$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.

  • Getaway Girl Rib Knit Cutout Jumpsuit

    For all the girls going on a getaway this rib knit jumpsuit will keep you flawless on the island or European adventure! The jumpsuit features a sleeveless V-neckline, spaghetti straps, a flirty bust knot tie accent, a cutout waist and back design, and a flattering straight-leg silhouette. Complete the look in PVC mules for a seamless-chic style!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Bust knot tie accent
    • Cutout waist and back
    • Straight-leg silhouette
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2340

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Basics Halter Rib Knit Crop Top

    Take your style back to basics with this sleeveless crop top perfect for pairing with your go-to bottoms! It features a halter neckline, spaghetti strap, an exposed underbust seam, and a fitted hem on stretchy rib knit fabric. Complete the look in distressed denim for a casual day out.

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti strap
    • Exposed underbust seam
    • Fitted crop hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1599

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Glamour Rhinestone Bow Ballet Flats

    These chic ballet flats have a timeless glam look you'll love. They feature a closed pointed toe, a rhinestone embellished bow accent, a closed back, a comfortable flat sole, and a cushioned insole. A perfect option if you don't want to wear heels! Style with an envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Rhinestone bow accent
    • Closed back
    • Flat sole
    • Cushioned insole
    • Exterior woven material
    • Runs true to size

    Style Number/Barcode: 07405-0041

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Rhythm Halter Sweater Midi Dress

    Shimmy to the island rhythm with a cocktail in hand wearing this sweater midi dress for the cutest vacation look! It features a sleeveless halter neckline with wood bead accents, spaghetti straps that shape the open lace-up back design, and a bodycon silhouette on stretchy rib knit fabric. Complete the look in chic wedges.

    Fit & Features

    • Sleeveless halter neckline, wood bead accents
    • Spaghetti straps, open lace-up back design
    • Bodycon silhouette
    • Miid-length hem
    • Sweater rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1698

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfection Vibes Chiffon Skater Romper

    Look like perfection in this chiffon skater romper for a night of fun vibes! It features adorable sheer puff short sleeves, a scoop neckline with a flirty bust tie front and keyhole, a sheer elasticized waist, and a flowy short-length hem. Complete the look in strappy heels for a celebration!

    Fit & Features

    • Sheer puff short sleeves
    • Scoop neckline, front bust tie and keyhole
    • Sheer elasticized waist
    • Skater silhouette
    • Flowy short-length hem
    • Airy chiffon fabric, partial knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 06403-0316

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Romance Floral Chiffon Skater Romper

    Find your summer love in this charming floral chiffon skater romper! It features a square neckline with a dainty tie-front design, short puff sleeves with ruffled trims, dual high waist seams, and a fit and flare silhouette with flowy shorts and a short skater skirt overlay with ruffled hems. The all-over blooming floral print on the airy chiffon fabric is perfect for the season. Style with butterfly charm earrings.

    Fit & Features

    • Square neckline, tie-front design
    • Short puff sleeves, ruffled trims
    • Dual high waist seams, fit and flare silhouette
    • Flowy shorts, short skater skirt overlay, ruffled hems
    • Blooming floral print
    • Sheer chiffon fabric, knit bust lining and skirt lining
    • Runs true to size

    Style Number/Barcode: 06403-0319

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Dreams Linen Tropical Wide Leg Pants

    Your next getaway calls for these linen tropical pants to look stunning on vacay! They feature an elasticized high-rise waist, a flowy wide-leg silhouette, and a palm leaf print on lightweight linen woven fabric. Complete the look in a casual crop top for sipping a marg by the beach!

    Fit & Features

    • High-rise elasticized waist
    • Flowy wide-leg silhouette
    • Palm leaf tropical print
    • Lightweight linen woven fabric
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06302-0776

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elegant Sparkle Rhinestone Bow Ballet Flats

    These chic rhinestone bow ballet flats will give off that elegant sparkle, a perfect alternate for heels! They feature a closed pointed toe, rhinestone and faux pearl bow accents, a closed back, a comfortable flat sole, a cushioned insole, and a sleek faux leather exterior. Style with an envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Rhinestone and faux pearl bow accents
    • Closed back
    • Flat sole
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0039

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bri High-Rise Button-Up Flare Jeans by Windsor Denim

    Level up your basic everyday denim with this trendy pair of Bri flare jeans by Windsor Denim. They feature a high-rise waist with vertical seam detailing to create a snatched look, a button-down front design, a hip-hugging fit, a form-hugging fit throughout the leg, and a chic flared hem. Style with a tie-front top and mules.

    Fit & Features

    • High-rise waist
    • Vertical seam detailing at the waist
    • Hip-hugging fit, form-hugging fit throughout the leg
    • Flared hem
    • Dual front button and hidden zipper closure
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0422

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stand Out Marble Print Cutout Midi Dress

    Stand out this season and have all eyes on you in this marble print midi dress perfect for weekend getaways or sunset cocktails! The dress features a sleeveless square neck, spaghetti straps, a cutout bodice, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look with a sleek choker necklace.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cutout bodice
    • Side ruched seams, bodycon silhouette
    • Midi-length 
    • Marble print, smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5235

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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