$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.

  • Something Sweet And Chic Bow Mini Dress

    Clean, feminine, and made for milestone moments. This bow strap mini dress features a sleek A-line silhouette with delicate, cascading bow details that feel sweet—perfect for bridal events, graduations, sorority events, and birthdays worth celebrating in style.

    Fit & Features

    • Satin woven fabric, woven lining
    • Scoop neckline
    • Adjustable spaghetti straps with cascading bow details
    • A-line silhouette
    • Open back design, lower zipper and hook-eye closure
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000929

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lowkey Wild Abstract Leopard Bustier Top

    Quietly bold but absolutely intentional. This abstract leopard bustier pulls the whole look together with a snatched fit and just enough edge to pair with jeans and attitude.

    Fit & Features

    • Knit fabric with abstract leopard print
    • Structured bustier silhouette with built-in boning
    • Square neckline, adjustable spaghetti straps
    • Lace up back for a customizable fit
    • Fitted angled crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000452

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heatwave Mood Bikini Bottoms

    Bring the heat in these bikini bottoms that sit high on the hips with side ties to adjust the fit and a cheeky bottom to flaunt your curves. Pair with the matching bikini top.

    Shop Matching Top: Heatwave Mood Bikini Top

    Fit & Features

    • Sleek knit fabric, high stretch
    • Low-rise waist
    • Adjustable side ties with beaded accents
    • Cheeky bottom
    • Runs true to size
    • Returns are not accepted without the hygienic liner

    Style Number/Barcode: 07105-000043

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SAGE

    Available Size: S, L

    Product Badge:
    • Sale
  • Confident Look Faux Leather Belted Hot Shorts

    Confident looks start here. These belted faux leather hot shorts feature a low rise fit and cheeky silhouette that hugs in all the right places—made for nights out, festival plans, and any moment you feel like dressing a little bolder.

    Fit & Features

    • Distressed faux leather fabric
    • Low-rise waist
    • Wide belted design
    • Cheeky form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000118

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: OLIVE

    Available Size: L

    Product Badge:
    • Sale
  • Sweet Heat Floral Chiffon Mini Dress

    This floral mini dress is flirty, a little bold, and made for vacations, weekend plans, and showers. The halter tie and front cutout bring the drama, while the soft ruffles and A-line fit keep it balanced and feminine. 

    Fit & Features

    • Floral print, chiffon-lined fabric
    • Halter sweetheart neckline, tie straps
    • Cutout side and back
    • Ruffled detailing
    • A-line fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000708

    Category Name: $20 & Under Sale

    Price: $35.00 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: L

    Product Badge:
    • Sale
  • Chic Bloom Flocked Floral Velvet Midi Dress

    For nights that demand something unforgettable. This flocked floral velvet midi dress hugs every curve with a sultry halter neckline and sleek, body-loving fit.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Velvet flocked floral pattern
    • Sleeveless plunging neckline, U-wired design
    • Tie-back halter straps
    • Partially open back, lower zipper closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000758

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out West Mood Buckle Cowboy Hat

    A little western, a lot of attitude. This cowboy hat brings that structured shape with a sleek buckle detail, that tops off your outfit for festivals, concerts, and rodeos!

    Fit & Features

    • Structured faux suede material
    • Classic cowboy hat silhouette
    • Curved brim with shaped crown
    • Adjustable inner strings for a snug fit
    • Faux leather buckle strap band

    Style Number/Barcode: 07302-000318

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Outlaw Flare Studded Cowboy Hat

    Not your sweet little western moment—this one’s got edge. This studded cowboy hat brings bold attitude with a structured fit that instantly levels up any look.

    Fit & Features

    • Studded embellished trim
    • Structured cowboy hat silhouette
    • Wide brim

    Style Number/Barcode: 07302-000254

    Category Name: $20 & Under Sale

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine On Repeat Rhinestone Hand Chain Bracelet Set

    Subtle? Never heard of her. This rhinestone layered hand chain bracelet set stacks the shine with mixed chains and a draped silhouette that catches every flick of your wrist.

    Fit & Features

    • Three separate bracelets, one hand chain
    • Varying chain designs
    • Rhinestone embellishments
    • Lobster clasp closures with extenders

    Style Number/Barcode: 07003-000221

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Cute Bodycon Mini Dress

    This one just feels like a good idea. A ruched tank mini dress that smooths and shapes with a barely-there feel, made for last-minute plans you’re definitely saying yes to.

    Fit & Features

    • Smooth knit-lined stretch fabrication
    • V-neckline with tank straps
    • All-over ruched detailing
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000704

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sunset Muse Ombre Mesh Cutout Maxi Dress

    Serving curves, movement, and just enough drama. This ombre mesh cutout maxi dress hugs in all the right places with a fluid drape that feels effortless but looks unforgettable.

    Fit & Features

    • Ombre sheer mesh fabric with full-length knit lining, high stretch
    • Sleeveless plunging cowl neckline, bar strap detail
    • Halter tie-back straps
    • Asymmetric waist cutouts leading to an open back
    • Maxi-length hem, floor-length center sash accent
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001168

    Category Name: $20 & Under Sale

    Price: $14.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS

    Product Badge:
    • Sale
  • Divine Duo Layered Charm Necklace

    Shine with intention in this gorgeous layered necklace featuring a radiant cross charm paired with a classic medallion pendant. The mix of delicate chains and polished gold tones gives you that effortlessly-styled, elevated look without even trying.

    Fit & Features

    • Layered beaded chain design 
    • Gold-tone chains in varying lengths
    • Cross charm + oval medallion pendant
    • Lobster clasp closure

    Style Number/Barcode: 07002-000315

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Crush Faux Suede Bomber Jacket

    Soft texture, bold attitude—this one knows how to show up. The faux suede bomber crop jacket delivers effortless structure with a bubble hem that makes any outfit feel styled on purpose.

    Fit & Features

    • Smooth faux suede fabric, sewn-in woven lining
    • Collar neckline
    • Long sleeves
    • Front hidden zip-up closure
    • Bubble crop hem
    • Runs true to size

    Style Number/Barcode: 06204-000113

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Crush Hoop Halter Crop Top

    When you want to bring a little chaos—in the cute way—this halter crop top steps in with all the confidence of a bold-print moment. Light, flouncy, and ready for any night you decide to turn up the charm.

    Shop The Matching Skort: Wild Crush Ruffle Mini Skort

    Fit & Features

    • Sheer mesh fabrication with animal print
    • Strapless neckline with halter strap featuring dual gold-tone O-ring hardware
    • Ruched bodice creating a fitted silhouette
    • Cropped hemline
    • Runs true to size

    Style Number/Barcode: 06001-000379

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Power Moment Sequin Velvet Hot Shorts

    The kind of hot shorts you reach for when you want your outfit to flirt a little. The velvet base and all-over sequin shimmer make every step feel like you’re walking into your next power moment.

    Fit & Features

    • Velvet fabric
    • All-over sequin embroidery
    • High-rise waist
    • Cheeky form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-000184

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Snake Chainmail Top

    A little wild, a little daring. This snake chainmail top features a draped cowl neckline and a pointed handkerchief hem that instantly levels up your festival or concert vibe.

    Fit & Features

    • Chainmail material, satin lining
    • Snake print
    • Draped cowl halter neckline
    • Open back with chain straps and lobster clasp closure
    • Pointed handkerchief hem
    • Runs true to size

    Style Number/Barcode: 06003-000305

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Soft Focus Floral Halter Skater Mini Dress

    Plans pending, outfit already decided. This halter mini dress cinches you in with soft ruching and flows into tiered ruffles that move with every step, perfect for brunch dates, park hangs, and last-minute plans.

    Fit & Features

    • Lined mesh and lace fabrication
    • Sleeveless halter neckline with adjustable neck tie
    • Ruched bodice, back zipper and hook-eye closure
    • Floral pattern
    • Tiered ruffled skater silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05101-001094

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS

    Product Badge:
    • Sale
  • Steffanie Floral Chiffon Formal Dress

    Special Occasion

    The Steffanie dress brings romance to every RSVP. Crafted from airy chiffon with a floral print, this flowing A-line gown features an asymmetrical neckline, cascading tiered ruffles, and a striking open-back detail that moves beautifully with every step.

    Fit & Features

    • Floral print, chiffon fabric, lined
    • One-shoulder neckline
    • Side zipper and hook-eye closure
    • Dual spaghetti straps
    • Open strappy detail
    • Tiered ruffled A-line silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Outdoor weddings, bridal celebrations, baby showers, engagement photoshoots and parties, birthday brunches, garden parties, anniversaries, honeymoons, vacations, and summer galas.

    Style Number/Barcode: 05002-001663

    Category Name: $20 & Under Sale

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Scene Stealer Halter Maxi Dress

    The dress code? Leave them curious. This halter maxi dress brings the drama with a plunging neckline, open back, and body-skimming fit that was made for weddings, cocktail parties, and every RSVP on your calendar.

    Fit & Features

    • Slinky knit-lined fabric with stretch
    • Plunge cowl halter neckline
    • Open back design, lower zipper and hook-eye closure
    • Wrap knot waist design
    • Curve-hugging silhouette
    • Floor-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001207

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PERIWINKLE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Golden Coast Hoop Detail Bikini Top

    This bikini top is serving effortless allure with attitude. The classic triangle silhouette gets an upgrade with hoop insets and sleek wraparound straps that highlight your shape from every angle. Shop the matching bikini bottom.

    Shop Matching Bottoms: Golden Coast Hoop Detail Bikini Bottoms

    Fit & Features

    • Sleek knit fabric
    • Triangle bust with hoop insert
    • Wrap-around tie detail
    • Adjustable spaghetti straps
    • Tie-back detail
    • Runs true to size

    Style Number/Barcode: 07104-000037

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MINT

    Available Size: S, M

    Product Badge:
    • Sale
  • Juliet Glitter Sequin Mermaid Ball Gown

    Special Occasion

    Designed for evenings that linger in memory, the Juliet brings sculpted glamour with a confident edge. Glitter sequin mesh shapes a floor-length mermaid silhouette, featuring a strapless sweetheart neckline, subtle front bust cutouts, and a lace-up back finished with a bonded hem for a clean, fluid line.

    Fit & Features

    • Glitter sequin mesh fabric, tulle and woven linings
    • Strapless sweetheart neckline with front bust cutouts, padded bra cups
    • Back zipper and hook-eye closure
    • Lace up back
    • Mermaid floor-length silhouette with bonded hem
    • Runs true to size

     

    Where to Wear:

    Prom, big birthday events, galas, balls, luxury black tie occasions, milestone celebrations, red-carpet events

    Style Number/Barcode: 05005-000008

    Category Name: $20 & Under Sale

    Price: $49.97 $219.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stand Out At Sundown Concho Chain Belt

    This eye-catching belt features striking square concho details with sleek chain elements for the perfect Western charm and style!

    Fit & Features

    • Square concho plates
    • Chain
    • Lobster clasp closure

    Style Number/Barcode: 07301-000022

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annalise Floral Embroidered Satin Gown

    Special Occasion

    Designed for nights that call for a little drama, the Annalise satin gown glides with a polished ease that feels straight out of a red-carpet moment. Floral embroidered satin shapes this gorgeous dress, blending soft romance with a confident, formal silhouette made for unforgettable entrances.

    Fit & Features

    • Premium satin fabric with full-length woven lining, no stretch
    • Tulle lining for added volume
    • Sleeveless sweetheart neckline with V-wired center accent, padded bust
    • Corset-style bodice with flexible boning, floral embroidery with rhinestone embellishments
    • Adjustable spaghetti straps, lace-up back, lower back zipper with hook-eye closure
    • Floor-sweeping A-line silhouette, pleated detailing, hidden lined side pockets
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black-tie parties, red-carpet events, and fancy soirees.

    Style Number/Barcode: 05005-000014

    Category Name: $20 & Under Sale

    Price: $49.97 $239.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Curve High Slit Midi Tube Dress

    Serving soft curves with a little edge—this one knows exactly what it’s doing. The midi tube dress hugs in all the right places with a high slit that makes every step feel intentional.

    Fit & Features

    • Ribbed cotton-blend knit fabric, high stretch
    • Strapless sweetheart neckline, knot-front design
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000665

    Category Name: $20 & Under Sale

    Price: $19.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale