19 Early Fall Outfits Perfect Looks for the Seasons Start

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Sarah Koch

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Fall is here, fashionistas! Time to swap those flip-flops for booties and embrace the cozy vibes.

As a stylist who’s seen more seasonal transitions than pumpkin spice lattes at Starbucks, I’m here to spill the tea on early fall fashion.

Trust me, I’ve collaborated with everyone from A-list celebs to your next-door neighbor Karen (yes, that Karen) to nail these looks.

Ready to turn heads faster than leaves change color? Let’s dive into 19 early fall outfits that’ll have you looking hotter than a PSL on a crisp autumn morning!

Oversized Sweater and Leggings

Woman in oversized sweater and leggings for early fall outfit

Comfort meets style in this classic combo. It’s like wrapping yourself in a warm hug while still looking put-together. Add some ankle boots, and you’re ready to tackle everything from pumpkin picking to Netflix marathons.

Leather Jacket and Jeans

Woman in leather jacket and jeans for early fall street style

Channel your inner rebel with this timeless duo. It’s the perfect outfit for when you’re feeling a little edgy but still want to grab a PSL without judgment. Rock on, you caffeinated badass!

Midi Skirt and Turtleneck

Woman in midi skirt and turtleneck for sophisticated fall look

Embrace your inner sophisticate with this combo. It’s like saying, “I’m ready for fall, but I’m not quite ready to let go of my summer skirts.” The turtleneck keeps you warm while you pretend it’s still August.

Plaid Blazer and Straight-Leg Jeans

Woman in plaid blazer and jeans for casual chic fall outfit

Nothing says “fall” like plaid. Pair a plaid blazer with straight-leg jeans for that “I just threw this on, but I look amazing” vibe. It’s perfect for impressing your coworkers or that cute barista at your local coffee shop.

Sweater Dress and Knee-High Boots

Woman in sweater dress and boots for cozy fall fashion

Who says dresses are just for summer? This combo is like wearing a blanket, but make it fashion. Plus, those boots will have you strutting through fallen leaves like it’s your personal runway.

Denim Jacket and Maxi Dress

Woman in denim jacket and maxi dress for transitional fall style

Not ready to let go of your summer dresses? Throw a denim jacket over that maxi and boom – instant fall vibes. It’s like telling summer, “It’s not you, it’s me… but can we still be friends?”

Chunky Knit Cardigan and Slim Jeans

Woman in chunky cardigan and jeans for casual fall look

This outfit is like a warm hug from your grandma, but make it fashion. Perfect for those days when you can’t decide if it’s sweater weather or not. Spoiler alert: it always is.

Trench Coat and Ankle Boots

Woman in trench coat and ankle boots for classic fall style

Channel your inner detective with this classic look. It’s perfect for solving mysteries like “Where did all my summer clothes go?” and “Why do I suddenly crave everything pumpkin-flavored?”

Flannel Shirt and Leggings

Woman in flannel shirt and leggings for casual fall outfit

Embrace your inner lumberjack with this cozy combo. It’s perfect for apple picking, pumpkin carving, or pretending you know how to chop wood. Bonus points if you can grow a beard.

Shacket and Mom Jeans

Woman in shacket and mom jeans for trendy fall look

What’s a shacket, you ask? It’s the lovechild of a shirt and a jacket, and it’s here to solve all your layering dilemmas. Pair it with mom jeans for that “I’m cool, but I also might need a nap” vibe.

Utility Jumpsuit and Sneakers

Woman in utility jumpsuit for practical fall fashion

Who says you can’t be stylish while being prepared for anything? This outfit says, “I could fix a car or attend a fashion show, and I’m not telling you which one I’m doing.”

Corduroy Pants and Crop Top

Woman in corduroy pants and crop top for youthful fall style

Corduroy: it’s not just for your high school history teacher anymore! Pair these textured pants with a crop top for a look that says, “I’m embracing fall, but I’m not quite ready to cover my midriff.”

Leather Skirt and Chunky Sweater

Woman in leather skirt and chunky sweater for edgy fall fashion

Mix tough and soft textures for a look that’s as complex as your coffee order. It’s perfect for those days when you can’t decide if you’re feeling sweet or sassy. Why not both?

Turtleneck Bodysuit and Wide-Leg Pants

Woman in turtleneck bodysuit and wide-leg pants for sleek fall look

Sleek, chic, and ready to critique (your ex’s new girlfriend’s Instagram, perhaps?). This outfit is perfect for pretending you have your life together, even if you’re still eating cereal for dinner.

Silk Slip Dress and Leather Jacket

Woman in slip dress and leather jacket for edgy fall glamour

Who says you can’t wear your pajamas out? This combo is perfect for those “I woke up like this” days when you actually want to look good. Just don’t forget to actually change out of your real PJs.

Knit Set (Top and Skirt)

Woman in knit set for comfortable yet stylish fall outfit

It’s like wearing a blanket, but make it fashion. This matching set says, “I’m put together, but I also prioritize comfort.” Perfect for those days when you need to look good but feel like you’re still in bed.

Puffer Vest and Long-Sleeve Tee

Woman in puffer vest and long-sleeve tee for outdoor fall style

For when you want to be outdoorsy, but not too outdoorsy. This combo says, “I might go hiking, or I might just go to Starbucks. You’ll never know.”

Plaid Mini Skirt and Tights

Woman in plaid mini skirt and tights for preppy fall fashion

Channel your inner Cher Horowitz with this classic combo. It’s perfect for reliving your school days, minus the homework and crush drama. Unless you’re into that sort of thing.

There you have it, fashion lovers! 19 early fall outfits that’ll have you falling head over heels (preferably not literally, those leaves can be slippery).

Now go forth and conquer autumn like the style icon you are. And remember, if anyone questions your fashion choices, just tell them you’re making “fall-ternative” style choices. They’ll either laugh or walk away confused – it’s a win-win!

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