$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Teach Me Tonight Crepe Maxi Skirt

    Teach everyone the art of sultry in this crepe maxi skirt features a high-rise waist, cutout side with lattice bar insets, a form-hugging silhouette, and long length. Complete the look in the matching top and stilettos for drinks and dancing!

    Shop The Matching Top: Teach Me Tonight Crepe Crop Top

    Fit & Features

    • High-rise waist
    • Cutout side with lattice bars
    • Form-hugging silhouette
    • Maxi-length hem
    • Lined crepe fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0736

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Teach Me Tonight Crepe Crop Top

    Teach everyone the art of sultry in this crepe crop top featuring a strapless neckline with a front cutout and lattice bar inset and flexible boning. Complete the look in the matching skirt and stilettos for drinks and dancing!

    Shop The Matching Skirt: Teach Me Tonight Crepe Maxi Skirt

    Fit & Features

    • Strapless neckline
    • Front cutout with lattice bars
    • Flexible boning
    • Cropped hem
    • Lined crepe fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4525

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In the Room Mesh Crop Top

    You'll be the cutie in the room in this mesh crop top featuring puff sheer long sleeves, a v-neckline, a front center ruched drawcord with tie closure, and a mesh overlay. Complete the look in dark wash skinny jeans.

    Fit & Features

    • Puff sheer long sleeves
    • V-neckline
    • Front center ruched drawcord with tie closure
    • Cropped hem
    • Mesh overlay, partial lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4632

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • City Style Plaid Long Line Blazer

    Layer on this classic plaid blazer to showcase a chic city style. It features a lapel collar, 3/4 length sleeves, front pockets, and a relaxed long-line silhouette. Style over a sweater dress with knee-high boots.

    Fit & Features

    • Lapel collar neckline
    • 3/4 length sleeves
    • Dual front pockets 
    • Open front design
    • Long line silhouette
    • Plaid print, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0335

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tonight's Vibe Chain Mock Neck Dress

    Tonight's vibe is all about this edgy-chic mini dress featuring a sleeveless mock neck with a chain link trim, mesh bust and lightly padded cups, and a bodycon silhouette. Complete the look in mules.

    Fit & Features

    • Sleeveless mock neck with chain link trim
    • Mesh bust, lightly padded cups
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length 
    • Crepe knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4852

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Patty Heat Stone Mesh Mini Dress

    Special Occasion

    The party doesn't start till you in the Patty mini dress walk in! She features sheer long sleeves, a sweetheart neck with cowl drape, a lightly padded bust, a sheer bodice with flexible boning, and side ruched seams along her bodycon silhouette. The formal dress is composed of all-over heat stones on partial mesh-lined fabric with a moderate stretch. Complete your dressy look in lace-up stilettos.

    Fit & Features

    • Sheer long sleeves, sweetheart neck, cowl drape
    • Lightly padded bust, bra optional
    • Sheer bodice with flexible boning
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Partially lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1115

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Sleek Faux Leather Blazer

    Layer on this elevated sleek faux leather blazer for a city-chic vibe. It features a lapel collar, long cuffed sleeves, front pockets, and a relaxed silhouette. The patent faux leather fabric offers a moderate stretch. Style with hoop earrings and a chain necklace.

    Fit & Features

    • Lapel collar
    • Long sleeves, cuffed hems
    • Front pockets
    • Long-length hem
    • Relaxed fit
    • Patent faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1485

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Button A Serious Note Rib Bodysuit

    But on a serious note, this henley bodysuit needs to be in your lineup! It features long sleeves, a v-neckline with button closures, a thong bottom, and dual snap-button closures on sweater ribbed knit fabric with stretch. Complete the look in chic new trouser pants for a weekend brunch.

    Fit & Features

    • Long sleeves
    • V-neckline with button closures
    • Thong bottom
    • Dual snap-button closures
    • Sweater ribbed knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1512

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Cutout Mini Sweater Dress

    This elevated mini sweater dress is a trendy staple for this fall season! It features a mock neckline, long fitted sleeves, waist cutouts that lead to the back, and a short, curve-hugging, bodycon silhouette. Style with strappy heels.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Waist cutouts that lead to the back
    • Mini-length hem
    • Fitted bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1469

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Business Sweater Mini Dress

    All business with some pleasure! Take this sweater mini dress from office hours to happy hour. It features a sleeveless, v-neck, and a form-fitting silhouette. Complete the look with a chic clutch.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, v-neck
    • Form-fitting silhouette
    • Mini-length hem
    • Sweater rib-knit
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1529

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Struck By Sultry Halter Mini Dress

    Get struck by this sultry halter mini dress sure to capture every eye in the room! The knit dress features a sleeveless halter neck with tie closure, a strappy cutout waist, and a form-hugging silhouette. Complete the look in sassy platform heels.

    Fit & Features

    • Sleeveless halter neck with tie closure
    • Strappy cutout waist
    • Form-hugging silhouette
    • Mini-length hem
    • Lined slinky knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4776

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kensley Sequin Cowl Party Dress

    Special Occasion

     Truly captivating and unique as you! The Kensley sequin party dress shimmers and shines on the red carpet or your next dressy night out. She features a sleeveless cowl neckline, adjustable spaghetti straps that cross along her low-cut back, a form-hugging silhouette, and a mini-length hem. The formal dress is composed of a sequin-knit mesh fabric with a knit lining and minimal stretch. Complete the look in strappy stiletto heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Adhesive bra recommended
    • Adjustable spaghetti straps
    • Criss-cross low cut back, hidden zipper closure
    • Form-hugging silhouette, mini-length hem
    • Sequin mesh, knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1361

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Rhinestone Mesh Shoulder Bag

    This sparkly and essential shoulder bag is perfect for accessorizing your fit! It features a thin shoulder strap, a spacious satin interior, and a rhinestone mesh material. Complete the look with statement earrings.

    Fit & Features

    • Rhinestone mesh material
    • Thin shoulder strap
    • Top zipper closure
    • Spacious satin interior, single pocket

    Style Number/Barcode: 07204-0640

    Category Name: $20 & Under Sale

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream Glam Rhinestone Fringe Earrings

    Bring a dreamy glam vibe to your night out 'fit with these stunning statement earrings. They feature a half hoop design with mini rhinestones and baguette-shaped rhinestones with cascading rhinestone fringe. Style with a chic LBD and strappy heels.

    Fit & Features

    • Half hoop design
    • Mini rhinestones, baguette-shaped rhinestones
    • Rhinestone fringe
    • Post-back closures


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1356

    Category Name: $20 & Under Sale

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Cute Faux Wool Beret

    Add this sweet and simple faux wool beret to elevate your everyday style! Complete the look in a sweater dress, coat, and knee-high boots.

    Fit & Features

    • Classic beret style
    • Faux wool material

    Style Number/Barcode: 07302-1348

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Janice Tulle Halter Short Dress

    Special Occasion

    Chic couture inspired by Paris fashion week, the Janice tulle short dress gives you a high-fashion look without breaking the bank! She features a sleeveless halter neckline with tie closure, an open back, and a tiered voluminous silhouette. The formal dress is composed of sheer tulle fabric with a sewn-in knit lining and no stretch. Complete your eye-catching look in bow back heels and a clutch!

    Fit & Features

    • Sleeveless, halter neckline, tie closure
    • Strapless or adhesive bra recommended
    • Open-back, hidden side zipper and hook-eye closure
    • Tiered short-length hem
    • Sheer tule fabric, sewn-in knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05001-1352

    Category Name: $20 & Under Sale

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristen Formal Glitter Lace-Up Dress

    Special Occasion

    Chanel the starry night in the Kristen formal glitter dress to shimmer at your black-tie event! She features long sleeves, a pleated square neckline, and a cutout back with a lace-up. Her form-hugging mermaid silhouette flaunts your curves while the high-cut side slit offers a show of leg along her floor-length hem. The formal dress is composed of a glitter knit fabric with a sewn-in lining and moderate stretch. Complete your dressy look with a bold choker and bracelet.

    Fit & Features

    • Long sleeves, pleated square neckline
    • Adhesive bra recommended
    • Cutout back, lace-up
    • Form-hugging, mermaid silhouette, high side slit
    • Floor-length hem
    • Glitter fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2576

    Category Name: $20 & Under Sale

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belle Tulle Rhinestone Short Dress

    Special Occasion

    Airy tulle cinches at the waist to create the flawless Belle ruffled short dress designed with a glimmering rhinestone trim waist perfect for a charity dance or wedding! She features a strapless, sleeveless neckline, non-slip grip lining, and voluminous ruffled tulle short-length hem. The formal dress offers a smooth knit lining, a hidden zipper, and a hook-eye closure. Complete your sassy look with striking heels and a clutch!

    Fit & Features

    • Strapless, sleeveless neckline
    • Strapless or adhesive bra recommended
    • Non-slip grip lining, a hidden zipper, and hook-eye closure
    • Rhinestone trim waistband
    • Ruffled, flare silhouette, short-length hem
    • Tulle fabric, knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-1262

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy Diva Marabou Crepe Dress

    Demure and dreamy, you'll be a daring diva in this marabou feather trim crepe mini dress! It features a sleeveless square neckline with a wired V-notched design, a marabou feather trim, spaghetti straps, a fitted bodice, and a form-hugging silhouette with a mini-length hem. Style this sexy short dress with block heels for a club night!

    Fit & Features

    • Sleeveless square neckline, wired V-notched design
    • Spaghetti straps
    • Marabou feather trim
    • Form-hugging silhouette
    • Mini-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4642

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chase Desire One Shoulder Mini Dress

    Chase your desire to show off this sultry club dress for a night out! The mini dress features a one-shoulder neckline, long sleeve, dual cutout accents, hoop inset, and a bodycon silhouette. Complete the look in lace-up heels.

    Fit & Features

    • One shoulder neckline
    • Long sleeve
    • Dual cutout accents, hoop inset
    • Bodycon silhouette
    • Mini-length hem
    • Lined slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4678

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Checkered Mini Skirt

    Show off a city chic look perf for a stroll downtown in this woven checkered mini skirt. It features a high-rise fit with a belted waist, a short, form-hugging silhouette, and a classic checkered window pane pattern. Style with a basic bodysuit and an oversized blazer.

    Fit & Features

    • High-rise fit, hidden size zipper closure
    • Belted waist, rectangular buckle
    • Mini-length hem
    • Form-hugging fit
    • Checkered window pane pattern
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0522

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid For You Belted Mini Skirt

    Fall for this trendy plaid mini skirt this autumn! It features a high-rise, belted waist with buckle closure and belt loops, hidden side zipper closure, and a form-hugging silhouette. Complete the look in knee-high boots.

    Fit & Features

    • High-rise
    • Belted waist, belt loops
    • Hidden side zipper closure
    • Form-hugging
    • Mini-length hem
    • Plaid pattern, smooth woven fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0523

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elegant Night Rhinestone Necklace

    Heading off to somewhere elegant tonight? This rhinestone necklace and choker are perfect for complimenting your dress! It features a bold choker with a lobster clasp closure and a layered necklace with a lobster clasp closure. Complete the look with stiletto heels.

    Fit & Features

    • Rhinestone choker 
    • Lobster clasp closure
    • Rhinestone layered necklace
    • Lobster clasp closure

    Style Number/Barcode: 07002-1323

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ice On My Wrist Rhinestone Bracelet

    Adorn your formal wear with some ice on your wrist! This statement bracelet features twelve rows of rhinestone embellishments and a stretch-fit design. Complete the look in glam earrings.

    Fit & Features

    • Twelve rows of rhinestone embellishments
    • Stretch-fit design

    Style Number/Barcode: 07003-0385

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale