$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.

  • Leopard Luxe Faux Fur Beret

    Parisian chic with a wild twist. This leopard print faux fur beret brings major style points and cozy vibes—perfect for elevating any cold-weather look with a touch of fierce femininity.

    Fit & Features

    • Plush faux fur with a leopard pattern
    • Classic beret silhouette
    • Adjustable inner toggle for a snug fit

    Style Number/Barcode: 07302-000164

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Low Key Cool LA Baseball Cap

    Repping the city never looked this effortless. This LA embroidered baseball cap is the laid-back staple you’ll throw on with everything from streetwear fits to off-duty looks.

    Fit & Features

    • Classic baseball cap silhouette
    • Structured curved brim
    • LA embroidered detail on front
    • Adjustable back strap for a custom fit

    Style Number/Barcode: 07302-000195

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Drama Faux Leather Opera Gloves

    A little mysterious, a lot glamorous. These faux leather opera gloves instantly elevate any look with their sleek, ruched finish and dramatic length. Perfect for styling with a strapless dress or layering for a chic look.

    Fit & Features

    • Smooth faux leather material
    • Opera-length design
    • Ruched detailing

    Style Number/Barcode: 07304-000016

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Leopard LA Baseball Cap

    West Coast but make it wild. This leopard suede LA embroidered baseball cap is the statement topper your casual ‘fit has been waiting for.

    Fit & Features

    • Classic baseball cap silhouette
    • Soft micro suede finish with leopard print
    • LA embroidered detail on the front
    • Adjustable back strap for a custom fit

    Style Number/Barcode: 07302-000197

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Drama Faux Fur Coat

    When the vibe is chic and luxe, this faux fur coat gets it right. It delivers high-gloss glam with a plush feel that’s impossible to ignore. The structured collar and cropped cut add drama to every entrance.

    Fit & Features

    • Faux fur fabric
    • High collared neckline
    • Long sleeves
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-000071

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Glow Rhinestone Mini Skirt

    Built for nights when you want the room to notice without even trying, this mini skirt brings soft sparkle and a cutout side that feels effortlessly daring while the rhinestone embellishments catch the light. Shop with the matching top.

    Shop The Matching Top: Midnight Glow Rhinestone Crop Top

    Fit & Features

    • Rhinestone-embellished, knit fabric, sewn-in lining
    • Plunge cowl halter neckline
    • Open back
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06501-000095

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLOOD, RED

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Buttoned Up Charm Off-The-Shoulder Mini Dress

    Sophisticated with a sultry twist, this rib knit mini serves clean lines and gold button details that pop. Perfect for lunch dates, weekend looks, or when you want polished but playful.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Button front accents
    • Faux front pockets
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000155

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lina Cutout High Slit Formal Dress

    Special Occasion

    Made for the nights when you want to turn heads, the Lina cutout formal dress stuns with its sleek silhouette, O-ring accents, and a daring high slit designed for a chic stride. It’s the perfect blend of allure and sophistication—effortless, confident, and ready for every unforgettable plan on your calendar.

    Fit & Features

    • Smooth knit lined fabric with high stretch
    • V-neckline with adjustable spaghetti straps and padded bra cups
    • Front and side cutouts with gold O-ring hardware
    • Strappy open-back design
    • High side slit for added movement
    • Floor-length bodycon silhouette
    • Runs true to size


    Where to Wear:

    Rooftop hotel bars, bachelorettes, birthday celebrations, vacation dinners, destination celebrations, nights out, dinner and drinks

    Style Number/Barcode: 05002-000839

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Lylah Off-Shoulder Velvet Mini Dress

    Special Occasion

    Made for the nights when you want your entrance to feel effortlessly elevated, the Lylah velvet mini dress brings a sculpted silhouette and off-shoulder drape that promises instant allure. With its luxe velvet texture and chic glossy woven foldover detail, it delivers that stunning, photographed-from-every-angle kind of confidence.

    Fit & Features

    • Off-the-shoulder neckline with a pleated, glossy, woven draped design
    • Plush velvet body with moderate stretch
    • Pleated detailing
    • Back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Dressed-up dinners, winter formal, birthday celebrations, fancy date nights, and chic nights out.

    Style Number/Barcode: 05001-000584

    Category Name: $20 & Under Sale

    Price: $14.97 $72.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • Sale
  • Floral Glow Rhinestone Chain Necklace

    This rhinestone flower collar brings full sparkle with a soft, feminine twist. The floral clusters catch the light beautifully, giving any neckline that instant “oh, she’s dressed” polish.

    Fit & Features

    • Rhinestone flower accents along the collar
    • Delicate chain design with high-shine finish
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-000321

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Girl Couture Faux Fur Mini Dress

    Cool-girl glam, but make it cozy. This faux fur tube mini dress blends sleek confidence with a soft touch—perfect for nights when the vibe is effortless luxury.

    Fit & Features

    • Crepe fabric
    • Faux fur strapless neckline trim
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000897

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Stealer Sequin Mini Skirt

    Make every entrance feel like a red-carpet moment in this dazzling sequin mini skirt. Designed with a curve-hugging silhouette and a dramatic side ruffle sash, it delivers that high-shine, high-impact vibe your night-out lineup has been craving.

    Fit & Features

    • Sequin-embellished woven fabric, smooth knit lining
    • High-rise waist
    • Asymmetrical front ruffle detail
    • Mini-length silhouette
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06401-000029

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M, L

    Product Badge:
    • Sale
  • Barbara Long Sleeve Cutout Formal Dress

    Special Occasion

    Designed to feel sleek, sculpted, and undeniably striking, the Barbara gown makes its impact through clean lines and confident cutouts. The long sleeve silhouette balances a deep neckline and modern hardware detail, flowing into a mermaid shape that’s polished, powerful, and made for dramatic entrances.

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • V-neckline with center hardware detail, padded bra cups
    • Long fitted sleeves
    • Front cutout bodice
    • Floor-length mermaid skirt
    • Runs true to size.

     

    Where to Wear:

    Weddings, galas, holiday soirees, winter formals, red-carpet occasions, award ceremonies, fashion-forward events, glamorous birthdays, special date nights, evening city soirees, engagement parties, rehearsal dinners

    Style Number/Barcode: 05002-000940

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Jessica Faux Leather Strapless Lace-Up Formal Dress

    Special Occasion

    Bold, sculpted, and made for nights that call for a little drama, the Jessica formal dress commands attention in sleek faux leather with a form-hugging long silhouette. The strapless tube neckline, lace-up bodice, and high side slit create a striking balance of edge and elegance—perfect for stepping into any event with confidence.

    Fit & Features

    • Faux leather fabric lined with stretch knit
    • Strapless tube neckline
    • Lace-up bodice detail, flexible boning
    • Back zipper and hook-eye closure
    • High side slit
    • Form-hugging long silhouette
    • Runs true to size

     

    Where to Wear:

    Fashion-forward events, upscale cocktail parties, holiday or New Year's Eve, red-carpet events, birthday celebrations, bachelorettes, VIP nightclub, creative industry parties

    Style Number/Barcode: 05002-000840

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Lana Faux Leather Slit Formal Dress

    Special Occasion

    The Lana is designed for nights that call for sleek confidence, sculpting the body in smooth faux leather with a refined, high-impact finish. A strapless neckline, bodycon maxi hem, and bold side front zipper with high slit strike the perfect balance between polished and daring.

    Fit & Features

    • Faux leather fabric, short knit stretch lining
    • Strapless neck with clean, sculpted lines
    • Bodycon silhouette with maxi length hem
    • Side front zipper closure paired with a high slit
    • Runs true to size

     

    Where to Wear:

    Weddings, upscale dinners, cocktail soirees, fashion-forward events, milestone celebrations, date nights, destination celebrations, anniversaries, chic parties

    Style Number/Barcode: 05002-001003

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Sweet Statement Sequin Heart Mini Skirt

    Flirty, shiny, and ready for compliments before you even leave the house. This sweet sequin heart mini skirt hugs just right and brings instant outfit energy for nights out, parties, and every camera-ready plan.

    Fit & Features

    • Mesh fabric with lining
    • All-over sequin embroidered pattern
    • Mid-rise waist
    • Back zipper closure
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-000037

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: M, L

    Product Badge:
    • Sale
  • Fringe Fantasy Beaded Mini Skort

    This beaded fringe mini skort brings nonstop shimmer, swish, and full-on party vibes—aka your new statement piece for every glam moment. With its curve-loving fit and high-shine detailing, this beauty moves with you and catches the light from every angle. Pair it with a sleek bodysuit or crop top for parties or nights out!

    Fit & Features

    • Metallic beaded fringe overlay on woven fabric
    • Smooth mid-rise waistband
    • Side zipper and hook-eye closure
    • Mini-length skirt overlay with built-in shorts
    • Runs true to size

    Style Number/Barcode: 06403-000109

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ROSE, GOLD

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Ultra Game NBA Boston Celtics Crop Top

    Where sport and street collide. This Boston Celtics crop top brings bold energy with a mesh finish and boxy silhouette—your go-to for styling game-day fits that hit beyond the bleachers.

    Fit & Features

    • Jersey mesh fabric
    • Striped crew neckline
    • Short sleeves
    • Boston Celtics graphic team logo
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06002-000314

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultra Game NBA New York Knicks Crop Sweatshirt

    Sporty with a side of street style. This cropped sweatshirt reps the New York Knicks with bold vintage-inspired lettering and a laid-back oversized fit—made for off-duty days, coffee runs, and courtside selfies.

    Fit & Features

    • Soft french terry cotton-blend knit fabric
    • Crew neckline
    • Drop shoulder seams
    • Relaxed long sleeves
    • Bold NBA New York Knicks graphic
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06002-000323

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultra Game NBA Boston Celtics Crop Sweatshirt

    Sporty meets streetwear. This cropped sweatshirt reps the Boston Celtics with bold lettering and a boxy fit that gives off effortless off-duty vibes—perfect for game days, chill hangs, or styling up with leather for a courtside moment.

    Fit & Features

    • Soft french terry knit cotton-blend fabric
    • Crew neckline
    • Drop shoulder seams
    • Relaxed long sleeves
    • Bold Boston Celtics graphic
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06002-000320

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game Day Cozy Ultra Game NBA Knicks Sweatpants

    Laid-back but make it sporty. These Knicks sweatpants bring major comfort with a soft fleece feel and relaxed leg—perfect for game days, coffee runs, or just repping your team in style.

    Fit & Features

    • Soft fleece-lined knit fabric
    • High-rise drawstring tie waistband
    • Side pockets
    • Knicks NBA team logo graphic detail
    • Wide-leg relaxed fit
    • Runs true to size

    Style Number/Barcode: 07103-000067

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultra Game NBA Houston Rockets Crop Top

    Serving courtside confidence only. This Houston Rockets crop top levels up your sporty vibe with a sleek finish and chill, relaxed fit. Pair it with statement bottoms and let the look do all the talking.

    Fit & Features

    • Jersey mesh fabric, moderate stretch
    • Striped crew neckline
    • Short sleeves
    • "Houston Rockets" front graphic
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-000315

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Hour Watch Ring

    Sleek, chic, and a little mysterious—this ring watch is the ultimate cool-girl accessory. The stretch band makes it effortless, while the minimalist face keeps it modern.

    Fit & Features

    • Polished metal trim
    • Circular clock face
    • Stretch band
    • Adjustable side dial

    Style Number/Barcode: 07004-000025

    Category Name: $20 & Under Sale

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Language Rhinestone Clutch Bag

    This rhinestone clutch bag will shine everywhere you take it! The bag is designed with a sleek O-ring handle and detachable chain strap for versatile styling while the spacious interior keeps your must-haves close. Pair with earrings.

    Fit & Features

    • Rhinestone embellished
    • O-ring handles
    • Detachable chain strap
    • Top clasp closure
    • Spacious interior

    Style Number/Barcode: 07204-0830

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale