Contemporary Midi Dresses

Explore the elegance of contemporary midi dresses at Ann Taylor. Featuring a variety of styles, from floral prints to chic denim, these versatile pieces offer flattering silhouettes and modern designs, perfect for any occasion, whether casual or dressy.

Show 200 Results
Floral Crew Neck Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Winter White
Belted Midi Dress in Linen Blend
209.00
107.93
$107.93
$209.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Halter Flare Midi Dress in Linen Blend
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Linen Blend Midi Dress
189.00
92.93
$92.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Electric Periwinkle
Mixed Media Boatneck Midi Dress
169.00
86.93
$86.93
$169.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Pintuck Flare Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Shade Tree
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Ribbed Mock Neck Sweater Dress
198.00
101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Green Multi
Asymmetric Twist Shoulder Midi Dress
$86.99 -
$89.93
$89.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Fresh Cut Green
Collared Midi Sweater Dress
209.00
107.93
$107.93
$209.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Eyelet Collared Midi Shirtdress
249.00
125.93
$125.93
$249.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Flare Midi Dress in Linen Blend
209.00
107.93
$107.93
$209.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Rich Walnut
V-Neck Chambray Flare Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Dark Indigo
Gingham Belted Midi Dress in Linen Blend
229.00
116.93
$116.93
$229.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Sea Haze
Floral Linen Blend Midi Dress
198.00
59.93
$59.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Pink B
Gingham Midi Dress in Linen Blend
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Moonlight
Floral Flutter Sleeve Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Night Sky
Floral Satin Midi Shirtdress
189.00
89.93
$89.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Sky Gazing
Floral Collage Twisted Midi Dress
229.00
95.93
$95.93
$229.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Fiery Sunset
V-Neck Flare Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Rose Clay
Flare Midi Dress in Gingham
198.00
101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Rich Walnut
Floral Ruched Midi Dress
179.00
89.93
$89.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Soft Cornflower
Weekend Striped Pleated Midi Shirtdress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
White Blue
Flare Midi Dress in Linen Blend
198.00
101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Coastal Glow
Drop Waist Flare Midi Dress
198.00
101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Weekend Chambray Flare Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Light Indigo Wash
Mixed Media Flare Midi Dress
179.00
86.99
$86.99
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Winding Ivy
Pleated Flare Midi Dress
New
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Belted Flare Midi Dress
198.00
101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
White-Blue
Floral Shirred Flare Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Blue
The Midi Flare Dress in Double Knit
159.00
77.99
$77.99
$159.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Belted Flare Midi Dress
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Black
Plaid Mock Neck Sweater Dress
New
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
French Mocha
Haven Well Within Organic Cotton Modal Strapless Dress
148.00
88.80
$88.80
$148.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Midi Dress in Linen Blend
189.00
45.00
$45.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
White
Polka Dot Midi Dress in Linen Blend
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Bright Cherry
Pleated Crew Neck Midi Dress
209.00
107.93
$107.93
$209.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Gathered Midi Dress
179.00
89.93
$89.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Sail Cloth
Weekend Ombré Midi Dress in Linen Blend
198.00
101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Yellow-Blue
Studio Eyelet Midi Dress
249.00
119.93
$119.93
$249.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Weekend Smocked Midi Dress
179.00
89.93
$89.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Yellow Hibiscus
Plaid Crew Neck Midi Dress
179.00
95.00
$95.00
$179.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Blue Plaid
Gathered Midi Dress
169.00
101.40
$101.40
$169.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Shadowy Jade
Weekend Tie Waist Midi Dress
149.00
89.40
$89.40
$149.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Sail Cloth
Floral Flare Midi Dress
198.00
101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Winter White
Haven Well Within Cotton Blend Textured Midi Skirt
88.00
52.80
$52.80
$88.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Ivory
Weekend Mixed Media Crew Neck Midi Dress
$89.93 -
$107.40
$107.40
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Terra Toscana
Striped Collared Halter Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Vista Blue
Belted Midi Dress in Linen Blend
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Haven Well Within Organic Cotton Interlock Stripe Midi Dress
128.00
76.80
$76.80
$128.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Twilight Blue Heather
Haven Well Within Linen Pintuck Midi Dress
158.00
94.80
$94.80
$158.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Sandstone
Halter Flare Midi Dress
198.00
59.93
$59.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Crew Neck Midi Dress
Best Seller
198.00
118.80
$118.80
$198.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Black - Yellow
Eyelet Halter Midi Dress
249.00
149.40
$149.40
$249.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Lime Slice
Geo Belted Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Black
98.00
58.80
$58.80
$98.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Belted Flare Midi Dress
$95.99 -
$101.93
$101.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Winding Ivy
Sail Cloth
Floral Midi Wrap Dress in Linen Blend
198.00
95.93
$95.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
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Rhododendron
Embroidered Peplum Flare Midi Dress
229.00
110.93
$110.93
$229.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Eyelet Peplum Midi Dress
249.00
119.93
$119.93
$249.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Ric Rac Cutout Dress in Linen Blend
209.00
107.93
$107.93
$209.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Tropical Papaya
Ric Rac Cutout Dress in Linen Blend
209.00
125.40
$125.40
$209.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
The Pinstripe Midi Dress in Linen Blend
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
White
Eyelet Drop Waist Midi Dress
229.00
116.93
$116.93
$229.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
White 9000
Floral Puff Sleeve Midi Dress in Linen
229.00
110.99
$110.99
$229.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Dream Blue
Embroidered Midi Dress in Linen Blend
229.00
110.93
$110.93
$229.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Palm Tree Print Midi Dress in Linen
229.00
110.93
$110.93
$229.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Black
Palm Tree Print Column Midi Dress in Linen Blend
179.00
86.99
$86.99
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Fresh Cut Green
Strapless Midi Dress in Linen Blend
198.00
95.93
$95.93
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Rhododendron
Animal Print Puff Sleeve Midi Dress
198.00
95.99
$95.99
$198.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Cafe Au Lait
Striped Midi Dress
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Rich Walnut
Belted Flare Midi Dress
189.00
89.99
$89.99
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Button Midi Dress in Linen Blend
189.00
89.93
$89.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Natural Flax
Button Midi Dress in Linen Blend
189.00
95.93
$95.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Weekend Striped Pleated Midi Shirtdress
189.00
89.93
$89.93
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Rich Walnut
Puff Sleeve Midi Dress in Linen Blend
189.00
89.99
$89.99
$189.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Fresh Cut Green
Floral Linen Blend Midi Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Pleated Peplum Midi Dress
179.00
89.93
$89.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Crew Neck Flare Midi Dress
179.00
86.93
$86.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Weekend Floral Smocked Midi Dress
179.00
89.93
$89.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Night Sky B
Weekend Tie Strap Midi Dress
179.00
89.93
$89.93
$179.00
EXTRA 40% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Terra Toscana
Belted Flare Dress
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Satin Dotted Midi Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Night Sky
Belted V-Neck Midi Dress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Floral Puff Sleeve Midi Dress
New
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Purest Plum
Striped Midi Flare Dress
New
189.00
113.40
$113.40
$189.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Dark Forest Green
Pleated Crew Neck Midi Dress
New
209.00
125.40
$125.40
$209.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Corset Midi Dress
189.00
95.00
$95.00
$189.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Amber Noir
Floral Corset Midi Dress
189.00
95.00
$95.00
$189.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Cheerful Blue
Floral Pleated Flare Midi Dress
189.00
95.00
$95.00
$189.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Rich Merlot
Floral Collared Midi Shirtdress
189.00
95.00
$95.00
$189.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
French Mocha
Ruched Column Midi Dress
189.00
95.00
$95.00
$189.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Animal Print Collared Midi Shirtdress
189.00
95.00
$95.00
$189.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Cafe Au Lait B
Floral Cowl Neck Maxi Dress
189.00
95.00
$95.00
$189.00
STYLE STEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
Opal Blush
Sleeveless Collared Midi Shirtdress
179.00
107.40
$107.40
$179.00
40% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE + FREE SHIPPING.
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