$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.

  • Spotted In Style Mini Dress
    Spotted! You'll be stylin' from head to toe in this fab mini dress. It features a sleeveless bodice, thin shoulder straps, a V neckline, a sultry front waist cut out with a bar accent, and a short, form hugging fit. The leopard print dress is composed of a ponte knit fabric with moderate stretch.

    Model is

    5’6.5” with a 32" bust,  23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3445

    Category Name: $20 & Under Sale

    Price: $13.44 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleeveless In Seattle Dress
    Spend your sleepless party nights in this simple yet sexy LBD! It has a deep V neckline leading to an empire waist seam, spaghetti straps, and a faux wrap skirt creating an asymmetrical hem. Dress has a body-hugging fit and is composed of a ponte knit fabric that offers a moderate stretch. 

    Model is 5'7" with a 32.5" bust, 22.5" waist and 34.5 hips. She is wearing a size small.

    Style Number/Barcode: 05103-3235

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Thing Mini Dress

    Live it up with inhibitions in this fierce-inspired mini teal dress! It features a sleeveless bodice, a V neckline with narrow straps and bodycon-like seams to create an hour glass illusion. The all over leopard animal print is all you need to channel your wild side! Dress is composed of a lined faux suede fabric that offers a curve hugging fit with a moderate stretch. Includes a back zipper closure with a fish hook clasp.

    Style Number/Barcode: 05103-3262

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Down To Party Mini Dress

    Stick to the necessities, like this cute bodycon!

    Fits & Features

    • Flattering V Neckline I Princess Seams 
    • Narrow Spaghetti Straps
    • Sexy Bar Cut-Out Detail At The Waist
    • Fitted Bodycon 
    • Moderate Stretch 

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0210

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • With Love Sweetheart Dress
    Send a little love out there with this lovely sweetheart dress! It features an off the shoulder neckline with shoulder strap accents, a sweetheart bust, princess seams and a side ruched detail that leads to an asymmetrical hemline. Dress is composed of a vibrant red smooth scuba fabric that offers a form hugging fit with minimal stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3087

    Category Name: $20 & Under Sale

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring It Back Dress

    Bring that booty back into the club and show everyone what you've got! The dress features a wrap V-neckline, ruching, spaghetti straps, a strappy back design, and a wrap mini silhouette. Complete look with heels

    Fits & Features

    • Deep V-neckline
    • Dual spaghetti straps lead, lace-up back 
    • Wrap bodice, asymmetrical mini length hem 
    • Unlined, crepe fabric 
    • Curve hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3976

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On Me Mini Dress
    Demand attention in this Insta-worthy day dress! It features a flirty off-the-shoulder neckline paired with short sleeves. Dress has a round hemline and is composed of a textured knit fabric that offers plenty of stretch.

    Model is 5'6" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-2257

    Category Name: $20 & Under Sale

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Ruched Maxi Dress

    Make a statement in this wowing maxi dress! It features a luxe light gold color, a sleeveless bodice, a V neckline, narrow shoulder straps, a ruched left side seam and an asymmetrical high slit. Dress is composed of a lined smooth knit fabric with a metallic sheen that offers a form hugging fit with a moderate stretch.

    Style Number/Barcode: 05103-0065

    Category Name: $20 & Under Sale

    Price: $15.00 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plus Crochet In Color Dress

    This cute crochet dress is perfect for a day out! It features a V neckline, adjustable spaghetti straps that create an X back, a sheer crochet waist, and a short flared skirt with a full lining. 

    Style Number/Barcode: 15102-0017

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy In Stripes Skater Dress
    Keep it sassy and sweet in stripes! This light blue dress features a sleeveless bodice, a sweetheart neckline, a tie front bodice, adjustable narrow straps, a back zipper closure, and a flared skater skirt. The all over stripe pattern features light blue and white hues for a bright look! Dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch and includes a knit lining.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-4008

    Category Name: $20 & Under Sale

    Price: $14.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stripe It Right Midi Dress
    Stripe it right with this oh so chic midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a keyhole cut out, a high waistband, a hidden back zipper closure, a back slit, and a mid-length, form hugging fit. The ivory dress is composed of a woven fabric with minimal stretch and showcases a gray striped print.

    Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3974

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Beauty Mini Dress
    You'll be a stunning beauty with this gorgeous mini dress! It features a sleeveless bodice, spaghetti straps, a V neckline with bust stitching, a hidden back zipper and hook and eye closure, and a short, fitted look. The olive green dress is composed of a knit fabric that offers a form hugging style with moderate stretch.

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3774

    Category Name: $20 & Under Sale

    Price: $13.94 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ladylike Sweetheart Mini Dress
    You keep it ladylike and fashionable in this ivory mini dress! It features a sweetheart neckline with a tie front detail at the bust, three-quarter puff sleeves with smocked cuffs, a stretchy square back, and a slim fit. Dress includes a lining and is composed of a linen fabric. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0081

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty In Ruffles Midi Dress
    Keep it flirty and frilly in ruffles! This mauve dress features a sleeveless bodice, a plunging wrap V neckline with a ruffled trim, adjustable spaghetti straps, a cinching tie waist belt and an A-line midi length silhouette. Dress is composed of a lined woven fabric with no stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0030

    Category Name: $20 & Under Sale

    Price: $10.00 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes On You Mini Dress
    All eyes will be on you in this adorable eyelet mini dress! It has short puffy sleeves with elastic cuffs, a square neckline, faux button down details, a hidden zipper and hook and eye closure, a high waist seam, and a short, fitted look. The ivory dress is composed of a woven sheer eyelet fabric with a full lining.

    Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0001

    Category Name: $20 & Under Sale

    Price: $10.00 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunner In Lace Midi Dress

    Make a stunning entrance in this gorgeous lace midi dress! It features a flattering off-the-shoulder neckline with a sheer lace overlay, a high waist, and a mid-length, curve-hugging silhouette. Style this dress with pretty earrings and new heels for the perf bridal shower look!

    Fit & Features

    • Off-the-shoulder neckline, sheer lace overlay
    • High waist
    • Mid-length, form-hugging fit
    • Sheer lace fabric, full knit lining
    • Moderate stretch
    • Runs true to size

      Style Number/Barcode: 05101-8850

      Category Name: $20 & Under Sale

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Flirty Florals Skater Dress
      Keep it flirty in charming florals! This ivory skater dress features an off the shoulder neckline with cold shoulder straps, a sweetheart bust with a fold over accent and princess seams. The slim fit bodice leads to a flared skater skirt. The all over floral print features pink hues complimented with green foliage. Dress is composed of a lined scuba fabric that offers a form hugging fit with a moderate stretch.

      Model is 5'8" with a 34" bust, 25" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-8725

      Category Name: $20 & Under Sale

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Floral Lace High Low Dress
      Embrace a fresh spring vibe with pretty florals! This light blue dress features a plunging V neckline, princess seams, narrow straps and an unlined floral lace detail. The slim fit bodice leads to a flared high-low skirt to create a twirl worthy moment. The floral print features peach and white hues to complement the blue background. Dress is composed of a scuba fabric that offers a form hugging fit.

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

      Style Number/Barcode: 05101-0058

      Category Name: $20 & Under Sale

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glitz & Glam Lace Skater Dress

      This fun skater dress is all about glitz and glam!

      Fits & Features

      • Plunging V Neckline I Padded Bust
      • Spaghetti Straps
      • Sheer Lace Back With Zip Closure
      • High Waist Seam
      • Short Flowy Skirt With Double-Tiered Hem
      • Glitter Lace Composition I Fully Lined
      • Moderate Stretch 

       

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-8507

      Category Name: $20 & Under Sale

      Price: $22.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Ready And Ruffled Midi Dress

      She's ready to work it. Cause a commotion in this midi dress!

      Fits & Features 

      • Elastic Off Shoulder Neckline
      • Ruffled Popover Detail
      • Form Hugging Silhouette
      • Midi Length Ruffled Trumpet Hemline
      • Fully Lined & Composed Of Crepe Fabric
      • Moderate Stretch
      • Zipper Not Included 
       
      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-8114

      Category Name: $20 & Under Sale

      Price: $5.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Total Twirl Glitter Skater Dress

      Go ahead and take this dress for a spin! This flirty skater style is made for stealing the spotlight wherever you go. The glitzy dress features a flattering off the shoulder neckline, a twirly high low skater-styled silhouette, and an-all over glitter composition. Complete your glamourous outfit with gleaming rhinestone earrings and metallic heels for head to toe shine. 

      Fits & Features 

      • Off the shoulder neckline
      • Gently pleated skater skirt
      • Hi-low hem 
      • Woven knit composition 
      • Glitter embellishment throughout
      • Moderate stretch
      • Zipper not included

       

      Plum Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

      Lavender Dress: Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small. 

      Black Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

      Burgundy Dress: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0023

      Category Name: $20 & Under Sale

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stunt On 'Em Mini Dress

      Stunt on the crowd with this flashy style! The sleeveless black dress has a plunging V neckline paired with adjustable straps featuring an elastic stretch and a sexy bodycon fit. The garment is composed of a lined knit that offers a moderate stretch, closes with a hidden back zipper and is detailed with sparkling heat stones for a glamorous look.

      Style Number/Barcode: 05101-7706

      Category Name: $20 & Under Sale

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Laced In Lattice Mini Dress
      Get yourself all laced up in love with this skin teasing dress! This mini length sleeveless dress features a sleeveless bodice, mock neck, lattice side detailing, a luxurious burgundy velvet fabric with a relaxed fit and an exposed back zipper closure.

      Model is 5'9 with a 34" bust, 25" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-7482

      Category Name: $20 & Under Sale

      Price: $13.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Aura Lace High Low Skater Dress
      Special Occasion 

      Aura is a flirty and feminine piece that'll bring in the romance at any special event! She features a deep V neckline, narrow shoulder straps leading to a sheer lace back and exposed zipper closure, and a slim-fitting bodice that leads to a flowy, high-low skater skirt. Aura has a short skirt lining and is composed of a lace fabric. 

      Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

      Style Number/Barcode: 05101-8669

      Category Name: $20 & Under Sale

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance