Sidebar

Color

Size

Show more Show All

Length

Price

$
to
$

Plus size Dresses Casual

Filter
  • 10
  • 15
  • 20
  • 25
  • 30
  • 50
  • Featured
  • Most relevant
  • Best selling
  • Newest Arrivals
  • Price, low to high
  • Price, high to low
Sort

Sort by:

  • Featured
  • Most relevant
  • Best selling
  • Price, low to high
  • Price, high to low
  • New
    Flounced Colorblock ShirtdressFlounced Colorblock Shirtdress

    Flounced Colorblock Shirtdress - Multi

    Business up top, flirt at the hem. This colorblock poplin shirtdress keeps it crisp with a playful flounced finish that makes a grand entrance & sublime exit.
    $64.50
    $0.00
    $64.50
      43
    • Multi
  • New
    Striped Ribbed Maxi DressStriped Ribbed Maxi Dress

    Striped Ribbed Maxi Dress - Lemon

    The dress that somehow looks even better once the sun hits it. Ribbed knit with soft horizontal stripes, a deep V-neck and a side slit that breaks up the length in all the right ways. Sleek without feeling done up, relaxed without looking lazy.
    $49.50
    $0.00
    $49.50
    Online Exclusive
      13
    • Lemon
      • 43
    • Black White
      • 73
    • Green
  • New
    Quilted Zip Front Sneaker DressAthletic Knit Sneaker Dress

    Athletic Knit Sneaker Dress - White

    Our quilted sneaker dress is giving cozy-core with a chic mock neck up top, zip front that you control. It’s sexy, it’s trendy and it absolutely eats with sneakers, boots, or whatever you’re feeling that day.
    $69.50
    $0.00
    $69.50
      13
    • White
      • 143
    • Spicy Mustard
      • 173
    • Peacoat
  • New
    Plus Size Midaxi Dress Textured Knit Midi Square Neck DressTextured Square Neck Midaxi Dress

    Textured Square Neck Midaxi Dress - Dragon Fire

    Texture that talks with a side split that walks. Our midaxi dress skims over the body with a clean square neckline that geniously frames the collarbone.
    $49.50
    $0.00
    $49.50
    Online Exclusive
      13
    • Dragon Fire
      • 43
    • Bright Green
      • 73
    • Potting Soil
  • New
    Two Tone Striped ShirtdressTwo Tone Striped Shirtdress

    Two Tone Striped Shirtdress - Denim

    Two-tone stripes run through cotton-blend poplin, structured but not rigid. Bubble sleeves add volume at the shoulder, then ease into a flounced hem that shifts with movement. A shirtdress built on contrast, tailored lines against a softer finish, pattern against motion.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Denim
  • New
    Plus Size Wide Leg Jumpsuit Summer Sleeveless Woven JumpsuitWoven Wide Leg Jumpsuit

    Woven Wide Leg Jumpsuit - Caribbean Sea

    Low-key and warm-weather approved, this woven wide-leg jumpsuit keeps it simple with a clean V-neck and adjustable straps for a perfect fit.
    $49.50
    $0.00
    $49.50
      23
    • Caribbean Sea
      • 93
    • Olive Night
  • New
    Shawl Collar Paneled Denim DressShawl Collar Paneled Denim Dress

    Shawl Collar Paneled Denim Dress - Denim Blue

    Denim with a vacation state of mind. A maxi dress with a chambray shawl collar and standout gold buttons with hammered, seashell and sun-inspired details to make the whole look feel a little more playful, a little more luxe.
    $74.50
    $0.00
    $74.50
      13
    • Denim Blue
  • Rooted In Faith T Shirt DressRooted In Faith T Shirt Dress

    Rooted In Faith T Shirt Dress - Macaw Green

    A reminder you can wear. This short-sleeved t-shirt dress features “Rooted In Faith” with a floral graphic and cuffed sleeves for a 'fit that's impactful.
    $59.50
    $0.00
    $59.50
      53
    • Macaw Green
  • New
    Off The Shoulder Paisley DressOff The Shoulder Paisley Dress

    Off The Shoulder Paisley Dress - Denim

    Vacation plans or not, this dress already looks booked and busy. The off-the-shoulder neckline, paisley floral print and ruffled details are the kind of drama you love with the flounced hem that does its thing every time there’s a breeze.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Denim
  • New
    Faux Pearl Chambray DressFaux Pearl Chambray Dress

    Faux Pearl Chambray Dress - Medium Blue

    It starts as chambray. Then the faux pearls show up along the sleeves and suddenly it’s not just casual anymore. V-neck keeps the rest relaxed.
    $69.50
    $0.00
    $69.50
      13
    • Medium Blue
  • New
    Plus Size Knit Maxi Dress Casual T Shirt Everyday Tee DressStretch Knit Maxi T Shirt Dress

    Stretch Knit Maxi T Shirt Dress - Caribbean Sea

    Long & relaxed, this stretch-knit maxi t-shirt dress falls straight into chic with side splits that show a little leg while you lounge.
    $49.50
    $0.00
    $49.50
      13
    • Caribbean Sea
      • 93
    • Persimmon Orange
  • New
    Plus Size Printed Romper Vacation Ready Short JumpsuitTropical Print Romper

    Tropical Print Romper - Olive

    Vacation energy in one step. This tropical print romper keeps it easy with a soft stretch feel and sash ties at the waist for that just-right shape, ready for whatever the day turns into.
    $69.50
    $0.00
    $69.50
      13
    • Olive
  • New
    Striped Maxi ShirtdressStriped Maxi Shirtdress

    Striped Maxi Shirtdress - Bud Green

    Mixing pleats with stripes, we blend casual with fashionable in our maxi shirtdress.
    $64.50
    $0.00
    $64.50
      13
    • Bud Green
  • New
    Leopard Trimmed Flounced DressLeopard Trimmed Flounced Dress

    Leopard Trimmed Flounced Dress - Black Combo

    Sweet with a little bite, our gauze dress is light with a floaty fit, flounced hem and leopard print trims that growl with style.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Plus Size Greek Key Jacquard Knit Sleeveless Tank Matching SetJacquard Knit Tank

    Matching Set

    Jacquard Knit Tank - Beetroot Purple

    This one’s all about the pattern. The Greek key design runs through this jacquard-knit tank giving it a 3d, graphic feel. Pair it with the matching pants when you want the full set moment, or mix it up your own way.
    $20.00
    $39.50
    $20.00
    Online Exclusive
      13
    • Beetroot Purple
      • 43
    • Black
      • 73
    • POWDER BLUE
      • 103
    • Tangerine
  • New
    Sequined Terry T Shirt DressSequined Terry T Shirt Dress

    Sequined Terry T Shirt Dress - White

    Easy, fun & a little sparkly. This French terry t-shirt dress shines with a sequin patch pocket and matching trims.
    $64.50
    $0.00
    $64.50
      33
    • White
      • 93
    • Calypso Coral
  • New
    Plus Size Greek Key Jacquard Knit Flared Pants Matching SetJacquard Knit Flared Pants

    Matching Set

    Jacquard Knit Flared Pants - Beetroot Purple

    The Greek key pattern takes over these jacquard-knit flared pants giving them a strong, textured look. Fitted through the top, then opening into a flare that changes the shape. Add the matching tank when you want the full set.
    $25.00
    $49.50
    $25.00
    Online Exclusive
      13
    • Beetroot Purple
      • 43
    • Black
      • 73
    • POWDER BLUE
      • 103
    • Tangerine
  • New
    Shawl Collar Paneled Denim DressShawl Collar Paneled Denim Dress

    Available In Lengths

    Tall Shawl Collar Paneled Denim Dress - Denim Blue

    Denim with a vacation state of mind. A maxi dress with a chambray shawl collar and standout gold buttons with hammered, seashell and sun-inspired details to make the whole look feel a little more playful, a little more luxe.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Denim Blue
  • New
    Shell Embellished Maxi DressShell Embellished Maxi Dress

    Shell Embellished Maxi Dress - Princess Blue

    Low cut & dangerously confident, this maxi dress is finished with a shell-inspired along the keyhole and a side split that shifts with every step. It has the kind of presence that makes silence feel louder.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Princess Blue
      • 63
    • Orangeade
  • Cold Shoulder Maxi DressCold Shoulder Maxi Dress

    Cold Shoulder Maxi Dress - Victoria Blue

    A little tease, a lot of intention. This cold-shoulder maxi shows a little skin with a soft keyhole that ties exactly how you like. It skims the body, moves with ease and gives that effortless, quietly luxe energy that never needs to ask for...
    $69.50
    $0.00
    $69.50
      13
    • Victoria Blue
      • 93
    • Persimmon Orange
  • New
    Strapless Harem Leg JumpsuitStrapless Harem Leg Jumpsuit

    Strapless Harem Leg Jumpsuit - Koi

    This strapless jumpsuit with a harem-style leg falls loose through the lower half for a trendy fit. Minimal up top, relaxed through the bottom with an easy pull-on feel that needs no extra commentary!
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Koi
      • 43
    • Olive Night
      • 73
    • Black
  • New
    Off The Shoulder Maxi DressOff The Shoulder Maxi Dress

    Available in Lengths

    Off The Shoulder Maxi Dress - Bud Green

    The kind of dress that makes every sidewalk feel a little cinematic, our off-the-shoulder maxi keeps it sweet & simple with a floaty shape and flounced hem.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Bud Green
      • 103
    • Primrose Yellow
  • New
    Pleated Woven Maxi ShirtdressPleated Woven Maxi Shirtdress

    Pleated Woven Maxi Shirtdress - Spicy Mustard

    Full length but loads of volume, pleats are soft & sensual in our maxi shirtdress.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Spicy Mustard
  • New
    Plus Size Sleeveless Gauze Summer Maxi Dress Plus Size SundressSmocked Tie Front Maxi Dress

    Smocked Tie Front Maxi Dress - Yellow

    A soft gauze maxi feels as light as a whisper. The smocked waist draws in just enough to shape the silhouette without losing that relaxed drape. The keyhole ties add a small, pretty detail along the neck.
    $59.50
    $0.00
    $59.50
    Online Exclusive
      13
    • Yellow
      • 63
    • Sodalite
      • 73
    • Coral
  • Plus Size pompom sun maxi dress plus size trendy summer dressPompom Maxi Dress

    Pompom Maxi Dress - Canary Yellow

    A light, textured weave gives this maxi a soft drape constructed with a V-neck and side slits. Pompom accents are whimsical and texturally pleasing keeping things feeling lively and unforced.
    $69.50
    $0.00
    $69.50
      13
    • Canary Yellow
      • 93
    • White
  • New
    Pleated Maxi ShirtdressPleated Maxi Shirtdress

    Pleated Maxi Shirtdress - Poinsettia

    Full length but loads of volume, pleats are soft & sensual in our maxi shirtdress.
    $64.50
    $0.00
    $64.50
      13
    • Poinsettia
  • New
    Strapless Printed RomperStrapless Printed Romper

    Strapless Printed Romper - Black Combo

    Summer will be here before you know it! Stock up on styles that look amazing every time like our strapless romper we deliver in a chic lemon print or artful floral style.
    $39.50
    $0.00
    $39.50
    Online Exclusive
      13
    • Black Combo
      • 63
    • Sodalite
  • Camo Print Joggers JumpsuitTall Camo Print Joggers Jumpsuit

    Available in Lengths

    Tall Camo Print Joggers Jumpsuit - Multi

    Camo print goes full utility chic in this twill jumpsuit. Multiple pockets, a drawstring waist, and elasticized cuffs let you move, layer, and style however you want. Available in regular and tall lengths to fit your energy from head to toe. Available in regular...
    $79.50
    $0.00
    $79.50
    Online Exclusive
      53
    • Multi
  • Plus Size Tropical Print Flower Maxi Dress Linen Summer ShirtdressTropical Print Maxi Shirtdress

    Tropical Print Maxi Shirtdress - Caribbean Sea

    A tropical take on timeless tailoring, our textured maxi is cuffed at the sleeves, tied at the waist and sprinkled with whimsy thanks to gilded shell buttons, making this shirtdress a shore-to-sea favorite.
    $74.50
    $0.00
    $74.50
      13
    • Caribbean Sea

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.