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Women's Fit & Flare Dresses

  • All Dresses
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586 items
Sleeveless Pintucked Empire Waist Cotton Midi Dress
New
Halogen®

Sleeveless Pintucked Empire Waist Cotton Midi Dress

$49.97Current Price $49.97
(54% off)54% off.
$109.00Comparable value $109.00
Chambray Short Sleeve Maxi Dress
Tommy Hilfiger

Chambray Short Sleeve Maxi Dress

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
(14)
Smocked Fit & Flare Sundress
WAYF

Smocked Fit & Flare Sundress

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
(59)
Dawarina Short Sleeve Silk Fit & Flare Dress
New
BOSS

Dawarina Short Sleeve Silk Fit & Flare Dress

$249.97Current Price $249.97
(64% off)64% off.
$699.00Comparable value $699.00
Only a few left
Fit & Flare Midi Dress
Avec Les Filles

Fit & Flare Midi Dress

$79.97Current Price $79.97
(52% off)52% off.
$169.00Comparable value $169.00
(4)
Bow Fit & Flare Midi Sundress
New
Blu Pepper

Bow Fit & Flare Midi Sundress

$39.97Current Price $39.97
(49% off)49% off.
$79.00Comparable value $79.00
Cap Sleeve Cotton Fit & Flare Shirtdress
New
Eliza J

Cap Sleeve Cotton Fit & Flare Shirtdress

$49.97Current Price $49.97
(63% off)63% off.
$138.00Comparable value $138.00
(1)
Plaid Fit & Flare Cotton Midi Dress
Misook

Plaid Fit & Flare Cotton Midi Dress

$149.97Current Price $149.97
(55% off)55% off.
$338.00Comparable value $338.00
(1)
Only a few left
A woman wearing a strapless bustier top, green drawstring pants and woven thong sandals.A woman wearing a strapless bustier top, green drawstring pants and woven thong sandals.

Up to 60% Off the Latest Looks

Save big on laid-back, craft-inspired styles.
Shop the Trend
Short Sleeve Tulip Hem Fit & Flare Dress
New
DKNY

Short Sleeve Tulip Hem Fit & Flare Dress

$39.97Current Price $39.97
(70% off)70% off.
$134.00Comparable value $134.00
(3)
Sarahlynne Maxi Dress
Lilly Pulitzer®

Sarahlynne Maxi Dress

$100.00Current Price $100.00
(68% off)68% off.
$318.00Comparable value $318.00
New Markdown
(9)
Selene Fit & Flare Eyelet Embroidered Sundress
Marine Layer

Selene Fit & Flare Eyelet Embroidered Sundress

$88.97Current Price $88.97
(47% off)47% off.
$168.00Comparable value $168.00
(3)
Omari Stripe Long Sleeve Silk & Cotton Blend Shirtdress
Trina Turk

Omari Stripe Long Sleeve Silk & Cotton Blend Shirtdress

$239.97Current Price $239.97
(51% off)51% off.
$498.00Comparable value $498.00
(1)
Front Tie Fit & Flare Midi Dress
New
Blu Pepper

Front Tie Fit & Flare Midi Dress

$39.97Current Price $39.97
(42% off)42% off.
$69.00Comparable value $69.00
Cotton Blend Denim Fit & Flare Midi Dress
New
DKNY

Cotton Blend Denim Fit & Flare Midi Dress

$44.97Current Price $44.97
(67% off)67% off.
$139.00Comparable value $139.00
Iris Smocked Short Sleeve Midi Dress
Alexia Admor

Iris Smocked Short Sleeve Midi Dress

$64.97Current Price $64.97
(75% off)75% off.
$265.00Comparable value $265.00
(3)
Twill Fit & Flare Tank Dress
Top Deal
Nicole Miller

Twill Fit & Flare Tank Dress

$44.97Current Price $44.97
(73% off)73% off.
$169.00Comparable value $169.00
Sirrina Puff Sleeve Cotton Blend Minidress
New
Cinq à Sept

Sirrina Puff Sleeve Cotton Blend Minidress

$159.97Current Price $159.97
(59% off)59% off.
$395.00Comparable value $395.00
Scuba Crepe Fit & Flare Dress
New
Calvin Klein

Scuba Crepe Fit & Flare Dress

$49.97Current Price $49.97
(64% off)64% off.
$139.00Comparable value $139.00
(47)
Pintuck Fit and Flare Shirtdress
New
Calvin Klein

Pintuck Fit and Flare Shirtdress

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(1)
Cap Sleeve Chambray Midi Dress
FLYING TOMATO

Cap Sleeve Chambray Midi Dress

$69.97Current Price $69.97
(56% off)56% off.
$160.00Comparable value $160.00
(3)
Jewel Neck Gathered Dress
New
Maggy London

Jewel Neck Gathered Dress

$59.97Current Price $59.97
(56% off)56% off.
$138.00Comparable value $138.00
(13)
Kittiya Sweetheart Fit & Flare Dress
New
Simkhai

Kittiya Sweetheart Fit & Flare Dress

$199.97Current Price $199.97
(61% off)61% off.
$525.00Comparable value $525.00
Split Sleeve V-Neck Midi Dress
New
DKNY

Split Sleeve V-Neck Midi Dress

$44.97Current Price $44.97
(67% off)67% off.
$139.00Comparable value $139.00
Embroidered Placket Cap Sleeve Fit & Flare Shirtdress
Hunter

Embroidered Placket Cap Sleeve Fit & Flare Shirtdress

$74.97Current Price $74.97
(60% off)60% off.
$189.00Comparable value $189.00
Angelynn Rickrack Fit & Flare Dress
Lilly Pulitzer®

Angelynn Rickrack Fit & Flare Dress

$124.97Current Price $124.97
(49% off)49% off.
$248.00Comparable value $248.00
(2)
Stretch Cotton Fit & Flare Dress
Ellen Tracy

Stretch Cotton Fit & Flare Dress

$39.97Current Price $39.97
(69% off)69% off.
$129.00Comparable value $129.00
(3)
Harlow Fit & Flare Linen Blend Midi Dress
A.L.C.

Harlow Fit & Flare Linen Blend Midi Dress

$162.48Current Price $162.48
(72% off)72% off.
$595.00Comparable value $595.00
(3)
Only a few left
Sleeveless Maxi Dress
DKNY

Sleeveless Maxi Dress

$49.97Current Price $49.97
(58% off)58% off.
$119.00Comparable value $119.00
Oakless Sequin Flutter Sleeve Fit & Flare Dress
Alexia Admor

Oakless Sequin Flutter Sleeve Fit & Flare Dress

$59.96 – $79.97Current Price $59.96 to $79.97
(Up to 76% off select items)Up to 76% off select items.
$250.00 – $265.00Comparable value $250.00 to $265.00
New Markdown
(7)
Gingham Fit & Flare Midi Dress
New
Blu Pepper

Gingham Fit & Flare Midi Dress

$34.97Current Price $34.97
(49% off)49% off.
$69.00Comparable value $69.00
Denim Bodice Patchwork Skirt Sundress
Blu Pepper

Denim Bodice Patchwork Skirt Sundress

$39.97Current Price $39.97
(55% off)55% off.
$89.00Comparable value $89.00
Smocked Sleeveless Fit & Flare Maxi Dress
New
Avec Les Filles

Smocked Sleeveless Fit & Flare Maxi Dress

$79.97Current Price $79.97
(49% off)49% off.
$158.00Comparable value $158.00
(11)
Seam Detail Fit & Flare Midi Dress
Maggy London

Seam Detail Fit & Flare Midi Dress

$45.48 – $69.97Current Price $45.48 to $69.97
(Up to 71% off select items)Up to 71% off select items.
$158.00Comparable value $158.00
New Markdown
(2)
Seamed Halter Midi Dress
New
DKNY

Seamed Halter Midi Dress

$44.97Current Price $44.97
(67% off)67% off.
$139.00Comparable value $139.00
Commodore Fit and Flare Shirtdress
Trina Turk

Commodore Fit and Flare Shirtdress

$184.97Current Price $184.97
(53% off)53% off.
$398.00Comparable value $398.00
(1)
Three-Quarter Sleeve Seamed Side Tab Fit & Flare Midi Dress
London Times

Three-Quarter Sleeve Seamed Side Tab Fit & Flare Midi Dress

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
(1)
Flutter Sleeve Tie Belt Midi Dress
New
DKNY

Flutter Sleeve Tie Belt Midi Dress

$44.97Current Price $44.97
(69% off)69% off.
$149.00Comparable value $149.00
Printed Long Sleeve Fit & Flare Dress
New
London Times

Printed Long Sleeve Fit & Flare Dress

$54.97Current Price $54.97
(57% off)57% off.
$130.00Comparable value $130.00
Collared Fit & Flare Midi Dress
FLYING TOMATO

Collared Fit & Flare Midi Dress

$69.97Current Price $69.97
(47% off)47% off.
$133.75Comparable value $133.75
(10)
Only a few left
Smocked Bodice Chambray Midi Dress
Avec Les Filles

Smocked Bodice Chambray Midi Dress

$79.97Current Price $79.97
(52% off)52% off.
$168.00Comparable value $168.00
(3)
Fit & Flare Denim Shirtdress
Vince

Fit & Flare Denim Shirtdress

$199.97Current Price $199.97
(59% off)59% off.
$498.00Comparable value $498.00
(4)
Seam Detail Fit & Flare Midi Dress
Maggy London

Seam Detail Fit & Flare Midi Dress

$45.48Current Price $45.48
(71% off)71% off.
$158.00Comparable value $158.00
New Markdown
Mia Short Sleeve Cotton Minidress
Barbour

Mia Short Sleeve Cotton Minidress

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(1)
Siham Long Sleeve Fit & Flare Midi Dress
ISRAELLA KOBLA

Siham Long Sleeve Fit & Flare Midi Dress

$195.97Current Price $195.97
(60% off)60% off.
$500.00Comparable value $500.00
Jada Fit & Flare Dress
Alexia Admor

Jada Fit & Flare Dress

$99.97Current Price $99.97
(60% off)60% off.
$255.00Comparable value $255.00
(5)
Solid Cotton Shoulder Tie Shirtdress
Calvin Klein

Solid Cotton Shoulder Tie Shirtdress

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
Fit & Flare Denim Maxi Dress
FLYING TOMATO

Fit & Flare Denim Maxi Dress

$74.97Current Price $74.97
(54% off)54% off.
$163.75Comparable value $163.75
Only a few left
Bubble Sleeve Fit & Flare Dress
New
DKNY

Bubble Sleeve Fit & Flare Dress

$44.97Current Price $44.97
(66% off)66% off.
$134.00Comparable value $134.00
Floral Smocked Tiered A-Line Dress
New
Blu Pepper

Floral Smocked Tiered A-Line Dress

$34.97Current Price $34.97
(49% off)49% off.
$69.00Comparable value $69.00
Kalani Bow Shoulder Fit & Flare Minidress
Elliatt

Kalani Bow Shoulder Fit & Flare Minidress

$118.97Current Price $118.97
(60% off)60% off.
$298.00Comparable value $298.00
(1)
Only a few left
Sweetheart Fit and Flare Midi Dress
bebe

Sweetheart Fit and Flare Midi Dress

$59.97Current Price $59.97
(56% off)56% off.
$139.00Comparable value $139.00
Only a few left
Floral Bubble Hem Fit & Flare Minidress
WISHLIST

Floral Bubble Hem Fit & Flare Minidress

$46.97Current Price $46.97
(48% off)48% off.
$92.00Comparable value $92.00
Floral Ruffle Fit & Flare Midi Dress
New
Blu Pepper

Floral Ruffle Fit & Flare Midi Dress

$39.97Current Price $39.97
(49% off)49% off.
$79.00Comparable value $79.00
Smocked Sleeveless Shirtdress
Avec Les Filles

Smocked Sleeveless Shirtdress

$69.97Current Price $69.97
(49% off)49% off.
$139.00Comparable value $139.00
(6)
Floral Short Sleeve Fit & Flare Dress
Eliza J

Floral Short Sleeve Fit & Flare Dress

$49.97Current Price $49.97
(63% off)63% off.
$138.00Comparable value $138.00
(5)
Printed Fit & Flare Midi Dress (Plus)
New
FLYING TOMATO

Printed Fit & Flare Midi Dress (Plus)

$59.97Current Price $59.97
(62% off)62% off.
$158.75Comparable value $158.75
(1)
Puff Sleeve Embroidered Eyelet Minidress
Blu Pepper

Puff Sleeve Embroidered Eyelet Minidress

$29.97Current Price $29.97
(49% off)49% off.
$59.00Comparable value $59.00
Agnes Bow Strap Pleated Fit & Flare Dress
New
Cinq à Sept

Agnes Bow Strap Pleated Fit & Flare Dress

$199.97Current Price $199.97
(59% off)59% off.
$495.00Comparable value $495.00
Floral Short Sleeve Fit & Flare Cotton Shirtdress
FLYING TOMATO

Floral Short Sleeve Fit & Flare Cotton Shirtdress

$59.97Current Price $59.97
(54% off)54% off.
$131.25Comparable value $131.25
Ruched Fit & Flare Maxi Sundress
Siena

Ruched Fit & Flare Maxi Sundress

$74.97Current Price $74.97
(49% off)49% off.
$148.00Comparable value $148.00
Rib Fit & Flare Dress
New
bebe

Rib Fit & Flare Dress

$69.97Current Price $69.97
(53% off)53% off.
$149.00Comparable value $149.00
Tulip Sleeve Fit & Flare Dress
New
Calvin Klein

Tulip Sleeve Fit & Flare Dress

$44.97Current Price $44.97
(67% off)67% off.
$139.00Comparable value $139.00
(23)
Color Smocked Cotton Maxi Dress
FLYING TOMATO

Color Smocked Cotton Maxi Dress

$74.97Current Price $74.97
(52% off)52% off.
$158.02Comparable value $158.02
Pleated Belted Fit & Flare Midi Dress
Isaac Mizrahi New York

Pleated Belted Fit & Flare Midi Dress

$69.97Current Price $69.97
(58% off)58% off.
$168.00Comparable value $168.00
(1)
Bina Drop Waist Minidress
AREA STARS

Bina Drop Waist Minidress

$59.97Current Price $59.97
(63% off)63% off.
$165.00Comparable value $165.00
(3)
Tie Strap Ruched Fit & Flare Midi Dress
Loveappella

Tie Strap Ruched Fit & Flare Midi Dress

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
Floral Lace Minidress
FLYING TOMATO

Floral Lace Minidress

$59.97Current Price $59.97
(54% off)54% off.
$132.50Comparable value $132.50
(3)
Only a few left
Minna Denim Dress
Rails

Minna Denim Dress

$99.97Current Price $99.97
(58% off)58% off.
$238.00Comparable value $238.00
(9)
Only a few left
Cap Sleeve Fit & Flare Dress
New
Nina Leonard

Cap Sleeve Fit & Flare Dress

$34.97Current Price $34.97
(38% off)38% off.
$57.00Comparable value $57.00
Blige Fit & Flare Midi Dress
New
Veronica Beard

Blige Fit & Flare Midi Dress

$219.97Current Price $219.97
(59% off)59% off.
$548.00Comparable value $548.00
Sleeveless Cotton Poplin Fit & Flare Shirtdress
New
Parker

Sleeveless Cotton Poplin Fit & Flare Shirtdress

$59.97Current Price $59.97
(62% off)62% off.
$160.00Comparable value $160.00
(2)
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