58 Flawless Ways to Style the End of Summer

There's nothing we love more than a matching set.

There's nothing we want to wear more during the hot Summer months than an easy, breezy maxi.

This is how you do sporty — with cool kicks, great jeans, and jersey that still shows off your curves.

You can edge your way into Fall with a pair of pinstriped pants, but keep one foot firmly planted in Summer with a crop top.

Because what other time of year can you wear a fabulous hat like that?

A straw fedora and a pair of rubber wellies make this a downright adorable way to style your Summer day dress.

Fun and fabulous — she kept it quintessentially Summer with espadrilles and a beat-the-heat crop top.

This pair doubled up on sundresses and chic shades.

Susie Bubble went beyond your typical Summer dresses with bold pattern play and standout accessories.

Bold hoops bring glam to a basic mini and street-chic kicks.

This Summer style could ease right into Fall, thanks to a leather jacket and a perfect Autumn orange.

Make a slit skirt even sexier with a sheer top.

Bold jewels? Bright accents? And a little leather? Check, check, check!

Never be afraid to amp up the personality of a great dress with great accessories.

We don't know what we love more — her crop top, those pants, or that smile!

Who says white and black have to be boring? With a fringe-trimmed vest and bold jewels, she more than made up for any lack of bright color.

You don't have to fear being overexposed on top when you're this covered up on bottom.

The classics with a twist, thanks to a frayed, full skirt and a pair of on-trend pool slides.

Summer leather that defies the age-old fashion rule: never wear black and brown together. We love it.

If prints are your thing, double up with eye-catching patterns to give 'em a real taste of your personality.

Boxy proportions embolden an everyday outfit.

The totally nonbasic way to wear your Summer LWD.

Who says you can't do all black in the Summer — just add cool-girl kicks to take it to the next level.

Refresh your everyday dress with high-octane shades.

Black and white and never boring with long, fashion-forward layering tactics.

This creative top speaks to both the overall and the crop top trend.

A little texture goes a long way in this tone-on-tone look.

We adore Summer hats, especially when they look as sweet as this one.

Play it cool in a printed maxi that looks dressed up enough to get away with at dinner or a cocktail party — though you can most definitely wear flats.

Anya Ziourova found Summer's most ethereal little white dress.

Capitalizing on Summer stripes and a pop of bright red — a chic spin on Americana.

With easy polish and all the right colors, we'd wear this look again and again to the office.

The perfect way to get your prints in, in a big way.

Look no further than a standout dress with breathable details — you'll be best dressed from work to weekend all season.

When it's almost too hot to get dressed, less is more. Opt for a notice-me dress with subtle cutouts and a fresh fit.

Keep Summer trousers chic and easy, just like this.

Rethink your Summer whites with a timeless shirtdress and exotic sandals for a look that goes from work to weekend in a flash.

If you're not big on Summer brights, keep it classic and look for subtle ways to add your favorite colors, like so.

We tend to live in dresses like this, which go from Summer weddings to lazy beach days.

Just how we like our day dresses and sandals, with a touch more personality via embellishments and a little leopard print.

This bright, breezy dress screams, "Summer cocktail party." We'd be looking for reasons to wear it all season.

In our world, booties are a year-round staple. They help ground minidresses like this one and make the perfect festival-stomping footwear.

A slinky slip dress and flats are the perfect measure of fashion and function.

Capture the quintessential game of Summer with a cut baseball tee, then counter your sporty side with shoes that say, "Fashion."

Too shy to bare it all in a crop top? Just add a breezy vest or kimono for the right amount of coverage.

Mary Kate Steinmiller has your perfect work look solved — and it includes Birkenstocks.

Summer whites don't have to be predictable, especially when they come in sheer, oversize layers and chunky platforms.

The little white dress doesn't have to be demure: make yours downright cool with a fedora and an unexpected asymmetrical cut.

Equal parts sexy and easy, thanks to a longer hemline and lingerie-inspired lace.

There's nothing that feels more definitively summery than a breezy gingham dress (this one's a favorite of ours from Zara).

Beat the heat in a statement-worthy maxi, one that comes complete with smart cutouts.

Overalls aren't what they used to be, especially when they're paired with heels and Chanel.

A look that'll make the transition to Fall relies on neutral shades and sharp layers.

Just a look, and you know — her accessories make the outfit.

In case you missed it, the jumpsuit is back — and we're betting it'll be cropping up all Fall, too. Just finish with sandals now — dress it up with boots later.

We totally approve of her take on Summer denim.

Another testament to the fact that matchy-matchy ensembles are nothing like they were in our middle school days.

This Summer, the skater shoe became our go-to for hitting the streets — and beyond.