$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.

  • Party For One Shoulder Crepe Dress

    The party will revolve around you in this gorge crepe mini dress! Designed with a sleeveless, one-shoulder neckline and a multi-strap detail, and a curve-loving silhouette on crepe lined fabric with minimal stretch. Complete your party look with statement earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Multi-strap detail
    • Curve-hugging silhouette
    • Mini-length hem
    • Crepe lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1671

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day To Night Ruched Mini Dress

    This trendy ruched mini dress is perfect for transitioning from day to night! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, adjustable drawstrings at the hem, and a short, curve-hugging silhouette. Style with a duster and mules for the day, and a faux leather jacket and stilettos for the night.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruching down the side seams
    • Adjustable drawstrings at the hem
    • Mini-length hem, bodycon silhouette
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4519

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Precious Pearl Handle Crossbody Bag

    Compliment your dressy outfit with this faux pearl handle crossbody bag featuring a detachable chain-link strap, a front flap with snap-button closure, a spacious interior, croco faux leather material. Style with a sultry mesh top for a dinner date.

    Fit & Features

    • Faux pearl top handle
    • Detachable chain-link strap
    • Front flap, snap-button closure
    • Spacious interior
    • Croco faux leather material

    Style Number/Barcode: 07203-1089

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Ways Circular Crossbody Bag

    Can't you think of all the ways you'd use this crossbody bag? It features a sleek and stylish circular silhouette, a detachable chain-link strap, top handle, gold metal hardware, a front toggle closure, and quilted faux leather material. Complete the look in a sultry matching set.

    Fit & Features

    • Circular silhouette
    • Detachable chain-link strap
    • Top handle
    • Gold metal hardware
    • Front toggle closure
    • Quilted faux leather material

    Style Number/Barcode: 07203-1087

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Together Wristlet Wallet

    This chic wristlet wallet keeps your must-haves together and compliments every outfit! It features a mini silhouette, an o-ring attached handle, a top zipper closure, croco faux leather material, and a spacious interior. Style with a statement blouse for a girl's day.

    Fit & Features

    • Mini silhouette
    • O-ring attached handle
    • Top zipper closure
    • Croco faux leather material
    • Spacious interior

    Style Number/Barcode: 07201-0090

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coffee And Chill Henley Pajama Romper

    Grab your coffee and get ready to chill in this henley pajama romper perfect for a lazy day! It features a cozy and cute design, short sleeves, a button-down front, and a form-fitting silhouette on rib-knit fabric. Complete the look in a cozy cardigan.

    Fit & Features

    • Short sleeves
    • V-neckline
    • Button-down front
    • Form-fitting silhouette
    • Rib-knit fabric
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 07103-0785

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Perfection Knit Mini Dress

    This adorable ribbed knit mini dress is perfect for everyday styling! It features a collared V-neckline, short sleeves, center ruched detailing with an adjustable drawstring at the hem, and a short, form-hugging fit. Complete the look with heeled mules.

    Fit & Features

    • Collared V-neckline
    • Short fitted sleeves
    • Center ruching, adjustable drawstring at the hem
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4636

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Chic Woven Skinny Pants

    Add some chic sparkle with these on-trend woven skinny pants. They feature a high-rise waist, front vertical seams with mini rhinestone embellishments, a form-hugging silhouette with a skinny-leg fit, and front slit accents at the ankles. Style with a crop top and clear heels.

    Fit & Features

    • High-rise waist, elasticized band
    • Front vertical seams, rhinestone embellishments
    • Form-hugging silhouette, skinny-leg fit
    • Front slit accents at the ankles
    • Woven Ponte fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-1107

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hey Gorgeous Satin Wrap Mini Dress

    Hey gorgeous! Showcase a sultry vibe on a club night. This silky satin mini dress features a sleeveless, V-notch wire neckline, spaghetti straps, pleating along the bust, and an asymmetrical faux wrap hem. Complete your party look in statement earrings and heels. 

    Fit & Features

    • Sleeveless, V-notch wire neckline
    • Spaghetti straps
    • Bust pleating, back zipper closure
    • Bodycon silhouette
    • Asymmetrical faux wrap mini hem
    • Silky satin-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4505

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh Affection Cold Shoulder Dress

    Capture the attention of the club in this mesh cold shoulder dress! It features sheer long sleeves with split cuffs, spaghetti straps, an empire waist seam, and a curve-hugging silhouette with side ruching and a mini-length hem. Complete the look in sassy heels.

    Fit & Features

    • Cold shoulder neckline
    • Sheer long sleeves, split cuffs, spaghetti straps
    • Empire waist seam
    • Curve-hugging, side ruching
    • Mini-length hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4599

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Chic Leopard Print Mini Dress

    Elevate your everyday outfits with this sleek and chic satin mini dress. It features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, a flirty short A-line silhouette, and an all-over trendy leopard print pattern. Style with an oversized blazer and strappy mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • A-line silhouette
    • Mini-length hem
    • Leopard print
    • Smooth woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4701

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Options Open O-Ring Midi Dress

    Keep your options open and wear this dress for your weekend plans! It features a sleeveless, v-neck, spaghetti straps, an open-back with an o-ring insert, a bodycon silhouette, and a midi hem on stretchy rib-knit fabric. Complete the look with chic heels.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Open-back, o-ring insert
    • Bodycon silhouette
    • Midi hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4659

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Camila Formal Cutout Long Dress

    Special Occasion

    Meet the Camila formal dress for this year's homecoming, gala event, or charity ball! She stuns in a sleeveless, asymmetrical one-shoulder neckline showcasing a cutout accent along the strap for a peek of skin! Her form-fitting silhouette features a showstopping high-cut slit and a floor-length hemline. Complete your dressy look in statement earrings and heels.

    Fit & Features

    • Sleeveless, asymmetrical one-shoulder neckline
    • Strapless or adhesive bra recommended
    • Front cutout accent on tank-style strap
    • Form-fitting silhouette
    • High-cut side slit
    • Floor-length hem
    • Fits true to size

    Style Number/Barcode: 05002-2363

    Category Name: $20 & Under Sale

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trina Formal Satin Back Sash Dress

    Special Occasion

    Bring the regal vibes in a formal dress that is sure to leave a lasting impression! Trina features a sleeveless cowl neckline with pleated detailing, adjustable spaghetti straps for a customized fit, and a high waistband. Her floor-length, form-hugging silhouette features a high front slit and a chic sheer back sash accent that will cascade behind you. Complete the look with metallic heels.

    Fit & Features

    • Sleeveless pleated cowl neckline
    • Strapless or adhesive bra recommended
    • Adjustable spaghetti straps
    • High waistband, back zipper closure
    • Floor-length fitted silhouette, high front slit
    • Sheer back sash accent
    • Smooth satin fabric
    • Runs true to size

    Style Number/Barcode: 05002-2280

    Category Name: $20 & Under Sale

    Price: $14.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Guest Of Honor Satin Midi Dress

    How could you not be the guest of honor in this sultry stunner! Make your entrance in this satin midi dress featuring a classy, sleeveless V-neck, spaghetti straps, and a pleated waist leading the form-fitting silhouette with a sexy side slit. Complete the look in a dainty ring set and heels.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Pleated waist
    • Form-fitting silhouette
    • Side slit
    • Midi-length hem
    • Silky satin lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1561

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frida Formal Satin Ruffle Dress

    Special Occasion

    The drama's in the details of the glamorous Frida satin dress! She features a sleeveless, cowl neckline, adjustable spaghetti straps, high waist seam, and a flirty ruffled front slit that leads to her floor-length hem. The formal dress is composed of a luxe satin-lined fabric with a moderate stretch. Complete your dressy look with a chic rhinestone clutch.

    Fit & Features

    • Sleeveless, cowl neckline, adjustable spaghetti straps
    • Strapless bra recommended
    • High waist seam, back zipper closure
    • Form-fitting, ruffled front slit
    • Floor-length hem
    • Luxe satin fabric, lined, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2436

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chain of Scene Crepe Wide Leg Pants

    If you're looking to change things up start with these crepe wide-leg pants featuring a high-rise elasticized waist with side cutouts and chainlink straps. Complete the look in a crop blouse and heels.

    Fit & Features

    • High-rise elasticized waist
    • Side cutouts, chainlink straps
    • Wide-leg silhouette
    • Pull-up/off styling
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1131

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Flawless Halter Jumpsuit

    You'll look and feel flawless in this vacay-worthy halter jumpsuit featuring a sleeveless, ruched bodice with keyhole cutouts, a tie-neck closure, a partial open-back, and a wide-leg silhouette. Complete the look in wedges for a sunset dinner.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Keyhole cutouts
    • Ruched bodice
    • Partial open-back design
    • Wide-leg silhouette
    • Stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 06502-1152

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catch A Glance Beaded Bustier

    You'll be turning heads in this stunning embellished and embroidered bustier! It features a sleeveless sweetheart neckline, built-in structured cups, adjustable spaghetti straps for a customized fit, and a cropped hem. The front showcases gorgeous intricate scroll embroidery with sequin and beaded embellishments. Style this form-fitting bustier with faux leather pants and mules.

    Fit & Features

    • Sleeveless sweetheart neckline, built-in padded cups
    • Adjustable spaghetti straps
    • Back hook and eye closures
    • Cropped, form-hugging fit
    • Front embroidered design, sequin and beaded embellishments
    • Sheer mesh fabric, woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1820

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Appeal Halter Mini Dress

    Keep your night out look chic and sultry with this bold LBD. The mini dress features a sleeveless halter neckline with a chunky gold chain-link strap, a wrap-front design at the bust with a major front cutout at the waist, and a short, curve-hugging silhouette. Style with sleek hoops and strappy heels.

    Fit & Features

    • Sleeveless halter neckline
    • Adjustable chain-link strap, lobster clasp closure
    • Wrap-front design at the bust, front cutout at the waist
    • Mini-length, form-fitting, bodycon silhouette
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4467

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knott Love Halter Cutout Midi Dress

    You'll fall for this halter midi dress with just one look! Featuring a sleeveless, halter neck with tie-back closure, a trendy knot cutout bodice that shapes the bodycon silhouette. Complete the look in classy nubuck heels.

    Fit & Features

    • Sleeveless, halter neck, tie-back closure
    • Knot cutout bodice
    • Bodycon silhouette
    • Midi-length hem
    • Soft and stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4322

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Muse Chiffon Skater Dress

    Showcase your effortless beauty in this airy chiffon skater dress. It features a sweetheart neckline with ruffled trim and a pleated bust, long bishop sleeves, a fitted high waistband, and a tiered skater skirt with a short hem and a fit and flare silhouette. Style this skater dress with your fave mules.

    Fit & Features

    • Sweetheart neckline, ruffled trim, pleated bust
    • Long sheer bishop sleeves, cinched hems
    • Smocked back design, fitted high waistband
    • Fit and flare silhouette
    • Tiered skater short-length skirt
    • Chiffon fabric fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1650

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Fling Twist Front Crop Top

    So much for a summer fling! With this crop top, you're sure to fall for it over and over again. It features a sleeveless, sweetheart neck, criss-cross back straps, and a twisted front on lined knit fabric. Complete your look with the matching bottoms.

    Shop Matching Bottoms: Summer Fling Twist Slit Maxi Skirt

    Fit & Features

    • Sleeveless, sweetheart neck, spaghetti straps
    • Criss-cross back straps
    • Twisted front
    • Cropped hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4374

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Choice Halter Midi Dress

    This casual-chic midi dress will make styling so effortless. It features a sleeveless crew neckline with halter straps, an open back with a cross-back strap design, a midi-length, curve-hugging silhouette, and an alluring high side slit. Complete the look with a classic pair of hoops.

    Fit & Features

    • Sleeveless crew neckline
    • Halter straps
    • Open back, cross-back strap design 
    • Bodycon silhouette, side slit accent
    • Midi-length hem
    • Ribbed knit fabric, lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4588

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance