$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.

  • Veda Cutout Long Sleeve Column Formal Dress

    Special Occasion

    Serve chic style at your next formal affair in the Veda dress designed with lined knit fabric offering a smooth look with plenty of stretch. It features a crew neckline with a chic twist-front accent, a sultry cutout above the bust, long fitted sleeves, a bold open back that will turn heads, and a high-cut front slit along the floor-length fitted column silhouette.

    Fit & Features

    • Lined smooth knit fabric with plenty of stretch
    • Crew neckline with twist-front design, cutout above the bust, underbust seam
    • Long fitted sleeves
    • Open back
    • High front slit
    • Floor-length fitted column silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie events, rooftop parties, formal dinners, and fancy date nights.

    Style Number/Barcode: 05002-8760

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Cozy Half-Zip Cable Knit Sweater

    Elevate your look for the cozy season with this chic cable knit sweater featuring a collared neckline with a half-zip front, long sleeves with ribbed hems, and a mid-length relaxed fit. Style with a plaid skirt and knee-high boots!

    Fit & Features

    • Cable knit fabric with moderate stretch
    • Collared neckline
    • Half-zip front
    • Long sleeves with ribbed hems
    • Mid-length ribbed hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2100

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Madeleine Sleeveless Rhinestone Bodycon Dress

    Special Occasion

    A sleeveless mini dress is adorned with countless rhinestone embellishments along a stunning bodycon silhouette with side ruched seams that show off your curves. Perfect for the school dance or a party.

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Square neckline, bungee spaghetti straps
    • Back zipper and hook-eye closure
    • Rhinestone embellishments
    • Side ruched seams
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 05001-2218

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Style Short Sleeve Ribbed Knit Crop Top

    This adorable short sleeve crop top will make everyday styling effortless. Made with stretchy double-lined ribbed knit, it features a classic crew neckline, short sleeves, and a fitted cropped hem. The perf basic, pair with straight-leg jeans and sneakers.

    Fit & Features

    • Stretchy double-lined ribbed knit fabric
    • Crew neckline
    • Short sleeves
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1859

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Ruched Ribbed Knit Maxi Dress

    Effortlessly elevate your everyday looks with this casual chic ribbed knit maxi dress. It features a sleeveless boat neckline, tank shoulder straps with a trendy twist-back design, ruched side seams at the waist to accentuate your curves, and a fitted A-line silhouette with a maxi-length hem to flaunt your figure. Style with hoop earrings and strappy mules.

    Fit & Features

    • Stretchy ribbed knit
    • Boat neckline
    • Tank shoulder straps, twist-back design
    • Side ruching at the waist
    • Fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5834

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Sparkle Rhinestone Long Sleeve Mini Dress

    Bring the glam in a mini dress that features a crew neckline, sheer fitted long sleeves, and beaded rhinestone accents throughout. Complete the look with rhinestone heels for a cocktail-ready outfit.

    Fit & Features

    • Lined mesh fabrication
    • Crew neckline
    • Fitted sheer long-sleeves
    • Rhinestones 
    • Bodycon fit
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05103-5868

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Silhouette Ribbed Knit Off-The-Shoulder Midi Dress

    Showcase a sleek silhouette in this ribbed knit midi dress featuring an off-the-shoulder neckline with a fold-over design and a mermaid silhouette to highlight your curves. Style with knee-high boots for a chic look.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Off-the-shoulder neckline
    • Fold-over design, short sleeves
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5896

    Category Name: $20 & Under Sale

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lavish Layers Faux Wool Trench Coat

    Fit & Features

    • Faux wool fabrication
    • Removable faux fur collar
    • Long sleeves
    • Tie-waist belt with loops
    • Side pockets
    • Long hem length
    • Runs true to size

    Style Number/Barcode: 06201-0541

    Category Name: $20 & Under Sale

    Price: $37.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Vibes Polka Dot Drop Waist Skater Dress

    The pretty vibes of this polka dot skater dress are unmatched! The sweet dress features a corset bodice that snatches your figure while the lace-up back grabs all the attention. Complete the look with boots.

    Fit & Features

    • Polka dot printed poplin woven fabric with woven lining, lace trim, minimal stretch
    • Sweetheart neckline, wired bust, bow-front detail
    • Thin adjustable shoulder straps
    • Corset bodice, flexible boning, lace-up back, zipper with hook-eye closure
    • V-shaped drop waist
    • Short-length pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3695

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Essential Corduroy Cropped Jacket

    Fit & Features

    • Corduroy fabric, no stretch
    • Collared neckline
    • Long sleeves with button detail
    • Button-down front
    • Buttoned chest pockets
    • Cropped frayed hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1917

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Adventure Distressed Faux Leather Belted Romper

    A distressed faux leather belted romper you'll have many chic adventures in! Perfect for concerts or trips, pair with boots to complete the look.

    Fit & Features

    • Distressed faux leather fabrication
    • Sleeveless v-neckline with collar
    • Zipper front closure
    • Faux pockets at the bust
    • Belted waist with metal grommets, cheeky shorts
    • Romper in size small is 28.5" top hem to bottom hem with a 10" front rise and a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-1060

    Category Name: $20 & Under Sale

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Glam Leopard Print Slingback Pumps

    Fit & Features

    • Stiletto heel
    • Closed-pointed toe
    • Slingback strap, accented with chainlink detail
    • Leopard print
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-5081

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Sequin Snake Print Cutout Mini Dress

    Amp up your night out vibe in this alluring snake print mini dress designed with all-over clear sequin embroidery for a cool-girl look. It features a sleeveless square neckline with a sultry bust cutout, adjustable spaghetti straps that lead to an open cross-back design, and a short bodycon silhouette to flaunt your curves.

    Fit & Features

    • Snake-printed knit fabric
    • Clear flat sequin embroidery
    • Square neckline, bust cutout
    • Adjustable spaghetti straps
    • Open cross-back strappy design
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5911

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meara Sequin Velvet Hight Slit Column Dress

    Special Occasion

    Radiate a glamorous aura in the Meara formal column dress crafted with luxe velvet fabric and all-over sequin embroidery in a chic abstract pattern. It features a sleeveless sweetheart neckline, tie-back halter straps leading to a partially open back, and a high-cut front slit to accent the floor-length column silhouette.

    Fit & Features

    • Velvet fabric, moderate stretch
    • All-over sequin embroidery, abstract pattern
    • Sweetheart neckline, tie-back halter spaghetti straps
    • Partially open back, lower back zipper closure
    • High front slit
    • Floor-length column silhouette
    • Runs true to size

     

    Where to Wear:

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

    Style Number/Barcode: 05002-8681

    Category Name: $20 & Under Sale

    Price: $9.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Beauty Glitter Velvet Strapless Midi Dress

    Sparkle up the night with your beauty in this luxe midi dress designed with glitter velvet fabric for the prettiest shine. It features a strapless straight-across neckline with a chic satin-knit fold-over design, pleating at the waist, and a midi-length bodycon silhouette accented with a back slit.

    Fit & Features

    • Glitter velvet fabric with knit lining at the bust, moderate stretch
    • Strapless straight neckline with satin-knit fold-over design
    • Pleated waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3731

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Knit Long Sleeve Bolero

    Layer on this knit bolero shrug to keep cozy during summer bonfires or nights! Featuring sheer slouchy long sleeves, an open front design to show off your outfit, and an ultra-cropped hem that keeps it trendy. Complete the look in cute sandals.

    Fit & Features 

    • Sheer knit fabric
    • Slouchy long sleeves
    • Open front design
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2025

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Look Long Sleeve Abstract Mini Dress

    An abstract print mesh mini dress features sheer fitted long sleeves, a boat neckline, and a flattering bodycon silhouette. Perfect for a party or gallery opening.

    Fit & Features

    • Abstract print, sheer mesh fabric, slip knit lining
    • Fitted long sleeves
    • Boat neckline
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5850

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Toasty Vibes Faux Sherpa Baseball Cap

    Top off your look with this faux sherpa baseball cap for a cozy cute look. Pair with a sweater.

    Fit & Features

    • Faux sherpa fabrication
    • Baseball cap design
    • Adjustable back

    Style Number/Barcode: 07302-1672

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Your Stuff Strappy Faux Leather Block Heels

    Strut your stuff in these stylish faux leather heels perfect for day or night wear! They feature a trendy square toe, an asymmetrical strappy design to catch attention, and an adjustable ankle strap with buckle closure. Complete the look with a cute moto jacket.

    Fit & Features

    • 4" Block heel
    • Square toe
    • Asymmetrical strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4954

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aurelia Low Back Rhinestone Bodycon Formal Dress

    Special Occasion

    Radiate glamour in the Aurelia rhinestone formal dress featuring a flattering scoop neckline and low cowl back. The figure-hugging bodycon silhouette boasts an hourglass appearance while the floor-length hem adds a hint of drama. 

    Fit & Features

    • Mesh-lined fabric, rhinestone embellished
    • Scoop neckline
    • Shoulder straps
    • Low cowl back
    • Bodycon floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8581

    Category Name: $20 & Under Sale

    Price: $59.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Babe Rhinestone Mesh Strappy Back Mini Dress

    Glitz up the night like you the glam babe you are in this figure-flaunting mini dress designed with lined mesh fabric with all-over tonal rhinestone embellishments for a gorgeous sheen. It features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a cross-back strappy design, and a short bodycon silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • All-over tonal square-shaped rhinestone embellishments
    • Cowl neckline
    • Spaghetti straps, open back, cross-back strappy design with tie closure
    • Lower back zipper with hook-eye closure
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5873

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serve Sultry Style Strapless Cutout Mini Dress

    Serve sultry style your next night out in this iconic mini dress featuring a strapless straight neckline, alluring bust cutouts with sleek O-ring accents, and a short bodycon silhouette to flaunt your figure. Complete the look with stiletto heels.

    Fit & Features

    • Smooth scuba knit fabric, plenty of stretch
    • Strapless straight neckline
    • Three cutouts at the bust with metal O-ring accents
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5995

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Sleeveless Scoop Neck Bodysuit

    Embrace a smooth style like this sleeveless bodysuit that fits like a glove and is perfect for layering or styling alone! The bodysuit is crafted from a buttery soft and smooth double-lined knit fabric for a flawless look with your favorite bottoms. It features a flattering scoop neckline, form-hugging fit, and a thong bottom with snap-button closures to secure the style. Complete the look in best-selling denim jeans.

    Fit & Features

    • Smooth double-lined knit fabric, moderate stretch
    • Scoop neckline
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06002-1794

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drama Queen Rhinestone Mesh Strapless Mini Dress

    Show up and stun like the glam drama queen you are in this glitzy mesh mini dress embellished with sparkling rhinestones in a front and back vertical design and chic draped design along the sides. It features a strapless straight-across neckline and a short bodycon silhouette to hug your gorgeous curves.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Rhinestone embellishments, front and back vertical design, side draped design
    • Strapless straight neckline
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5891

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale