$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.

  • Major Glam Moves Rhinestone Bustier

    Make major glam moves in this sweet and sultry bustier! It features a sleeveless sweetheart neckline with a satin overlay with a cowl neck design, a wired and padded bust, adjustable spaghetti straps for a customized fit, and a sheer mesh bodice with a corset design and mini rhinestone detailing. Style this bustier with faux leather pants and mules.

    Fit & Features

    • Sleeveless sweetheart neckline, satin overlay with cowl neck design
    • Built-in padded bust, underwire support
    • Adjustable spaghetti straps
    • Sheer mesh corset-designed bodice, flexible boning
    • Rhinestone embellishment, back hook and eye closures
    • Cropped, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3867

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool Vibes Border Print Flare Pants

    Effortlessly cool vibes all around! Style these flare pants for the perf desert festival fit. They feature a high-rise elasticized waist, form-fitting silhouette, and a flared hem on paisley border print knit fabric. Complete the look in a basic crop cami. 

    Fit & Features

    • High-rise elasticized waistband
    • Form-fitting silhouette
    • Flared hem
    • Paisley border print
    • Stretch knit fabric
    • Fits true to size

    Style Number/Barcode: 06502-0871

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Chic Cow Print Top

    Stay on trend with a cute top that will have you ready for a picture-ready moment! The top features a cow print, a mock neck, short sleeves, and a lettuce-edge trim throughout. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with woven shorts and mules. 

    Fit & Features

    • Cow print
    • Mock neck 
    • Short sleeves
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1274

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Festive Medallion Flare Pants

    Get ready for the festival season in these boho flare pants featuring a high-rise elasticized waist, form-fitting silhouette, and a unique medallion border print on brushed knit fabric with plenty of stretch. Complete the look in a chic panama hat.

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Flared hem
    • Medallion borderprint
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-0851

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paisley Babe Flare Pants

    These paisley flare pants are total babe status! They feature a high-rise elasticized waist and a form-fitting silhouette on brushed knit fabric with a moderate stretch. Complete the look in a flirty tie-front top.

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Flared hem
    • Paisley print
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-0844

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Cutest Vibe Ditsy Floral Romper

    Showcase the cutest vibe this summer season in this ditsy floral printed romper. It features short fitted cap sleeves, a V-neckline, center ruching with an adjustable drawstring, a high waist seam with a front cutout, and flowy shorts. Style this romper with a classic denim jacket and espadrille sandals.

    Fit & Features

    • Short cap sleeves
    • V-neckline
    • Center ruched detailing, adjustable drawstring
    • High waist seam, front cutout
    • Flowy shorts
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06503-0979

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swept Away Floral Ruffled Maxi Dress

    Get swept up in a pretty maxi dress that brings the romance! The dress features a sleeveless sweetheart neckline, tie-up spaghetti straps, tiered ruffles, a floral print, and a maxi-length silhouette. The dress is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with sandals and butterfly earrings. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Tie-up spaghetti straps
    • Tiered ruffles
    • Floral print
    • Maxi length silhouette
    • Lined lightweight woven fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1101

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Chic Paper Bag Shorts

    Sweet and chic, these dressy paper bag shorts will elevate your everyday looks. They feature a high-rise waist, a tie-front belt, front pockets, and a relaxed fit. Style with a basic bodysuit or a cute cropped blouse.

    Fit & Features

    • High-rise elasticized paper bag waist
    • Tie-front belt
    • Front pockets, single faux back pocket
    • Relaxed fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0204

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Fab Oversized Sunglasses

    Keep your summer look on point with these fab oversized shades! The sunglasses feature a square-shaped thin metal frame with cool ombre lenses. Style with a sleek crossbody purse.

    Fit & Features

    • Square-shaped thin metal frame
    • Ombre lenses
    • 100% UV protection

    Style Number/Barcode: 07008-0955

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimalistic Glam Huggie Three Pack

    Love that minimalistic look? Add these glam huggie earrings to your daily lineup. They feature a set of three pairs two with rhinestone insets and post-back closure and one large solid hoop with omega-back closure. Complete the look in a chic casual dress with a blazer.

    Fit & Features

    • Three pack set
    • Two rhinestone small hoops
    • Post-back closure
    • One large solid hoop
    • Omega-back closure

     

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

    Style Number/Barcode: 07001-1225

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Butterfly Stud Earrings

    Add a whimsy touch to your look in these butterfly stud earrings featuring CZ stones and a post-back closure. Complete the look in a sleek midi dress for a dinner party.

    Fit & Features

    • Butterfly shape
    • CZ stones
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1287

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spread Your Wings Choker Set

    Spread your wings and fly to new style heights! This adorable choker set features one rhinestone butterfly charm layer and one chain-link layer each with lobster clasp closure and a 'love' pendant. Complete the look in a cute cutout midi dress.

    Fit & Features

    • Choker set
    • One rhinestone butterfly charm 
    • One 'Love' pendant
    • One chain-link 
    • Each has a lobster clasp closure

    Style Number/Barcode: 07002-1164

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancing Queen CZ Stone Belly Chain

    Dance all night queen! Elevate your swimwear in this belly stone featuring CZ stone charms and an adjustable lobster clasp closure. Complete the look in a boho bikini set.

    Fit & Features

    • CZ stone charms
    • Adjustable lobster clasp closure
    • Dainty chain link

    Style Number/Barcode: 07002-1203

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Frames Cat Eye Sunglasses

    Everyone will be checking you in these sunglasses! They feature a sleek metal frame with cat-eye accents, gradient lens, and rubber nose supports for comfortable wear. Complete the look in a trendy sweater dress.

    Fit & Features

    • Sleek metal frame
    • Cat-eye accents
    • Gradient lens
    • Rubber nose supports
    • 100% UV protection

    Style Number/Barcode: 07008-0933

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydream Layered Charm Anklet

    Create a tantalizing look with this layered charm anklet featuring a three-row design with rhinestones and coin charms with a lobster clasp closure. Complete the look in a flowy kimono and mini dress.

    Fit & Features

    • Three-row design
    • Rhinestones and coin charms
    • Lobster clasp closure

    Style Number/Barcode: 07003-0329

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegance Is Bliss Teardrop Necklace Set

    You'll look blissfully elegant in this necklace set featuring rhinestone teardrop earrings and a matching necklace. Complete the look in glitzy heels for your formal occasion.

    Fit & Features

    • Rhinestone teardrop design
    • Earrings with a post-back closure
    • Necklace with a lobster clasp closure

     

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

    Style Number/Barcode: 07002-1159

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set the Bar Linen Cutout Mini Dress

    This flare mini dress sets the bar high! Showcase your daring side in this sleeveless dress featuring a plunge v-neck on the front and back, a smocked bodice, and side elasticized bar cutouts that lead to a flirty mini-length hem. Complete the look in wedges and dainty earrings.

    Fit & Features

    • Sleeveless, dual plunge v-neck
    • Smocked bodice
    • Side elasticized bar cutouts
    • Flare mini-length hem
    • Linen gauze fabric
    • Runs true to size

    Style Number/Barcode: 05102-4831

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On You Eyelet Tie Back Dress

    All eyes on you in this eyelet lace mini dress! It features puff sleeves, a square neck, a ruched bust, an open back with a tie closure, and a bodycon silhouette. Complete the look in lace-up sandals for a picnic date.

    Fit & Features

    • Short puff sleeves, cinched hems
    • Square neckline, ruched bust
    • Open back, tie closure
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4438

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caroline One-Shoulder Formal Dress

    Special Occasion

    So effortless, the Caroline formal dress is simple yet stylishly chic. She features a sleeveless one-shoulder neckline with pleated detailing and a dual spaghetti strap design, a fitted bodice, a high waist seam, and a floor-length silhouette with a high side slit. Style this dress with sparkling statement earrings and an embellished clutch.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Pleated detailing, dual spaghetti strap design
    • Strapless or adhesive bra recommended
    • Hidden back zipper, hook and eye closure
    • High waist seam, floor-length skirt, side slit
    • Crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2245

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Geneviève Floral Chiffon Wrap Dress

    Special Occasion 

    Wrap yourself in a floral dress that brings romance to your event! Geneviève features a darling floral print, a sleeveless V-neckline, and adjustable spaghetti straps that cross at the back. Her back features a lace-up strap design and an elastic stretch at the lower back that leads to a zipper closure. Her slim-fit waist leads to a flowy wrap silhouette that is accented with a high side slit. She is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with wedges and a clutch for the perfect wedding guest outfit

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, lace-up back  
    • Back zipper closure
    • Floral print
    • Wrap silhouette, high side slit
    • Lined chiffon fabric 
    • Form hugging fit, minimal stretch, runs true to size 

    Style Number/Barcode: 05002-1889

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty In Lace Crepe Skater Dress

    Pretty and poised, this crepe skater dress is perfect for a dressy occasion! Featuring a sleeveless, square neck, spaghetti straps that cross in the back with lace detail, and a short-length hem. Complete the look in strappy heels and earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Back cross straps, lace detai
    • Skater silhouette
    • Short-length hem
    • Crepe fabric
    • Fits true to size

    Style Number/Barcode: 05101-1454

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Style Moves Midi Dress

    Make effortless style moves in this adorably-chic midi dress. It features a sleeveless square neckline with a ruffled trim, thin ruffled shoulder straps, a stretchy smocked bodice, a high waist, and a flowy, midi-length, A-line silhouette with a front slit. Complete the look with espadrille sandals.

    Fit & Features

    • Sleeveless square neckline, ruffled trim
    • Thin ruffled shoulder straps
    • Stretchy smocked bodice
    • High waist seam, flowy A-line silhouette
    • Midi-length hem, front slit
    • Lightweight linen fabric, woven skirt lining
    • Runs true to size

    Style Number/Barcode: 05102-4347

    Category Name: $20 & Under Sale

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Chica Floral Skater Dress

    You'll be a total cutie in this floral skater dress perfect for shopping at the farmer's market! It features 3/4 length puff sleeves, a square neck, high-waist seam, and a flowy short-length hem. Complete the look with a crossbody bag.

    Fit & Features

    • 3/4 length puff sleeves
    • Square neck
    • High-waist seam, back smocked panel
    • Flow, short-length hem
    • Ditsy floral pattern
    • Woven-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1470

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Way Square Neck Skater Dress

    Make way people, you're coming through in this flirty skater dress perfect for graduation! It features adorable short puff sleeves, a square neckline, and a high waist seam that leads to a flowy short-length hem on eyelet knit fabric. Complete the look in cute wedges.

    Fit & Features

    • Short puff sleeves, elastic ruffled hems
    • Square neckline
    • High waist seam
    • Flowy short-length hem
    • Skater silhouette
    • Eyelet knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4446

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale