$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.

  • Rhinestone Butterfly Belt Twin Pack

    Bring on the charm with a cute belt to pair with your favorite bottoms! This cute pack features two sleek belts that are composed of a faux leather. One belt features a gold metal butterfly and the other belt features a rhinestone butterfly buckle. Complete look with high waist jeans

    Fit & Features

    • Pack includes two belts 
    • Faux leather
    • Metal butterfly buckle 
    • Rhinestone butterfly buckle 

    Style Number/Barcode: 07301-0443

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beach Side Hipster Bikini Bottoms

    Sitting beachside and looking so fine in these hipster bikini bottoms featuring a high-rise waist on lined knit fabric. Complete the look in the matching bikini top.

    Shop The Matching Top: Beach Side Longline Bikini Top

    Fit & Features

    • High-rise waist
    • Hipster style bottom
    • Lined knit fabric
    • Fits true to size

    RETURNS ARE ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0820

    Category Name: $20 & Under Sale

    Price: $8.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beach Side Longline Bikini Top

    Sitting beachside and looking so fine in this longline bikini top! It features a square neck, detachable spaghetti straps, removable padding, and a bandeau-style silhouette. Complete the look in the matching bikini bottoms.

    Shop The Matching Bottoms: Beach Side Hipster Bikini Bottoms

    Fit & Features

    • Squareneck
    • Detachable spaghetti straps
    • Removable padding
    • Longline hem
    • Bandeau-style silhouette
    • Lined knit fabric
    • Fits true to size

     

    RETURNS ARE ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0673

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Calabasas Lattice Bikini Bottoms

    Spend time under the sun in this lattice bikini bottom featuring a high-rise waist, hip cutout detail, and a cheeky cut bottom. Complete the look in the matching bikini top. 

    Shop The Matching Bikini Top: Calabasas Caged Bikini Top

    Fit & Features

    • High-rise waist
    • Lattice hip cutout detail
    • Cheeky cut bottom
    • Lined knit fabric
    • Fits true to size

     

    RETURNS ARE ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0821

    Category Name: $20 & Under Sale

    Price: $8.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Calabasas Caged Bikini Top

    Spend time under the sun in this caged bikini top featuring a plunge v-neck with strap detail, removable padding, and a caged-back design. Complete the look in the matching bikini bottoms.

    Shop The Matching Bikini Bottoms: Calabasas Lattice Bikini Bottoms

    Fit & Features

    • Plunge v-neck, strap detail
    • Removable padding
    • Caged-back design
    • Lined knit fabric
    • Fits true to size

     

    RETURNS ARE ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0674

    Category Name: $20 & Under Sale

    Price: $4.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie Alert String Bikini Bottom

    Cutie alert! All eyes on you at the pool in these bikini bottoms featuring a high-rise waist, string sides, cheeky bottoms on lined knit fabric. Complete the look in the matching swim top.

    Shop The Matching Top: Cutie Alert Cap Sleeve Swim Top

    Fit & Features

    • High-rise waist
    • String sides
    • Cheeky bottoms
    • Lined knit fabric
    • Fits true to size

    RETURNS ARE ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0819

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie Alert Cap Sleeve Swim Top

    Cutie alert! All eyes on you at the pool in this cap sleeve swim top featuring a scoop neck, removable padding, adjustable side ties, and a cropped hem on lined knit fabric. Complete the look in the matching swim bottoms.

    Shop The Matching Bottoms: Cutie Alert String Bikini Bottom

    Fit & Features

    • Cap sleeves
    • Scoop neck
    • Removable padding
    • Adjustable side ties
    • Cropped hem
    • Lined knit fabric
    • Fits true to size

     

    RETURNS ARE ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0672

    Category Name: $20 & Under Sale

    Price: $8.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lacy and Chic Lingerie Set

    Showcase your sultry side in this lacy and chic lingerie set! It features a sheer lace top with adjustable spaghetti straps that lead to a cross-back design and an all-over floral lace pattern with a dainty eyelash lace trim. The set also features matching sheer lace shorts with a relaxed fit. Style this set with a lightweight flowy duster.

    Fit & Features

    • Sheer lace top, adjustable spaghetti straps, cross-back design, short sheer lining
    • Sheer lace shorts, relaxed fit
    • Floral lace pattern, eyelash lace trim
    • 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: 07107-0745

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Radar Lace-Up Flat Sandals

    Your glam radar is coming in hot! Create a sparkly look with these lace-up sandals featuring a round toe, rhinestone embellished straps, adjustable buckle closure, and a flat sole. Complete the look in a sleek satin dress.

    Fit & Features

    • Round toe
    • Rhinestone embellished straps
    • Lace-up design
    • Adjustable buckle closure
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0975

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catch Feels Dual Buckle Sandals

    Catch feels for these comfy and stylish sandals! They feature an open almond toe with strap, dual buckle strap design, and a slide-on styling. Complete the look in trendy denim shorts.

    Fit & Features

    • Open almond toe with toe strap
    • Dual buckle strap design
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-1034

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Forward Espadrille Flat Sandals

    Season's change and so should your shoe game! Slide into these espadrille sandals featuring a slightly square toe, single band, and a flat sole. Complete the look in a cute sundress for the farmer's market.

    Fit & Features

    • Slight square toe
    • Single-band
    • Flat sole
    • Espadrille trimming 
    • Slide-on/off design
    • Runs true to size

    Style Number/Barcode: 07404-1059

    Category Name: $20 & Under Sale

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perry Formal Off-The-Shoulder Dress

    Special Occasion

    Perry creates a head-turning entrance in her dazzling sequins and elegant demeanor. Arrive at prom looking like perfection in her off-the-shoulder neckline with a mesh insert and delicate shoulder straps that lead to her form-fitting, mermaid silhouette that gently kisses the floor. She features a convenient built-in padded bust and back zipper closure. The formal dress is composed of a mesh-lined fabric with all-over sequin embroidery and minimal stretch. Finish your prom look with statement earrings.

    Fit & Features

    • Sleeveless, off-the-shoulder neckline, shoulder straps
    • Built-in padded bust, strapless bra friendly
    • Mesh front insert, back zipper closure
    • Form-fitting, mermaid silhouette, floor-length hem
    • Sequin-embroidered design
    • Mesh-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2206

    Category Name: $20 & Under Sale

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Karrigan Formal One Shoulder Crepe Dress

    Special Occasion 

    Enchant in a formal dress that radiates sophistication with each step. Karrigan features a ruffled one-shoulder neckline, a slim fit bodice, and a curve-hugging A-line silhouette that is accented with a high side slit. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a rhinestone clutch. 

    Fit & Features

    • Ruffled one-shoulder neckline
    • Adhesive bra recommended 
    • High side slit
    • High waist 
    • A-line silhouette
    • Lined crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05002-2264

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Flared Denim Jeggings

    Keep it stylish in denim jeggings that are perf for every day! The jeggings feature an elasticized high rise waist, front pintuck seams, flared hem, and back pockets. The jeggings are composed of a denim fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and mules. 

    Fit & Features

    • Elasticized high rise waist 
    • Pintuck front seams
    • Flared hem
    • Back pockets 
    • Denim fabric 
    • Form hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 06602-0371

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beach Cottage Striped Linen Top

    This striped linen top is perfect for a beach vacay! It features cuffed dolman short sleeves, a collared neckline, a button-down front with a pocket, and a flirty tie-knot cropped hem. Complete the look in denim shorts.

    Fit & Features

    • Cuffed dolman short sleeves
    • Collared neckline
    • Button-down front
    • Front pocket
    • Tie-knot cropped hem
    • Striped pattern
    • Linen woven fabric, no stretch, fits true to size

    Style Number/Barcode: 06003-1796

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy-Chic Style Halter Midi Dress

    Showcase your trendy-chic status in this of-the-moment midi dress! It features a sleeveless halter neckline, spaghetti straps that lead to a cross-back lace-up strappy design, a sleek front O-ring accent, a midi-length, curve-hugging silhouette, and an all-over geometric striped pattern. Style this dress with heeled mules.

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps
    • Open back, strappy cross-back lace-up design, tie closure
    • Front O-ring detail
    • Midi-length, form-fitting silhouette
    • Geometric striped pattern
    • Knit fabric, partial front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4411

    Category Name: $20 & Under Sale

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay The Day Double Breasted Blazer

    Hey girl, you slay the day! Embrace boss vibes in this woven oversized blazer featuring long sleeves, shoulder pads for a structured fit, a collared neckline, double-breast button closures, and faux flap pockets. Complete the look in a plaid skirt and boots.

    Fit & Features

    • Long sleeves, shoulder pads
    • Collared neckline
    • Double-breast button closures
    • Faux flap pockets
    • Oversized silhouette
    • Woven lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1260

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Bliss Poplin Corset Top

    Reach a state of floral bliss! This poplin corset top features puff short sleeves, a sweetheart neck bodice with a built-in padded bust, front hook-eye closures, and a cropped hem. Complete the look in jeans and mules for a brunch.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, built-in padded bust
    • Front hook-eye closures
    • Cropped hem
    • Floral pattern
    • Poplin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1589

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Speed Racer Graphic Lace-Up Tee

    Get in it to win it wearing this graphic tee featuring short sleeves, a square neck, and a front lace-up placket with exposed seam detail and a cropped hem. Complete the look in skinny jeans for a cute look.

    Fit & Features

    • Short sleeves
    • Square neck
    • Lace-up placket
    • Graphic detail
    • Exposed seams, cropped hem
    • Cotton blend fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06002-1163

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Boss Babe Energy Twill Blazer

    Showcase major boss babe energy in this chic twill blazer! It features a lapel collar, three-quarter length cuffed sleeves, faux front pockets, and a structured fit. Style this blazer with sleek hoop earrings.

    Fit & Features

    • Lapel collar neckline
    • 3/4 length cuffed sleeves, button closures
    • Faux front pockets
    • Open-front design
    • Structured fit
    • Woven twill fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1427

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Palm Beach Linen Crochet Kimono

    Imagine yourself in this linen kimono walking the beach under the palm trees! It features 3/4 length sleeves, an open front design with tie waist, side slits, and crochet trim. Complete the look in a cute floppy straw hat.

    Fit & Features

    • 3/4 length sleeves
    • Open-front design
    • Tie waist, side slits, crochet trim 
    • Mid-calf length hem
    • Linen fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1415

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drawn In Ribbed Knit Top

    Get drawn in with a cute top that showcases your stunning style! The top features a scoop neckline, a hook and eye front closure, contrasting hued seams, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans and mules

    Fit & Features

    • Scoop neckline
    • Hook and eye front closure
    • Contrasting hued seams
    • Long sleeves
    • Cropped hem 
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 06001-4006

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Current Mood Denim Belted Mini Skirt

    With this denim mini skirt, you'll always be in the mood to create fab looks! It features a high-rise waist, button, and hidden zipper closure, an adjustable belt with belt loops, front and back pockets on stretchy denim fabric. Complete the look in a bodysuit and knee-high boots.

    Fit & Features

    • High-rise waist
    • Button and hidden zipper closure
    • Adjustable belt and belt loops
    • Front and back pockets
    • Mini-length hem
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0066

    Category Name: $20 & Under Sale

    Price: $8.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid On Babe Pleated Skort

    Keep it chic in a plaid skort for a fab day out! The skort features a plaid print, a high-rise elastic waist, a pleated skirt overlay, and a pair of wide-leg shorts. The skort is composed of a woven fabric that offers a relaxed fit with a minimal stretch. Complete look with a bustier and sandals. 

    Fit & Features

    • Plaid print
    • Elastic high rise waist
    • Pleated skirt overlay
    • Wide leg shorts
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06303-0201

    Category Name: $20 & Under Sale

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Clearance