$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.

  • Flirty Arrival Floral Trim Knit Mini Skirt

    Bring the flirtatious vibes when you arrive at the party in this sweet floral trim mini skirt! The stretchy knit fabric showcases a stunning sheen to catch everyone's eye. The skirt is shaped with a high-rise elasticized waist for added strap, a ruched seam with a dainty floral embroidered applique trim, and a short front slit. The bodycon fit on the mini-length silhouette will create a snatched look. Complete your fab look with the matching crop top!

    Shop Matching Top: Flirty Arrival Floral Trim Knit Crop Top

    Fit & Features

    • Stretchy knit fabric with sheen
    • High-rise elasticized waist
    • Ruched seam, floral embroidered applique trim
    • Short front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1027

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Mood Rhinestone Strappy Metallic Heels

    These rhinestone strappy metallic heels will put you in a glitzy mood for your dressy affair! They feature an open almond-shaped toe, a glam knotted strappy design with mini rhinestones layered over a wide clear PVC strap, a thin adjustable ankle strap, a closed back, and a sleek thin block heel. The faux leather material features a trendy chrome sheen for that extra shine. Style with rhinestone hoops!

    Fit & Features

    • Open almond-shaped toe
    • Knotted strappy design, rhinestone embellishments, clear PVC strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Thin block heel
    • Chrome sheen, faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4637

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Chic Smooth Knit Fitted Maxi Dress

    This smooth knit fitted maxi dress is the casually chic style you need to elevate your 'fits. It features a strapless straight-across neckline, an all-over curve-hugging silhouette, a maxi-length hem, and a trendy back slit accent. The smooth knit fabric includes an airy sheer mesh lining and offers plenty of stretch for comfortable wear. Complete your looks with strappy mules and a mini handbag.

    Fit & Features

    • Strapless straight-across neckline
    • Curve-hugging silhouette
    • Maxi-length hem
    • Back slit
    • Smooth knit fabric, sheer mesh lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5175

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Things Chic Strappy Charm Flat Sandals

    These chic flat sandals make styling for spring to summer effortless! they feature a sleek almond toe, a metal charm trim detail, a strappy design, and an adjustable ankle strap with buckle closure. Complete the look with a chic tote bag. 

    Fit & Features

    • Faux leather material
    • Almond toe
    • Strappy design, metal charm trim detail
    • Adjustable ankle strap, buckle closure
    • Flat sole
    • Luxe fit cushion insole
    • Runs true to size

    Style Number/Barcode: 07404-1154

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Life Twist Eyelet Lace Skater Romper

    Life's so sweet in this eyelet lace skater romper for spring-to-summer fun! With a flattering V-neckline and delicate twist detail, this romper will elevate your everyday style. Spaghetti straps and a keyhole cutout add a touch of flirty charm, while the skater silhouette gives you a flattering look. Style this romper with sandals and sunnies!

    Fit & Features

    • Eyelet lace fabric, knit stretchy lining
    • Spagehtti straps
    • Twist and keyhole cutout
    • Skater silhouette, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1121

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Enchantment Organza Flower Metallic Heels

    These stunning metallic heels will have you in a glam enchantment! Designed with a glitzy chrome sheen, they feature an open almond-shaped toe, a dual toe strap design embellished with mini rhinestones, and a large organza flower accent with a center rhinestone knotted detail. The adjustable ankle and heel straps are adorned with matching rhinestones and feature a buckle closure, leading to a sleek stiletto heel. Style with rhinestone fringe earrings for a gorgeous formal look.

    Fit & Features

    • 3.5" Stiletto heel
    • Metallic faux leather upper
    • Open almond toe
    • Dual toe strap design, rhinestones, organza flower accent
    • Adjustable ankle and heel straps with rhinestones and buckle closure
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4907

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Extra Rhinestone Hoop Earrings

    Fit & Features

    • Large hoop design
    • Rhinestones
    • Omega back closure

     

    Earrings are final sale and may not be returned or exchanged. 

    Style Number/Barcode: 07001-2186

    Category Name: $20 & Under Sale

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Adorable Charm Butterfly Duster Earrings

    These trendy butterfly duster earrings will add an adorable charm to your everyday 'fits! They feature a cascading chain-link design of four dainty butterfly charms for a pretty vibe. Include a fish hook closure. Style with a layered necklace.

    Fit & Features

    • Long linear chain-link design
    • Four small butterfly charms
    • Fish hook closure, rubber stopper

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2017

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Town V-Neck Cutout Mini Dress

    This mini dress is ready to party all over town! The short dress features a sleeveless V-neckline with a cowl draping, adjustable spaghetti straps, a cutout waist with criss-cross straps, and a bodycon silhouette on stretchy lined knit fabric. Style this mini party dress with a sparkly bracelet and heels!

    Fit & Features

    • Sleeveless V-neck, cowl draping
    • Adjustable spaghetti straps
    • Cutout waist, criss-cross straps
    • Bodycon silhouette
    • Mini-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4710

    Category Name: $20 & Under Sale

    Price: $6.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love's In The Air Floral Chiffon A-Line Dress

    Slip into romance! This dainty floral chiffon short dress features a sweetheart neckline and bust tie to accentuate your figure while the wide shoulder straps and underwire bust provide support. The corset-trim bodice and back lace-up design add a touch of romance along the flattering A-line silhouette and short-length hem. Complete the look with a ring set and sandals for a date or brunch!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Wide shoulder straps
    • Underwire bust, tie front, side zipper and hook-eye closure
    • Corset-trim bodice, lace-up back design
    • A-line silhouette, short-length hem
    • Dainty floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3007

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Valencia Formal Off-The-Shoulder Wrap Dress

    Special Occasion 

    Keep it sophisticated with a formal long dress that creates a moment to remember! Valencia features an off-the-shoulder neckline with a sweetheart bust, arm cuffs, and a mermaid silhouette with a wrap hem, and pleating. The maxi dress is composed of a form-hugging smooth satin knit fabric that offers a minimal stretch. Complete your dressy outfit with rhinestone heels and door-knocker earrings.

    Fit & Features

    • Off-the-shoulder neck, sweetheart bust, arm cuffs
    • Lightly padded cups, strapless or sticky bra recommended
    • Pleated empire waist, form-hugging
    • Mermaid wrap silhouette
    • High-cut front slit, floor-length hem
    • Silky satin fabric, lined, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 05002-7492

    Category Name: $20 & Under Sale

    Price: $24.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Look V-Neck Button Down Skater Dress

    Your day just got sweeter in this sleeveless skater dress perfect for spring and summer occasions! This V-neck skater dress boasts adjustable spaghetti straps and button closures that allow for the perfect fit while the skater silhouette and short-length hem elevate your style. Complete the look with sandals and sunnies!

    Fit & Features

    • Woven fabric with lining, no stretch
    • Adjustable spaghetti straps
    • V-Neckline
    • Button down front
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5555

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Mood Lace Up Floral Chiffon Skater Dress

    Let your style bloom in this gorgeous floral chiffon skater dress for showers or graduation parties! Perfect for any occasion, the sheer peasant sleeves and lace-up bodice add a touch of feminine charm. The stretchy smocked back and skater silhouette create a flattering look, and the short-length hem is ideal for showing off your legs. Complete the look in strappy sandals.

    Fit & Features

    • Floral print, chiffon fabric lined with woven
    • Lace up
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3210

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Divine Cutie Tie-Back Ruffled Skater Dress

    You'll look positively cute and divine in this short skater dress at brunch or graduations! Designed with a flattering square neckline, adjustable spaghetti straps for the perfect fit, and a tie-back design, this dress is perfect for every girlie. The skater silhouette and ruffled layer add a playful touch, while the short-length hem offers comfort and versatility. Complete the look in strappy mules.

    Fit & Features

    • Airy woven fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Ruffled
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5733

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delilah Formal Sequin High Slit Dress

    Special Occasion 

    Make a dazzling impression with a sequin dress that shimmers from all your best angles. The dress features sparkling sequins throughout, a sleeveless cowl neckline, bungee spaghetti straps, and a high side slit to show off a hint of leg. She offers a form-hugging fit with a slight stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • High side slit
    • Sequins
    • High waist 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1279

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Illusion Strapless Artsy Printed Midi Dress

    Bring a chic illusion in this artsy printed midi dress for a trend-worthy look all evening! The artsy print and mesh fabric adds a touch of sophistication, while the lined design ensures comfort and coverage. Featuring a flattering strapless neckline, front slit, and bodycon silhouette, this dress will accentuate your curves. Complete the look in stiletto sandals for an evening downtown!

    Fit & Features

    • Artsy print, mesh-lined fabric
    • Strapless neckline
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3316

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Muse Rhinestone Lariat Necklace And Earrings Set

    Draw them in with your gorgeous allure in this glam rhinestone lariat necklace and earrings set. It features a luxe lariat necklace with a single strand of rhinestones leading to a cascading center lariat design with two rows of rhinestones and larger teardrop rhinestone accents. The duster earrings feature a single row of rhinestones with a matching teardrop rhinestone accent. Style this jewelry set with a plunging formal dress and stiletto heels.

    Fit & Features

    • Necklace and earrings set
    • Lariat necklace, back adjustable chain with lobster clasp closure
    • Single row of rhinestones
    • Center lariat with two rows of rhinestones, teardrop rhinestone accents
    • Duster earrings, post-back closures, rubber stoppers
    • Single row or rhinestones, teardrop rhinestone accent


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-1747

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In My Bride Era Baseball Cap

    Let everyone know what era you're in with this baseball cap perfect for every miss-to-mrs! This cap features a classic wide brim to shade your eyes, a front embroidered script that reads, "In My Bride Era, " and an adjustable back strap for a snug fit. Complete the look in stylish white sandals.

    Fit & Features

    • Classic baseball cap style
    • Wide brim
    • Front embroidered script reads, "In My Bride Era, "
    • Adjustable back strap

    Style Number/Barcode: 07302-1619

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Margaux Lace Up Mermaid Sequin Formal Dress

    Special Occasion

    For the brides who want to shine or prom girly who own the spotlight, the Margaux sequin formal dress sparkles from every angle ensuring you'll be the center of attention! Her wired plunge V-neckline and spaghetti straps create a sleek and sexy look while the lace-up detailing adds an alluring touch. The padded bra cups provide support and the mermaid silhouette flaunts your curves down to the elegant floor-length hem. Complete the look with fringe earrings and heels.

    Fit & Features

    • Sequin pattern, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Lace-up, back zipper and hook-eye closure
    • Padded bra cups
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7952

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annabella Formal Satin A-Line Midi Dress

    Special Occasion

    You have plans and the Annabella formal satin midi dress is the style you need for looking sultry-chic at upcoming soirees! She features a classy sleeveless cowl neckline, adjustable spaghetti straps, and a slim and flattering A-line silhouette with a front curved seam atop her flirty slit midi-length hem. The formal dress is composed of a matte woven satin-lined fabric with a subtle sheen effect. Complete your breathtaking look in faux pearl duster earrings and block heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Slim A-line silhouette
    • Front curved seam, front slit
    • Midi-length hem
    • Lined matte woven satin fabric, no stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1491

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep The Spark Off-The-Shoulder Lace Mini Dress

    This lace mini dress will keep the spark of romance perfect for dates or parties! The foldover off-the-shoulder neckline adds a touch of elegance, while the sheer lace fitted sleeves bring a hint of romance. Flaunt your figure with the bodycon silhouette and mini-length hem. Complete the look with rhinestone earrings and strappy sandals for a chic night out!

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3293

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Gleam Seamless Metallic Bandeau Bra

    Unleash your sultry-gleam side with this metallic bandeau bra to style by itself or under your favorite sheer top. This strapless bra is made with seamless knit fabric for a comfortable and seamless fit. The metallic finish adds a touch of glamour, making you stand out from the crowd. Complete the look in a denim skort for a festival or concert!

    Fit & Features

    • Metallic seamless knit stretchy fabric
    • Strapless
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 07109-0335

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Botanical Beauty Lace Trim Floral Satin Midi Dress

    Looking like a botanical beauty has never been so flawless as having this floral satin midi dress in your arsenal! Perfect for showers, graduations, or elegant afternoon teas, this pretty dress is such a dream. With a sweetheart neckline and eyelash lace trim, this dress flatters your figure with adjustable spaghetti straps and padded bra cups. The front slit and midi-length hem add a touch of allure to the floral garden print, all in a luxurious satin fabric. Complete the look in strappy block heels.

    Fit & Features

    • Garden floral print, satin fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Sweetheart neckline, eyelash lace trim
    • Back zipper and hook-eye closure
    • Padded bra cups
    • Front slit, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3216

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exceptional Bliss Lace-Up Floral Chiffon Maxi Dress

    Answer that invite in exceptional blissful style in this floral chiffon maxi dress perfect for showers, graduations, or vacations! With spaghetti straps, a lace-up back, and a flowy ruffled silhouette, this maxi dress is both comfortable and stylish. The stretchy smocked waist and maxi floor-length hem provide a flattering look for any occasion. Complete the look with dainty earrings.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • Spaghetti straps
    • Lace-up back
    • V-Neckline
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3345

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale