$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.

  • Shimmer And Spin Glitter Mini Dress

    Playful yet polished—this glitter skater mini dress shines with a strapless neckline and flared silhouette that moves with you. Perfect for parties, birthday dinners, or any RSVP events!

    Fit & Features

    • Glitter knit fabric with stretch, knit lining
    • Strapless neckline
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000376

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serve Looks Lace Strappy Mini Dress

    She came, she slayed, she left on read. This bodycon mini brings heat with a strappy cutout back and ruched mesh that hugs every curve—made for birthdays, baecations, or your hot girl night out.

    Fit & Features

    • Lace-lined fabric
    • Sweetheart neckline
    • Tank shoulder straps
    • Strappy cutout back
    • Bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000334

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Crush Glitter Satin Skater Dress

    Serving sparkle with a side of sass—this glitter satin skater dress is made for your spotlight nights. The flirty open-back tie and twirl-worthy hem keep it playful and unforgettable.

    Fit & Features

    • Glitter satin fabric, knit lining
    • Sleeveless V-neckline, ruched bust
    • Spaghetti straps
    • Open cross-back strappy design
    • Pleating
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000379

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Garden Floral Midi Dress

    Fall florals, but make them sultry. This halter midi dress features a plunging neckline and all-over floral soutache design that catches the light with every move. With its body-skimming fit and subtle side slit, it’s made for candlelit dinners and dressy occasions!

    Fit & Features

    • Floral satin soutache designs, knit fabric, moderate stretch
    • Halter V-neckline
    • Open back, zipper and hook-eye closure
    • Side slit
    • Form-hugging fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000374

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Luxe Faux Suede Trench Jacket

    Your fall staple, sorted. This faux suede trench jacket nails cozy-chic with its belted waist and tailored finish—perfect for crisp days, strolling downtown, and everything in between!

    Fit & Features

    • Smooth faux suede fabric
    • Long sleeves with button cuffs
    • Collared neckline, front pockets
    • Button-down front closures
    • Belted tie-waist
    • Tailored short-length silhouette
    • Runs true to size

    Style Number/Barcode: 06204-000036

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Magic Glitter Velvet Mini Dress

    Shimmer under any light in this glitter velvet mini dress designed in a curve-hugging A-line silhouette, perfect for dinner dates and night out soirees! 

    Fit & Features

    • Glitter velvet fabric
    • Cowl halter neckline
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000336

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Intentions Off-The-Shoulder Midi Dress

    Effortlessly chic and subtly bold, this off-the-shoulder mesh midi dress pairs sleek ruching with a curve-hugging fit—made for cocktail parties, rooftop soirées, and everywhere you own the room.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Off-the-shoulder design, short-sleeved cuffs
    • Cowl neckline
    • Ruching
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000382

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Crush Strappy Block Heels

    Bold, sleek, and made to steal the spotlight—these strappy heels bring the drama with a deep red shine and chic block heel. Perfect for everything from cocktail nights to holiday parties.

    Fit & Features

    • Block heel
    • Square toe
    • Asymmetrical strappy design
    • Luxe fit cushioned insole
    • Adjustable ankle strap with buckle closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000345

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Polished Pearl Satin Block Heels

    The kind of heels that take you from “just cute” to “can’t look away” in one step. With faux pearl embellished straps and a sleek block heel, they’re a dream for bridal celebrations and birthday soirees!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Faux pearl embellished straps
    • Adjustable ankle strap with buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000343

    Category Name: $20 & Under Sale

    Price: $11.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Own The Night Square Neck Bodycon Dress

    This fit’s got heartbreaker written all over it. The curve-hugging bodycon and square neckline bring effortless heat for your next night out.

    Fit & Features

    • Stretch knit fabric, stretchy knit lining
    • Square neckline
    • Wide tank shoulder straps
    • Ruching at the sides
    • Mini length
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000337

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Focus Cable Knit Midi Dress

    Knits, but make it chic—this tube cable knit midi dress hugs your shape while keeping it cozy. Perfect for layering with a jacket or going solo for an effortlessly polished vibe.

    Fit & Features

    • Cable knit fabric, stretchy knit lining
    • Tube strapless neckline
    • Form-hugging silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000203

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edge Factor Moto Crop Jacket

    Take no prisoners, babe—this faux leather moto jacket brings all the rebel energy. Cropped and fitted with a glossy finish, it’s made for nights when you want to look unstoppable.

    Fit & Features

    • Glossy patent faux leather fabric, sewn-in woven lining
    • Long sleeves with zip-up cuffs
    • Standing collar neckline, dual snap-button closures
    • Front zip-up closure, faux front pockets
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06204-000037

    Category Name: $20 & Under Sale

    Price: $30.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Stroll Floral Lace-Up Midi Dress

    Soft, sultry, and effortlessly chic—this floral midi dress brings romance with every step. The strappy lace-up back and curve-skimming fit make it perfect for weddings, brunches, or dreamy date nights.

    Fit & Features

    • Floral garden print, stretch knit fabric
    • Pleated square halter neckline
    • Lace-up back detail
    • Curve-hugging fit
    • Midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000388

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Drama Bodycon Mini Dress

    Serving drama from every angle—this bodycon mini dress has that girl energy. With slinky knit fabric and a bold tie-back moment, it’s your VIP pass to the night out.

    Fit & Features

    • Slinky knit fabric, high stretch
    • Sleeveless plunging V-neckline
    • Twist-front bust accent
    • Tank shoulder straps, open cross-back, tie-back design
    • Ruching
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000341

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Looks Mock Neck Ponte Mini Dress

    Not your average court-side fit. This contrast-trim mini dress serves preppy energy with a flirty twist—perfect for brunch, errands, or wherever the vibe is “cute but casual.”

    Fit & Features

    • Black has contrast-trim
    • Smooth ponte knit fabric with stretch
    • Mock neckline
    • Keyhole cutout with button closure
    • A-Line silhouette
    • Front slit accent, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000205

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maia Satin Corset Lace-Up Mini Dress

    Special Occasion

    Made for nights that call for sleek confidence, the Maia satin mini dress features a structured corset bodice and lace-up back that sculpts and stuns. The curve-skimming silhouette with a subtle slit is sultry and chic—perfect for any party that deserves a head-turning look.

    Fit & Features

    • Stretch satin fabric with knit lining
    • Sleeveless square neckline, padded bust, underbust seam
    • Corset bodice, flexible boning, thin tank shoulder straps
    • Sheer mesh back inserts, lace-up back, zipper with hook-eye closure
    • Ruched detailing, short side slit
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday celebrations, brides-to-be, bachelorette parties, dressed-up dinners, romantic date nights, and glam nights out.

    Style Number/Barcode: 05001-000394

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Glam Floral Maxi Dress

    This isn’t your garden-variety maxi dress, floral abstract print meets daring cutouts and sleek hardware trim for a look that’s equal parts sultry and statement. Perfect for casual celebrations, destination nights, or when you’re ready to own the room.

    Fit & Features

    • Floral Abstract print, mesh-lined stretch fabric
    • Strapless sweetheart neckline, hardware trim
    • Cutout bodice
    • Side ruched seams
    • Curve-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000209

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marleigh Velvet One-Shoulder Midi Dress

    Special Occasion

    Sleek, stunning, and undeniably chic—the Marleigh velvet one-shoulder midi dress turns heads with its asymmetric neckline, figure-tracing silhouette, and daring thigh-high slit. A perfect mix of elegance and allure for your next night out.

    Fit & Features

    • Velvet fabric, moderate stretch
    • Asymmetric one-shoulder neckline, long fitted sleeve
    • Sweetheart padded bust
    • Back zipper with hook-eye closure
    • Ruching, high-cut front slit
    • Midi-length form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, cocktail parties, evening dinners, romantic date nights, and rooftop parties.

    Style Number/Barcode: 05001-000400

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Lace-Up Skater Dress

    Proof that simple can still slay—this strapless skater dress is all about that sleek corset-inspired fit and twirl-worthy skirt. Perfect for dressy occasions where you want to look effortless yet unforgettable!

    Fit & Features

    • Smooth woven poplin fabric
    • Strapless neckline
    • Strappy lace-up back design
    • Drop waist seam
    • Voluminous skater short silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000402

    Category Name: $20 & Under Sale

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt Mode Activated Cutout Lace Midi Dress

    This midi dress? It didn’t come to play—it came to slay. With flirty lace trim, flirty cutouts, and a leg-baring slit, this midi’s your go-to for nights that need a little spice.

    Fit & Features

    • Mesh-lined knit fabric with stretch
    • Sweetheart neckline with lace trim straps
    • Underbust and back cutout with lace detail
    • High side slit, bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000399

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydream Darling Chiffon Skater Mini Dress

    Soft glam feels with a playful twist—this chiffon mini dress is pure romance. The sweetheart neckline and sheer sleeves make it flirty, floaty, and perfect for your next content-worthy outing.

    Fit & Features

    • Chiffon fabric lined with stretch knit
    • Off-the-shoulder, sweetheart neckline, tie front, padded bra cups
    • Sheer fitted long sleeves with draped accent
    • Back zipper and hook-eye closure
    • Fitted corset-seamed bodice
    • Skater silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000403

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anne Halter Cutout Mermaid Formal Dress

    Special Occasion

    Made for grand entrances, the Anne floor-length gown features a halter neckline with a bold keyhole cutout and an open lace-up back. The curve-contouring mermaid silhouette flows into a floor-sweeping hem, serving sleek sophistication with every step.

    Fit & Features

    • Sleek knit-lined stretchy fabric
    • Halter cutout neckline
    • Lace-up back, lower zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, charity auctions, nights at the theatre, engagement parties, rehearsal dinners, military balls, red-carpet occasions, big birthday events

    Style Number/Barcode: 05002-000291

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Muse Mode Abstract Print Midi Tube Dress

    Giving art gallery energy but make it flirty. This abstract print midi tube dress is stretchy, lined, and made to turn sidewalks into runways—perfect for girls’ night, date night, or that “just because” moment.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Abstract print
    • Strapless straight-across neckline
    • Midi-length hem
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000404

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made To Amaze Abstract Slit Midi Dress

    Prepare to turn heads in this abstract midi dress at cocktail soirees or date night! This dress is designed with a flattering crew neck and a sleek bodycon fit that accentuates your silhouette while the side slit adds allure.

    Fit & Features

    • Abstract print, stretchy knit fabric
    • Crew neckline
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000406

    Category Name: $20 & Under Sale

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale