$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.

  • Dazzling In Rhinestone Block Heels

    Razzle and dazzle at every formal event in these block heels! They feature an on-trend square toe, three rhinestone straps, and a closed ankle and back zipper closure. Complete the look in a statement bracelet and earrings.

    Fit & Features

    • Square toe, block heel
    • Three rhinestone straps
    • Closed ankle
    • Back zipper closure
    • Black: nubuck material
    • Silver: chrome material
    • Runs true to size

    Style Number/Barcode: 07401-4004

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love That Sparkle Rhinestone Trim Mini Dress

    You'll fall in love with the sparkling details of this rhinestone trim mini dress! It features a sleeveless V-neckline with a surplice design, adjustable spaghetti straps, pleating at the waist, a faux wrap-front skirt with an asymmetrical mini-length hem, and a glitzy rhinestone accent trim. The dress offers a curve-hugging bodycon silhouette. Style with strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, surplice design
    • Adjustable spaghetti straps, high waist seam, pleating
    • Faux wrap-front skirt, asymmetrical mini-length hem
    • Rhinestone accent trim
    • Bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4546

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutout On The Town Satin Dress

    Spice up your night out in this sultry satin mini dress for the club! It features a sleeveless v-neckline, spaghetti straps, dual side cutouts, and a bodycon silhouette. Style with an embellished clutch purse to complete the look!

    Fit & Features

    • Sleeveless v-neck, spaghetti straps
    • Back zipper and hook-eye closure
    • Dual side cutouts
    • Bodycon silhouette
    • Mini-length hem
    • Lined satin knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4748

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Casual Style Sleeveless Catsuit

    Style up this trendy catsuit for a chic and casual athleisure look! It features a sleeveless scoop neckline, tank shoulder straps in a racerback design, a sheer fishnet insert at the waist and back with a leopard print pattern, an alluring open lower back, and an all-around form-hugging fit. Pair with a cute hoodie and sneakers.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps, racerback design
    • Sheer fishnet insert at the waist and back, leopard print pattern
    • Open lower back
    • Form-hugging, skinny-leg design
    • Sleek knit fabric. moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0876

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Comfy Vibes Sleeveless Catsuit

    This adorable catsuit will give you all the comfy vibes! It features a sleeveless scoop neckline with a center-notched design, spaghetti straps, a low scoop back, and an all-over form-hugging fit. Style with cute sneakers and a denim jacket for the perfect casual look.

    Fit & Features

    • Sleeveless scoop neckline, center-notched design
    • Spaghetti straps
    • Low scoop back
    • Form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0877

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That's My Type Mock Neck Zip Top

    This everyday basic is just your type! The long sleeve top features a mock neck, front zipper closure, and a fitted hem on rib-knit fabric. Complete the look in a mini skirt and a jacket.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Front zipper closure
    • Fitted hem
    • Rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06002-1498

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Glam Barrette Hair Clips

    Preppy with some glam! Tame your tresses in a chic hairstyle with these barette hair clips featuring one rhinestone hair bow clip and one bar each with clip closure. Layer your look with a chic bolero for a semi-formal event.

    Fit & Features

    • Hair clip set
    • One rhinestone bow barrette
    • One rhinestone bar barrette
    • Each has a clip closure

    Style Number/Barcode: 07006-0369

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Star Studded Rhinestone Strap Heels

    Step out looking like a movie star in these glitzy and glam block heels featuring a square toe, baguette rhinestone straps, and a closed ankle with a buckle strap closure on metallic material. Complete the look in a glam hair tiara for a formal party!

    Fit & Features

    • Square toe
    • Baguette rhinestone straps
    • Block heel
    • Closed ankle
    • Buckle strap closure
    • Metallic faux leather material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4094

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Liyah Formal Velvet Ruffle Dress

    Special Occasion

    Leave every room making people's jaws drop in the sophisticated and sultry Liyah formal dress perfect for holiday balls or winter weddings! She features a classic sleeveless square neckline, bust lining, spaghetti straps, and a high-waist seam that leads to her form-hugging, mermaid silhouette, and ruffled high-low hem. The formal dress is composed of a woven fabric with a flocked velvet pattern and minimal stretch. Style with a rhinestone bracelet and heels to complete your dressy look!

    Fit & Features

    • Sleeveless square neckline, bust lining, spaghetti straps
    • High-waist seam
    • Form-hugging, mermaid silhouette
    • Ruffled high-low hem
    • Woven fabric, flocked velvet pattern, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-3175

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Fancy Velvet Flare Pants

    Feeling fancy? You'll fall for these flare pants! They feature a high-rise elasticized waist, a hip-hugging flare-leg silhouette, and a burnout velvet scroll pattern on stretchy lined knit fabric. Style with a long sleeve crop top and heels.

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging
    • Flare-leg silhouette
    • Burnout velvet scroll pattern
    • Lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-2253

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Living For The Night Crepe Dress

    With this crepe mini dress, you'll be living for nights on the town! Showcase your sassy self in this sleeveless dress featuring a sweetheart neck, spaghetti straps, side cutouts and rhinestone bars, and a bodycon silhouette. Style with earrings to complete the look!

    Fit & Features

    • Sleeveless sweetheart neck, spaghetti straps
    • Back zipper closure
    • Side cutouts and rhinestone bars
    • Bodycon silhouette
    • Mini-length hem
    • Crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4796

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vision In Glitter Open Back Dress

    Imagine all eyes on you in this glitter mini dress to make your sparkling debut! It features a sleeveless v-neck, spaghetti straps, an open back with cross straps, and a bodycon silhouette. Complete the look in strappy heels.

    Fit & Features

    • Sleeveless v-neck
    • Spaghetti straps
    • Open back, cross straps
    • Bodycon silhouette
    • Mini-length hem
    • Glitter fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4270

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Heat Rhinestone Glitter Mesh Lingerie Set

    Bring the heat to your sultry look in this rhinestone sheer glitter mesh lingerie set! It features a bralette with a triangle design, adjustable spaghetti straps, a banded cutout design, and mini rhinestone embellishments at the bust. The matching panty features a high-rise waist with a back-banded cutout design, a cheeky fit, and front mini rhinestone embellishments. Style with a marabou trim robe.

    Fit & Features

    • Matching bralette and panty lingerie set
    • Bralette, triangle design, adjustable spaghetti straps
    • Banded cutout design, back hook-eye closures
    • High-rise panty, back banded cutout design, cheeky fit
    • Sheer glitter mesh fabric, mini rhinestone embellishments
    • Minimal stretch
    • Runs true to size


    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0764

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Rhinestone Stiletto Heels

    Rhinestone embellished straps wrap around your feet on these stiletto heels perfect for a semi-formal or dressy event! They feature a square toe, closed ankle, and back zipper closure, and are made of faux suede and leather material. Complete the look with a glam clutch

    Fit & Features

    • Square toe
    • Rhinestone embellished wrap-style straps
    • Closed ankle
    • Back zipper closure
    • Stiletto heel
    • Faux suede and leather material
    • Runs true to size

    Style Number/Barcode: 07401-4036

    Category Name: $20 & Under Sale

    Price: $4.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just A Peak Sequin Halter Dress

    Give em' just a peak from the front something to look back at! This sexy sequin halter mini dress features a sleeveless halter neck with dual button closures, a slit bust, a bodycon silhouette, and an open lace-up back with tie and zipper closure. Style with an envelope clutch and heels to complete the look. 

    Fit & Features

    • Sleeveless halter neck, dual button closures
    • Slit bust
    • Open lace-up back with tie and zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Sequin-knit lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05103-4753

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Toast To Shine Sequin Mini Dress

    Make a toast to yourself in this shimmery sequin mini dress sure to outshine everyone at the party! The mesh-lined dress features sheer peasant sleeves, a plunge V-neckline, a low-cut back, and side ruched seams that accentuate your figure along the bodycon silhouette. The lined mesh fabric features all-over sequin embroidery for a gorgeous shine. Style this mini-length dress with spiral rhinestone heels to complete your sparkly look!

    Fit & Features

    • Sheer peasant sleeves
    • Plunge V-neckline
    • Low-cut back, lower zipper and hook-eye closure
    • Side ruched seams
    • Bodycon, mini-length silhouette
    • Sequin embroidery, mesh fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1783

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl-Fect Pick Sweater Maxi Dress

    Forever a perfect pick for your next chic soiree! This sweater maxi dress features long fitted sleeves, a plunge V-neckline, a center front faux pearl button-down along the bodycon silhouette, and a slit accent. The ribbed knit fabric offers a moderate stretch. Complete the look with pointed-toe booties.

    Fit & Features

    • Sweater ribbed knit fabric, moderate stretch
    • Long fitted sleeves
    • Plunge V-neckline
    • Center front faux pearl button-down
    • Bodycon fit
    • Front slit
    • Runs true to size

    Style Number/Barcode: 06005-1525

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alivia Satin Mesh Trim Short Dress

    Special Occasion

    Mesh trim with shimmery rhinestones gives the Alivia party dress a glamorous allure! She stuns in a sleeveless plunge sweetheart neckline with adjustable spaghetti straps to customize her fit, a lightly padded bust, and a short bodycon silhouette. The formal dress is composed of luxurious satin fabric with a sewn-in lining and minimal stretch. Complete your dressy look in spiral rhinestone heels for a holiday banquet or New Year's Eve party!

    Fit & Features

    • Sleeveless plunge sweetheart neckline, adjustable spaghetti straps
    • Lightly padded bust, strapless or sticky bra recommended
    • Back zipper and hook-eye closure
    • Sheer mesh rhinestone trim on bodice and hem
    • Bodycon silhouette, short-length hem
    • Satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1165

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fan Of Fringe Satin Mini Skirt

    The obsession is real! You'll fangirl all over this satin mini skirt featuring a sleek high-rise waist, a bodycon silhouette, and an asymmetrical wrap hem with chrome fringe trim. The skirt is composed of smooth satin fabric with some stretch. Complete the look in a chic corset top for a birthday party!

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Asymmetrical wrap hem
    • Chrome fringe trim
    • Smooth satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0799

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Fab Sheer Sleeve Blazer Dress

    Chic and fab, this structured blazer dress is a must-have for winter parties! It features a lapel collar with a V-neckline, long sheer organza puff sleeves, double-breasted button closures, a bold belt to cinch your waist, and a short, fitted silhouette. Style alone as a dress or with faux leather leggings.

    Fit & Features

    • Lapel collar, V-neckline
    • Long sheer organza puff sleeves, cinched hems
    • Double-breasted button closures
    • Belted waist, rectangular buckle
    • Short, fitted silhouette
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1514

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor High-Rise Destructed Skinny Ankle Jeans by Windsor Denim

    Casual and trendy, this pair of Taylor skinny ankle jeans by Windsor Denim will become your new fave. They feature a high-rise waist, destructed detailing at the knees, a classic skinny-leg fit, and an ankle-cut hem. The cotton-blend denim fabric offers an ample amount of stretch for comfortable wear. Style with a bodysuit and heels.

    Fit & Features

    • High-rise waist
    • Destructed detailing at the knees
    • Skinny-leg fit, ankle-cut hem
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0375

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vibe In Marabou Halter Crop Top

    You and this halter crop top will totally vibe together for dinner, drinks, and date nights! The sleeveless top features a halter neck with tie-back closure, a partial open-back, and a marabou feather trim hem. Style with chic flare pants and heels.

    Fit & Features

    • Sleeveless halter neck
    • Tie-back closure
    • Partial open-back
    • Marabou feather trim 
    • Cropped hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4542

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Going Anywhere Mesh Corset Bodysuit

    You'll go just about anywhere to be seen in this daring mesh bodysuit perfect for spicing up your outfit! It features an off-the-shoulder, sweetheart neckline, sheer ruched long sleeves, a padded underwire bust with a mesh overlay, flexible boning inserts, a thong bottom, and snap-button closures. Complete the look in trendy distressed jeans.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Sheer ruched long sleeves
    • Padded underwire bust, mesh overlay
    • Flexible boning inserts, back zipper closure
    • Thong bottom, snap-button closures
    • Partially lined mesh fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4594

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alexandria Formal Crepe Long Dress

    Special Occasion

    Radiant elegant beauty in the stunning Alexandria formal dress to impress at red-carpet events or charity balls! She features a sleeveless one-shoulder neckline with an adjustable spaghetti strap, an underwire bust with a sheer mesh insert, and a form-hugging silhouette with a sexy high-cut side slit along her floor-length hem. The formal dress is composed of a crepe knit fabric with lining and a moderate stretch. Style with fringe earrings to complete the look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Adjustable spaghetti strap
    • Underwire bust, sheer mesh insert
    • Back zipper and hook-eye closure
    • Form-hugging, high-cut side slit, floor-length hem
    • Lined crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2783

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale