$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.

  • Effortless Done-In-One Parachute Cargo Overalls

    A cool and effortless done-in-one style! These on-trend parachute overalls feature a square neck, adjustable straps with button closures, trendy cargo flap pockets, side zipper closure, and adjustable elastic cuffs so you can customize the fit. The overalls are designed with contrast stitched seams on woven cotton fabric. Complete the look in a basic tee and sneakers for casual plans!

    Fit & Features

    • Sleeveless square neck
    • Adjustable straps, button closures
    • Cargo flap pockets, side zipper closure
    • Relaxed silhouette, adjustable elastic cuffs
    • Contrast stitched seams
    • Woven cotton fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0792

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Class In Session Plaid High Slit Mini Skort

    This sassy plaid skort will earn you an A+ in style! With a high-rise waist, form-hugging fit, and mini-length hem, you'll turn heads in all the right ways - not to mention the stunning front skirt overlay and high slit. Complete the look in a cute short-sleeved top for school or casual hangs!

    Fit & Features

    • High-rise waist, elastic waistband
    • Form-hugging fit
    • Front skirt overlay, high slit
    • Mini-length hem
    • Short lining
    • Plaid print, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1100

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Peak Mock Neck Cutout Sweater Bodysuit

    This sweater knit bodysuit showcases some skin for a sultry style with your favorite bottoms! It features fitted long sleeves, a mock neckline with a cutout design, a twist bust, a form-hugging fit, and a thong bottom with snap-button closures. Complete the look in a sleek mini skirt and boots.

    Fit & Features

    • Fitted long sleeves
    • Mock neckline
    • Cutout design, twist bust
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1728

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Forward Babe Graphic Lace Bustier Tee

    Showcase your fashion-forward style with this gorgeous graphic tee! This stylish top features short sleeves, a crew neck, a fitted crop hem, and a bold graphic lace bustier that gives off the perfect illusion. Dare to stand out and complete your look with faux leather shorts for a girl's night out!

    Fit & Features

    • Short sleeves
    • Crew neck
    • Fitted crop hem
    • Graphic lace bustier
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1684

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl In Camo Cargo Mini Skirt

    Give off those cool girl vibes in this trendy camo cargo mini skirt! It features a high-rise waist, a partial button-front design, dual front pockets, dual faux back pockets, a cargo-style side pocket by the hem, a stylish side slit, a mini-length distressed hem, and a form-hugging fit. The camouflage-printed woven fabric has no stretch. Complete your look with a basic crop top and lace-up heels.

    Fit & Features

    • High-rise waist, belt loops
    • Partial button-front design
    • Dual front pockets, dual faux back pockets
    • Cargo-style side pocket, side slit
    • Mini-length distressed hem, form-hugging fit
    • Camouflage pattern, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0169

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Energy High Slit Cargo Maxi Skirt

    Bring that trendy energy to your everyday looks with this high slit cargo maxi skirt. It features a high-rise waist, a hidden front zipper and a hook and bar closure, large cargo-style side pockets, a maxi-length hem with distressing, and a thigh-high front slit to show off some leg. The twill fabric has no stretch. Style with a graphic tee and combat boots for a concert!

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, hook and bar closure
    • Large cargo-style side pockets
    • Maxi-length distressed hem
    • High front slit
    • Twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0175

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Checkin' It Twice Plaid Mini Skort

    This plaid mini skort is so cute you'll be checking yourself out twice in the mirror! It features a flattering high-rise waist, a front skirt overlay with a slit accent, a bodycon silhouette, and shorts lining. The plaid printed woven fabric has a moderate stretch. Complete the look in a sultry corset top for day or evening plans!

    Fit & Features

    • High-rise waist, elastic waistband
    • Front skirt overlay, slit accent
    • Shorts lining, mini-length hem
    • Plaid print
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06403-0354

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Style Ruffled Mesh Mini Dress

    This trendy ruffled mesh mini dress is the perfect style to impress on your next date! It features a sleeveless asymmetric one-shoulder neckline, a long cascading ruffled accent that flows from the shoulder to the hem, and a mini-length bodycon silhouette that will showcase your gorgeous curves. The sheer mesh fabric includes a stretchy knit lining. Complete your dressy date night look with stiletto heels.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Long flowy ruffled accent, runs from the shoulder to the hem
    • Mini-length hem
    • Bodycon silhouette
    • Sheer mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2873

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Glitter Muse Wrap Mini Dress

    You'll be a glitzy glitter muse in this gorgeous wrap mini dress perfect for homecoming! It features a sleeveless asymmetric one-shoulder neckline with dual spaghetti straps, a high waist seam with pleating at the waist, a mini-length hem with a wrap-front design, and a bodycon silhouette. The lined glitter woven fabric has a minimal stretch. Style with rhinestone fringe earrings and metallic heels!

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Dual bungee spaghetti straps, back zipper, hook and eye closure
    • High waist seam, pleating at the waist
    • Mini-length asymmetric wrap-front hem
    • Bodycon silhouette
    • Glitter woven fabric, full-length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5104

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glam Rhinestone Necklace And Earrings Set

    Showcase all that glamour with this stunning rhinestone necklace and earrings set! It features a collar necklace with a short center lariat with gorgeous leaf and flower-shaped designs and sparkling rhinestone embellishments. The linear duster earrings feature a matching design. Style this set with a sequin formal dress and stiletto heels for your next fancy affair.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace, short center lariat
    • Leaf and flower-shaped designs, rhinestone embellishments
    • Back adjustable chain, lobster clasp closure
    • Matching linear duster earrings
    • Post-back closure, rubber stopper


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-1561

    Category Name: $20 & Under Sale

    Price: $14.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must Be Fate Mesh Celestial Newsprint Bodysuit

    It must be written in the stars that this mesh bodysuit has caught your eye! It features fitted long sleeves, a crew neck, a form-hugging fit, thong bottom with snap-button closures. The bodysuit is composed of a celestial newsprint on sheer and stretchy mesh fabric. Complete the look in high-rise shorts for a casual evening out!

    Fit & Features

    • Fitted long sleeves
    • Crew neck
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Celestial newsprint
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1685

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Up High Rise Cutout Flare Denim Jeans

    Get ready for these edgy denim jeans to enter your closet! They feature a Y2K-inspired design with a flattering high-rise waist, side cutouts with adjustable straps and buckle closures, a hip-hugging fit, and a flared hem on premium denim fabric. Complete the look with a cute crop tee for a concert or movie with friends!

    Fit & Features

    • High-rise waist
    • Side cutouts, adjustable straps, buckle closures
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0450

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daytime Adventure Utility Denim Romper

    Your next daytime adventure calls for this trendy utility denim romper! Featuring slouchy long sleeves with elasticized cuffs, a collar neckline, button-down front closures, dual chest, and back pockets, belt loop accents along the waist, and a short-length cuffed hem. The romper is composed of premium denim fabric with minimal stretch. Complete the look with trendy sunglasses and sandals!

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Collar neckline, button-down front closures
    • Dual chest and back pockets
    • Belt loop accents along the waist
    • Short-length cuffed hem
    • Premium denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0353

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Locking Knit Down Sherpa Long Trench Coat

    Lock down a chic look with a trench coat that brings the drama to your look! The trench features a collared neckline, long sleeves with an adjustable buckle cuff, a double-breast button closure, a tie waist belt with loops, hidden side pockets, and a below-the-knee length. The coat is composed of faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete the look with a bodysuit, dark-wash denim, and booties.

    Fit & Features

    • Collared neckline
    • Long sleeves, adjustable buckle cuff
    • Double-breast button closure
    • Tie waist belt with loops, hidden side pockets
    • Relaxed fit
    • Sherpa knit fabric, satin lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0388

    Category Name: $20 & Under Sale

    Price: $33.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annika Formal Mid-Length Bandage Dress

    Special Occasion

    Create the snatched silhouette of your dreams in the iconic Annika formal mid-length bandage dress! She features a sleeveless square neckline, spaghetti straps, a hidden back zipper closure, a midi-length hem with a chic back slit accent, and a bodycon silhouette that will hug your figure. The bandage knit fabric offers a smooth and sculpted look with plenty of stretch. Style with clear heels for your next cocktail hour.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Hidden back zipper, hook and eye closure
    • Midi-length hem, back slit
    • Bodycon silhouette, sculpted look
    • Bandage knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1570

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Runway Ready Satin Gem Caged Block Heels

    Get ready to strut the runway in these satin block heels! They feature a square toe, a thin toe strap, and clear PVC caged foot straps with statement gemstones, and an adjustable ankle strap with buckle closure. Complete the look with a sparkly clutch for a special occasion!

    Fit & Features

    • Square toe
    • Thin toe strap
    • Clear PVC caged foot straps, statement gemtstones
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4443

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tegan Taffeta Corset Party Bubble Dress

    Special Occasion

    Bring the flirt factor in the Tegan taffeta party dress perfect for school dances, banquets, and dressy birthdays! She features a sleeveless square neckline, tank shoulder straps, a corset bodice with flexible boning, and an adorable short-length bubble hem. The party dress is composed of a taffeta woven fabric with a sewn-in knit lining. Complete the look in platform heels and earrings!

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Short-length bubble hem
    • Taffeta woven fabric, sewn-in knit lining
    • Regular bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1591

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Macie Formal Satin Lace-Up Skater Dress

    Special Occasion

    Experience the perfect blend of beauty and elegance with this Macie satin skater dress at homecoming and formal parties! Featuring a sleeveless plunge V-neckline and an open lace-up back for a customized fit, this dress will flatter your figure and add glamour to your look. Enjoy a classic skater silhouette in a short-length hem made from luxurious satin-knit fabric. Complete the look with gorgeous rhinestone jewelry to add an elegant shine!

    Fit & Features

    • Sleeveless plunge V-neckline, padded bust, curved underbust seam
    • Open lace-up back, tie closure
    • High waist seam, skater silhouette
    • Short-length hem
    • Luxe satin-knit fabric, knit lining at the bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1898

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cindra Sequin Strappy Party Dress

    Special Occasion

    You'll always be the shining star in the Cindra sequin party dress here for every showstopping moment! She features a sleeveless V-neckline,a padded bust, bungee spaghetti straps, a revealing strappy open back, and a flattering bodycon silhouette and mini-length hem. The party dress is designed with a sequin-embellished pattern on mesh fabric with a stretchy knit lining. Complete the look with a charming necklace and earrings set for a birthday party or dressy occasion!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Bungee spaghetti straps
    • Open strappy back
    • Bodycon silhouette, mini-length hem
    • Sequin-embellished pattern, mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1808

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belle Of The Party Mesh Off-The-Shoulder Dress

    You'll be the hit of every party in this mesh off-the-shoulder dress! It features sheer fitted long sleeves with bell-style ruffled cuffs, side and back ruched seams to accentuate your gorgeous curves, a bodycon silhouette, and a mini-length hem. Complete the look with earrings and heels!

    Fit & Features

    • Off-the-shoulder neckline
    • Sheer fitted long sleeves, bell-style ruffled cuffs
    • Side and back ruched seams
    • Bodycon silhouette, mini-length hem
    • Back zipper and hook-eye closure
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5097

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmer And Glitter Bodycon Tie Back Midi Dress

    Glimmer under any light in this glitter midi dress to steal the spotlight! Featuring a sleeveless square neck, tank shoulder straps, a tie-back design, a flattering bodycon silhouette, a side ruched seam, and an asymmetrical side slit hem. Complete the look in block heels for a dressy celebration!

    Fit & Features

    • Sleeveless square neck
    • Tank shoulder straps
    • Tie-back design
    • Bodycon silhouette. side ruched seam
    • Asymmetrical side slit midi hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2708

    Category Name: $20 & Under Sale

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Cute Sleeveless Ruched Slit Midi Dress

    For casual plans and outings, make your look cute in this sleeveless midi dress perfect for inspiring your inner fashionista! It features a square neck, spaghetti straps, a form-hugging fit, a side ruched seam that accentuates your curves, a side slit, and a midi-length hem. Complete the look with a crop jacket and heels!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Form-hugging fit
    • Side ruched seam, slit
    • Midi-length hem
    • Stretchy brushed knit soft fabric
    • Runs true to size

    Style Number/Barcode: 05102-5290

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Treat Denim Rhinestone Stiletto Mules

    These denim mules will be such a treat to your feet! They feature an open square-shaped toe, an asymmetric foot strap with iridescent rhinestone embellishments, a short stiletto heel, and a slightly cushioned faux leather insole. Complete the look with a trendy mini handbag for a day or night out!

    Fit & Features

    • Open square toe
    • Asymmetric foot strap, iridescent rhinestones
    • Open back
    • Short stiletto heel
    • Slightly cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4606

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elara Formal Velvet Rhinestone Strap Long Dress

    Special Occasion

    Make a statement in this show-stopping Elara formal velvet dress! She features a sleeveless surplice V-neckline, dazzling rhinestone-embellished spaghetti straps, a curve-hugging slim silhouette with a side pleated seam, and an asymmetrical wrap slit floor-length hem. The formal dress is crafted from a luxuriously soft velvet fabric with plenty of stretch. Complete your look for black tie occasions with earrings and heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Rhinestone-embellished spaghetti straps
    • Back zipper and hook-eye closure
    • Side pleated seam, mermaid silhouette, asymmetrical wrap slit
    • Floor-length hem
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7537

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale