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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Just Peachy Keen Off-The-Shoulder Midi Dress
Look and feel peachy keen in this cute swiss dot midi dress perfect for strolls downtown or grabbing brunch! It features an off-the-shoulder neckline with adorable flutter short-sleeve cuffs, a stretchy smocked bodice, and a flowy hem with a front-slit accent. Complete the look in sleek hoop earrings and sandals.
Fit & Features
- Off-the-shoulder neckline
- Flutter short-sleeve cuffs
- Stretchy smocked bodice
- Flowy midi-length hem, front slit accent
- Swiss dot woven fabric, mini-length woven lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4953
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunshine On My Mind Linen Midi Dress
This flowy linen midi dress was made for sunny days! It features a sleeveless V-neckline with a ruffled trim, adjustable spaghetti straps, a fitted bodice with dual high waist seams, and a midi-length hem with a relaxed A-line silhouette and a tiered, ruffled design. The airy linen fabric includes a full knit lining. Style with wedges for a dreamy look.
Fit & Features
- Sleeveless V-neckline, ruffled trim
- Adjustable spaghetti straps, hidden back zipper, hook and eye closure
- Fitted bodice, dual high waist seams
- Midi-length hem, flowy A-line silhouette
- Tiered, ruffled design
- Semi-sheer linen fabric, full knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5023
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spice It Up Cutout Midi Dress
Serving sultry vibes with zero effort required. This knit midi hugs in all the right places with a bold cutout back and leg slit that was made for double takes.
Fit & Features
- Textured knit fabric with stretch
- V-neckline, tank shoulder straps
- Open back cutout with racer strap detail
- Bodycon silhouette
- Side slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-000109
Category Name: Midi Dresses
Price: $46.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
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Effortless Styling Ribbed Knit Midi Dress
This casual-chic ribbed knit midi dress will create effortless styling for everyday wear! It features a sleeveless scoop neckline, tank shoulder straps, a midi-length hem that hits mid-calf, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Pair with a layered charm necklace and clear mules.
Fit & Features
- Sleeveless scoop neckline, scoop back design
- Tank shoulder straps
- Midi-length hem
- Form-hugging fit
- Ribbed knit fabric, top lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5037
Category Name: Midi Dresses
Price: $19.00 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shining Personality Glitter Midi Dress
With your shining personality, this glitter midi dress brings out your inner glow! Shimmer into every party in this sleeveless dress featuring a V-neck, spaghetti straps, a side ruched seam that accentuates your curves, a bodycon silhouette, and a trendy asymmetrical hem with a side slit. Complete the look in platform heels.
Fit & Features
- Sleeveless V-neck, bust lining, spaghetti straps
- Side ruched seam and slit
- Bodycon silhouette
- Asymmetrical midi-length hem
- Glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2164
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Swing My Way Eyelet Lace Midi Dress
This eyelet lace midi dress is sure to get your crush's attention! It features a sleeveless V-neckline, adjustable spaghetti straps, button front accents, a flattering A-line silhouette, and a front slit along the hem. Complete the look in clear block heels for a daytime soiree!
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Button front accents
- A-line silhouette
- Front slit, midi-length hem
- Eyelet lace fabric, partial woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-4982
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Metallic Glow High Slit Midi Dress
Give off a gorgeous metallic glow in this alluring high slit midi dress, perfect for your next party! It features a sleeveless V-neckline with a pleated wrap-front, spaghetti straps, a high waist seam with pleated detailing, a faux wrap-front design creating a high slit to showcase some leg, and a midi-length hem with a form-hugging silhouette. The shimmery metallic knit fabric offers plenty of stretch. Style with clear heels.
Fit & Features
- Sleeveless V-neckline, pleated wrap-front design
- Spaghetti straps
- High waist seam, pleating
- Faux wrap-front design, high slit
- Midi-length hem, form-hugging fit
- Metallic knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2247
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lovely In Floral Lace Trim Midi Dress
You'll be a sight for sore eyes in this lovely floral midi dress - a flirty option for garden weddings, dressy birthdays, and day dates! The sleeveless dress features a sweetheart neckline with a romantic eyelash lace trim, adjustable spaghetti straps, a curve-hugging bodice, and a slit accent along the flowy hem. Complete the look with earrings and heels.
Fit & Features
- Sleeveless sweetheart neckline, padded wired bust, eyelash lace trim
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Curve-hugging bodice
- Slit accent, midi-length hem, A-line silhouette
- Delicate floral print
- Sheer woven fabric, full lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2228
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Such A Treasure Satin Lace-Up Midi Dress
Unveil this satin midi dress for cocktail soirees and dressy rehearsal dinners! The dress features a sleeveless square neck, spaghetti straps that lace up on the back, a bodycon silhouette, and a side pleated seam that creates the faux wrap skirt. The silky smooth satin fabric offers a moderate stretch. Complete the look in block heels.
Fit & Features
- Sleeveless square neck, spaghetti straps
- Lace-up back, tie closure
- Bodycon silhouette
- Side pleated seam, faux wrap skirt
- Midi-length hem
- Satin fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2176
Category Name: Midi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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La Fleur Floral Mesh Midi Dress
It's love at first sight in this floral midi dress perfect for day dates! It features a sleeveless square neck, spaghetti straps that lead to the lace-up, a bodycon silhouette, and an asymmetrical side slit cutout. The dress is composed of a floral print mesh fabric with a stretch knit lining. Complete the look in lace-up heels.
Fit & Features
- Sleeveless square neck
- Spaghetti straps, lace-up back
- Bodycon silhouette
- Asymmetrical side slit cutout
- Midi-length hem
- Floral print mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4913
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ramona Formal High Slit Midi Dress
Special Occasion
Chic and sophisticated with a hint of sultriness, the Ramona formal midi dress is the perfect cocktail party attire! She features a square neckline, wide shoulder straps with shoulder pad accents, a fitted bodice, a high waist seam, a midi-length hem with a thigh-high side slit, and a curve-hugging silhouette. The scuba knit fabric offers a moderate stretch. Pair with a rhinestone necklace and earrings set for a stylish sparkle.
Fit & Features
- Square neckline
- Wide shoulder straps, shoulder pad inserts
- Fitted bodice, high waist seam
- Back zipper closure
- Midi-length hem, high-side slit, form-hugging fit
- Lined scuba knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-1376
Category Name: Midi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For Floral Strapless Midi Dress
Low-key sultry, high-key unforgettable. This floral strapless midi dress hugs in all the right places with a flirty high-cut slit that does all the talking.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- Strapless straight-across neckline
- High-cut front slit
- Midi-length fitted silhouette
- Runs true to size
Style Number/Barcode: 05102-000234
Category Name: Midi Dresses
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: M, L
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Floral Sunshine Corset Midi Dress
Stroll in wearing this floral midi dress to garden parties or bridal showers! Bring the sunshine in this adorable dress featuring a sleeveless sweetheart neck, tank-style straps, a ruched tie-front bust with underwire support, a corset-seam bodice, lace-up back detail, and a flowy A-line silhouette with a flirty hem slit. The dress is composed of a dainty floral bouquet print on airy woven fabric with a stretchy knit lining. Complete the look with sleek hoop earrings and wedges.
Fit & Features
- Sleeveless sweetheart neck, tank-style straps
- Ruched tie-front bust with underwire
- Back lace-up detail, side zipper and hook-eye closure
- Corset-seam bodice, A-line silhouette
- Front slit, midi-length hem
- Dainty floral bouquet print, woven fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2199
Category Name: Midi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Here To Sparkle Glitter Wrap Midi Dress
Sparkle at every party or celebration in this glitter midi dress featuring a sleeveless cowl neckline, spaghetti straps, and a form-hugging wrap silhouette that creates the front slit along the midi-length hem. Complete the look with a collar necklace and earrings for extra shine!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Form-hugging wrap silhouette
- Front slit accent
- Midi-length hem
- Glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1737
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cue The Charm Floral Sleeveless Midi Dress
Cue the charm this season in this effortless floral midi dress - a perfect option for wedding guests, rehearsal dinners, or cocktail hour! It features a sleeveless square neck, wide shoulder straps, a bodycon silhouette, and a back slit accent. The dress is composed of a blossoming floral pattern on mesh fabric with a stretchy knit lining. Complete the look with a chic bolero and pumps!
Fit & Features
- Sleeveless square neck, wide shoulder straps
- Back zipper and hook-eye closure
- Bodycon silhouette
- Back slit accent
- Midi-length hem
- Floral mesh fabric, stretch knit lining
- Runs true to size
Style Number/Barcode: 05101-2158
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Romance V-Neck Midi Dress
Effortless and romantic, this sleeveless midi dress is a staple to have for every occasion! It features a V-neckline with a twisted bust, spaghetti straps, a form-hugging silhouette, and a sultry front slit. The mid-length dress is stretchy and double-lined. Complete the look in rhinestone mules.
Fit & Features
- Sleeveless V-neckline, spaghetti straps
- Twisted bust
- Form-hugging silhouette
- Front slit
- Midi-length hem
- Double-lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5033
Category Name: Midi Dresses
Price: $5.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Garden Party Floral Midi Dress
Showcase a flirtatious style in this floral midi dress at your next garden party! It features a sleeveless square neckline, spaghetti straps, ruching down the side seams, an asymmetrical midi-length hem, and a curve-hugging silhouette. The blooming floral print pattern on the lined mesh fabric will garner all the compliments! Style with clear mules.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Ruched side seams
- Asymmetrical midi-length hem
- Curve-hugging fit
- Floral print, sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2159
Category Name: Midi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Well-Refined Crepe Ruffled Midi Dress
Elevate your style with this well-refined crepe midi dress perfect for wedding showers or dressy parties! It features a sleeveless V-neck, spaghetti straps that cross in the back, a form-fitting silhouette, and a flirty ruffled high-low hem. Complete the look in sassy mules and a clutch.
Fit & Features
- Sleeveless V-neck
- Spaghetti straps, cross back
- Form-fitting silhouette
- Ruffled high-low midi hem
- Partially lined crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2546
Category Name: Midi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring The Fun Sweater Midi Dress
Spring into this sweater midi dress for daytime outings! It features a sleeveless square neck, adjustable spaghetti straps, contrast trim along the bodice, and a bodycon silhouette. Style with trendy mules to complete the look!
Fit & Features
- Sleeveless square neck
- Adjustable spaghetti straps
- Contrast trim bodice
- Bodycon silhouette
- Midi-length hem
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1640
Category Name: Midi Dresses
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Precious Blooms Floral Midi Dress
You'll look so precious in these blooms! Enchant at the garden party in this floral midi dress featuring a sleeveless scoop neck, spaghetti straps, a ruched bust with a tie-front, a curve-hugging silhouette, and a flowy slit hem. The dress is composed of airy chiffon fabric with a stretchy knit lining and a dainty floral print. Complete the look in chic wedges.
Fit & Features
- Sleeveless scoop neck, spaghetti straps
- Ruched bust with tie-front
- Back zipper and hook-eye closure
- Curve-hugging silhouette
- Flowy midi-length hem, slit
- Dainty floral print, chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-1993
Category Name: Midi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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No Strings Attached Halter Strappy Midi Dress
Not for the shy girls. With a deep plunge, strappy back, and leg-revealing slit, this one’s here to make jaws drop—casually, of course.
Fit & Features
- Slinky knit lined fabric, moderate stretch
- Plunge halter V-neckline, spaghetti strap tie
- Strappy open back
- Side ruched seams
- Side slit
- Bodycon fit, midi-length hem
- Runs true to size
Style Number/Barcode: 05103-000417
Category Name: Midi Dresses
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Charming Allure Floral Midi Dress
Romantic floral blooms dance across this charming woven midi dress to bring allure to garden parties or brunches! It features short puff sleeves, a square neck, a ruched bust, a smocked back, and a flowy silhouette with a flirty front slit. Complete the look in clear mules for a seamless style!
Fit & Features
- Short puff sleeves, square neck
- Smocked back
- Ruched bust, back zipper and hook-eye closure
- Flowy silhouette, front slit, midi-length hem
- Floral bloom print
- Airy woven fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2019
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Everyday Style Midi Dress
This form-fitting midi dress is perfect for creating that chic everyday style! It features a sleeveless V-neckline with a matching V-back design, tank shoulder straps, a fitted silhouette that will hug your curves, and a midi-length hem. The ribbed knit fabric offers plenty of stretch. Complete the look with strappy mules.
Fit & Features
- Sleeveless V-neckline, V-back design
- Tank shoulder straps
- Form-hugging fit
- Midi-length hem
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4844
Category Name: Midi Dresses
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kacy Formal Satin Cutout Midi Dress
Special Occasion
Worthy of walks down the aisle for bridesmaids and hallways entering the reception! The Kacy formal dress features long bishop sleeves with button cuffs, a V-neckline, a bar and cutout accent along the bust, and a flowy silhouette with a midi-length hem and slit. The formal dress is composed of jacquard satin fabric with lining and no stretch. Style with sparkly heels and a clutch to complete the look!
Fit & Features
- Long bishop sleeves, button cuffs
- V-neckline, bar, and cutout accent bust
- Back zipper and hook-eye closure
- Flowy silhouette, slit midi-length hem
- Lined jacquard satin fabric, no stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1552
Category Name: Midi Dresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance