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30 Items

Pencil & Work Skirts

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30 Items
A woman in a black cowl-neck top and a black leather midi skirt poses against a plain white background, accessorized with sunglasses, a leopard-print clutch, and black heels.
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Full Midi Skirt in Faux Leather
Full Midi Skirt in Faux Leather
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Full Midi Skirt in Faux Leather
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Full Midi Skirt in Faux Leather
A woman in a mustard-colored bow-neck sweater and a dark brown leather pencil skirt stands with a dark handbag against a plain white background.
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Pencil Skirt in Faux Leather
Pencil Skirt in Faux Leather
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pencil Skirt in Faux Leather
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Pencil Skirt in Faux Leather
A woman in a taupe sleeveless top and matching midi skirt poses against a plain, light-colored background.
New
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Flare Maxi Skirt in Textured Crepe
Flare Maxi Skirt in Textured Crepe
Price reduced from $97.30 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Flare Maxi Skirt in Textured Crepe
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Flare Maxi Skirt in Textured Crepe
A woman in a plum ruffled blouse and plaid pencil skirt stands against a plain, light-colored wall, holding a dark tote bag and a blazer draped over her shoulder.
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Plaid Belted Midi Pencil Skirt
Plaid Belted Midi Pencil Skirt
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Plaid Belted Midi Pencil Skirt
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Plaid Belted Midi Pencil Skirt
A woman in a striped shirt and navy pleated skirt stands against a plain, light background.
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Pleated Midi Skirt in Satin
Pleated Midi Skirt in Satin
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pleated Midi Skirt in Satin
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Pleated Midi Skirt in Satin
A woman in a navy, white, and gray argyle knit top and pleated skirt stands against a plain, light gray background.
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Pleated Argyle Jacquard Sweater Skirt
Pleated Argyle Jacquard Sweater Skirt
Price reduced from to Price reduced from $169.00 to
Price reduced from to Price reduced from $169.00 to
Price reduced from to Price reduced from $169.00 to
Price reduced from to Price reduced from $169.00 to
Price reduced from to Price reduced from $169.00 to
Price reduced from to Price reduced from $169.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pleated Argyle Jacquard Sweater Skirt
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Pleated Argyle Jacquard Sweater Skirt
A woman in a patterned suit and heels stands holding a black handbag against a plain, light-colored wall.
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Houndstooth Full Midi Skirt
Houndstooth Full Midi Skirt
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Houndstooth Full Midi Skirt
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Houndstooth Full Midi Skirt
A woman in a red tweed skirt suit and black heels stands holding a black handbag against a plain white background.
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Pocket A-Line Skirt in Tweed
Pocket A-Line Skirt in Tweed
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pocket A-Line Skirt in Tweed
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Pocket A-Line Skirt in Tweed
A woman in a blue button-down shirt and pinstripe skirt stands against a plain white wall, holding a black handbag.
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Pinstripe Hardware Wrap Skirt
Pinstripe Hardware Wrap Skirt
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pinstripe Hardware Wrap Skirt
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Pinstripe Hardware Wrap Skirt
A woman in a black knit set with white piping stands against a plain white background, holding a clutch.
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Geo Jacquard Midi Sweater Skirt
Geo Jacquard Midi Sweater Skirt
Price reduced from $104.30 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
Price reduced from to Price reduced from $149.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Geo Jacquard Midi Sweater Skirt
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Geo Jacquard Midi Sweater Skirt
A woman in a light blue sleeveless shirt and a black pleated skirt stands against a plain white background, holding a black handbag.
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Belted Pleated Midi Skirt
Belted Pleated Midi Skirt
Price reduced from $111.30 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Belted Pleated Midi Skirt
Belted Pleated Midi Skirt
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Belted Pleated Midi Skirt
Belted Pleated Midi Skirt
A woman in a navy tweed skirt suit stands against a plain, light-colored wall, holding a black handbag.
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Patch Pocket A-Line Skirt in Tweed
Patch Pocket A-Line Skirt in Tweed
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Patch Pocket A-Line Skirt in Tweed
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Patch Pocket A-Line Skirt in Tweed
A woman in a floral skirt and dark top stands against a plain background, holding a brown handbag.
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Floral Midi Slip Skirt
Floral Midi Slip Skirt
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Midi Slip Skirt
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Floral Midi Slip Skirt
A woman in a burgundy knit set and black heels stands against a plain white background, holding a black woven bag.
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Pleated Button Midi Skirt
Pleated Button Midi Skirt
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
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A woman in a black blazer and leopard print skirt stands against a plain, light background, holding a black clutch.
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Animal Print Pencil Skirt
Animal Print Pencil Skirt
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
Price reduced from to Price reduced from $129.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Animal Print Pencil Skirt
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Animal Print Pencil Skirt
A woman in a brown top and a blue floral pleated skirt stands against a plain, light-colored background, holding a small brown handbag.
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Floral Pleated Midi Skirt
Floral Pleated Midi Skirt
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
Price reduced from to Price reduced from $159.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Pleated Midi Skirt
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Floral Pleated Midi Skirt
A woman in a mauve peplum jacket and pencil skirt stands against a plain white background, holding a brown clutch.
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The Pencil Skirt
The Pencil Skirt
Price reduced from $83.30 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
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A woman in a floral dress and sandals stands with a woven bag against a plain background.
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Floral Midi Slip Skirt
Floral Midi Slip Skirt
Price reduced from $97.30 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
Price reduced from to Price reduced from $139.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Midi Slip Skirt
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Floral Midi Slip Skirt
A woman in a beige argyle sweater and black slip skirt stands with her arms crossed against a plain, light-colored background.
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Bias Midi Slip Skirt in Satin
Bias Midi Slip Skirt in Satin
Price reduced from $54.94 to - Price reduced from $129.00 to
Price reduced from $109.88 to - Price reduced from $129.00 to Price reduced from (original $129.00) to
Price reduced from $109.88 to - Price reduced from $129.00 to Price reduced from $129.00 to
Price reduced from $109.88 to - Price reduced from $129.00 to Price reduced from $129.00 to
Price reduced from $109.88 to - Price reduced from $129.00 to Price reduced from $129.00 to
Price reduced from $109.88 to - Price reduced from $129.00 to Price reduced from $129.00 to
Price reduced from $109.88 to - Price reduced from $129.00 to Price reduced from $129.00 to
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bias Midi Slip Skirt in Satin
Bias Midi Slip Skirt in Satin
+
Bias Midi Slip Skirt in Satin
Bias Midi Slip Skirt in Satin
The Column Maxi Skirt in Fluid Crepe
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The Column Maxi Skirt in Fluid Crepe
The Column Maxi Skirt in Fluid Crepe
Price reduced from $76.30 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Column Maxi Skirt in Fluid Crepe
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The Column Maxi Skirt in Fluid Crepe
Seamed Pencil Skirt in Bi-Stretch
Best Seller
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Seamed Pencil Skirt in Bi-Stretch
Seamed Pencil Skirt in Bi-Stretch
Price reduced from $76.30 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Seamed Pencil Skirt in Bi-Stretch
+
Seamed Pencil Skirt in Bi-Stretch
The Pencil Skirt in Bi-Stretch
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The Pencil Skirt in Bi-Stretch
The Pencil Skirt in Bi-Stretch
Price reduced from $76.30 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Pencil Skirt in Bi-Stretch
+
The Pencil Skirt in Bi-Stretch
The Seamed Pencil Skirt in Bi-Stretch
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The Seamed Pencil Skirt in Bi-Stretch
The Seamed Pencil Skirt in Bi-Stretch
Price reduced from $76.30 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Seamed Pencil Skirt in Bi-Stretch
+
The Seamed Pencil Skirt in Bi-Stretch
A woman in a light blue button-down shirt, black pencil skirt, and black heels stands with a brown handbag, leaning against a plain white wall.
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The Seamed Pencil Skirt in Seasonless Stretch
The Seamed Pencil Skirt in Seasonless Stretch
Price reduced from $62.30 to - Price reduced from $68.60 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from (original $98.00) to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Seamed Pencil Skirt in Seasonless Stretch
The Seamed Pencil Skirt in Seasonless Stretch
+
The Seamed Pencil Skirt in Seasonless Stretch
The Seamed Pencil Skirt in Seasonless Stretch
Pocket Skirt in Ponte
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Pocket Skirt in Ponte
Pocket Skirt in Ponte
Price reduced from $76.30 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pocket Skirt in Ponte
+
Pocket Skirt in Ponte
Fluid Crepe Pocket Midi Skirt
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Fluid Crepe Pocket Midi Skirt
Fluid Crepe Pocket Midi Skirt
Price reduced from $83.30 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Fluid Crepe Pocket Midi Skirt
+
Fluid Crepe Pocket Midi Skirt
A woman in a striped blouse and black pencil skirt stands against a plain, light background.
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Ponte Pencil Skirt
Ponte Pencil Skirt
Price reduced from $62.65 to
Price reduced from to Price reduced from $89.50 to
Price reduced from to Price reduced from $89.50 to
Price reduced from to Price reduced from $89.50 to
Price reduced from to Price reduced from $89.50 to
Price reduced from to Price reduced from $89.50 to
Price reduced from to Price reduced from $89.50 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ponte Pencil Skirt
Ponte Pencil Skirt
+
Ponte Pencil Skirt
Ponte Pencil Skirt
A woman in a gray pencil skirt and black slingback heels stands against a plain white background.
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The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
Price reduced from $62.30 to - Price reduced from $68.60 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from (original $98.00) to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
Price reduced from $89.00 to - Price reduced from $98.00 to Price reduced from $98.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
+
The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
The Seamed Pencil Skirt in Seasonless Stretch — Curvy Fit
The Seamed Pencil Skirt in Bi-Stretch — Curvy Fit
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The Seamed Pencil Skirt in Bi-Stretch — Curvy Fit
The Seamed Pencil Skirt in Bi-Stretch — Curvy Fit
Price reduced from $76.30 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
Price reduced from to Price reduced from $109.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Seamed Pencil Skirt in Bi-Stretch — Curvy Fit
+
The Seamed Pencil Skirt in Bi-Stretch — Curvy Fit
The Flare Skirt in Fluid Crepe
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The Flare Skirt in Fluid Crepe
The Flare Skirt in Fluid Crepe
Price reduced from $83.30 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
Price reduced from to Price reduced from $119.00 to
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
The Flare Skirt in Fluid Crepe
+
The Flare Skirt in Fluid Crepe

SHOP STYLISH & SOPHISTICATED SKIRTS FOR WORK

Want to build out a chic professional wardrobe? A flattering work skirt is an office-ready closet essential that’s easy to pair with a wide range of tops and suiting separates. If you’ve been searching for high-quality business skirts, you’re in the right place. Create endless work outfits with Ann Taylor’s office skirts, available in an array of colors, prints and styles to meld perfectly with your professional look. Our pencil skirts and other sleek work skirts are tailored to fit and flatter your figure while keeping you ultra-comfortable at your desk and during meetings. From timeless pencil skirts to polished wrap skirts and perfectly feminine business casual skirts, we have go-to pieces to complement a professional work wardrobe. Shop Ann Taylor to find work skirts you’ll love wearing.

BUSINESS SKIRTS FOR THE OFFICE AND BEYOND

Show you mean business in and out of the office with Ann Taylor's irresistible collection of work skirts. Whether you're looking for classic seamed business skirts, elegant flare skirts or belted work skirts with clean, streamlined silhouettes, we’ve got you covered with plenty of chic options. These versatile office skirts can also be worn for your after-work plans. Easily switch up your accessories and footwear, or rock your office attire as-is for a flattering and feminine outfit that turns heads.

STYLING AN OFFICE SKIRT FOR EVERY DRESS CODE

Wondering how to style a fashionable workwear look with your new business skirt? Whether your workplace has a strict professional dress code or it leans more business casual, Ann Taylor has all the pieces you need to create a chic, office-ready outfit. We love wearing a sleek work skirt with a feminine work blouse in an eye-catching print. Finish off this classic pairing with heels or comfortable work shoes, some timeless gold or silver jewelry, and a streamlined blazer. Have more relaxed guidelines for your office attire? Switch it up with some playful pieces. Reach for a business casual skirt that features your favorite bold color or pattern, and choose a fashionable work sweater or cardigan to keep you perfectly cozy throughout the day. Shop Ann Taylor to find timeless work skirts you’ll love wearing now!
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