$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.

  • Polished Cozy Houndstooth Eyelash Knit Cardigan

    Fit & Features

    • Soft eyelash knit fabric with moderate stretch, ribbed hems
    • Houndstooth pattern
    • V-neckline
    • Button-down front
    • Long sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2253

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Long Sleeve Ruched Mini Dress

    Embrace your curves in this must-have mini dress! The short dress features fitted long sleeves and a scoop neckline for a flattering look, while the side ruched seams and bodycon silhouette accentuate your curves. Crafted from a double-lined buttery soft fabric that fits like a glove with plenty of stretch. Layer with a jacket and a trendy shoulder bag to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Double-lined buttery soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5519

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Chill Strapless Denim Crop Top

    Keep your look chill and effortlessly stylish in this denim crop top for any plans! Featuring a chic strapless neckline, button front closures, faux flap pockets, and a fitted crop hem, this top is perfect for any sunny day. The stretchy smocked back ensures a comfortable and flattering fit. Complete the look in mid-rise jeans.

    Fit & Features

    • Denim fabric, slight stretch
    • Strapless neckline
    • Button front closures
    • Faux flap pockets
    • Smocked stretchy back
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2406

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aylin Formal Wrap Corset Midi Dress

    Special Occasion

    Steal all the glances at the next cocktail party in the Aylin formal wrap corset midi dress. Made with a sleek stretchy knit fabric, her bodycon fit will flaunt your gorgeous curves. She features a sleeveless sweetheart neckline with pleating at the padded bust, adjustable spaghetti straps leading to a secure back zipper closure, a chic corset bodice with flexible boning for a snatched silhouette, and a ruched wrap design creating a stylish front slit. Complete the look with stiletto heels.

    Fit & Features

    • Stretchy knit fabric with knit lining
    • Sweetheart neckline, padded bust, pleating
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • Corset bodice with flexible boning
    • Ruched wrap design, front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2052

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love It Lace-Up Satin Cropped Corset Top

    You'll love the iconic look of this silky satin cropped corset top! Designed with a sleek satin woven fabric, this top features a sleeveless sweetheart neckline for a feminine vibe, adjustable spaghetti straps offering a customized fit, secure hook and eye closures at the front, and flexible boning inserts. The cutout lace-up sides add a sultry touch, while the fitted cropped hem will create a snatched silhouette. Pair with high-rise jeans and sneakers for a casual-chic style.

    Fit & Features

    • Satin woven fabric with minimal stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout lace-up sides
    • Front hook and eye closures, flexible boning
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2367

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jill Formal Mesh Bustier Slim Long Dress

    Special Occasion

    A sheer bustier-style bodice on the Jill formal dress snatches your figure to create a sexy look! She features a sweetheart neckline, adjustable spaghetti straps, a pleated built-in padded bust with underwire support, a sheer bodice with flexible boning inserts, and a flattering slim silhouette and high front slit along her floor-length hem. The formal dress is crafted from a mesh fabric for a refreshed dressy style and has a stretchy knit lining. Complete your look for black tie galas or celebrations with a stunning hair accessory.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Pleated built-in padded and underwire bust
    • Sheer bodice, flexible boning, back zipper and hook-eye closure
    • Slim silhouette, high front slit, floor-length hem
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05002-7662

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmering Beauty Glitter Knit Midi Dress

    In this sparkly glitter knit midi dress, your beauty will shimmer and shine! The knee-length dress features a sleeveless cowl neckline, spaghetti straps, a cross-back strap design, ruching down one side seam, an asymmetric midi-length hem creating a sultry thigh-high side slit, and a bodycon silhouette that will hug your curves. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone fringe earrings and clear block heels for a fancy date night with your special someone.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back strap design
    • Ruched side seam
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2273

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty-Chic Lace-Trim Woven Corset Skater Dress

    This adorable lace-trim woven corset skater dress will bring a dainty-chic style to your party look. The sheer stretch woven fabric offers an airy, lightweight feel with a knit lining for coverage. The short dress features a square neckline with a scalloped lace trim and sheer lace cap sleeves for the prettiest detail. The ruched bust leads to a corset front with a lace-up design for a snatched look. The high waist flows out to a skater skirt with a fit and flare silhouette. Complete your outfit with rhinestone heels for that pop of sparkle.

