$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.

  • So Stealth Sweater Halter Top

    Rise up in the animal kingdom in fierce style! Show your stripes on this zebra swirl crop top featuring a sleeveless, halter neck with tie closure, and a partial open-back on sweater knit fabric. Complete the look in flared leggings for a rooftop bar.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Partial open-back
    • Cropped hem
    • Zebra swirl print
    • Soft sweater knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1433

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Heart Beat Halter Wrap Midi Dress

    Make his heart skip a beat in this sultry midi dress that flaunts your figure on a sleeveless, halter silhouette with sleek bungee spaghetti straps and a stylish asymmetrical wrap hem. Complete the look in earrings and strappy heels for date night.

    Fit & Features

    • Sleeveless, halter neck
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical wrap midi hem
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1408

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Resort Ready Palm Print Mini Dress

    You'll be ready for your getaway at the resort with this tropical mini dress in your arsenal! It features a sleeveless square neck, sleek spaghetti straps, a palm print, and a curve-hugging silhouette. Complete your vacay look in espadrille wedges.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Curve-hugging silhouette
    • Mini-length hem
    • Palm print
    • Soft brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4681

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Like Minded One Shoulder Jumpsuit

    Can't stop thinking about this one-shoulder jumpsuit? That's a sure sign it belongs in your fashion closet! Featuring a sleeveless bodice, one shoulder strap, a high-waist with pleating, and a wide-leg silhouette. Complete the look in chic and minimal jewelry.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Single tank-style strap
    • Elasticized high-rise waistband
    • Front pleating
    • Wide-leg silhouette 
    • Sleek knit fabric, lined, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1057

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese High Rise Cut Off Denim Shorts By Windsor Denim

    Curve-conscious and flattering, you can't go wrong this season in the Reese high-rise denim shorts by Windsor Denim! They feature a super high-rise waist, distressed accents, and a trendy cut-off style hem on premium vintage-inspired jean fabric. Complete the look in a flirty crop top and sandals.

    Fit & Features

    • Super high-rise waist
    • Distressed accents
    • Cut-off style hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium vintage-inspired denim fabric
    • Fits true to size

    Style Number/Barcode: 06603-0262

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sangria Please Striped Halter Top

    Can't you imagine wearing this striped halter top while sipping on a sangria? Set the tone this vacay-ready crop top featuring a sleeveless, halter neck, tie-closure, striped pattern, and a smocked back. Complete the look in the matching bottoms.

    Shop The Matching Bottoms: Sangria Please Striped Wide Leg Pants

    Fit & Features

    • Sleeveless, halter neck, tie-closure
    • Cropped hem
    • Smocked back
    • Striped pattern
    • Gauze woven fabric, no stretch, fits true to size

    Style Number/Barcode: 06003-1568

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Fridays Halter Midi Dress

    Bring the heat this summer in this sultry midi dress on a Friday night out! It features an off-the-shoulder, halter neckline, a cinched bust with cutout accents, a form-fitting silhouette, and a flirty side slit. Complete the look in strappy mules.

    Fit & Features

    • Off-the-shoulder, halter neckline
    • Cinched bust, cutout accents
    • Form-fitting silhouette
    • Side slit, midi hem
    • Texture knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4444

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Energy Marble Mesh Dress

    Radiate major stylish energy in this marble print mini dress featuring a sleek, sleeveless square neck with bungee spaghetti straps, a bodycon silhouette, and a sheer mesh overlay with lining. Complete the look braid strap mules.

    Fit & Features

    • Sleeveless, square neck, bungee spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Marble print
    • Sheer mesh overlay, lining
    • Fits true to size

    Style Number/Barcode: 05102-4523

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remy High-Rise Cut-Off Denim Shorts by Windsor Denim

    Make sure to add these Remy cut-off denim shorts to your summer wardrobe! This pair by Windsor Denim features a high-rise waist, front-destructed detailing, a cut-off, frayed hem, and a form-hugging fit. Style with a cropped graphic tee and sandals.

    Fit & Features

    • High-rise waist
    • Destructed detailing on the front
    • Cut-off, frayed hem
    • Form-hugging fit
    • Five-pocket and belt loop design
    • Front button closure
    • Light wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0264

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Cutout Mini Dress

    Trendy with a twist...you'll totally fall for this mini dress featuring a sleeveless, v-neck, spaghetti straps, a cutout bodice, side ruched seams, on knit-lined fabric with a form-hugging fit and moderate stretch. Complete the look-in mules for a daytime event.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Twist front accent
    • Cutout bodice
    • Side ruched seams
    • Form-hugging fit
    • Knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4657

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Vacay Satin Ruched Tie-Back Dress

    Planning a weekend vacay? Don't forget to pack this adorable satin dress! It features spaghetti straps and a ruched bust, a mini-length hem, and an open back with self-tie detail. Complete the look chic mules.

    Fit & Features

    • Sleeveless, spaghetti straps
    • Ruched bust
    • Mini-length hem
    • Open back with self-tie
    • Satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1276

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Picture Perfect Marble Print Dress

    This marble print mini dress is picture-perfect for snapping an insta-worthy shot! It features a sleeveless, square neck, spaghetti straps, side ruched seams, and a form-hugging fit on stretchy-lined knit fabric. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless, square neck
    • Spaghetti straps
    • Side ruched seams
    • Form-hugging fit
    • Lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4611

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Put A Ring On It Mesh Clutch

    Commit to glam! Elevate your dressy outfit with this rhinestone mesh clutch featuring a rhinestone ring top, snap-closure, a detachable chain-link strap, and a spacious interior to keep your essentials close. Complete the look in fringe earrings.

    Fit & Features

    • Rhinestone ring top
    • Snap-closure
    • Detachable chain-link strap
    • Rhine mesh material
    • Spacious interior, single pocket

    Style Number/Barcode: 07204-0643

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sangria Please Striped Wide Leg Pants

    Can't you imagine wearing this striped halter top while sipping on a sangria? Set the tone for vacay-ready in these striped pants featuring a high-rise waist, paper bag style, and a wide-leg silhouette. Complete the look in the matching top.

    Shop The Matching Top: Sangria Please Striped Halter Top

    Fit & Features

    • High-rise elasticied waist
    • Paperbag style
    • Wide leg silhouette
    • Striped pattern
    • Gauze woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06302-0613

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Feels Halter Skater Dress

    Feel flirty in floral! This adorable halter skater dress will add funky freshness to your summer lineup. It features a sleeveless smocked bodice, open-back with elasticized lattice straps, and a flowy short-length hem. Complete the look in strappy heels for a birthday brunch.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Smocked bodice
    • Open-back, elasticized lattice straps
    • Skater silhouette
    • Flowy short-length hem
    • Floral print, non-stretch woven fabric, knit lining
    • Fits true to size

    Style Number/Barcode: 05102-4707

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Neutral Vibe Mini Dress

    Showcase a chic neutral vibe in this trendy ribbed knit mini dress. It features a sleeveless square neckline, adjustable spaghetti straps, bold waist cutouts leading to an alluring open back with a cross-back strap design, and a short, curve-hugging silhouette. Style this dress with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Waist cutouts, open back, cross-back strap design
    • Mini-length, form-fitting, bodycon silhouette
    • Double-lined ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4558

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holly Long Sleeve Formal Dress

    Special Occasion

    Showcase chic elegance with a touch of sultry style in the Holly formal dress. She features a multi-wear convertible design, a cowl neckline, a fitted high waist seam, and a curve-hugging floor-length silhouette with a thigh-high side slit. Complete the look with a pair of stiletto heels and a sleek clutch.

    Fit & Features

    • Cowl neckline
    • Multi-wear convertible design
    • Bra-friendly
    • Fitted high waist seam
    • Floor-length silhouette, high side slit
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2308

    Category Name: $20 & Under Sale

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Headlines Satin Tunic Top

    This newspaper print tunic top is sure to make headlines! It features long sleeves with button cuffs, a collared neckline, a button-down front, side slit accents, and a flowy silhouette on satin fabric with no stretch. Complete the look with the matching bralette.

    Shop Matching Bralette: Making Headlines Satin Bralette Top

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline
    • Button-down front
    • Side slit accents
    • Flowy silhouette
    • Newspaper print, satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1663

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cross The Finish Line Graphic Top

    You're sure to win the race in edgy style with this graphic tank top! Featuring a sleeveless, scoop neck, tank-style straps, front graphic detailing with a center lace-up and tie closure along the fitted, crop hem. Complete your cool vibe with sleek sunglasses.

    Fit & Features

    • Sleeveless, scoop neck, tank-style straps
    • Front graphic detailing
    • Center lace-up, tie closure
    • Fitted crop hem
    • Lightweight cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1290

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Making Headlines Satin Bralette Top

    This newspaper print bralette top is sure to make headlines! It features a V-neck, adjustable spaghetti straps, a front knot accent, and an elasticized back strap. Composed of satin-lined fabric with no stretch. Style with the matching tunic top.

    Shop Matching Tunic Top: Making Headlines Satin Tunic Top

    Fit & Features

    • V-neck
    • Front knot accent
    • Adjustable spaghetti straps
    • Elasticized back strap
    • Newspaper print
    • Satin-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1662

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Neutral Tie-Dye Mini Dress

    You'll fall in love with the trendy neutral tones of this tie-dye mini dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back, lace-up design, and a short, curve-hugging fit. The soft brushed knit fabric offers plenty of stretch. Style with chic mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up design, tie closure
    • Mini-length, form-fitting silhouette
    • Neutral tie-dye pattern
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4645

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Babe Crepe Mini Dress

    Slip into this crepe mini dress designed with a strapless, foldover neckline, side cutouts, and a form-hugging fit sure to have all eyes on you! Complete your dressy look in door knocker earrings. 

    Fit & Features

    • Strapless, foldover neckline
    • High waist seam
    • Side cutouts
    • Mini-length hem
    • Form-hugging fit
    • Crepe knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1605

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Silhouette Mesh Mini Dress

    Showcase your stunning silhouette in this trendy mesh mini dress. It features a sleeveless sweetheart neckline, a ruched bust with a tie-front detail, spaghetti straps, ruching down both sides, and a short, curve-hugging, bodycon fit. Style with sleek hoops and clear mules.

    Fit & Features

    • Sleeveless, sweetheart neckline
    • Ruched bust, tie-front detail
    • Adjustable spaghetti straps
    • Side ruched seams
    • Mini-length hem, bodycon
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4410

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set Sail Tie-Front Crop Top

    Get ready to set sail on a sunset cruise in this breezy crop top. It features half-length kimono-style sleeves, a V-neckline, a tie-front design, and a cropped, relaxed fit. Style this top with high-rise shorts.

    Fit & Features

    • Half-length kimono-style sleeves
    • V-neckline
    • Tie-front
    • Cropped, relaxed fit
    • Woven gauze fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1187

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale