Midi Dresses
Midi dresses strike that sweet spot between chic and effortless—perfect for brunch with the girls, date night plans, or showing up wedding-guest ready. From flowy A-line silhouettes to curve-hugging bodycon styles, these fits flatter in all the right places. Discover midis with open-back halters, strapless, corset, and bustier bodices that bring the allure, while luxe fabrics like silky satin, mesh with floral prints, and buttery-soft knits keep it elevated. Modern details like ruching, cutouts, and twisted necklines make every midi post-worthy and unforgettable.
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Midi Dresses
Product Recommendations
Fall & Winter Midi Dresses You’ll Live In
Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.
Winter Nights, Office Days, Holiday Evenings
From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.
Styles That Work Overtime
In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.
Layering is everything this season—add a cropped faux fur, a tailored blazer, or sheer long-sleeve mesh underneath. Pair with knee-high boots or strappy heels depending on the look. Whether you're heading to the office, a holiday soirée, or dinner with friends, our midi dresses adapt to your schedule and mood.
Fall & Winter Midi Dresses You’ll Live In
Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.
Winter Nights, Office Days, Holiday Evenings
From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.
Styles That Work Overtime
In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.
Midi Dresses in Every Shade—With Holiday Styling Tips
Explore our curated midi collections in every hue, with outfit ideas that transition effortlessly from festive dinners to gift swaps and winter weddings:
- Black Midi Dresses: Pair a sleek black midi with pointed-toe pumps and a structured blazer for an office party look that turns into dinner-ready elegance.
- Blue Midi Dresses: Go bold with cobalt blue styled under a faux fur jacket and metallic heels for a festive night out with friends.
- Green Midi Dresses: Elevate your holiday presence in an emerald green midi paired with gold statement earrings and velvet ankle boots.
- Pink Midi Dresses: A blush pink midi with soft satin finish and nude heels is perfect for a winter bridal shower or holiday brunch.
- Red Midi Dresses: Command attention in a scarlet red midi, styled with a faux leather moto jacket and black booties for party-season drama.
- White Midi Dresses: For winter formals or seasonal celebrations, opt for a white midi layered with a crystal-embellished belt and silver heels.
Shop Windsor’s midi dresses online, in-store, or in-app—and fall in love all over again. From cozy daytime looks to ultra-glam formal midi dresses and midi holiday party dresses, your new go-to mid-length dresses await.
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Blooming Romance Floral Lace Midi Dress
Let the romance bloom on date night in this alluring and chic floral lace midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps, a bust seam outline with dainty scalloped lace, a midi-length hem with a thigh-high side slit, and a fitted A-line silhouette. Style this mid-length dress with duster earrings and clear heels.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, back zipper hook-eye closure
- Bust seam outline, scalloped lace
- Midi-length hem, high side slit, scalloped lace trim
- Fitted A-line silhouette
- Sheer floral lace fabric, full lining
- Runs true to size
Style Number/Barcode: 05101-2213
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take In The Beauty Satin Floral Midi Dress
Everyone will be taking in the beauty of you in this whimsical floral satin midi dress perfect for outdoor weddings or chic garden parties! The dress features three-quarter length sleeves with elastic cuffs, a square neck, a stretchy smocked back, and a flowy silhouette. Complete the look in pretty butterfly hoop earrings.
Fit & Features
- Three-quarter length sleeves, elastic cuffs
- Square neck, bust lining
- Stretchy smocked back
- Flowy silhouette, midi-length hem
- Whimsical floral print
- Smooth, shimmery satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-2321
Category Name: Midi Dresses
Price: $5.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ignite A Spark Glitter Slit Midi Dress
Ignite the sparks in this shimmery glitter midi dress perfect for dressy birthdays or dinner parties! It features a sleeveless sweetheart neckline, spaghetti straps, a ruched and padded bust, a bodycon silhouette, and a side ruched seam leading to the asymmetrical side slit. Complete the look with heeled sandals and a clutch.
Fit & Features
- Sleeveless sweetheart neckline, spaghetti straps
- Ruched and padded bust
- Bodycon silhouette
- Side ruched seam, asymmetrical side slit
- Midi-length hem
- Lined glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1953
Category Name: Midi Dresses
Price: $19.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lovely Seeing You Floral Chiffon Midi Dress
They'll be pleased to make your lovely acquaintance looking so romantic in this floral chiffon midi dress as the perfect wedding guest! The sleeveless dress features a sweetheart neckline, adjustable spaghetti straps, a stretchy smocked back, a built-in padded bust, and a flattering front slit along the flowy hem. Complete the look with clear lucite block heels and a clutch.
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Stretchy smocked back, zipper and hook-eye closure
- Built-in padded bust
- Front slit, midi-length hem
- Garden rose print, airy chiffon, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2214
Category Name: Midi Dresses
Price: $5.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Fantasy Chiffon V-Neck Midi Dress
You'll be a chic fantasy come true in this breezy chiffon midi dress at rehearsal dinners, cocktail parties, and celebrations! The dress features a sleeveless V-neck with a wire insert, adjustable spaghetti straps, a pleated bust, hidden side pockets, and an A-line silhouette with a flirty slit hem. Complete the look in fringe earrings and sandals.
Fit & Features
- Sleeveless V-neck, wire insert, pleated bust
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Hidden side pockets
- A-line silhouette, front slit, midi-length hem
- Airy chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2229
Category Name: Midi Dresses
Price: $5.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Iconic Basic Cap Sleeve Midi Dress
An iconic basic midi dress your closet needs! Create effortlessly chic looks with this knit dress featuring cap sleeves, a V-neck, and a bodycon silhouette with a curved hemline on brushed stretchy fabric. Style with slide sandals and sunglasses for hanging downtown with friends!
Fit & Features
- Cap sleeves
- V-neck
- Bodycon silhouette
- Curved midi-length hemline
- Brushed stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05101-2530
Category Name: Midi Dresses
Price: $5.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fresh Breeze Floral Chiffon Midi Dress
Freshen up your wardrobe for spring to summer with this floral chiffon midi dress - a lovely style for wedding showers and birthday brunches! It features adorable puff short sleeves, a square neck, a flirty bust tie and underbust seam detail, and a slim-fit silhouette with a front slit hem. The airy chiffon fabric features a bouquet floral print pattern. Complete the look with dainty hoop earrings.
Fit & Features
- Puff short sleeves, elastic cinched hems
- Square neck, bust tie, underbust seam detail
- Back zipper, hook and eye closure
- Slim-fit silhouette, front slit, midi-length hem
- Bouquet floral print
- Sheer chiffon fabric, full knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2130
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tending The Blooms Floral Midi Dress
This floral midi dress needs no gardening skills to keep beautiful! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging silhouette, and a flirty front slit. Complete the look in whimsical butterfly earrings for a garden party!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Form-hugging silhouette
- Front slit
- Midi-length hem
- Garden floral print, stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05101-1684
Category Name: Midi Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cut to It Strapless Midi Dress
Smooth, sleek, and a little spicy—this strapless midi dress brings just the right amount of drama with curve-hugging cutouts and an effortlessly chic fit. Perfect for weddings, semi-formal soirees, or a dressed-up date night!
Fit & Features
- Stretch knit fabric, knit lining
- Strapless neckline
- Side waist cutouts
- Bodycon fit
- Trumpet midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000465
Category Name: Midi Dresses
Price: $36.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, L, XL
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Marina Strapless Crepe Feather Trim Midi Dress
Special Occasion
Show off a chic and flirtatious look for engagement parties, bachelorette weekends, or bridal showers in the Marina crepe feather trim midi dress! She features a strapless straight-across neckline with a built-in padded bust, princess seams that continue down the length of the dress, a high waist seam, a slim-fit silhouette, a midi-length hem with a fabulous feather accented trim, and a back slit detail. The crepe fabric includes a sewn-in knit lining. Complete the look with rhinestone drop earrings.
Fit & Features
- Strapless straight-across neckline, no-slip strip, built-in padded bust
- Princess seams, high waist seam, back zipper, hook and eye closure
- Slim-fit silhouette
- Midi-length hem, feather trim, back slit
- Crepe fabric, sewn-in knit lining, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1377
Category Name: Midi Dresses
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Queen Tropical Floral Midi Dress
Slay in all of your vacation pics like the stylish queen you are in this tropical floral midi dress! It features a sleeveless square neckline, spaghetti straps, a midi-length hem, a bodycon silhouette that will hug your curves, and a bold tropical floral print pattern. The sheer mesh fabric includes a stretch knit lining. Complete the look with clear mules.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Midi-length hem
- Bodycon silhouette
- Tropical floral print
- Sheer mesh fabric, stretch knit lining
- Runs true to size
Style Number/Barcode: 05102-4980
Category Name: Midi Dresses
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Pretty Silky Knit Midi Dress
You'll be feeling pretty and chic in this silky knit midi dress! It features a sleeveless V-neckline with a twist-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length hem with a sultry high front slit, and a curve-hugging silhouette. Style with clear mules for date night.
Fit & Features
- Sleeveless V-neckline, twist-front design
- Small keyhole cutout under the bust
- Spaghetti straps
- Midi-length hem, high front slit
- Form-hugging fit
- Silky knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2278
Category Name: Midi Dresses
Price: $5.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For You Satin Ruche Midi Dress
Watch everyone fall for you in this luxe satin midi dress at rehearsal dinners, graduations, and dressy cocktail parties! The dress features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and an adjustable front ruching atop a flirty slit accent. The sleek satin-knit fabric offers a moderate stretch. Complete the look with a stunning collar necklace.
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Bodycon silhouette
- Adjustable front ruching, drawstring
- Slit accent, midi-length hem
- Luxe satin-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2077
Category Name: Midi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Aleah Formal Trumpet Hem Midi Dress
Special Occasion
The Aleah formal trumpet hem midi dress is a chic choice for wedding rehearsals, banquets, or parties! She features a sleeveless sweetheart neckline with a built-in padded bust, adjustable spaghetti straps for a customized fit, a high waist seam, a midi-length trumpet hem with a ruffled design, and a form-hugging silhouette. The smooth crepe fabric offers a moderate stretch. Style with clear heels.
Fit & Features
- Sleeveless sweetheart neckline, ruching, padded bust
- Adjustable spaghetti straps, back zipper, hook and eye closure
- High waist seam
- Midi-length trumpet hem, ruffled design, form-hugging fit
- Crepe fabric, lined bust, moderate stretch
- Bra optional
- Runs true to size
Style Number/Barcode: 05001-1525
Category Name: Midi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Day Dream Chiffon Midi Dress
You'll look like a sweet daydream in this breezy floral midi dress to capture the spring spirit! It features a sleeveless sweetheart neck, adjustable spaghetti straps, a ruched bust with underwire, button front accents, a smocked back, and a flowy A-line silhouette with a flirty hem slit. The dress is composed of airy chiffon fabric with floral embroidery and a stretchy knit lining. Complete the look in platform wedges.
Fit & Features
- Sleeveless sweetheart neck, button accents
- Adjustable spaghetti straps
- Ruched bust, underwire
- Smocked back, zipper and hook-eye closure
- Flowy A-line silhouette, front slit, midi-length hem
- Floral embroidered chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2117
Category Name: Midi Dresses
Price: $5.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Getaway Midi Sweater Dress
This adorable retro print sweater dress is giving major weekend getaway vibes! It features a sleeveless scoop neckline, a front O-ring accent with a small keyhole cutout, tank shoulder straps, a scoop-back design, a midi-length hem, and a form-hugging silhouette. The sweater knit fabric features a trendy retro-inspired multi-print pattern. Style with espadrille sandals.
Fit & Features
- Sleeveless scoop neckline
- Front O-ring accent, small keyhole cutout
- Tank shoulder straps, scoop-back design
- Midi-length hem, form-hugging fit
- Retro-inspired multi-print pattern
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1642
Category Name: Midi Dresses
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Nail The Trend Swirl Print Sweater Dress
Make heads turn in this on-trend sweater dress to show off your new spring style! It features a sleeveless square neck, adjustable spaghetti straps, a bodycon silhouette, and a midi-length hem on swirl print knit fabric. Complete the look in sandals for a backyard party!
Fit & Features
- Sleeveless square neck
- Adjustable spaghetti straps
- Bodycon silhouette
- Midi-length hem
- Swirl print
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1671
Category Name: Midi Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dianna Strapless Slit Midi Formal Dress
Special Occasion
The Dianna is a lesson in less-is-more allure, designed in a soft ruched knit that smooths and sculpts with ease. With its sleek strapless cut, bodycon fit, and asymmetric slit, this midi is pure understated drama.
Fit & Features
- Smooth knit stretchy fabric, sewn-in knit lining
- Strapless neckline, padded bra cups
- Back zipper and hook-eye closure
- Ruched bodycon silhouette
- Side slit
- Midi-length hem
- Runs true to size
Where to Wear:
Weddings, bridal showers, engagement parties, rehearsal dinners, baby showers, birthdays, date nights, anniversaries, cocktail soirees, dinner parties, photoshoots
Style Number/Barcode: 05001-000359
Category Name: Midi Dresses
Price: $64.90
Availability: In Stock
Available Color: IVORY, BLACK, RED
Available Size: XS, L, XL, S, M
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Daring Beauty Satin Slit Midi Dress
Envoke a daring and beautiful style in this satin midi dress for semi-formal weddings, cocktail parties, and dressy birthdays! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a center front ruched seam that leads to the flirty slit accent. The luxe satin fabric offers a moderate stretch. Complete the look in bold rhinestone heels.
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Bodycon silhouette
- Center front ruched seam, slit accent
- Midi-length hem
- Satin fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2105
Category Name: Midi Dresses
Price: $9.97 $41.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Slay Tropical Print Midi Dress
Slay your vacay look with this curve-hugging tropical print midi dress! It features a sleeveless V-neckline, spaghetti straps, a ruched side seam, a midi-length asymmetric hem creating a chic side slit, and a bodycon silhouette. The all-over tropical palm leaf print will really bring those vacay vibes. Complete the look with clear mules.
Fit & Features
- Sleeveless V-neckline, spaghetti straps, bust lining
- Ruched side seam
- Midi-length asymmetric hem, side slit
- Bodycon silhouette
- Tropical palm leaf print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4948
Category Name: Midi Dresses
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dream Escape Tropical Midi Dress
Pack right for your dream escape with this tropical print midi dress perfect for a dinner with a beachside view! It features a sleeveless V-neckline, adjustable spaghetti straps that crisscross in the back, a bodycon fit, and a ruched side seam to accentuate your curves atop a sultry slit. The smooth knit fabric features a gorgeous tropical floral print that will give off major vacay vibes. Complete the look with sleek earrings and a choker necklace.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, crisscross back
- Bodycon silhouette
- Side ruched seam, slit accent
- Asymmetric midi-length hem
- Tropical floral print, knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4957
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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In Paradise Tropical Print Midi Dress
You'll be ready for your paradise getaway with this tropical print midi dress! It features a sleeveless V-neck, spaghetti straps, a sultry cutout back, a bodycon silhouette, and an asymmetrical side slit cutout. Complete the look in wedges.
Fit & Features
- Sleeveless V-neck, spaghetti straps
- Cutout back
- Bodycon silhouette
- Asymmetrical side slit cutout
- Midi-length hem
- Tropical print, stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-4987
Category Name: Midi Dresses
Price: $19.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dreamy In Floral Satin Midi Dress
Create a dreamy look in this floral satin midi dress for brunch or bridal showers! It features a sleeveless cowl neckline, adjustable spaghetti straps, a curve-hugging slim silhouette, and a flirty side slit accent. Complete the look in heeled mules.
Fit & Features
- Sleeveless cowl neckline
- Adjustable spaghetti straps
- Curve-hugging, slim silhouette
- Side slit accent
- Midi-length hem
- Floral print, silky satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-4985
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Favorite Pick Ruched Slit Midi Dress
Your new favorite midi dress for looking stylish and cute! It features a sleeveless square neck, sleek bungee spaghetti straps, a bodycon silhouette, and a side slit with a ruched drawstring that lets you customize the fit. The midi dress is composed of a rib-knit fabric with lining and plenty of stretch. Complete the look in trendy flat sandals for a bridal shower or brunch!
Fit & Features
- Sleeveless square neck
- Bungee spaghetti straps
- Bodycon silhouette
- Side slit, ruched adjustable drawstring
- Midi-length hem
- Rib knit-lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5034
Category Name: Midi Dresses
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale