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.
Joseph
Baja cotton-poplin shirt
Lafayette 148
pleated A-line midiskirt
Everlane
The Knee-High Banana Heel Boots
Totême
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
SoldOut.NYC
The Iconically Soft Perfect Tee
Totême
The Sharp 50 patent-leather sling-back pumps
DeMellier
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.
Mango
leather jacket worn effect
Victoria Beckham
wool-blend tweed skirt
Ralph Lauren
Capri striped cotton-poplin shirt
Hereu
Juliol leather loafers
J.Crew
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.
J.Crew
slim-fit tuxedo vest
Reformation
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
Mango
waterproof double breasted trench coat
Khaite
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.
Everlane
The Oversized Blazer
Everlane
The Way-High® Drape Pants
Prada
wool and cashmere crewneck sweater
Loewe
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.
Joseph
tie-dye turtleneck midi dress
Totême
double-breasted wool blazer
Staud
Cami leather knee boots
Loewe
Puzzle shiny leather tote
Mejuri
pearl sculptural drop earrings
Ray-Ban
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
Celine
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.
Zara
ZW Collection asymmetrical vest
Zara
ZW Collection straight leg pants
Aeyde
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