$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.

  • Step Out In Sassy Style Bodycon Mini Dress

    Step out in sassy style in this bodycon mini dress that will hug your curves for a gorgeous silhouette. It features a sleeveless sweetheart neckline with a built-in padded bust that eliminates the need for a bra, tank shoulder straps, all-over ruching, a mini-length hem, and a bodycon fit. The smooth knit fabric includes a full lining and offers plenty of stretch. Complete your look in this mini dress with platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust seam outline, padding
    • Tank shoulder straps
    • All-over ruching
    • Mini-length hem
    • Bodycon fit
    • Knit fabric, full lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5063

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Contemporary Babe Cowl Midi Dress

    A contemporary babe like you will look effortlessly sultry in this sleeveless midi dress perfect for parties or dinner dates! The knee-length dress features a cowl neckline, sleek spaghetti straps, and a bodycon silhouette. Style with strappy heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1964

    Category Name: $20 & Under Sale

    Price: $5.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silky-Smooth Satin Short Slip Dress

    This silky-smooth satin short slip dress will give you that effortlessly chic style you crave! It features a strapless straight-across neckline with a fold-over accent, an open back with an elasticized bar strap and a lower draped back design, a short-length hem, and a flowy A-line silhouette. The satin woven fabric has minimal stretch. Pair with strappy mules for a trendy date night look.

    Fit & Features

    • Strapless straight-across neckline, fold-over accent, no-slip strip
    • Open back, elasticized bar strap, lower draped back design
    • Hidden side zipper, hook and eye closure
    • Short-length hem
    • A-line silhouette
    • Satin woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2472

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance Again Sequin Lace-Up Mini Dress

    You'll want to dance again and again in this striking sequin mini dress! It features a sleeveless sweetheart neckline with a wire insert, spaghetti straps that lace up along the back, and a flattering bodycon silhouette. The lined mesh fabric features all-over sequin embroidery for a stunning shine. Complete the look in this mini-length dress with chunky platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, wire insert
    • Spaghetti straps, lace-up back
    • Bodycon silhouette
    • Mini-length hem
    • Sequin embroidery, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-4886

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • After-Dark Fab Chain Fringe Strapless Romper

    This ultra-fab chain fringe romper was made for after-dark fun! It features a strapless plunge-wired V-neckline, front cascading ball-chain fringe trim, a high waist seam, and a short, cheeky, form-hugging fit. The crepe fabric offers a moderate stretch and includes a knit lining at the bust. Complete your club 'fit with your fave platform heels.

    Fit & Features

    • Strapless plunge-wired V-neckline, princess seams
    • Front ball-chain fringe trim
    • High waist seam
    • Short, cheeky, form-hugging fit
    • Crepe fabric, knit lining at the bust
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1075

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Maia Formal Velvet Slit Midi Dress

    Special Occasion

    The Maia formal velvet dress is totally captivating at fancy parties and celebrations! She features a sleeveless square neckline with cowl pleating, adjustable spaghetti straps, a bodycon silhouette, a front ruched seam, and slit that shows some skin along her midi-length hem. The formal dress is composed of a flocked velvet pattern on mesh fabric with a stretchy knit lining. Complete the look with a gorgeous rhinestone bracelet and earrings.

    Fit & Features

    • Sleeveless square neckline, cowl pleating
    • Adjustable spaghetti straps
    • Back zipper and hooke-ey closure
    • Bodycon silhouette
    • Front ruched seam and slit
    • Midi-length hem
    • Flocked velvet pattern, mesh fabric stretchy knit lining
    • Sticky bra or pasties recommended

    Style Number/Barcode: 05001-1699

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Audrina Formal Ponte Square Neck Midi Dress

    Special Occasion

    Dressy bridal shower? Casual-chic wedding? Or any event that needs a little white dress. The Audrina formal ponte midi dress evokes sophistication and style to help you look and feel your absolute best! She features a sleeveless square neckline with a wired underbust trim, tank shoulder straps, a form-hugging silhouette, and a back slit accent along her fitted midi-length hem. The formal dress is composed of a smooth ponte-blend fabric designed to fit your body like a glove and has a stretchy knit lining. Complete the look with a beaded clutch and statement heels.

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Wired underbust trim, back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit accent, fitted midi-length hem
    • Ponte-blend knit fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1624

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annaliese Formal Satin Rhinestone Mermaid Dress

    Special Occasion

    Everyone will make way for the elegant Anneliese satin formal dress showcasing major head-turning glamour! Stunning for black tie galas, charity dinners, and weddings. She features a sleeveless square neckline, rhinestone embellished shoulder straps, an open back with rhinestone embellished lattice straps, and a flattering mermaid silhouette and floor-length hem. The formal dress is composed of a luxurious silky satin-lined fabric with plenty of stretch. Complete the look with a gorgeous layered necklace and earrings.

    Fit & Features

    • Sleeveless square neckline, rhinestone embellished shoulder straps
    • Hidden side zipper and hook-eye closure
    • Open back, rhinestone embellished lattice straps
    • Curve-hugging, mermaid silhouette, floor-length hem
    • Lined silky satin fabric, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7237

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Perfection Rhinestone Bow Satin Pumps

    These stunning rhinestone bow satin pumps are total chic perfection! They feature a closed pointed toe, a rhinestone trim and a double rhinestone bow accent, thin adjustable ankle and heel straps with rhinestone embellishments, a criss-cross back strap design, and a stiletto heel. Style with a rhinestone fringe clutch for your next fancy affair. 

    Fit & Features

    • Closed pointed toe
    • Rhinestone trim, double rhinestone bow accent
    • Thin adjustable ankle and heel straps, rhinestone embellishments, buckle detail
    • Criss-cross back strap design
    • Stiletto heel
    • Satin exterior, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4521

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunshine Beauty Floral Ruffled Short Dress

    This adorable floral ruffled short dress was made for sunny summer days! It features a sleeveless square neckline, adjustable spaghetti straps that lead to a cross-back design, a flowy relaxed A-line silhouette, and a drop waist seam with a ruffled short-length hem. The dress showcases a dainty floral embroidered pattern on the lightweight cotton fabric. Style with espadrille sandals for a day party!

    Fit & Features

    • Sleeveless square neckline, elasticized back hem
    • Adjustable spaghetti straps, cross-back design
    • Flowy A-line silhouette
    • Drop waist seam, ruffled short-length hem
    • Dainty floral embroidered pattern
    • Cotton fabric, full woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5322

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Encounter Rhinestone Strappy Stiletto Heels

    Make it a chic encounter at your next fancy affair in these rhinestone strappy stiletto heels! They feature an open square toe, a thin strappy design across the foot with a center knot detail, an adjustable ankle strap, sparkling rhinestone embellishments on the straps, and a sleek stiletto heel. The patent faux leather material will give off a stylish sheen. Pair with rhinestone fringe earrings. 

    Fit & Features

    • Open square-shaped toe
    • Thin strappy design, center knot detail
    • Adjustable ankle strap, buckle detail
    • Rhinestone embellishments
    • Stiletto heel
    • Patent faux leather material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4510

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Summer Days Ruffled Cotton Skater Dress

    Capture the perfect casual-chic summer vibe with this lightweight ruffled cotton skater dress. It features a pleated V-neckline with a ruffled collar and a tie-front design, short puff sleeves with ruffled hems, sheer crochet inserts down the bodice and along the skirt, a stretchy smocked high waist, a short ruffled and tiered skater skirt with a layered design, and a flattering fit and flare silhouette. The cotton fabric includes a woven skirt lining. Style with strappy mules.

    Fit & Features

    • Pleated V-neckline, ruffled collar, tie-front design, tassel accents
    • Short puff sleeves, elastic cinched ruffled hems
    • Sheer crochet inserts down the bodice and along the skirt
    • Stretchy smocked high waist
    • Short ruffled and tiered skater skirt, layered design, fit and flare silhouette
    • Cotton fabric, woven skirt lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5324

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's Iconic Strapless Ruffled Tulle Skater Dress

    Create an iconic look that brings the drama in this chic ruffled tulle skater dress. It features a strapless straight-across neckline, a fitted bodice with flexible boning and a stretchy smocked back, a fitted high waist with an adorable tie-back bow design, a short ruffled and tiered skater skirt, and a fab fit and flare silhouette. The dress features a woven top and a sheer airy tulle skirt with a woven skirt lining. Style with a rhinestone jewelry set for your next party.

    Fit & Features

    • Strapless straight-across neckline, no-slip strip
    • Fitted bodice, flexible boning inserts, stretchy smocked back
    • Fitted high waist, tie-back bow design
    • Short ruffled and tiered skater skirt
    • Fit and flare silhouette
    • Woven top, sheer tulle skirt, woven skirt lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2753

    Category Name: $20 & Under Sale

    Price: $13.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless And Breezy Short T-Shirt Dress

    Style up this effortless and breezy short T-shirt dress for your casual weekend plans! It features a crew neckline, short sleeves, dual side pockets, a loose T-shirt fit, a short-length hem, and an A-line silhouette. The cotton-blend fabric has a moderate stretch. Pair with hoop earrings and strappy sandals.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Dual side pockets
    • Loose T-shirt fit
    • Short-length hem, A-line silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5044

    Category Name: $20 & Under Sale

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Style Icon Cutout Bodycon Midi Dress

    This sultry-chic midi dress will level up your look and make you a casual style icon! It features a sleeveless asymmetric one-shoulder neckline with a tank strap, a bold asymmetric waist cutout for a hint of skin, a midi-length hem, and a bodycon silhouette that will hug your curves. The ribbed knit fabric offers plenty of stretch. Pair with clear mules.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Tank strap
    • Asymmetric waist cutout
    • Midi-length hem
    • Bodycon silhouette
    • Stretchy ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5201

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set The Curve Square Neck Maxi Dress

    Set the tone for flaunting your curves in this essential maxi dress perfect for day or night styling! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a sexy center-back high slit on double-lined knit fabric with a buttery soft feel. Complete the look with a crop denim jacket and sandals for a sunset dinner date!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Bodycon silhouette
    • Center back high slit
    • Maxi-length hem
    • Double-lined knit fabric
    • Buttery soft and stretchy
    • Runs true to size

    Style Number/Barcode: 05102-5200

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playful In Knit Halter Midi Sweater Dress

    Feeling playful? Turn up the charm in this sleeveless sweater midi dress perfect for family parties or baby showers! It features a halter neckline, skin-baring cutout sides and back, and a form-hugging fit on stretchy rib knit fabric with contrast trim. Complete the look in block heel mules.

    Fit & Features

    • Sleeveless halter neckline
    • Cutout sides and back
    • Form-hugging fit
    • Midi-length hem
    • Stretchy sweater rib knit fabric
    • Contrast trim
    • Runs true to size

    Style Number/Barcode: 06005-1697

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Colorful Steps Metallic Chunky Block Heels

    Have the most colorful steps in these metallic block heels for parties and celebrations! They feature a square toe, a three toe strap, platform sole, and an adjustable ankle strap with buckle closure, Complete the look with a clutch.

    Fit & Features

    • Square toe
    • Three toe strap design
    • Platform sole
    • Chunky block heel
    • Adjustable ankle strap, buckle closure
    • Colored metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4493

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Adelaide Formal Glitter Lace Slit Long Dress

    Special Occasion

    Light up the room in the lovely Adelaide formal dress showcasing sparkling glitter to enchant at banquets or galas! She features a sleeveless scalloped V-neckline, sleek bungee spaghetti straps, a sheer bodice with satin trim, and a hip-hugging slim silhouette with a sultry side slit and long hem. The formal long dress is composed of a glitter lace fabric with a stretchy knit lining. Complete the look with a clutch and platform heels.

    Fit & Features

    • Sleeveless scalloped V-neckline, bungee spaghetti straps
    • Sheer bodice, satin trim
    • Hip-hugging slim silhouette
    • Side slit, long hem
    • Glitter lace, stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7256

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Farrah Rhinestone Sheer Mesh Formal Mini Dress

    Special Occasion

    Make your next formal night out a major slay in the Farrah rhinestone sheer mesh mini dress! She features a sleeveless sweetheart neckline with a chic draped cowl neck overlay, a built-in padded bust that eliminates the need for a bra, and adjustable spaghetti straps for a customized fit. Her sheer corset-designed bodice features flexible boning inserts and a high waist seam, and ruching down the side seams leading to a mini-length hem with a bodycon silhouette to hug your curves. The partially-lined sheer mesh fabric features all-over mini rhinestone embellishments for a glitzy vibe. Complete the look with rhinestone earrings and metallic heels!

    Fit & Features

    • Sleeveless sweetheart neckline, draped cowl neck overlay
    • Built-in padded bust, adjustable spaghetti straps
    • Sheer corset-designed bodice, flexible boning, high waist seam
    • Ruched side seams, mini-length hem, bodycon silhouette
    • All-over rhinestone embellishments
    • Sheer mesh fabric, partial knit lining, plenty of stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1627

    Category Name: $20 & Under Sale

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glinda Formal Crepe Off The Shoulder Dress

    Special Occasion

    Enjoy the perfect evening in the Glinda formal crepe long dress to bring a sophisticated allure to black-tie events or parties! She features a classy off-the-shoulder, sweetheart neckline with non-slip grip lining and adorable puff sleeve cuffs. Flaunt your curves thanks to her form-hugging slim silhouette that's also designed with a high front slit to show some on the long hem. The formal dress is composed of a crepe fabric with a stretchy knit lining. Complete the look in chandelier fringe earrings for a glam finish!

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Non-slip grip lining, puff short sleeve cuffs
    • Back zipper and hook-eye closure
    • Form-hugging, slim silhouette, high front slit, long hem
    • Crepe fabric, stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7460

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beachy And Boho Crochet Bustier Tank Top

    Make beachy and boho your summer vibe with this adorable crochet knit bustier tank top! It features a sleeveless V-neckline, tank shoulder straps, a bustier-style bodice with sheer crochet inserts at the front, and a fitted, angled, and cropped hem. Style with high-rise denim shorts.

    Fit & Features

    • Sleevleess V-neckline
    • Tank shoulder straps
    • Bustier-style bodice, sheer crochet inserts
    • Back zipper closure
    • Fitted, angled, cropped hem
    • Crochet knit fabric, partial lining
    • Runs true to size

    Style Number/Barcode: 06005-1703

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Classic Smooth Knit Crop Top

    This cute smooth knit crop top will become a classic piece in your lineup! It features a crew neckline, short fitted sleeves, a fitted, cropped hem, and a soft and smooth double-lined knit fabric that offers plenty of stretch. Style with high-rise jeans and sneakers for the perfect casual vibe. 

    Fit & Features

    • Crew neckline
    • Short fitted sleeves
    • Fitted, cropped hem
    • Soft and smooth double-lined knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1626

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In My Sultry Era Marabou Feather Mini Dress

    You'll be in your sultry era in this curve-hugging mini dress! It features a strapless sweetheart neckline with a fab marabou feather trim, a built-in padded bust with a structured underwire, dual vertical seams running down the front of the dress, a mini-length hem, and a flattering bodycon silhouette. The smooth knit fabric has plenty of stretch. Style this mini dress with rhinestone statement earrings and lace-up heels for your next club night out.

    Fit & Features

    • Strapless sweetheart neckline, marabou feather trim
    • Padded bust, structured underwire
    • Dual vertical seams down the front
    • Back zipper, hook and eye closure
    • Bodycon silhouette
    • Smooth knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2388

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale