Unless otherwise specified, all sizes in this post are listed in women’s.
A striped sweater, because the best time to wear a striped sweater is all the time. (Truly, SpongeBob knew what he was talking about.)
A pair of printed pull-on flare pants to channel some ’70s vibes for a ~far out~ fall look that’s both super comfy and super trendy.
A sweatshirt dress perfect for looking cute and feeling comfortable on those days that are not blazing hot, but not cold either. Ahhh, the joys of fall.
A classic denim jacket because seriously, how can one even get through fall without one?? This wardrobe staple will make you feel cool, look great, and keep the chill away on windy days.
A ponte moto jacket bound to be your new fave layering piece. It’ll add a bit of edge to any outfit — and just imagine how cool this would look with leather pants and red lipstick!
A pair of chic paper bag–waist pants so fabulous you’ll probably want them in multiple colors so you can wear them all the time. They’ll pair perfectly with your fave frilly top or style up your go-to solid shirt.
A lightweight open-front cardigan sweater you can layer over any and every top or dress in your closet on a chilly day.
A floral ruffle top, because flower prints aren’t only meant spring. This boho-style silhouette and the warm color scheme makes this the perfect addition to your fall wardrobe.
A skater dress available with short or long sleeve options, front button details, and pockets. It’s an easy piece to jazz up with different shoes and statement earrings. Throw this on with some booties and a tote bag and you’re ready for the day.
A pair of black heeled booties that are comfortable and versatile. Pair them with skinny jeans or a flowy dress and you’re good to go.
A pair of high-waisted joggers, because honestly who has time for jeans anymore? Whether you’re enjoying the fall weather outside or being cozy inside, these joggers will keep you looking stylish and com-fort-a-ble. Plus, over 11,000 reviewers gave them 5 stars!!
A pair of blinged-out vintage sunnies guaranteed to instantly up the cool factor of every look you wear them with. They’re handcrafted, provide 100% UVA/UVB protection, and they just look SO dang fabulous.
A shaggy open-front jacket to dress up a plain T-shirt and jeans. It’ll turn a simple look into a total style moment.
A thick sweatshirt with a satin-lined hood for anyone who loves to wear a hood, but worries about their hair getting frizzy. The high-grade satin helps promote moisture retention in your hair and protects it against breakage.
An Instagram-famous, celebrity-loved JW Pei handbag in a fun orange color, perfect for making any simple outfit *pop* — and for complementing all the orange and black you’re bound to be wearing this October.
A pair of bell-bottoms, because pretty much anything nostalgic is on trend right now and these are no exception. They’re so stylish and versatile, they may even convince you to take a break from your skinny jeans every so often.
A tie-dye maxi dress that’s just as comfy as it is trendy. You could add a jacket and brim hat to this for a day at the pumpkin patch…and then take a nap in it immediately after.
A pair of opaque tights you won’t have to worry about snagging before you’ve even left the house. These are durable, available in tons of colors and designs, and they’ll keep your legs warm so you can keep on wearing those mini dresses.
Or a pair of polka-dot thigh-high stockings for anyone who loves the look of tights, but hates when they go all the way up to your bust. This sassy addition to your wardrobe will pair perfectly with everything from lingerie to skirts and dresses.
An asymmetric long velvet jacket to add some texture and layers to your ensemble, whether you’re rocking jeans at the park or a nice dress for a fall wedding.
A knit sweater dress you can effortlessly style up or down however you please. Flats, heels, a jacket, a belt — it’ll all look good.
An organza scrunchie perfect for spooky season — it’ll take that messy bun from slept-in to fabulous in seconds. No one will have any idea you didn’t brush your hair before work because they’ll be too busy fawning over your awesome hair accessory.
A lace-trimmed tunic for an easygoing, yet cute way to jazz up a pair of jeans or leggings.
A pair of combat boots you’ll probably be wearing everyday for the rest of the year. They go with everything, from dresses to skinny jeans, and are available in black or brown.
A lightweight sweater dress begging you to take adorable fall-themed photos in it. Pair it with some knee-high boots and you’re a fall fashion goddess.
A fringe blanket scarf perfect for chilly days of sitting at your desk or running errands. This will keep you looking effortlessly chic and, most importantly, feeling toasty warm.
A mock-neck sweater great for a more sophisticated look. Tuck it into some trousers or layer on a cute jacket with a miniskirt — this baby has endless possibilities.
A knee-length open cardigan so cozy you will feel like you’re being hugged every time you wear it (which is likely to be every single day). Throw it on over jeans and a tank and your look is automatically elevated.
An adorable pair of pumpkin earrings for adding a festive touch to your daily attire. Just pop these on with whatever you’re wearing and you’ll feel like a Halloween Queen.
A stylish wrap sweater to make you feel sassy and fashionable without sacrificing one bit of comfiness.
A sleeveless wide-leg jumpsuit because it’ll feel like you’re wearing pajamas all day, but with some cute shoes and accessories you’ll look totally on-point. And on cooler days, you can easily throw a denim jacket or blazer on over it.
An ultra-cozy faux-shearling pullover with pockets and a lapel collar so you can feel like you’re wrapped up in a blanket on chilly days while still looking cute, of course.
A velvet off-the-shoulder top and matching joggers for people who are obsessed with anything velvet (it me). This cute and comfy two-piece set takes all the work out of figuring out what to wear in the morning.
A fuzzy popcorn sweater that’ll make you want to run and find some changing leaves so you can have a full autumn photoshoot in it.
A sheer button-down tunic with endless styling possibilities, making it perfect for any fall plans. Wear it tied in the front, open and flowing, buttoned up, over a dress, with jeans — it’s basically the Swiss Army knife of clothing items.
A versatile off-the-shoulder wrap top perfect for wearing with any style bottoms — from sneakers and high-waisted pants to pumps and a midi skirt.
A sparkly, sheer mock turtleneck for a witchy-meets-glam look you’ll want to rock all season long. This top has tons of layering options, so you’ll pretty much never get tired of it.
A front-tie waffle-knit tunic that’ll pair great with your fave distressed jeans and booties.
A faux-layered sweater for a very Sabrina Spellman–esque look — and what could be better suited for fall than that? Imagine wearing this with some platform loafers. 😍
A Panama hat available in tons of color options — it’ll be the ultimate finishing touch to your apple picking attire.
Or a slouchy beanie if your style is a bit more casual. This will keep your head warm and give your outfit more of a grunge vibe.
An oversized knitted sweater vest for a preppy outfit piece that’ll make you look like a fashionable extra in the Gossip Girl reboot.
And a cable-knit two-piece set perfect for those cozy nights at home, when you want to feel cute and “put together” even though your only plans are rewatching Disney Channel Halloween movies and eating a caramel apple.
You thinking about all the cute fall outfits you’re about to wear: