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No matter the occasion or season, there are always plenty of opportunities to wear a dress and, of course, an overwhelming amount of options from which to pick. And since there really is no bad time of year to invest in one, we’ve put together an edit of our favorite dresses you can shop this month. Check back every month for a new selection of styles, handpicked by Vogue.

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However you identify October, be it spooky or PSL season, here at Vogue Shopping, we like to think of it as the best month for dresses. There’s no question, the mood has officially shifted into fall as soon as the moment September comes to a close. It’s time to look forward to cooler temps and cozier fabrics, and this month’s edit has everything you’ll need for whatever’s on the agenda. There are seasonal prints in autumnal colors, knit styles to simplify styling those knee-high and over-the-knee boots, plus a few formal options to consider for your next event. Each silhouette in this edit is a perfect match for your fall wardrobe, there a handful of standout runway styles for those ready to jump on new-season trends. Shop all of the best dresses October has to offer, below.

Polka Dots, Please!

House of Dagmar’s maxidress brings modern, minimalist elegance to the polkadot dress with moments of sheer and a long, dramatic sash draped across the neck.

The Art of the Abstract

Johanna Ortiz offers a subtle way into the Western trend with this tie-dye silk dress printed with galloping horses. The tasseled scarf can be languidly draped over your shoulder, or easily removed for a more daytime look.

Johanna Ortiz

Mojave Trail tie-dyed wrap dress

Double the Knits, Double the Fun

The next best thing to a hug? Lemaire’s turtleneck dress which features built-in sweater sleeves that wrap around the waist.

Lemaire

belted turtleneck midi dress

Artful Draping

In fluid champagne silk, Tove created an understated yet still impactful evening look with its drapey maxidress.

Tove

Imre silk-blend maxi dress

The Floral Frock

Yes, spring 2025’s shows have been chock full of heavenly floral dresses. Here’s one you can wear right now.

Zimmermann

pleated puff-sleeve midi dress

The Ethereal Maxi

Float into fall in one of Chloé’s runway dresses. Just add over-the-knee boots!

Chloé

gathered silk georgette maxi dress

The Elegant Knit

Make a stylish yet understated statement with Altuzarra’s knit maxi. A draped collar is an effortlessly chic way to achieve an elegant look for fall.

The Autumnal Ode

Rodarte’s slinky gown nods to autumn with a dark rosette, and wash of dark florals.

The Tried-and-True

There’s a reason Victoria Beckham’s gathered midi comes back season after season. Try this deep navy shade for fall.

The Draped Dress

A personal favorite fall trend is all things draped. Helmut Lang does it just right with crewneck long sleeve top and asymmetric skirt in a soft jersey. The ultimate LBD.

Helmut Lang

draped asymmetric midi dress

The Printed Maxi

Looking for something ultra wearable to add to your dress rotation? Look no further than Favorite Daughter’s chocolate brown polka dot midi.

Favorite Daughter

Nita polka dot maxi dress

The Jewel Tone

Clean lines and a lustrous silk twill give Róhe’s emerald green maxidress unfussy sophistication. Wear it to your next event and keep accessories to a minimum to let the dress shine.

The Mighty Mini

Leopard spots are trending for fall, here’s a fun and fabulous way to wear the trend. For a mod touch, add knee high boots!

The Silk Shirtdress

Sleek and simple, let Cos’s collared midi take you from office to after dark.


Shop our favorite styles from September 2024.

Reworked Plaid

Jean Paul Gaultier’s take on a classic fall print is this graphic, body-hugging turtleneck midi.

Front to Back—Or Back to Front?

If you’ve ever thought to put on your dress backwards, Dries Van Noten did the work for you with this poplin mini.

The New Red

Khaite’s fall collection has landed! A standout in the dresses category is this clean-lined maxi made of silk gazar with a darted funnel neck. Just add heeled sandals!

In a Pinch

Modern brooches are a fun way to add interest to familiar silhouettes.

Smooth Like Butter

Soft tones bring a sense of lightness in the fall, like this pale yellow turtleneck maxidress which would still pair nicely with grey and black extras.

The Lace LBD

An easy-to-wear (and rewear!) addition to your occasions lineup.

The Runway-Inspired Slip

In a color we’ve been seeing everywhere this fashion week, this slip would pair nicely with a little cashmere cardigan and car coat. Heeled loafers complete the look.

Nip and Tuck

Ladylike dressing is having a moment. Lean into it with this box-pleat dress from Reformation which accentuates the waist without the need for a belt.

The Asymmetric Mini

Whether worn with over-the-knee boots a la Chloé (bonus points if you tuck the bottoms of the dress in!) or over trousers like a tunic, & Other Storie’s asymmetric style will have multiple purposes in your wardrobe.

The Dressed-Up Comfort

A micro-trend to know this fall? Draping. Toteme leads the charge with this stretch-jersey maxi that can be dressed up or down.

The Tweed Mini

Taking cues from ladylike jackets and collarless blazers, a tweed square-neck buttoned minidress is a must-have for transitional dressing. Wear it with bare legs now and tights later in the fall.

The Lace Trim

Faithfull the Brand applied vintage lace to this ’90s-inspired square-neck slip. Pleating in the front and back gives it a contemporary touch.

The Transitional Must-Have

Don’t know what to wear during these in-between days? You can’t go wrong with a sleeveless LBD. Altuzarra’s slightly gathered style with a touch of hardware make this option stylish and practical.

Altuzarra

Saralien jersey sleeveless maxi dress

The Checkmate

In various shades of red, here’s a (literally) dressier way to do plaid for early fall.

The Standout Sleeves

Bring Pieter Mulier’s fall/winter collection for Alaïa to life in your own wardrobe with this grey knit dress that incorporates those iconic faux fur trims we first saw on the runway.

Alaïa

faux fur-trimmed wool turtleneck midi dress

The Season’s Statement

Another runway find, Loewe cut-out, floral-printed maxidress includes a detachable half belt for a pleasant trompe l’oeil effect we’ve come to expect from Jonathan Anderson.

The Boho Chic

Take the bohemian trend into consideration for your evenings, getaways, or special occasions, with Chloe’s tiered ruffles that took the designer’s runway by storm.

Chloé

ruffled tiered pleated silk-crepon gown

The Reimagined Ruffle

Ulla Johnson takes idea of ruching up a notch by fashioning it in such a way that it looks like flowers vining up the seams. An elegant fall wedding guest dress that doesn’t appear demure—even in black.

Ulla Johnson

Bendetta frilled cotton maxi dress

The Printed Slip

While you could wear this with heels, we’d just as love to see this styled with a leather jacket—oversized, please!—and rugged moto boots.

Staud

Dinah floral-print crepe maxi dress

The Elevated Essential

While Jil Sander’s tie-front shirt dress is an investment, you won’t grow tired of its twist on the classic silhouette, and will be a welcome addition your all-year-round wardrobe.

Jil Sander

pinstripe cotton shirt dress

The New LBD

If you read “little black dress”—think again. Fall introduces us to us the little brown dress, a rich hue that nods to the runways and adds depth to your wardrobe.

Banana Republic

wool-blend scuba midi dress

The Fresh Prints

Debuted during Khaite’s fall 2024 runway show, this elegant high-neck silk dress offers an unexpected dose of print for the downtown cool minimalist brand.

The Scandi-Girl Midi

Ganni brings its playful sensibility to the drop-waist dress with this shiny gingham number. The fastening on the back ties in a sweet bowcore moment.

Ganni

shiny check jacquard midi dress

The Luxe Lace

Another fall runway trend we can’t get enough of? Lace and silk. Here, A.L.C. proves its appeal with a fluid, asymmetric design.

A.L.C.

Alessia satin and lace maxi dress

The Romantic Ruffles

We can easily see this worn at an engagement party. And with an open back, it’s the perfect opportunity to show off the last of your summer tan.

Siedrés

Muns ruffle-detailed georgette maxi dress

The Feels Like a Steal

Norma Kamali’s belted midi rings in under $300, a new-season no brainer!

Norma Kamali

belted stretch-jersey turtleneck midi dress

The Draped Day Dress

Elevate your office-ready midi with a fresh-for-fall check print and an in-season draped neckline. Just add boots!

Simkhai

Burke draped jersey midi dress


Shop our favorite styles from August 2024.

The Scarf Effect

Achieve an elegant look for weddings or special occasions in one fell swoop (literally) with an asymmetric neckline complete with a scarf-like sash.

Reformation

Rosalynn polka-dot maxi dress

The Draped Dress

Straight from Proenza Schouler’s fall 2024 runway comes this red-hot drapey jersey maxi. With long sleeves and a high neck, this dress is fall-ready.

The Checkmate

Dries Van Noten perfect prints season after season, and this oversized checked print is no exception. Consider it a stylish addition to any fall dress lineup.

Dries Van Noten

belted turtleneck midi dress

The Two-Tone Midi

The half ’n half summer dress trend isn’t going anywhere for the new season. Simkhai’s minimal-cool faux leather top and white pleated skirt combination midi is proof.

Simkhai

Arie strapless faux leather dress

The Autumn on the Mind

Leaf peepers will be sure to love Staud’s warm colored stripes in a luxuriously simple long-sleeve crewneck silhouette. Sweater dress season is calling!

The Ladylike Look

Complete with a pussy bow and voluminous sleeves, Self Portrait’s miniature polka dot dress provides an equally polished or professional look.

Self-Portrait

pleated polka-dot midi dress

The Modern LBD

You can never have too many black dresses, Source Unknown’s easy tank dress will be a hero in your everyday wardrobe.

The Statement White

Made from a stretchy jersey, 16 Arlington’s chalk white mididress is probably the most comfortable way to make a stylish statement.

The Fresh Prints

Those looking for a refreshing dose of print and color for the end of summer will love Zara’s multi-print silk dress with florals on the front and an abstract shapes on the back.

The One-and-Done

Sometimes there’s nothing better than a dress that gives the styling assist. Imitating a polo knit and pleated skirt combo, Altuzarra’s Delorme dress is the ultimate luxury for the “throw-on-and-go” minded.

The Simply Sophisticated

Why complicate things? In a soft to touch jersey and full, flowing skirt, Banana Rebublic’s maxi might be understated, but it shouldn’t be overlooked.

The Workhorse Shirtdress

Whether you’re heading back to school or back to the office, you’ll need a dress that works as hard as you do. Enter: Sacai’s khaki utility shirt dress with an exposed striped poplin.

3.1 Phillip Lim

pleated tie-belt shirtdress

The Fall Forward

For autumn’s weddings, cocktail parties, or date nights, Copenhagen based label Remain offers a lovely sheer burgundy maxi over the same wine-colored slip.

The Transitional Turtleneck

For those in-between days ahead, Proenza Schouler White Label’s sleeveless turtleneck achieves summer and fall in one silhouette.

Proenza Schouler White Label

Zola mock-neck maxi dress

The Broach the Subject

Calling all minimalists! Adding brooches to your blazers or outerwear began popping up in street style earlier this year. Anna Quan’s Adeline dress nods to the personality accessory with her Adeline dress.

The Lace Slip

In a soft buttercream silk, J.Crew’s lace-trimmed slip offers a vintage-inspired yet modern aesthetic. Styling tip: Wear it with a crewneck knit come fall.

The Knit Reintroduction

While it’s far too early for sweater dressing, Khaite’s Elio midi eases us back into the idea.

Khaite

Elio pleated wool-blend midi dress

The Autumnal-Hued Gown

For end-of-summer soirées, destination weddings, and any of fall’s occasions, Ulla Johnson’s pretty silk maxi features a bodice-hugging top and a flowing gown-like skirt.

Ulla Johnson

Ines floral-printed silk maxi dress

The Boho Darling

Starlettes from Sienna Miller to Zoe Saldana to Daisy Edgar-Jones have stepped out in Chloé’s latest collection from Chemena Kamali—and now you can, too.

The Sequined Stripe

We’re always here daytime sequins. Case in point: Cos’s sparkling stripe shift.

Cos

striped sequined slip dress

The Hot-off-the-Runway Halter Neck

We’re off to the races! Altuzarra’s fall 2024 collection (staged in the designer’s HQ in downtown New York) gives us something to look forward to wearing this fall: a painterly horse print in rich autumnal hues.

The Perfect Polka Dots

For end-of-summer fêtes, weddings, or summer nights, pick Mango’s polka dot maxi.

The Draped Dress

Make an elegant statement with Zara’s monochrome print midi. Try it with knee-high leather boots.

The Fashion-Forward

Leave it to Maximilian Davis to create an utterly cool option for the season: a chocolate brown long-sleeve midi with gold hardware details. Just add heels.

The Last Call for a Summer Frock

It’s never too late to add a touch of tie-dye to your summer wardrobe. It’s only the first of August, after all! Wear on it repeat through Labor Day weekend.

The Go-Everywhere Maxi

In floor-skimming floral-print satin, Ganni’s long-sleeve maxi is surprisingly versatile. There’s something effortless about sporting one with leather sandals and a shoulder bag for casual appeal, meanwhile, heels and a clutch transform it into a whole new look.

Ganni

floral-print satin maxi dress

The Subtly Detailed Dress

Leave it to Peter Do at Helmut Lang to bring excitement to the little black dress. This scarf hem intentionally exposes its white lining, an element any minimalist would appreciate.

The Printed Midi

Just in from Stella McCartney’s pre-fall 2024 collection, a wild animal print midi that roars fall.

Stella McCartney

zebra-print silk midi dress

The Modern Minimalist Tank

Add this black and white tank dress to your weekly rotation for an effortlessly chic update to your office or daily look.

The Fall-Ready Red

Yes, red is here to stay for another fall season. Jump on the trend early with Leset’s solid slinky style in the perfect shade.

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