$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.

  • Garden Walks Ditsy Floral Chiffon Dress

    For your walks through garden parties or outdoor weddings, this ditsy floral chiffon dress brings the charm! It features a sleeveless sweetheart neck, adjustable spaghetti straps with ruffle trim, a skater silhouette, and a flirty lace-up back with tie closure and a ruffled short-length hem. Complete the look in statement heeled mules.

    Fit & Features

    • Sleeveless sweetheart neck
    • Adjustable spaghetti straps, ruffle trim
    • Skater silhouette
    • Lace-up back, tie closure
    • Ruffled short-length hem
    • Ditsy floral print, chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2347

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rosaline Formal Glitter Marabou Strapless Dress

    Special Occasion

    Light-catching glitter and a fab marabou trim add instant glamour to the Rosaline formal long dress perfect for award banquets, black tie events, and galas! She features a strapless neckline with a marabou feather trim, a front ruched seam atop a sultry high slit, and a slim form-hugging silhouette with a long hem. The formal dress is composed of a glitter knit fabric with plenty of stretch. Complete the look with statement earrings and a clutch.

    Fit & Features

    • Strapless neckline, marabou feather trim
    • Front ruched seam, high slit
    • Slim form-hugging silhouette
    • Long hem
    • Glitter knit fabric, stretchy knit lining, moderate stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7393

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Glam Rhinestone Oversized Sunglasses

    Level up your looks with these embellished sunglasses that bring the summer glam! They feature an oversized flat top design with two rows of mini rhinestone embellishments and reflective lenses. Complete your accessories with sleek hoop earrings.

    Fit & Features

    • Oversized flat top design
    • Two rows of mini rhinestones
    • Reflective lenses
    • Plastic frame

    Style Number/Barcode: 07008-1011

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Lace-Up Satin Skater Dress

    Create a dreamy allure in this satin skater dress for your upcoming social occasions! It features a sleeveless v-neckline, adjustable spaghetti straps, a lace-up back design with zipper closures, and a tiered ruffled short-length hem. Complete the look with a beaded clutch and heels.

    Fit & Features

    • Sleeveless v-neckline
    • Adjustable spaghetti straps
    • Lace-up back design, zipper and hook-eye closures
    • Skater silhouette
    • Tiered ruffled short-length hem
    • Woven satin fabric, knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2204

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Seamless Mock Neck Catsuit

    Chic and seamless, this mock neck catsuit is a must-have for lounging at home or for casual plans. It features a sleeveless mock neckline, a bold backless design, and an all-around curve-hugging fit. Style with sleek hoops and sneakers.

    Fit & Features

    • Sleeveless mock neckline
    • Backless design
    • Curve-hugging fit
    • Soft and buttery smooth seamless knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0845

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romance Alert Lace Ruffle High-Low Midi Dress

    Love is in the air and you'll be bringing the romance in this lace midi dress at bridal showers, rehearsal dinners, or graduations! It features a sleeveless V-neckline with a flirty ruffle trim, adjustable spaghetti straps, a form-hugging fit, and a high-low ruffled hem. The dress is composed of a floral lace fabric with a nude stretchy knit lining. Complete the look in rhinestone mules.

    Fit & Features

    • Sleeveless V-neckline, ruffle trim
    • Adjustable spaghetti straps
    • Form-hugging fit
    • High-low ruffled midi-length hem
    • Floral lace fabric, nude stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2284

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pleated Princess Bow Back Skater Dress

    Look and feel like a princess in this skater dress for cocktail wedding showers or graduation parties! It features a sleeveless square neck, adjustable spaghetti straps, a pleated bodice with a pretty bow on the back, and a fit-and-flare short silhouette. Complete the look in stiletto mules and a clutch.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Pleated bodice, back bow, zipper closure
    • Skater, fit and flare silhouette
    • Short-length hem
    • Cotton-blend fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2333

    Category Name: $20 & Under Sale

    Price: $5.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Stripes Sequin Party Dress

    Perfectly striped and ready to party! This sequin mini dress features a sleeveless Plunge V-neckline, a built-in padded bust, adjustable spaghetti straps, and a form-hugging fit. Complete the look in stiletto heels for a club night!

    Fit & Features

    • Sleeveless plunge V-neckline
    • Built-in padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging fit, mini-length hem
    • Sequin striped pattern, mesh fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4973

    Category Name: $20 & Under Sale

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Still The One Rose Print Chiffon High Low Dress

    Make every heart pitter-patter in this chiffon dress for a dressy celebration or garden party! It features a sleeveless V-neckline, adjustable spaghetti straps, a romantic lace-back design with a lower cutout, and a flowy high-low hem. The dress is composed of an airy chiffon with a garden rose print and a stretch knit lining. Style with platform heels for a chic look!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Lace-back design, lower cutout
    • Back zipper and hook-eye closure
    • Flowy high-low hem
    • Garden rose print, airy chiffon, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2251

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Little Satin Rhinestone Mini Dress

    Up your sultry sass factor in this satin rhinestone mini dress for a night on the town! It features a sleeveless square neckline, sleek spaghetti straps that lace up along the back, a bodycon silhouette, and side slit accents. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Bodycon silhouette, side slit accents
    • Mini-length hem
    • All-over rhinestone
    • Silky satin, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4948

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can I Have Your Attention Cutout Midi Dress

    Stand out and have all eyes on you in this attention-grabbing midi dress! The alluring style features a sleeveless square neckline, spaghetti straps, a trendy waist cutout, an asymmetric midi-length hem with ruching and an adjustable drawstring, a high side slit, and a curve-hugging silhouette. The stretchy knit fabric showcases an eye-catching sheen. Style with clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Waist cutout
    • Asymmetric midi-length hem, ruching, adjustable drawstring
    • High side slit
    • Curve-hugging fit
    • Stretchy knit fabric, lining at the bust
    • Runs true to size

    Style Number/Barcode: 05101-2092

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Distressed Cropped Graphic Tee

    Style up this vintage-inspired graphic tee for an edgy-chic rocker vibe! It features a crew neckline with a notched V-cut design, short sleeves, a triangle and wings graphic with the scripts, "Vintage," "Old-Fashioned," and "Original Trademark," a sultry slashed front design, and a fitted cropped hem. The cotton-blend fabric offers a moderate stretch. Pair this tee with faux leather shorts for concerts or bar nights!

    Fit & Features

    • Crew neckline, notched V-cut design
    • Short sleeves
    • Triangle and wings graphic
    • Scripts that read, "Vintage," "Old-Fashioned," and "Orginal Trademark"
    • Slashed front design, fitted cropped hem
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1471

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirtatious Mood Ruffled Knit Romper

    Style up this flirty ruffled knit romper for your summer weekend plans! It features an off-the-shoulder neckline with a dainty ruffled trim, short puff sleeves, ruching at the bust, a stretchy smocked waist, and an adorable tiered ruffled design with a short skirt layered over flowy shorts. Complete the look with beaded earrings.

    Fit & Features

    • Off-the-shoulder neckline, ruffled hem
    • Short puff sleeves, cinched hems
    • Ruched bust
    • Stretchy smocked waist
    • Tiered ruffled design, short skirt overlay, flowy shorts
    • Crepe fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06503-1059

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh Moment Cross Waist Skinny Pants

    Show up poised and posh in these skinny pants for a chic moment in the office or a business lunch! They feature a flattering high-rise cross V-waist, a skinny-leg design, tapered hem, and are crafted from woven fabric with a slight stretch. Complete the look in a blouse and pumps.

    Fit & Features

    • High-rise cross V-waist
    • Back zipper closure
    • Skinny-leg design
    • Tapered hem
    • Woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1306

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shorebird Crochet Woven Kimono

    Chill along the shore looking so trendy in this crochet woven kimono featuring flowy, long sleeves with cuffs and a sheer longline design. Complete the look in a crop top and denim shorts.

    Fit & Features

    • Flowy long sleeves with cuffs
    • Open-front
    • Sheer longline design
    • Crochet woven fabric

    Style Number/Barcode: 06202-0363

    Category Name: $20 & Under Sale

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Futuristic Babe Metallic Strappy Block Heels

    The future is looking so sleek in these metallic block heels! They feature an almond toe, a trio of thin straps, and a closed ankle with a back zipper closure. Style with an embellished box clutch to complete the look!

    Fit & Features

    • Almond toe
    • A trio of thin straps
    • Closed ankle, back zipper closure
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4139

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Eyes Ponte Faux Wrap Skort

    Catch all the flirty eyes when you're seen in this ponte skort perfect for lunch with friends or date nights! Featuring a high-rise waist, faux wrap overlay with a side tie, and a short hem. Complete the look in a sleek corset top.

    Fit & Features

    • High-rise waist
    • Faux wrap overlay, side tie
    • Back zipper closure
    • Short hem
    • Back zipper closure
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1037

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Me And The Rhythm Satin Chain Skort

    Dance to the rhythm of the beat in this satin mini skort featuring a high-rise waist, faux wrap front with chain detail, a form-hugging fit, and a short-length hem. Complete the look with the matching top.

    Shop Matching Top: Me And The Rhythm Satin Bandeau Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Faux wrap front, chain detail
    • Form-hugging fit
    • Short-length hem
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0269

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Me And The Rhythm Satin Bandeau Top

    Dance to the rhythm of the beat in this satin mini skort featuring a high-rise waist, faux wrap front with chain detail, a form-hugging fit, and a short-length hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Me And The Rhythm Satin Chain Skort

    Fit & Features

    • Sleeveless chain strap halter neckline
    • Ultra cropped hem
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2127

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Moment Platform Rhinestone Stiletto Heels

    It's your moment to shine! Bring the glitz in these rhinestone stiletto heels featuring an almond toe, platform sole, a closed ankle, and an adjustable buckle ankle strap. Complete the look with a cute satin purse.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Rhinestone exterior
    • Platform sole
    • Adjustable buckle ankle strap
    • Closed ankle 
    • Runs true to size

    Style Number/Barcode: 07401-3583

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Glitzy Glitter One-Shoulder Mini Dress

    Create a night-out look that is so glitzy and glamorous with this glitter mini dress! It features an asymmetric one-shoulder neckline, a single long balloon sleeve, a front ruched seam, a mini-length hem, and a bodycon silhouette that will hug your curves. The glitter knit fabric includes a knit lining and offers moderate stretch. Style with rhinestone earrings and platform heels.

    Fit & Features

    • Asymmetric one-shoulder neckline
    • Single long balloon sleeve, tapered hem
    • Front ruched seam
    • Mini-length hem
    • Bodycon silhouette
    • Glitter knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4934

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Way With Lace V-Neck Mini Dress

    Let this lace mini dress speak your favorite language, romance! The short dress features a sleeveless V-neckline, spaghetti straps, a bodycon silhouette, and a sheer lace overlay with a sewn-knit lining. Complete the look in rhinestone mules for a wedding shower or birthday brunch!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Sheer lace overlay, sewn-in knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5088

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Style High-Rise Cargo Pants

    Amp up your casual weekend style with these on-trend cargo pants. They feature a high-rise waist with belt loops, front and back pockets, large cargo-style side pockets, a relaxed fit throughout the leg, and cool ankle tab accents for a cinched look. Complete the outfit with a crop top and mules.

    Fit & Features

    • High-rise waist, front hidden zipper and hook-eye closure
    • Dual front and back pockets, belt loop accents
    • Dual large cargo-style side pockets
    • Relaxed fit silhouette
    • Ankle tab accents, button details
    • Non-stretch nylon woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0764

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hit The Rodeo Lace-Up Graphic Tank Top

    Slip into this graphic tank top to hit up the rodeo! It features a sleeveless crew neck, front graphic detail with a script that reads, " Western Rodeo/Wild 1985 West", side lace-up packets with bungee straps, and a raw-cut cropped hem on stretchy cotton fabric. Complete the look in high-rise skinny jeans and cowboy boots for a country bar night!

    Fit & Features

    • Sleeveless crew neck
    • Front graphic detail, script reads, " Western Rodeo/Wild 1985 West"
    • Side lace-up packets, bungee straps
    • Raw-cut cropped hem
    • Stretchy cotton fabric
    • Runs true to size

    Style Number/Barcode: 06002-1594

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale