$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.

  • Vintage Icon Cutoff Denim Shorts
    Stun like the icon you are in denim shorts that wow! The shorts feature a high-rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, moderate destruction, and a cutoff hem. Complete look with a graphic crop top and sneakers.


    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design
    • Moderate destruction
    • Cutoff hem
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06603-0204

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Fling High Rise Cutoff Shorts

    Have a fling with denim this season with cute shorts! The shorts feature a high-rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, moderate destruction, and a cutoff hem. Complete look with a graphic crop top and sneakers

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Moderate destruction
    • Cutoff hem
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06603-0203

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Days High Waist Skinny Jeans

    No look is complete without classic denim jeans! The jeans feature a high-rise waist, a traditional five-pocket, and belt loop design, a front button closure, heavy destruction, and a skinny leg fit with a raw edge hem. Style this pair of denim with a basic tee and sandals.

    Fit & Features

    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Single-button with zipper closure
    • Heavy destruction
    • Skinny leg fit, raw edge hem
    • Denim fabric
    • Relaxed fit, runs true to size

    Style Number/Barcode: 06602-0250

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Chic Puff Sleeve Crop Top

    Lace-up in this bohemian-inspired top! The top features a sweetheart neckline, lace-up front, short puff sleeves, and a cropped hem. Complete look with high waist pants and tassel earrings.

    Fit & Features

    • Sweetheart neckline
    • Lace-up front
    • Short puff sleeves
    • Cropped hem
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-1229

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Destructed Diva Oversized Denim Jacket

    This oversized denim jacket is made for a diva like you! It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, side pockets, and a relaxed, oversized fit. Layer this trendy jacket over a crop top and pair it with cutoff jean shorts.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Destruction
    • Complete button-down front
    • Buttoned chest pockets, side pockets
    • Relaxed, oversized fit
    • Denim fabric

    Style Number/Barcode: 06203-0137

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • America Forever Graphic Crop Top

    Keep it grunge with this edgy crop top! The crop top features a crew neckline, short sleeves, dual ruched drawstrings, and a cropped hem. The graphic features an image of an eagle and a graphic that reads "America Forever". Complete look with cutoff shorts and combat boots for a festival-ready look! 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Dual ruched drawstrings
    • Cropped hem
    • Eagle image, "America Forever" script graphic 
    • Cotton knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-0844

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • America's Sweetheart Striped Crop Top

    Rep your patriotic side this Fourth of July with a cute crop top! The top features a sleeveless V-neckline with a notch accent, Americana-hued stripes, and a cropped hem. Complete look with cutoff shorts

    Fit & Features

    • Sleeveless V-neckline
    • Notch
    • Americana-hued stripes
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-0851

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Linked to Style Chainlink Crop Top

    Stay linked in with a stylish crop top! The top features a sleeveless cowl neckline, a chain-link pattern, spaghetti straps, and a cropped hem. The back features a bold open back with a strappy design and a mini O-Ring at the center. Complete look high waist jeans

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Cropped hem
    • Chainlink pattern
    • Strappy back
    • Mini O-Ring
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06001-3547

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Elegance Off The Shoulder Jumpsuit

    Channel iconic elegance with a sleek jumpsuit! The jumpsuit features an off-the-shoulder neckline, a tiered ruffled popover accent, short sleeves, and a straight leg fit with a flared hem. Complete look with wedges and hoops. 

    Fit & Features

    • Off the shoulder neckline
    • Tiered ruffled popover
    • Short sleeves
    • Straight leg, flared hem
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06502-0591

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seize The Moment One Shoulder Mini Dress

    Seize a stylish moment with a stunning mini dress! The dress features a one-shoulder neckline, an asymmetrical cutout at the bust, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and rhinestone heels

    Fit & Features

    • One-shoulder neckline
    • Asymmetrical cutout at the bust
    • Mini length silhouette
    • Knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3882

    Category Name: $20 & Under Sale

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • For The Thrill Of Knit Mini Dress

    Keep it stunning with a mini dress that wows! The dress features a sleeveless scoop neckline, spaghetti straps, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Mini length silhouette
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1154

    Category Name: $20 & Under Sale

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Me Away Tropical Tie-Dye Maxi Dress

    Get carried away in this laid-back maxi dress! The dress features a tropical tie-dye print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a smocked waist, and a maxi-length silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross at back 
    • Smocked waist
    • Maxi length silhouette, high side slit
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-0576

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Crush Cowl Neck Mini Dress

    Crush on this cute floral dress for your next date night! The dress features a sleeveless cowl neckline, spaghetti straps, a sleek lace-up back, a gorge floral print, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and door knocker earrings. 

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Lace-up back 
    • Floral print
    • Mini length silhouette
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1111

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set It Off Halter Mini Dress

    Set off the night with a mini dress that commands attention! The dress features a sleeveless cowl neckline, halter chain link straps, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels and hoops

    Fit & Features

    • Sleeveless cowl neckline
    • Halter chain link straps
    • Mini length silhouette
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3835

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sydney Formal Sequin Scroll Mini Dress

    Special Occasion 

    Dazzle in a formal mini dress that looks like a true masterpiece! The dress features a boat neckline, long sleeves, a gorgeous sequin scroll pattern, and a mini-length silhouette. Complete your breathtaking formal outfit with chrome heels and a pair of rhinestone earrings.

    Fit & Features

    • Boat neckline
    • Long fitted sleeves
    • Sequin scroll pattern
    • V-back design, lower back zipper and hook and eye closure
    • Mini-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0611

    Category Name: $20 & Under Sale

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual-Chic Sweater Knit Dress

    Casual and chic, this sweater knit dress is perf for a weekend getaway. It features a sleeveless crew neckline, tank shoulder straps that lead to a cross-back design, and a curve-hugging longline silhouette. Style this dress with a floppy hat and cute sunnies.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Cross-back design
    • Form-fitting longline silhouette
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1150

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Cross-strap Cheetah Sandals

    Keep it chic in sandals that make add a fierce touch to your look! The sandals feature an open back, an open almond toe, cheetah print criss-cross straps, and a nailhead trim. Complete look with a matching top and mini skirt set.

    Fit & Features

    • Open back 
    • Open almond toe 
    • Cheetah print 
    • Criss-cross straps
    • Nailhead trim
    • Faux leather footbed

    Style Number/Barcode: 07404-0757

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist of Style Cutout Midi Dress

    Add a twist of style to your look with a sexy midi dress! The dress features a sleeveless V-neckline with a twist front accent, a midriff cutout, and a midi-length silhouette. Complete look with clear mules and door knocker earrings. 

    Fit & Features

    • Sleeveless V-neckline
    • Twist front accent 
    • Midriff cutout 
    • Midi length silhouette 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0950

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Style Off-The-Shoulder Jumpsuit

    Showcase a chic, elevated style this season with this jumpsuit. It features an off-the-shoulder square neckline, short sleeves, a front cutout waist with a bar accent, and wide pant legs. Complete the look with sleek hoop earrings.

    Fit & Features

    • Off-the-shoulder square neckline
    • Short sleeves
    • Front cutout waist, bar accent
    • Wide pant legs
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0603

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Flair Skater Romper

    Bring the flirty flair to your summer style with this adorable romper. It features a sweetheart neckline that can be worn off-the-shoulder, short puff sleeves with ruffled hems, and a back zipper closure. The romper's high waist features a tie-back accent and leads to a flowy silhouette with relaxed-fitting shorts with a lightweight overlay. Complete the look with cute wedges.

    Fit & Features

    • Sweetheart neckline can be worn off-the-shoulder
    • Short puff sleeves, ruffled hems, no-slip silicone strip 
    • Back zipper closure
    • High waist, tie-back detail
    • Relaxed-fitting shorts with an overlay
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06403-0168

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Vibes Ribbed Knit Maxi Dress

    Achieve those effortless, casual-chic vibes with this ribbed knit maxi dress. It features a sleeveless scoop neckline, spaghetti straps, and a curve-hugging silhouette with a cute side slit to show some leg. Style this dress with sneakers for every day, or heels for date night.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Form-hugging fit
    • Side slit
    • Lined ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4118

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Luxe Lace And Satin Robe

    Keep it luxe with a satin robe that is the perfect piece to layer over your lingerie! The robe features a draped open front, a tie-waist belt, lace long sleeves, and a mid-thigh length

    Fit & Features

    • Draped open front
    • Tie-waist belt 
    • Lace long sleeves
    • Mid-thigh length 
    • Satin-like fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 07106-0058

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Out Ribbed Pajama Tank And Shorts Set

    Chill out in this cozy pajama tank and shorts set that is oh so cozy! The set features a matching tank and shorts set. The tank features a sleeveless scoop neckline, adjustable spaghetti straps, and a cropped hem. The matching shorts feature a mid-rise waist, a ribbon drawstring, and a cheeky fit. The set is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with slippers

    Fit & Features 

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Cropped hem
    • Mid-rise waist, cheeky fit 
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0648

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning And Sultry Longline Bra And Panty Set

    Keep it stunning with a lace bra and panty set that mesmerizes! The bralette features a caged bodice, adjustable spaghetti straps, and a long line lace hem. The matching lace panty features a mid-rise waist and a cheeky fit. Complete look with a sheer duster

    Fit & Features

    • Sweetheart neckline, underwire
    • Caged bodice
    • Adjustable spaghetti straps
    • Longline lace hem
    • Mid-rise waist, cheeky fit
    • Form hugging fit, runs true to size

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise.

    Style Number/Barcode: 07107-0612

    Category Name: $20 & Under Sale

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale