Is finding trendy casual winter outfits a struggle? Balancing warmth and style during the winter months doesn’t have to be a challenge. If you’re looking for trendy casual winter outfits that combine comfort and fashion, you’ve come to the right place. This guide showcases 39 inspiring looks that will keep you cozy and on-trend all season long. From layering essentials to statement outerwear and comfortable footwear, we’ll help you create effortless and stylish outfits for every casual occasion. Get ready to embrace the winter chill in style!
1. Chunky Knit Sweater and Jeans

Embrace the epitome of cozy chic with this classic combo. A chunky knit sweater paired with your favorite jeans is a go-to for casual winter days, offering both comfort and style. The soft texture of the knit adds a touch of warmth, while the jeans provide a relaxed and wonderfully versatile base for any winter adventure.
2. Puffer Jacket and Leggings

Conquer the cold in style with a warm and practical puffer jacket and comfortable leggings. This trendy combination is perfect for outdoor activities, from brisk winter walks to running casual errands around town. The puffer jacket provides excellent insulation against the elements, while the leggings offer unrestricted freedom of movement for all your winter pursuits.
3. Long Wool Coat and Skinny Jeans

Elevate your casual winter look with the sophisticated touch of a long wool coat and skinny jeans. This stylish combination is perfect for adding a touch of polish to everyday outfits, whether you’re heading to brunch or exploring the city. The wool coat provides warmth and timeless elegance, while the skinny jeans create a flattering and streamlined silhouette.
4. Oversized Cardigan and Boyfriend Jeans

Indulge in the ultimate comfort and effortless style of an oversized cardigan and boyfriend jeans. This relaxed and cozy combination is perfect for lounging at home by the fire or running casual errands on a chilly day. The oversized cardigan provides a warm embrace, while the boyfriend jeans offer a perfectly relaxed and effortlessly cool vibe.
5. Sherpa Jacket and Corduroy Pants

Stay warm, stylish, and on-trend with a cozy sherpa jacket and textured corduroy pants. This combination is perfect for adding a touch of warmth and visual interest to your winter wardrobe. The sherpa jacket provides exceptional insulation against the cold, while the corduroy pants add a touch of retro charm and tactile appeal.
6. Turtleneck and Wide-Leg Pants

Achieve effortless sophistication and comfort with a turtleneck and wide-leg pants. This chic combination is perfect for adding a touch of polish to your casual winter look, offering a flattering and effortlessly stylish silhouette. The turtleneck provides warmth and classic elegance, while the wide-leg pants offer comfortable movement and a contemporary flair.
7. Flannel Shirt and Distressed Jeans

Embrace a relaxed and effortlessly cool vibe with a flannel shirt and distressed jeans. This casual combination is perfect for everyday wear, offering both comfort and a touch of rugged style. The flannel shirt adds a touch of warmth and texture, while the distressed jeans provide a perfectly lived-in and effortlessly stylish look.
8. Leather Jacket and Black Jeans

Infuse your casual winter look with a touch of edgy cool with a classic leather jacket and black jeans. This timeless combination is perfect for adding a touch of effortless style to any outfit. The leather jacket provides warmth and a touch of rebellious flair, while the black jeans offer a sleek, versatile, and undeniably stylish foundation.
9. Parka and Snow Boots

Brave the elements in style with a practical and warm parka and sturdy snow boots. This combination is perfect for snowy weather and outdoor adventures, ensuring you stay warm, dry, and comfortable. The parka provides excellent insulation and protection from the wind and snow, while the snow boots offer essential warmth, traction, and protection from the elements.
10. Cable Knit Sweater and Corduroy Skirt

Combine cozy textures and feminine flair with a cable knit sweater and a corduroy skirt. This stylish combination is perfect for adding a touch of warmth and visual interest to your winter wardrobe. The cable knit sweater provides a cozy and classic feel, while the corduroy skirt adds a touch of retro charm and tactile appeal.
11. Quilted Jacket and Joggers

Experience the perfect blend of comfort and contemporary style with a quilted jacket and joggers. This ensemble is ideal for relaxed weekends, casual outings, and moments when comfort is key. The quilted jacket offers lightweight warmth without the bulk, while the joggers provide ultimate comfort and a sporty, relaxed aesthetic.
12. Fleece Jacket and Hiking Boots

Embrace the outdoors in style and comfort with a warm fleece jacket and sturdy hiking boots. This practical combination is perfect for outdoor adventures, hikes, and exploring the winter landscape. The fleece jacket provides excellent warmth and breathability, while the hiking boots offer essential support, traction, and protection on varied terrains.
13. Denim Jacket and Plaid Scarf

Master the art of layering with a classic denim jacket and a cozy plaid scarf. This versatile combination is perfect for milder winter days when you need a touch of warmth and style. The denim jacket offers a timeless casual look, while the plaid scarf adds a pop of color, texture, and a touch of classic winter charm.
14. Bomber Jacket and Beanie

Inject a dose of cool and casual style into your winter wardrobe with a bomber jacket and a beanie. This trendy combination is perfect for adding a touch of sporty flair to any outfit. The bomber jacket provides warmth and a contemporary edge, while the beanie adds a touch of effortless cool and practical warmth.
15. Sweater Dress and Tights

Combine the comfort of a sweater with the feminine touch of a dress in this stylish sweater dress and tights ensemble. Perfect for casual winter days when you want to feel cozy and put-together, this combination offers both warmth and style. The sweater dress provides a soft and comfortable feel, while the tights add a touch of elegance and extra warmth for those chilly days.
16. Chunky Knit Sweater and Ripped Skinny Jeans

This classic winter look is both comfortable and stylish. The chunky knit sweater provides warmth and texture, while the ripped skinny jeans add a touch of edge. Pair it with stylish ankle boots and a warm scarf for a complete look. This ensemble is perfect for running errands, grabbing coffee with friends, or simply enjoying a cozy day at home.
17. Oversized Coat and Skinny Jeans

An oversized coat is a winter wardrobe essential. Pair it with skinny jeans and stylish boots for a chic and effortless look. The oversized coat provides warmth and style, while the skinny jeans create a flattering silhouette. This ensemble is perfect for a casual day out or a weekend brunch.
18. Cozy Sweater Dress and Tights

A cozy sweater dress is a perfect winter staple. Pair it with tights and stylish boots for a comfortable and stylish look. The sweater dress provides warmth and comfort, while the tights and boots add a touch of sophistication. This ensemble is perfect for a casual day out or a cozy evening in.
19. Leather Jacket and Skinny Jeans

A leather jacket is a timeless and versatile piece that can be dressed up or down. Pair it with skinny jeans and stylish boots for a cool and edgy look. The leather jacket adds a touch of attitude, while the skinny jeans create a flattering silhouette. This ensemble is perfect for a night out with friends or a casual date.
20. Plaid Shirt and Jeans

A plaid shirt is a classic winter staple. Pair it with jeans and stylish boots for a comfortable and stylish look. The plaid shirt adds a touch of rustic charm, while the jeans create a casual and relaxed look. This ensemble is perfect for a weekend getaway or a casual day out.
21. Faux Fur Coat and Skinny Jeans

A faux fur coat is a luxurious and stylish way to stay warm in the winter. Pair it with skinny jeans and stylish boots for a glamorous and effortless look. The faux fur coat adds a touch of luxury, while the skinny jeans create a flattering silhouette. This ensemble is perfect for a special occasion or a night out on the town.
22. Oversized Sweater and Leggings

An oversized sweater is perfect for cozying up on a cold winter day. Pair it with leggings and stylish boots for a comfortable and stylish look. The oversized sweater provides warmth and comfort, while the leggings and boots add a touch of sophistication. This ensemble is perfect for a relaxing day at home or a casual outing.
23. Parka and Jeans

A parka is a practical and stylish choice for winter weather. Pair it with jeans and stylish boots for a comfortable and functional look. The parka provides warmth and protection from the elements, while the jeans create a casual and relaxed look. This ensemble is perfect for running errands, walking the dog, or enjoying outdoor activities.
24. Cable Knit Sweater and Skirt

A cable knit sweater is a classic winter staple. Pair it with a skirt and stylish boots for a feminine and stylish look. The cable knit sweater adds a touch of texture and warmth, while the skirt creates a feminine silhouette. This ensemble is perfect for a casual date or a weekend brunch.
25. Leather Jacket and Dress

A leather jacket can add an edge to even the most feminine outfits. Pair it with a dress and stylish boots for a cool and edgy look. The leather jacket adds a touch of attitude, while the dress creates a feminine silhouette. This ensemble is perfect for a night out with friends or a special occasion.
26. Shearling Jacket and Jeans

A shearling jacket is both stylish and incredibly warm. Pair it with jeans and stylish boots for a cozy and chic look. The shearling jacket provides ultimate warmth and comfort, while the jeans create a casual and relaxed look. This ensemble is perfect for a cold winter day or a weekend getaway.
27. Plaid Shacket and Leggings

A plaid shacket is a versatile and stylish piece that can be worn as a shirt or a light jacket. Pair it with leggings and stylish boots for a comfortable and trendy look. The shacket adds a touch of rustic charm, while the leggings create a sleek and comfortable silhouette. This ensemble is perfect for a casual day out or a cozy evening in.
28. Puffer Jacket and Corduroy Pants

A puffer jacket is essential for staying warm in harsh winter weather. Pair it with corduroy pants and chunky boots for a trendy and practical look. The puffer jacket provides excellent insulation, while the corduroy pants add a touch of texture and style. This outfit is ideal for outdoor activities or casual outings.
29. Turtleneck Sweater and Wide-Leg Jeans

A turtleneck sweater is a timeless winter piece that provides warmth and elegance. Pair it with wide-leg jeans and ankle boots for a chic and comfortable look. The turtleneck sweater adds a touch of sophistication, while the wide-leg jeans create a relaxed and trendy silhouette. This outfit is perfect for casual gatherings or a day of shopping.
30. Wool Coat and Boyfriend Jeans

A wool coat is a classic winter outerwear option that adds a touch of sophistication to any outfit. Pair it with boyfriend jeans and stylish sneakers for a relaxed and trendy look. The wool coat provides warmth and structure, while the boyfriend jeans create a casual and comfortable vibe. This ensemble is perfect for everyday wear or a casual date.
31. Teddy Coat and Leggings

A teddy coat is a cozy and trendy outerwear option that provides ultimate warmth and comfort. Pair it with leggings and combat boots for a casual and stylish look. The teddy coat adds a touch of plush texture, while the leggings and combat boots create a comfortable and edgy vibe. This outfit is perfect for running errands or a casual day out.
32. Long Cardigan and Skinny Jeans

A long cardigan is a versatile layering piece that adds warmth and style to any outfit. Pair it with skinny jeans and ankle boots for a comfortable and chic look. The long cardigan creates a cozy and relaxed vibe, while the skinny jeans and ankle boots add a touch of sophistication. This ensemble is perfect for a casual day out or a cozy evening in.
33. Denim Jacket and Hoodie

Layering a denim jacket over a hoodie is a trendy and casual way to stay warm in the winter. Pair it with jeans and sneakers for a relaxed and stylish look. The denim jacket adds a touch of edge, while the hoodie provides warmth and comfort. This outfit is perfect for casual outings or a day of exploring.
34. Sweater Dress and Over-the-Knee Boots

A sweater dress paired with over-the-knee boots is a stylish and feminine winter look. The sweater dress provides warmth and comfort, while the over-the-knee boots add a touch of glamour. This ensemble is perfect for a casual date or a night out with friends.
35. Faux Leather Leggings and Oversized Sweater

Faux leather leggings add a touch of edge to any winter outfit. Pair them with an oversized sweater and ankle boots for a comfortable and trendy look. The faux leather leggings create a sleek and stylish silhouette, while the oversized sweater provides warmth and comfort. This outfit is perfect for a casual day out or a night out on the town.
36. Beanie and Scarf

A warm beanie and scarf are essential winter accessories that add both style and functionality to any outfit. They provide extra warmth and can elevate a simple look. The textures and colors can add a pop to a winter wardrobe.
37. Flannel shirt and jeans

A classic flannel shirt paired with jeans is a comfortable and casual option for everyday winter wear. It is a very versatile style. The flannel provides warmth, and the jeans are a classic, casual look.
38. Puffer Vest and Sweater

A puffer vest layered over a warm sweater is a great way to add an extra layer of warmth without the bulkiness of a full jacket. The puffer vest provides warmth to your core, while leaving your arms free. This is perfect for layering.
39. Wool Socks and Boots

Thick wool socks paired with sturdy boots are both practical and stylish for cold winter days. They provide extra warmth and comfort. This is a great way to stay warm while also looking stylish.
With these 39 trendy casual winter outfits, you’re ready to embrace the cold weather in style and comfort. Whether you prefer cozy knits, stylish layers, or practical outerwear, there’s an outfit here to suit your personal taste and keep you warm all season long. So, get ready to step out in confidence and enjoy the winter months in style!