$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.

  • Diva Day Marabou Trim Socks

    Be a diva for a day...or anytime you wear these marabou socks! They feature a sheer mesh material with an ankle-length fit and an adorable marabou trim. Complete the look in classic nubuck heels.

    Fit & Features

    • Sheer mesh material
    • Ankle-length fit
    • Marabou trim
    • Fits true to size

    Style Number/Barcode: 07306-0130

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Front Row Lace-Up Exposed Seam Top

    This long sleeve top deserves a front-row seat in your closet! Features long sleeves, a plunge v-neck, exposed seam detail, and a trendy lace-up front on the cropped hem. Complete the look in high-rise shorts and sandals.

    Fit & Features

    • Long sleeves
    • Plunge v-neck
    • Lace-up front
    • Exposed seam detail
    • Rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06001-3900

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild At Heart Crochet Halter Top

    Channel your bohemian side with a crochet top that will have you ready for festival season! The top features a halter neck, neck ties to easily adjust, and a fringe hem. The top is composed of an unlined crochet knit fabric that offers a relaxed fit with minimal stretch. Complete look with cutoff shorts

    Fit & Features

    • Halter neck 
    • Adjustable ties at neck
    • Fringe hem 
    • Crochet knit fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1273

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Spree Chiffon Tie-Back Top

    Fall for florals this spring! Create a cute look in this chiffon crop top featuring long peasant sleeves, a square neckline, and a cross-over hem with tie-back closure. Complete the look in denim shorts and knee-high boots.

    Fit & Features

    • Long peasant sleeves
    • Square neckline
    • Criss-over crop hem
    • Tie-back closure
    • Floral pattern
    • Chiffon fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1916

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Molly Satin Lace Up Ball Gown

    Special Occasion

    Lace up in a ball gown that creates that enchanting moment you've been dreaming of! Molly features a sleeveless V-neckline with padded cups, spaghetti straps that lead to a cross-back design, and a stunning lace-up back. Her slim-fit bodice leads to a pleated ball gown silhouette that is accented with hidden pockets. Molly is composed of a lined woven satin fabric that offers a relaxed fit with minimal stretch. Includes petticoat to create extra volume for your formal occasion outfit. Complete look with a rhinestone clutch

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross back 
    • Padded cups
    • Hidden side pockets, pleats
    • High waist
    • Lined woven satin fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05004-0151

    Category Name: $20 & Under Sale

    Price: $19.97 $189.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Capri Formal One Shoulder Satin Dress

    Special Occasion 

    Make a head-turning moment with a formal dress that wows with each twirl! Capri features a one-shoulder neckline, a double-row asymmetrical spaghetti strap design, and padded cups. Her slim-fit bodice leads to a curve-hugging mermaid silhouette with a stunning high side slit. She is composed of a lined satin fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • One-shoulder neckline
    • Double-row asymmetrical spaghetti strap
    • Padded cups
    • High side slit
    • High waist
    • Mermaid silhouette
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 05002-2298

    Category Name: $20 & Under Sale

    Price: $14.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brielle Heat Stone Mesh Mini Dress

    Special Occasion

    Illuminate the night in the stunning Brielle heat stone mesh mini dress! Featuring a V-neckline, long fitted sleeves, a curve-hugging bodycon silhouette, and all-over heat stone embellishment, this dress will bring that stylish sparkle. The sheer mesh fabric includes a full knit lining and offers a moderate stretch. Complete the look with strappy stilettos.

    Fit & Features

    • V-neckline, long fitted sleeves
    • Bra-friendly
    • Mini-length, bodycon silhouette
    • All-over heat stone embellishment
    • Sheer mesh fabric, full knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1036

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Calls Tropical Midi Dress

    Vacation on the mind? You're going to need this tropical midi dress with paradise written all over it! Features a sleeveless, v-neck, adjustable spaghetti straps, a form-fitting silhouette, and a side ruched seam on an asymmetrical midi hem. Complete the look in lace-up sandals for a dinner with a view.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Form-fitting silhouette
    • Side ruched seams
    • Asymmetrical midi hem
    • Tropical pattern
    • Texture knit fabric, moderate stretch. fits true to size

    Style Number/Barcode: 05102-4367

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Yelina Formal Sequin Short Dress

    Special Occasion

    Bring the sparkle to your event with a formal bodycon that dazzles under the spotlight. Yelina features a pretty sequin pattern, sleeveless scoop neckline, bungee spaghetti straps, and a bold open back that is accented with bungee bar straps along her short, bodycon silhouette. The formal dress is composed of a sequin pattern mesh fabric with a knit lining and minimal stretch. Complete the look with rhinestone heels and a sphere clutch

    Fit & Features

    • Sleeveless scoop neckline
    • Bungee spaghetti straps
    • Open back, bungee bar straps
    • Bodycon silhouette, short-length hem
    • Sequin pattern, mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1033

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Preppy Vibes Crop Top

    Casual yet preppy, this crop top is a chic staple. It features a collared V-neckline, a wrap-front design, long sleeves with single buttons to cuff, and a cropped fit. Style this lightweight woven top with high-rise denim and mules.

    Fit & Features

    • Collared V-neckline
    • Wrap-front design
    • Long sleeves, single buttons to cuff
    • Hidden side zipper
    • Cropped, fitted silhouette
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1718

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Cropped Puff Sleeve Top

    Keep it chic in a crop top that is perf for that next brunch date! The top features a sweetheart neckline with a no-slip strip, a pleated bodice, short puff sleeves, and a cropped hem with back ties. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with a maxi skirt and sandals. 

    Fit & Features

    • Sweetheart neckline
    • No-slip strip 
    • Pleated bodice 
    • Short puff sleeves, ruffled hems
    • Cropped hem, back ties
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1917

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spot My Stripes Button-Down Top

    Everyone will spot these stripes on this adorable button-down top featuring 3/4 length cuffed sleeves, a collared neckline, a front pocket, and an elasticized cropped hem. Complete the look in a denim mini skirt.

    Fit & Features

    • Collared neckline
    • 3/4 length cuffed sleeves
    • Front pocket
    • Button-down closures
    • Elasticized crop hem
    • Striped pattern
    • Poplin woven fabric, no stretch, fits true to size

    Style Number/Barcode: 06003-1792

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Flair Halter Crop Top

    Bring the bohemian flair to your festival 'fit with this trendy halter top. It features a sleeveless plunging V-neckline, halter straps, dual tie-front details, a cropped form-hugging fit, and an all-over bohemian-inspired print. Style with the matching flare pants.

    Shop Matching Bottoms: Bohemian Flair Printed Pants

    Fit & Features

    • Sleeveless deep V-neckline
    • Halter straps
    • Double tie-front design
    • Cropped fit
    • Bohemian-inspired print
    • Brushed knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3895

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Flair Faux Wrap Romper

    Add a little flirtatious flair to your everyday look with this adorable romper! It features a sleeveless, surplice V-neckline with adjustable spaghetti straps, and a fit and flare silhouette with flowy shorts and a faux wrap-front skirt. Style this romper with a denim jacket and sandals.

    Fit & Features

    • Surplice V-neckline
    • Adjustable spaghetti straps 
    • High waist seam
    • Fit and flare silhouette
    • Faux wrap skirt with shorts, side tie
    • Knit-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0982

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About Cute Button-Down Top

    This button-down top is all about cute and classic vibes! It features long sleeves with button cuffs, a collared neckline, and front flap pockets. Composed of breathable Tencel woven fabric with no stretch. Finish the look in skinny jeans.

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline
    • Front flap pockets
    • Button-down front
    • Breathable Tencel woven fabric, no stretch, fits true to size

    Style Number/Barcode: 06003-1784

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elliana Sequin Mermaid Dress

    Special Occasion

    Stun with the prettiest sequins in the Elliana mermaid dress! She features a strapless straight across neckline, a padded bust, a high waist seam, and a floor-length, fitted, mermaid silhouette. The sheer mesh fabric includes a full knit lining and all-over sequin embroidery in a gorgeous swirl design. Complete the look with an embellished clutch.

    Fit & Features

    • Strapless straight across neckline
    • Padded bust, no bra required
    • Back zipper closure
    • High waist seam, floor-length mermaid silhouette
    • Sequin embroidery, swirl design
    • Sheer mesh fabric, full knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2324

    Category Name: $20 & Under Sale

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Charming Beauty Floral Bodycon Dress

    Hey beauty! Showcase your charm in this blooming floral bodycon dress. It features a sleeveless square neckline, spaghetti straps, chic ruching down the sides, and a short, curve-hugging silhouette. Style this dress with sparkly stud earrings and cute mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruched detailing down the sides
    • Mini-length, form-fitting, bodycon silhouette
    • Floral print
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4549

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Cat Tortoise Sunglasses

    You're the coolest cat in town! Strut your stuff in these cat-eye sunglasses featuring a small, curved gradient lens, a tortoise pattern, plastic arms, and nose support. Complete the look in an edgy graphic tee and shorts.

    Fit & Features

    • Cat-eye design
    • Small, curved gradient lens
    • Tortoise pattern
    • Plastic arms and nose support

    Style Number/Barcode: 07008-0919

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kasey Formal Sequin Halter Dress

    Special Occasion

    Kasey is a picture-perfect beauty! She brings the glitz to the prom in a sequin-knit long dress featuring a sleeveless, halter neckline, cross front and back straps, a cinched bust with built-in padding, and a cute keyhole cutout. Her form-fitting bodice hugs your curves on the sequin-knit-lined fabric that flows effortlessly into a floor-length hem with a sultry slit to show off some leg. Complete the look with a beaded clutch.

    Fit & Features

    • Sleeveless, halter neckline, cross front and back straps
    • Cinched bust, built-in padding, strapless bra friendly
    • Back zipper closure, front slit
    • Form-fitting bodice
    • Floor-length hem
    • Sequin-knit lined fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2329

    Category Name: $20 & Under Sale

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Look Round Metal Sunglasses

    Rock a new look in these round sunglasses featuring a metal frame, gradient lens, and rubber nose support. Complete the look in a cool moto jacket.

    Fit & Features

    • Round metal frame
    • Gradient lens
    • Rubber nose support

    Style Number/Barcode: 07008-0929

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Brew Collared Mini Dress

    For coffee dates and everything else, you'll adore this collared v-neck mini dress designed to flatter your figure on a bodycon silhouette with a faux button-down accent and all-over ruching. Composed of sleek knit fabric with a moderate stretch. Finish the look in cute booties.

    Fit & Features

    • Sleeveless, collared v-neck
    • Faux button-down placket
    • All-over ruching
    • Bodycon silhouette
    • Mini-length hem
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4482

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Glam Lattice Short Dress

    Bring it back to basics to make a glam impression in a short sweater dress that stuns! This must-have dress features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, a lace-up back design, and a short-length hem. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross back 
    • Lace-up back 
    • Short-length hem 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 06005-1332

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Soiree Puff Sleeve Mini Dress

    Heading to an afternoon soiree? This floral mini dress is perfect! It features adorable short puff sleeves, a sweetheart neckline, a front bust tie with a keyhole accent, and a bodycon silhouette. Complete the look with a crossbody bag.

    Fit & Features

    • Short puff sleeves, elasticized hems
    • Sweetheart neckline
    • Front bust tie, keyhole accent
    • Bodycon silhouette
    • Mini-length hem
    • Floral pattern
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4608

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaiana Formal Crepe Mermaid Dress

    Special Occasion

    Make your grand entrance at prom in a formal dress that makes an enchanting impression! Kaiana features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back, and a sexy lace-up back design. Her slim-fit bodice leads to a flared mermaid silhouette with a ruffled hem. The dress is composed of a lined crepe fabric that offers a form-hugging fit wither a moderate stretch. Complete your prom look with rhinestone heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps, cross-back design
    • Adhesive bra recommended
    • Lace-up back, tie closure
    • High waist, lower back zipper closure, ruching
    • Mermaid silhouette, ruffled hem 
    • Lined crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05002-2142

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance