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January 1, 2025

20 Cute Cold Winter Outfits With Classy Style

Hi there!  Are you looking for a cute winter outfit that is cozy and full of style?

Great, you’re in the right place!

This collection is full of effortless causal winter ensembles you can wear anywhere.

Chunky warm sweaters, tailored coats, cute jeans and leggings, and winter accessories that are casual yet stylish, all while keeping you warm!

 Take some tips from these fashion influencers on how to pair items, as well as where to shop your favorite pieces!

Style these looks up or down, by changing out the footwear.

If you love a particular style, follow the in-text link below the image for more information.

Let’s get to it!

This Post May Contain Amazon Affiliate Links (Paid Links)

#1) Killer Beige Trench Coat Winter Outfit

winter outfit

Source: alexxcoll Instagram

This killer cozy winter style has black leather pants and warm black sweater topped off with a full length camel trench coat.

Tailored and stylish, the sneakers and hat keep this look casual and cool, while a heeled boot could be swapped a more formal look.

#2) Chunky Sweater With Distressed Jeans Outfit

winter outfits

I am loving the color combinations from this classic winter look posted by Heather Mansur on Pinterest.

Distressed grey jeans, nude booties and a chunky deep orange sweater keeps this outfit stylish, and warm.

#3) Adorable Beanie & Jean Jacket Winter Outfit Idea

winter outfits

Shop LTK hello_jackieo posted this popular winter outfit idea. 

Neutral black leggings paired with tan winter boots and beanie is perfect when topped off with an oversized jean jacket.

Adorable!

#4) Statement Chocolate Shag Coat With Ear Warmer 

winter outfit ideas

Source: anna.wein Instagram

A statement jacket can be the perfect clothing item to plan your winter outfit around.

This chocolate shag is so chic when paired with black accessories and winter gloves.

#5) Winter White Outfit Idea  

Who said light colors need to be saved for spring and summer?

This darling white winter outfit from Pinterest pairs a white turtleneck and jacket with cute boots and distressed jeans.  

#6) Cozy White Fleece with Faux Leather Leggings winter outfit idea

I am in love with this casual cool winter outfit from Shop LTK stylinbyalin.

Total comfort and warmth look chic and put together with black leather leggings and snow white fleece!

Who wouldn’t want to slip into this on a chilly winter weekend?

#7) Grey Trousers & Trench Coat Winter Outfit Idea 

winter outfit idea

Source: imhrisa Instagram

This causal and cool winter outfit has tailored grey trousers, white sneakers and a long black trench coat.

Effortlessly chic, a look with timeless winter style.

#8) Warm Wintery Neutrals Outfit Idea

winter outfits

Stunning Style posts this beautiful ensemble in a helpful article on how to spice up your winter wardrobe.

White jeans look amazing with this chunky tan sweater! 

A light and bright take on winter style, I love it!

#9) Silk Skirt & Sweater Winter Outfit Inspo

winter outfit idea

Source: lilysilk Instagram

A long silk skirt is the perfect winter staple.

Pair it with tall boots, warm leggings underneath and a chunk sweater for a classy and cute winter look.

#10) Warm Tan Vest & Leggings Winter Outfit

winter outfit with vest

Shop LTK everyday_abby posted this casual and cool winter street style.

The all black leggings and long sleeve top are perfectly paired with a warm tan vest and coordinating sneakers.

So cute!

#11) Booties & Hat Winter Outfit Idea

winter outfits

Erika Thompson Pinterest created this stunning and stylish winter outfit idea.

I love how they included winter white booties and top!

Adding a wide brim hat brings so much personality to this winter outfit.

#12) Black & White Winter Outfit Idea 

Source: kateehutchins Instagram

This white shag coat is a statement on it’s own. 

It’s perfect when paired with black pants, laid back sneakers and a tailored bag.

#13) Puffer Coat with Cute Winter Boots winter outfits

Lauren Kay Sims is killing it in this effortless winter ensemble.

Black leggings look perfect with an oversized puffer coat and cute lace up warm winter boots.

#14) Knee High Boots Winter Outfit Idea

winter outfit

Source: lilyisabellaclark Instragram

Winter looks are all about the layers.

This ensemble does that well with leggings, boots, chunky neutral sweater and trench coat.

#15) Winter Overalls Outfit Idea

winter outfit

@just_amazinggirl Instagram is elevating her style with black overalls and a chunky tan sweater.

This outfit idea looks awesome paired with high heeled booties but would work well with more causal footwear as well!

#16) Winter Trench Coat Outfit

winter style

I could not love this long tan trench coat from Roelke Ranch Pinterest any more!

So long and cozy, while still offering a sophisticated look.

The structured collar looks amazing when paired with a rolled turtle neck and jeans.

#17) Hoodie & Jacket Winter Outfit Idea

winter clothing

Shop LTK posted this crazy popular winter outfit idea.

The jean jacket over the top of the hooded sweatshirt is effortlessly cute when paired with comfy kicks and a high bun.

The perfect casual weekend outfit for chilly weather.

#18) Grey & Tan Winter Outfit Combination

Source: lucy grassso Insgragram

These chic wide leg dark grey jeans are paired well with cream and tan neutrals.

Dress this look up or down with a heeled boot, or a casual and cute sneaker.

#19) Crazy Warm Chelsea Boot Winter Outfit Idea 

winter style

Lilly Style snapped this adorable winter outfit pic and posted to her blog.

The tan chelsea boots are perfect for slippery winter walk ways, and the long puffer provides so much warmth.

#20) Perfect Plaid Trench Winter Outfit

winter outfit

Source: inspopub Instagram

A statement coat is again on display with this adorable and stylish winter outfit idea.

Paired with all black base layers this look is effortless and classy.

Happy Winter Styling My Friends!

I hope you found some cold weather outfits that you can work into your wardrobe this season!

Cheers for now my friends.

<3 Ang

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