Wide Leg Jeans Winter Outfits 2024-2025

Wide-leg jeans are making a bold comeback in the winter fashion scene of 2024-2025, offering versatility and comfort while keeping things chic. Here’s a breakdown of stunning winter outfit ideas, using wide-leg jeans as the centerpiece of every look. Whether you’re going for a casual day out, a night out, or something in between, these outfits will inspire you to step up your denim game this season.


1. Striped Casual Elegance with Dark Denim

01 wide leg jeans outfit winter

This outfit combines the timeless charm of dark wash wide-leg jeans with the laid-back vibe of a striped oversized sweater. The raw hem detailing on the jeans adds a touch of edge, while the neutral-toned platform sneakers provide both comfort and a height boost.

Where to Wear:

  • Brunch with friends
  • Casual shopping trips
  • Outdoor winter walks

What the Outfit Includes:

  • High-waisted dark denim wide-leg jeans with raw hem
  • Oversized cream-and-black striped sweater
  • Platform casual sneakers in white

Why It’s Popular in 2024-2025:

The pairing of structured denim with cozy knitwear reflects the trending casual high-waist style, while platform sneakers add a modern touch, perfect for staying comfortable and stylish during colder months.


2. Cropped Sweatshirt and Light Blue Denim

02 wide leg jeans outfit winter

For a youthful and fresh look, this outfit pairs light blue wide-leg jeans with a cropped sweatshirt. The slightly faded wash of the denim complements the soft green tones of the top, creating a minimalist yet trendy outfit.

Where to Wear:

  • Coffee dates
  • Errands or casual outings
  • Study sessions

What the Outfit Includes:

  • High-waisted light blue wide-leg jeans
  • Cropped sweatshirt in muted sage green
  • White sneakers

Why It’s Popular in 2024-2025:

The cropped sweatshirt trend continues to dominate, offering a cute and casual aesthetic. The light denim balances the top’s cropped silhouette, creating a proportional, flattering look.


3. Edgy Night Out in Denim Culottes

03 wide leg jeans outfit winter

Take your winter night out outfits up a notch with this edgy ensemble. Distressed denim culottes paired with pointed-toe black boots and a cropped black puffer jacket create a daring, dressy look.

Where to Wear:

  • Winter evening parties
  • Trendy city spots
  • Art gallery openings

What the Outfit Includes:

  • High-waisted denim culottes
  • Cropped black puffer jacket
  • Black pointed-toe ankle boots

Why It’s Popular in 2024-2025:

This look mixes dark grey tones and urban elements, tapping into the Korean streetwear aesthetic. Perfect for anyone who wants to stand out while staying warm.


4. Oversized Hoodie and Relaxed Wide-Leg Jeans

04 wide leg jeans outfit winter

For those who love modest and cozy winter outfits, this pairing of an oversized black hoodie with light grey wide-leg jeans is perfect. The baggy silhouette exudes effortless coolness, while pointed black boots add sophistication.

Where to Wear:

  • Chilly weekend walks
  • Casual meet-ups
  • Movie nights

What the Outfit Includes:

  • Oversized black hoodie
  • Light grey wide-leg jeans with a loose fit
  • Black heeled boots

Why It’s Popular in 2024-2025:

This look embraces comfort without sacrificing style, making it ideal for winter days when layering is essential.


5. Denim Corset and Wide-Leg Jeans

05 wide leg jeans outfit winter

This ensemble redefines dressy denim. A structured denim corset top paired with cuffed dark denim wide-leg jeans creates a bold and sultry look that’s perfect for winter evening events.

Where to Wear:

  • Cocktail parties
  • Night out with friends
  • Fashion-forward events

What the Outfit Includes:

  • Denim corset top
  • Cuffed dark wash wide-leg jeans
  • Minimalist heels

Why It’s Popular in 2024-2025:

The all-denim look is making waves, offering a sleek, classy, and coordinated outfit for those who love to push boundaries.


6. Classic Button-Up and Leather Bomber Jacket

06 wide leg jeans outfit winter

Elevate your winter wardrobe with this polished look. A crisp white button-up shirt pairs seamlessly with medium wash wide-leg jeans, while a cropped leather bomber jacket adds an edgy twist.

Where to Wear:

  • Office casual days
  • Dinner dates
  • Smart-casual events

What the Outfit Includes:

  • White button-up shirt
  • Medium wash wide-leg jeans
  • Cropped leather bomber jacket
  • Burgundy pointed-toe boots

Why It’s Popular in 2024-2025:

This look combines classy tailoring with street-style influences, catering to women who appreciate versatility and elegance.


7. Leopard Print Coat and Dark Denim

07 wide leg jeans outfit winter

Make a statement this winter with a bold leopard print coat over dark grey wide-leg jeans. Neutral-toned ankle boots and a white tote keep the outfit grounded while letting the coat shine.

Where to Wear:

  • City strolls in the snow
  • Coffee shop meet-ups
  • Casual evening outings

What the Outfit Includes:

  • Long leopard print coat
  • Dark grey wide-leg jeans
  • Beige ankle boots

Why It’s Popular in 2024-2025:

Animal prints are timeless, and pairing them with wide-leg jeans creates a cute yet sophisticated look.


8. Cozy Layers with a Beanie

08 wide leg jeans outfit winter

This look is all about casual comfort. A soft knit beanie, an oversized leopard print cardigan, and relaxed-fit light jeans come together for a cozy winter vibe.

Where to Wear:

  • Farmer’s markets
  • Outdoor winter festivals
  • Family gatherings

What the Outfit Includes:

  • Light wash wide-leg jeans
  • Leopard print cardigan
  • Cream knit beanie
  • Chunky casual sneakers

Why It’s Popular in 2024-2025:

Layering continues to dominate, offering a practical way to stay warm while experimenting with textures and patterns.


9. Vintage Leather Jacket and Baggy Denim

09 wide leg jeans outfit winter

Channel retro vibes with a cropped vintage leather jacket and baggy green wide-leg jeans. Black boots add a touch of elegance, while the oversized denim keeps things casual.

Where to Wear:

  • Weekend getaways
  • Vintage shopping trips
  • Trendy downtown spots

What the Outfit Includes:

  • Cropped leather jacket
  • Baggy green wide-leg jeans
  • Black ankle boots

Why It’s Popular in 2024-2025:

Vintage-inspired outfits are trending, and this look captures the essence of extra bold styling for the modern woman.


10. Plus-Size Chic in Cargo Wide-Leg Jeans

10 wide leg jeans outfit winter

Wide-leg cargo jeans are a perfect option for plus-size women looking for both functionality and style. Paired with a fitted white tee, this outfit strikes the right balance between casual and polished.

Where to Wear:

  • Day-to-day errands
  • Casual meet-ups
  • Relaxed office days

What the Outfit Includes:

  • Plus-size wide-leg cargo jeans
  • Fitted white t-shirt
  • Rhinestone-studded clutch

Why It’s Popular in 2024-2025:

This outfit caters to the demand for plus-size fashion that’s both flattering and trendy, with cargo details adding a utilitarian edge.

11. Modest Chic: Layered Neutrals with a Hijab

11 wide leg jeans outfit winter

A perfect example of modest winter fashion, this outfit pairs high-waisted wide-leg jeans with a loose, neutral-toned knit sweater and scarf. A bold red textured bag adds a pop of color, while comfortable platform shoes complete the look.

Where to Wear:

  • Coffee runs
  • Weekend strolls
  • Social gatherings

What the Outfit Includes:

  • High-waisted wide-leg denim in a medium wash
  • Oversized taupe sweater
  • Cream scarf styled with a hijab
  • Platform boots in a tan shade

Why It’s Popular in 2024-2025:

This hijab-friendly look showcases the versatility of layering neutral pieces, which remain a dominant trend this winter. The casual high waist silhouette enhances comfort and sophistication.


12. Structured Monochrome with a Tie

12 wide leg jeans outfit winter

For a bold and classy take on wide-leg jeans, pair dark grey denim with a crisp white oversized button-up shirt and black tie. The outfit balances masculinity and femininity, with pointed-toe boots adding a sleek touch.

Where to Wear:

  • Office casual days
  • Creative workspaces
  • Dinner meet-ups

What the Outfit Includes:

  • Dark grey wide-leg jeans
  • Oversized white button-up
  • Black tie and black pointed-toe boots

Why It’s Popular in 2024-2025:

The tailored shirt-tie combination reflects the rise of androgynous fashion, while wide-leg denim softens the look for casual settings.


13. Puffy Jacket and Distressed Jeans

13 wide leg jeans outfit winter

A Korean streetwear inspired outfit, this look pairs ripped wide-leg jeans with a chocolate-brown puffer jacket and cozy knit top. Brown platform sneakers bring cohesiveness to the neutral palette.

Where to Wear:

  • Weekend errands
  • Outdoor events
  • Urban walks

What the Outfit Includes:

  • Ripped wide-leg jeans in a faded wash
  • Puffer jacket in chocolate brown
  • Textured knit top
  • Platform sneakers

Why It’s Popular in 2024-2025:

This outfit blends extra comfort with street-inspired style, making it perfect for winter days when warmth is a priority.


14. Elegant Black-on-Black

14 wide leg jeans outfit winter

Showcase classy elegance with pearl-embellished black wide-leg jeans and a fitted black top. The monochromatic look is balanced with tan platform boots, adding a subtle contrast.

