$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.

  • Meet Your Match Bandage Midi Skirt

    Meet your match! This bandage midi skirt is the style you'll be obsessed with all season. It features a flattering high-rise waist, bodycon silhouette, center-back slit accent, and a midi-length hem. The midi skirt is designed from a bandage-seamless knit fabric that fits like a glove. Complete the look with the matching top for a Miami vacation or club night!

    Shop Matching Top: Meet Your Match Bandage Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Center back slit accent
    • Back zipper and hook-eye closure
    • Midi-length hem
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0865

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look At Me Wow Bandage Tube Top

    You'll be making jaws drop tonight in this bandage tube top perfect for rooftop bars! It features a strapless neckline with non-slip grip lining, a wrap-style bodice, and a fitted crop hem. The pants are designed from a bandage-seamless knit fabric that fits like a glove! Complete the look with matching bottoms.

    Shop Matching Bottoms: Look At Me Wow Bandage Flare Pants

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Wrap-style bodice
    • Fitted crop hem
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1722

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look At Me Wow Bandage Flare Pants

    You'll be making jaws drop tonight in these bandage knit pants perfect for rooftop bars! It features a flattering high-rise waist, a hip-hugging fit, and a flared hem with side slit accents. The pants are designed from a bandage-seamless knit fabric that fits like a glove! Complete the look with the matching top.

    Shop Matching Top: Look At Me Wow Bandage Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem, side slit accents
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2362

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Turn Up The Heat Strappy Rib Knit Bodysuit

    Turn up the heat along with the temps in this spicy rib knit bodysuit you'll be wearing all season! It features a sleeveless V-neckline, spaghetti straps, a head-turning open strappy back design, a form-hugging fit, and a thong bottom with dual snap-button closures. Complete the look in new distressed jeans for a backyard bbq!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Open strappy back design
    • Form-hugging fit
    • Thong bottom, dual snap-button closures
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1603

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fly Away Butterfly Applique Spiral Strap Heels

    Create an enchanting and ethereal look with these pretty spiral strap heels! They feature an open almond toe with dual thin straps, a thin spiral strap design that wraps around the heel and leg, mini rhinestone embellishments on the straps, multi-colored organza butterfly applique accents, an open back, and a thin stiletto heel. Style with a short skater dress for the perfect party look!

    Fit & Features

    • Open almond-shaped toe, dual thin straps
    • Thin spiral strap design, wraps around the heel and leg
    • Mini rhinestone embellishments
    • Multi-colored organza butterfly applique accents
    • Open back, stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4387

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ashlynn Floral Lace Bodycon Party Dress

    Special Occasion

    Things heat up when the sun goes down with the Ashylnn party dress around! She features a sleeveless sweetheart neckline, non-slip grip lining, a built-in padded underwire bust eliminating the need for a bra, adjustable spaghetti straps, and a flattering bodycon silhouette with a wrap-style mini-length hem. The party dress is composed of delicate floral lace fabric for a romantic vibe and has a stretchy knit lining. Complete the look with a statement choker necklace for a cocktail party or dressy birthday bash!

    Fit & Features

    • Sleeveless sweetheart neckline, non-slip grip lining
    • Built-in padded underwire bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Wrap-style, mini-length hem
    • Floral lace fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1714

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Entrance Glitter Knit Midi Dress

    You deserve to have a sparkly entrance and this glitter knit midi dress brings the shine! The dress features a sleeveless surplice V-neckline, spaghetti straps, a side ruched seam, a bodycon silhouette, and a wrap-slit hem. Complete the look with teardrop earrings for a rehearsal dinner or dressy date night!

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Wrap midi-length hem with slit
    • Glitter knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2418

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About The Bling Gemstone Metallic Heels

    For you, it's all about the bling! These gemstone metallic heels are the perfect pick for your next GNO. They feature an open square toe with a strap, thin adjustable ankle and heel straps with small gemstone embellishments, a block heel with chunky baguette-shaped gemstone embellishments, and a glam metallic sheen on the faux leather material. Style with a rhinestone clutch.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Thin adjustable ankle and heel straps, gemstone accents, buckle detail
    • Block heel, chunky baguette gemstone embellishments
    • Slightly cushioned insole
    • Metallic sheen
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4385

    Category Name: $20 & Under Sale

    Price: $10.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Shine Glitter Platform Heels

    It will be your time to shine in these glitzy and glamorous glitter platform heels! They feature an open round peep toe with a wide banded toe strap, thin adjustable ankle and heel straps, a platform sole, and a tall thick block heel for a dramatic vibe. The heels feature a glitter mesh exterior and a faux leather subtle cushioned insole. Style with a metallic clutch. 

    Fit & Features

    • Open round peep toe
    • Wide banded toe strap
    • Thin adjustable ankle and heel straps, buckle detail
    • Platform sole, tall thick block heel
    • Glitter mesh material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4462

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only Chic Vibes Vest Dress

    Bring only chic vibes in this on-trend fitted vest dress. It features a sleeveless bodice, a V-neckline with a lapel collar, a button-down front, and a mini-length silhouette. Style this crepe-woven dress with an embossed handbag and strappy heels.

    Fit & Features

    • Sleeveless bodice
    • V-neckline, lapel collar
    • Button-down front
    • Mini-length hem, fitted silhouette
    • Crepe-woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1580

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Glamour Rhinestone And Pearl Bustier Top

    Glitz and gleam and showcase iconic glamour in this embellished bustier top! It features a sleeveless sweetheart neckline, thin shoulder straps, a sheer mesh bodice with front vertical seam detailing, a cowl-draped overlay with sparkling rhinestone and faux pearl embellishments, and a fitted cropped hem. Complete your night-out vibe with the matching mini skirt!

    Shop Matching Bottoms: Iconic Glamour Rhinestone And Pearl Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Thin adjustable shoulder straps
    • Sheer mesh bodice, front vertical seam detailing, back zipper closure
    • Cowl-draped overlay design
    • Rhinestone and faux pearl embellishments
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5029

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Classic Pleated Wrap Mini Dress

    This chic crepe mini dress is a classic staple essential to your wardrobe. The short dress features a sleeveless V-neckline with a surplice design, tank shoulder straps, pleated detailing at the bodice and waist, a faux wrap-front skirt, and a mini-length asymmetric hem with a form-hugging fit. The crepe fabric offers a moderate stretch. Style with an oversized blazer and strappy mules.

    Fit & Features

    • Sleeveless V-neckline, surplice design
    • Tank shoulder straps, back zipper, hook and eye closure
    • Pleating at the bodice and waist
    • High waist seam, faux wrap-front skirt
    • Mini-length asymmetric hem, form-hugging fit
    • Crepe fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2051

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Flashy Sequin And Rhinestone Mini Dress

    Fierce and flashy, this sparkling sequin and rhinestone mini dress will be the star of the show for your next GNO. It features a sleeveless cowl neckline, rhinestone embellished spaghetti straps, a bold open back with the rhinestone straps creating a cross-back design, an asymmetric mini-length hem with an alluring side slit, a bodycon silhouette, and all-over flat sequin embellishments for a gorgeous shine. The knit fabric has a moderate stretch. Style with metallic heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Rhinestone spaghetti straps
    • Open back, cross-back rhinestone straps
    • Mini-length asymmetric hem, side slit
    • Knit fabric, all-over flat sequin embellishments
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5084

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Presently Chic Satin Bow Mini Dress

    You'll be presently chic in this satin mini dress for dressy birthday dinners or date nights! The dress features a sleeveless V-neckline, spaghetti straps, a statement bow across the bust, a bodycon silhouette, and a flirty slit accent on the hem. Complete the look in platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Statement bow across the bust
    • Bodycon silhouette
    • Slit accent, mini-length hem
    • Smooth satin fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05101-2412

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Front Page Newspaper Slit Mini Skirt

    Make the front page wearing this mini skirt for a headliner-worthy style! It features a flattering high-rise elasticized waistband, a bodycon silhouette, and a flirty front slit along the fitted hem on. The skirt is designed with a fashion-inspired newspaper print on soft brushed knit stretchy fabric. Complete the look in a chic crop blouse and heels.

    Fit & Features

    • High-rise elasticized waistband
    • Bodycon silhouette
    • Front slit
    • Mini-length fitted hem
    • Fashion-inspired newspaper print
    • Soft brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0868

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Glam Rhinestone Star Fringe Earrings

    These dreamy glam rhinestone star fringe earrings are the perfect glitzy accessory for concerts or nights out! They feature a star outline with mini rhinestone embellishments and cascading rhinestone fringe. Includes a post-back closure. Style with a statement ring.

    Fit & Features

    • Star outline, rhinestone embellishments
    • Rhinestone fringe
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1613

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevate Your Style Cropped Denim Jacket

    This trendy and chic cropped denim jacket will elevate your casual style! It features a collared neckline, long sleeves, a corset-designed bodice with front hook and eye closures, a curved and cropped hem, and a fitted silhouette. Pair with faux leather pants and strappy mules.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Corset bodice, front hidden hook and eye closures
    • Curved, cropped hem
    • Fitted silhouette
    • Denim fabric, partial woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0496

    Category Name: $20 & Under Sale

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Definite Yes High Slit Maxi Dress

    This sleek high slit maxi dress is a definite yes for leveling up your casual looks! It features a sleeveless cowl neckline, spaghetti straps, a maxi-length hem with a thigh-high front slit to showcase some leg, and a slim-fit silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy sandals for a lunch date! 

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Maxi-length hem
    • High front slit
    • Slim-fit silhouette
    • Smooth and stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5194

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic And Iconic Halter Belted Vest Top

    Classic and iconic, this elevated vest top will snatch your waist for a stylish silhouette. It features a sleeveless V-neckline with a lapel collar front design, halter shoulder straps, a partial open back, a belted waist, dual front pockets, and a fitted mid-length hem. Pair with your favorite jeans and clear mules to level up your casual looks.

    Fit & Features

    • Sleeveless V-neckline, lapel collar
    • Halter shoulder straps, partial open back
    • Belted waist, rectangular metal buckle
    • Dual front pockets
    • Fitted mid-length hem
    • Twill fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1613

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brinley Formal One Shoulder Ruffle Dress

    Special Occasion

    Pop the bubbly in the stunning Brinley formal dress raising a toast to the gorgeous bride and groom or gala! She features a sleeveless one-shoulder neckline with a wide strap and a sheer mesh ruffle, a flattering mermaid silhouette, and a skin-flaunting high-side slit with a sheer ruffle trim leading to the floor-length hem. The formal dress is composed of a lightweight sheer mesh fabric with a smooth and stretchy knit lining. Complete the look with earrings and rhinestone strappy heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, wide strap, sheer mesh ruffle
    • Mermaid silhouette
    • High side slit, sheer mesh ruffle trim
    • Floor-length hem
    • Lightweight sheer mesh fabric, smooth and stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7584

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 444 Angel Number Baseball Cap

    This trendy angel number baseball cap will be a stylish reminder to trust your intuition! It features a traditional baseball cap design with a curved brim and an embroidered script that reads "444" to signify clarity and support! Includes a back adjustable pull tab with clip closure. Pair with a layered charm necklace. 

    Fit & Features

    • Traditional baseball cap design
    • Curved brim
    • Embroidered script that reads "444"
    • Back adjustable pull tab, metal clip closure

    Style Number/Barcode: 07302-1496

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Glamorous Gemstone Necklace And Earrings Set

    This elegantly-chic embellished jewelry set will make your formal outfits so glamorous! It features a V-shaped collar necklace with a single row of mini rhinestones leading to teardrop-shaped gemstones outlined with mini rhinestones continuing on to a center short lariat. The earrings feature a matching linear drop design. Style with a sleek clutch for a complete look.

     Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace
    • Single row of rhinestones, teardrop-shaped gemstones, outlined with rhinestones
    • Center short lariat
    • Linear earrings, matching drop design


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

    Style Number/Barcode: 07002-1496

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh In Floral Ruched Mesh Midi Dress

    Keep your summer style fresh with this pretty floral printed mesh midi dress! It features a sleeveless square neckline, adjustable spaghetti straps to customize the fit, all-over ruched detailing, a midi-length hem with a side slit accent, and a bodycon silhouette that will hug your natural curves. The airy floral printed sheer mesh fabric includes a smooth knit lining and offers plenty of stretch. Complete the look with strappy mules.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • All-over ruching
    • Midi-length hem, side slit, bodycon silhouette
    • Floral print
    • Sheer mesh fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5267

    Category Name: $20 & Under Sale

    Price: $10.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Affair Satin Tie-Back Top

    Radiate romance this spring for your next fling! Show some skin in this satin crop top featuring a sleeveless cowl neckline, adjustable spaghetti straps, and a tie-back closure on double-lined satin fabric with no stretch. Style with best-selling skinny pants to complete the look!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Tie-back closure
    • Cropped hem
    • Double-lined satin fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1906

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale