$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.

  • Chic Cuts Ribbed Knit Crop Top

    Go chic with a crop top that cuts a stylish vibe! The crop top features a crew neckline, a sexy cutout at the bust that creates a sweetheart neck, a matching cutout at the back, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with high waist jeans

    Fit & Features

    • Crew neckline
    • Cutout, sweetheart bust
    • Short sleeves
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06001-3205

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Your Mind Surplice Skater Romper

    You'll be left on their mind with this cute romper! The romper features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, tie-back straps, an empire waist, a tiered skater overlay, and wide-leg shorts. Complete look with wedges and dainty charm necklaces

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps that cross at back 
    • Tie-back straps
    • Empire waist, back zipper, hook and eye closure
    • Tiered skater overlay, wide-leg shorts
    • Textured lightweight woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0151

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Chic Faux Leather Moto Jacket

    Keep it edgy-chic with a moto jacket to layer up your look with. The jacket features a collared neckline, an asymmetrical zippered front, a faux zippered front, long sleeves, small faux pockets, long sleeves with zippered cuff, and a cropped hem. Complete look with a bodysuit and high waist jeans. 

    Fit & Features

    • Collared neckline
    • Asymmetrical zippered front
    • Faux zippered pocket, two small faux pockets
    • Long sleeves with zippered cuffs
    • Cropped hem
    • Faux leather fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-0975

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Knit Cropped Tube Top

    Bring it back to basics with a crop top that you can mix and match with your favorite basic and dressy bottoms. The crop top features a strapless tube neckline, a cropped hem, and is composed of a double knit fabric that offers a moderate stretch. Pair this top with mom jeans for a casual vibe, or a faux leather mini skirt for a night out.

    Fit & Features

    • Strapless tube neckline
    • Cropped hem
    • Double layered 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3225

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pep Of Floral Moto Jacket

    Give your moto jacket a pep of pretty florals to dress it up! This cute moto jacket features a collared neckline, a zippered front, long sleeves, floral print, and a peplum hem. The jacket is composed of a crepe fabric that offers a form-hugging fit with slight stretch. Complete look with a lace bodysuit and high waist pants. 

    Fit & Features

    • Collared neckline
    • Zippered front
    • Long sleeves
    • Floral print
    • Peplum hem 
    • Crepe fabric 
    • Form hugging fit, slight stretch 

    Style Number/Barcode: 06204-0869

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Days Tie Dye Bikini Top

    Channel those retro days with a bikini top that brings good vibes. The top features a sleeveless square neckline, supportive tank-straps, and a tie-dye print. Complete look with the matching bikini bottoms and sunnies. 

    Shop Matching Bikini Bottoms: Retro Days Tie Dye Bikini Bottoms

    Fit & Features

    • Sleeveless square neckline
    • Tank straps 
    • Tie-dye print
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0493

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Days Tie Dye Bikini Bottoms

    Channel those retro days with bikini bottoms that bring the good vibes. The bottoms feature a high-rise waist, a tie-dye print, and a cheeky fit. Complete the look with the matching bikini top and sunnies. 

    Shop Matching Bikini Top: Retro Days Tie Dye Bikini Top

    Fit & Features

    • High rise waist
    • Tie-dye print 
    • Cheeky fit
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0641

    Category Name: $20 & Under Sale

    Price: $2.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Floral Bikini Bottoms

    Get ready for your weekend getaway with these adorable bikini bottoms! They feature a high-rise waist with a semi-cheeky fit and an all-over tropical floral print. Complete the look with the matching bikini top and a pair of sunglasses.

    Shop Matching Top: Getaway Bound Floral Bikini Top

    Fit & Features

    • High-rise waist
    • Semi-cheeky fit
    • Tropical floral print
    • Runs true to size


    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0671

    Category Name: $20 & Under Sale

    Price: $2.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Floral Bikini Top

    Get ready for your weekend getaway with this adorable bikini top! It features adjustable spaghetti straps, molded cups, a back hook closure, and an all-over tropical floral print. Complete the look with the matching bikini bottoms and a pair of sunglasses.

    Shop Matching Bottoms: Getaway Bound Floral Bikini Bottoms

    Fit & Features

    • Adjustable spaghetti straps
    • Molded cups
    • Back hook closure
    • Tropical floral print
    • Runs true to size


    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0523

    Category Name: $20 & Under Sale

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Graced With Lace Belted Trench

    Grace them with your presence in a trench coat that brings the elegance to your outfit. The trench features a lapel collar, a belted waist, a below-the-knee length, and a sheer unlined floral lace body throughout. The trench offers a relaxed fit with minimal stretch. Complete look with mini dress and mules

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Belted waist 
    • Below-the-knee fit
    • Floral lace
    • Relaxed fit, minimal stretch stretch 
    • Runs true to size

    Style Number/Barcode: 06204-0809

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hooked In Cropped Cardigan

    Get hooked on this cute cardigan! The cardigan features a V-neckline, long sleeves, hook and eye front closures, and a cropped hem. It has a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with high waist jeans and booties.

    Fit & Features

    • V-neckline 
    • Long fitted sleeves
    • Hook and eye front closures
    • Ribbed knit fabric 
    • Relaxed fit 
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0959

    Category Name: $20 & Under Sale

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Babe Sleeveless Midi Dress

    Hey babe, show off your adorable style in this floral midi dress that is perf for spring. It features a sleeveless square neckline, thin ruffle shoulder straps, a fitted bodice, and a flowy mid-length silhouette with a thigh-high slit. Complete the look with hoop earrings and strappy sandals.

    Fit & Features

    • Sleeveless square neckline
    • Thin ruffle shoulder straps
    • Fitted bodice
    • Flowy mid-length silhouette
    • High front slit
    • Ditsy floral print
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-0741

    Category Name: $20 & Under Sale

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cutie Cutout Ruched Mini Dress

    Keep it cute and casual with a mini dress that is perfect to dress up! The dress features a crew neckline, short sleeves, a twist knot accent at the center of the bodice, a cutout at the midriff, ruched side seams, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Twist knot accent 
    • Cutout at midriff
    • Ruched side seams
    • Mini-length silhouette, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-1108

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bella Rhinestone Waist Crepe Formal Dress

    Special Occasion

    Bring the glamour in the stunningly chic Bella dress, a perf option for a formal night out. She features a sleeveless bodice, adjustable spaghetti straps, a V neckline, and a ruched back detail. Her high waist seam features a front rhinestone trim accent, flowing out to a floor-length skirt with a fitted silhouette and a thigh-high front slit. Complete the look with rhinestone duster earrings and new heels.

    Fit & Features

    • Adjustable spaghetti straps
    • V neckline
    • Back zipper closure
    • Ruched back detail
    • High waist with a front rhinestone trim
    • Floor-length fitted and ruched skirt, high front slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1256

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aria Sleeveless Ruched High-Slit Dress

    Special Occasion

    Bring a sultry-chic vibe to your formal night-out look in the gorgeous Aria dress. She features a sleeveless bodice, spaghetti straps, a V neckline, front ruched detailing, and a floor-length skirt with a curve-hugging fit throughout the hips and a sexy thigh-high front slit. Complete the outfit with rhinestone statement earrings and a sparkly clutch.

    Fit & Features

    • Spaghetti straps
    • V neckline
    • Ruching
    • Floor-length skirt, form-hugging fit
    • High front slit
    • Runs true to size

    Style Number/Barcode: 05002-0986

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Some Nights Asymmetrical Mini Dress

    Some nights call for a dressy vibe! Dress up in a mini dress that commands attention! The dress features a sleeveless V-neckline, padded cups, spaghetti straps, ruched side seams, and an asymmetrical mini-length silhouette. Complete look with clear mules and door knockers. 

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Padded cups
    • Ruched side seams
    • Asymmetrical mini-length silhouette 
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05103-3791

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched And Radiant Lace-Up Mini Dress

    Lace-up in a radiant look with a mini dress that stuns! The mini dress features a sleeveless cowl neckline, sleek spaghetti straps, lace-up straps, ruched side seams, and a mini-length silhouette. Complete look with wedges and a clear clutch. 

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps 
    • Lace-up straps
    • Ruched side seams
    • Mini length silhouette
    • Smooth knit lining
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05103-3790

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Odette Formal One Shoulder Crepe Mermaid Dress

    Special Occasion 

    Make an elegant impression in the captivating Odette formal dress. She features a one-shoulder neckline, a long chiffon sleeve, and a curve-hugging mermaid silhouette accented with a high side slit. The dress is composed of a lined crepe fabric that offers a moderate stretch. Complete look with rhinestone earrings and glitter heels

    Fit & Features

    • One-shoulder neckline
    • Long chiffon sleeve
    • Mermaid silhouette
    • High side slit
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1213

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riley Glitter Satin A-Line Formal Dress

    Special Occasion

    Bring the glitz and glamour to prom night in the stunning Riley glitter formal dress! She features a sleeveless bodice, adjustable spaghetti straps, a V-neckline with a padded bust, a high waist seam, and a floor-length skirt with a flowy A-line silhouette and a thigh-high front slit. The dress is composed of a glitter satin fabric with minimal stretch. Complete your enchanting look with gleaming earrings and heels for major princess vibes.

    Fit & Features

    • V-neckline, adjustable spaghetti straps
    • Padded bust, no bra required
    • Back zipper closure
    • Princess seams, high waist seam
    • Floor-length skirt, A-line silhouette
    • High front slit
    • Glitter satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-1262

    Category Name: $20 & Under Sale

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kaylani Formal Sequin Scroll Dress

    Special Occasion

    Get a gorgeous glow in the stunning Kayla sequin formal dress! She features wide shoulder straps, a plunging V neckline, a high waist, and a floor-length skirt that flows out with a thigh-high front slit. The all-over sequin embroidering will give you that perfect sparkle. Complete your look with an embellished collar necklace and clear heels.

    Fit & Features

    • Wide shoulder straps
    • Deep V neckline
    • High waist
    • Floor-length skirt
    • High front slit
    • Sequin embroidered sheer knit fabric, knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-1253

    Category Name: $20 & Under Sale

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cynthia Off-The-Shoulder Satin Formal Dress

    Special Occasion

    Look oh-so-stunning in the chic Cynthia sleek satin formal dress! She features an asymmetric off-the-shoulder neckline with a short sleeve, a single spaghetti strap, a high waist seam, a slim floor-length skirt with a wrap-front design, and ruched detailing. The smooth satin fabric offers a moderate stretch. Pair this dress with strappy heels and an envelope clutch.

    Fit & Features

    • Asymmetric off-the-shoulder neckline with a short sleeve
    • Single spaghetti strap
    • High waist
    • Floor-length wrap-front skirt
    • Ruching
    • Slim silhouette
    • Satin fabric with a moderate stretch

    Style Number/Barcode: 05002-1208

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tiki Paradise Palm Tree Bikini Top

    Transport to paradise with a pretty bikini top that will have you dreaming of that cabana life! The bikini top features a sleeveless scoop neckline, adjustable spaghetti straps, and a palm tree print. Complete look with the matching bikini bottoms and sunnies. 

    Shop Matching Bikini Bottoms: Tiki Paradise Palm Tree Bikini Bottoms

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps 
    • Palm tree print
    • Slide hook closure 
    • Form hugging fit
    • Runs true to size

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0521

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tiki Paradise Palm Tree Bikini Bottoms

    Transport to paradise with pretty bikini bottoms that will have you dreaming of that cabana life. The bikini bottoms feature a high-rise waist, cinched sides with drawstrings, a palm leaf print, and a cheeky fit. Complete look with the matching bikini top and sunnies. 

    Shop Matching Bikini Top: Tiki Paradise Palm Tree Bikini Top

    Fit & Features

    • High rise waist
    • Cinched side with drawstrings
    • Palm leaf print 
    • Cheeky fit
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0670

    Category Name: $20 & Under Sale

    Price: $4.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Sweet Floral Chiffon Top

    You'll be looking too sweet in this cute top! The top features an off-the-shoulder neckline, a wrap V-neck bust, a floral print, long sleeves with elastic cuff, a smocked back, and a cropped hem. Complete look with wedges

    Fit & Features

    • Off the shoulder neckline
    • Wrap V-neckline
    • Floral print 
    • Long sleeves with elastic cuff
    • Smocked back 
    • Sheer chiffon fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06003-0593

    Category Name: $20 & Under Sale

    Price: $16.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale