$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.

  • Velvet After Dark Cutout Mini Dress

    This mini walks in with confidence already built in. The velvet hugs your shape just right, while the hardware-trimmed cutouts bring a bold, going-out edge that turns a simple night into a statement.

    Fit & Features

    • Velvet fabric
    • Strapless sweetheart neckline
    • Front cutouts with hardware
    • Bodycon silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05103-000412

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Gilded Elegance Medallion Chain Belt

    Add a touch of old-world charm to your fit. This chain belt features ornate medallions with intricate etching, giving your look a luxe, vintage-inspired finish. Perfect for cinching dresses or elevating denim.

    Fit & Features

    • Etched medallion design
    • Lobster clasp closure
    • Chain design

    Style Number/Barcode: 07301-000195

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Grommet Glow Pleated Mini Skort

    This faux leather pleated mini skort amps up the edge with grommet trim detailing—made for night-out looks, concerts, or whenever you’re in the mood to turn it up.

    Fit & Features

    • Faux leather fabric
    • Low-rise waist
    • Pleated mini-length skirt overlay
    • Grommet trim
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000060

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Iconic Denim Mini Skirt

    Your go-to mini skirt for the moments when effortless ends up looking iconic. The denim mini silhouette adds that casual cool factor whether you’re running errands or going on a night out.

    Fit & Features

    • Denim fabric
    • Mid-rise waist, belt loops
    • Front button closure
    • Dual front flap pockets, button closures, dual back pockets
    • Mini-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-000019

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XL

    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
  • Tracey Velvet Button Skater Dress

    Special Occasion

    Made for your slow-spin moment under the lights, the Tracey velvet dress blends corset-inspired structure with soft velvet movement. The wired sweetheart neckline, covered button front, and flared mini skirt create a look that feels both vintage-glam and effortlessly current—your go-to for any night worth remembering.

    Fit & Features

    • Luxe velvet fabric, sewn-on lining
    • Square neckline, wired notch accent, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Skater silhouette, hidden side pockets
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Holiday party, cocktail soiree, wedding guest, semi-formal event, birthday dinner, celebratory night out, glam date night, formal dances

    Style Number/Barcode: 05001-000526

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Turn Up The Studs Mini Skirt

    Party vibes only. This studded mini skirt brings instant edge with its body-hugging fit and sleek mini-length hem—basically your backstage pass to every night out.

    Fit & Features

    • Cotton-blend knit fabric, slight stretch
    • High-rise waist
    • Allover studded embellishments
    • Bodycon fit
    • Mini-length hem
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 06501-000067

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M

    Product Badge:
    • Sale
  • Frankie Velvet Rhinestone Cowl Mini Dress

    Special Occasion

    Made for your spotlight moment, the Frankie mini dress turns every entrance into an event. Crafted in luxe velvet with rhinestone embellishments, this cowl neck mini dress drapes effortlessly over a ruched bodycon silhouette that flatters from every angle—perfect for that unforgettable night out.

    Fit & Features

    • Rhinestone-embellished, velvet-lined fabric, moderate stretch
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Side ruched seams
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail soiree, bachelorettes, holiday party, upscale date nights, birthdays, dressy milestone celebrations

    Style Number/Barcode: 05001-000473

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Fierce Edit Leopard Ruffle Mini Dress

    For nights when you’re feeling bold, this one does all the talking. A faux leather, corset-inspired bodycon dress with a flirty leopard ruffle hem—equal parts fierce and flirt. It’s the outfit version of “don’t wait up.”

    Fit & Features

    • Faux leather-lined fabric, minimal stretch
    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Corset-inspired fitted bodice
    • Drop waist seam
    • Leopard print mesh ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000480

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Julie Velvet Slit Midi Formal Dress

    Special Occasion

    The Julie formal dress blends soft velvet texture with a sculpted, form-hugging silhouette. The square neckline and daring front slit create an elegant balance of sophistication and subtle allure—perfect for when the invite calls for something effortlessly refined.

    Fit & Features

    • Luxe velvet fabric, stretchy knit lining
    • Square neckline, padded bra cups
    • Adjustable shoulder straps
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, rehearsal dinners, engagement parties, formal celebrations, date nights, holiday soirees, upscale birthdays

    Style Number/Barcode: 05001-000456

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, PURPLE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Night Luxe Faux Fur Stiletto Boots

    Statement boots, but make them cozy glam. These faux leather stilettos are finished with plush faux fur trim for a bold mix of edge and luxe—perfect for nights out when you want your shoes to do the talking.

    Fit & Features

    • Stiletto heel
    • Pointed toe
    • Faux fur cuff
    • Sleek under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000064

    Category Name: $20 & Under Sale

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped in Drama Faux Leather Trench Coat

    When your outer layer is the outfit. This faux leather trench coat turns every sidewalk into a runway with its plush faux fur trim, structured shape, and cinched tie-waist that serves instant confidence.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Faux fur collar neckline
    • Long sleeves with faux fur cuffs
    • Faux fur front trim and button closures
    • Side pockets
    • Tie waist belt, longline hem
    • Runs true to size

    Style Number/Barcode: 06204-000056

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuffed Up Faux Fur Booties

    Your fall-to-winter uniform starts here. These faux fur booties keep things snug and stylish with a soft faux fur lining and a wear-everywhere flat sole. Perfect for morning coffee runs, lazy Sundays, or that “I just look effortlessly cute” vibe.

    Fit & Features

    • 7” leg opening, 8” shaft height
    • Round toe
    • Above-the-ankle length
    • Allover faux fur material
    • Soft fuzzy faux fur lining
    • Flat sole, traction bottom
    • Runs true to size

    Style Number/Barcode: 07403-000021

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Charm Satin Midi Dress

    Slip it on and let the compliments roll in. This satin midi dress flows with a smooth, figure-skimming fit that’s perfect for date nights, weddings, and a dressy cocktail brunch.

    Fit & Features

    • Smooth satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000493

    Category Name: $20 & Under Sale

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pure Excellence Oval Earrings

    Dress up your look with these statement earrings! These stunning oval hoops feature elegant stone accent studs that turn heads at parties and events.

    Fit & Features

    • Stone accents
    • Oval-shaped hoop
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000025

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kris Satin Rhinestone Corset Mini Dress

    Special Occasion

    Designed for the spotlight, the Kris satin bodycon mini dress pairs a strapless sweetheart neckline edged in rhinestone gems with a corset bodice that sculpts and shines. Hip pleating and a daring slit finish the look with just the right dose of drama.

    Fit & Features

    • Satin knit lined fabric
    • Strapless sweetheart neckline, rhinestone gem trim, padded bra cups
    • Corset bodice, flexible boning inserts
    • Lace-up back, zipper and hook-eye closure
    • Hip pleated seam, bodycon fit, mini-length hem with slit
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, bachelorettes, engagement photoshoots, birthday parties, holiday soirees, Vegas

    Style Number/Barcode: 05001-000464

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Emelia Satin High Slit Midi Dress

    Special Occasion

    Designed for the nights that call for a little extra allure, the Emelia satin midi dress glides with a sleek, sculpted silhouette and a bold high slit designed to turn heads. The lace-up back adds an irresistible touch of drama that elevates the entire silhouette.

    Fit & Features

    • Satin-knit fabric with knit lining, high stretch
    • Sleeveless pleated cowl neckline, padded bust
    • Tank-like shoulder straps
    • Open lace-up back design with tie closure, lower back zipper with hook-eye closure
    • Ruching, high-cut front slit
    • Midi-length hem, form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Cocktail parties, dressed-up dinners, formal date nights, wedding guests, bridesmaids, and winter formals.

    Style Number/Barcode: 05001-000539

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY, HUNTER

    Available Size: M, XS

    Product Badge:
    • Sale
  • Cozy Intentions Knit Duster Cardigan

    Wrapped in ease, this knit duster cardigan is your new everything layer. With its tie waist, convenient pockets, and relaxed silhouette, it brings that perfect mix of cozy and cool—made for coffee runs, casual plans, and soft girl strolls.

    Fit & Features

    • Soft knit fabric
    • Collar neckline
    • Long sleeves
    • Tie-front waist belt
    • Front pockets
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06005-000165

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Pearl Bow Necklace

    Soft, sweet, and effortlessly chic. This dainty faux pearl necklace adds a touch of vintage romance with a delicate bow charm that ties the whole look together—perfect for layering or wearing solo for a subtle glam moment.

    Fit & Features

    • Faux pearl embellished chain
    • Dainty design
    • Bow charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000228

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sacred Glow Layered Necklace

    Golden glow with a hint of mystique. This layered necklace features an amber stone pendant paired with a sacred heart charm—perfect for stacking or wearing solo when your outfit calls for a touch of divine drama.

    Fit & Features

    • Layered gold-tone chain design
    • Amber stone pendant and sacred heart charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000213

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • West Coast Vibes LA Corduroy Baseball Cap

    Easy, breezy, and so LA. This corduroy embroidered baseball cap adds laid-back cool to any ‘fit—perfect for coffee runs, casual hangs, or weekend adventures.

    Fit & Features

    • Classic baseball cap silhouette
    • LA embroidered detail on front
    • Adjustable back strap for a custom fit
    • Soft corduroy material

    Style Number/Barcode: 07302-000192

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brenda Velvet Cutout Midi Formal Dress

    Special Occasion

    Designed for those slow-motion, all-eyes-up moments, the Brenda formal dress glows in luxe velvet with a sculpted bodycon fit that traces every curve. The cowl sweetheart neckline, front slit, and cutout twist back create an effortlessly refined silhouette that delivers chic drama from every angle.

    Fit & Features

    • Soft stretch velvet fabric lined with knit
    • Cowl neckline with tank-style straps, padded bra cups
    • Back cutout detail at the back with twist-knot design
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, galas, formal celebrations, holiday parties, New Year's Eve, cocktail soirees, birthday dinners, fashion-forward events, art gallery openings, formal receptions, red-carpet occasions

    Style Number/Barcode: 05001-000585

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER, NAVY

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Extra Glow Rhinestone Necklace

    For the girls who like their sparkle with a little extra glow. This necklace pairs classic shine with oval rhinestone accents for a luxe-meets-trendy vibe.

    Fit & Features

    • Oval and round rhinestone accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-000017

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Willow Satin One-Shoulder Formal Dress

    Special Occasion

    Sleek, sculpted, and made to turn heads—the Willow formal dress moves like liquid satin with its one-shoulder neckline, daring back cutout, and high front slit. The mermaid floor-length silhouette skims every curve, creating that effortlessly elegant entrance moment.

    Fit & Features

    • Stretch satin-lined fabric
    • One-shoulder neckline
    • Back cutout design, zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Formal weddings, black-tie galas, engagement parties, rehearsal dinners, red carpet events, award night affairs, holiday soirees, cocktail receptions, luxe birthdays, opera, theatre nights

    Style Number/Barcode: 05002-000588

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale