Don’t pack away your midi skirts and sandals just yet! Fall fashion doesn’t mean saying goodbye to your favorite summer staples. Trust me, you still need them! September has a funny way of feeling like fall on paper but summer in real life. You might wake up to crisp, cool mornings, and a few hours later you’re peeling off layers on a hot afternoon. That’s why transitional outfits are key. Light layers, an addition of fall colors, and a few easy swaps can take your favorite summer pieces straight into the new season. Honestly, fall is the best time to play dress-up because you get to mix the breezy staples you’ve been living in over the past few months with the cozy pieces you can’t wait to wear. And who doesn’t love a breezy-cozy mash up? Here are 10 pieces from summer to keep wearing and the perfect way to style them for fall’s inevitable weather-related mood swings.
EMIKO SATIN BOW MARY JANE FLATS, CHARLES & KEITH
BALLET FLATS
Ballet flats are the MVP of in-between weather. When it’s still warm enough that boots feel like overkill, these easy-to-slip-on shoes are a no-brainer. Just throw them on with your favorite jeans and a lightweight sweater, and you’re set. If you don’t already have a pair in your capsule wardrobe, it’s time to add a pair stat!
RUTH COTTON MIDI SKIRT, FAITHFULL
WHITE SKIRT
Your white cotton midi skirt doesn’t have to go into hibernation once summer ends….the fall season is actually the perfect weather for it. It’s breezy enough for those lingering warm afternoons but looks instantly chic when you pair it with fall’s cozier staples. Think: this season’s most coveted barn jacket tossed over your shoulders or your favorite fall blazer and tall boots to ground the look. It just might be your chicest look this season!
SATIN SLIP SKIRT, ARITZIA
SLIP SKIRT
A slip skirt is one of those styles that never really goes out of rotation…it just needs a quick styling update to make it work all year round. For fall, it’s as easy as swapping sandals for sneakers or ankle boots, then pairing it with a simple tee and a leather jacket. That combo instantly takes it from late summer to early fall without overthinking it. It’s sleek, effortless, and basically the definition of a go-to transitional outfit.
REMLY SANDALS, A. EMERY
SANDALS
I love to mix summer pieces with cozy fall styles – it’s one of my favorite ways to dress. And sandals + sweaters? Kind of my dream combo. It’s rare you can mix these styles but fall’s in-between weather is perfect for it. On warm days that lead to cool nights, all you need is that perfect cardigan added to your “summer” outfit to give it that fall vibe. And your favorite red sandals from summer? They can still be that go-to pair in your fall wardrobe.
IONA SHORTS, DOEN
SILK SHORTS
Silky shorts were such a summer favorite, and honestly, I’d hate to give them up just because the calendar says I should! The good news is, you don’t have to. They’re such a fun way to mix fall textures. Try pairing them with an oversized sweatshirt or cozy sweater, and suddenly those delicate shorts feel perfectly balanced and right for fall.
WIDE LEG JEANS
Wide leg jeans are one of those pieces that just work, no matter the season. They’re a good option all year round, but they feel especially fresh when fall rolls in. This year denim is all about rich browns, so why not swap your classic blues for a pair in fall’s favorite hue? Think tees and trench coats and suddenly you’ve got an outfit that feels timeless but still totally on-trend.
LE HIGH STRAIGHT LEG JEANS, FRAME
WHITE JEANS
White jeans aren’t just a summer fling: you can wear them all year round. The trick is all in how you style them. For fall, swap your breezy tanks for crisp button-down shirts and finish the look with leather loafers for that polished yet effortless vibe. I promise you’re not breaking any archaic “no white after Labor Day” rules. If anything, they look even chicer in the off season.
ARGENT TWILL VEST, CITIZENS OF HUMANITY
SUIT VEST
A suit vest is such a fun way to shake up your fall work wardrobe. Styled over your favorite tank top or even on its own for a sexier after-work vibe, it instantly elevates your look without feeling stuffy. Pair it with lightweight pants, and you’ve got a chic outfit that feels perfectly in step with the more serious tone of the season. I’m a huge fan of the suit vest and plan to wear it all year round!
PLEATED MINI SKIRT, CITIZENS OF HUMANITY
MINI SKIRT
Whether it’s a cutoff denim skirt or a little pleated mini, the mini skirt doesn’t need to disappear when fall arrives. Style it with knee-high boots and your favorite denim jacket, and you instantly transformed it from summer to fall. Keep the mini around as long as possible while the weather is still warm and show off those legs just a little bit longer!
ADLER PLEATED BERMUDA SHORTS, LOULOU DE SAISON
BERMUDA SHORTS
Bermuda shorts aren’t just a summer wardrobe staple: they can work any time of year if you style them right. They’re a great way to keep some of that summer ease alive while still giving your outfits a little fall style. Pair them with a frilly blouse, a cozy sweater or throw on a lightweight jacket for those in-between days. It’s an easy, laid-back way to make your summer favorites feel fresh all season long.
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