    Fit & Features

    • Sheer stretch woven fabric with knit lining
    • Square neckline with scalloped lace trim
    • Sheer scalloped lace cap sleeves
    • Ruched bust, corset bodice with lace-up front
    • Back zipper, hook and eye closure
    • High waist seam, skater skirt with fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3026

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impressively Sweet High-Rise Lace-Up Peplum Skirt

    Impress with this sweet mini skirt featuring a flattering high-rise waist, side lace-up designs, and a tiered ruffled peplum style flared hem on woven fabric. 

    Fit & Features

    • Woven fabric
    • High-rise waist
    • Side lace-up designs
    • Back zipper and hook-eye closure
    • Tiered ruffled peplum flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0684

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Popular Poise Mock Neck Abstract Mini Dress

    An abstract print mini dress features sheer fitted long sleeves, a mock neckline, and a flattering bodycon fit. Perfect for styling with stiletto heels.

    Fit & Features

    • Abstract print, mesh fabric, sewn-in knit lining
    • Mock neckline
    • Fitted sheer long sleeves
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 05102-5581

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Style Halter Cutout Wide-Leg Jumpsuit

    Show off a sultry style on vacay or a weekend getaway in this cutout wide-leg jumpsuit! Designed with a stretchy smooth knit fabric with a full-length lining, it features a sleeveless plunging halter neckline, spaghetti straps with a tie-back design, and an alluring cutout bodice for a bold babe vibe. The fitted high waist leads to a hip-hugging fit and a trendy wide-leg silhouette. Complete the look with platform wedges.

    Fit & Features

    • Smooth knit fabric with knit lining, plenty of stretch
    • Plunging halter neckline with tie closure, partial open back
    • Cut out bodice
    • Hip-hugging fit
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2515

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dominique Floral Velvet Off The Shoulder Mini Dress

    Special Occasion

    Enchant in a velvet dress with an off-the-shoulder neckline, floral-accented trim, and a curve-hugging mini-length hem. Complete your formal outfit with a rhinestone clutch.

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Velvet fabric with knit lining, moderate stretch
    • Off-the-shoulder neckline, no-slip strip
    • Floral accented trim at the bust, short sleeve cuffs
    • Back zipper with hook-eye closure
    • Ruching
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2306

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Favorite Strapless Cutout Floral Maxi Dress

    Create a stunning aurora in this floral maxi dress for summer cocktail hours! The strapless neckline and side cutout provide a flattering silhouette, while the form-hugging fit accentuates your curves, and the high side slit offers a show of leg. Complete the look in strappy stiletto heels.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Strapless neckline
    • Side cutout
    • Form-hugging fit
    • High side slit
    • Runs true to size

    Style Number/Barcode: 05101-3278

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Cute Basic Short Sleeve Bodysuit

    Look and feel casually cute in this basic bodysuit that makes the perfect essential! It features short sleeves, a crew neck, a form-hugging fit, and a thong bottom with dual snap-button closures, and is crafted on soft brushed knit double-lined fabric. Style with cargo pants for an on-trend look!

    Fit & Features

    • Short sleeves
    • Crew neck
    • Form-hugging fit
    • Thong bottom, dual snap-button closures
    • Brushed knit double-lined fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1598

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always A Classic Mid-Rise Denim Mini Skirt

    You'll always be a classic babe in this mid-rise denim mini skirt perfect for any plans!  Its form-hugging fit will show off your curves, while the mini-length hem gives a flirty touch. Complete the look in a crop tee and sneakers!

    Fit & Features

    • Medium wash denim fabric, no stretch
    • Mid-rise waist
    • Extended button closures tab, hidden zipper closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0198

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Highlights Strapless Bodycon Mini Dress

    This strapless mini dress highlights your curves in the best way for club night! The dress features a sweetheart neckline with a center bust ruching that flatters, a bodycon silhouette, and a sleek mini-length hem on stretchy smooth knit fabric. Complete the look with a layered necklace.

    Fit & Features

    • Double-lined smooth knit fabric, plenty of stretch
    • Strapless sweetheart neckline, front no-slip strip
    • Center ruched bust seam
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5637

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Impression Rhinestone Knot Platform Heels

    Whether you're strutting into an event or heading to a party, these nubuck block heels make a fabulous impression! They showcase an almond toe, sparkly rhinestone-embellished toe straps with a knot accent, an adjustable ankle strap with buckle closure, a platform sole that elevates the style, and a luxe fit breathable cushioned insole for comfort. Complete the look with a chic hair accessory.

    Fit & Features

    • 4.5" Block heel
    • Almond toe
    • Rhinestone embellished toe straps with knot accent
    • Adjustable ankle strap with buckle closure, platform sole
    • Luxe fit breathable cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4948

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prettiest Cutie High Rise Ruffle Lace Skort

    You'll be the prettiest cutie in this high-rise lace skort! Made from a delicate lace fabric that brings a romantic allure, this mini skort boasts a flattering A-line silhouette with a layered ruffled mini-length hem and shorts lining for comfort and coverage. Complete the look in a cute crop top and sandals!

    Fit & Features

    • Lace fabric, stretchy knit shorts lining
    • High-rise waist
    • A-line silhouette
    • Layered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1182

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living A Dream Marble Off-The-Shoulder Midi Dress

    This dreamy mesh midi dress is ready for you to take on any event! The stylish marble mesh fabric is sure to make a dramatic statement with its off-the-shoulder neckline, ruched fitted sheer long sleeves, flattering side ruched seams, and bodycon silhouette. Complete the look in stiletto heels for a birthday dinner or date night!

    Fit & Features

    • Off-the-shoulder neckline
    • Ruched fitted sheer long sleeves
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Marble print, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5332

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rochelle Ruffled Sheer Lace Formal Mini Dress

    Special Occasion

    Showcase your eye-catching beauty in the Rochelle formal mini dress, a gorgeous staple for brides-to-be! Crafted with airy sheer lace fabric with a partial knit lining, she brings that effortlessly chic allure and feminine charm. She features a sleeveless cowl neckline with pleated detailing and a built-in padded bust, adjustable spaghetti straps that lead to an open cross-back design, a stunning sheer corset-inspired waist with flexible boning for structure, and a tiered ruffled A-line silhouette. Complete your look with rhinestone heels.

    Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.

    Fit & Features

    • Sheer lace fabric with partial knit lining, minimal stretch
    • Pleated cowl neckline, padded bust
    • Adjustable spaghetti straps
    • Open back, cross-back design, zipper with hook and eye closure
    • Sheer corset waist, flexible boning
    • Tiered ruffled A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2184

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Look Pointed Toe Buckle Slingback Flats

    On the go? Slip on these faux leather flats for a trendy look that's always effortless! They feature a closed pointed toe, dual grommet buckle accent straps for an edgy flair, and an open ankle with a strap. Complete the look with sunglasses for any plans!

    Fit & Features

    • Closed pointed-toe
    • Dual grommet buckle accent straps
    • Open ankle with strap
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0102

    Category Name: $20 & Under Sale

    Price: $15.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunday Brunch Strapless Ruffle Romper

    Take this strapless romper out for Sunday brunch! Crafted from a smooth knit fabric, this dress combines both comfort and sleek style. Featuring a bow or flower inset and form-hugging fit, it's the perfect blend of trendy and flattering. The side ruched seams and flowy ruffled skirt add extra flair to this short-length, versatile romper! Complete the look in wedge sandals and a purse!

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Strapless neckline
    • Side ruched seams
    • Flowy ruffled skirt overlay
    • Short-length 
    • Pink romper has a bow, black romper has a flower
    • Runs true to size

    Style Number/Barcode: 06503-1149

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth And Edgy Lace-Up Faux Suede Corset Top

    A strapless corset top boasts a front lace-up design and a fitted crop hem on smooth faux suede fabric. Perfect for styling with high-rise bottoms for going out.

    Fit & Features

    • Smooth faux suede fabric, sewn-in knit lining, minimal stretch
    • Strapless neckline
    • Front lace-up
    • Flexible boning
    • Back hook and eye closures
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-2592

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reese Formal Strapless Marabou Glitter Midi Dress

    Special Occasion

    Glam up your evenings with the Reese formal glitter midi dress for Homecoming or formal celebrations! She features a strapless neckline with a fabulous marabou trim, a bodycon silhouette that hugs your curves, and a front slit along her midi-length hem. The formal knee-length dress is composed of a glitter crepe knit fabric offering endless sparkle and moderate stretch. Style the midi dress with platform heels.

    Fit & Features

    • Strapless neckline, marabou trim
    • Bodycon silhouette
    • Front slit
    • Midi-length hem
    • Glitter crepe knit fabric, moderate stretch
    • Sticky or strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1945

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale