$20 & Under Sale

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Unveil the Magic of Windsor's $20 and Under Sale – Hot Deals on Must-Have Dresses & Clothing!

Looking to elevate your wardrobe affordably? Search no further than Windsor's spectacular $20 and under sale, where chic meets affordability! This fashion sale is the perfect opportunity to update your wardrobe with stylish pieces that won't break the bank. Discover a curated selection of $20 sale clothing that includes affordable dresses for any occasion, from weddings and cocktail hours to summer parties.

Featured $20 and Under Deals:

Elegant Dresses: Find the perfect dress for formals, birthdays, or date nights without overspending. Our collection features stunning styles that make a statement.

Summer Party Dresses: Stay cool and fashionable with our range of dresses designed for summer parties and casual gatherings. Light, breezy, and effortlessly chic!

Versatile Wardrobe Staples: Whether you're dressing up or down, our affordable tops and bottoms offer versatility and style for any event.

Why You'll Love Our $20 Deals

  • Capture unbeatable prices on current trends featuring high-quality, fashionable pieces at prices you’ll adore.
  • Brag about getting something new with fresh updates and how you always have exciting pieces to discover that won't break the bank.
  • Come back to get limited-time offers: These hot deals won’t last long – make sure you snag your favorites before they're gone!

At Windsor, we believe that everyone deserves to look and feel fabulous without overspending. Our $20 and under sale is designed to bring you the best in trendy fashions at incredible prices. From elegant wedding guest dresses to fun and flirty summer party outfits, you'll find everything you need to stay stylish this season. Capture more savings and shop the full collection of affordable women's apparel!

Don’t miss out on these unbeatable $20 deals. With new styles added regularly, there's always a fresh find waiting for you. Shop now and discover the joy of Windsor fashion sale – stylish, affordable, and simply irresistible.

  • Made Of Love Sweetheart Wrap Mini Dress

    This sexy mini dress will make you look and feel like a goddess! Flaunt your curves with its bodycon silhouette, adjustable spaghetti straps, and a V-wired sweetheart neckline and crisscross back that provide the perfect contrast to its wrap mini-length hem. Complete the look with rhinestone heels for a night on the town!

    Fit & Features

    • Sleeveless V-wired sweetheart neckline
    • Adjustable spaghetti straps
    • Crisscross back
    • Bodycon silhouette
    • Wrap mini-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5186

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One More Night Velvet Surplice Mini Dress

    Have one more perfect night in this velvet mini dress! The stylish short dress features a daring V-neckline, adjustable spaghetti straps, a side pleated seam, and a body-hugging silhouette. Make a bold statement in this sultry mini dress that is sure to turn heads! Style with a clutch and sparkly heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Adjustable spaghetti straps
    • Side pleated seam
    • Bodycon silhouette, mini-length hem
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2681

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh Behavior Faux Leather Sleeveless Bodysuit

    Showcase your baddie self in this sleeveless bodysuit for a night downtown! The one-piece top features a faux leather front bodice, a mock neckline, a sheer mesh back and waist, a faux leather thong bottom, and snap-button closures. Complete the look in a mini skirt and thigh-high boots.

    Fit & Features

    • Sleeveless faux leather front bodice
    • Mock neckline
    • Sheer mesh back and waist
    • Faux leather thong bottom, snap-button closures
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4941

    Category Name: $20 & Under Sale

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Sophistication High Rise Cargo Trouser Pants

    Check cool sophistication off your to-do list! These cargo trouser pants are perfect for dressing up your look. They feature a flattering high-rise waist with pleat detailing, hidden side pockets, a hip-hugging fit, lower-side flap pockets, and a slim straight-leg silhouette. Complete the look in a statement corset top for cocktail hour!

    Fit & Features

    • High-rise waist, pleat detailing
    • Hidden side pockets, belt loop accents
    • Hidden front zipper and hook-eye closure
    • Hip-hugging fit, lower side flap pockets
    • Slim straight-leg silhouette
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1320

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Times Hoodie Puffer Jacket

    Embrace the perfect blend of style and functionality with this hoodie puffer jacket perfect for the chilly season! Featuring puffy long sleeves with elasticized cuffs, a hooded neckline with a front collar and dual snap-button closures for extra protection, hidden front snap-button and zipper closures, hidden side zipper pockets, and adjustable drawcord elasticized hem. The jacket is designed from insulated nylon-woven lined fabric that's water resistant and helps keep you warm and protected from the elements. Complete the look in cute boots.

    Fit & Features

    • Puffy long sleeves, elasticized cuffs
    • Hooded neckline, front collar with dual snap-button closures
    • Hidden front snap-button and zipper closures
    • Hidden side zipper pockets
    • Adjustable drawcord elasticized hem
    • Insulated nylon-woven lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0464

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rylee Formal Metallic V-Neck Slim Long Dress

    Special Occasion

    Rise and shine in the Rylee formal metallic dress to sparkle at school dances or black tie events! She features a sleeveless surplice V-neckline, spaghetti straps that crisscross in the back, a side ruched seam that leads to the asymmetrical high front slit, and a slim curve-hugging silhouette with a floor-length hem. The formal dress is composed of a metallic knit fabric that shimmers under any light and has plenty of stretch. Complete the look with a chic clutch.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, crisscross back
    • Side ruched seam, asymmetrical high front slit
    • Slim curve-hugging silhouette, floor-length hem
    • Metallic knit fabric, moderate stretch
    • Sticky bra recommended
    • RUns true to size

    Style Number/Barcode: 05002-7241

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kierra Formal Glitter Velvet High Slit Dress

    Special Occasion

    A timelessly glamorous style for bridesmaids or wedding guests, the Kierra Formal Glitter Velvet High Slit Dress brings sophistication and elegance. She features a sleeveless sweetheart neckline with a wired insert, bungee spaghetti straps, a padded bust, and a back cutout with a hook-clasp closure. Her front ruched seam and high front slit provide an alluring texture, while the long-length hem and A-line silhouette promise a flattering fit. Glittering velvet knit fabric offers the perfect sparkling touch and has a bust lining and moderate stretch. Complete the look in a necklace and earrings set.

    Fit & Features

    • Sleeveless sweetheart neckline, wired insert
    • Padded bust, sleek bungee spaghetti straps
    • Back cutout with hook-clasp strap
    • Front ruched seam, high slit
    • A-line silhouette, long-length hem
    • Glitter velvet knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7387

    Category Name: $20 & Under Sale

    Price: $29.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kick Up A Storm Faux Leather Western Boots

    Kick up a stylish storm in these faux leather western boots! They feature a sleek pointed-toe, inner zipper closure, a block heel, trendy western-inspired stitching, and the perfect under-the-knee length with side pull tabs for easy on-and-off styling. Complete the look with a cowboy hat for a bachelorette or country concert!

    Fit & Features

    • Pointed-toe, block heel
    • Inner zipper closure
    • Western-inspired stitching
    • Under-the-knee shaft length
    • Side pull tabs, easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0973

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Movin' On Up High-Rise Parachute Cargo Pants

    Elevate your sporty girl style in these parachute cargo pants for casual slays! The pants feature a high-rise drawstring waist with side pockets, one back pocket, a wide-leg silhouette, large side pockets with velcro closures, pleating along the hem, and adjustable drawstring cuffs so you customize the style. Complete the look in a sleek corset top for a day or evening out!

    Fit & Features

    • High-rise drawstring waist, side pockets, one back pocket
    • Front hidden button and zipper closure
    • Wide-leg silhouette
    • Large side pockets, velcro closures
    • Pleating at the hem, adjustable drawstring cuffs
    • Smooth woven non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06302-0782

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cross Over Sleeveless Bodycon Mini Dress

    Take a walk on the wild side in this sleeveless mini dress for the club! It features a crisscross V-neckline, a flattering bodycon silhouette, and a fitted hem on smooth knit fabric with a stretchy lining. Complete the look in chunky platform heels for an elevated style!

    Fit & Features

    • Sleeveless crisscross V-neckline
    • Bodycon silhouette
    • Fitted mini-length hem
    • Smooth knit fabric, stretchy lining
    • Runs true to size

    Style Number/Barcode: 05103-5182

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Up And Go Wrap Mini Skirt

    This sexy wrap mini skirt will bring the effortless glamour to your party look! It features a high-rise elastic banded waist for comfortable wear, a faux wrap-front design creating a chic side slit, a mini-length hem, and a form-hugging silhouette. The stretchy knit fabric features a subtle sheen that will look stunning under the lights Style this mini skirt with the matching crop top for a complete outfit for your next club night out.

    Shop Matching Top: Glam Up And Go Cropped Tank Top

    Fit & Features

    • High-rise elastic banded waist
    • Faux wrap-front design, side slit
    • Mini-length hem
    • Form-hugging silhouette
    • Knit fabric, sheen, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0945

    Category Name: $20 & Under Sale

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Up And Go Cropped Tank Top

    This sexy cropped tank top will bring the effortless glamour to your party look! It features a sleeveless V-neckline with a trendy triangle bust seam outline, adjustable spaghetti straps, and a fitted cropped hem. The stretchy knit fabric features a subtle sheen that will look stunning under the lights. Style this crop top with the matching mini skirt for a complete outfit for your next club night out.

    Shop Matching Bottoms: Glam Up And Go Wrap Mini Skirt

    Fit & Features

    • Sleeveless V-neckline
    • Triangle bust seam outline
    • Adjustable spaghetti straps
    • Fitted cropped hem
    • Knit fabric, sheen, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5035

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hiss Worthy Faux Suede Snake Corset Top

    Be ready to hiss and slither in style in this faux suede corset top! Crafted with luxurious snake embossed faux suede fabric, this top features a sleeveless silhouette with a square neck, tank straps, flexible boning, and side lace-ups that offer structure and adjustable fit, flexible boning, while the cropped hem and front hidden hook and eye closures completes the style. Dare to make a statement and complete the look in sleek faux leather leggings! 

    Fit & Features

    • Sleeveless square neck
    • Tank straps
    • Side lace-ups
    • Flexible boning, cropped hem
    • Snake embossed faux suede fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2249

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't Be Shy Satin Ruched Crop Top

    Show off your flirty side with this satin crop top sure to make headlines! The sleeveless top features a V-neckline with a wire insert, adjustable spaghetti straps, a pleated bust, a ruched bodice, and a cropped hem. Complete the look in best-selling boyfriend jeans for a daytime outing with the girls!

    Fit & Features

    • Sleeveless V-neckline, wire insert
    • Adjustable spaghetti straps
    • Pleated bust
    • Ruched bodice
    • Cropped hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2276

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunset Ombre Stripe Tie Back Crop Sweater

    You'll be a gorgeous sunset view in this ombre striped sweater! The top features fitted long sleeves, a crew neckline, a form-hugging fit, a cropped hem, and a sassy tie-back design on fuzzy and soft rib knit wool-blend sweater fabric. Complete the look in sleek faux leather pants for a dinner and movie!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Form-hugging fit
    • Crop hem, tie-back design
    • Ombre striped pattern
    • Fuzzy sweater knit wool-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1745

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Style Long Sleeve Denim Jumpsuit

    Achieve the perfect weekend style with this cute and casual denim jumpsuit. It features a collared neckline, long sleeves, a button-down front design, dual buttoned chest pockets, a high stretchy elastic waistband for comfortable wear, dual buttoned straps at the waist, dual front and back pockets, and a straight-leg silhouette. The cotton-blend denim fabric offers a moderate stretch. Complete your look with hoop earrings and ankle booties.

    Fit & Features

    • Collared neckline
    • Long sleeves, single button detail
    • Button-down front, dual buttoned chest pockets
    • High elastic waistband, dual buttoned straps
    • Dual front and back pockets
    • Straight-leg silhouette
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0452

    Category Name: $20 & Under Sale

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Boot Camp Denim Cargo Joggers

    Step up as a stylish cadet in these denim cargo joggers! The pants feature a flattering high-rise waist, side pockets, and lower cargo flap pockets with dual button closures, a jogger-style leg, and a pull strap along the cuff. Complete the look with the matching jacket for casual hangs or school! 

    Shop Matching Jacket: Fashion Boot Camp Denim Bomber Jacket

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure, belt loop accents
    • Side pockets, lower cargo flap pockets, dual button closures
    • Jogger-style leg
    • Pull tab straps along the cuff
    • Denim woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06302-0780

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Boot Camp Denim Bomber Jacket

    Step up as a stylish cadet in this denim bomber jacket! The jacket features a high neckline, long sleeves with elasticized cuffs, front zipper closure, dual flap pockets with snap button closures, and an elasticized cinch crop hem. Complete the look with the matching bottoms for casual hangs or school! 

    Shop Matching Bottoms: Fashion Boot Camp Denim Cargo Joggers

    Fit & Features

    • Long sleeves, elasticized cuffs
    • High neckline
    • Front zipper closure
    • Dual flap pockets with snap buttons
    • Elasticised cinch crop hem
    • Denim woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06204-1622

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Walk Faux Leather High-Rise Midi Skirt

    Walk the walk of chic in this faux leather midi skirt downtown to the coffee shop or restaurant! The midi skirt features a flattering high-rise waist and bodycon silhouette with a bold side slit cutout for a show of leg. Complete the look with a sleek moto jacket and booties.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Side slit cutout
    • Midi-length hem
    • Front button and hidden zipper closure, belt loop accents
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0613

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Chain Mesh Bustier

    Dare to turn heads? Step out in this mesh bustier to capture every eye in the room! It features a sweetheart neckline, adjustable spaghetti straps, a built-in underwire bra top with a pleated bust, flexible boning inserts with chain trim, a sheer curved cropped hem, and a sheer back with multiple hook and eye closures. Complete the look in new high-rise jeans and heels for dinner and drinks!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Built-in under bra top, pleated bust
    • Flexible boning inserts, chain trim
    • Sheer curved cropped hem
    • Sheer back, multiple hook and eye closures
    • Mesh fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06001-4962

    Category Name: $20 & Under Sale

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coolest Vibes Zip-Front Bomber Jacket

    This sleek zip-front bomber jacket will give off the coolest vibes for perfect fall and winter 'fits. It features a ribbed knit collar, long sleeves with cinched hems, a complete zip-front design, buttoned pockets, a mid-length cinched hem, and a trendy oversized silhouette for that relaxed look. The sleek woven fabric includes a filling and a lining. Channel that trendy girl energy by styling with layered chain necklaces and ankle booties!

    Fit & Features

    • Ribbed knit collar
    • Long sleeves, elastic cinched hems
    • Complete zip-front
    • Dual buttoned pockets
    • Mid-length elastic cinched hem
    • Sleek woven fabric, filling, lining
    • Oversized silhouette

    Style Number/Barcode: 06204-1669

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxurious Views Satin Sweetheart Corset Top

    Treat yourself to the ultimate luxury in this satin corset top! Form-fitting and chic, this corset top hugs curves with flexible boning inserts and a flattering sweetheart neckline. Dual wide shoulder straps, a back zipper and hook-eye closure complete the look. Style with high-rise jeans for dinner and cocktails!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Dual wide shoulder straps
    • Back zipper and hook-eye closure
    • Flexible boning
    • Cropped hem
    • Silky satin-lined fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06003-2279

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty Feels Off-The-Shoulder Bodysuit

    Feel pretty showing off your shoulders! This off-the-shoulder bodysuit features fitted long sleeves, side ruched seams to accentuate your curves, a form-hugging fit, and a thong bottom with snap-button closures on smooth knit fabric. Style the bodysuit with high-rise jeans for a dinner and movie date!

    Fit & Features

    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Side ruched seams
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1693

    Category Name: $20 & Under Sale

    Price: $3.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Girl Energy Mesh Ruffle Bodycon Dress

    Bring the flirty girl energy in this mesh bodycon dress out for date night or grabbing cocktails with the girls! The dress features a sweetheart neckline, adjustable spaghetti straps, a padded and underwire bust for support, side and back ruched seams that hug your curves, and asymmetrical ruffle trim leading to the mini-length hem. Complete the look with a rhinestone bracelet and heels for some sparkle.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Padded and underwire bust
    • Side and back ruched seams, bodycon silhouette
    • Asymmetrical ruffles, short-length hem
    • Mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2775

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance