$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.

  • Here To Play Satin Strapless Pleated Jumpsuit

    Play up your sassy style in this satin pleated jumpsuit for going out with the ladies! Featuring a strapless neckline, an elasticized high-rise waistband, and a flowy wide-leg silhouette. Complete the look with a chic choker necklace.

    Fit & Features

    • Strapless neckline
    • Elasticized high-rise waistband
    • Flowy wide-leg silhouette
    • Satin pleated fabric 
    • Smooth and stretchy satin lining
    • Runs true to size

    Style Number/Barcode: 06502-2351

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Next Level Lace-Up Slit Maxi Dress

    A next-level maxi dress to elevate your look for upcoming parties or date nights! It features a sleeveless square neckline, spaghetti straps that form the lace-up back with tie closure, a side ruched seam to show off your figure, a bodycon silhouette, and a sexy side slit on smooth knit stretchy fabric. Complete the look with fringe rhinestone earrings for a touch of glamour!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back, tie closure
    • Side ruched seam, bodycon silhouette
    • High side slit, maxi-length hem
    • Smooth knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5147

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Entrance Chiffon Floral Maxi Dress

    Make an enchanting entrance into a tropical destination wedding in this effortless chiffon floral maxi dress! It features a sleeveless V-neckline, flirty ruffled spaghetti straps, a stretchy smocked back, a ruched bust, and a flowy tiered ruffled silhouette with a flattering front slit. Complete the look with a dainty layered choker necklace and heels.

    Fit & Features

    • Sleeveless V-neckline, ruffled spaghetti straps, adjustable
    • Stretchy smocked back, ruched bust
    • Flowy tiered ruffled silhouette, front slit
    • Maxi-length hem
    • Tropical floral print
    • Airy chiffon fabric, short smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5270

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun And Fun Sleek Rectangle Sunglasses

    These sunglasses were made for fun under the sun! They feature a plastic rectangular frame, tinted lenses, and gold metal detailing along the arms. Style with a trendy distressed denim jacket for a beach day!

    Fit & Features

    • Plastic rectangular frames
    • Tinted lenses
    • Gold metal detailing along the arms
    • Polycarbonate blocks 100% UV

    Style Number/Barcode: 07008-1009

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vivid Color Gemstone Floral Platform Heels

    Turn up the bold factor in these statement nubuck heels to create a colorful party-girl look! They feature a square toe, wide and curved toe strap, a chunky platform sole, an adjustable ankle strap with buckle closure, and a closed ankle and block heel with colored floral gemstones. Style with a fab ring set for a celebration!

    Fit & Features

    • Square toe, wide and curved toe strap
    • Chunky platform sole
    • Adjustable ankle strap, buckle closure
    • Closed ankle, block heel
    • Colored floral gemstones
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4218

    Category Name: $20 & Under Sale

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Pretty Faux Pearl Fringe Top

    This crop top is perfectly pretty for festivals and concerts! This ribbed knit crop top features a sleeveless V-neckline, adjustable spaghetti straps, back hook-eye closures, and a faux pearl fringe trim along the hem. Complete the look in trendy printed flare pants.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back hook-eye closures
    • Cropped hem with faux pearl fringe
    • Stretchy ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4624

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun Ready Strapless High Slit Maxi Dress

    If sandy beaches are what you seek this maxi dress is ready for fun under the sun! It features a strapless neckline, a side O-ring metal insert atop the sexy high slit, and a flowy long hem on slinky knit fabric. Complete the look in strappy sandals and sunglasses!

    Fit & Features

    • Strapless neckline
    • Side O-ring insert, high side slit
    • Flowy maxi silhouette
    • Long hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5263

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Lovely Off-The-Shoulder Ruffled Skater Dress

    You'll look oh-so-lovely in this adorable ruffled skater dress! It features an off-the-shoulder sweetheart neckline with a ruffled trim and short sleeve cuffs, ruching at the bodice, a pointed high waist seam, a short skater skirt with a ruffled tiered design, and a fit and flare silhouette. The woven fabric has minimal stretch. Complete the look with rhinestone hoops and clear heels for a flirty date look.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Ruffled trim, short sleeve cuffs
    • Ruching at the bodice, pointed high waist seam
    • Hidden back zipper, hook and eye closure
    • Short skater skirt, ruffled tiered design, fit and flare silhouette
    • Woven fabric, knit lining at the bodice, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5271

    Category Name: $20 & Under Sale

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Flaunter Mesh Ruched Midi Dress

    Flaunt your best assets in this curve appeal of a midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a ruched bust with trim, a bodycon silhouette, a side slit, and all-over ruching. Complete the look in striking rhinestone sandals for an engagement party or birthday!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bust with trim
    • Bodycon silhouette
    • Side slit, midi-length hem, all-over ruching
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5266

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shake Things Up Ruffled Wide-Leg Jumpsuit

    Shake things up and add some stylish drama to your life! This sleeveless jumpsuit features a square neckline with a V-wired insert, spaghetti straps, a ruffle overlay along the bust, a hip-hugging fit, and a wide-leg silhouette. The knit fabric offers a moderate stretch. Complete the look with sparkly earrings for a hint of glam!

    Fit & Features

    • Sleeveless square neckline, V-wired insert
    • Spaghetti straps
    • Ruffled bust overlay
    • Hip-hugging fit
    • Wide-leg silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2320

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Find Your Sparkle Glitter Strapless Slit Dress

    Find your sparkle with this glitter mesh mini dress this party season! It features a strapless neckline, an adjustable side tie atop a flirty hem slit, and a form-hugging silhouette. Complete the look in strappy rhinestone block heels for added shine!

    Fit & Features

    • Strapless neckline
    • Adjustable side tie, hem slit
    • Form-hugging silhouette
    • Mini-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5056

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drinks Please Satin Pleated Tie-Front Top

    The perfect satin crop top to hit up a rooftop lounge and post all over your social! It features peasant long sleeves, a plunge V-neckline, and a flirty tie-front design on satin pleated fabric. Complete the look in boyfriend jeans and heels.

    Fit & Features

    • Peasant long sleeves
    • Plunge V-neckline
    • Tie-front design
    • Cropped hem
    • Satin pleated fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1603

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Regal Vibes Gemstone Necklace And Earrings Set

    Showcase regal vibes in this stunning necklace and earrings set for your next special occasion! The necklace features a rhinestone chain and teardrop-colored gemstone accents with matching dainty earrings. Complete the look with voluminous faux lashes for a dramatic effect!

    Fit & Features

    • Necklace and earrings set
    • Necklace, rhinestone chain, teardrop-colored gemstones
    • Back adjustable chain, lobster clasp closure
    • Matching dainty earrings
    • Rhinestones, colored gemstones
    • Post-back closure, rubber stopper

     

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

    Style Number/Barcode: 07002-1506

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Sensation Acid Wash Denim Skort

    Be a cool sensation in this denim skort that brings those throwback vibes! It features a flattering high-rise waist, form-hugging fit, and a mini-length hem with a front skirt overlay. The skort is composed of acid-wash denim fabric with minimal stretch. Complete the look in a graphic tee.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Mini-length hem, front skirt overlay
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loops accents
    • Acid wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0344

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Destination High Waist Palazzo Pants

    Heading somewhere tropical? These palazzo pants will keep you cute during your stay! They feature a flattering high-rise waist, and a wide-leg silhouette, and are composed of smooth and stretchy knit fabric with an all-over palm leaf print that showcases major summer vibes. Complete the look with the matching top.

    Shop Matching Top: Tropical Destination Twist Crop Top

    Fit & Features

    • High rise waist
    • Wide-leg silhouette
    • Palm leaf print all-over
    • Smooth and stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2352

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Destination Twist Crop Top

    Heading somewhere tropical? This crop top will keep you cute during your stay! It features a sleeveless sweetheart neckline, spaghetti straps, and a twisted bust accent, and is composed of smooth and stretchy knit fabric with an all-over palm leaf print that showcases major summer vibes. Complete the look with matching bottoms.

    Shop Matching Bottom: Tropical Destination High Waist Palazzo Pants

    Fit & Features

    • Sleeveless sweetheart neck
    • Spaghetti straps
    • Twisted bust accent
    • Ultra cropped hem
    • Palm leaf print all-over
    • Smooth and stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4886

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frill Of The Moment Ruffle Tank Crop Top

    This tank crop top deserves a moment to admire its cuteness! Featuring a sleeveless mesh ruffle trim sweetheart neckline, bungee spaghetti straps, a flirty front bust tie with a keyhole accent, and a mesh ruffled trim hem on stretchy rib knit fabric. Complete the look in high-rise jeans and mules for a coffee meet-up!

    Fit & Features

    • Sleeveless mesh ruffle trim sweetheart neckline
    • Bungee spaghetti straps
    • Front bust tie, keyhole accent
    • Mesh ruffled trim crop hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1621

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Serve Scoop Neck Skort Romper

    You'll be serving up style in this skort romper perfect for dressing up! It features a sleeveless scoop neckline, spaghetti straps, a slim curve-hugging silhouette, and a skirt overlay with a mini front slit accent with fitted shorts underneath. The romper is crafted from a four-way stretch and smooth knit fabric. Style with chic earrings for an evening out!

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Slim curve-hugging silhouette
    • Skirt overlay, front mini slit accent, fitted shorts underneath
    • Short-length hem
    • Four-way stretch, smooth knit fabric
    • Moisture wicking
    • Runs true to size

    Style Number/Barcode: 06503-1076

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Head Turner Strappy Cutout Mini Dress

    Flaunt some skin in this simply sexy little black dress for a date or club night! It features a sleeveless square neckline, spaghetti straps, a cutout strappy back design, and a short form-hugging silhouette on double-lined slinky knit fabric. Complete the look in statement heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cutout strappy back design
    • Form-hugging silhouette
    • Mini-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5106

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Invite Accepted Keyhole Slit Midi Dress

    With this midi dress, you'll accept every invite just to show it off! Featuring a sleeveless scoop neckline, a spaghetti strap that cross in the back, a front keyhole bust cutout, a bodycon silhouette, and a flirty slit along the hem on smooth knit fabric. Complete the look in stiletto mules for a dinner date.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, cross back
    • Front keyhole bust cutout
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5215

    Category Name: $20 & Under Sale

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Formal Flocked Velvet A-Line Midi Dress

    Special Occasion

    Flocked velvet enchants on the Mary formal midi dress - a must-have for boho brides, graduates, or fancy soirees! She features adorable puff short sleeves, a sweetheart neckline with pleating, a lightly padded bust, an empire waist, a flattering A-line silhouette, a flirty front slit, and a midi-length hem. The formal dress is composed of an airy mesh fabric with a flocked velvet pattern and stretchy knit lining. Complete the look in statement hoop earrings and kitten heels.

    Fit & Features

    • Puff short sleeves, sweetheart neckline, pleating
    • Empire waist, back zipper and hook-eye closure
    • Lightly padded bust
    • A-line silhouette, front slit, midi-length hem
    • Mesh fabric, flocked velvet pattern, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1513

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty Blooms Flower Body Chain

    Create the ultimate bohemian-inspired outfit with this dainty body chain featuring a flower charm design. Perfect for styling with a chic crop blouse and mid-rise jeans!

    Fit & Features

    • Flower charm design
    • Sleek and dainty
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1503

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Slay Mesh Halter Bodysuit

    This mesh halter bodysuit will inspire your next outfit slay! It features a sleeveless halter neckline, dual bungee spaghetti straps, side ruched seams, a sheer mesh thong bottom with dual snap-button closures, and a contrast knit lining. Complete the look in a sleek mini skirt for a night out.

    Fit & Features

    • Sleeveless halter neckline
    • Dual bungee spaghetti straps
    • Side ruched seams
    • Sheer mesh thong bottom, dual snap-button closures
    • Contrast knit lining, stretchy mesh overlay
    • Runs true to size

    Style Number/Barcode: 06001-4868

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cover Of Night Faux Pearl Mini Dress

    Keep it subtly elevated for your next dressy soiree in this faux pearl mini dress! It features a sleeveless V-neck, adjustable spaghetti straps, a ruched bust, back and side seams to accentuate your curves and a bodycon silhouette. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bust, back, and side seams
    • Bodycon silhouette, mini-length hem
    • Faux pearl-embellished mesh fabric
    • Sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2445

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale