$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.

  • Western Chick Marabou Feather Cowboy Hat

    Win the west in this stylish cowboy hat perf for a pool party or bachelorette weekend! Featuring a classic curved brim with marabou feather trim on faux wool material. Includes adjustable ties hidden on the inside for a tighter fit. Complete the look in a matching set and sunglasses.

    Fit & Features

    • Cowboy hat design
    • Curved brim
    • Marabou feather trim
    • Faux wool material
    • Adjustable ties for tighter fit

    Style Number/Barcode: 07302-0673

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh My Shine Rhinestone Block Heels

    Step out and shine in these rhinestone block heels featuring a glitter mesh almond-shaped toe, a wide toe and ankle strap, and a back zipper closure. Complete the look in these rhinestone heels with a stunning necklace and earring set.

    Fit & Features

    • Almond toe
    • Wide toe and ankle strap
    • Back zipper closure
    • Block heel
    • Rhinestone embellishments
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3997

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out And About Mid-Rise Ruched Woven Mini Skort

    You're a stylish girl on the go, so you need a trendy mini skort to create cute everyday 'fits! Made from a smooth woven fabric, this skort is designed with a mid-rise waist and a mini-length overlay over fitted shorts for added coverage. The waist is accented with belt loops, a hidden zipper, and button-front closures. The adjustable drawstrings at the hem offer all-over ruching to accentuate your curves. Pair this mini skort with a bodysuit and combat boots.

    Fit & Features

    • Non-stretch cotton woven fabric
    • Mid-rise waist
    • Mini-length hem
    • Knit fitted shorts
    • Belt loops, hidden front zipper, dual button-front closures
    • Ruching with adjustable drawstrings
    • Style runs large

    Style Number/Barcode: 06303-0243

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Dazzle Rhinestone Strappy Block Heels

    These fabulous rhinestone strappy block heels are here to dazzle up the night! Made with a smooth nubuck material, they feature an open square-shaped toe, a rhinestone-embellished strappy design with a chic knotted center, thin adjustable ankle and heel straps with a buckle closure, and a sleek thin block heel. Style with rhinestone fringe earrings for all the more glamour!

    Fit & Features

    • Thin block heel
    • Nubuck material
    • Open square toe
    • Rhinestone-embellished strappy knotted design
    • Adjustable ankle and heel straps with buckle
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4719

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Beauty Sheer Crochet Coverup Top

    Layer on this breezy sheer crochet coverup top for an effortless pretty vibe! Made with a trendy open-knit crochet fabric, it features a wide boat neckline, long dolman-style sleeves, a long-length hem with high side slits for added movement, and an overall relaxed flowy fit. Pair with a basic bralette with denim shorts for the perf summer look.

    Fit & Features

    • Sheer open-knit crochet fabric, minimal stretch
    • Boat neckline
    • Long dolman sleeves
    • Long-length hem, side slits
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-1963

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trip To The West Stone Faux Leather Western Belt

    Heading out west? Don't forget this perfect faux leather western belt to accessorize your cute 'fits! This belt features a thin design with colored stones and grommet accents and an adjustable buckle closure. Complete the look in a crop top and denim shorts.

    Fit & Features

    • Colored stones and grommet accents
    • Adjustable buckle closure
    • Thin design
    • Faux leather material

    Style Number/Barcode: 07301-1142

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Feline Cat-Eye Mask

    So stealth! Unveil a fierce feline costume for Halloween with this sleek cat-eye mask featuring an angled pointed design for a dramatic flair with an elastic strap for a secure fit. Complete your costume with the matching latex bodysuit and open fishnet tights.

    Fit & Features

    • Angled pointed design
    • Elastic strap
    • Front sheen

    Style Number/Barcode: 07308-0549

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Don't Tempt Me Textured Slit Crop Top

    Don't let your girls tempt you from taking this sultry crop top out for a good time! It features fitted long sleeves, an open V-neckline, a center front slit accent, and is composed of a textured sheer knit fabric. Complete the look in distressed denim jeans.

    Fit & Fetaures

    • Fitted long sleeves
    • Open V-neckline
    • Center front slit accent
    • Cropped hem
    • Textured sheer knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-5267

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hailee Corset Floral Jacquard A-Line Formal Dress

    Special Occasion

    A stunning floral jacquard pattern with gold stitched trim emboldens the Hailee floor-length formal dress with timeless charm! Elevate your formalwear in this elegant dress featuring a classy square neckline and adjustable spagehtti straps for the perfect fit. The corset bodice, with flexible boning, creates a stunning A-line silhouette. Complete with hidden side pockets for your lip gloss or phone, a high front slit to show off your shoes, and a dramatic floor-length hem. Finish the look for a gala, ball, or fancy party with stud earrings, a bracelet, and spiral heels.

    Fit & Features

    • Floral jacquard pattern with gold stitched trim
    • Woven fabric lined with stretchy knit
    • Corset bodice, flexible boning
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Side hidden pockets, A-line silhouette, high front slit
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7998

    Category Name: $20 & Under Sale

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here For Attention Mesh Striped Crop Top

    Look chic in this mesh crop top to be the center of attention! Crafted from sheer mesh fabric in a trendy striped pattern, this crop top features long sleeves with slit cuffs, a flattering V-neckline, and a center-front ruched seam with a slit. Style with high-rise cargo pants for weekend plans!

    Fit & Features

    • Sheer long sleeves, flare slit cuffs
    • V-neckline
    • Center front ruched seam and slit
    • Cropped hem
    • Striped sheer mesh fabric, bust knit lining
    • Runs true to size

    Style Number/Barcode: 06001-5036

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Daydream Chiffon Crop Top

    You'll look like such a daydream in this airy chiffon crop top! It features a subtle sweetheart neckline, a ruched bust, long sheer bishop sleeves, a cropped hem with a wrap-front detail, and a stylish tie-back design. Complete the look with cute denim and clear mules.

    Fit & Features

    • Sheer chiffon fabric, front knit lining, minimal stretch
    • Sweetheart neckline
    • Ruched bust
    • Long sheer bishop sleeves, elastic cinched hems
    • Cropped hem, wrap-front detail
    • Tie-back design
    • Runs true to size

    Style Number/Barcode: 06003-2301

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tara Velvet One-shoulder Bodycon Formal Mini Dress

    Special Occasion

    Make major sultry-glam moves at your next party in the Tara velvet formal mini dress. She features a sleeveless asymmetric one-shoulder neckline with a single spaghetti strap, a ruched faux wrap-front skirt, a mini-length hem, and a bodycon silhouette to highlight your natural curves. The smooth velvet fabric has a moderate stretch. Style with rhinestone heels.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline, spaghetti strap
    • High waist seam, back zipper, hook and eye closure
    • Ruched faux wrap-front skirt
    • Mini-length hem, bodycon silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1770

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Energy Metallic Knit Halter Top

    This metallic knit halter top will bring the trendy energy to your next club night! Designed with a foiled slinky knit fabric with plenty of stretch, this top radiates a fab metallic sheen to catch all the glances. It features a sleeveless cowl neckline with a halter strap, a ruched side seam to accentuate your curves with an adjustable drawstring, an alluring open back, and a mid-length hem with a form-hugging fit. Style with a faux leather skirt and stilettos!

    Fit & Features

    • Stretchy foiled slinky knit fabric
    • Cowl neckline, halter strap
    • Ruched side seam, adjustable drawstring
    • Open back
    • Mid-length lettuce-edge hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5100

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Beauty Mesh Strapless Corset Mini Dress

    Showcase your beauty at spring and summer parties in this strapless corset mini dress! Designed with a lightweight sheer mesh fabric with a lining for coverage, the dress offers an airy, effortlessly chic vibe. It features a strapless straight-across neckline, a corset-style bodice for a snatched silhouette, and an asymmetric mini-length hem with a flowy A-line fit you'll love. Style with hoop earrings and a layered necklace.

    Fit & Features

    • Sheer mesh fabric, knit lining, stretchy
    • Strapless straight neckline
    • Corset flexible boning bodice, back zipper hook-eye closure
    • Asymmetric hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3337

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sass Standoff Snake Print Cowboy Hat

    Meet at high noon for a sass standoff in this snake print cowboy hat! This classic curved wide brim hat is made of faux suede and features a bold and trendy snake print. The adjustable winner strings ensure a perfect fit for all-day comfort. Complete the look in cowboy boots.

    Fit & Features

    • Snake print cowboy hat
    • Faux suede material
    • Classic curved wide brim

    Style Number/Barcode: 07302-1601

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Chic High Waist Straight-Leg Trouser Pants

    Perfectly chic, these straight-leg trouser pants will level up your looks for the office! Made with a structured non-stretch woven fabric, these pants feature a high waist for a flattering fit and a straight-leg silhouette for an on-trend vibe. The extended tab front design keeps the zipper, button, and hook and bar closure hidden for a sleek look. Style these dress pants with a cropped blouse and clear heels!

    Fit & Features

    • Structured woven fabric, no stretch
    • High waist
    • Straight-leg fit
    • Extended tab front design
    • Hidden front zipper, button, and hook and bar closure
    • Dual faux front and back pockets
    • Runs true to size

    Style Number/Barcode: 06402-1390

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine In The Night Ombre Rhinestone Wedges

    Step out in style and sparkle all night long in these ombre rhinestone wedges! The square toe and dual puffy straps adorned with ombre rhinestones offer a unique and trendy look. The wedge heel and faux leather footbed provide comfort while the satin material trim adds a touch of luxury! Complete the look with a rhinestone handbag.

    Fit & Features

    • 4" Wedge heel
    • Ombre rhinestone embellishments
    • Square toe
    • Puffy wide straps
    • Satin material trim
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0360

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Of Compliments Faux Suede Flare Pants

    Prepare for a season of compliments in these faux suede pants for a bold look at concerts, parties, or festivals! Made with soft faux suede fabric, these pants are as comfortable as they are stylish. These mid-rise pants feature a flattering v-cut waist and hip-hugging fit, while the flared hem adds a touch of retro-chic. Complete the look in a flirty crop top.

    Fit & Features

    • Faux suede fabric, minimal stretch
    • Mid-rise, V-cut waist
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06402-1417

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janessa Formal Satin One Shoulder Mermaid Dress

    Special Occasion

    Take glamorous strides in the Janessa formal satin dress as a flawless bridesmaid, wedding guest, or gala! She features a sleeveless one-shoulder neckline with a strappy back, a lightly padded bust, and a pleated side seam that leads to her wrap-style mermaid silhouette showcasing a high slit and floor-length hem. The formal dress is crafted from a smooth and shiny satin fabric to give you a luxe look! Complete the look with fringe earrings and a bracelet.

    Fit & Features

    • Sleeveless one-shoulder neckline, strappy back
    • Lightly padded bust, back zipper and hook-eye closure
    • Pleated side seam, wrap-style mermaid silhouette
    • High slit, floor-length hem
    • Smooth satin fabric, bust lining, minimal stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6940

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Days For Play High-Rise Ruffle Mini Skort

    Play up your cuteness in this mini skort perfect for brunch or hanging with the girls! The skort is designed with an eye-catching front ruffle that leads to a side-tie bow, a flattering high-rise waist, and a form-hugging silhouette with shorts lining for coverage. Complete the look in a crop top and sandals!

    Fit & Features

    • Woven fabric, shorts lining
    • Front ruffle, side tie bow
    • Back zipper closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-0437

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Day Puff Sleeve Cut Out Denim Romper

    Indulge in the dreamy vibes of this denim romper for casual bridal showers, birthdays, or graduation parties! The V-neckline and cutout sides add a touch of allure, while the form-hugging fit accentuates your curves. Made from soft denim fabric, the short-length hem offers a flirty and comfortable style. Complete the in wedge sandals.

    Fit & Features

    • Denim fabric, minimal stretch
    • Back zipper and hook-eye closure
    • Cutout sides
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0372

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Perfection Gingham Twill Cropped Blazer

    Style up a look of preppy perfection with this gingham twill cropped blazer! This structured blazer is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a classic lapel collar, open front design, long sleeves with button accents and shoulder pads, and a cropped hem with an all-over fitted silhouette. Pair with the matching mini skort for a seamlessly fab look!

    Shop Matching Bottoms: Preppy Perfection Gingham Twill Skater Skort

    Fit & Features

    • Fine twill fabric, sewn-in woven lining
    • Gingham pattern
    • Lapel collar, open front design
    • Long sleeves with buttons, shoulder pads
    • Cropped hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06204-1725

    Category Name: $20 & Under Sale

    Price: $10.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Vacay Strapless Tube Crop Top

    Get ready for vacay packing this tube top for endless fun under the sun! Whether you're island hopping in Greece or sipping a mai tai on the beach, this crop top will keep you so trendy. It boasts a strapless neckline with a non-slip grip lining for a secure fit, a stretchy smocked back for easy on-and-off styling, plus a cinched front that adds a flirty touch. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Endless Vacay High Rise Wide-Leg Trouser Pants

    Fit & Features

    • Texture woven fabric, partial sewn-in knit lining
    • Stretchy smocked back
    • Non-slip grip lining
    • Cinched front
    • Ultra-cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2528

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elissa Sleeveless A-Line Ruffle Pleated Tulle Gown

    Special Occasion

    Take a risk and be the center of attention in the Elissa tulle gown as a stunning prom or birthday princess! Twirl and dance the night away in her airy ruffled tulle silhouette with delicate pleating for extra drama plus, she has a full woven lining to give you coverage. The ruffle-trim V-neckline and adjustable straps enhance your curves, while the A-line silhouette and floor-length hem create an elegant and timeless look. Perfect for a special occasion or formal event, you'll feel like a beauty in this formal gown! Complete the look with an elegant necklace and earrings.

    Fit & Features

    • Pleated tulle, ruffles, full woven lining
    • Ruffle trim adjustable straps and V-neckline
    • Back zipper and hook-eye closure
    • A-Line silhouette
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05005-0113

    Category Name: $20 & Under Sale

    Price: $9.97 $209.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale