Chic Plus Size Fall & Winter Outfit Ideas

As the temperatures drop and the days get shorter, it’s time to cozy up in stylish and warm outfits that embrace your curves. At Chic Season Style, we believe that every woman deserves to feel confident and fabulous in every season, especially during the colder months.

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We’ve curated 14 chic and cozy fall and winter outfits designed to keep you warm and stylish, no matter the occasion. Let’s explore the perfect combinations to keep you looking fabulous all season long!

1. Oversized Sweater and Skinny Jeans

Oversized Sweater and Skinny Jeans

An oversized sweater is the ultimate cozy essential for fall and winter. This look is both comfy and flattering for curvy women. Pair it with skinny jeans or jeggings to balance out the volume of the sweater. Choose a soft, neutral-toned sweater, and finish the look with ankle boots or a cute pair of sneakers for a casual, cozy vibe.

2. Chunky Knit Sweater Dress and Over-the-Knee Boots

Chunky Knit Sweater Dress and Over-the-Knee Boots

A chunky knit sweater dress is a go-to piece for curvy women during the colder months. The oversized knit keeps you warm, while the fitted silhouette enhances your curves. Pair it with over-the-knee boots for added warmth and a touch of chic drama. Opt for a dress in rich tones like mustard yellow, burgundy, or forest green to embrace the winter season.

3. Plaid Blazer and Black Turtleneck

Plaid Blazer and Black Turtleneck

The classic plaid blazer is perfect for adding some structure to your outfit while keeping you warm. Layer it over a black turtleneck for an easy, sophisticated look. Plaid is a timeless fall and winter pattern, and pairing it with black skinny jeans or tailored pants will keep the outfit sleek and chic. Complete the look with a pair of pointed-toe boots for extra elegance.

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4. Puffer Coat and Knit Scarf

Puffer Coat and Knit Scarf

Stay warm and stylish with a puffer coat that flatters your figure while providing ample warmth. Opt for a long-line puffer coat in a neutral shade like black, camel, or navy. Layer with a chunky knit scarf to add some texture and extra coziness. This outfit pairs well with everything from leggings to jeans and is perfect for those chilly winter days.

5. Wide-Leg Pants and Longline Cardigan

Wide-Leg Pants and Longline Cardigan

Wide-leg pants are a great option for curvy women, offering both comfort and style. Pair them with a longline cardigan for a cozy, chic look that keeps you warm. Look for a cardigan with a waist tie to define your shape and balance out the volume. Add heeled boots to elongate your legs and create a polished, fashion-forward ensemble.

6. Midi Skirt and Fitted Sweater

Midi Skirt and Fitted Sweater

For a feminine and cozy winter outfit, opt for a midi skirt paired with a fitted sweater. Choose a knit sweater in a neutral or jewel tone and a flowy, pleated midi skirt that hits just below the knee. This pairing will showcase your curves while still feeling light and elegant. Add ankle boots or knee-high boots for a complete winter look.

7. Faux Fur Jacket and Skinny Jeans

Faux Fur Jacket and Skinny Jeans

A faux fur jacket is the perfect blend of warmth and luxury. Choose a fluffy, oversized fur jacket in neutral shades like gray, cream, or black. Pair it with skinny jeans to keep the look balanced and sleek. This outfit works perfectly for a night out or a chic day out in the city. Pair it with heeled boots for a stylish finish.

8. Sweater Poncho and Leggings

Sweater Poncho and Leggings

A sweater poncho is an effortlessly chic piece that adds a layer of warmth without sacrificing style. Choose a poncho in a cozy fabric like wool or cashmere for ultimate comfort. Pair it with leggings for a balanced look and add knee-high boots to keep your legs warm. This is a perfect option for fall days that stretch into the chilly winter months.

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9. Turtleneck and A-Line Skirt

Turtleneck and A-Line Skirt

For a polished yet cozy look, pair a fitted turtleneck with an A-line skirt. The turtleneck offers warmth, while the A-line skirt creates a flattering silhouette for curvy women. Opt for a knee-length skirt in a rich color or pattern, like plaid or houndstooth, and pair it with opaque tights and ankle boots to stay warm and stylish.

10. Wool Coat and Bootcut Jeans

Wool Coat and Bootcut Jeans

A wool coat is a classic winter staple that will never go out of style. Look for a long wool coat in a neutral color, such as camel or gray, that provides warmth while enhancing your figure. Pair it with bootcut jeans for a timeless silhouette. Add booties or heels to elongate the legs and complete this sophisticated winter outfit.

11. Layered Cardigan and Leather Pants

Layered Cardigan and Leather Pants

For a trendy fall and winter look, layer a soft cardigan over a simple t-shirt and pair with sleek faux leather pants. The mix of textures adds interest to the outfit, while the leather pants create an edgy vibe. Complete the look with combat boots or Chelsea boots for a bold finish.

12. Cashmere Sweater and Wool Trousers

Cashmere Sweater and Wool Trousers

A luxurious cashmere sweater paired with wool trousers is an elevated yet comfortable look for the colder months. Opt for a fitted sweater in a solid color, like cream or navy, and pair it with high-waisted wool trousers that add structure and warmth. Add a pair of loafers or block-heeled boots to create a chic, work-ready outfit.

13. Faux Leather Moto Jacket and Denim Skirt

Faux Leather Moto Jacket and Denim Skirt

A faux leather moto jacket is an edgy and stylish choice for curvy women during the colder months. Pair it with a denim skirt that hits just above the knee. Add opaque tights for warmth, and complete the outfit with knee-high boots or ankle boots. This combination offers a chic balance of cool and cozy for a fun winter look.

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14. Cable Knit Sweater and Jogger Pants

Cable Knit Sweater and Jogger Pants

For a comfortable yet stylish outfit, pair a cable-knit sweater with jogger pants. The soft texture of the sweater adds warmth, while the jogger pants provide flexibility and comfort. Choose joggers in a neutral or fall-inspired color like olive green or charcoal. Finish the look with sneakers or slip-on boots for a laid-back vibe.

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These 14 chic fall and winter outfits prove that style doesn’t have to be sacrificed for warmth. Whether you’re looking for something laid-back or a bit more polished, these outfits will keep you cozy and fabulous all season long.

Embrace your curves, layer up, and get ready to enjoy every moment of the cooler months with confidence and style!

Creative Fashionable Laound

Emily Parker

The founder of Chic Season Style, has always had an eye for fashion. With a deep love for how clothes can transform the way you feel, Emily Parker started Chic Season Style as a passion project with a simple goal: to create a space where women can feel inspired to dress boldly and authentically.

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