👖 19 Baggy Jeans Outfits for Winter - Cozy & Chic Style 2025

Last Updated: December 17, 2025

Welcome to my little corner of the internet, where cozy winter style meets effortless chic! I'm so glad you're here, because this post isn't just another roundup—it's a love letter to baggy jeans and how to style them for winter, created with you in mind. Whether you're running errands or meeting friends for coffee, these looks are curated to help you feel comfortable, confident, and stylish all season long. Grab a pair of baggy jeans and let's see how I love to style it with different tops and more.

19 Baggy Jeans Outfits for Winter

1. Cream Knit Turtleneck + Grey Wide Leg Jeans + Black Trench Coat

Cream Knit Turtleneck + Grey Wide Leg Jeans + Black Trench Coat
Cream Knit Turtleneck + Grey Wide Leg Jeans + Black Trench Coat

Want to look effortlessly cool while staying cozy? This is it! The key is balancing proportions and textures. If you're like me and hate feeling restricted, this outfit is a winner.

Start with a cream knit turtleneck; it's soft, warm, and the neutral color makes it easy to style. The trick is to find one that's not too bulky so you can layer without feeling stuffed.

Pair it with high-waisted grey wide-leg jeans. The wide leg creates a relaxed, 'I woke up like this' vibe.

Now, throw on a classic black trench coat. It instantly elevates the whole look and adds a touch of mystery (everyone loves a good trench, right?).

Finish with black leather boots or loafers. The slight heel will give you a little extra height and complete the chic vibe.

You'll look amazing grabbing your morning coffee or window shopping.

2. Lavender Cropped Hoodie + White Faux Fur Vest + Blue Baggy Jeans + Tan Boots

Lavender Cropped Hoodie + White Faux Fur Vest + Blue Baggy Jeans + Tan Boots
Lavender Cropped Hoodie + White Faux Fur Vest + Blue Baggy Jeans + Tan Boots

Here's a secret: lavender is your best friend for winter! I love how fresh and unexpected it looks.

I styled this cropped hoodie with a faux fur vest because it's the ultimate cozy-but-make-it-fashion look. You get the casual vibes of a hoodie but the fluffy vest screams "I'm stylish!"

Start with the lavender cropped hoodie—it keeps things youthful and fun. Layer a white faux-fur vest over it to add some texture and warmth.

Pair it with high-waisted baggy jeans; the wide legs balance the fitted top perfectly. The trick here is to choose jeans that puddle slightly over your shoes. Finish with tan ankle boots to complete the look.

You'll look effortlessly cool and feel like you're walking a runway!

3. Cream Wool Coat + Cream Turtleneck + Cream Baggy Jeans + Brown Leather Boots

Cream Wool Coat + Cream Turtleneck + Cream Baggy Jeans + Brown Leather Boots
Cream Wool Coat + Cream Turtleneck + Cream Baggy Jeans + Brown Leather Boots

Let me show you how to do monochrome without looking boring! This cream-on-cream look is so chic, and perfect for those days when you want to look put-together with minimal effort. (We all have those days, right?)

Start with a cream wool coat, it's the hero piece that pulls everything together. Throw it over a cream turtleneck; the slight difference in texture keeps it interesting. I love how the high neck keeps you cozy!

Then, add cream baggy jeans. The relaxed fit is so comfy and flattering. The key here is to make sure they're high-waisted to balance the volume.

To ground the look, finish with brown leather knee-high boots. The dark brown adds a bit of contrast and keeps it from looking too precious.

You'll look effortlessly stylish while staying warm all day long.

4. Pink Silk Button-Up + Charcoal Wash Baggy Jeans + Grey Knit Cardigan

Pink Silk Button-Up + Charcoal Wash Baggy Jeans + Grey Knit Cardigan
Pink Silk Button-Up + Charcoal Wash Baggy Jeans + Grey Knit Cardigan

This is for you girls who love a 'model off duty' vibe but need to stay warm! It's all about looking effortless while actually being super cozy.

Here's how I styled this entire outfit: Start with the pink silk button-up. I like the silk too as it adds a touch of luxury and the soft pink color keeps the look feminine.

Next, throw on a pair of charcoal wash baggy jeans. Baggy jeans are IT, but make sure they fit well at the waist to keep things flattering.

Finally, layer a grey knit cardigan over everything. The slouchy cardigan adds warmth. You'll look chic grabbing your morning coffee or meeting friends for lunch.

5. Lavender Knit Sweater + Black Puffer Vest + Grey Wash Baggy Jeans + Black Lug Sole Loafers

Lavender Knit Sweater + Black Puffer Vest + Grey Wash Baggy Jeans + Black Lug Sole Loafers
Lavender Knit Sweater + Black Puffer Vest + Grey Wash Baggy Jeans + Black Lug Sole Loafers

If you're like me and live in jeans all winter, let me show you how to make them chic! This outfit is all about balancing proportions and textures.

Start with a cozy lavender knit sweater, the pop of color is unexpected and brightens up a gray day.

Throw on a black puffer vest for extra warmth without bulk. I love how it gives a sporty edge to the soft knit.

Now, the main piece of the entire outfit: grey wash baggy jeans. Make sure your jean is high-waisted and super relaxed through the leg. This is what makes the outfit feel modern and effortless.

Finish with chunky black lug sole loafers. They ground the look and add a bit of coolness.

This outfit is perfect for weekend coffee runs when you want to be comfortable but still look put-together.

6. Cream Cable Knit Sweater + Light Wash Textured Jeans + Navy Wool Coat

Cream Cable Knit Sweater + Light Wash Textured Jeans + Navy Wool Coat
Cream Cable Knit Sweater + Light Wash Textured Jeans + Navy Wool Coat

This is for my girls who want to look effortlessly chic while staying warm! The secret? It's all about the textures and proportions. You'll look cozy AND put together. Who doesn't want that?

Start with a cream cable knit sweater, slightly cropped. The cable knit is classic, and the cream color keeps it soft.

Then, add light wash textured baggy jeans. The wash keeps it casual, but the texture elevates the look.

Throw on a navy wool coat. It adds instant polish and warmth. And here's a styling tip: Make sure the coat is slightly oversized.

It makes the look feel more relaxed and modern. It's the best part, trust me!

Finish with neutral sneakers or boots. You'll be ready for brunch, errands, or exploring a new city. It's my go-to travel fit!

7. Rust Henley Tee + Beige Baggy Jeans + Cognac Leather Bomber

Rust Henley Tee + Beige Baggy Jeans + Cognac Leather Bomber
Rust Henley Tee + Beige Baggy Jeans + Cognac Leather Bomber

This one is for my girls who want to look effortlessly cool and stay warm all day! The key is layering and the right proportions.

I'm all about comfort without sacrificing style. That's why I styled this comfy henley with baggy jeans. The earthy tones just work, you know? It's giving model-off-duty vibes.

Start with the rust-colored henley tee. The long sleeves are a must for winter, but the buttons keep it from feeling too basic.

Throw on beige wide-leg jeans. What makes these jeans work is that they're high-waisted which balances out the oversized fit.

To top it off, layer a cognac leather bomber. The leather adds instant chicness, and the bomber style keeps it casual.

Finish with brown suede heeled boots. Trust me, this combo will have everyone asking where you got that jacket. You'll look so put together!

8. Mustard Knit Sweater + Olive Wide-Leg Cargo Pants + Camel Coat

Mustard Knit Sweater + Olive Wide-Leg Cargo Pants + Camel Coat
Mustard Knit Sweater + Olive Wide-Leg Cargo Pants + Camel Coat

This outfit is for my girls who want to be comfy AND cool. Olive and mustard is such a vibe, especially for fall and winter. You're going to get compliments, trust me.

Start with olive wide-leg cargos. The key here is the wide leg—it makes everything feel modern.

Then, throw on a mustard knit sweater. I love how the mustard pops against the olive green!

Finally, layer a camel coat over your shoulders. It instantly elevates the whole look.

You'll look effortlessly chic, perfect for weekend brunch or exploring a new city.

9. Olive Trench Coat + Olive Knit Sweater + Blue Denim Flare Jeans

Olive Trench Coat + Olive Knit Sweater + Blue Denim Flare Jeans
Olive Trench Coat + Olive Knit Sweater + Blue Denim Flare Jeans

This is for you girls who love a chic and relaxed vibe. I love an easy outfit that looks like you put in way more effort than you did. Plus, you get to be cozy all day!

Start with blue denim flare jeans. What makes these work is how they balance out the more fitted top.

Pair it with a soft olive green knit sweater. Matching the sweater with the trench coat helps create a cohesive look.

Throw on an olive trench coat to add a layer of warmth and elegance. The trick here is to let it flow open for a relaxed vibe.

You will look effortlessly stylish while you stroll through the city.

10. Black Leather Jacket + Mint Green Hoodie + Grey Baggy Jeans + Grey Sneakers

Black Leather Jacket + Mint Green Hoodie + Grey Baggy Jeans + Grey Sneakers
Black Leather Jacket + Mint Green Hoodie + Grey Baggy Jeans + Grey Sneakers

This one is for my girls who love looking effortlessly cool. Think model-off-duty vibes but make it cozy for winter. I love how this outfit mixes the toughness of leather with soft, comfy pieces. You'll be turning heads, trust me.

Start with the black leather jacket. It's a classic for a reason - instantly elevates any look.

Layer it over a mint green hoodie; the pop of color under the dark jacket is unexpected and fun.

The key to this look is the grey baggy jeans. The relaxed fit keeps it casual, but the structured denim makes it feel intentional. I love how the wash of these jeans gives it a vintage, worn-in feel.

Finish with grey sneakers. It keeps the vibe relaxed and walkable. Perfect for running errands, grabbing coffee, or just looking effortlessly chic.

You'll look like you threw it on but still look put-together!

11. Grey Wool Blazer + Lilac Knit Top + Black Wash Baggy Jeans

Grey Wool Blazer + Lilac Knit Top + Black Wash Baggy Jeans
Grey Wool Blazer + Lilac Knit Top + Black Wash Baggy Jeans

Here's a little secret: baggy jeans can look SO chic. This outfit is proof that comfy can be cool. If you want to look effortless, here's how.

Start with black wash wide-leg jeans; the baggier, the better! Add a lilac knit top, and then throw on a grey wool blazer.

The pop of color from the lilac is unexpected and fun! What makes this work is the proportions: the fitted top balances the oversized jeans and blazer.

Finish with black pointed-toe flats to look instantly polished. You'll feel like you're in sweats, but look like you're ready for fashion week.

12. Yellow Knit Cardigan + Beige Cargo Pants + Brown Leather Ankle Boots

Yellow Knit Cardigan + Beige Cargo Pants + Brown Leather Ankle Boots
Yellow Knit Cardigan + Beige Cargo Pants + Brown Leather Ankle Boots

Here's an outfit that screams, "I'm stylish, but make it comfy!" If you're like me and love a relaxed fit without sacrificing style, this one's for you. The key is playing with proportions and keeping the color palette soft and inviting.

Start with a yellow knit cardigan—the pop of color will brighten up even the grayest winter day. I love how a cardigan gives you options; buttoned up it's a top, open it's a light layer.

Pair it with high-waisted beige cargo pants. The bagginess is the whole point, so don't be afraid to go oversized.

The trick here is the brown leather belt; it cinches your waist, adding shape to all that volume.

For footwear, throw on brown leather ankle boots that peek out just slightly under the wide leg.

This outfit is perfect for a casual brunch or a day of errands when you still want to look put-together. You'll feel comfortable, confident, and effortlessly chic.

13. Forest Green Velvet Top + Cream Baggy Jeans + Rust Wool Coat

Forest Green Velvet Top + Cream Baggy Jeans + Rust Wool Coat
Forest Green Velvet Top + Cream Baggy Jeans + Rust Wool Coat

This one is for you girls who want to look effortlessly stylish on your coffee run. The key here is elevated basics! Think cozy, but make it fashion.

Start with a forest green velvet top. It feels so luxe against the casual jeans. Next, throw on cream-colored baggy jeans.

I love how the wide leg creates a relaxed silhouette. Make sure they're high-waisted to balance the volume.

And to top it all off, a rust-colored wool coat. The warm tone complements both the green and cream perfectly.

Trust me, this color palette is gorgeous for winter. You'll look chic and feel comfortable all day long.

14. Blush Fitted Turtleneck + Taupe Wide Leg Denim + Ivory Wool Wrap Coat

Blush Fitted Turtleneck + Taupe Wide Leg Denim + Ivory Wool Wrap Coat
Blush Fitted Turtleneck + Taupe Wide Leg Denim + Ivory Wool Wrap Coat

If you're like me and hate feeling restricted in winter, this is your new uniform. Comfort is queen. I styled this with a neutral palette that's chic and easy to wear. I'm obsessed with the blush and taupe combo. It feels fresh but still grounded.

Start with a blush fitted turtleneck—the soft color is unexpected. Pair it with taupe wide-leg jeans.

Throw on an ivory wool wrap coat. The soft texture and long lines make this outfit look so luxe! And you will get so much wear out of it.

For a casual, everyday look, finish with taupe flats.

And see yourself look effortlessly chic, and feel like you're wearing pajamas.

15. Tan Wool Coat + Brown Knit Sweater + Blue Denim Baggy Jeans + Black Fur-Lined Loafers

Tan Wool Coat + Brown Knit Sweater + Blue Denim Baggy Jeans + Black Fur-Lined Loafers
Tan Wool Coat + Brown Knit Sweater + Blue Denim Baggy Jeans + Black Fur-Lined Loafers

Here's a little secret: baggy jeans can be chic for winter! The key is all in how you style them. If you want to look effortless and cool while still staying warm, this is the way to go.

Start with a cozy brown knit sweater—the texture is key for winter. Then, throw on a pair of blue denim baggy jeans.

The trick here is the high waist, which balances the oversized fit.

