Hello my dear, Emily here from Chic Season Style! Let’s have a real talk for a moment. As the air turns crisp and we pull out our cozy sweaters, there’s one thing we all crave: outfits that feel like a warm hug but still make us look and feel put-together. For curvy women, finding that perfect balance between comfort and style isn’t just a goal it’s a necessity.
Subscribe to Stay Updated!
Join our newsletter and never miss an update. Get the latest posts, exclusive content, and helpful tips delivered straight to your inbox.
Gone are the days when “comfortable” meant baggy sweatpants and a shapeless hoodie (unless that’s your vibe for a specific day, which is also perfectly valid!). Today, we have so many amazing options that prioritize softness, stretch, and ease without asking us to sacrifice an ounce of our personal style. I’ve curated 14 plus size comfy fall outfits that celebrate your curves and let you breathe easy all season long. Get ready to feel fabulous in your coziest clothes yet.
The Foundation of Feel-Good Fashion
True style comfort for curvy figures starts with two things: fabric and fit. This fall, embrace materials that do the work for you:
- Ponte Knit: This is the holy grail. It has enough structure to smooth and flatter but enough stretch to move with you all day.
- Soft Jersey & French Terry: These fabrics are breathable, stretchy, and perfect for casual, layered looks.
- Brushed Back Knits: The inside of these sweaters feels like a soft blanket, making them a cozy essential.
- Stretchy Denim: Seek out jeans with a percentage of elastane or spandex for comfort that doesn’t quit.
Your Cozy Style Playbook: 14 Outfits to Live In
I’ve designed these looks for real life from working from home to weekend errands to casual gatherings.
I. The Elevated Lounge Set
For those days you never want to get out of your pajamas but still have to face the world.
1. Matching Knit Set
A matching lounge set in a soft, ribbed knit feels incredibly luxurious. Opt for a neutral color like sage green or heather grey. The coordinated look instantly makes it feel intentional and chic, not lazy. Pair with plush slides or fuzzy slippers for the ultimate at-home comfort.
2. Oversized Sweater & Leggings
This is a classic for a reason. Choose an oversized cable-knit or chunky sweater that falls nicely over your hips. Pair it with high-quality, opaque ponte leggings that are both comfortable and flattering. Perfect for coffee runs, school drop-offs, or curling up with a book.
3. French Terry Dress
A midi-length French terry dress is a one-and-done wonder. It’s essentially an elevated sweatshirt dress. Add a long pendant necklace to draw the eye down and finish with sneakers or ankle boots.
II. Errand-Running Ease
Look polished and feel comfortable while tackling your to-do list.
4. Utility Joggers & a Fitted Top
Utility joggers offer the comfort of sweatpants but with a structured cargo-style look. Balance with a fitted tee or bodysuit. A denim jacket or chore coat completes this effortless style.
5. Soft Tunic & Skinny Jeans
A long tunic top with details like a cowl neck or side slits pairs perfectly with skinny jeans. Slightly tuck the front for a more defined waistline.
6. Corduroy Shirtdress
A corduroy shirtdress belted at the waist is a cozy fall staple. Pair with ankle boots, or layer with a turtleneck and tights in colder weather.
III. Cozy & Chic Day Trip Looks
Perfect for a weekend outing, a casual lunch, or exploring a pumpkin patch.
7. Sweater Dress & Knee-High Boots
A slouchy sweater dress paired with over-the-knee boots creates a cozy yet stylish fall look.
8. Maxi Skirt & Hoodie
Pair a soft cropped hoodie with a flowy maxi skirt. The contrast between casual and elegant makes this outfit chic. Finish with platform sneakers or combat boots.
9. Denim Jacket & Everything
A well-fitting denim jacket adds instant structure to any fall outfit whether over a maxi dress, leggings, or a sweatshirt.
IV. Comfortable at-Home Style
Because feeling good while you relax is just as important.
10. Stretchy Wide-Leg Pants
Soft, wide-leg pants feel like pajamas but look polished. Pair with a tank or tee and a cozy cardigan.
11. Cardigan as a Dress
A chunky cardigan at mid-thigh doubles as a dress. Cinch with a wide belt and pair with knee-high boots.
12. Soft Palazzo Pants & a Tee
Palazzo pants in jersey or knit paired with a graphic tee and a duster cardigan create a flowy, effortless look.
V. The “Almost Pajamas” Collection
For those days you truly want to lean into maximum comfort.
13. Plush Robe Coat
A teddy bear coat or faux-sherpa robe coat feels like wearing a blanket outside. Perfect for errands or school runs.
14. High-Waisted Joggers & a Boxy Tee
Choose joggers in quality fabrics like French terry and pair with a boxy tee. Go for a monochrome palette for a more intentional style.
Subscribe to Stay Updated!
Join our newsletter and never miss an update. Get the latest posts, exclusive content, and helpful tips delivered straight to your inbox.
Emily’s Pro Tips for Ultimate Comfort
- Fit is Everything: Even in loose clothing, look for pieces that are cut for curves. Raglan sleeves, stretchy waistbands, and a-line silhouettes are your friends.
- Define Your Waist: Even in your comfiest outfits, a simple trick can make you look polished. Use a belt over a cardigan or dress, opt for tops with a slight taper, or do a half-tuck with your shirt.
- Footwear Matters: Don’t forget about your feet! Supportive sneakers, comfortable booties with a low block heel, and plush slippers are essential components of a truly comfortable outfit.
- Accessorize: A cute beanie, a cozy scarf, or some simple stud earrings can elevate the simplest comfy outfit and make it look like you tried much harder than you did.
Your Comfort is Your Confidence
Remember, lovelies, looking good and feeling good are not mutually exclusive. The most stylish thing you can wear is the confidence that comes from feeling completely at ease in your own skin and in your clothes.
Your turn! Which of these plus size comfy fall outfits are you most excited to live in this season? Share your own cozy style tips and favorite loungewear finds with our community over on Pinterest tag us @ChicSeasonStyle so we can build the ultimate comfort-inspired wardrobe together!
