7 Fresh Ways to Style Loafers This Fall
How to make these classic shoes feel new for the season

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A fall wardrobe isn’t complete without a pair of loafers. The style has all the polish of a pump with the comfort of a flat, making it a great option for the 9-to-5, as well as days when you want to explore the city without any hiccups. What’s not to love?
When it comes to styling them for fall, you can’t go wrong with pairing a patent leather penny loafer with a V-neck sweater and equally soft denim. But the loafer is versatile, so use the season ahead to have some fun. To keep things fresh, lean into complementary textures. Pair a leather bomber jacket with a suede loafer pump or play with pops of color—berry red, citrine, and kelly green all work nicely with earthy neutrals.
Below, we break down all the ways to style loafers for fall, for work and beyond.
With a Tank Top and Slouchy Denim
During the early days of fall, when it’s not quite cold or too hot, layer a navy checkered shirt over a simple white tank and style them with a pair of slouchy black denim and suede horsebit loafers. Finish with the accessory of the moment: a tiny watch.

Gap Modern Tank Top
Now 45% Off
Credit: Gap

Citizens of Humanity Ayla Baggy Jeans
Credit: Citizens of Humanity

Madewell Easy Shirt
Credit: Madewell

Gucci Jordaan Soft Loafer
Credit: Gucci

Breda Virgil Watch
Credit: Breda
With a Maxi Skirt and a Leather Jacket
A maxi skirt is a workplace staple, but an asymmetric version can make your outfit more interesting. Embrace the longlines with an oversized button-down shirt. To complete the look, add a leather bomber jacket, but to keep it from feeling too heavy, soften the vibe with suede pumps and a woven accessory (this Tory Burch style comes straight from the fall runway).

Nili Lotan Aime Jacket
Credit: Nili Lotan

Matteau Cotton-Poplin Shirt
Credit: Matteau

Co Asymmetric Check Plaid Skirt
Credit: Co

Miu Miu Suede Loafers With Buckle
Credit: Miu Miu

Tory Burch Handwoven Basket Tote
Credit: Tory Burch
With a Quarter Zip and Stirrup Leggings
Not ready to part with your capris? We don’t blame you. Stirrup leggings offer the same comfort and sleek style, with the added benefit of extra warmth. For those who love an all-black look— stirrups are also great for adding visual depth. We’d pair them with smooth white loafers and a crisp T-shirt and add a leopard-print accessory for an unexpected fashion statement.

Guest In Residence Half Zip Turtleneck
Credit: Guest in Residence

Favorite Daughter Everyday Long Sleeve T-Shirt
Credit: Favorite Daughter

Commando Neoprene Stirrup Legging
Credit: Commando

Mango Leather Loafers
Credit: Mango

Saint Laurent Le 5 A 7 Hobo Bag
Credit: Saint Laurent
With a Long Coat and Satin Pants
A long, sweeping coat is exactly the type of glamour we’ve been craving. Fall is the perfect time to bring out the longer hemlines; to keep it from reading visually flat, play up the contrast in materials. We like the look of pairing a crepe jacket with silky pants, then adding an embossed loafer and vintage-inspired jewels.

Colleen Allen Twist Jacket
Credit: Colleen Allen

Ralph Lauren Turtleneck Sleeveless Sweater
Credit: Ralph Lauren

Vince Satin Straight Pants
Credit: Vince

Saint Laurent Le Loafer Cassandre Mules
Credit: Saint Laurent

Alexis Bittar Asterales Floating Vine Earring
Credit: Alexis Bittar
With a High V-Neck and Straight Leg Denim
Never underestimate the power of a cashmere knit and a pair of perfectly baby blue jeans. To shake it up a little, swap the crewneck for a high-V and your favorite white tee in a bold hue. Then tie the look together with classic penny loafers and a whimsical bag.

Leset Margo Tee
Credit: Leset

Khaite Callum Jeans
Credit: Khaite

J.Crew Cashmere High V-Neck Sweater
Credit: J.Crew

G.H. Bass Whitney Weejuns Penny Loafer
Credit: G.H. Bass

Chan Luu Tote Bag
Credit: Chan Luu
With an Oversized Turtleneck and Dark Denim
It doesn’t get more autumn-coded than slipping on a cozy, chocolate brown turtleneck and indigo denim. To break up the dark color palette, slot in a pair of colorful socks and slick two-tone aviators.

Massimo Dutti Wool Oversize Knit Sweater
Credit: Massimo Dutti

Agolde Rounded Baggy Jeans
Credit: Agolde

Éterne Classic Ribbed Sock
Credit: Éterne

Cos Moccasin Loafers
Credit: Cos

Tom Ford Bronson Sunglasses
Credit: Tom Ford
With a Pop of Color and a Funky Hat
Kelly green has been rising on our radar, and it should be on yours, too. Editors are obsessed with this bright color, which works surprisingly well with a rotating mix of grey, navy, and black separates within a cold-weather uniform. If you’re shy about trying out a bold color trend, an accessory is always a great entry point.

Les Vacances D’Irina Sailor Hat
Credit: Les Vacances D'Irina

Almina Concept Ribbed Wool Crewneck Sweater
Credit: Almina Concept

Theory Classic Straight Pant
Now 25% Off
Credit: Theory

Maison Margiela Tabi Loafers
Credit: Maison Margiela

Longchamp Le Smart XS Bucket bag
Credit: Longchamp
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