Flattering Skirt

Discover the perfect flattering skirts at Ann Taylor, designed to enhance your silhouette with elegance and comfort. From chic A-line styles to sophisticated midi lengths, these versatile pieces effortlessly transition from day to night, making them essential additions to your wardrobe.

Show 167 Results
Striped A-Line Skirt in Tweed
129.00
43.95
$43.95
$129.00
EXTRA 60% OFF! PRICE AS MARKED.
Feather
Ribbed Flare Sweater Dress
229.00
78.00
$78.00
$229.00
EXTRA 60% OFF! PRICE AS MARKED.
Bias Flare Maxi Skirt
149.00
49.95
$49.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
Plaid Crew Neck Midi Dress
New
179.00
99.00
$99.00
$179.00
STYLE STEAL!
Blue Plaid
Weekend Floral Wrap Skirt
119.00
83.30
$83.30
$119.00
30% OFF. PRICE AS MARKED.
Night Sky
Floral A-Line Skirt in Linen
149.00
48.00
$48.00
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
Dream Blue
Sequin Embellished Maxi Skirt
198.00
64.00
$64.00
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
Night Sky
Embroidered Column Midi Skirt
159.00
50.00
$50.00
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
Hardware Embellished Wrap Midi Skirt
129.00
42.00
$42.00
$129.00
EXTRA 60% OFF! PRICE AS MARKED.
Winding Ivy
The Clean Midi Skirt in Linen
129.00
42.00
$42.00
$129.00
EXTRA 60% OFF! PRICE AS MARKED.
Haven Well Within Linen Drawstring Midi Skirt
148.00
103.60
$103.60
$148.00
30% OFF. PRICE AS MARKED.
Weekend Eyelet A-Line Skirt in Linen Blend
129.00
42.00
$42.00
$129.00
EXTRA 60% OFF! PRICE AS MARKED.
Terra Toscana
109.00
76.30
$76.30
$109.00
30% OFF. PRICE AS MARKED.
Haven Well Within Ottoman Rib Pencil Skirt
88.00
61.60
$61.60
$88.00
30% OFF. PRICE AS MARKED.
Haven Well Within Cotton Crochet Scalloped Midi Skirt
148.00
103.60
$103.60
$148.00
30% OFF. PRICE AS MARKED.
Haven Well Within Woven Nylon Pleated Active Skort
78.00
54.60
$54.60
$78.00
30% OFF. PRICE AS MARKED.
Weekend Tie Strap Midi Dress
179.00
60.00
$60.00
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
Terra Toscana
Paisley A-Line Skirt in Satin
New
149.00
104.30
$104.30
$149.00
30% OFF. PRICE AS MARKED.
Popcorn B
Animal Print Pencil Skirt
Best Seller
129.00
90.30
$90.30
$129.00
30% OFF. PRICE AS MARKED.
Cafe Au Lait B
Patch Pocket A-Line Skirt in Tweed
New
129.00
90.30
$90.30
$129.00
30% OFF. PRICE AS MARKED.
Navy White Tweed Combo
The Tailored Pencil Skirt in Fluid Crepe
New
109.00
76.30
$76.30
$109.00
30% OFF. PRICE AS MARKED.
The Pleated Midi Skirt in Seasonless Stretch
New
139.00
97.30
$97.30
$139.00
30% OFF. PRICE AS MARKED.
Belted Pleated Midi Skirt
New
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
Purest Plum
Plaid Pleated Skirt
New
139.00
97.30
$97.30
$139.00
30% OFF. PRICE AS MARKED.
Blue Plaid
Floral Midi Slip Skirt
New
139.00
97.30
$97.30
$139.00
30% OFF. PRICE AS MARKED.
Sail Cloth
Floral Midi Slip Skirt
New
139.00
97.30
$97.30
$139.00
30% OFF. PRICE AS MARKED.
Cheerful Blue-Ww
Horsebit Full Denim Skirt
New
149.00
104.30
$104.30
$149.00
30% OFF. PRICE AS MARKED.
Bright Medium Stone Wash
Floral Pleated Midi Skirt
New
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
Cheerful Blue
Scalloped Trim Lace Midi Skirt
New
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
Ocean Oasis
Pleated Button Midi Skirt
Best Seller
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
Pleated Midi Skirt in Satin
Best Seller
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
Weekend Floral Paperbag Midi Skirt
159.00
111.30
$111.30
$159.00
30% OFF. PRICE AS MARKED.
Cool Sesame
Full Midi Skirt
149.00
30.00
$30.00
$149.00
BEST DEAL!
Ribbed Midi Sweater Skirt
$48.00 -
$49.95
$49.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
Crystal Lavender
Yellow Multi
Striped A-Line Sweater Midi Skirt
149.00
49.95
$49.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
The Pencil Skirt
New
119.00
83.30
$83.30
$119.00
30% OFF. PRICE AS MARKED.
The Windowpane Pencil Skirt
New
129.00
90.30
$90.30
$129.00
30% OFF. PRICE AS MARKED.
Burgundy Windowpane
Windowpane Midi Sweater Skirt
Best Seller
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
Blue Multi
Weekend Eyelet Midi Skirt
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
Sea Haze
Floral Wrap Midi Skirt
139.00
47.95
$47.95
$139.00
EXTRA 60% OFF! PRICE AS MARKED.
Blue Hydrangea
Floral Jacquard Midi Skirt
139.00
30.00
$30.00
$139.00
BEST DEAL!
Night Sky
Lace Column Midi Skirt
139.00
30.00
$30.00
$139.00
BEST DEAL!
Blue Air
Flare Pocket Shirtdress
179.00
40.00
$40.00
$179.00
BEST DEAL!
Metallic Trim Sweater Midi Skirt
Best Seller
149.00
104.30
$104.30
$149.00
30% OFF. PRICE AS MARKED.
Paisley Wrap Mini Skirt
119.00
38.00
$38.00
$119.00
EXTRA 60% OFF! PRICE AS MARKED.
Pure Ink
Wrap Midi Skirt in Linen Blend
159.00
54.00
$54.00
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
Ribbed Sweater Skirt
129.00
30.00
$30.00
$129.00
BEST DEAL!
Sunrise Lavender
Weekend Sweater Pencil Skirt
129.00
30.00
$30.00
$129.00
BEST DEAL!
Soft Pink Heather
Haven Well Within Organic Cotton Rib Knit Midi Skirt
98.00
68.60
$68.60
$98.00
30% OFF. PRICE AS MARKED.
Vetiver
Haven Well Within Organic Cotton Poplin Drop Waist Skirt
118.00
82.60
$82.60
$118.00
30% OFF. PRICE AS MARKED.
Rosy Mauve
Floral Sarong Wrap Skirt
129.00
30.00
$30.00
$129.00
BEST DEAL!
Pink
Weekend Easy Fit Midi Skirt in Chambray
149.00
48.00
$48.00
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
Medium Wash
Haven Well Within Cotton Blend Textured Midi Skirt
88.00
61.60
$61.60
$88.00
30% OFF. PRICE AS MARKED.
Ivory
Striped Metallic Midi Sweater Skirt
149.00
41.95
$41.95
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
Rose Veil
Weekend Tie Waist Denim Skirt
129.00
42.00
$42.00
$129.00
EXTRA 60% OFF! PRICE AS MARKED.
Medium Wash
Crochet Midi Sweater Skirt
Best Seller
139.00
97.30
$97.30
$139.00
30% OFF. PRICE AS MARKED.
Winding Ivy
Floral Sweater Pencil Skirt
139.00
30.00
$30.00
$139.00
BEST DEAL!
Electric Periwinkle
Weekend Striped Easy Fit Skirt
119.00
39.95
$39.95
$119.00
EXTRA 60% OFF! PRICE AS MARKED.
Winter White B
Cotton Gauze Drawstring Midi Skirt
139.00
37.95
$37.95
$139.00
EXTRA 60% OFF! PRICE AS MARKED.
Mountain Air
Floral Pleated Midi Skirt
169.00
58.00
$58.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
White
Eyelet Full Midi Skirt
179.00
59.95
$59.95
$179.00
EXTRA 60% OFF! PRICE AS MARKED.
Night Sky
Ric Rac Midi Skirt in Linen Blend
149.00
50.00
$50.00
$149.00
EXTRA 60% OFF! PRICE AS MARKED.
Natural Flax
Belted Flare Midi Dress
$64.00 -
$67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
Winding Ivy
Sail Cloth
Striped Square Neck Sweater Dress
Best Seller
209.00
146.30
$146.30
$209.00
30% OFF. PRICE AS MARKED.
Winding Ivy
Pocket Skirt in Ponte
Tweed Button Mini Skirt
129.00
44.00
$44.00
$129.00
EXTRA 60% OFF! PRICE AS MARKED.
Blush Haze
Bias Midi Slip Skirt in Linen Blend
129.00
90.30
$90.30
$129.00
30% OFF. PRICE AS MARKED.
Lime Slice
Bias Midi Slip Skirt in Satin
129.00
90.30
$90.30
$129.00
30% OFF. PRICE AS MARKED.
Floral Tiered Full Skirt
159.00
50.00
$50.00
$159.00
EXTRA 60% OFF! PRICE AS MARKED.
Bright Cherry
Floral A-Line Skirt in Linen Blend
119.00
39.95
$39.95
$119.00
EXTRA 60% OFF! PRICE AS MARKED.
Rich Walnut
Ponte Pencil Skirt
New
89.50
62.65
$62.65
$89.50
30% OFF. PRICE AS MARKED.
Purest Plum
Polka Dot A-Line Skirt in Linen Blend
119.00
83.30
$83.30
$119.00
30% OFF. PRICE AS MARKED.
Night Sky
Weekend Eyelet Gathered Maxi Skirt
169.00
58.00
$58.00
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
Haven Well Within Linen Bias Cut Midi Skirt
128.00
89.60
$89.60
$128.00
30% OFF. PRICE AS MARKED.
The Tall Seamed Pencil Skirt in Seasonless Stretch
89.00
62.30
$62.30
$89.00
30% OFF. PRICE AS MARKED.
The Pencil Skirt in Bi-Stretch
109.00
76.30
$76.30
$109.00
30% OFF. PRICE AS MARKED.
The Petite Pencil Skirt in Bi-Stretch
109.00
76.30
$76.30
$109.00
30% OFF. PRICE AS MARKED.
The Petite Seamed Pencil Skirt in Bi-Stretch
The Seamed Pencil Skirt in Seasonless Stretch
New
Petite Satin Pleated Midi Skirt
149.00
30.00
$30.00
$149.00
BEST DEAL!
Fiery Sunset
Petite Belted Collared Shirtdress
169.00
57.95
$57.95
$169.00
EXTRA 60% OFF! PRICE AS MARKED.
Petite Floral Belted Flare Midi Dress
198.00
67.95
$67.95
$198.00
EXTRA 60% OFF! PRICE AS MARKED.
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