$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.

  • Living In Color Chiffon Halter Maxi Dress

    Live life in color! Easy and breezy, this chiffon maxi dress is perfect for all of your summer activities. It features a sleeveless halter V-neckline, a unique braided neck strap with tie closure, a stretchy smocked back, and a flowy silhouette. The dress is designed with an airy chiffon fabric showcasing a watercolor print and a woven lining. Complete the look with a sleek arm cuff bracelet.

    Fit & Features

    • Sleeveless halter V-neckline
    • Braided neck strap, tie closure
    • Stretchy smocked back
    • Flowy silhouette
    • Maxi-length hem
    • Airy chiffon fabric, watercolor print, woven lining
    • Runs true to size

    Style Number/Barcode: 05102-5269

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Divine Satin Strapless Mini Dress

    Look simply divine in this satin mini dress for a dressy birthday or rehearsal dinner! It features a strapless folded neckline, a sexy bodycon silhouette, and a flirty hem slit on smooth satin fabric that elevates your look. Perfect for styling with chic stiletto heels and a dainty bracelet.

    Fit & Features

    • Strapless folded neckline
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem, front slit
    • Smooth satin fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2473

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Simple Smooth Knit Mini Dress

    This chic and simple smooth knit mini dress is the elevated basic you need! It features a sleeveless mock neckline, tank shoulder straps, a mini-length hem, and a bodycon silhouette that will hug your natural curves. The buttery-soft and smooth double-lined knit fabric offers plenty of stretch. Style with hoop earrings and clear mules.

    Fit & Features

    • Sleeveless mock neckline
    • Tank shoulder straps
    • Mini-length hem
    • Bodycon silhouette
    • Soft and smooth double-lined knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5198

    Category Name: $20 & Under Sale

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss. Fashion Strapless Marble Print Mini Dress

    They'll call you Miss. Fashion when you step out in this mesh mini dress! It features a strapless neckline, a bodycon silhouette, an adjustable side drawstring that lets you customize the style, a slit accent, and an asymmetrical hem. Style with lucite heels for a seamless-chic look!

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Adjustable side drawstring, slit accent
    • Asymmetrical mini-length hem
    • Marble print
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5268

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Spark Rhinestone Bangle Bracelet Set

    Show off a glamorous spark with this glitzy set of rhinestone bangles! The set features five thin bangle bracelets with all-over rhinestone embellishments and a stretchy design. Style with a sleek envelope clutch.

    Fit & Features

    • Set of five thin bangle bracelets
    • All-over rhinestone embellishments
    • Stretchy design

    Style Number/Barcode: 07003-0458

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Charm Dainty Butterfly Hoop Earrings

    These dainty butterfly hoop earrings will give off the cutest charm! They feature a small sleek hoop with a hanging butterfly-shaped gemstone. Style with a choker necklace for a trendy glam vibe!

    Fit & Features

    • Small open-ended hoop
    • Hanging butterfly-shaped gemstone
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1614

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Cute Things Layered Charm Neckalce

    Adorn your look with all the cute things this Y2K layered necklace has to offer! It features a three-layered design, one beaded heart charm layer, one dainty chain butterfly charm layer, and one dainty chain flower charm layer. Complete the look with statement earrings for a party!

    Fit & Features

    • Three-layered necklace design
    • One beaded heart charm layer
    • One dainty chain butterfly charm layer
    • One dainty chain flower charm layer
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1508

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Art Of Style Abstract Print Midi Dress

    Show everyone how it's done! This sleeveless midi dress features a square neck, spaghetti straps, a side ruched seam that accentuates your curves along the bodycon silhouette, and a high side asymmetrical slit. The dress is designed with an artsy abstract print on smooth knit fabric. Complete the look with earrings for an art gallery opening!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Side ruched seam, bodycon silhouette
    • High side asymmetrical slit
    • Midi-length hem
    • Abstract print, smooth knit fabric, moderate stretch
    • Bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5206

    Category Name: $20 & Under Sale

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beverly Formal Satin Pleated Corset Midi Dress

    Special Occasion

    The Beverly formal satin dress takes flawless bathroom selfies and looks amazing while sipping on a cocktail! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset bodice with a pleated and padded bust, flexible boning, and a curve-flaunting bodycon silhouette, front slit, and midi-length hem. The formal dress is composed of a lined silky satin fabric with minimal stretch. Complete your red carpet or wedding guest look in rhinestone stiletto heels.

    Fit & Fetaures

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Corset bodice, pleated and padded bust, flexible boning
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Lined silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1694

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fluttered Tie-Front Crop Top

    Make hearts flutter at the sight of you in this flirty crop top perfect for a casual beach day! It features ruffled short sleeves, a V-neckline, tie-front closure, and a fitted hem on airy woven fabric. Style with denim shorts to complete the look!

    Fit & Features

    • Ruffled short sleeves
    • V-neckline
    • Tie-front closure
    • Fitted hem
    • Airy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1177

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breath Of Fresh Air Denim Skort Romper

    Breeze in looking like a breath of fresh air in this denim skort romper perfect for everyday styling! It features a sleeveless square neckline, tank shoulder straps, a front exposed zipper closure, a form-hugging silhouette, a front skirt overlay with snap-button closure, back pockets, and shorts lining. Complete the look in strappy sandals for a daytime style!

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Front exposed zipper closure
    • Front skirt overlay, snap-button closure
    • Form-hugging silhouette, back pockets
    • Shorts lining
    • Medium wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0345

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Obsession Rosette Ruffle Mini Dress

    This chic rosette ruffle mini dress will be your new trendy obsession! It features a sleeveless V-neckline with ruching at the bust, spaghetti straps, a rosette accent below the shoulder with a long cascading ruffled trim, a mini-length hem, and a bodycon silhouette. The smooth knit fabric offers plenty of stretch. Perfect for date night, style this mini-length dress with lace-up heels!

    Fit & Features

    • Sleeveless V-neckline, ruched bust
    • Spaghetti straps
    • Rosette accent, long ruffled trim
    • Mini-length hem
    • Bodycon silhouette
    • Smooth knit fabric, sewn-in lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2553

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Dolled Up Strappy Back Maxi Dress

    This maxi dress gives you a reason to get all dolled up! It features a sleeveless square neckline, adjustable spaghetti straps, an open strappy back with a lower ruched seam atop a sultry high slit, and a bodycon silhouette on slinky knit-lined fabric. Complete the look in rhinestone strappy heels for a cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Open strappy back, lower ruched seam, high slit
    • Bodycon silhouette
    • Maxi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2414

    Category Name: $20 & Under Sale

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Hot Mesh Strapless Mini Dress

    You'll be Miss Hot right now in this strapless mini dress - sure to light up the dance floor! It features a sweetheart neckline, non-slip grip lining, and side ruched seams to flaunt your curves and a bodycon silhouette. Complete the look in sassy platform heels and earrings.

    Fit & Features

    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5014

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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