10 Casual Fall Outfits That Are Both Cozy and Chic
Fall fashion is here, and honestly, who doesn’t love this time of year? It’s that magical moment when the weather starts cooling down, the leaves transform into all kinds of fiery shades 🍁, and you get to wear cozy sweaters without feeling like you’re bundled up for a snowstorm.
But let’s be real—fall outfits can be tricky. We want something that’s cute enough to wear for brunch, but comfortable enough to binge-watch rom-coms on the couch (without having to change outfits halfway through 😅). So, if you’re looking for the perfect balance between cozy and chic, you’re in the right place!
I’ve previously shared favorite Cute Fall Outfits and Modest Fall Dress Outfits for the Autumn Season. Now I’ve put together 10 casual fall outfits that will keep you feeling cozy while making you look like you’ve just stepped off a runway ✨.
From chunky knit sweaters to cute layered looks, we’ve got it all covered, and I promise—you won’t need to spend hours putting them together. Ready to find your new fall favorites? Let’s go!
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Outfit #1: Cozy Sweater & Midi Skirt Combo
There’s just something about fall that screams “midi skirt season,” right?
You can layer it up with a chunky sweater, and suddenly, you’ve got an outfit that’s comfy, stylish, and just the right amount of chic. It’s like the perfect “I’m ready for the pumpkin patch” look with minimal effort 🎃.
What you’ll need:
- A soft, oversized knit sweater (think beige, camel, or dusty pink)
- A flared midi skirt (preferably in a wool or knit fabric for extra coziness)
- Comfy ankle boots with a low heel
- A crossbody bag to keep things functional and cute
Tip: Add a light scarf if it’s extra chilly outside. It’ll give you that effortless chic vibe. 🧣
Why it works: The oversized sweater adds warmth without feeling bulky, while the midi skirt keeps things feminine and fun. Plus, this combo works for almost any fall event—be it a casual brunch or a pumpkin-spice coffee run ☕.
Outfit #2: Oversized Cardigan & Skinny Jeans
When the weather’s still a little iffy—you know, not quite full-on chilly but not exactly warm—an oversized cardigan is the MVP of the fall wardrobe.
Layer it over a simple top, add some skinny jeans, and voilà—you’ve got the ultimate comfy yet stylish look. This outfit is great for pretty much anything: errands, lunch dates, or just strolling through the park on a crisp fall afternoon.
What you’ll need:
- An oversized cardigan in a neutral color like gray or taupe
- A fitted t-shirt or long-sleeve top in a coordinating color
- Skinny jeans (dark or medium wash work best)
- Sneakers or ankle boots for easy, casual style
Tip: Add a cozy scarf to really make this outfit pop and keep you warm on those breezy fall days.
Why it works: The oversized cardigan is just so easy to throw on and instantly look chic. Plus, the skinny jeans help balance the oversized top, giving you a flattering silhouette without the need to tuck anything in. It’s the perfect blend of comfy and put-together.
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Outfit #3: Plaid Shirt & Leather Jacket
For those days when you just want some major cool girl vibes, a plaid shirt paired with a leather jacket is your go-to combo.
The plaid adds that cozy, autumnal touch, while the leather jacket gives the outfit just the right amount of edge. It’s perfect for transitioning into fall without having to give up on those “I’m-too-cool-for-school” vibes we all secretly love.
What you’ll need:
- A plaid shirt (red, green, or navy work great for fall)
- A leather jacket (classic black or dark brown)
- Black skinny jeans for a sleek, polished look
- Combat boots or Chelsea boots to add a bit of attitude
Tip: If it’s chillier, you can layer the plaid shirt under the jacket for extra warmth and style. 🔥
Why it works: The plaid shirt screams fall without being too traditional, and the leather jacket adds the perfect balance of toughness and sophistication. Paired with skinny jeans and combat boots, this outfit transitions perfectly from a laid-back day out to an evening get-together.
Outfit #4: Cozy Turtleneck & Corduroy Pants
The turtleneck is a fall essential. It’s the perfect piece to keep you warm while looking effortlessly chic. Paired with corduroy pants, this outfit strikes the right balance between cozy and stylish, making it ideal for a day of errands or catching up with friends. The best part? It’s easy to put together and works for so many different occasions.
What you’ll need:
- A cozy turtleneck sweater (think neutral shades like cream, camel, or light gray)
- Corduroy pants (choose from slim-fit or wide-leg, depending on your vibe)
- Ankle boots to keep it casual yet chic
- A crossbody bag or leather tote for easy, everyday style
Tip: For a more polished look, tuck the turtleneck into your pants or leave it loose for extra comfort. 😌
Why it works: Turtlenecks are a staple for fall, keeping you warm without sacrificing style. The corduroy pants add texture and depth to the outfit, while the ankle boots keep it grounded and easygoing.
Outfit #5: Denim Jacket & Pleated Skirt
If you’re looking for something that’s effortlessly cool yet perfectly autumn-ready, a denim jacket paired with a pleated skirt is a great choice.
It’s the type of outfit you can wear to work, brunch, or a fall outing, and it won’t ever feel out of place. The denim jacket brings that laid-back, classic vibe, while the pleated skirt adds a touch of femininity that’s still practical for cooler autumn weather. 🍂
What you’ll need:
- A classic denim jacket (light or medium wash works best for fall)
- A pleated skirt (opt for midi or knee-length for maximum versatility)
- Opaque tights (for extra warmth, especially if it’s a little cooler out)
- Ankle boots or loafers to keep it cute and comfortable
Tip: A patterned or solid-colored scarf can add a little extra personality to the outfit without overdoing it.
Why it works: Denim jackets are a must-have for casual fall looks, and when you pair it with a pleated skirt, you get the perfect mix of structure and flow. The tights and ankle boots keep you warm without compromising on style. Plus, it’s an outfit that transitions effortlessly from day to night.
Outfit #6: Sweater Dress & Knee-High Boots
Sweater dresses really can be a game-changer when it comes to fall fashion.
They offer the warmth of a sweater but the chic look of a dress, making them the perfect balance between cozy and fashionable. Pair it with knee-high boots, and you’ve got a combo that’ll make you look effortlessly stylish, even on a crisp fall day.
What you’ll need:
- A cozy sweater dress (opt for neutral tones like beige, gray, or even a rich autumnal color like wine red)
- Knee-high boots (black, brown, or tan to match most outfits)
- A belt to cinch the waist and add shape (optional, but it’s a nice touch)
- A wide-brim hat to complete the look (perfect for a boho vibe)
Tip: Pair with tights if it’s a little chillier—no need to sacrifice comfort for style.
Why it works: Sweater dresses are all about easy elegance. Add in the knee-high boots, and you’ve got a chic look that’s also practical for colder weather. The belt and hat bring in extra flair, making the outfit feel put-together without being over-the-top.
Outfit #7: Chunky Knit Sweater & Faux Leather Leggings
If you haven’t tried the chunky knit sweater and faux leather leggings combo yet, then girl, you’re missing out!
This outfit is the perfect mix of comfy and edgy. The chunky sweater gives you all the cozy vibes you want from fall fashion, while the faux leather leggings add a sleek, modern touch.
It’s cozy enough to wear all day, yet stylish enough to make a statement when you step out.
What you’ll need:
- A chunky knit sweater (neutral tones like ivory, camel, or charcoal gray are perfect)
- Faux leather leggings (go for a matte finish for a more classic look)
- Combat boots or Chelsea boots for an edgy vibe
- A slouchy beanie or wide-brim hat for extra flair
Tip: Layer a denim jacket or plaid shirt over your sweater if the temperature drops. ❄️
Why it works: The chunky knit sweater is cozy and warm, while the faux leather leggings add that cool factor that sets this outfit apart. Add the combat boots or Chelsea boots, and you’ve got a look that’s chic, comfortable, and totally fall-appropriate.
Outfit #8: Graphic Tee & Casual Joggers
Sometimes, you just want to keep it super chill without sacrificing style—and that’s exactly where a graphic tee and casual joggers come in.
This is the ultimate laid-back fall outfit that still looks put together. No matter if you’re lounging around at home, grabbing coffee, or hanging with friends, this combo makes it easy to look cute and feel comfy at the same time. 🙌
What you’ll need:
- A graphic tee (go for a fun, fall-inspired design or a classic band tee)
- Casual joggers (neutral colors like black, gray, or olive green)
- Comfy sneakers or slip-on shoes for easygoing vibes
- A zip-up hoodie or denim jacket for layering
Tip: Tuck in the front of the tee for a more put-together vibe if you’re heading out, but leave it untucked for ultimate comfort.
Why it works: The graphic tee keeps things casual and fun, while the joggers are super comfy without looking sloppy. Add the sneakers or slip-ons, and you’ve got an outfit that says “I’m comfy, but I still care a little about how I look.” 😉
Outfit #9: Oversized Hoodie & Leggings
If you’re looking for the ultimate comfy-chic look this fall, an oversized hoodie paired with leggings is basically a no-brainer.
It’s the perfect mix of comfort and casual style, making it ideal for everything from Netflix marathons to casual hangouts with your friends. Plus, it’s one of those outfits where you look like you just rolled out of bed in the most fashionable way possible. 🙃
What you’ll need:
- An oversized hoodie (think neutral colors or something with a cute slogan)
- Black or gray leggings (fitted, but still super comfy)
- Chunky sneakers or slides to keep things low-key
- A beanie or baseball cap to top off the look
Tip: If you’re heading out, throw on a denim jacket over the hoodie for an extra layer of style. 🧢
Why it works: The oversized hoodie is the ultimate go-to for a laid-back vibe, and leggings just make it easy to move around and feel like you’re living your best comfy life. Add sneakers or slides, and you’re basically ready for whatever life throws at you. 😎
Outfit #10: Puffer Vest & Skinny Jeans
When the temperature drops, but you’re not ready for a full-on winter coat, a puffer vest is your best friend. It’s the perfect piece to add some warmth without feeling bulky, and when paired with skinny jeans, you’ve got an outfit that’s both practical and cute. Whether you’re heading out for a brisk walk or grabbing a hot drink with friends, this outfit keeps you cozy and stylish.
What you’ll need:
- A puffer vest (neutral shades like black, navy, or olive green are ideal)
- A long-sleeve shirt or lightweight sweater underneath
- Skinny jeans (go for a classic blue or black wash)
- Boots or sneakers (depending on your vibe)
Tip: Layer a scarf over your puffer vest if it’s extra chilly. It’ll not only keep you warm but also add a stylish touch.
Why it works: The puffer vest keeps you warm without the bulk, while the skinny jeans balance things out by keeping the look sleek. Add boots or sneakers, and you’ve got a cool, laid-back outfit that’s perfect for early fall days.
Fall Fashion, Your Way 🍁
There you have it—10 cozy and chic fall outfits to keep you stylish all season long! 🍂 From chunky sweaters to puffer vests, these looks are all about mixing comfort and style, so you can enjoy everything fall has to offer.
Honestly, fall is my favorite season to experiment with fashion—it’s all about layers, textures, and a little extra coziness. Plus, who doesn’t love an excuse to wear boots and scarves, am I right???
No matter your style, I hope you found some inspiration here to help you embrace autumn fashion. You may be heading out for a pumpkin patch visit or just grabbing coffee with friends—these outfits have you covered no matter what. So, go ahead and treat yourself to a few new pieces, because there’s no better time to refresh your fall wardrobe!
Let me know which look you’re most excited to try or if you’ve got your own go-to fall outfit! I’d love to hear from you. Happy styling! 😊
