Vintage & Retro Dresses, Jumpsuits & Rompers | Sizes XS-4X – ModCloth

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Woman walking in oversized tropical resort caftan dress with flowing drape

Woman walking in oversized tropical resort caftan dress with flowing drape

Woman walking in oversized tropical resort caftan dress with flowing drape

Close-up of side pocket detail on green tropical print caftan dress

By ModCloth Paradise State of Mind Caftan

1 color

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Woman wearing dark green floral halter midi dress with tie waist and button front

Woman wearing retro floral midi dress with sleeveless halter neckline

Woman wearing dark green floral halter midi dress with tie waist and button front

Close-up of side pocket on retro mod floral print vintage-inspired dress

By ModCloth Halter Skelter Shirt Dress

1 color

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Woman wearing a vintage-inspired sleeveless fit-and-flare dress with a colorful horseshoe print, oversized blue Peter Pan collar, and matching tie belt.

Front view of a cotton fit-and-flare dress featuring a novelty horseshoe print, contrast Peter Pan collar, and removable blue waist sash.

Woman wearing a vintage-inspired sleeveless fit-and-flare dress with a colorful horseshoe print, oversized blue Peter Pan collar, and matching tie belt.

Detail of the oversized blue Peter Pan collar against a colorful horseshoe print cotton dress.

By ModCloth Blue Ribbon Darling Dress

1 color

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Woman modeling sleeveless cotton sundress with button-front detail and swing silhouette

Woman wearing vintage-style cotton sundress with gathered waist and full skirt

Woman modeling sleeveless cotton sundress with button-front detail and swing silhouette

Close-up of square neckline and watercolor patchwork print on cotton sundress

By ModCloth Weekend Whimsy Sundress

1 color

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Woman wearing navy tiered fit-and-flare midi dress with colorful ocean print and square neckline

Woman wearing sleeveless square neck midi dress with underwater novelty print and pockets

Woman wearing navy tiered fit-and-flare midi dress with colorful ocean print and square neckline

Close-up of square neckline on navy novelty print dress with fish and starfish pattern

By ModCloth Summer Stroll Fit & Flare Dress

1 color

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Woman wearing a jungle print faux-wrap midi dress with tropical leaves and safari animals.

Woman wearing a jungle print faux-wrap midi dress with tropical leaves and safari animals.

Woman wearing a jungle print faux-wrap midi dress with tropical leaves and safari animals.

Close-up of the jungle novelty print with decorative buttons and side pocket.

By ModCloth Sun Chaser Wrap Dress

1 color

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Woman wearing a black floral fit-and-flare dress with flutter sleeves and pockets

Woman wearing a black floral midi dress with V-neckline and flutter sleeves

Woman wearing a black floral fit-and-flare dress with flutter sleeves and pockets

Close-up of side pocket detail on black ditsy floral dress

By ModCloth Sunday Swoon Dress

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Woman walking in a lightweight jungle print maxi dress with dramatic flutter sleeves and side pockets.

Woman smiling while wearing a relaxed tropical print maxi dress with flutter sleeves.

Woman walking in a lightweight jungle print maxi dress with dramatic flutter sleeves and side pockets.

Close-up of the V-neckline with gathered ring detail and keyhole opening on a tropical print maxi dress.

By ModCloth Jet Set Reverie Maxi Dress

1 color

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Model wearing retro-inspired multicolor stripe midi dress with pockets

Woman wearing rainbow stripe sleeveless midi dress with surplice neckline and pockets

Model wearing retro-inspired multicolor stripe midi dress with pockets

Close-up of surplice neckline on rainbow stripe cotton midi dress

By ModCloth Surplice and Demand Midi Dress

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Woman wearing a colorful plaid vintage style dress in a kitchen setting

Woman wearing a colorful checkered dress with a white collar and belt, standing in a kitchen

Woman wearing a colorful plaid vintage style dress in a kitchen setting

Close-up of plaid cotton dress with side pocket detail

By ModCloth The Cutest Dress You’ve Ever Seen

1 color

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Woman wearing colorful citrus print cotton dress with cat-eye sunglasses

Full-length view of sleeveless tropical leaf print dress with vintage silhouette

Woman wearing colorful citrus print cotton dress with cat-eye sunglasses

Close-up of collared neckline and tropical citrus print fabric on cotton dress

By ModCloth The Sway You Are Fit & Flare Dress

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Woman wearing tropical abstract print midi wrap dress with flutter sleeves and asymmetrical hem

Woman wearing tropical abstract print midi wrap dress with flutter sleeves and asymmetrical hem

Woman wearing tropical abstract print midi wrap dress with flutter sleeves and asymmetrical hem

Close-up of flutter sleeve and abstract tropical print on navy midi dress

By ModCloth The Brushstroke Breeze Wrap Dress

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Woman wearing multicolor striped sleeveless fit and flare dress with flowing skirt

Woman wearing colorful striped midi dress with vintage-inspired silhouette

Woman wearing multicolor striped sleeveless fit and flare dress with flowing skirt

Close-up back detail of striped dress with button keyhole closure

By ModCloth The Soda Pop Stroll Dress

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Woman wearing a white smocked square neck midi dress with colorful textured stripes, puff sleeves, and pockets.

Woman wearing a vintage-inspired smocked midi dress with puff sleeves and side pockets.

Woman wearing a white smocked square neck midi dress with colorful textured stripes, puff sleeves, and pockets.

Detail of the puff sleeve featuring a decorative tie cuff and textured stripe pattern.

By ModCloth Afternoon Daydream Midi Dress

1 color

$119.99 $139.00

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Woman wearing a wine plaid fit-and-flare shirt dress with a removable belt and short sleeves.

Woman wearing a vintage-inspired wine plaid dress with a full twirl-ready skirt.

Woman wearing a wine plaid fit-and-flare shirt dress with a removable belt and short sleeves.

Close-up of the notched collar and button-front bodice on the wine plaid dress.

By ModCloth Rustic Elegance Casual Dress

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Woman wearing black and white gingham strawberry print midi dress with puff sleeves and square neckline

Full-length view of black and white gingham strawberry midi dress with lace trim

Woman wearing black and white gingham strawberry print midi dress with puff sleeves and square neckline

Close-up of lace-trimmed square neckline on strawberry gingham midi dress

By ModCloth Countryside Charm Midi Dress

1 color

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Full-length view of a navy cotton fit-and-flare dress with an eyelet bodice, collared neckline, and gathered skirt.

Woman wearing a vintage-inspired navy shirt dress with an embroidered eyelet top and full skirt.

Full-length view of a navy cotton fit-and-flare dress with an eyelet bodice, collared neckline, and gathered skirt.

Close-up of the pointed collar, button-front placket, and eyelet-embroidered bodice.

By ModCloth Library Lane Shirt Dress

1 color

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A young woman stands in a gothic-style room with large arched windows, wearing a sleeveless dress with black top and a full black-and-purple plaid skirt with a patterned collar and black boots.

Front view of the ModCloth Evening Enchantment Fit & Flare Dress highlighting the jeweled collar, sleeveless bodice, and twirl-worthy plaid tulle skirt.

A young woman stands in a gothic-style room with large arched windows, wearing a sleeveless dress with black top and a full black-and-purple plaid skirt with a patterned collar and black boots.

Close-up of the jeweled Peter Pan collar on the Evening Enchantment Fit & Flare Dress featuring sparkling rhinestone embellishments.

By ModCloth Evening Enchantment Fit & Flare Dress

1 color

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Woman wearing vintage-inspired floral button-front midi dress with pockets

Woman wearing a colorful floral dress against a gradient background

Woman wearing vintage-inspired floral button-front midi dress with pockets

Close-up of dress bodice with oversized orange and pink floral print on black fabric

By ModCloth Sundae Stunner Dress

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Instant Energy Faux-Wrap Dress

Instant Energy Faux-Wrap Dress

Instant Energy Faux-Wrap Dress

By ModCloth Instant Energy Faux-Wrap Dress

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Full-length view of white fit-and-flare dress styled with vintage-inspired heels

The Trim & Proper Midi Dress

Full-length view of white fit-and-flare dress styled with vintage-inspired heels

Close-up of textured fabric white cotton dress with ric rac trim and pockets

By ModCloth The Trim & Proper Midi Dress

1 color

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Slide image

Full-length view of women's cotton faux-wrap fit-and-flare dress with pockets, floral skull print, and removable waist tie styled with burgundy lace-up boots.

Instant Energy Faux-Wrap Dress

Instant Energy Faux-Wrap Dress

By ModCloth Instant Energy Faux-Wrap Dress

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Woman wearing a colorful striped jumpsuit on a two-tone blue and orange background

Model posing in rainbow stripe cropped wide-leg jumpsuit with pockets and adjustable waist tie

Woman wearing a colorful striped jumpsuit on a two-tone blue and orange background

Close-up of faux-wrap neckline on rainbow stripe retro-inspired jumpsuit

By ModCloth The Twist & Stripe Jumpsuit

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Woman styling belted button front dress with straw hat.

Front view of vintage-inspired cap sleeve button front dress with woven belt.

Woman styling belted button front dress with straw hat.

Close-up of camp collar and functional button front on geometric print dress.

By ModCloth The Flare Necessities Dress

1 color

$109.99 $124.00

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All Dresses | Vintage Retro Styles XS–4X | ModCloth

Step into retro-inspired elegance with ModCloth’s Dress collection. In sizes XS to 4X, our vintage style dresses range from mini to midi to maxi, offering everything from everyday casual looks to special occasion stunners. Whether you love timeless silhouettes or quirky statement pieces, ModCloth dresses bring charm, personality, and inclusivity to your wardrobe.