23 Trending Fall Outfits for What to Wear This Season
Oh. My. Gosh. Fall is finally here, and I m more excited than a pumpkin spice latte addict on September 1st!
Let s face it, we ve all been there staring into our closets, surrounded by a sea of last year s trends, wondering if we can get away with wearing that same oversized sweater for the fifth year in a row. (Spoiler alert: you totally can, but let s spice things up a bit, shall we?)
I ve teamed up with some of the coolest fashion gurus in the biz to bring you the ultimate list of fall outfits that ll have you looking fresher than Taylor Swift s latest breakup anthem. We re talking cozy knits, statement boots, and layers that ll make you feel like a human burrito (in the best way possible).
So, grab your PSL, settle into your favorite reading nook, and let s dive into the 23 trendiest fall outfits for . Trust me, by the end of this list, you ll be more ready for autumn than a squirrel hoarding acorns.
1. The I Woke Up Like This Sweater Dress
Remember when we all thought wearing pajamas in public was a pandemic-only trend? Well, surprise! The comfort revolution lives on, and it s evolved into the sweater dress.
This season, it s all about that chunky knit life. Throw on an oversized sweater dress, pair it with some knee-high boots, and voila! You re basically wearing a socially acceptable blanket.
Pro tip: Add a wide belt to give yourself some shape, unless you re going for that sexy potato sack look. No judgment here!
2. The Leather Weather Ensemble
Channel your inner Sandy from Grease with this timeless fall staple.
A good leather jacket is like a fine wine it only gets better with age. Pair it with some dark wash jeans, ankle boots, and maybe a colorful scarf if you re feeling fancy.
Just remember, unlike Danny Zuko, you probably shouldn t wear this to climb through your crush s bedroom window. That s called breaking and entering, kids.
3. The Plaid Mad Look
Ah, plaid. The pattern that screams I might go apple picking later, or I might start a grunge band. Who knows?
This year, it s all about the shacket (that s shirt-jacket for the uninitiated). Layer it over a simple white tee, pair with some leggings and combat boots, and you re ready to take on everything from pumpkin patches to impromptu acoustic sessions.
Remember: The louder the plaid, the closer to fall fashion heaven.
4. The Monochrome Madness Outfit
Who says you can t wear one color from head to toe? Not , that s for sure!
Pick your favorite fall hue (might I suggest a rich burgundy or deep forest green?) and go wild. We re talking turtleneck, wide-leg trousers, maybe even a matching bag if you re feeling extra.
It s like being a walking, talking autumn leaf. Just try not to stand next to any trees you might blend in and scare some poor, unsuspecting jogger.
5. The Cardigan Comeback Look
Taylor Swift was onto something when she wrote an entire song about cardigans. They re basically like wearing a hug.
This season, go for a long, chunky cardigan in a fun fall color. Pair it with a simple white tee, your favorite jeans, and some ankle boots.
Perfect for those I m just running to the store moments that turn into impromptu photoshoots because you look that good.
6. The Blazer and Sneakers Combo
Business on top, party on the bottom. It s the mullet of outfits, but way chicer.
Grab an oversized blazer (bonus points if it s checked), throw it over a white tee and some bike shorts, then finish with chunky sneakers.
It s perfect for those days when you have a Zoom meeting at 9 and a pumpkin spice latte run at 10.
7. The Sweater Weather Ensemble
Is it even fall if you don t have at least one chunky sweater in rotation?
This year, pair your favorite cable-knit with some leather pants for that perfect cozy but make it fashion vibe.
Add some ankle boots and you re ready to crunch through those fallen leaves like you re the star of your own rom-com.
8. The Slip Dress Layering Look
Who says slip dresses are just for summer? Not us!
Layer a silky slip over a thin turtleneck, add some knee-high boots, and you ve got yourself a look that says I m ready for both a fancy dinner and a hayride.
Just maybe avoid the actual hayride. Silk and hay don t mix, trust me on this one.
9. The Jumpsuit Jubilee Outfit
Jumpsuits: For when you want to look put-together but also want to be able to nap at a moment s notice.
This fall, opt for a corduroy number in a warm autumnal shade. Layer a turtleneck underneath for extra coziness.
Bonus: It s basically like wearing a onesie in public. Fashion and function!
10. The Midi Skirt Magic Look
Midi skirts: Because sometimes you want to feel like a ballerina, but also want to be warm.
Go for a pleated style in a rich fall color, pair it with a cropped sweater and some ankle boots.
Add a beret if you re feeling extra fancy (or if you just want to pretend you re in Paris instead of raking leaves in your backyard).
11. The Shearling Showstopper Ensemble
Nothing says I m ready for fall quite like wrapping yourself in what is essentially a wearable sheep.
A shearling-lined jacket (denim or leather, your choice) is the perfect top layer for those crisp autumn days.
Pair it with a black turtleneck, some high-waisted jeans, and chunky boots. You ll be warmer than a freshly baked apple pie and twice as delicious-looking.
12. The Vest Obsessed Look
Vests: For when you want your arms to be cold but your torso to be toasty.
This fall, quilted vests are having a moment. Layer one over your favorite sweater, add some wide-leg jeans and loafers, and you re ready for everything from farmer s markets to football games.
Just don t be surprised if people start calling you Marty McFly. Embrace it. You look great.
13. The Turtleneck Takeover Outfit
Turtlenecks: Because sometimes you want to look chic, and sometimes you just want to hide your double chin. Win-win!
A ribbed turtleneck tucked into high-waisted plaid trousers is the fall equivalent of business casual but make it fashion.
Add some pointed-toe boots and gold hoops, and you re ready to take on the world (or at least that pumpkin spice latte line).
14. The Boho Chic Ensemble
For when you want to channel your inner Stevie Nicks but also stay warm.
A flowy maxi dress with a fall floral print, layered under a fringed suede jacket, is peak boho chic.
Add some ankle boots and a wide-brimmed hat, and you re ready to twirl through a field of wheat. Or, you know, the produce aisle at Whole Foods. Same difference, right?
15. The Cargo Pants Comeback Look
That s right, folks. Cargo pants are back, and they re better than ever.
High-waisted, slightly loose, and with enough pockets to carry your entire life (or at least your phone, wallet, keys, lip balm, hand sanitizer, snacks).
Pair them with a cropped turtleneck and some chunky sneakers for a look that says I could go on an impromptu hike, but I d rather just look like I could.
16. The Knit Set Ensemble
Because sometimes you want to be comfy AND match from head to toe.
A knit set (think cropped cardigan and high-waisted wide-leg pants) in a soft, fall-appropriate color is basically like wearing your favorite blanket out in public.
Add some white sneakers and a small crossbody bag, and you re ready for everything from Netflix marathons to brunch with the girls.
17. The Statement Coat Look
Because sometimes, you need your outerwear to do the talking.
An oversized coat in a bold print or unexpected color is the perfect way to make a statement this fall.
Layer it over an all-black outfit for maximum impact. It s like wearing a piece of art, except you can stuff your hands in the pockets and it keeps you warm.
18. The Leather on Leather Ensemble
For when you want to look like you just stepped off a motorcycle, even if the closest you ve been to one is your Peloton.
A leather shirt jacket paired with leather trousers (both in the same color for extra impact) is unexpectedly chic.
Break it up with a white tee and sneakers to avoid looking like you re auditioning for The Matrix: Fall Edition.
19. The Sweater Vest Revival Look
Grandpa chic is in, folks!
A patterned sweater vest (bonus points for argyle) layered over a crisp button-up is the perfect blend of preppy and cool.
Pair it with some wide-leg jeans and loafers for a look that says I have a 401k, but I also know all the words to drivers license .
20. The Prairie Dress Ensemble
Because sometimes you want to dress like you re starring in Little House on the Prairie, but make it fashion.
A high-necked, long-sleeved dress in a dark floral print is perfect for those I m a delicate flower but also don t mess with me vibes.
Add some lace-up boots and a leather jacket to avoid looking like you re actually churning butter in your spare time.
21. The Menswear-Inspired Look
Who says menswear is just for men? Not , that s for sure.
An oversized pinstripe suit (think blazer and wide-leg trousers) paired with a simple white tee and chunky sneakers is the perfect blend of masculine and feminine.
It s like borrowing clothes from your boyfriend s closet, except they actually fit and don t smell like Axe body spray.
22. The Elevated Athleisure Ensemble
For when you want to look like you just came from the gym, but the gym is actually Bergdorf s.
High-waisted leggings and an oversized hoodie get an upgrade with a long wool coat and designer sneakers.
Add a designer tote, and you re ready for everything from Pilates to pumpkin picking (just maybe not in that order).