Layer a tan wool coat over everything. The long coat creates a streamlined silhouette against the wide-leg pants.

To keep it unexpected, finish with black fur-lined loafers instead of boots. That little bit of fur peeking out is so cute.

You'll look like you just stepped off a runway (but are secretly super comfortable!).

16. Navy Quilted Jacket + Ivory Fur Stole + Light Wash Baggy Jeans + Chestnut Suede Boots

Navy Quilted Jacket + Ivory Fur Stole + Light Wash Baggy Jeans + Chestnut Suede Boots
Navy Quilted Jacket + Ivory Fur Stole + Light Wash Baggy Jeans + Chestnut Suede Boots

This one is for you girls who want to look comfy without sacrificing style! I love how this look feels so effortless but still put-together. Baggy jeans don't have to be sloppy, trust me.

Start with the navy quilted jacket—it's lightweight but still keeps you warm. The diamond pattern adds a touch of class.

Then, throw on an ivory fur stole to dress it up. (It's giving 'rich mom on vacation' vibes!) Wear it over a simple white sweater.

The trick here is all about proportions: the oversized jeans balance the fitted top and jacket. I love how the light wash of the baggy jeans keeps the whole vibe casual and cool.

Finally, slip into chestnut suede boots. This outfit is perfect for running errands or grabbing coffee with friends, and you'll feel so cozy and chic.

17. Fuchsia Cropped Sweater + Olive Baggy Jeans + Tan Trench Coat + Black Lug Sole Boots

Fuchsia Cropped Sweater + Olive Baggy Jeans + Tan Trench Coat + Black Lug Sole Boots
Fuchsia Cropped Sweater + Olive Baggy Jeans + Tan Trench Coat + Black Lug Sole Boots

If you want to wear baggy jeans in the winter and NOT look frumpy, I've got you. It's all about balancing proportions and adding a little pop.

I styled this cozy fuchsia sweater with these olive jeans because the color combo is unexpected, and the crop keeps it fun.

Start with olive baggy jeans (the baggier, the better!). Pair it with a bright fuchsia cropped sweater as it keeps the look playful and shows just a sliver of midriff.

The thing I love about this outfit is how the sweater hits right at the top of your jeans to define your waist.

Throw on a classic tan trench coat, and finish with chunky black lug sole boots. You'll look effortlessly cool and feel warm all day.

18. Cobalt Crewneck Sweater + Black Faux Fur Stole + Grey Wash Baggy Jeans

Cobalt Crewneck Sweater + Black Faux Fur Stole + Grey Wash Baggy Jeans
Cobalt Crewneck Sweater + Black Faux Fur Stole + Grey Wash Baggy Jeans

I styled this outfit for you girls who love to be comfy but still make a statement. Baggy jeans are EVERYWHERE, and I'm showing you how to make them winter-appropriate!

Start with a bright cobalt blue crewneck. The pop of color under the stole is unexpected and fun. Throw on a black faux fur stole. It's giving main character energy.

Pair it with grey wash baggy jeans. The trick here is to make sure they're high-waisted to balance the volume. Finish with lug sole platforms. You can add any sneakers.

You'll be turning heads with this look, trust me. Perfect for a coffee date or strolling around a winter market.

19. Lilac Knit Top + Brown Corduroy Vest + Taupe Baggy Jeans + Tan Fur-Trimmed Loafers

Lilac Knit Top + Brown Corduroy Vest + Taupe Baggy Jeans + Tan Fur-Trimmed Loafers
Lilac Knit Top + Brown Corduroy Vest + Taupe Baggy Jeans + Tan Fur-Trimmed Loafers

This is for you girls who want to look effortlessly cool while staying cozy. It's giving 'city chic' with a touch of 'borrowed from my grandpa,' and I'm here for it.

Start with a lilac knit top. The unexpected pop of color under a neutral vest is just so awesome.

Layer a brown corduroy vest over it—trust me, corduroy is your best friend for adding texture to any look.

Pair with taupe baggy jeans. The wide-leg silhouette keeps everything modern and comfy.

And for the final touch, slip into tan fur-trimmed loafers to keep your feet warm and stylish. These add a playful touch that is also practical for winter.

You'll be turning heads on your coffee run—while staying totally snug.

Conclusion

Thank you for joining me on this journey through baggy jeans winter styling. I hope you found inspiration that feels not only comfortable but also perfectly tailored to your own story and style. Remember, true confidence shines brightest when you embrace what genuinely makes you feel amazing—whether it's a perfectly styled baggy jean, a cozy knit, or that little pop of color in your accessories. Here's to stepping out this winter with comfort, warmth, and a wardrobe that feels uniquely you. Stay cozy, and keep expressing your personal style with all the grace and confidence you deserve!