Where to Wear:

  • Evening events
  • Fashion-forward gatherings
  • Date nights

What the Outfit Includes:

  • Black wide-leg jeans with pearl details
  • Fitted black long-sleeve top
  • Tan platform boots

Why It’s Popular in 2024-2025:

This dressy yet minimal outfit is a nod to statement embellishments, a key winter trend this year.


15. Edgy Night Out with Ripped Black Jeans

15 wide leg jeans outfit winter

This daring night out look features distressed black wide-leg jeans paired with a strappy crop top. Accessories like silver jewelry and heeled boots elevate the edginess of the ensemble.

Where to Wear:

  • Nightclubs
  • Concerts
  • Trendy bar nights

What the Outfit Includes:

  • High-waisted ripped black jeans
  • Black cutout crop top
  • Black pointed-toe heeled boots

Why It’s Popular in 2024-2025:

This look embraces extra-bold styling, with ripped details capturing the rugged edge of modern denim trends.


16. Corset Top and Light Denim

16 wide leg jeans outfit winter

For a feminine yet powerful aesthetic, combine a black structured corset top with light blue wide-leg jeans. The folded cuffs and white boots add contrast, while a quilted white bag adds sophistication.

Where to Wear:

  • Cocktail parties
  • Evening gatherings
  • Fashion shoots

What the Outfit Includes:

  • Light blue wide-leg jeans with folded cuffs
  • Black corset-style top
  • White heeled boots

Why It’s Popular in 2024-2025:

The juxtaposition of structured tops with loose-fit jeans reflects the growing interest in classy yet relaxed pairings.


17. Brown Bomber and White Cropped Jeans

17 wide leg jeans outfit winter

Make a statement in white cropped wide-leg jeans, paired with a rich brown bomber jacket and black top. A brown leather bag and sleek black boots add cohesion and elegance to the outfit.

Where to Wear:

  • City brunches
  • Winter markets
  • Casual office days

What the Outfit Includes:

  • Cropped white wide-leg jeans
  • Chocolate-brown bomber jacket
  • Black fitted top and black boots

Why It’s Popular in 2024-2025:

This classy yet casual look captures the contrast of bright white denim with dark outerwear, a trending winter color palette.


18. Patchwork Denim and Faux Fur

18 wide leg jeans outfit winter

Add a playful touch to your winter wardrobe with patchwork wide-leg jeans. A cropped faux-fur jacket and metallic heels complete the standout look, perfect for creative outings.

Where to Wear:

  • Gallery openings
  • Holiday gatherings
  • Chic dinner parties

What the Outfit Includes:

  • Two-tone patchwork wide-leg jeans
  • Cropped faux-fur jacket
  • Silver metallic heels

Why It’s Popular in 2024-2025:

The patchwork design speaks to the extra creative direction of denim trends this season, with faux fur adding a luxurious touch.


19. Oversized Floral Sweater and Raw Hem Denim

19 wide leg jeans outfit winter

This cute and cozy outfit pairs a floral-embroidered sweater with light blue wide-leg jeans featuring raw hem detailing. Grey platform boots keep things grounded and winter-ready.

Where to Wear:

  • Coffee dates
  • Park walks
  • Casual shopping trips

What the Outfit Includes:

  • Light blue raw-hem wide-leg jeans
  • Cream sweater with floral embroidery
  • Grey platform boots

Why It’s Popular in 2024-2025:

Floral accents add softness to winter looks, balancing the casual denim with a feminine touch.


20. Earthy Tones with a Military Jacket

20 wide leg jeans outfit winter

For a rustic vibe, combine printed wide-leg jeans with a khaki military-style jacket. A structured burgundy bag and pointed-toe boots complete the rugged yet refined look.

Where to Wear:

  • Museum visits
  • Winter road trips
  • Cozy dinners

What the Outfit Includes:

  • Grey printed wide-leg jeans
  • Oversized military jacket
  • Burgundy bag and pointed-toe boots

Why It’s Popular in 2024-2025:

This look leans into dark grey tones and earthy hues, ideal for understated yet stylish winter days.

21. Neutral Layers with Edgy Details

21 wide leg jeans outfit winter

This look combines light grey wide-leg jeans with a layered oversized jacket in cream and a fitted black top. Pointed-toe black boots bring a touch of sophistication, creating a balance between casual and edgy.

Where to Wear:

  • Art galleries
  • Dinner with friends
  • Business-casual outings

What the Outfit Includes:

  • Light grey wide-leg jeans with a relaxed fit
  • Cream-colored oversized jacket
  • Black fitted top
  • Black pointed-toe boots with metallic tips

Why It’s Popular in 2024-2025:

The mix of neutral tones and structured boots reflects a minimalist yet bold trend in winter layering, offering extra comfort and edge.


22. Crisp White Denim with a Modern Twist

22 wide leg jeans outfit winter

Nothing beats the elegance of white wide-leg jeans styled with a cropped navy top and platform sneakers. This fresh and airy combination is perfect for milder winter days.

Where to Wear:

  • Daytime errands
  • Brunch dates
  • Beachfront strolls in warmer regions

What the Outfit Includes:

  • High-waisted white wide-leg jeans
  • Cropped navy top
  • White and navy platform sneakers

Why It’s Popular in 2024-2025:

White denim offers a sleek and classy alternative to darker winter tones, paired with platforms for a contemporary edge.


23. Luxurious Faux Fur and Denim

23 wide leg jeans outfit winter

This outfit pairs light blue wide-leg jeans with a rich faux fur coat, exuding opulence. Oversized yellow sunglasses and chocolate-brown platform shoes add personality to the ensemble.

Where to Wear:

  • Evening events
  • High-end shopping trips
  • Cozy winter brunches

What the Outfit Includes:

  • Light blue wide-leg jeans with a relaxed fit
  • Dark brown faux fur coat
  • Chunky platform shoes

Why It’s Popular in 2024-2025:

Faux fur dominates this winter season, complementing the loose-fit silhouette of wide-leg denim for a classy yet cozy vibe.


24. Taupe Tones with Frayed Details

24 wide leg jeans outfit winter

A cute and effortless look, this outfit features light-washed wide-leg jeans with frayed details, styled with a cropped taupe tank top. Pointed-toe heels complete the look with a touch of sophistication.

Where to Wear:

  • Evening outings
  • Rooftop parties
  • Casual date nights

What the Outfit Includes:

  • Light-washed frayed wide-leg jeans
  • Taupe cropped tank top
  • Dark pointed-toe heels

Why It’s Popular in 2024-2025:

This look combines dressy yet modest styling, with frayed details adding a playful edge to classic denim.


25. Sporty Chic in Bold Knitwear

25 wide leg jeans outfit winter

Pairing distressed dark blue wide-leg jeans with an oversized grey knit sweater creates a casual high-waisted silhouette. Chunky white sneakers add comfort and a sporty finish.

Where to Wear:

  • Coffee shop meetups
  • Study sessions
  • Weekend outings

What the Outfit Includes:

  • Dark blue wide-leg distressed jeans
  • Oversized grey sweater
  • Chunky white sneakers

Why It’s Popular in 2024-2025:

The relaxed sweater and distressed jeans embrace Korean streetwear influences, perfect for casual styling with a twist.


26. Leather and Denim Pairing

26 wide leg jeans outfit winter

This sleek ensemble combines light-washed cropped wide-leg jeans with a fitted leather biker jacket and sneakers. A neutral-toned sweater softens the look for winter-ready appeal.

Where to Wear:

  • City walks
  • Lunch with friends
  • Casual office days

What the Outfit Includes:

  • Light-washed cropped wide-leg jeans
  • Black leather biker jacket
  • Neutral sweater
  • Casual sneakers

Why It’s Popular in 2024-2025:

Leather accents continue to elevate casual denim, adding a classy yet edgy layer to winter outfits.


27. Puffers and Relaxed Denim

27 wide leg jeans outfit winter

A high-waisted wide-leg jeans outfit styled with a taupe oversized puffer jacket creates the ultimate winter statement. Pair it with chunky sneakers for added warmth and comfort.

Where to Wear:

  • Winter outdoor activities
  • School runs
  • Daytime casual events

What the Outfit Includes:

  • Light-washed high-waisted wide-leg jeans
  • Oversized taupe puffer jacket
  • Chunky white sneakers

Why It’s Popular in 2024-2025:

Oversized puffers are a winter staple, complementing the relaxed silhouette of wide-leg denim for a look that’s extra comfortable yet stylish.


28. Retro Pink Denim Ensemble

28 wide leg jeans outfit winter

A pink-tinted wide-leg jeans outfit paired with a matching oversized denim jacket offers a monochromatic retro look. Complete the ensemble with chunky white sneakers and oversized sunglasses for a bold finish.

Where to Wear:

  • Vintage markets
  • Urban photoshoots
  • Creative workspaces

What the Outfit Includes:

  • Pink-tinted wide-leg denim
  • Oversized matching jacket
  • Chunky white sneakers

Why It’s Popular in 2024-2025:

The unique color tone and retro styling make this outfit a standout for those embracing extra creativity in their wardrobe.


In Summary:

Wide-leg jeans are a wardrobe essential this winter, offering a variety of styles that cater to every occasion and preference. From casual sneakers to dressy boots, these versatile outfits will keep you warm and fashionable all season long.

Don’t forget to share these looks on Pinterest and inspire others to embrace the wide-leg trend this winter!

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