Midi Length Dresses

Explore the elegance of midi length dresses at Ann Taylor. Featuring flattering silhouettes and versatile designs, these dresses effortlessly transition from day to night. Perfect for any occasion, they combine comfort and style, making them a must-have addition to your wardrobe.

Show 200 Results
Striped Square Neck Sweater Dress
209.00
$209.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Winding Ivy
Belted Flare Midi Dress
189.00
74.99
$74.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Collared Midi Shirtdress
Best Seller
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bright Poppy
Mock Neck Midi Dress
159.00
$159.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Belted Vest Slip Dress
209.00
146.30
$146.30
$209.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Crew Neck Midi Dress
Best Seller
198.00
$198.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Black - Yellow
Plaid Mock Neck Sweater Dress
New
198.00
$198.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
French Mocha
Striped Midi Flare Dress
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Dark Forest Green
Gathered Midi Dress
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Shadowy Jade
Corset Midi Dress
189.00
64.99
$64.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Amber Noir
Weekend Floral Smocked Midi Dress
179.00
45.00
$45.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky B
Belted Pleated Midi Dress
Best Seller
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Animal Print Mock Neck Midi Dress
169.00
$169.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait B
Flare Midi Dress in Faux Leather
Best Seller
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Midnight Mahogany
The Midi Flare Dress in Double Knit
159.00
35.00
$35.00
$159.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ombré Crochet Sweater Dress
229.00
55.00
$55.00
$229.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pirouette
Floral Jacquard Sweater Dress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Palm Green
Floral Sheath Dress in Linen Blend
198.00
55.00
$55.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Bright Cherry
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Modern Charcoal
Core Black
Deep Navy Sky
Haven Well Within Linen Halter Maxi Dress
178.00
$178.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Ramie Blend Pleated Maxi Dress
268.00
$268.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Deep Turquoise
Draped Midi Sheath Dress
New
169.00
$169.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Garden
Weekend Striped Midi Shirtdress
189.00
50.00
$50.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Belted Midi Dress in Linen Blend
209.00
55.00
$55.00
$209.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Paisley Puff Sleeve Midi Dress
New
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Paisley Twist Sheath Dress
New
198.00
$198.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Garden
Polka Dot Linen Blend Sheath Dress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
White
Weekend Cable Polo Midi Dress
New
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Satin Dotted Midi Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Scalloped Midi Dress
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Gingham Midi Dress in Linen Blend
189.00
79.94
$79.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Moonlight
Gingham Belted Midi Dress in Linen Blend
229.00
55.00
$55.00
$229.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Sea Haze
Mixed Media Flare Midi Dress
New
189.00
132.30
$132.30
$189.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Gathered Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Sail Cloth
Floral Midi Shirtdress
New
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Belted Midi Shirtdress
New
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pleated Polo Midi Dress
New
209.00
$209.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Halter Flare Midi Dress in Linen Blend
189.00
55.00
$55.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Pleated Flare Midi Dress
New
198.00
138.60
$138.60
$198.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Organic Cotton Stripe Midi Dress
148.00
$148.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Cotton Crochet Scalloped Midi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Natural
Plaid Cowl Neck Midi Dress
New
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Paisley Draped Midi Sheath Dress
New
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Soft Mink Melange
Halter Flare Midi Dress in Chambray
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Light Indigo Wash
Weekend Floral Gathered Midi Dress
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Weekend Striped Tie Waist Midi Dress
169.00
$169.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Collared Midi Shirtdress
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Corset Midi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cheerful Blue
Floral Pleated Flare Midi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Merlot
Animal Print Collared Midi Shirtdress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait B
The Seamed Crew Neck Flare Dress in Fluid Crepe
New
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Eyelet Collared Midi Shirtdress
249.00
104.94
$104.94
$249.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Satin Midi Shirtdress
189.00
50.00
$50.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Sky Gazing
Sleeveless Pleated Midi Dress
New
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Collared Wrap Midi Dress
New
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Harbor Side Blue
Striped Lace Collar Midi Shirtdress
198.00
$198.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
White-Blue
Weekend Chambray Flare Midi Dress
189.00
55.00
$55.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Light Indigo Wash
Eyelet Halter Midi Dress
249.00
99.99
$99.99
$249.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Lime Slice
Paisley Boatneck Column Midi Dress
New
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Safari Foliage
Peplum Flare Midi Dress
New
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Peplum Flare Midi Dress
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Cowl Neck Maxi Dress
189.00
69.99
$69.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Opal Blush
V-Neck Chambray Flare Midi Dress
189.00
79.94
$79.94
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Dark Indigo
Floral Flare Midi Dress in Linen Blend
209.00
45.00
$45.00
$209.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rich Walnut
The Seamed V-Neck Sheath Dress in Bi-Stretch
169.00
118.30
$118.30
$169.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ruched Column Midi Dress
189.00
69.99
$69.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Organic Cotton Rib Knit V-Neck Midi Dress
128.00
$128.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Vetiver
Flare Midi Dress in Linen Blend
198.00
84.94
$84.94
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Coastal Glow
169.00
35.00
$35.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Puff Sleeve Midi Dress in Linen Blend
189.00
74.99
$74.99
$189.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Haven Well Within Organic Cotton Interlock Stripe Midi Dress
128.00
$128.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Twilight Blue Heather
Floral Collage Twisted Midi Dress
229.00
77.44
$77.44
$229.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Fiery Sunset
Asymmetric Twist Shoulder Midi Dress
179.00
72.49
$72.49
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Fresh Cut Green
209.00
55.00
$55.00
$209.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Dotted Sleeveless Pleated Midi Dress
179.00
125.30
$125.30
$179.00
30% OFF. PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Purest Plum
Sleeveless Collared Midi Shirtdress
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Floral Twist Midi Dress
169.00
40.00
$40.00
$169.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait
Pointelle Polo Midi Sweater Dress
198.00
$198.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Ocean Oasis
Floral Midi Dress in Linen Blend
189.00
55.00
$55.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
White
Floral Ruched Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Soft Cornflower
Plaid Crew Neck Midi Dress
179.00
$179.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Blue Plaid
Crew Neck Twist Dress
New
189.00
$189.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Mixed Media Flare Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Winding Ivy
Floral Midi Wrap Dress in Linen Blend
198.00
45.00
$45.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Rhododendron
Floral Belted Flare Midi Dress
198.00
50.00
$50.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
White-Blue
Weekend Tie Strap Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Terra Toscana
Pleated Peplum Midi Dress
179.00
40.00
$40.00
$179.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Floral Tie Waist Sheath Dress
159.00
50.00
$50.00
$159.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Night Sky
Haven Well Within Organic Cotton Interlock Striped Short Sleeve Dress
118.00
$118.00
EXTRA $50 OFF YOUR $200+ PURCHASE.
Vetiver
Ribbed Button Sweater Dress
189.00
40.00
$40.00
$189.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Mocha Meringue
Halter Flare Midi Dress
198.00
40.00
$40.00
$198.00
BEST DEAL!
EXTRA $50 OFF YOUR $200+ PURCHASE.
Weekend Mixed Media Crew Neck Midi Dress
$72.49 -
$74.94
$74.94
$179.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Terra Toscana
Animal Print Puff Sleeve Midi Dress
198.00
79.99
$79.99
$198.00
EXTRA 50% OFF! PRICE AS MARKED.
EXTRA $50 OFF YOUR $200+ PURCHASE.
Cafe Au Lait
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