$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.

  • Jungle Cutie Pajama Top And Leggings

    Look cute and feel fierce for lounging in this pajama top and leggings set! The sleeveless top features a mock neck and a fitted crop hem with matching high-rise skinny leggings. This pajama set is composed of a soft and comfortable seamless rib-knit fabric with a leopard pattern and moderate stretch. Style with a cute zip-up hoodie to complete the look!

    Fit & Features

    • Pajama top and leggings set
    • Top: sleeveless, mock neck, fitted crop hem
    • Leggings: high-rise, skinny-leg design
    • Leopard pattern
    • Soft and comfortable
    • Seamless rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 07103-0846

    Category Name: $20 & Under Sale

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Doesn't Get Better Knit Midi Dress

    It doesn't get better than having this knit midi dress in your rotation! The dress features a trendy one-shoulder crew neckline with a long sleeve, spaghetti strap, and cutout bust that leads to the form-hugging silhouette with a sultry side slit hem. Complete the look in chic marabou heels.

    Fit & Features 

    • One-shoulder crew neckline
    • Long sleeve, spaghetti strap
    • Cutout bust
    • Form-hugging silhouette
    • Side slit hem, midi-length 
    • Smooth knit double-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4850

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Little Glitz And Glamour Rhinestone Trim Midi Dress

    Show off a little glitz and glamour in this alluring midi dress! It features a sleeveless one-shoulder neckline with an iridescent rhinestone trim strap, a bold front cutout at the waist, a midi-length hem with a faux wrap design, and a curve-hugging silhouette. The crepe fabric offers a moderate stretch. Style with rhinestone hoops and clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Iridescent rhinestone trim strap, removable
    • Waist cutout
    • Midi-length hem, faux wrap design
    • Fitted bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4780

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sagittarius Graphic Crop Tee

    It's your season Sagittarius babes! This graphic crop tee is perfect for your birthday party outfit! The top features short sleeves, a crew neck, and a front script that reads, "Sagittarius/It's The Fire In Me". Complete the look in sleek faux leather shorts and boots!

    Fit & Features

    • Short sleeves
    • Crew neck
    • Front script reads, "Sagittarius/It's The Fire In Me"
    • Cropped hem
    • Jersey knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1499

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hollow Nights Nylon Fishnet Tights

    A pair of tights that will never disappoint! Elevate your style in these nylon fishnets featuring a small gauge net design with a circle pattern and a high-rise fit. Complete the look with the matching gloves for date night.

    Shop Matching Gloves: Chic Status O-Ring Sheer Gloves

    Fit & Features

    • Small gauge fishnet design
    • High-rise fit
    • Circle pattern
    • Nylon knit fabric
    • Moderate stretch

     

    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: 07306-0164

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Katlynn Formal Velvet Long Dress

     Special Occasion

    Make a lasting impression in the Katlynn formal velvet dress for your upcoming holiday parties and dressy events! She features a sultry off-the-shoulder, sweetheart neck with a draped overlay, a form-hugging slim silhouette, and a sultry high-cut slit to show some skin on her long hem. The formal dress is composed of a luxe velvet fabric with a sewn-in lining and moderate stretch. Complete your breathtaking look with a glamorous hair accessory for a chic updo!

    Fit & Features

    • Off-the-shoulder, sweetheart neck, draped overlay
    • Sticky bra recommended
    • Form-hugging, slim silhouette
    • High-cut slit, long-length hem
    • Luxe velvet fabric, sewn-in lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2772

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On A Roll Turtleneck Midi Dress

    The styling possibilities are endless with this turtleneck midi dress! It features long sleeves, a bodycon silhouette, and a sultry side slit on stretchy rib-knit fabric. Complete the look in suede booties for the perf autumn outfit!

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Bodycon silhouette
    • Side slit
    • Midi-length 
    • Rib-knit, lined, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4855

    Category Name: $20 & Under Sale

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Harlee Iridescent Sequin Short Dress

    Special Occasion

    Short and undeniably stunning, the Harlee iridescent sequin dress shimmers and shines out on the dance floor! She features an off-the-shoulder neckline with non-slip grip lining, bell sleeves, padded bust, and side ruched seams that accentuate your curves along her form-hugging silhouette. The formal dress is composed of a sequin woven fabric with a sewn-in lining and minimal stretch. Complete your dressy look in doorknocker earrings and heels!

    Fit & Features

    • Off-the-shoulder neckline, non-slip grip lining
    • Bell sleeves, padded bust, bra optional
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, short-length hem
    • Iridescent sequins, sewn-in lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1209

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beatrice Formal Glitter Mini Dress

    Special Occasion

    Always the center of attention. Sparkle from the moment you strut into the party in the Beatrice glitter formal dress! Encapsulate an elegant and chic allure in her one-shoulder neckline with a sheer long sleeve, fitted bodice, and a high waist seam featuring a cascading drape on her mini-length, bodycon silhouette. The formal dress is composed of a glittery mesh fabric with a knit lining and minimal stretch. Complete your dressy look in stiletto heels and a clutch.

    Fit & Features

    • One-shoulder neckline, sheer long sleeve
    • Strapless bra recommended
    • Fitted bodice, high waist seam
    • Side cascading drape
    • Mini-length hem, bodycon silhouette
    • Glittery mesh fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1136

    Category Name: $20 & Under Sale

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love To Shine Sequin Crop Top

    A girl's gotta shine and you'll love this sequin crop top for shimmering at every party! The top features a sleeveless, one-shoulder neckline with a strap and side tie along the hem. Complete the look with the matching skirt.

    Shop Matching Skirt: Love To Shine Sequin Mini Skirt

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • One shoulder strap
    • Side tie
    • Cropped hem
    • Sequin-knit fabric, lined
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-2062

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Aesthetic Houndstooth Bucket Hat

    Match your aesthetic for the changing season in this houndstooth bucket hat! It features a classic silhouette with hints of shimmery woven lurex. Complete the look in a classic denim jacket.

    Fit & Features

    • Houndstooth pattern
    • Bucket hat silhouette
    • Woven lurex

    Style Number/Barcode: 07302-1329

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Strut Faux Leather Thigh-High Boots

    Show off a bold strut in these sleek faux leather thigh-high boots! They feature a square-shaped toe, a trendy platform, a tall block heel, a form-hugging fit throughout the leg, and a tie-back design. Style these edgy boots with a corset top and a mini skirt for a night out.

    Fit & Features

    • Thigh-high silhouette
    • Square-shaped toe
    • Platform, block heel
    • Inner zipper closure
    • Form-hugging fit
    • Tie-back design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0861

    Category Name: $20 & Under Sale

    Price: $18.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fluffy Faux Fur Crop Blazer

    So fluffy and really cute! Layer on this faux fur crop blazer featuring long sleeves, a lapel collar neckline, and an open-front design. Style with trouser pants to complete the look!

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Open-front design
    • Cropped hem
    • Faux fur fabric, woven lining
    • No stretch
    • Fits true to size

    Style Number/Barcode: 06201-0364

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Details Floral Bustier

    You'll absolutely adore the stunning details of this floral bustier! It features a sleeveless sweetheart neckline with structured and padded cups, adjustable spaghetti straps, flexible boning at the bodice, a smocked back design, and a cropped, form-hugging fit. The lined woven fabric features an all-over velvet burnout design in a floral pattern for a chic look. Style with faux leather pants.

    Fit & Features

    • Sleeveless sweetheart neckline, structured underwire, padded cups
    • Adjustable spaghetti straps
    • Flexible boning at the bodice
    • Smocked back design, back zipper, hook and eye closure
    • Cropped hem, form-hugging fit
    • Velvet burnout design, floral pattern
    • Woven fabric, front lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1908

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Never Not Fab Over-The-Knee Boots

    In these slouchy boots, you'll never not be fabulous walking all over town! They feature a pointed toe, stiletto heel, inner zipper closure, and an over-the-knee shaft length on faux suede material. Style with a short sweater dress to complete your chic look! 

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Over-the-knee shaft length
    • Slouchy design
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0828

    Category Name: $20 & Under Sale

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melany Satin Chain Strap Midi Dress

    Special Occasion

     The drama's in the details when it comes to the stunning Melany satin midi dress perfect for upcoming family dinners and parties! She features a sleeveless pleat square neckline, chain link trim adjustable spaghetti straps, a form-hugging fit, a slit accent, and a front side ruched drawstring so you can customize her fit. The formal dress is composed of sleek satin woven fabric with a knit lining and minimal stretch. Complete your dressy look in stiletto mules and a clutch. 

    Fit & Features

    • Sleeveless pleat square neckline, non-slip grip lining
    • Chain link trim adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Front slit and ruched drawstring, back zipper closure
    • Form-hugging, midi-length hem
    • Satin woven fabric, knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1260

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristie Formal Velvet Mermaid Dress

    Special Occasion

    Luxurious velvet creates the glamorous homecoming dress like the Kristie formal dress destined to be your perfect plus one at school dances or black tie parties! She features long sleeves with shoulder pad accents, a mock neckline, and a sultry side cutout with ruching at the waist leading to her form-hugging, mermaid silhouette with a high-cut front slit along the floor-length hem. The soft and smooth velvet fabric offers plenty of stretch. Style with statement earrings and heels to complete your dressy look!

    Fit & Features

    • Long fitted sleeves, shoulder pads, mock neckline
    • Bra-friendly design
    • Back zipper closure
    • Side cutout with ruching at the waist, high-cut front slit
    • Form-hugging, mermaid silhouette, floor-length hem
    • Velvet fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05002-2986

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Your Mind Pleated Satin Mini Dress

    You'll def be on their mind after they see you in this sassy satin mini dress! It features a sleeveless square neckline, thin tank shoulder straps, trendy corset-style seams at the bodice, a faux wrap-front with pleating at the waist, and a short, curve-hugging silhouette. The smooth satin-knit fabric offers a moderate stretch. Complete the look with lace-up heels.

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Corset-style seams
    • Faux wrap-front, pleating
    • Mini-length hem, fitted bodycon silhouette
    • Satin-knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1881

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Head-Turning Chic Marble Print Midi Dress

    Make heads turn in this eye-catching chic bodycon midi dress! It features a sleeveless square neckline, spaghetti straps, bold front and back waist cutouts, ruched detailing down the side seams, and a midi-length, curve-hugging silhouette. The stretchy knit fabric features an all-over abstract marble print pattern for a trendy vibe. Complete the look with clear heels.

     Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Front and back waist cutouts
    • Ruching down the side seams
    • Midi-length hem, fitted bodycon silhouette
    • Abstract marble print pattern
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4837

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Impression Lace-Up Midi Dress

    Make a chic first impression in this sleek curve-hugging midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back, lace-up strappy design, a midi-length hem, and a fitted bodycon silhouette that will accentuate your gorgeous figure. The smooth knit fabric offers plenty of stretch. Style with hoop earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • High waist seam, midi-length hem
    • Fitted bodycon silhouette
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1939

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Style Color Block Midi Dress

    This chic color block midi dress will give you an elevated style for your next dressy dinner date. It features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, a two-tone color block design, a high waist seam, and a midi-length, curve-hugging silhouette with a high side slit to showcase some leg. The crepe fabric offers a moderate stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • Two-tone color block design
    • High waist seam
    • Midi-length hem, high side slit
    • Fitted bodycon silhouette
    • Crepe fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2152

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Midi Long Sleeve Slit Dress

    You can't be disturbed cause you'll be busy admiring yourself in this rib knit midi dress featuring long sleeves, a sweetheart neckline, bust seam detail, and a form-hugging silhouette with a sultry side slit. Complete your cute look in faux suede booties for a Friendsgiving! 

    Fit & Features

    • Long sleeves
    • Sweetheart neck
    • Bust seam detail
    • Form-hugging silhouette
    • Midi-length hem, side slit
    • Ribbed knit fabric, partial lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4853

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Midnight Satin Mini Dress

    After midnight is when the fun begins! Look and feel sultry for it all in this satin mini dress featuring a sleeveless square neckline, tank-style straps, a form-hugging silhouette, and side pleating. Complete the look in little black heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank-style straps
    • Form-hugging silhouette
    • Side pleating
    • Mini-length hem
    • Smooth satin, knit lining at the bust, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05103-4704

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch This Glow Glitter Mini Dress

    Mesmerize everyone at the club in this glitter mini dress designed to catch the dance floor lights! It features a sleeveless V-neckline with spaghetti straps, a bodycon silhouette, and a side front ruched drawstring so you can customize the fit. The lined glitter knit fabric offers a moderate stretch. Complete the look with chic mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side front ruched drawstring
    • Mini-length hem
    • Glitter knit fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4984

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale