$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.

  • Stunning Vision Abstract Mesh Midi Dress

    You'll be a stunning vision in this mesh midi dress out for a day date or brunch! It features a sleeveless square neckline, adjustable spaghetti straps, side ruching that accentuates your natural curves, and a flattering bodycon silhouette. The dress is designed with an artsy abstract print on mesh fabric and has a sewn-in knit lining. Complete the look with a trendy denim crop jacket.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side ruching, bodycon silhouette
    • Midi-length hem
    • Abstract print, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5496

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless Vibes Smooth Knit Long Sleeve Bodysuit

    Give off flawless vibes with this effortlessly chic smooth knit bodysuit! It features a square neckline, long fitted sleeves, a thong-cut bottom with a snap button closure, and a form-hugging fit for a snatched look. The ribbed smooth knit fabric offers plenty of stretch for ultra-comfortable wear. Style this bodysuit with a cargo mini skirt and ankle booties!

    Fit & Features

    • Square neckline
    • Long fitted sleeves
    • Thong-cut bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed smooth knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1697

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Alert Floral Velvet Burnout Midi Skirt

    Major chic alert! This floral velvet burnout midi skirt is a sultry pick for date night. It features a high-rise elasticized waist, a midi-length hem with a high side slit to showcase some leg, and a form-hugging fit. The lined mesh fabric features an all-over floral flocked velvet burnout pattern. Style with the matching corset top!

    Shop Matching Top: Chic Alert Floral Velvet Burnout Corset Top

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem, high side slit
    • Form-hugging silhouette
    • Floral flocked velvet burnout pattern
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0867

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Moments Glitter Velvet Mini Dress

    This glitter velvet mini dress will spark glam vibes and make it a night to remember! The mini-length dress features a sleeveless sweetheart neckline with a built-in padded bust, a pleated cowl neck draped overlay, spaghetti straps, a corset-inspired bodice with vertical seam detailing to create a snatched look, and a bodycon silhouette to flaunt your figure. The stretchy velvet fabric features gorgeous iridescent glitter for a dreamy shine. Style this mini dress with rhinestone strappy heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Pleated cowl neck overlay
    • Spaghetti straps
    • Corset-inspired bodice, vertical seams, high waist seam
    • Mini-length hem, bodycon silhouette
    • Iridescent glitter velvet fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5294

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Shines Glitter Cowl Neck Mini Dress

    Strike up a shine in this glitter mini dress out on the town! Delightfully sparkly, this gorgeous dress features a cowl neckline, spaghetti straps, a bodycon silhouette, a front ruched seam, and a mini-length hem. Complete the look in block heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Front ruched seam
    • Mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5206

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vampy Vibes Faux Leather Midi Dress

    This sleek faux leather midi dress will bring the vampy vibes to your going-out look. It features a strapless straight-across neckline, ruching at the waist, a midi-length hem with a chic back slit accent, and a bodycon silhouette to flaunt your figure. The faux leather fabric offers a moderate stretch. Style this midi dress with lace-up stilettos for an edgy night-out 'fit.

    Fit & Features

    • Strapless straight-across neckline
    • Back zipper, hook and eye closure
    • Dart seams, high waist seam, ruching at the waist
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5282

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layer Up Sleeveless Puffer Vest With Pockets

    Style up your look in this puffer vest for the chilly season ahead! Featuring a sleeveless design with a standing collar neckline, front zipper closure, and an elasticized cropped hem. Crafted with an insulated nylon woven fabric and hidden side pockets with snap-button closures for extra comfort and warmth. Complete the look in a basic long sleeve top and jeans for a coffee run and errands!

    Fit & Features

    • Sleeveless standing collar neckline
    • Front zipper closure
    • Hidden side pockets with snap-button closures
    • Elasticized cropped hem
    • Insulated nylon woven fabric for warmth
    • Puffer design
    • Runs true to size

    Style Number/Barcode: 06201-0428

    Category Name: $20 & Under Sale

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Hour Corset Waist Sequin Catsuit

    It's always party hour with you in this totally glam corset waist sequin catsuit! It features a mock neckline, long fitted sleeves, a sultry corset-inspired waist with sheer mesh inserts and woven piping details, a skinny-leg silhouette, and an all-over form-hugging fit. The sequin embroidery on the partially lined knit fabric will give you that glitzy sheen as you sparkle under the lights! Style this catsuit with rhinestone heels.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Corset-inspired waist, sheer mesh inserts, woven piping details
    • Back zipper, hook and eye closure
    • Skinny-leg silhouette, form-hugging fit
    • Sequin embroidery, partially lined knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2428

    Category Name: $20 & Under Sale

    Price: $28.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Western Flair Studded Faux Leather Pants

    Bring that western flair to your next night out in these studded faux leather pants! They feature a high-rise waist, a trendy faux suede waist panel, round studded trims, and a relaxed straight-leg silhouette. The pants are composed of a buttery smooth faux leather fabric that gives off a sleek sheen and offers a moderate stretch. Style with a crop top, a fringe jacket, and ankle booties for a country concert!

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, button closure
    • Faux suede waist panel
    • Studded trims
    • Straight-leg silhouette
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-1357

    Category Name: $20 & Under Sale

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Cozy Faux Fur-Lined Denim Jacket

    This trendy faux fur-lined denim jacket will keep your winter look cozy and cute! It features a collared neckline with a faux fur trim, long sleeves with faux fur cuffs, a zip-front design, side pockets, and a cropped hem. The denim fabric includes an ultra-plush faux fur lining. Layer this jacket over a fitted bodysuit with cargo pants and mules.

    Fit & Features

    • Collared neckline, faux fur trim
    • Long sleeves, faux fur cuffs
    • Complete zip-front
    • Dual side pockets
    • Cropped hem
    • Denim fabric, soft faux fur lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0512

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Slick Faux Leather Puffer Jacket

    Elevate your cold weather look with this faux leather puffer jacket! Its comfy long sleeves with elasticized cuffs, crop hem, and standing collar neckline help keep you extra warm while the front zipper closure and pockets create functionality. The puffer jacket is designed with a sleek faux leather fabric with an insulated nylon-woven lining that helps keep you warm and protected from the elements. Complete the look in trendy denim jeans.

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Standing collar neckline
    • Front zipper closure
    • Lined pockets
    • Elasticized crop hem
    • Faux leather fabric, insulated nylon-woven lining
    • Runs true to size

    Style Number/Barcode: 06201-0442

    Category Name: $20 & Under Sale

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coolness In Check Faux Sherpa Bomber Jacket

    Keep your coolness in check with this faux sherpa bomber jacket perf for casual styling! It features a collared neckline, long sleeves with tapered hems, a zip-front design, lined side pockets, and a relaxed fit. The lined cozy faux sherpa fabric features a trendy checkered print pattern. Layer this bomber jacket over a crop top with faux leather pants and combat boots!

    Fit & Features

    • Collared neckline
    • Long sleeves, tapered hems
    • Complete zip-front design
    • Dual lined side pockets
    • Relaxed fit
    • Checkered print, faux sherpa fabric, smooth woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0409

    Category Name: $20 & Under Sale

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandy Formal Velvet Sequin Mermaid Dress

    Special Occasion

    A dazzling sequin pattern gives a dash of regal flare to the Sandy formal velvet dress! She features a V-neckline with a wire insert, adjustable spaghetti straps for a customized fit, a mermaid silhouette that flaunts your gorgeous curves, and a high front slit and floor-length hem. The formal dress is designed with a sequin-embellished pattern on soft velvet fabric to bring the sparkle to your night and has a stretchy short knit lining. Complete the look for a red carpet, gala, or formal celebration with a bracelet and earrings.

    Fit & Features

    • Sleeveless V-neckline, wire insert
    • Adjustable spaghetti straps
    • Mermaid silhouette, high front slit, floor-length hem
    • Sequin-embellished pattern
    • Velvet fabric, short stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7665

    Category Name: $20 & Under Sale

    Price: $49.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Glam Rhinestone Heart Chain Belt

    This adorable glam rhinestone heart chain belt will add a trendy touch to your casual looks! It features heart-shaped accents with glitzy rhinestone embellishments and includes a back adjustable chain with a lobster clasp closure. Style this chain belt over a denim mini skirt with a corset top and mules.

    Fit & Features

    • Heart-shaped accents
    • Rhinestone embellishments
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0692

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Affair Sheer Long Sleeve Mini Dress

    This chic sheer long sleeve mini dress will make your next dressy night out a luxe affair! It features a square neckline, sheer mesh long fitted sleeves that provide coverage while adding a chic allure, a faux wrap-front design with ruched detailing creating an asymmetric mini-length, and a bodycon silhouette to hug your curves. The crepe fabric offers a moderate stretch. Style this mini dress with a gemstone necklace and stud earrings to add that glam factor!

    Fit & Features

    • Square neckline, dart seams
    • Sheer mesh long fitted sleeves
    • High waist seam, faux wrap-front design, ruching
    • Asymmetric mini-length hem
    • Bodycon silhouette
    • Crepe fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2861

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Evening Off-The-Shoulder Mini Dress

    Make your next dressy night out a chic evening in this stylish bodycon mini dress. It features an off-the-shoulder sweetheart neckline with short sleeve cuffs, a corset-designed bodice for a snatched silhouette with a padded bust and flexible boning, a mini-length hem, and a bodycon silhouette to showcase your curves. The lined crepe fabric offers a moderate stretch. Complete your look in this mini dress with rhinestone stiletto heels for a sultry hint of glam!

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • Corset-designed bodice, padded bust, flexible boning inserts, high waist seam
    • Back zipper, hook and eye closure
    • Mini-length hem
    • Bodycon silhouette
    • Crepe fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2868

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Work Sleeveless Tank Midi Dress

    Make a bold statement in any setting in this sleeveless midi dress perfect for work or play! The midi dress features a sleeveless square neckline, an underbust seam, tank shoulder straps, a bodycon silhouette that flaunts your curves, and a flirty center back slit accent on smooth woven fabric. Complete the look with pumps and a posh jacket for business mixers and happy hour!

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Underbust seam
    • Bodycon silhouette 
    • Midi-length hem, center back slit
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2871

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Stylish And Classic Plaid Mini Dress

    This stylish mini dress features a classic plaid print and a bodycon silhouette in soft knit fabric. Its square neckline, spaghetti straps, and mini-length hem make it perfect for a trendy, dressy look for layering. Style with a chic moto jacket and boots for an evening out!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Plaid print, knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5411

    Category Name: $20 & Under Sale

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristina Sequin Blazer Mini Party Dress

    Special Occasion

    Your next jazzy affair demands the Kristina sequin blazer dress to strike the crowd with your modern shine! She features long sleeves, shoulder pads for a structured fit, a lapel collar V-neckline, hidden front snap-button closures, a slim-fitting silhouette, and a mini-length hem. The formal party dress is crafted with a gorgeous array of shimmering iridescent sequin-embellishments all over and has a woven lining. Complete the look in sassy lace-up heels for a dressy occasion!

    Fit & Features

    • Long sleeves, shoulder pads
    • Lapel collar V-neckline
    • Hidden front snap-button closures
    • Slim-fitting silhouette, mini-length hem
    • Iridescent sequin-embellishments, woven lining, no stretch
    • Bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1507

    Category Name: $20 & Under Sale

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Second Look Turtleneck Open Back Sweater

    This cozy crop sweater will make everyone do a double-take! Featuring slouchy long sleeves with ribbed cuffs, a turtle neckline, and a cute surplice open back design on a relaxed silhouette on ultra-soft knit fabric. Complete the look in a mini skirt and your favorite boots for a coffee date or pumpkin patch.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Turtle neckline
    • Surplice open back
    • Relaxed silhouette, cropped hem
    • Ultra-soft rib knit sweater fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1744

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Power Hour Plaid Wide-Leg Trouser Pants

    Introduce these stylish plaid trouser pants into your weekly rotation! With a high-rise smooth waistband, subtle pleating, and a wide-leg silhouette, these pants bring chic confidence to your ensemble. Complete the look in a faux leather blazer for the office or after-work cocktails!

    Fit & Features

    • Smooth high-rise waistband
    • Back zipper and hook-eye closure
    • Subtle pleating on the front
    • Wide-leg silhouette
    • Plaid print, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1350

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swirl Of Art Lace-Up Printed Crop Top

    Stay ahead of the trend in this artsy swirl print crop top! It features fitted long sleeves, a V-neckline, a lace-up cutout front, and a cropped hem – all with a fun swirl print on soft brushed knit fabric. Complete the look in a mini skirt for a birthday brunch!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Lace-up cutout front
    • Cropped hem
    • Swirl print
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5032

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxurious Twist Fishnet Sweater With Bralette

    A luxurious twist on casual style! This sheer fishnet sweater top is crafted from a sheer metallic knit for an eye-catching and unique look with fitted long sleeves, a crew neckline, a cropped hem, and a detached faux leather triangle bralette to make this sweater stand out! Complete the look with trendy denim jeans for a weekend style.

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Cropped hem
    • Sheer fishnet metallic knit fabric
    • Detached faux leather bralette included
    • Runs true to size

    Style Number/Barcode: 06005-1831

    Category Name: $20 & Under Sale

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Check Ya Later Plaid Flannel Shacket

    This plaid flannel shacket will make you look effortlessly stylish! With long sleeves, button cuffs, and a classic collar neckline, you'll be the talk of the town. Featuring a button-down front, front pocket, and oversized silhouette, and is crafted on soft flannel woven fabric with a classic plaid print you'll adore this season. Style with sleek leggings and boots for the perf cold-weather fit'!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front, pocket
    • Oversized silhouette
    • Soft flannel woven fabric
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1609

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale