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  • New
    Piped Midi A Line DressPiped Midi A Line Dress

    Piped Midi A Line Dress - Black White

    Designed with a flattering a-line and chic piped trims, this midi dress the perfect balance of comfort and class. Whether you’re headed to a candlelit dinner or a day at the office, this piece adds a touch of understated luxury to your wardrobe.
    $39.00
    $64.50
    $39.00
      13
    • Black White
      • 93
    • MOSS
  • New
    Plus Size Jean Jumpsuit Wide Leg Jumpsuit Denim JumpsuitTextured Denim Wide Leg Jumpsuit

    Available in Lengths

    Textured Denim Wide Leg Jumpsuit - Dk Rinse

    This textured-denim jumpsuit is serving looks with a subtle checkerboard pattern that keeps things interesting. The wide-leg fit & lofty pockets bring just the right amount of utility, while the elasticized waist cinches comfortably. And those frayed trims? Just the right amount of undone...
    $39.00
    $79.50
    $39.00
    Online Exclusive
      13
    • Dk Rinse
  • New
    Seamed A Line Maxi ShirtdressSeamed A Line Maxi Shirtdress

    Seamed A Line Maxi Shirtdress - Navy Peony

    Meet your new favorite maxi moment! This stretch-knit shirtdress combines chic and comfort with an A-line hemline that flows effortlessly, ruched sleeves for a playful touch, and seam detailing that takes the style up a notch. Perfect for dressing up or keeping it casual,...
    $39.00
    $69.50
    $39.00
      13
    • Navy Peony
      • 93
    • Caramel Cafe
  • New
    Plus Size Maxi Dress Plus Size Midaxi Dress Plus Size Striped DressRuched Striped Maxi Shirtdress

    Ruched Striped Maxi Shirtdress - Navy Peony

    Classic shirting, but make it fun. This poplin maxi brings all the polish with a sprinkle of playful with a mix of stripes & ruched sides that cinch just right for a flattering, flirty fit.
    $39.00
    $64.50
    $39.00
      13
    • Navy Peony
  • New
    Plus Size seamed maxi dress plus size casual dress plus dressesSeamed U Ring Maxi Dress

    Seamed U Ring Maxi Dress - Black White

    Prepare to slay all day in this stretch-knit maxi dress. Featuring a bold U-ring detail and flirty ruching at the sleeves and seams, this dress is all about curve-loving drama and effortless style. Dress it up or keep it casual—either way, you're serving main...
    $39.00
    $69.50
    $39.00
      13
    • Black White
      • 93
    • ZINFANDEL
  • New
    Plus Size Striped Midi Dress Plus Size Tank Dress Matching Dress SetStriped Midi Tank Dress

    Striped Midi Tank Dress - ZINFANDEL

    Keep it cool and casual in this striped jersey midi tank dress. With a slip-on style that’s effortlessly easy, it’s a must-have for sunny days. Pair it with the matching duster for a coordinated look that takes you from day to night with ease.
    $39.00
    $54.50
    $39.00
      13
    • ZINFANDEL
  • New
    Plus Size Striped Duster Plus Size Jersey Duster Matching SetOpen Front Striped Jersey Duster

    Open Front Striped Jersey Duster - ZINFANDEL

    We're delivering laid-back style with this striped jersey duster. Featuring an open front & a relaxed fit, it’s the perfect lightweight layer to pair with the matching dress for a chic, two-piece set that’s perfect for any occasion.
    $39.00
    $54.50
    $39.00
      13
    • ZINFANDEL
  • New
    Ruched Knit ShirtdressRuched Knit Shirtdress

    Ruched Knit Shirtdress - Frozen Fjord

    Buttoned up but never boring. This stretch-knit shirtdress serves effortless chic with ruched detailing along the front for a snatched silhouette. Your new go-to for looking put-together with zero effort.
    $39.00
    $64.50
    $39.00
    Online Exclusive
      13
    • Frozen Fjord
      • 93
    • ZINFANDEL
  • New
    Open Back Wide Leg JumpsuitOpen Back Wide Leg Jumpsuit

    Open Back Wide Leg Jumpsuit - Olive Night

    Oh, hey queen! This stretch-knit wide-leg jumpsuit is bringing the vibe you didn’t know you needed. With slant pockets for your essentials (or just to look effortlessly cool), an open back to wow, and elasticized cuffs and waistband for a fit that’s as comfy...
    $39.00
    $74.50
    $39.00
    Online Exclusive
      13
    • Olive Night
      • 93
    • Frozen Fjord
  • Plus Size Maxi Dress Plus Size Denim Dress Plus Size Jean DressTwo Tone Chambray Midi Shirtdress

    Two Tone Chambray Midi Shirtdress - Denim

    This two-tone chambray shirtdress is your new go-to for effortless style! With a fun mix of light & dark chambray, it’s all about that chic contrast. The relaxed A-line hem keeps things breezy, while the sash-tie waist lets you play with shape. Plus, two...
    $39.00
    $69.50
    $39.00
      13
    • Denim
  • New
    Plus Size hooded dress plus size graphic sweatshirt dressDo It For Culture Hooded Dress

    Do It For Culture Hooded Dress - Black

    Show up and show out in the Do It For The Culture dress. This dress combines style with a casual aesthetic, featuring a standout graphic along the front. A drawstring hood offers laid-back comfort, while ruched detailing and faux drawstrings at the sides elevate...
    $39.00
    $69.50
    $39.00
      13
    • Black
      • 93
    • Navy Peony
  • New
    Plus Size beyond blessed graphic t shirt dress casual tee shirt dressesBeyond Blessed Midi T Shirt Dress

    Beyond Blessed Midi T Shirt Dress - Black

    This French terry midi t-shirt dress keeps it comfy with side split pockets, an endearing "Beyond Blessed" graphic & a sleek side split for a hint of movement. Perfect for laid-back days with a touch of style and gratitude. 
    $39.00
    $69.50
    $39.00
      13
    • Black
  • New
    Belted Textured Denim ShirtdressPlus Size Denim Shirt Dress Plus Size Belted Jean Dress

    Belted Textured Denim Shirtdress - Medium Blue

    This textured-denim shirtdress combines classic style with a modern twist. The subtle box-pattern texture adds depth and dimension, while button-fastening sleeve cuffs provide a polished finish. A waist-defining sash tie adds a touch of versatility, allowing you to customize the fit for a flattering...
    $39.00
    $64.50
    $39.00
      13
    • Medium Blue
  • New
    Plus Size knit shirtdress plus size dress casual shirt dressRuched Stretch Knit Shirtdress

    Ruched Stretch Knit Shirtdress - Black

    Buttoned up but never boring. This stretch-knit shirtdress serves effortless chic with ruched detailing along the front for a snatched silhouette. Your new go-to for looking put-together with zero effort.
    $39.00
    $64.50
    $39.00
      13
    • Black
      • 93
    • Olive Night
  • Plus Size Classic Knee Dress Plus Size Shirt Dress Plus Size DressBelted A Line Shirtdress

    Belted A Line Shirtdress - EQUESTRIAN RED

    Brighten up your wardrobe with this crepe shirtdress! Featuring a complementing sash tie belt and a flowy A-line hem, it’s perfect for adding a cheery touch to your day. Dress it up or down for an effortlessly chic look that’s full of fun and...
    $39.00
    $69.50
    $39.00
      23
    • EQUESTRIAN RED
  • New
    Plus Size Camo Denim A Line Trendy Maxi Shirt DressCamo Paneled Denim Shirtdress

    Camo Paneled Denim Shirtdress - Medium Blue

    This denim maxi shirtdress blurs the lines between a classic aesthetic & trendy style. The two flap pockets at the bust and slant pockets at the sides add functionality, while button-fastening sleeve cuffs and frayed trims bring a touch of rugged charm. A striking...
    $39.00
    $74.50
    $39.00
    Online Exclusive
      13
    • Medium Blue
  • New
    Plus Size cowgirl graphic t shirt dress plus size tee shirt casual dressesCowgirl Cuties Maxi T Shirt Dress

    Cowgirl Cuties Maxi T Shirt Dress - Caramel Cafe

    Giddy up, gorgeous! The Cowgirl Cuties French terry maxi T-shirt dress is as comfy as it is cute, with a fun graphic of three stylish cowgirls front and center. The easy, flowy fit and side splits make it perfect for twirling, lounging, or struttin’...
    $39.00
    $69.50
    $39.00
      13
    • Caramel Cafe
  • Plus Size Casual Dress Plus Size Maxi Dress Plus Size AthleisurewearStriped French Terry Maxi Dress

    Striped French Terry Maxi Dress - EQUESTRIAN RED

    Experience the perfect balance of comfort and elegance with this cotton-blend French terry maxi dress. Designed with a sophisticated V-neckline, chic striped trims, and a sultry side split, it’s a luxurious take on laid-back style. From casual outings to refined lounging, this dress redefines...
    $39.00
    $74.50
    $39.00
      33
    • EQUESTRIAN RED
  • Plus Size Striped Knee Dress Plus Size Shirt Dress Plus Size DressStriped A Line Shirtdress

    Striped A Line Shirtdress - Black White

    Step into the limelight with this vibrant striped crepe shirtdress! The playful stripes and flattering sash ties bring a put-together vibe, while the A-line hemline adds movement and flair. Perfect for any occasion, this dress combines fun and freshness with effortless style. Get ready...
    $39.00
    $69.50
    $39.00
      13
    • Black White
  • New
    Plus Size graphic hooded dress plus size sweatshirt dressDo It For Culture Dress

    Do It For Culture Dress - Caramel Cafe

    Show up and show out in the Do It For The Culture dress. This dress combines style with a casual aesthetic, featuring a standout graphic along the front. A drawstring hood offers laid-back comfort, while ruched detailing and faux drawstrings at the sides elevate...
    $39.00
    $69.50
    $39.00
    Online Exclusive
      13
    • Caramel Cafe
  • Plus Size Classic Black And White Jumpsuit Plus Size Cocktail LooksTwo Tone Wide Leg Jumpsuit

    Two Tone Wide Leg Jumpsuit - Black Combo

    This black & white crepe jumpsuit is an instant show-stopper! With a graceful cowl neckline and wide-leg silhouette, it moves with you from brunch to after-hours. Deep side slit pockets add a dash of practicality, making it as functional as it is fabulous.
    $39.00
    $69.50
    $39.00
    Online Exclusive
      13
    • Black Combo
  • Plus Size Printed terry Hoodie Dress Graphic Sweatshirt DressProfile Midaxi Graphic Dress

    Profile Midaxi Graphic Dress - Surf The Web

    Keep it cozy, cute, and totally on-trend with this French terry midaxi dress! Featuring a drawstring hood and a bold graphic, it’s the perfect mix of sporty and stylish.
    $39.00
    $69.50
    $39.00
    Online Exclusive
      13
    • Surf The Web
  • New
    Belted Slub Woven ShirtdressBelted Slub Woven Shirtdress

    Belted Slub Woven Shirtdress - Frozen Fjord

    Effortlessly cool and endlessly versatile, this slub-woven shirtdress is your go-to for laid-back sophistication. Featuring button-tab sleeves for a customizable look and sash-ties at the waist to highlight your shape, it's perfect for workdays, weekends, and everything in between.
    $39.00
    $69.50
    $39.00
      13
    • Frozen Fjord
      • 93
    • Nugget Gold
  • Plus Size sketch print terry Hoodie Dress Graphic Sweatshirt DressSketch Midaxi Graphic Dress

    Sketch Midaxi Graphic Dress - Heather Grey

    Our sketch print French terry midaxi dress is a great look if you're in the mood for playful chic! With a drawstring hood for that laid-back vibe and an artistic graphic, it’s equal parts comfy, cool &. smidge of attitude.
    $39.00
    $69.50
    $39.00
    Online Exclusive
      13
    • Heather Grey
  • New
    Plus Size Printed Midaxi A Line ShirtdressPrinted Midaxi A Line Shirtdress

    Printed Midaxi A Line Shirtdress - Multi

    Breeze through sunny days in this printed woven midaxi shirtdress, made for effortless summer style. With button-tab sleeves, handy side pockets, and an airy A-line hemline, it’s equal parts relaxed and refined.
    $39.00
    $69.50
    $39.00
      13
    • Multi

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Stay Comfortable with Plus Size Casual Dresses

Taking a more casual approach to your wardrobe? Shop the latest casual women's plus-size dresses from Ashley Stewart with comfortable and stylish options to choose from. You can feel comfy and sexy in trendy casual designs, so browse our selection of clothing in sizes 10-36 in a range of styles and colors. Stay stylish and cozy at the same time with maxi dresses, midi dresses or sweater dresses with short-sleeve, long-sleeve, and sleeveless options. Our casual plus-size dresses are perfect for the office or the weekend and will make you the best-dressed woman in the room. We offer a variety of versatile casual dresses and plus-size jumpsuits that pair comfort and style. Shop our knit maxi dresses or our A Line, wrap or shift dresses perfect for church flow. Get the best collection of prints, patterns and off-the-shoulder styles in florals, animal prints, and lace. Don’t forget to complete the look with our statement jewelry and fashion accessories.

Shop Plus Size Clothing Online or In-Store

Find the perfect casual dress for any occasion online, or find an Ashley Stewart location near you.