$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Emma Seamed Crepe Mermaid Gown
    Special Occasion

    Answer the siren call in our stunning Emma mermaid dress! She features a halter-style neck with two-button closure, a padded deep V bodice with mesh insert at bust, seam detail, and V back, a banded waist with back zip, and a curve-hugging seamed skirt with fluted mermaid hem. Emma is made from a mid-weight woven crepe with moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0113

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Karolina Caviar Beaded Crepe Dress

    Special Occasion

    Playful yet polished, our shimmering skater-style Karolina dress will make a bold impression. She features a tank-style, deep V bodice with padded cups, hook-and-eye closure, a back cutout, and caviar beading atop a mesh overlay. Her A-line mini skirt features seam detailing, pockets at either hip, and a back zip. Karolina is fully lined and made from a crepe material with a hint of stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0031

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mara Crepe One Shoulder Gown
    Special Occasion


    Turn heads from every angle in a homecoming dress like the sleekly stunning Mara gown. She features a dramatic single-shoulder seamed bodice with scalloped lace insets at the back and waist, a side zip, and a body-hugging slim skirt that pools gently at the hem. Mara is made from a crepe material with moderate stretch. Complete the look with a rhinestone clutch and a faux fur wrap.

    Fit & Features

    • One-shoulder neckline
    • Scalloped lace inserts
    • Sheer back
    • A-line silhouette
    • Lined crepe fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-6731

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Thrill Of Knit Ribbed Dress

    Toe the perfect line between casually chic and sultry-on-trend in this off-the-shoulder mini. Dress features all-over medium-width ribbing, a scoop neck, decorative wood-like buttons and a full lining. Dress is made from a soft, heavier-weight cotton blend with a fair amount of stretch. 

    Style Number/Barcode: 15102-0035

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffle Ride Skater Dress

    Keep it cool in this breezy-beautiful skater dress! It features adjustable spaghetti straps, a seamed V neck bodice, tiers of ruffle trim at the bust, waist, thigh and hem, and an A-line skirt with back zip. Dress is fully lined and made from a lightweight Tencel-blend with natural crinkle-effect and little to no stretch.

    Style Number/Barcode: 05102-0329

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hattie Sequined High Neck Dress

    Special Occasion

    Dazzling details make our elegant navy crepe Hattie dress truly eye catching. She features a high neck, lace and mesh bodice with sequin detail, spaghetti straps, and single-button closure with cutout at nape of neck leading to a back zip. Her waist features crisscrossing solid crepe panels with mesh inserts leading to an A-line, inverted-pleat skirt with pockets at either hip. Hattie is fully lined and made from a mid-weight woven material with a touch of stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0024

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Liza Satin Mesh Party Dress

    Special Occasion

    Ready for an epic evening? Then light up the night in our lovely Liza dress! She features a strapless, seamed sweetheart bodice with light padding at bust and a back zip. Liza's A-line satin skirt has pockets and sits atop a structured mesh-tulle underlay, giving her party-perfect volume. Liza is lined and made from a smooth, shiny cotton blend with moderate stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0022

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carina Sequined Mesh Mini Dress

    Special Occasion

    Make an indelible impression in our marvelous Carina mini! She features all-over floral beading-and-sequin embroidery atop a mesh overlay, an off-the-shoulder neckline, a back zip, a deep V illusion bodice, and a slim, curve-hugging skirt. Carina is fully lined and made from a woven mesh material with little to no stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0014

    Category Name: $20 & Under Sale

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Tropics Tie Waist Pants
    Feel the island vibes in bold, after-dark florals! These elegant bubble crepe pants have a relaxed fit and feature an elasticized waist with front tie and a wide leg. Top is made from a lightweight, lightly textured woven material with a touch of stretch. Don't forget to pair it with the matching ruffle crop top!

    Style Number/Barcode: 06302-0047

    Category Name: $20 & Under Sale

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Me Up High Waist Pants

    These pants are all you boss babe! They feature a banded high waist line, a self tie attached belt that creates a bow detail in the center front. They are fitted at the waist and then they flare out to a wide leg at the hem. They pants are composed of a knit material that offers moderate stretch, and a single vertical stripe pattern.

    Style Number/Barcode: 06502-0088

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Everyday Denim Mini Skirt

    This skirt is all you need to create an effortlessly chic look! It features a high rise waist, a single button with zipper closure, a five pocket design and a raw edge hem with two side slits. Skirt is composed of a denim fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06601-0005

    Category Name: $20 & Under Sale

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Classy Little Jumpsuit

    Whether its a sunday funday or brunch with the gals, this jumpsuit is a one piece wonder. Featuring a round neckline, a sleeveless bodice, faux marble buttons down the center, and mid waist line.The pants of this piece flare to a wide leg that hit a mid calf hem. The jumpsuit also has an attached looped tie belt detail, as well as pockets! Composed of a ribbed knit fabric, the piece offers a relax fit with a moderate stretch.

    Style Number/Barcode: 06402-0057

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylin Striped High Waist Pants
    Get stylin in these adorable high waisted striped pants!  Featuring an attached self tie belt, a banded fitted high waist line that leads down to a flared leg, and a classy vertical striped pattern. The pants are composed of a knit fabric that offers moderate stretch, and is form fitting towards the waist area. Pair them with some heels and take on the day!

    Model is 5'9" with a 32" bust,  24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0079

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Print Maxi Skirt
    This maxi skirt features a high waistline, and a high thigh side slit cut out. The ruched hip gives a hugging effect to show off those curves! Skirt is composed of a soft knit material that is a snake print pattern, is form fitting and offers moderate stretch. The hem of the skirt hits above ankle and includes a smooth black mini skirt inner lining. Don't forget the matching crop top for a full on look girl!

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0031

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ride With Me Skater Romper
    A little sweet, a little sultry—just like you! This skater-romper hybrid is as pretty as it is playful. It features spaghetti straps, a wrap-style bodice with V neckline, a slim banded waist, a gently pleated A-line skirt with curved hem, and a coordinating shorts underlay below. Romper is made from a smooth, scuba-like material with a fair amount of stretch.

    Model is 5’7” with a 32” bust, 23” waist, and 34.5” hips. She is wearing a size small.

    Style Number/Barcode: 06503-0034

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Shred Jumpsuit
    Ready to shred? Let's just say you'll destroy the competition in this dynamite denim jumpsuit! It features a collared, sleeveless bodice with fray detailing, two flap pockets at chest, a button-up front, a removable belted tie waist, pockets at either hip, and super-distressed detailing through both legs. Suit is made from a mid-weight, light blue cotton blend with little to no stretch.

    Style Number/Barcode: 06602-0025

    Category Name: $20 & Under Sale

    Price: $30.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Out And About Halter Jumpsuit
    Slip into something sultry and white hot when you don this eye-catching jumpsuit! It features a halter-style neck with two-button loop closure and open back, a plunging V, a paperbag waist with side zip and removable tie belt, and ultra-wide legs with pockets at either hip. Jumpsuit is made from a smooth cotton blend with a slight sheen and little to no stretch.

    Style Number/Barcode: 06402-0049

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Movin' And Groovin' Shorts

    These fun and trendy tie dye shorts will have you movin' and groovin'! They feature a high rise elastic banded waist paired with flowy shorts with a merrow edge hem. The shorts are composed of a ribbed knit fabric that offers moderate stretch. Don't forget the matching top to complete your look!

    Style Number/Barcode: 06503-0053

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mini Bouquet Kimono Sleeve Romper
    As comfy as your fave loungewear and as cute as your club gear, this romper marries the best of both worlds. Romper features an all-over ditsy floral print, kimono-style sleeves, a deep V neck, pleat detail at front, banding at waist, and high-rise shorts. Romper is made from an ultra-soft woven material with moderate stretch.

    Model is 5'3" with a 32' bust, 22.5" waist, and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06503-0037

    Category Name: $20 & Under Sale

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Moment Tie Front Romper
    Have a major style moment in this sexy tie front romper! It features a sleeveless strapless sweetheart neckline with a wired V notched detail, padded cups, a tie front accent, a hidden back zipper and hook and eye closure, a high waist seam, and flowy shorts. The romper is composed of a smooth satin-like fabric with no stretch and includes a woven lining.

    Style Number/Barcode: 06503-0054

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mad For Plaid Paperbag Pants
    Cut a sleek and stylish figure in these perfectly polished plaid pants! They're fuller through the hip and thigh while tapering through the leg and they feature a paperbag waist with belt loops and removable tie. Pants slip on and are made from a mid-weight rayon-blend material with moderate stretch.

    Style Number/Barcode: 06502-0089

    Category Name: $20 & Under Sale

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let Loose Striped Pant
    It's good vibes only in these gauzy, boho-chic ivory pants! They feature an intricate, all-over vertical-stripe design, an elasticized high-rise waist, and straight legs that flare at hem. Don't forget to scoop up the matching tie-back halter! Pants are made from a lightweight woven material little to no stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0012

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylin Striped High Waist Pants
    Get stylin in these adorable high waisted striped pants!  Featuring an attached self tie belt, a banded fitted high waist line that leads down to a flared leg, and a classy vertical striped pattern. The pants are composed of a knit fabric that offers moderate stretch, and is form fitting towards the waist area. Pair them with some heels and take on the day!

    Model is 5'9" with a 32" bust,  24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0078

    Category Name: $20 & Under Sale

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylishly Sleek Mini Skirt

    Zip up in this sleek faux leather mini skirt to create a head turning look! 

    Fit & Features

    • High Waist
    • Off Center Zipper Closure 
    • Lined Faux Leather
    • Curve Hugging Fit
    • Slight Stretch 

    Red: Model is 5'9" with a 32" bust, a 24" waist, and 34.5" hips. She is wearing a size small.

    TAN: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0094

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance