$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.

  • Valerie Tiered Floral Printed Dress

    Special Occasion

    Get an absolutely gorgeous look for graduations, weddings, or any special summer event in the Valerie floral printed dress! She features a sleeveless subtle sweetheart neckline with a tie-front detail, adjustable spaghetti straps for a customized fit, a high waist seam, and a floor-length hem with a tiered design and a flowy silhouette. The lightweight gauze fabric showcases an all-over tropical floral print. Complete the look with cute wedges.

    Fit & Features

    • Sleeveless sweetheart neckline, tie-front detail, ruched bust
    • Strapless or adhesive bra recommended
    • Adjustable spaghetti straps, smocked back
    • High waist seam, floor-length hem with a tiered, layered design
    • Tropical floral print
    • Gauze fabric, woven lining
    • Flowy silhouette, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2116

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You'll Be Back Twist Bodycon Dress

    You'll be back wearing this sultry bodycon dress on repeat! It features a sleeveless square neckline, sleek spaghetti straps, a mini-length hem, and an open back with dual twist accents that add sultry detail to your look. Style with a necklace and heels for a daytime party.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Open-back, dual twist accents
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4592

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shift In Seasons Floral Skater Dress

    The sun rises with the shifting seasons and this flirty floral skater dress is ready to make an appearance! Featuring a sleeveless, square neckline, spaghetti straps, a smocked bodice, and a flowy, short skirt. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless, square neckline, spaghetti straps
    • Smocked bodice
    • Skater short silhouette
    • Floral print
    • Swiss dot chiffon, inner knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1507

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Statement Rhinestone Earrings

    The twist detail on these rhinestone earrings will give your look a major statement! They feature four strands that twist and include a rubber-back stopper for a secure fit. Complete the look in a chic cocktail dress for a dinner.

    Fit & Features

    • Four rhinestone strands
    • Twist accent 
    • Rubber-back stopper

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1285

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Style Leopard Print Midi Skirt

    Bring the sassy style to your everyday looks with this adorable leopard print midi skirt! It features a flattering high-rise waist, a fitted midi-length silhouette, and a chic high side slit for an alluring vibe. Style with a neutral bodysuit and mules.

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging midi-length silhouette
    • High side slit
    • Leopard print
    • Soft brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0670

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Decision Eyelet Tie-Back Dress

    A sleek and easy piece to dress up or down? Decision made! Keep it trendy in this eyelet lace mini dress designed in a sleeveless scoop neckline, spaghetti straps, tie-back detail, and a bodycon silhouette. Complete the look in basic heels for an outdoor dinner party.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Tie-back detail
    • Eyelet lace-lined fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4422

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Flutter Sleeve Floral Duster

    Layer on this breezy floral chiffon duster for an effortlessly pretty look! It features short flutter sleeves, a V-neckline, a button-front closure, and an airy, high-low hem. Style this duster with cute espadrille wedges.

    Fit & Features

    • Short flutter sleeves
    • V-neckline
    • Button-front closure
    • Smocked panel at the back
    • Flowy, high-low hem
    • Sheer chiffon fabric, floral print, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1288

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snake Sass Triangle Bikini Top

    Sass it up in this snake print bikini top! It features triangle cups, removable padding, spaghetti straps, and clear straps. Complete the look in the matching bikini bottoms.

    Shop Matching Bikini Bottoms: Snake Sass Bikini Bottoms

    Fit & Features

    • Triangle cups
    • Removable padding
    • Spaghetti straps, clear straps
    • Snake print
    • Lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07104-0663

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Sass Bikini Bottoms

    Sass it up in this snake print bikini bottom! It features a mid-rise waist, clear side straps, and a cheeky fit. Complete the look in the matching bikini top.

    Shop Matching Bikini Top: Snake Sass Triangle Bikini Top

    Fit & Features

    • Mid-rise waist
    • Clear straps
    • Cheeky fit
    • Snake print
    • Lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07105-0810

    Category Name: $20 & Under Sale

    Price: $4.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Perfect Espadrille Cork Wedges

    These espadrille cork wedges are simply perfect for wearing on sunny days! They feature an almond toe, platform sole, PU toe, and ankle buckle strap on a comfortable footbed. Complete the look with a trendy straw hat.

    Fit & Features

    • Almond toe
    • Platform cork sole
    • PU toe and ankle buckle strap
    • Espadrille trim 
    • Runs true to size

    Style Number/Barcode: 07406-0300

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take The Plunge Faux Suede Bodysuit

    Take the plunge for your next hot night out in this faux suede bodysuit to serve up fire looks! It features a sleeveless, halter deep v-neckline, a low-cut open back, and a form-fitting silhouette. Complete your gno look in boyfriend jeans.

    Fit & Features

    • Sleeveless, halter deep v-neckline
    • Low-cut open back
    • Form-fitting silhouette
    • Faux suede fabric, moderate stretch
    • Dual snap button closure, thong bottom
    • Fits true to size

    Style Number/Barcode: 06001-3928

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Beauty Halter Crop Top

    Showcase your alluring beauty in this on-trend crop top. It features a sleeveless halter neckline with a cross-front design, a center cutout at the bust, an open back, and a majorly cropped fit. Style with the matching midi skirt and heels for a girl's night out.

    Shop Matching Bottoms: Alluring Beauty High Slit Midi Skirt

    Fit & Features

    • Sleeveless halter neckline, cross-front design
    • Center cutout at the bust, structured underwire
    • Open back
    • Cropped
    • Lined ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4375

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Ripe Peplum Tank Top

    This peplum tank top is perfectly in-season! Bare your shoulders in this adorable sleeveless, scoop neck sweater featuring a flirty ruffled hem on stretchy knit fabric. Complete the look in high-rise jeans for a cute coffee run.

    Fit & Features

    • Sleeveless, scoop neck, tank straps
    • Ruffled hem
    • Sweater knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1320

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Breeze Crochet Maxi Dress

    Look and feel like a daydream in this boho maxi dress designed in a breezy, silhouette featuring a sleeveless, crochet lace v-neck bodice, spaghetti straps, and a sultry open-back with a tie closure that leads to the flowy long hem. Complete the look in strappy sandals.

    Fit & Features

    • Sleeveless, crochet lace v-neck bodice, spaghetti straps
    • Open-back, tie closure
    • Flowy maxi silhouette
    • Long-length hem
    • Partially lined woven fabric
    • Fits true to size

    Style Number/Barcode: 05102-4449

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Got Greens Mesh Money Print Tee

    Got greens? Flaunt your money moves in this sheer mesh crew tee featuring cap sleeves, a fitted bodice, crop hem, and hundred dollar print. Complete the look in a bralette and sunglasses. 

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Money/hundred dollar print
    • Fitted bodice
    • Crop hem
    • Sheer mesh fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4137

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Diva Cutout Snake Bodysuit

    Make a bold statement with a bodysuit that raises the heat! The bodysuit features a snake pattern, sleeveless crew neckline, a sexy cutout with a lace-up bodice, and a thong bottom with dual snap button closure. The bodysuit is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist pants

    Fit & Features

    • Snake print
    • Sleeveless crew neckline
    • Crew neckline 
    • Cutout with lace-up accent
    • Thong bottom, dual snap button closure 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3978

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Perfect Basic Knit Crop Top

    This ribbed knit crop top is the perfect basic to style up for every day! It features a V-neckline, short sleeves, a wrap-front design leading to a tie-back closure, and a cropped, form-hugging fit. Style with distressed denim shorts and simple hoop earrings.

    Fit & Features

    • V-neckline, short sleeves
    • Wrap-front design
    • Tie-back closure
    • Crop fitted hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1173

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Mood Wide-Leg Pants

    Get ready for a relaxing weekend in these adorable woven pants. They feature a high-rise paper bag waist, a tie-front detail, pleating, and a flowy, wide-leg fit. Complete your getaway look with the matching tie-front top and cute espadrille sandals.

    Shop Matching Top: Weekend Mood Tie-Front Top

    Fit & Features

    • High-rise elasticized paper bag waist
    • Tie-front detail
    • Pleating
    • Wide-leg fit
    • Flowy silhouette
    • Lightweight gauze fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0625

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Art Deco Choker Set

    Create an artsy vibe with this choker four-piece set featuring one diamond coin charm, one rhinestone, and two geo chain-link layers each with lobster clasp closure. Complete the look in a chic dress for date night.

    Fit & Features

    • Four-piece choker set
    • One diamond coin charm
    • One rhinestone
    • Two geo chain-link layers
    • Lobster clasp closure

    Style Number/Barcode: 07002-1154

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Finest Floral Tie-Back Skater Dress

    The florals on this skater dress are oh-so-fine! Create a cute spring look in this sleeveless, boat neckline, adjustable spaghetti straps, a flirty open-back with tie closure, and a ruffled skater silhouette. Complete the look in stud earrings for Easter brunch.

    Fit & Features

    • Sleeveless, boat neckline, adjustable spaghetti straps
    • Open-back, tie closure
    • Ruffled skater silhouette
    • Short hem
    • Floral chiffon-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4432

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Innocent Charm Eyelet V-Neck Dress

    Innocently charming! Bring the flirtiness in this eyelet v-neck dress featuring a sleeveless ruffle trim bodice with tie-front closure, spaghetti straps, a cutout accent, and a form-fitting silhouette. Complete the look in a dainty choker necklace for a day date.

    Fit & Features

    • Sleeveless, v-neck, ruffle trim, spaghetti straps
    • Tie-front closure
    • Cutout accent
    • Form-fitting silhouette
    • Mini-length hem
    • Eyelet knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4536

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Factor Metallic Mini Dress

    You'll have that total it girl factor in this curve-hugging metallic mini dress! It features a sleeveless cowl neckline, bungee spaghetti straps, a short, bodycon silhouette, and is composed of a textured metallic knit fabric. Complete your glam look with rhinestone embellished heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Textured metallic knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4372

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Tide Marble Mesh Halter Dress

    The island tide is high and you'll be looking fly in this marble mesh halter dress featuring a sleeveless, ruched scoop neck with tie-closure, a sexy cutout bodice, and a bodycon mini skirt. Complete the look in sassy heels for a dinner.

    Fit & Features

    • Sleeveless, ruched halter scoop neck
    • Tie-closure
    • Cutout bodice
    • Bodycon mini skirt
    • Marble pattern
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4247

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out Of Water Mesh V-Neck Coverup

    Take a break from the water and slip on this chic mesh coverup featuring long bell sleeves, a v-neck, and a bodycon silhouette with a side ruched seam and tie-back closure. Complete the look in a glittery swim set and shades.

    Fit & Features

    • Long bell sleeves, v-neck
    • Bodycon silhouette
    • Side ruched seam
    • Tie-back closure
    • Mini-length hem
    • Sheer mesh fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4188

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance