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10 Fall Work Outfits 2023 To Wear On Repeat All Season Long

These days, no modern workwear wardrobe is complete without a masterfully minimal midiskirt. Lafayette 148’s pleated pick is classically chic, especially when styled with a simple crewneck sweater from Zara and Joseph’s bright white button-up. Or, err on the edgier side and sport Isabel Marant’s luxury leather style. The cherry on top? None other than the aforementioned Loulou Studio sweater. Transitional outerwear, such as Nili Lotan’s cropped wool jacket, a distressed leather jacket from Mango, and Toteme’s cinched-waist blazer, are essential to any fall work outfit. Styling-wise, we’re pairing the latter with Joseph’s new nine-to-five dress and a pair of pointed-toe boots from Staud. As for Mango’s outstanding offering, we’re wearing ours atop Victoria Beckham’s caramel-colored tweed skirt and with a pair of smoking loafers from Hereu to match.

When it comes to easy outfit elevation, a timeless trench coat is a closet classic for a reason. This fall, layer yours over Proenza Schouler White Label’s notable knit maxi dress. And to tie the entire fall work outfit together, complete the look in a pair of off-white booties from Aeyde and Khaite’s spacious work tote. Other tailoring essentials, like Everlane’s striped blazer, suit vests from J.Crew and Zara, and Nili Lotan’s cropped wool jacket, are not to be ignored either, pairing well with chic city sneakers, office-appropriate jeans, and so much more.

Below, 10 fall work outfits to wear on repeat all season long. Your working wardrobe has never looked so good!

The Pleated Midiskirt With a Chic Crewneck

Interested in the quiet luxury look? Style Lafayette 148’s pleated midiskirt with a chic crewneck from Zara and voila! Then, finish the fall work outfit with Toteme’s T-lock crossbody bag and a pair of knee-high boots from Everlane.


Baja cotton-poplin shirt

Lafayette 148

pleated A-line midiskirt


The Knee-High Banana Heel Boots


large grained-leather crossbody bag

The Cropped Wool Jacket With a Sleek Jean

Yes, you can wear jeans to the office–especially when they’re as sleek as this pair from Citizens of Humanity. Styling-wise, wear the denim staple with Nili Lotan’s cropped wool jacket and a pair of kitten heels from Toteme. DeMellier’s Vancouver tote is the ultimate work bag, while Sold.OutNYC’s plain white tee is an outfit addition you never knew you needed.

Nili Lotan

Maurine cropped jacket

Citizens of Humanity

Ayla baggy mid-rise jeans


The Iconically Soft Perfect Tee


The Sharp 50 patent-leather sling-back pumps


Vancouver grained-leather tote bag

The Distressed Leather Jacket With a Sleek Smoking Loafer

Lean into the autumnal aesthetic with Mango’s distressed leather jacket. Underneath, layer in Ralph Lauren’s striped button-up and Victoria Beckham’s tweed midiskirt. Meanwhile, a pair of smoking loafers from Hereu keeps this fall work outfit smart and stylish. We can’t forget about J.Crew’s minimalist handbag, either.


leather jacket worn effect

Victoria Beckham

wool-blend tweed skirt

Ralph Lauren

Capri striped cotton-poplin shirt


Juliol leather loafers


Berkeley bucket bag

Anni Lu

Chunky 24kt gold-plated hoop earrings

The Structured Bermuda Short With a Mary Jane

Consider yourself a non-midiskirt enthusiast? Find this pair of structured Bermuda shorts from Massimo Dutti instead. Styling-wise, pair the prized piece with Vince’s button-up cardigan and Acne Studios’ crisp white shirt. Mary Janes from The Row keep the look right on trend, while Staud’s black shoulder bag is the definition of understated elegance.

Acne Studios

organic cotton-blend poplin shirt

Massimo Dutti

wool-blend darted long Bermuda shorts

The Row

Boheme ballerina flats

Lié Studio

The Charlotte silver and glass hoop earrings

The Tuxedo-Like Vest With a Minimalist Maxi Skirt

It’s no secret that we’re investing in the suit vest this fall–and all eyes are on J.Crew’s tuxedo-like style. Wear the menswear-inspired It item with Reformation’s clean-lined maxiskirt and a pair of black pumps from Proenza Schouler. The Row’s Margaux handbag is a timeless tote; and same goes for everyday jewels from Agmes and Laura Lombardi.


slim-fit tuxedo vest


Cairo lyocell maxiskirt

Proenza Schouler

Quad leather pumps

The Row

Margaux 12 leather handbag

Laura Lombardi

round link chain necklace

The Notable Knit Dress With a Timeless Trench

A notable knit dress coupled with a timeless trench is the ultimate fall closet combination. Get started with Proenza Schouler White Label’s maxi and Mango’s khaki coat. Off-white accessories from Khaite and Aeyde are the perfect match, while dainty gold jewelry from Sophie Buhai and Ben-Amun help strike a subtle statement.

Proenza Schouler

knitted midi dress


waterproof double breasted trench coat


Amelia Medium leather tote bag

Sophie Buhai

Everyday Boule 18kt gold vermeil earrings

24k gold-plated link necklace

The Strong Suit With an Office-Appropriate Sneaker

A strong suit is the undeniable hero item in any modern workwear wardrobe–and this fall, we’re shopping Everlane’s striped style. Keep the closet combo cool, yet casual with a pair of office-appropriate sneakers from Loewe and Aesther Ekme’s slouchy shoulder bag.


The Oversized Blazer


The Way-High® Drape Pants


wool and cashmere crewneck sweater


Flow Runner nylon and suede trainers

Aesther Ekme

Sac bucket bag

Joolz By Martha Calvo

Libre gold-plated necklace

The New Nine-to-Five Dress With a Cinched Blazer

Let us introduce you to your new nine-to-five dress: Joseph’s tie-dyed maxi. For added coverage, style the best dress underneath Toteme’s cinched-waist blazer. Staud’s pointed-toe boots take the look to new heights, while Loewe’s Puzzle tote keeps it right on trend.


tie-dye turtleneck midi dress


double-breasted wool blazer


Cami leather knee boots


Puzzle shiny leather tote


pearl sculptural drop earrings


Wayfarer square-frame sunglasses

The Statement Red Sweater With a Fashion Flat

This fall, nothing is as statement-making as a hint of red–and Loulou Studio’s cashmere polo sweater, to be exact. Styling-wise, wear atop Isabel Marant’s leather midiskirt for a hint of edge. Then, finish the look off with a pair of fashion flats from Tory Burch and Alaïa’s embellished shoulder bag.

Loulou Studio

Aksi wool and cashmere-blend sweater

Isabel Marant Étoile

Breanne midiskirt

Bottega Veneta

Drop earrings


Eyewear oversized square-frame acetate sunglasses

The Tailored Trouser With a Kitten Heel

If you’ve yet to find the perfect pair of trousers, let this two-toned style from Zara be your first port of call. Not to mention that the modern workwear essential is the perfect match for an asymmetrical suit vest, also from the brand. Kitten heels from Aeyde add a ladylike touch, while The Row’s Park tote is a working wardrobe non-negotiable.


ZW Collection asymmetrical vest


ZW Collection straight leg pants


Melia leather point-toe pumps

The Row

small N/S Park tote

Jil Sander

sterling-silver hoop earrings

Kenneth Jay Lane

braided chain link necklace



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