Rerun
Filters
Embrace the art of relaxed elegance with dresses that boast oversized silhouettes. These options not only provide comfort but also offer a chic, fashion-forward appeal. Perfect for the modern individual who appreciates a blend of style and ease, these oversized dresses will effortlessly elevate your wardrobe. Whether you're searching for a specific fabric, color, or have a preferred budget, remember you can easily refine your search by typing directly into the search bar or utilizing our Smart Filters.
The Row Isora oversized cotton-poplin midi dress
save

The Row

Isora oversized cotton-poplin midi dress

$775

$1,550

Net-a-Porter

JOSEPH Duna linen-blend midi dress
save

JOSEPH

Duna linen-blend midi dress

$294

$735

Mytheresa

New
New
BAUM UND PFERDGARTEN Agdel Dress
save

BAUM UND PFERDGARTEN

Agdel Dress

$167.4

$279

Shopbop

New
New
Mango Flared-sleeve satin dress
save

Mango

Flared-sleeve satin dress

$149.99

Mango

Jil Sander Drawstring cotton poplin midi dress
save

Jil Sander

Drawstring cotton poplin midi dress

$1,278

$2,130

Mytheresa

New
New
Lemaire Parachute Dress
save

Lemaire

Parachute Dress

$576

$960

Shopbop

KHAITE Zelma printed satin midi dress
save

KHAITE

Zelma printed satin midi dress

$990

$1,980

Net-a-Porter

New
New
By Malene Birger Lily Dress
save

By Malene Birger

Lily Dress

$530

Shopbop

New
New
Rick Owens Tommykite asymmetric draped crepe gown
save

Rick Owens

Tommykite asymmetric draped crepe gown

$834

$1,390

Net-a-Porter

Maison Margiela Checked wool midi dress
save

Maison Margiela

Checked wool midi dress

$1,062

$1,770

Mytheresa

New
New
La Vie Style House Linen Floral Maxi Everyday Dress
save

La Vie Style House

Linen Floral Maxi Everyday Dress

$650

Shopbop

Marie Adam-leenaerdt Cape-effect layered gathered crepe-jersey maxi dress
save

Marie Adam-leenaerdt

Cape-effect layered gathered crepe-jersey maxi dress

$486

$2,430

Net-a-Porter

New
New
Mei Mei J Sleeveless Viscose Dress with Side Yokes
save

Mei Mei J

Sleeveless Viscose Dress with Side Yokes

$272.5

$545

Shopbop

New
New
Marques Almeida Beige Textured Loose Fit Tier Gathered Dress
save

Marques Almeida

Beige Textured Loose Fit Tier Gathered Dress

$228

$570

Shopbop

Max Mara Nupar cotton poplin midi dress
save

Max Mara

Nupar cotton poplin midi dress

$525

$1,050

Mytheresa

Simone Rocha Convertible striped cotton-poplin shirt dress
save

Simone Rocha

Convertible striped cotton-poplin shirt dress

$648

$1,295

Net-a-Porter

New
New
Mei Mei J Sleeveless Taffeta Dress
save

Mei Mei J

Sleeveless Taffeta Dress

$199

$398

Shopbop

New
New
JOSEPH Oversized printed cotton and linen-blend twill midi shirt dress
save

JOSEPH

Oversized printed cotton and linen-blend twill midi shirt dress

$314

$895

Outnet

Junya Watanabe Draped midi dress
save

Junya Watanabe

Draped midi dress

$495

$990

Mytheresa

KHAITE Essie gathered silk-organza gown
save

KHAITE

Essie gathered silk-organza gown

$1,600

$3,200

Net-a-Porter

New
New
Lee Mathews Louise Dress
save

Lee Mathews

Louise Dress

$345

$690

Shopbop

New
New
Marni Short Sleeve Midi Dress
save

Marni

Short Sleeve Midi Dress

$1,150

Shopbop

The Row Abasi oversized wool and silk midi dress
save

The Row

Abasi oversized wool and silk midi dress

$1,434

$2,390

Mytheresa

New
New
MM6 Maison Margiela Pearl Jersey Dress
save

MM6 Maison Margiela

Pearl Jersey Dress

$350

$875

Shopbop

CO Oversized pleated habotai maxi dress
save

CO

Oversized pleated habotai maxi dress

$518

$1,295

Net-a-Porter

New
New
Róhe Oversized ramie maxi dress
save

Róhe

Oversized ramie maxi dress

$560

Mytheresa

Max Mara Leisure Faraone plissé-crepe midi dress
save

Max Mara

Leisure Faraone plissé-crepe midi dress

$168

$335

Net-a-Porter

New
New
Balmain Printed kaftan
save

Balmain

Printed kaftan

$1,950

Mytheresa

New
New
Dries Van Noten Colorblocked printed silk shirt dress
save

Dries Van Noten

Colorblocked printed silk shirt dress

$1,475

Mytheresa

New
New
MARRAKSHI LIFE Touareg striped cotton-blend maxi dress
save

MARRAKSHI LIFE

Touareg striped cotton-blend maxi dress

$780

Net-a-Porter

Loro Piana Striped linen and silk kaftan
save

Loro Piana

Striped linen and silk kaftan

$3,125

Mytheresa

New
New
THANK YOU HAVE A GOOD DAY Oversized paneled striped silk and linen midi shirt dress
save

THANK YOU HAVE A GOOD DAY

Oversized paneled striped silk and linen midi shirt dress

$1,125

Net-a-Porter

Molly Goddard Lizzie ruffled cotton mini dress
save

Molly Goddard

Lizzie ruffled cotton mini dress

$398

$795

Net-a-Porter

Adriana Degreas Effortless Chic cotton maxi dress
save

Adriana Degreas

Effortless Chic cotton maxi dress

$591

$845

Mytheresa

Marni Faux Leather A-Line Mini Dress
save

Marni

Faux Leather A-Line Mini Dress

$440

$2,200

Shopbop

New
New
Dima Ayad Striped metallic voile and stretch-knit kaftan
save

Dima Ayad

Striped metallic voile and stretch-knit kaftan

$392

$980

Net-a-Porter

Another Tomorrow + NET SUSTAIN gathered organic cotton-voile maxi dress
save

Another Tomorrow

+ NET SUSTAIN gathered organic cotton-voile maxi dress

$297

$990

Net-a-Porter

Ulla Johnson Remy Tunic
save

Ulla Johnson

Remy Tunic

$225

$750

Shopbop

La DoubleJ Muumuu floral-print silk-twill maxi dress
save

La DoubleJ

Muumuu floral-print silk-twill maxi dress

$903

$1,290

Net-a-Porter

TOTEME Pinstriped midi shirt dress
save

TOTEME

Pinstriped midi shirt dress

$420

$700

Mytheresa