Back to Work: An Expert’s Tips for Fall Office Dressing
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Break out your pleated trousers and trim blazer. The earthy, cool scent of fall is in the air, and with it that renewed desire for soft layers and sharp tailoring. While we still support finding creative ways to carry your summer linens into cooler weather, you’ll want the best fall work outfits to carry you from the last jacket-free days in September (the season officially starts September 23) all the way into your post-Thanksgiving power meetings.
For Rickie De Sole, women’s fashion director at Nordstrom, refreshing your wardrobe doesn’t mean starting from scratch. She suggested slowly bringing in new pieces with attention to material and fit. “Once you figure out which brands fit your body and style best, you can return to them each season to continue building a confident, foundational work wardrobe that becomes easy to coordinate and cycle through,” she says. “Workwear is an investment, so spend some time figuring out what you like, and your closet will naturally build and gain staying power.”
On the Fall/Winter 2023 runways, suiting and a general desire for pragmatic dressing were apparent in the collections of both major labels like Saint Laurent and the Row and smaller operations like Eudon Choi and Luar. Bode’s womenswear debut was chock-full of comfortable yet slightly quirky workwear ideas. Translate their design ideas to your IRL office wardrobe by mixing the classic pieces you already own with ballet flats, sharp-shouldered coats, and oversize button-downs.
Fall work outfit inspiration isn’t limited to the runway, either; it can also come from the women around you. “I used to work at Prada early in my career and learned so much from the women who I worked with there. The office uniform was a great skirt—think printed or tactile fabrics—a simple knit, and high heel or brogue,” De Sole says. It’s a uniform that has stuck with her to this day, and one of her go-to suggestions for feeling put-together.
Read on for more of the best fall work outfits, along with some fresh shopping options to try each one.
The Skirt Suit Outfit
This fall, it's all about the denim skirt. This simple staple plays well with classic fall pieces like tall leather boots and a structured bag.
Asymmetric Denim Skirt
Here's a denim skirt with an unusual twist, courtesy of an asymmetric hemline.
Asymmetric Denim Skirt
zara.com
$69.90
ZaraDallas 45 Boots
A knee-high western boot in rich suede is the perfect complement to a long denim skirt.
Dallas 45 Boots
mytheresa.com
$1380.00
KhaiteThe Unexpected Classic Outfit
Even if you're inclined to stick with the classics, try mixing things up with an unexpected take, like a tank with an unusual shape.
Crepe Blazer
Toteme's sleek blazer has a long, relaxed silhouette.
Crepe Blazer
net-a-porter.com
$870.00
net-a-porterWhite "RaceHer" Ribbed Halter Tank
This isn't your average tank. An unusual shape makes it a standout.
White "RaceHer" Ribbed Halter Tank
ngsley.com
$180.00
K.ngsleyThe Double Denim Outfit
You may be used to wearing your favorite pair of jeans to work, but take things up a notch by styling it with a coordinated (or contrasting) denim trench. Try tailored silhouettes to keep the look streamlined.
Oversized Denim Trench Coat
A denim trench will quickly become your unexpected go-to.
Oversized Denim Trench Coat
madewell.com
$178.00
MadewellJeans
Straight-leg jeans work for the weekend and work meetings.
Jeans
stillhere.nyc
$260.00
Still HereThe Contrast Study Outfit
Take a chance to play with opposing ideas — that could mean contrasting colors, tight and loose silhouettes, and slick and textured materials. When put in opposition, pieces feel fresh.
Libo Textured-Leather Lacket
A minimalist leather jacket is a classic piece you'll own for years to come.
Libo Textured-Leather Lacket
net-a-porter.com
$1900.00
Net-a-PorterFeather Weight Pleated Pull On Skirt
Soft, subtle pleats add a sense of movement to your signature style.
Feather Weight Pleated Pull On Skirt
tibi.com
$495.00
TibiThe Cool Coordination Outfit
Don't be afraid to lean into bold prints. A coordinated skirt and top set in a graphic design will instantly stand out.
Friisi Seireeni cotton blouse
A short-sleeve button down works between seasons.
Friisi Seireeni cotton blouse
marimekko.com
$350.00
MerimekkoLiseeni Osteri Skirt
A long skirt with coordinated graphics can be worn with a coordinating top or on its own.
Liseeni Osteri Skirt
marimekko.com
$495.00
MerimekkoThe Shorts Style Outfit
While the weather is still warm, try breaking out a pair of long shorts that can be styled with your classic work pieces.
Oversized Button-Down
A crisp button-down with an oversized fit toes the line between casual and elegant.
Oversized Button-Down
chavastudio.com
$355.00
Chava StudioBelted Baggy Women's Shorts
Black denim shorts have a slightly dressier feel than classic blue denim.
Belted Baggy Women's Shorts
levi.com
$69.50
Levi'sThe Pop of Color Outfit
Rich earth tones are staples for fall, but break them up with the a jolt of bold color via a skirt or dress.
Sidney Dress
A bright dress that's perfect for parties, but can be styled with a blazer or coat for the office, too.
Sidney Dress
matchesfashion.com
$1343.00
MatchesfashionCroc-Effect Boots
Croc-effect boots are an elegant addition to the classic work wardrobe that can be styled with your vibrant pieces.
Croc-Effect Boots
mytheresa.com
$765.00
MytheresaThe Black Revisited Outfit
Bring head-to-toe black back into the picture via unexpected pieces like a sweeping dress, structured bag, and trim blazer.
Gunther Bag
A statement bag that's still understated.
Gunther Bag
destree.com
$760.00
DestreeTweed Blazer
Found: a classic black blazer in rich tweed.
Tweed Blazer
mango.com
€79.99
MangoThe Borrowed from the Boys Outfit
Explore tailored silhouettes and wardrobe staples traditionally designed to be worn by the male counterparts in the office. If a tie is too much, try a sharp jacket.
Wool Car Coat
A sleek jacket that you'll be able to wear through fall and winter.
Wool Car Coat
filippa-k.com
$760.00
Fillipa KMax Leather Lace-Up Ankle Boots
Lace-up ankle boots that you'll be able to wear with jeans or formal trousers.
Max Leather Lace-Up Ankle Boots
modaoperandi.com
$595.00
Moda OperandiThe Sporty and Soft Outfit
Ballet flats remain a favorite trend for fall. To balance out their inherent daintiness, try styling with casual sporty pieces like an oversized sweatshirt.
Logo Cotton Sweatshirt
A minimalist sweatshirt that's cool enough to wear to the office.
Logo Cotton Sweatshirt
mytheresa.com
$650.00
MyTheresaBlair Flats
Classic ballet flats that you can wear to work or for special occasions.
Blair Flats
shopbop.com
$315.00
ShopbopThe Sporty and Sleek Outfit
Contrast tailored pieces with unexpected accessories like a pair of sporty sunglasses or a vintage bag in a fun color or material.
The Sculpted Vest
Classic, sleek, and elegant — a vest that makes suiting feel fresh.
The Sculpted Vest
shopattersee.com
$495.00
AtterseeBlack Linea Rossa Cutout Sunglasses
Sporty accessories are an easy way to dress down tailored staples.
Black Linea Rossa Cutout Sunglasses
ssense.com
$360.00
SsenseThe Oversized Attitude Outfit
Think big! Large-format prints and an oversized bag are easy ways to have fun with fashion while still keeping your look office appropiate.
Polka-Dot Wool-Blend Sweater
Funky oversized polka dots make a splash, especially when styled back to classic tailoring or casual jeans.
Polka-Dot Wool-Blend Sweater
mytheresa.com
$1250.00
MytheresaPaseo Leather Tote Bag
Oh the things you'll be able to carry with you in an extra large tote.
Paseo Leather Tote Bag
saksfifthavenue.com
$3850.00
SaksThe Pastel Hues Outfit
Don't keep springy pastels corralled into the first few months of the year. Break out bright pinks and purples for fall, especially layered together.
Straight-Leg Pants
Comfy cotton pants make everyday dressing a breeze.
Straight-Leg Pants
net-a-porter.com
$390.00
Net-a-PorterWomen's XC-72 Sneakers
Sneakers with little pops of pink or purple are an easy way to bring more color into your look.
Women's XC-72 Sneakers
saksfifthavenue.com
$120.00
SaksThe Dress Over Jeans Outfit
Breathe new life into your everyday denim by getting clever with your collection of staples. A dress or miniskirt worn over your favorite jeans has the power to make old standbys feel fresh.
Check Suiting Mini Dress
Ganni's Scandi-cool checkered dress is a welcome pop of color to fall dressing.
Check Suiting Mini Dress
shopbop.com
$445.00
ShopbopThe Perfect Vintage Wide-Leg Jean
Relaxed denim is an addition to your closet that you'll be able to wear dozens of ways.
The Perfect Vintage Wide-Leg Jean
madewell.com
$128.00
MadewellThe Summer-to-Fall Outfit
Transition your favorite summer dress to the new season by styling it with classic cool-weather staples like boots and a blazer. Mix summer materials like linen and light cotton with richer, heavy-duty materials to make it work.
Brynn Blazer
A classic preppy blazer in classic fall plaid.
Brynn Blazer
jcrew.com
$348.00
J.CrewSiera Dress
A lightweight linen dress can make the transition from summer to fall.
Siera Dress
matchesfashion.com
$498.00
MatchesfashionThe Sleek and Soft Outfit
Fall is all about texture, so dive in headfirst by testing out a mix of materials like silk and velvet. Together, they'll create instant contrast.
Double-Breasted Velvet-Jacquard Coat
Rich texture and a bold print make this coat the perfect fall statement piece.
Double-Breasted Velvet-Jacquard Coat
net-a-porter.com
$3490.00
net-a-porterSatin Bias Pant
Behold! The sleek, soft embrace of pajama-like silk pants.
Satin Bias Pant
vince.com
$325.00
VinceThe Creatively Layered Outfit
Try a fresh take on layering by throwing a mesh long-sleeve top on under a cropped or short-sleeve sweater.
Dianna Stretch Cashmere Cardigan
A short-sleeve sweater is a transitional piece that you can wear solo or with other pieces.
Dianna Stretch Cashmere Cardigan
nordstrom.com
$780.00
NordstromMesh Top
A transparent top makes for a great layering piece.
Mesh Top
net-a-porter.com
$288.53
net-a-porterThe Reimagined Classic Outfit
For fall, take staples like trousers and a blazer and reimagine them by swapping in a remixed silhouette.
Belted Blazer
A belted blazer takes a traditional silhouette and turns it on its head.
Belted Blazer
nordstrom.com
$179.00
NordstromTapered Leather Trousers
Sleek leather trousers contrast the tactile feel of fall textures like cashmere and wool.
Tapered Leather Trousers
toteme-studio.com
$1500.00
TotemeThe transparent Silhouette Outfit
transparent, crochet pants may not seem like they'd pass HR approval at the office, but for casual or creative settings, they can be a great layering piece that doesn't show too much skin. Try wearing them with chunky boots and fall layers like an oversized blazer, shirtdress, or tunic top.
Lucy Crochet Cotton Pants
Crochet pants for the office? Yes, it's possible.
Lucy Crochet Cotton Pants
modaoperandi.com
$550.00
Moda OperandiLeather Ankle Boots
A boot that can toughen up tailored pieces or a fancy dress.
Leather Ankle Boots
net-a-porter.com
$1490.00
net-a-porterThe Jolt of Color Outfit
Fall may be the season of neutrals, but don't give in. Bright accessories like a bold statement bag and an eye-catching pair of heels bring summer energy into cooler months.
Iconic Top Handle
A structured statement bag that can bring color to even the simplest ensemble.
Iconic Top Handle
ferragamo.com
$2400.00
FerragamoBegum Pumps
Put your fanciest foot forward at the office.
Begum Pumps
net-a-porter.com
$1220.00
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