$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.

  • 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
  • Getaway Girl Rib Knit Cutout Jumpsuit

    For all the girls going on a getaway this rib knit jumpsuit will keep you flawless on the island or European adventure! The jumpsuit features a sleeveless V-neckline, spaghetti straps, a flirty bust knot tie accent, a cutout waist and back design, and a flattering straight-leg silhouette. Complete the look in PVC mules for a seamless-chic style!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Bust knot tie accent
    • Cutout waist and back
    • Straight-leg silhouette
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2340

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Basics Halter Rib Knit Crop Top

    Take your style back to basics with this sleeveless crop top perfect for pairing with your go-to bottoms! It features a halter neckline, spaghetti strap, an exposed underbust seam, and a fitted hem on stretchy rib knit fabric. Complete the look in distressed denim for a casual day out.

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti strap
    • Exposed underbust seam
    • Fitted crop hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1599

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Glamour Rhinestone Bow Ballet Flats

    These chic ballet flats have a timeless glam look you'll love. They feature a closed pointed toe, a rhinestone embellished bow accent, a closed back, a comfortable flat sole, and a cushioned insole. A perfect option if you don't want to wear heels! Style with an envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Rhinestone bow accent
    • Closed back
    • Flat sole
    • Cushioned insole
    • Exterior woven material
    • Runs true to size

    Style Number/Barcode: 07405-0041

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Rhythm Halter Sweater Midi Dress

    Shimmy to the island rhythm with a cocktail in hand wearing this sweater midi dress for the cutest vacation look! It features a sleeveless halter neckline with wood bead accents, spaghetti straps that shape the open lace-up back design, and a bodycon silhouette on stretchy rib knit fabric. Complete the look in chic wedges.

    Fit & Features

    • Sleeveless halter neckline, wood bead accents
    • Spaghetti straps, open lace-up back design
    • Bodycon silhouette
    • Miid-length hem
    • Sweater rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1698

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfection Vibes Chiffon Skater Romper

    Look like perfection in this chiffon skater romper for a night of fun vibes! It features adorable sheer puff short sleeves, a scoop neckline with a flirty bust tie front and keyhole, a sheer elasticized waist, and a flowy short-length hem. Complete the look in strappy heels for a celebration!

    Fit & Features

    • Sheer puff short sleeves
    • Scoop neckline, front bust tie and keyhole
    • Sheer elasticized waist
    • Skater silhouette
    • Flowy short-length hem
    • Airy chiffon fabric, partial knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 06403-0316

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Romance Floral Chiffon Skater Romper

    Find your summer love in this charming floral chiffon skater romper! It features a square neckline with a dainty tie-front design, short puff sleeves with ruffled trims, dual high waist seams, and a fit and flare silhouette with flowy shorts and a short skater skirt overlay with ruffled hems. The all-over blooming floral print on the airy chiffon fabric is perfect for the season. Style with butterfly charm earrings.

    Fit & Features

    • Square neckline, tie-front design
    • Short puff sleeves, ruffled trims
    • Dual high waist seams, fit and flare silhouette
    • Flowy shorts, short skater skirt overlay, ruffled hems
    • Blooming floral print
    • Sheer chiffon fabric, knit bust lining and skirt lining
    • Runs true to size

    Style Number/Barcode: 06403-0319

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Dreams Linen Tropical Wide Leg Pants

    Your next getaway calls for these linen tropical pants to look stunning on vacay! They feature an elasticized high-rise waist, a flowy wide-leg silhouette, and a palm leaf print on lightweight linen woven fabric. Complete the look in a casual crop top for sipping a marg by the beach!

    Fit & Features

    • High-rise elasticized waist
    • Flowy wide-leg silhouette
    • Palm leaf tropical print
    • Lightweight linen woven fabric
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06302-0776

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elegant Sparkle Rhinestone Bow Ballet Flats

    These chic rhinestone bow ballet flats will give off that elegant sparkle, a perfect alternate for heels! They feature a closed pointed toe, rhinestone and faux pearl bow accents, a closed back, a comfortable flat sole, a cushioned insole, and a sleek faux leather exterior. Style with an envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Rhinestone and faux pearl bow accents
    • Closed back
    • Flat sole
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0039

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bri High-Rise Button-Up Flare Jeans by Windsor Denim

    Level up your basic everyday denim with this trendy pair of Bri flare jeans by Windsor Denim. They feature a high-rise waist with vertical seam detailing to create a snatched look, a button-down front design, a hip-hugging fit, a form-hugging fit throughout the leg, and a chic flared hem. Style with a tie-front top and mules.

    Fit & Features

    • High-rise waist
    • Vertical seam detailing at the waist
    • Hip-hugging fit, form-hugging fit throughout the leg
    • Flared hem
    • Dual front button and hidden zipper closure
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0422

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stand Out Marble Print Cutout Midi Dress

    Stand out this season and have all eyes on you in this marble print midi dress perfect for weekend getaways or sunset cocktails! The dress features a sleeveless square neck, spaghetti straps, a cutout bodice, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look with a sleek choker necklace.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cutout bodice
    • Side ruched seams, bodycon silhouette
    • Midi-length 
    • Marble print, smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5235

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale