Dark Wash Denim + Burgundy Leather Coat

12 Street Style Approved Trends for Styling Denim This Fall/Winter
Image from @hunterdestin

Since burgundy has been such a popular colour this year, it’s unsurprising that it continues to dominate the fall and winter fashion scene. The colour on its own exudes elegance, but you can achieve an even more stylish and sophisticated look by wearing it with dark-wash jeans like content creator Hunter Houser. It’s worth noting that denim always looks higher-end and polished in a deep indigo wash.

RELATED: How To Style Jeans With Sneakers

Tell us, will you be trying these denim looks this winter?

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Caryn Ganess

Caryn Ganess

Caryn Ganess is a South African writer and pop culture commentator with a razor-sharp eye for sneaker trends and a deep-rooted passion for storytelling. Originally from the windy shores of Port Elizabeth, Caryn graduated cum laude with an Honours Degree in Psychology — a background that now fuels her captivating explorations of human behavior, fashion, and fandom. Whether she’s unpacking the cultural legacy of the Nike Cortez, breaking down the enduring cool of the Air Jordan 11, or analysing the psychological depth of your favourite movie villain, Caryn blends academic insight with real-world relevance. Her writing doesn’t just cover sneakers, film, gaming, and comics — it dissects them with precision, flair, and a personal touch that resonates with readers. An accomplished contributor to Fortress of Solitude, Sneaker Fortress, 23 Jumpman Street and Lifestyle Fortress, Caryn has become known for her ability to connect the dots between psychology and pop culture. As a full-time mother, she brings an added layer of empathy and lived experience to her work, offering a refreshing perspective on the emotional power of entertainment and storytelling. From retro kicks to psychological thrillers, Caryn tells the stories behind what we wear and what we watch — one article (and one sole) at a time.

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