$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.

  • Brianna Strappy Back Mermaid Crepe Formal Dress

    Special Occasion 

    The sleek Brianna crepe formal dress features sexy details worth showing off at black-tie soirees or weddings! A square neckline and adjustable spaghetti straps highlight your figure while the strappy back with hook-eye fasteners secures the look of sophistication. The padded bra cups offer support while the mermaid silhouette, high front slit, and floor-length hem exude chic and accentuate your curves. Complete the look with a dainty bracelet and rhinestone heels for sparkle!

    Fit & Features

    • Crepe fabric, bust knit lining, plenty of stretch
    • Padded bra cups
    • Adjustable spaghetti straps
    • Strappy back, hook-eye fasteners, zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8283

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara Sweetheart Floral Chiffon Midi Formal Dress

    Get ready to steal hearts with your captivating presence in the adorable Clara floral chiffon midi dress at showers, banquets, or garden parties! She has playful tie-shoulder straps, padded bra cups, and a flattering ruched bodice. The A-line silhouette and ruffled midi-length hem create a stunning, feminine look, while the floral rose print chiffon fabric adds a touch of whimsy. Complete the look with earrings and sleek stiletto heels.

    Fit & Features

    • Rose floral print chiffon fabric, stretchy knit lining, tulle trim
    • Sweetheart neckline
    • Tie shoulder straps, back zipper and hook-eye closure
    • Padded bra cups
    • A-line silhouette
    • Ruffled midi hem
    • Runs true to size

    Style Number/Barcode: 05001-2252

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Chic Faux Leather Stiletto Heels

    Step out for the day in these chic faux leather stiletto heels! They feature a sleek square toe and strap that leads to the closed ankle with an adjustable buckle strap and stiletto heel. Complete the look with a fab mini purse.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather upper
    • Open square toe, toe strap
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4791

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amanda Tulle Bow Strap Sequin A-Line Party Dress

    Special Occasion

    Make a memorable impression in the Amanda sequin A-line party dress perfect for brides, birthday babes, and party guests! Designed with a lovely floral sequin pattern on mesh-lined fabric, this dress adds a touch of elegance to every event. Her statement tulle bows add a touch of sophistication to the sweetheart neckline and adjustable spaghetti straps. The built-in padded underwire bust provides support, while the A-line silhouette and mini-length hem flatter every figure. Complete the look with sassy block heels and earrings!

    Fit & Features

    • Floral sequin pattern, mesh fabric lined with stretchy knit
    • Sweetheart neckline
    • Tulle bow adjustable spaghetti straps
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2144

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exotic Vibes Strapless Tie-Front Tropical Romper

    You'll be looking exotic and beautiful in this tropical romper on vacation or by the pool! Featuring a flattering strapless sweetheart neckline and tie-front bust, this romper also offers a comfortable and stylish fit with its stretchy smocked back with cutout and a flowy short-length hem. Complete the look with a layered necklace and strappy sandals.

    Fit & Features

    • Tropical print, woven fabric lined with stretchy knit
    • Strapless sweetheart neckline
    • Tie-front bust
    • Smocked back with cutout
    • Flowy short-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0427

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Era Rhinestone And Pearl Strapless Mini Dress

    Enter your glam era with this rhinestone and pearl strapless mini dress set to stun! Designed with a stretchy sheer mesh fabric with a knit lining, this dress is accented with all-over mini rhinestones and iridescent faux pearl embellishments for that radiant shine. The strapless bodice is shaped with a straight-across neckline and features a fitted corset design with flexible boning for a snatched look. The all-over ruching on the bodycon silhouette will flaunt your gorgeous curves. Complete your party look with metallic heels.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Mini rhinestones, iridescent faux pearls
    • Strapless straight neckline, corset bodice, flexible boning
    • Back zipper with hook and eye closure
    • Ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5519

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aimee V-Neck Ruffle Slim Lace Formal Dress

    Special Occasion

    It's love at first sight! The Aimee lace formal dress will capture your heart for the wedding, banquet, or garden party! Made of luxurious sheer lace fabric with a full-length knit lining for coverage, this floor-length dress is perfect for any formal occasion. With a V-neckline and adjustable spaghetti straps, this dress hugs your curves along the slim silhouette and features stunning ruffles and a high front slit. Complete the look with marquise earrings.

    Fit & Features

    • Sheer lace fabrication with knit lining, moderate stretch
    • Adjustable spaghetti straps
    • V-Neckline
    • Back zipper with hook and eye closure
    • Curve-hugging slim silhouette, ruffled
    • High front slit
    • Runs true to size

    Style Number/Barcode: 05002-8511

    Category Name: $20 & Under Sale

    Price: $24.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Liv Cowl Neck Abstract Mermaid Formal Dress

    Special Occasion

    You'll look prettier than any sunset in the Liv abstract mermaid formal dress - a stunning option for banquets or outdoor soirees! With a cowl neckline, adjustable spaghetti straps, built-in padded underwire bust, this dress supports and flatters. The curve-hugging side ruched seams create a flattering mermaid silhouette while the floor-length hem offers a graceful finish. Complete the look with a clutch.

    Fit & Features

    • Abstract print, mesh fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Cowl neckline
    • Back zipper and hook-eye closure
    • Built-in padded underwire bust
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8531

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Social Outing Sleeveless Belted Cargo Crop Jumpsuit

    Pencil in casual plans with friends in this sleeveless jumpsuit for a stylish 'fit! The square neckline and adjustable spaghetti straps keep you comfortable while the adjustable belted waist flatters your figure. Plus, the cargo pockets add a touch of functionality to the wide-leg silhouette. Complete the look in platform sneakers.

    Fit & Features

    • Woven fabric, partial lining, slight stretch
    • Adjustable spaghetti straps, square neckline
    • Back zipper and hook-eye closure
    • Adjustable waist belt
    • Side pockets, cargo pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0821

    Category Name: $20 & Under Sale

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Francie Cold Shoulder Slim Floral Formal Dress

    Special Occasion

    Become a dreamy romantic vision in the Francie floral formal dress as a bridesmaid, wedding guest, or a summer banquet! The cold shoulder neckline, short-sleeve cuffs, and adjustable spaghetti straps create a flattering silhouette. The low cowl back adds a touch of sophistication, while the slim silhouette and floor-length hem exude luxury. Complete the look with rhinestone earrings and a chic clutch.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Cold shoulder neckline, short-sleeve cuffs, adjustable spaghetti straps
    • Low cowl back
    • Slim floor-length silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-8552

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy In Stripes Halter Rib Knit Crop Top

    A trendy striped sleeveless crop top features a halter neckline with a spaghetti strap tie and a flattering cinched bust. Perfect for styling with a denim skirt and heels.

    Fit & Features

    • Striped rib knit fabric, moderate stretch
    • Halter neckline and spaghetti strap tie
    • Cinched bust
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2049

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Staple High-Rise Wide-Leg Jeans

    This pair of high-rise wide-leg jeans is an iconic staple that needs to be in your wardrobe! Made with a structured cotton-blend denim fabric, these jeans feature a high waist and a trendy wide-leg silhouette with a clean design and subtle front distressing for a chic relaxed look. The waist is detailed with belt loops, a hidden button-down closure, and front and back pockets. Style these jeans with your fave crop top and sneakers.

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • High waist
    • Wide-leg fit
    • Clean design, subtle distressing
    • Belt loops, button-down closure
    • Pockets
    • Runs true to size

    Style Number/Barcode: 06602-0512

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Ease Strapless Boho Print Wide-Leg Jumpsuit

    The perfect strapless boho jumpsuit for every summer adventure that features a stretchy smocked bodice, a braided waist belt, and a flattering wide-leg fit. The sleek knit fabric offers plenty of stretch and a unique boho-print. 

    Fit & Fetaures

    • Boho-print, sleek knit fabric, moderate stretch
    • Strapless neckline
    • Stretchy smocked bodice
    • Braided waist belt
    • Wide-leg fit
    • Jumpsuit has a 12” front rise with a 29.5” inseam
    • Runs true to size

    Style Number/Barcode: 06502-2524

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Persona Strapless A-Line Mini Dress

    Turn on the charm in this strapless mini dress out on the town or at a party! The side ruched seam accentuates your curves while the A-line silhouette provides a flattering fit along the playful mini-length hem. Complete the look with heeled sandals.

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Strapless neckline
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5642

    Category Name: $20 & Under Sale

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Sweetest Floral Rosette Long Sleeve Knit Bolero

    Layer on this sweet knit bolero shrug over your everyday look! This ultra-cropped knit sweater features slouchy long sleeves and an open front design, perfect for layering. Adorned with delicate floral rosettes, it adds a touch of sweetness to any outfit. Complete the look in a casual dress.

    Fit & Features

    • Cozy knit sweater fabric
    • Slouchy long sleeves
    • Open front design
    • Floral rosettes
    • Ultra-cropped length
    • Runs true to size

    Style Number/Barcode: 06005-1977

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Yours Truly Heart Pendant Necklace

    The necklace your heart will desire! It features a dainty chain adorned with a solid heart pendant charm and is secured with a lobster clasp closure. Complete the look in a cute jumpsuit for any occasion.

    Fit & Features

    • Solid heart pendant charm
    • Dainty chain
    • Lobster clasp closure

    Style Number/Barcode: 07002-1829

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meet The Crew Contrast Moto Faux Leather Vest

    This sleeveless moto vest is ready to adventure and meet up with the crew for happy hour! Featuring a standing collar with snap-button closure, front zip-up closure, zipper pockets, and a cropped hem with straps and snap-button closures, this contrast faux leather vest brings edge and style to any outfit. Complete the look in a denim mini skirt and boots.

    Fit & Features

    • Contrast faux leather fabric with woven lining
    • Standing collar neckline with snap-button closure
    • Front zip-up closure
    • Zipper pockets
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1829

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Basic Halter Rib Knit Crop Top

    A sleeveless crop top features a halter neckline with a spaghetti strap tie and a flattering cinched bust to create a flirty look. Pair with a denim mini skirt for any plans.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Halter neckline, spaghetti strap tie
    • Cinched bust
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2051

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Undeniable Poise Faux Pearl Handbag

    Bring undeniable poise to your outfit with this faux pearl handbag making the perfect accessory! The handbag features top handles a detachable strap, and a satin drawstring bag inside to keep your essentials in. Complete the look with heels.

    Fit & Features

    • Top handles
    • Detachable strap
    • Satin drawstring bag inside
    • Faux pearl embellished

    Style Number/Barcode: 07203-2056

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Journey High-Rise Straight-Leg Denim Jeans

    Take a stylish journey in these denim jeans featuring a flattering high-rise waist and pintuck detailing along the straight-leg silhouette. Perfect for styling with a basic top for any occasion.

    Fit & Features

    • Medium wash denim fabric, non-stretch
    • High-rise waist
    • Pintuck detailing, straight-leg silhouette
    • Front button and hidden zipper closure
    • Five-pocket styling
    • Jeans have a 12” front rise with a 30” inseam
    • Runs true to size

    Style Number/Barcode: 06602-0535

    Category Name: $20 & Under Sale

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Cool Long Sleeve Denim Romper

    Capture a casually cool vibe for your weekend plans in this long sleeve denim romper! It features a structured collared neckline, long sleeves with snap button closures, a snap button-down front, dual buttoned chest pockets and side pockets, a stylish cuffed hem, and a relaxed fit for an effortlessly on-trend look. Pair with hoop earrings and sneakers!

    Fit & Features

    • Non-stretch denim fabric
    • Collared neckline
    • Long sleeves with snap button closures
    • Snap button-down front
    • Buttoned chest pockets, side pockets
    • Cuffed hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06303-0286

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl On The Go Platform Block Heel Loafers

    These faux leather loafers feature a sleek closed design, a platform sole that elevates the style, and a block heel. Perfect for styling with a blazer for a posh look.

    Fit & Features

    • Block heel
    • Faux leather material
    • Square toe
    • Closed design
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-4989

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Chic Floral Jacquard Skater Romper

    Enchant everyone in this floral jacquard skater romper showcasing a plunging V-neckline and a short skater skirt overlay perfect for twirls. Pair with strappy heels.

    Fit & Features

    • Floral jacquard woven fabric, no stretch
    • Plunge wired V-neckline
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • High waist seam
    • Short skater skirt overlay, banded hem, fitted shorts
    • Romper in size small is 27" shoulder to hem with a 13.5" front rise and a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0598

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Twist Lace Bow V-Neck Crop Top

    The perfect twist on a closet staple! This delicate crop top features dainty spaghetti straps a romantic lace trim bow V-neckline and a fitted crop hem. Complete the look in sassy denim shorts.

    Fit & Features

    • Knit fabric, moderate stretch
    • Adjustable spaghetti straps
    • Lace trim bow V-neckline
    • Fitted crop silhouette
    • Runs true to size

    Style Number/Barcode: 06001-5372

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale