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Fit & Flare Casual Dresses for Women

Pleat Denim Shirtdress

Lauren Ralph Lauren Pleat Denim Shirtdress

Current Price $225

Ora Linen Blend Shirt Dress

Boden Ora Linen Blend Shirt Dress

Current Price $220

Amelia Embroidered Tile Cotton Midi Dress (Petite)

NIC+ZOE Amelia Embroidered Tile Cotton Midi Dress (Petite)

Current Price $218

Puff Sleeve Smocked Waist V Neck Dress

Lands' End Puff Sleeve Smocked Waist V Neck Dress

Current Price $109.95

Cotton Modal Twist Front Tiered Maxi Dress

New

Lands' End Cotton Modal Twist Front Tiered Maxi Dress

Current Price $99.95

Checkered Button Front Midi Dress

New

Caslon® Checkered Button Front Midi Dress

Current Price $89.50

The Noa Fit and Flare Dress

New

Parker The Noa Fit and Flare Dress

Current Price $130

Fit & Flare Midi Dress Made With Organic Cotton

Pact Fit & Flare Midi Dress Made With Organic Cotton

Current Price $68

A woman in a colorful striped linen mini dress with sunglasses and a woven handbag.

A woman in a colorful striped linen mini dress with sunglasses and a woven handbag.

Sunshine-Ready Style

Summer dresses to refresh your wardrobe at prices you'll love, from brands like WAYF and more.

Dresses Under $100 Casual Dresses

Mary Bloom Fit-and-Flare Dress

Brakeburn Mary Bloom Fit-and-Flare Dress

Current Price $89.99

Stretch Cotton Side Tie Maxi Dress (Plus)

New

Jessica London Stretch Cotton Side Tie Maxi Dress (Plus)

Current Price $45

Una Fit & Flare Midi Dress

Petal & Pup Una Fit & Flare Midi Dress

Current Price $99

Women's Smocked V-Neck Dress

New

LASCANA Women's Smocked V-Neck Dress

Current Price $67.95

Hazer Embroidered Halter Midi Dress

Adelyn Rae Hazer Embroidered Halter Midi Dress

Current Price $99.99

Previous Price $140

Linen La Dress

Scalpers Linen La Dress

Current Price $151.20

Previous Price $189

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Olivi Placement Print Midi Dress

Adelyn Rae Olivi Placement Print Midi Dress

Current Price $118.50

Previous Price $158

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Arden Midi Shirtdress

Nordstrom For Good

Marine Layer Arden Midi Shirtdress

Current Price $158

Arden Midi Shirtdress

Nordstrom For Good

Marine Layer Arden Midi Shirtdress

Current Price $126.40

Previous Price $158

New Markdown

Organic Cotton Fit & Flare Crossover Dress

Pact Organic Cotton Fit & Flare Crossover Dress

Current Price $68

Chalmers Gingham Halter Midi Dress

New

Cartolina Chalmers Gingham Halter Midi Dress

Current Price $278.60

Previous Price $398

Sleeveless Cambric Bubble Hem Midi Dress

Lands' End Sleeveless Cambric Bubble Hem Midi Dress

Current Price $119.95

Tie Front Linen Shirtdress

Lauren Ralph Lauren Tie Front Linen Shirtdress

Current Price $195

Jersey Midi Dress

MINT VELVET Jersey Midi Dress

Current Price $165

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Ocean Puff Sleeve Maxi Dress

Label of Love Ocean Puff Sleeve Maxi Dress

Current Price $199.20

Previous Price $249

Olivia Shirtdress

Adelyn Rae Olivia Shirtdress

Current Price $96.60

Previous Price $138

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Buckle Tab Denim Fit & Flare Midi Dress

FREEMARKET Buckle Tab Denim Fit & Flare Midi Dress

Current Price $89

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Knit dress with gold jewellery

New

maje Knit dress with gold jewellery

Current Price $412

Previous Price $515

Pleated Cotton Button-Up Maxi Shirtdress

Vince Camuto Pleated Cotton Button-Up Maxi Shirtdress

Current Price $83.40

Previous Price $139

Marlo Rickrack Sundress

Brave+True Marlo Rickrack Sundress

Current Price $198

Steph Midi Dress

BWLDR Steph Midi Dress

Current Price $139

Fit & Flare Wrap Dress Made With Organic Cotton

Pact Fit & Flare Wrap Dress Made With Organic Cotton

Current Price $98

Dixon Dress

Marie Oliver Dixon Dress

Current Price $458

Palm Print Linen Blend Mini Dress

New

Whistles Palm Print Linen Blend Mini Dress

Current Price $259

Anaheim Sleeveless Fit & Flare Denim Minidress

New

Rails Anaheim Sleeveless Fit & Flare Denim Minidress

Current Price $238

Floral Denim Midi Dress

MOON RIVER Floral Denim Midi Dress

Current Price $69.99

Previous Price $108

Midi Crochet Striped Dress

IVONNE Midi Crochet Striped Dress

Current Price $55.60

Previous Price $139

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Stretch Denim Princess Seam Dress

Lela Rose Stretch Denim Princess Seam Dress

Current Price $560

Cotton Floral Puff Sleeve Skater Dress

New

Yumi Cotton Floral Puff Sleeve Skater Dress

Current Price $122

Rhea Sweater Dress

Rebecca Taylor Rhea Sweater Dress

Current Price $297

Previous Price $495

Flared shirt dress

New

maje Flared shirt dress

Current Price $270

Previous Price $450

Barbie Wonderful Shirt Dress

Alembika Barbie Wonderful Shirt Dress

Current Price $310

Briella Smocked Back Organic Cotton Midi Sundress

Nobody's Child Briella Smocked Back Organic Cotton Midi Sundress

Current Price $85.25

Previous Price $155

Nadia Sleeveless A-Line Short Dress in Laser Cut Linen

Santorelli Nadia Sleeveless A-Line Short Dress in Laser Cut Linen

Current Price $272.50

Previous Price $545

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Birdie Linen Blend Midi Dress

French Connection Birdie Linen Blend Midi Dress

Current Price $158

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Nancy Dress

Frances Valentine Nancy Dress

Current Price $398

Karrigan Sleeveless Stretch Cotton Minidress

Veronica Beard Karrigan Sleeveless Stretch Cotton Minidress

Current Price $498

Floral Print Fit & Flare Midi Dress

Vince Camuto Floral Print Fit & Flare Midi Dress

Current Price $168

Woman wearing a oranage terra cotta sleeveless midi shell dress, with a Cult Gaia clutch.

Woman wearing a oranage terra cotta sleeveless midi shell dress, with a Cult Gaia clutch.

Tropic State

All the color, print and ease your next getaway deserves.

Women’s Vacation

Gelato Tiered Fit & Flare Maxi Dress

Brave+True Gelato Tiered Fit & Flare Maxi Dress

Current Price $188

Gingham Fit & Flare Midi Dress

All in Favor Gingham Fit & Flare Midi Dress

Current Price $49.99

Previous Price $74

Rani Denim Shirt Dress

New

GERARD DAREL Rani Denim Shirt Dress

Current Price $395

Mia Pleated Denim Button-Up Midi Dress

Ted Baker Mia Pleated Denim Button-Up Midi Dress

Current Price $300

Katina Denim Fit & Flare Minidress

Petal & Pup Katina Denim Fit & Flare Minidress

Current Price $109

Floral Sleeveless Fit & Flare Midi Dress

Maggy London Floral Sleeveless Fit & Flare Midi Dress

Current Price $158

Sleeveless Denim Midi Dress

Karen Millen Sleeveless Denim Midi Dress

Current Price $261

Women's Organic Cotton Tie-Waist Knit Dress

Hope & Henry Women's Organic Cotton Tie-Waist Knit Dress

Current Price $42.95

Jamie Cord Dress

Kettlewell Jamie Cord Dress

Current Price $219

Dollie Linen Blend Button-Up Minidress

Princess Polly Dollie Linen Blend Button-Up Minidress

Current Price $79

Tulip Pocket Swing Dress

Smak Parlour Tulip Pocket Swing Dress

Current Price $198

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Stina Floral Print Linen Shirtdress

Ted Baker Stina Floral Print Linen Shirtdress

Current Price $211.25

Previous Price $325

Eyelet Shirt Dress (Plus)

Jessica London Eyelet Shirt Dress (Plus)

Current Price $127

Nylon Pleated Fit & Flare Dress

Nordstrom For Good

Zella Nylon Pleated Fit & Flare Dress

Current Price $79

Nesta Strapless Maxi Dress

Petal & Pup Nesta Strapless Maxi Dress

Current Price $99

A woman wearing sandals while lounging next to a pool.

A woman wearing sandals while lounging next to a pool.

Sun, Sand & Sandals

Get set to jet with shoes that match your vacation vibe.

Emb Color Dress

Scalpers Emb Color Dress

Current Price $167.20

Previous Price $209

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Sleeveless Linen Midi Dress

Eleventy Sleeveless Linen Midi Dress

Current Price $1,195

NOOR Shirtdress

Callas Milano NOOR Shirtdress

Current Price $690

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Printed Halter-Neck Maxi Dress

Nocturne Printed Halter-Neck Maxi Dress

Current Price $309

Fran Fit & Flare Minidress

Ever New Fran Fit & Flare Minidress

Current Price $89.50

Previous Price $179

Sam Balloon Sleeve Elastic-Waist Mini Shirtdress

Change of Scenery Sam Balloon Sleeve Elastic-Waist Mini Shirtdress

Current Price $198 to $278