$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.

  • Disco Babe Sequin Fringe Halter Top

    Get ready to dance all night and give off disco babe energy in this trendy sequin top! It features a sleeveless bodice with cross-front halter straps, a sultry ultra-cropped front design with dainty beaded fringe detailing, a bold open back with lower back lace-up straps, and all-over sequin embroidery for a stunning shine. Style with high-rise denim and clear mules!

    Fit & Features

    • Sleeveless bodice, cross-front halter straps, tie closure
    • Ultra-cropped front design
    • Beaded fringe detailing
    • Open back, lower back lace-up straps, tie closure
    • Sequin embroidery
    • Lined knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2080

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Desert Chic Detailed Drop Earrings

    Keep your festival 'fits chic with these boho-inspired statement earrings. They feature a fish hook leading to a drop design with two intricate detailed filigree accents, a center rhinestone embellishment, and dangling hammered metal fringe. Style with a layered charm necklace.

    Fit & Features

    • Fish hook closure, rubber stopper
    • Drop design
    • Two detailed filigree accents
    • Center rhinestone
    • Hammered metal fringe


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

    Style Number/Barcode: 07001-1564

    Category Name: $20 & Under Sale

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serve Vibes High-Rise Cargo Denim Pants

    Serve major vibes in these denim pants for an effortlessly trendy look! They feature a flattering high-rise waist, wide-leg silhouette, and cargo-style flap pockets, and are composed of non-stretch cotton denim fabric. Complete the look in a sleek corset top for a night out at the bar!

    Fit & Features

    • High-rise waist, wide-leg silhouette
    • Two front and back pockets
    • Side cargo-style flap pockets
    • Front hidden button and zipper closure
    • Belt loop accents
    • Non-stretch cotton denim fabric
    • Runs true to size

    Style Number/Barcode: 06302-0727

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mischka Beaded Floral A-Line Ball Gown

    Special Occasion

    Sweetly charming with a hint of whimsical, the Mischka ball gown is an ethereal style for prom or quinceanera damas! She features a sleeveless V-neckline, glitter mesh adjustable straps, a padded bust, and a lovely beaded and floral applique bodice that leads to her flattering A-line silhouette with a floor-length hem. The ball gown is composed of an airy glitter mesh overlay with multiple layers of tulle and woven satin lining for a voluminous effect. Complete the look with teardrop earrings.

    Fit & Features

    • Sleeveless V-neckline, glitter mesh adjustable straps
    • Padded bust, back zipper and hook-eye closure
    • Beaded and floral applique bodice
    • A-line silhouette, floor-length hem
    • Glitter mesh overlay, multi-layers of tulle and satin lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05005-0108

    Category Name: $20 & Under Sale

    Price: $29.97 $225.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Zebra Side Tie Mini Skirt

    Why blend in when you can stand out! Stay ahead of the trend in this zebra print mini skirt featuring a high-rise waist, form-fitting silhouette, and dual side ties along the mini hem. Complete the look in the matching top.

    Shop The Matching Top: Wild Zebra Crop Tank Top

    Fit & Features

    • High rise waist
    • Form-fitting silhouette
    • Dual side ties
    • Zebra print
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0642

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Zebra Crop Tank Top

    Why blend in when you can stand out! Stay ahead of the trend in this zebra print tank crop top featuring a v-neck, spaghetti straps, ruched seams along the bust, and a cropped hem. Complete the look in the matching skirt.

    Shop The Matching Skirt: Wild Zebra Side Tie Mini Skirt

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Ruched seam along the bust
    • Cropped hem
    • Zebra print
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4122

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce In Fringe Stiletto Heels

    Why blend in when you can stand out in these fierce stiletto heels at your next cocktail soiree? They feature a pointed toe, a wide and curved toe strap, and a fringe trim along the back on faux leather material. Complete the look in a chic satin dress.

    Fit & Features

    • Pointed toe
    • Wide and curved toe strap
    • Stiletto heel
    • Back fringe trim
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4210

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rock And Roll Cropped Graphic Tee

    Amp up your casual looks with this edgy cropped graphic tee! It features a sleeveless scoop neckline, thin tank shoulder straps, a front eagle graphic with the script, "Rock & Roll," a pointed, cropped hem, and a form-hugging fit. Style this tee with cargo pants and sneakers.

    Fit & Features

    • Sleeveless scoop neckline
    • Thin tank shoulder straps, scoop back design
    • Eagle graphic
    • Script that reads "Rock & Roll"
    • Pointed, cropped hem, form-hugging fit
    • Cotton-blend and faux leather fabrics
    • Runs true to size

    Style Number/Barcode: 06002-1546

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's So Glam Gemstone Drop Earrings

    You'll look so glam and chic with these gorgeous gemstone statement earrings. They feature a linear drop design with three diamond-shaped gemstones outlined with sparkling rhinestones. Style with a dainty tennis bracelet.

    Fit & Features

    • Linear drop design
    • Three diamond-shaped gemstones
    • Mini rhinestone outline
    • Post-back closure


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

    Style Number/Barcode: 07001-1540

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Standout In Style Swirl Print Maxi Skirt

    Standout in this stylish swirl print maxi skirt on vacation or sitting poolside at a party! The skirt features a flattering high-rise waist, a curve-hugging silhouette, and a front ruched drawstring atop a flirty high slit along the maxi hem. Complete the look in a basic tank top and sandals!

    Fit & Features

    • High-rise waist
    • Curve-hugging silhouette
    • Front ruched drawstring
    • High front slit, maxi-length hem
    • Swirl print design
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06501-0830

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Retro Swirl Print Shorts

    Create a fab retro look for spring break with these trendy printed shorts! They feature a high-rise banded waist, a relaxed fit, and an all-over eye-catching swirl print pattern. The lightweight plisse woven fabric offers no stretch. Style with the matching crop top and clear mules.

    Shop Matching Top: So Retro Swirl Print Crop Top

    Fit & Features

    • High-rise banded waist
    • Relaxed fit hem
    • Swirl print
    • Plisse woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0266

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cali High-Rise Cross Waist Shorts By Windsor Denim

    Create the illusion of a sleek and chic hourglass figure in the Cali shorts by Windsor denim! They feature a flattering high-rise asymmetrical cross waist and an on-trend raw cut-off hem on premium medium-wash denim with color fading. Complete the look in a breezy crop blouse for a beach date!

    Fit & Features

    • High-rise asymmetrical cross waist
    • Raw cut-off hem
    • Front five button-fly closures
    • Five-pocket styling, belt loop accents
    • Premium medium wash denim, color fading
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0310

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daytime Chic Floral Ruffled Romper

    Create a daytime chic look for weekend brunch or a garden party with this adorable romper! It features a sleeveless sweetheart neckline with a ruched and padded bust and a tie-front accent, adjustable spaghetti straps, a high waist seam, fitted shorts with a cute ruffled hem, and a dainty garden floral print pattern on the lightweight woven fabric. Style with strappy mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Ruched and padded bust, tie-front detail
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • High waist seam, fitted shorts, ruffled hem
    • Garden floral print
    • Lined smooth woven fabric
    • Runs true to size

    Style Number/Barcode: 06403-0301

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mesh Around Square Neck Crop Top

    Don't mess around cause this crop top won't be here for long! Add-to-cart this cute top to style with your day or night wear. It features a sleeveless square neck, adjustable spaghetti straps, side, and back ruched seams, and a mesh overlay with a sewn-in knit lining. Complete the look in a sleek mini skirt for dinner and drinks!

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Side and back ruched seams
    • Fitted cropped hem
    • Mesh overlay, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4903

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paisley Passion Side Cutout Romper

    Have a passion for paisley? Travel to your next destination in this boho sleeveless romper featuring a V-neck, wide shoulder straps, dual elasticized lattice cutouts on the side, a partial open-back, and a form-fitting silhouette. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless, V-neck, wide shoulder straps
    • Dual elasticized lattice cutouts on the side
    • Partial open-back
    • Form-fitting silhouette
    • Short-length hem
    • Paisley print, woven fabric
    • Runs true to size

    Style Number/Barcode: 06303-0216

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Up In Style Linen Wide Leg Trouser Pants

    Show up in these stylish linen trouser pants to create an effortlessly chic look! They feature a high-rise belted waist, belt loop accents, hidden side pockets, and front pleating going down the wide-leg silhouette. The lightweight linen fabric includes a woven lining. Complete the outfit in strappy-heeled sandals for a daytime casual soiree or a lunch date!

    Fit & Features

    • High-rise belted waist, metal buckle, belt loop accents
    • Hidden front zipper, hook and bar closure
    • Hidden side pockets
    • Front pleating
    • Wide-leg silhouette
    • Linen fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0748

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Iconic Smooth Knit Bodysuit

    This smooth-knit bodysuit is simply iconic, making it a wardrobe staple! It features a sleeveless scoop neckline, spaghetti straps, a low scoop-back design, a form-hugging fit, and a thong bottom with dual snap-button closures. The bodysuit is composed of a buttery soft, double-lined knit fabric with a moderate stretch. Style with your fave pair of high waist jeans.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Low scoop-back design
    • Form-hugging fit 
    • Thong bottom, dual snap-button closures
    • Buttery soft and smooth
    • Double-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1536

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt Factor Cutout Crop Tee

    Up your flirt factor in this crop tee perfect for spicing up your outfit! Featuring short sleeves, a crew neck, a front cutout design with button accents, and a fitted hem on stretchy rib knit fabric. Complete the look in new high-rise denim jeans.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Front cutout design, button accents
    • Fitted, crop hem
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1507

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Summer Vibes Mesh Tie-Front Top

    Show off those dreamy summer vibes in this sheer mesh multi-colored top! Featuring long fitted sleeves, a tie-front design creating a V-neckline, a fitted, cropped hem, and a bold multi-color printed design, this top is the perfect lightweight layer for the season. Style over a basic bodysuit with denim shorts.

    Fit & Features

    • Long fitted sleeves
    • Tie-front design, V-neckline
    • Fitted, cropped hem
    • Multi-color printed design
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0376

    Category Name: $20 & Under Sale

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh My Darling Floral Halter Mini Dress

    Let your crush know you've entered the room in this retro-cute mini dress perfect for getting their attention at parties! It features a sleeveless sweetheart neckline with a flirty ruffle trim, halter straps with tie-back closure, an underwire bust, a bodycon silhouette, and a curved ruffle trim hem. The dress is designed with an adorable ditsy floral print on mesh-lined fabric. Complete the look in strappy mules.

    Fit & Features

    • Sleeveless sweetheart neckline, ruffle trim
    • Halter straps, tie-back closure
    • Underwire bust
    • Bodycon silhouette
    • Ruffle trim, curved mini-length hem
    • Ditsy floral print, mesh-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4892

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Last Night Satin Cowl Neck Dress

    About last night... everyone will remember you looking like a vision in this satin mini dress! It features a sleeveless cowl neckline, spaghetti straps that criss-cross along the back, dual side ties that let you customize the fit, and a form-hugging silhouette. Style with simple block heels to complete your chic look!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Criss-cross back
    • Dual adjustable side ties
    • Form-hugging, mini-length hem
    • Silky satin knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4797

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Sun Strappy Platform Wedges

    Your feet deserve a sweet treat in these faux leather wedges perfect for your next day in the sun! They feature an almond toe, platform sole, a thin strappy design, wrap-around ankle strap with buckle closure. Style with a flirty sundress for a picnic date!

    Fit & Features

    • Almond toe
    • Thing strappy design
    • Wrap-around ankle strap, buckle closure
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07406-0321

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamour Girl Rhinestone Buckle Block Heels

    Calling all the girls who love glamour! These patent leather heels are for you. They feature a square toe, a clear PVC toe strap with a rhinestone buckle, a thin block heel, and clear PVC ankle straps with rhinestone buckle closure. Complete the look with a chic clutch for a dressy event!

    Fit & Features

    • Square toe
    • Clear PVC toe strap, rhinestone buckle
    • Thin block heel
    • Clear PVC ankle strap, rhinestone buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4260

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Natural Weave Low Block Heels

    Weave into these naturally stylish low-block heels perfect for picnics and spring occasions! They feature a square toe, woven top strap, and a thin wrap-around ankle strap with adjustable buckle closure on faux leather material. Complete the look with a mini handbag.

    Fit & Features

    • Square toe
    • Woven top strap
    • Thin, wrap-around ankle strap
    • Adjustable buckle closure
    • Low-block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4295

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale