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  • New
    Plus Size jersey maxi dress plus size a line dress casual shirtdressSeamed A Line Maxi Shirtdress

    Seamed A Line Maxi Shirtdress - Caramel Cafe

    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,...
    $69.50
    $69.50
      13
    • Caramel Cafe
      • 93
    • 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...
    $69.50
    $69.50
      13
    • Black White
      • 93
    • ZINFANDEL
  • Plus Size Maxi Dress Plus Size Casual Dress Plus Size AthleisurewearStripe French Terry Maxi Dress

    Stripe French Terry Maxi Dress - Black

    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...
    $69.50
    $69.50
    Online Exclusive
      13
    • Black
      • 93
    • Heather Grey
  • New
    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...
    $69.50
    $69.50
      13
    • 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...
    $74.50
    $74.50
    Online Exclusive
      13
    • Medium Blue
  • 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...
    $74.50
    $74.50
      23
    • EQUESTRIAN RED
  • 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...
    $69.50
    $69.50
    Online Exclusive
      13
    • Caramel Cafe
  • New
    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...
    $69.50
    $69.50
      13
    • Black White
  • New
    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.
    $69.50
    $69.50
    Online Exclusive
      13
    • Heather Grey
  • Plus Size denim maxi dress plus size wrap dress plus size fashionDenim Print Mesh Maxi Dress

    Denim Print Mesh Maxi Dress - Denim Blue

    With the comfort and flexibility of mesh and a bold print that mimics the look of denim, this maxi dress hugs your curves while keeping things effortlessly cool. Perfect for dressing up or down, it’s the ultimate statement piece for any occasion!
    $69.50
    $69.50
      23
    • Denim Blue
  • New
    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.
    $69.50
    $69.50
    Online Exclusive
      13
    • Surf The Web
  • Plus Size Sweater Dress Plus Size Midi Dress Plus Size ShirtdressBell Sleeved Sweater Dress

    Bell Sleeved Sweater Dress - EDEN

    This midi sweater dress is a cozy-chic essential featuring bold striped detailing & elegant bell sleeve cuffs for a of dash of style drama to your cold-weather wardrobe.
    $69.50
    $69.50
      43
    • EDEN
      • 163
    • Surf The Web
  • New
    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.
    $69.50
    $69.50
    Online Exclusive
      13
    • Black Combo
  • Plus Size Knitted Dress Plus Size Intarsia Dress Plus Size Layered DressPaneled Zigzag Intarsia Knit Dress

    Paneled Zigzag Intarsia Knit Dress - Multi

    Look sexy & studious in our intarsia-knit sweater dress with poplin panels to give off a chic, layered look.
    $69.50
    $69.50
      53
    • Multi
  • Plus Size cable knit midi sweater dress plus size fall style dressCable Knit Midi Sweater Dress

    Cable Knit Midi Sweater Dress - Egret

    Pom poms provide a 3D element to the cable design of this chic sweater dress that features a midi-length and mock neck.
    $89.50
    $89.50
    Online Exclusive
      13
    • Egret
  • Plus Size bodycon sweater dresses plus size fall fashion dressCrystal Sweater Bodycon Dress

    Crystal Sweater Bodycon Dress - Purple Magic

    This honeycomb-knit bodycon sweater dress brings together texture & sparkle with crystals for added shine. The sleek fit highlights your curves, while the bell sleeve cuffs offer some fun. Perfect for adding a little drama to your look, this dress is designed for making...
    $79.50
    $79.50
      33
    • Purple Magic
  • New
    Plus Size Leopard Denim A Line Trendy Maxi Shirt DressLeopard Paneled Denim Shirtdress

    Leopard Paneled Denim Shirtdress - Black

    Bring a touch of the wild to your wardrobe with this denim maxi shirtdress! Featuring two flap pockets at the bust, two slant pockets at the sides, and button-fastening sleeve cuffs, it’s all about casual-chic style. The standout detail? A bold leopard print panel...
    $74.50
    $74.50
      13
    • Black
  • Plus Size animal knit midi sweater dress plus size fall styleIntarsia Bodycon Sweater Dress

    Intarsia Bodycon Sweater Dress - Black Animal

    Embrace the chill in style with this cold-weather intarsia-knit bodycon sweater dress. Designed to hug your curves, this figure-flattering dress features a mock neckline for a sleek, polished look while keeping you warm. The intricate intarsia-knit pattern adds texture and charm, making it perfect...
    $74.50
    $74.50
      43
    • Black Animal
  • Plus Size Y2K Velour Dress Plus Size Casual Dress Plus Size FashionHooded Lurex™ Trimmed Velour Dress

    Hooded Lurex™ Trimmed Velour Dress - Caramel Cafe

    Get your sporty-chic look on with this stretch-velour dress. The drawstring hoodie and front patch pocket offer casual vibes while Lurex™ threading provides a kiss of glam.
    $64.50
    $64.50
    Online Exclusive
      53
    • Caramel Cafe

Recently Viewed Products

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.