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Best Fall Shoes: Loafers, Slingback Heels & Pumps

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Fall shoes I'm into, from leather loafers to slingback heels and pumps. Black, brown and burgundy styles from Cole Haan, Steve Madden and more, with a note on each pair so you can find yours.
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Loafers

Leather loafers in black, brown and burgundy, from sleek flats to chunky lug soles. These are my go-to shoes with straight jeans, trousers and socks.

 
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Black leather moc-toe loafer with a sleek, slim profile. A polished pick for trousers and work outfits.
Leather Moc-Toe Loafer
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Black leather loafer with a soft, gathered look. A comfortable everyday flat from Steve Madden for jeans and trousers.
ROGER BLACK LEATHER
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Mahogany nappa leather loafer with a slim, almost slipper-like shape. A rich brown that adds warmth to fall outfits.
The James Loafer - Mahogany Nappa
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Black patent-style loafer with ruched detailing. A little more texture than a classic loafer, great with socks and straight jeans.
Lexi Loafers - Black
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Black calf penny loafer with a classic, structured shape. A timeless pick that dresses up jeans and works with trousers.
The Marlowe Loafer - Black Calf
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Deep bordeaux leather loafer. A burgundy pair is an easy way to bring fall color into jeans and neutral outfits.
THE LOLA LOAFER
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Dark burgundy croc-embossed loafer on a chunky lug sole. A Cole Haan pick that adds height and texture to fall outfits.
Women's Treena Lug Loafers
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Brown croc-embossed loafer with a gold bit detail and a lug sole. A rich neutral that goes with jeans, trousers and skirts.
Women's Grand Flex Fenella Loafers
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Glossy black loafer with a gold bit detail and a lug sole. A dressier take on the chunky loafer trend.
Women's Grand Flex Fenella Loafers
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Oxblood leather loafer with a buckle detail and a soft, flat sole. A comfortable burgundy flat for work and weekend outfits.
Women's Grand Ambition Alette Buckle Loafers
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Dark brown croc-embossed penny loafer on a lug sole. A classic loafer shape with extra texture for fall.
Gwendolyn Penny Loafer
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A leather penny loafer with a soft, gathered look, shown in black and dark brown. It's an easy flat for jeans and trousers.
ALOHAS | Aven Leather Loafers
 
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A black ruched loafer with gathered detailing across the front. A comfortable flat that looks good with straight-leg jeans.
Vegan Leather Ruched Loafers
 
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A classic penny loafer that comes in black and a warm tan. A polished flat to wear with trousers or jeans.
J.CREW - Winona Penny Loafers
 
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A tan suede penny loafer in a warm cognac tone. A soft texture that adds some color to fall outfits.
J.CREW - Winona Penny Loafers in Suede

Heels & Slingbacks

Slingbacks and pumps with kitten and mid heels in black, brown, beige and burgundy. A pointed toe and a comfortable heel height make these easy to wear to work and dinner.

 
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Burgundy python-embossed slingback with a low kitten heel. A fall color that works with neutrals and denim.
The Sofia Sling - Burgundy Python Embossed
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Brown suede slingback with a pointed toe and a kitten heel. A comfortable heel height for work outfits and dinners.
Bianka Slingback Pump
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Beige slingback with a black cap toe and a kitten heel. A classic two-tone pair that goes with almost everything.
The Colette - Dune and Black Nappa
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Black leather slingback with a 75mm heel and a pointed toe. A sleek pair for dresses, trousers and holiday parties.
Italian Leather Slingback 75mm Heel in Black
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Dark brown slingback pump with a pointed toe and a slim heel. A sleek, dressier option that pairs well with fall tailoring.
Samar Slingback Pump
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Black leather slingback pump with a slim kitten heel from Cole Haan. A clean, versatile heel for the office and dinners out.
Women's Hansell Slingback Pumps
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Cognac leather pump with a pointed toe and a mid heel from Cole Haan. A warm brown that works with fall neutrals.
Women's Truette Pumps
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