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Stylish and Comfortable Heels to Wear to Work

The Most Comfortable Work Heels For Fall

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You work hard enough. Give your feet a break. While many consider heels a nonnegotiable for the workplace, there are many chic ways to make that style choice a reality without killing all 10 of your toes — and your back at the same time. Sure, we love a sky-high stiletto moment, but if you're on your feet all day, running back and forth from your desk to meetings and maybe even outside for an appointment or two, they're not your friendliest choice when it comes to office footwear. If you're into a high heel, consider options with a bit more gravitas, like a chunky style or a more closed loafer silhouette. And, what's more, skinny heel lovers might want to choose something with fewer inches on them, like a kitten or ankle bootie.

Ahead, find five huge Fall shoe trends that also happen to be among the most comfortable work heels of the season.

1. Heeled Loafers

Go preppy with a pair of loafers — with a heel — this Fall. The closed-foot shape works wonders keeping your feet in place, allowing for a more comfortable way to wear everything from kitten heels to sky-high stilettos without fuss.

Image Source: Getty Images

2. Prada

Prada Block-Heel Logo-Jacquard Loafers ($900).

Image Source: matchesfashion.com
Prada Block-Heel Logo-Jacquard Loafers
$900
from matchesfashion.com
Buy Now

3. Leqarant

Leqarant Block Heel Loafer Pumps ($230).

Image Source: farfetch.com
Leqarant Block Heel Loafer Pumps
$230
from farfetch.com
Buy Now

4. Anthropologie

Anthropologie Harlow Loafers ($130).

Image Source: anthropologie.com
Anthropologie Harlow Loafers
$130
from anthropologie.com
Buy Now

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5. Gucci

Gucci Marmont Fringed Suede Loafers ($807).

Image Source: matchesfashion.com
Gucci Marmont Fringed Suede Loafers
$807
from matchesfashion.com
Buy Now

6. Short Block Heels

Whether you love a pump, slingback, or mule, shorter heels will nearly always equate to a more comfortable wear. Channel your grandmother's chic-as-anything workwear wardrobe when you slip into a pair of retro-looking short block heels this season.

Image Source: Getty Images

7. Loeffler Randall

Loeffler Randall Emi ($325).

Image Source: loefflerrandall.com
Loeffler Randall Emi
$325
from loefflerrandall.com
Buy Now

8. Chanel

Chanel Slingbacks ($875).

Image Source: chanel.com
Chanel Slingbacks
$875
from chanel.com
Buy Now

9. Margaux

Margaux The Heel ($245).

Image Source: margauxny.com
Margaux The Heel
$245
from margauxny.com
Buy Now

10. Raid

Raid Rumie Heeled Shoes ($48).

Image Source: asos.com
Raid Rumie Heeled Shoes
$48
from asos.com
Buy Now

11. Heeled Mules

If you're seeking a little more coverage on your foot (i.e. a way to steady yourself for running in heels) without going for a fully closed loafer style, consider the well-popularized mule style. It has a retro feel, but will easily take you from day-to-night — and keep those toes happy as well!

Image Source: Getty Images

12. J.Crew

J.Crew Sophia Kitten Heels ($148).

Image Source: jcrew.com
J.Crew Sophia Kitten Heels
$148
from jcrew.com
Buy Now

13. Club Monaco

Club Monaco Saydee Suede Pump ($298).

Image Source: clubmonaco.com
Club Monaco Saydee Suede Pump
$298
from clubmonaco.com
Buy Now

14. Cole Haan

Cole Haan Ophelia Mule ($150).

Image Source: shop.nordstrom.com
Cole Haan Ophelia Mule
$150
from shop.nordstrom.com
Buy Now

15. Mansur Gavriel

Mansur Gavriel 40mm Mules ($395).

Image Source: shopbop.com
Mansur Gavriel 40mm Mules
$395
from shopbop.com
Buy Now

16. Heeled Ankle Booties

There's no arguing that a classic ankle bootie is a wardrobe must-have for Fall, but consider kicking it up a notch this Fall by opting for a style of the heeled variety. With some slight elevation, it will quickly become your comfortable go-to for the office and beyond, all season long.

Image Source: Getty Images

17. Tibi

Tibi Theo Booties ($750).

Image Source: shopbop.com
Tibi Theo Booties
$750
from shopbop.com
Buy Now

18. & Other Stories

& Other Stories Leather Pointed Ankle Boots ($179).

Image Source: stories.com
& Other Stories Leather Pointed Ankle Boots
$179
from stories.com
Buy Now

19. Madewell

Madewell The Kelci Heeled Boot ($198).

Image Source: madewell.com
Madewell The Kelci Heeled Boot
$198
from madewell.com
Buy Now

20. Mango

Mango Heel Leather Ankle Boot ($80).

Image Source: shop.mango.com
Mango Heel Leather Ankle Boot
$80
from shop.mango.com
Buy Now

21. Kitten Heels

For a Grace Kelly-inspired look this coming Fall, seek a practical yet completely elegant kitten heel style. In pumps, slingbacks, and even sandals, it's the workwear shoe you need for those long days where you're going nonstop through the morning, noon, and night.

Image Source: Getty Images

22. Dior

Dior J'Adior Slingback Pump ($890).

Image Source: dior.com
Dior J'Adior Slingback Pump
$890
from dior.com
Buy Now

23. Charles by Charles David

Charles by Charles David Addie Pump ($100).

Image Source: shop.nordstrom.com
Charles by Charles David Addie Pump
$100
from shop.nordstrom.com
Buy Now

24. Manolo Blahnik

Manolo Blahnik Carolyne Kitten-Heel Flannel Pump ($745).

Image Source: neimanmarcus.com
Manolo Blahnik Carolyne Kitten-Heel Flannel Pump
$745
from neimanmarcus.com
Buy Now

25. Giuliva Heritage Collection + Le Monde Beryl

Giuliva Heritage Collection + Le Monde Beryl Venetian Pinstriped Wool Mules ($550).

Image Source: Net-a-Porter.com
Giuliva Heritage Collection + Le Monde Beryl Venetian Pinstriped Wool Mules
$550
from net-a-porter.com
Buy Now

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