Fall is here, fashionistas! Time to swap those flip-flops for boots and embrace the cozy vibes.
But let’s be real – autumn outfits can be tricky. One minute you’re sweating, the next you’re shivering like a Chihuahua in a snowstorm.
Fear not, my style-savvy friends! I’ve teamed up with some of the coolest fashion experts to bring you 19 aesthetic fall outfits that’ll have you looking like a pumpkin spice goddess.
From oversized sweaters to edgy leather jackets, we’ve got your back (and front, and sides). So grab your PSL, curl up in your favorite blanket, and let’s dive into these autumn lewks that’ll make even the trees jealous of your style.
Ready to turn heads faster than leaves change color? Let’s go!
Oversized Sweater and Leggings
PRETTYGARDEN Sweater VIEW ON AMAZON
Only Faith-Leggings VIEW ON AMAZON
Amazon Essentials Boot VIEW ON AMAZON
Ah, the classic oversized sweater and leggings combo – the sweatpants of the fashion world, but make it chic.
This look is perfect for those days when you want to feel like you’re wrapped in a warm hug, but still need to look somewhat put-together.
Choose a chunky knit sweater in a neutral tone like cream or beige. Pair it with your favorite black leggings (you know, the ones that have seen you through countless Netflix binges).
Add some ankle boots and voila! You’re ready to tackle everything from pumpkin patch visits to impromptu coffee dates.
Pro tip: Size up in your sweater for maximum coziness. You want it big enough to hide any evidence of that second slice of pie, but not so big you look like you’re drowning in yarn.
Plaid Shacket and Jeans
Generic Jacket VIEW ON AMAZON
Wander Agio Large Scarf VIEW ON AMAZON
TRENDSUP COLLECTION Boot VIEW ON AMAZON
Say hello to the shacket – the lovechild of a shirt and a jacket that’s taking the fall fashion world by storm.
This plaid wonder is the perfect layering piece for those “is it hot or is it cold?” autumn days. You know, when Mother Nature can’t make up her mind and you end up carrying half your wardrobe around.
Throw a red and black plaid shacket over a simple white tee and pair it with your favorite blue jeans. Add some brown ankle boots, and you’re ready to hit the pumpkin patch (or the bar, we don’t judge).
Bonus: If anyone asks why you’re wearing a shirt as a jacket, just tell them you’re being fashion-forward. They’ll either be impressed or confused, but either way, you win.
Leather Jacket and Midi Skirt
Athlemo Motorcycle Jacket VIEW ON AMAZON
Kate Kasin Skirt VIEW ON AMAZON
Calvin Klein Calf Boot VIEW ON AMAZON
Who says you can’t be edgy and elegant at the same time? This outfit laughs in the face of fashion norms.
Start with a sleek black leather jacket – your armor against both chilly breezes and boring style choices. Layer it over a burgundy turtleneck for a pop of autumnal color.
Now, here’s where it gets interesting. Pair these top pieces with a flowing black midi skirt. It’s like business on top, party on the bottom, but make it fashion.
Finish off with some ankle boots, and you’re ready to strut down the street like it’s your personal runway. Falling leaves as your confetti? Yes, please!
Remember: The key to pulling off this look is confidence. Walk like you own the sidewalk, and everyone will believe you do.
Chunky Cardigan and Mom Jeans
For G and PL Sweater VIEW ON AMAZON
GRAPENT Jeans VIEW ON AMAZON
Hanes T-Shirt VIEW ON AMAZON
Let’s take a moment to appreciate the comeback of mom jeans. Once the butt of fashion jokes (pun intended), they’re now the cool girl’s denim of choice.
Pair your favorite high-waisted, light wash mom jeans with a white tee for a clean base. Then, throw on a chunky knit cardigan in a fun fall color like mustard yellow.
This outfit says, “I’m comfortable, but I still have my life together.” It’s perfect for running errands, grabbing coffee, or pretending to be interested in your kid’s soccer game.
Add some white sneakers, and you’re good to go. Who said you can’t be cozy and stylish? Not us, that’s for sure.
Turtleneck Dress and Knee-High Boots
Pink Queen Dress VIEW ON AMAZON
MeiLuSi High Boot VIEW ON AMAZON
Channel your inner 60s fashion icon with this sleek and sophisticated ensemble.
A form-fitting turtleneck dress in a neutral shade like beige or camel is the star of this show. It’s like wearing a hug, but make it fashion.
Pair it with some brown suede knee-high boots, and suddenly you’re ready for everything from a fancy brunch to a night at the theater.
This outfit screams “I have my life together” even if you spent the morning trying to fish a sock out of your dog’s mouth. Fake it ’til you make it, right?
Pro tip: If you’re feeling extra fancy, add a statement necklace. Or don’t. The turtleneck is already making enough of a statement on its own.
Oversized Blazer and Bike Shorts
Lacozy Top VIEW ON AMAZON
CAMPSNAIL Biker Short VIEW ON AMAZON
Vostey Sneaker VIEW ON AMAZON
Who says bike shorts are just for, well, biking? Certainly not us fashion rebels!
Take a pair of sleek black bike shorts and pair them with a crop top. Then, throw on an oversized checked blazer. It’s like business on top, party on the bottom, but make it 2023.
Add some chunky white sneakers, and you’ve got an outfit that says, “I might have a board meeting, or I might be heading to the gym. You’ll never know.”
This look is perfect for those transitional fall days when the weather can’t make up its mind. Plus, it’s a great way to keep rocking those bike shorts even as the temperatures drop.
Remember: Confidence is key. Strut down the street like you’re on a runway, and no one will question your fashion choices.
Sweater Vest and Wide-Leg Trousers
KIRUNDO Trousers VIEW ON AMAZON
Verdusa Sweater VIEW ON AMAZON
Cole Haan Loafer VIEW ON AMAZON
Channeling your inner grandpa has never been so chic. The sweater vest is back, baby, and it’s here to stay.
Layer a fun patterned knit vest over a crisp white button-up shirt. Pair this with some high-waisted wide-leg trousers, and suddenly you’re serving serious “I summer in the Hamptons” vibes.
Slip on some loafers, and you’re ready to take on the world – or at least look really good while sipping your pumpkin spice latte.
This outfit is perfect for those days when you want to feel put-together but still comfortable. It’s like wearing pajamas, but make it fashion.
Pro tip: If anyone asks, tell them your style inspiration is “wealthy retiree with a secret wild side.” They’ll either be intrigued or terrified. Either way, you win.
Maxi Dress and Denim Jacket
ANRABESS Long Dress VIEW ON AMAZON
Kedera Jacket VIEW ON AMAZON
COSTHAT Necklace VIEW ON AMAZON
Who says maxi dresses are just for summer? Not us, that’s for sure.
Choose a floral maxi dress in autumnal colors like burnt orange, deep red, or mustard yellow. Layer it with a classic light wash denim jacket for that perfect “I just threw this on” look (even if you spent an hour deciding on accessories).
Add some ankle boots, and you’re ready to frolic through pumpkin patches or attend impromptu poetry readings in the park.
This outfit is perfect for those days when you want to feel like a free-spirited bohemian goddess, but also need to run errands and pick up the kids from soccer practice.
Remember: The key to pulling off this look is to twirl at least once every hour. It’s not just an outfit, it’s a lifestyle.
Monochrome Neutrals
EXLURA Blazer VIEW ON AMAZON
FUNYYZO Pant VIEW ON AMAZON
SANGTREE Sweater VIEW ON AMAZON
Who needs color when you can look this good in shades of beige?
Embrace your inner minimalist with an all-neutral outfit. Start with a cozy beige turtleneck sweater and pair it with some wide-leg trousers in a similar shade.
Top it off with a long coat in – you guessed it – another shade of beige. It’s like you’re wrapped in a warm latte, but make it fashion.
Accessorize with some gold jewelry to add a touch of glamour. After all, you’re not boring, you’re sophisticated.
This outfit is perfect for those days when you want to look put-together with minimal effort. It’s like the fashion equivalent of a capsule wardrobe – effortless, chic, and oh-so-Instagram-worthy.
Pro tip: If anyone asks why you’re dressed like a walking latte, just tell them you’re “embracing tonal dressing.” They’ll either be impressed or confused, but either way, you’ll look fabulous.
Printed Midi Skirt and Chunky Knit
ZAFUL Sweater VIEW ON AMAZON
Outoshe Maxi Skirt VIEW ON AMAZON
risdoada Boot VIEW ON AMAZON
Who says you can’t be cozy and fierce at the same time? Not us!
Take a walk on the wild side with a leopard print midi skirt. Pair it with a chunky cream-colored knit sweater for the perfect balance of sass and comfort.
Add some ankle boots, and you’re ready to tackle everything from office meetings to happy hour drinks. It’s business on the bottom, party on the top – the mullet of fall fashion, if you will.
This outfit is perfect for those days when you can’t decide between looking professional and feeling like you’re wrapped in a warm hug. With this combo, you don’t have to choose!
Remember: When wearing animal print, you are legally obligated to strut everywhere you go. I don’t make the rules, I just enforce them.
Corduroy Overalls and Turtleneck
ANRABESS Jumpsuit VIEW ON AMAZON
AMEBELLE Jumpsuit VIEW ON AMAZON
GNGXDHJR Earring VIEW ON AMAZON
Channel your inner kindergartener (but make it fashion) with this adorable ensemble.
Start with a pair of corduroy overalls in a rich fall color like dark green or burgundy. Layer a cream turtleneck sweater underneath for extra coziness.
Add some white sneakers, and you’re ready to hit the apple orchard or pretend you know how to carve a pumpkin.
This outfit is perfect for those days when you want to feel cute and comfortable, but also like you could potentially finger paint at any moment.
Pro tip: If anyone questions your fashion choices, just tell them you’re “embracing your inner child.” They’ll either think you’re quirky and cool, or they’ll slowly back away. Either way, you win.
Faux Leather Pants and Oversized Sweater
Who says you can’t be comfy and edgy at the same time? This outfit laughs in the face of fashion norms.
Slip into some sleek black faux leather pants – your legs’ new best friends. Pair them with an oversized cream cable knit sweater for that perfect “I just threw this on but still look amazing” vibe.
Add some pointed-toe boots, and you’re ready to conquer the world – or at least look really cool while getting coffee.
This outfit is perfect for those days when you want to feel like a badass but also like you could potentially nap at any moment. It’s the fashion equivalent of having your cake and eating it too.
Remember: The key to pulling off leather pants is to strut everywhere you go. Even if you’re just walking to the mailbox, make it a runway.
Midi Sweater Dress and Tall Boots
MEROKEETY Sweater VIEW ON AMAZON
Modatope Chunky Heel VIEW ON AMAZON
Say hello to your new favorite fall uniform.
A form-fitting ribbed midi sweater dress in a rich camel color is the star of this show. It’s like wearing a hug, but make it fashion.
Pair it with some tall brown leather boots, and suddenly you’re ready for everything from a fancy brunch to a night at the theater.
This outfit screams “I have my life together” even if you spent the morning trying to figure out if that milk in your fridge is still good. Fake it ’til you make it, right?
Pro tip: If you’re feeling extra fancy, add a wide-brimmed hat. Or don’t. The dress is already making enough of a statement on its own.
Flannel Shirt and Skinny Jeans
siliteelon Shirt VIEW ON AMAZON
Hard Tail Legging VIEW ON AMAZON
COASIS Boot VIEW ON AMAZON
Ah, the flannel shirt – the unofficial uniform of fall.
Embrace your inner lumberjack (but make it fashion) with an oversized red and black flannel shirt. Layer it over a simple white tee for that classic casual vibe.
Pair it with some dark skinny jeans and brown ankle boots, and you’re ready to hit the pumpkin patch or pretend you know how to chop wood.
This outfit is perfect for those days when you want to feel cozy and casual, but also like you could potentially build a cabin at any moment.
Remember: The key to rocking a flannel is to look effortless. If anyone asks, just say you “woke up like this” – even if you spent 30 minutes trying to achieve the perfect messy hair look.
Teddy Coat and Leggings
Who says you can’t wear your teddy bear? This coat begs to differ.
Wrap yourself in a plush beige teddy coat – it’s like wearing a warm hug all day long. Layer it over a black turtleneck for extra coziness.
Pair it with some sleek black leggings and white sneakers for the perfect balance of comfort and style.
This outfit is ideal for those days when you want to feel like you’re still in bed, but need to face the world. It’s like wearing your favorite blanket, but
