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By now, you may be getting sick of your summer wardrobe and itching for the warm embrace of your beloved fall sweaters. But trust me, it’ll be February before you know it and you’ll be yearning for those very same pieces. So before you dive headfirst into a pile of flannel, take this moment to utilize the last dredges of your summer wardrobe—before it’s too late.

That means combining warm weather staples with your favorite fall fashion trends. Think: silk dresses with leather jackets, cable-knits over pleated skirts, or trench coats with mini dresses and a fall shoe. October is the month where you truly get the best of both wardrobes—with a little Spooky Girl™ action thrown in for good measure.

So before you pack away those tank tops and mini skirts, allow me to persuade you to keep them out just a little bit longer, with these extremely copyable October outfit ideas.


A Mini Dress and Trench Coat

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Save this outfit for those days when your heart says “trench coat <3" but the forecast says "mini dress <3." Trust me, there will be many of them.

An Anorak and a Slip Skirt

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When your usual aesthetic is starting to feel a little stagnant, reach for an unexpected combo to break up the creative gridlock. In this case, a gorpcore anorak and a sweet little silk skirt. It’s a crossover no one will see coming.

Pink and Camo

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As a proud Elder Emo, I’d be doing us all a disservice if I didn’t recommend this look to the masses. Pink and camouflage is one of the few Millennial-inspired looks that aged incredibly well and it’s my duty, as a Millennial, to take advantage of that fact.

Sweats and Sequins

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I, for one, will never get sick of this eclectic combo. There’s just something about the casual vibe of sweats and the dressiness of sequins that always, always, always looks chic in my professional opinion. And come October, the weather will finally be ripe for the playful combination.

A Leopard Coat and White Tee

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It’s finally time to break out your favorite statement coat! Yay! Let her shine by layering over the classic early 2000s model go-see look, aka a white tee and bootcut jeans.

The Return of the Blazer Dress

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That boxy blazer you’ve had on reserve for the last four months? It’s time to dust that baddie off. Pop it on pantsless with your highest heels for a makeshift mini dress moment.

The First Sweater Dress of Fall

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Thanks to our old friend global warming (sigh) you probably won’t get to touch your heavier knits until November this year… but loose-knit sweater dresses are fair game! Pair them with boots and a leather bag to nail that fall feeling.

Mix-and-Match Prints

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Fall neutrals are always the move (see previous photo) but don’t sleep on bold colors, either. When the same old leaf tones start to feel repetitive, layer up on polka dots and stripes in contrasting hues. It’ll add a necessary dose of excitement to your wardrobe.

Bermudas and a Blazer

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That being said, on days when basics just hit different, feel free to embrace that vibe. Your favorite summer shorts can be utilized to create a fall-appropriate ‘fit. Just style them with a suit jacket and flats.

A Cropped Trench

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At Cosmo, we love a long trench. But cropped styles should never—I repeat, never—be underestimated. They are just as versatile, with a fresher feeling (especially when styled with a pleated mini or wide-leg trousers).

Witchy Statement Tights

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Don’t forget: October is spooky season. I get it if you’re saving the orange and black for October 31, but you can still style the witchy vibe in a way that feels trendy, especially this month. Case in point: lace statement tights and a Wednesday-coded mini skirt.

A Leather Jacket and Maxi Dress

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As soon as the weather starts to chill, silk dresses become totally unwearable. But under a leather jacket, they can work for more temperate fall days. And let’s be honest, the mix of textures looks wildly chic.

Suede and Denim

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When October 1 hits, most people see pumpkins patches and apple picking. I, a fashion editor, see suede jackets and silk scarves. Wear both with a crispy button-down and a pair of jeans for an easy fall ‘fit that’s great for either of the aforementioned activities.

Updated School Uniform

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Consider this your reminder that past the age of 16, it’s actually cool for pleated skirts to be longer than fingertip length. Midi styles feel so runway—especially when worn with heeled sandals and a posh necktie.

A Dress Over Pants

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Happy dresses-over-pants season to all who celebrate (Ashley Tisdale, anyone?). Take full advantage by styling your most beloved summer dress over the jeans you’re most excited to break out.

Headshot of Kelsey Stiegman

Kelsey (she/her) is a freelance digital fashion editor and writer with a knack for turning top-performing content into top-selling content. She has extensive experience in editorial and e-commerce strategy, having worked in both divisions during her years at Seventeen and Bustle. With more than a decade of experience in digital media, she also offers creative and social media consulting, as well as copywriting services. She enjoys cheeseburgers, traveling, and vintage hauls. Follow her on Instagram at @klstieg.

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