$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.

  • City Cutie Denim Lace Up Skort

    This denim skort gives you the best of both worlds — a flirty mini vibe in the front with the comfort and confidence of shorts in the back. The lace-up placket adds that little edge that makes even a simple outfit feel styled.

    Fit & Features

    • Denim fabric, slight stretch
    • Mid-rise waist, back zipper and hook-eye closure
    • Lace-up placket at front
    • Skort front with shorts backing
    • Structured yet comfy fit
    • Runs true to size

    Style Number/Barcode: 06603-000129

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Evening Spark Glitter Mesh Clutch

    This glitter mesh mini bag brings instant polish — lightweight, glitzy, and finished with sleek metal handles that make it feel luxe without trying. It’s the one you grab when your outfit needs that extra hit of sparkle.

    Fit & Features

    • Glitter mesh exterior
    • Rounded structured silhouette
    • Metallic top handles
    • Detachable chain strap
    • Spacious satin-lined interior
    • Snap-top closure

    Style Number/Barcode: 07204-000034

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ilse Sequin Mesh Lace-Up Mermaid Dress

    Special Occasion

    Enchant with a gorgeous aura in the Ilse formal dress crafted with iridescent sequin embroidery for glamorous sheen. The open lace-up back leads to a floor-length mermaid silhouette with a stunning train for a fairytale vibe.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Iridescent sequin embroidery, scroll pattern
    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps
    • Open back, lace-up strappy design, hidden lower back zipper with hook-eye closure
    • Floor-length mermaid silhouette, long train
    • Runs true to size

     

    Where to Wear:

    Prom, balls, galas, and formal birthday celebrations.

    Style Number/Barcode: 05002-9047

    Category Name: $20 & Under Sale

    Price: $49.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked in Sparkle Rhinestone Memory Wire Bracelet

    Your wrist just found its new obsession. This rhinestone memory wire bracelet is flexible, fab, and made to shine—your new go-to for last-minute glam.

    Fit & Features

    • Flexible memory wire design
    • Round rhinestone embellishments
    • Mini rhinestone outline

    Style Number/Barcode: 07003-000021

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Full Speed Convertible Racing Jacket

    Rev up your look. This racing jacket goes full throttle with bold patches, oversized vibes, and a hidden zipper that lets you crop it in seconds—because two looks are always better than one.

    Fit & Features

    • Woven fabric, sewn-in lining
    • Standing collar neckline, long sleeves with velcro strap cuffs
    • Front snap-button up closures
    • Hidden zipper converts to crop length
    • Bold patch and racing graphic details
    • Side open pockets
    • Runs true to size

    Style Number/Barcode: 06204-000031

    Category Name: $20 & Under Sale

    Price: $30.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style So Divine Chandelier Fringe Earrings

    Add a touch of divine glamour to your formal dress with these statement earrings. These stunning earrings feature a cascading fringe of sparkling cubic zirconia stones that catch the light with every move.

    Fit & Features

    • Cubic zirconia stones
    • Chandelier fringe design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-2366

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Andrea Cutout Slit Mermaid Sequin Formal Dress

    Special Occasion

    Receive endless attention for how you shine in the Andrea mermaid sequin formal dress with a cutout back that turns heads and a high slit for effortless movement all night!

    All eyes are on you in this radiant dress. If sparkle is your signature, discover stunning sequin prom dresses or opt for effortless sophistication with our eye-catching formal dresses.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin embroidered floral scroll pattern
    • Sleeveless square neckline, padded bust
    • Adjustable spaghetti straps
    • Cutout back design, hook-eye closures, lower back zipper with hook-eye closure
    • High front slit, floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear: 

    Prom, galas, and formal weddings.

    Style Number/Barcode: 05002-9214

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Alandra Sweetheart Mermaid Sequin Formal Dress

    Special Occasion

    Bring the sparkle to any event in the Alandra sequin formal dress, designed with a waist-snatching corset bodice and a striking mermaid silhouette that hugs your curves.

    Fit & Features

    • Sequin embellished pattern
    • Mesh fabric lined with stretchy knit lining
    • Sweetheart neckline, padded bra cups, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, red-carpet events, big birthday parties, glam functions

    Style Number/Barcode: 05002-9493

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist of Glam Rhinestone Coil Bracelet

    All shine, no effort. This rhinestone memory wire bracelet wraps around your wrist in one sleek, sparkling motion—no clasp, no fuss, just instant glam. The kind of piece that catches light and complements.

    Fit & Features

    • Rhinestone-embellished
    • Memory wire coil flexible design

    Style Number/Barcode: 07003-000179

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Hoop Cutout Top

    The kind of top that makes strangers ask, “Where’d you get that?” Soft, smooth knit and a sculpted fit serve serious going-out energy while keeping it comfy enough for late-night bites.

    Fit & Features

    • Smooth, soft knit stretch fabric
    • Halter cutout neckline with hoop insert
    • Ruched fitted silhouette
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000222

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Serving Moves Ruched Hanky Hem Mini Skort

    Giving flirty skirt vibes with secret short energy—obsessed. This ruched hanky hem mini skort brings the drama whether you’re brunching or beach bound.

    Fit & Features

    • Soft stretch knit fabric
    • High-rise waist with ruched detailing and adjustable ties
    • Flowy hanky hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000086

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isla Floral Mesh Off-The-Shoulder Mermaid Dress

    Special Occasion

    The Isla floral mesh mermaid dress was made for the kind of entrance that turns heads before you even say hello. Designed in soft floral-printed mesh with an off-the-shoulder neckline, a ruched mermaid silhouette, and a leg-baring slit, it moves with that effortlessly romantic energy every RSVP calls for.

    Fit & Features

    • Sheer floral printed mesh fabric with partial knit lining, high stretch
    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • Form-hugging bodice and waist, ruched detailing
    • Back zipper with hook-eye closure
    • High-cut front slit
    • Floor-length flowy mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Black-tie parties, dressed-up dinners, birthday celebrations, vacation dinners, and garden party soirees.

    Style Number/Barcode: 05002-001049

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LAVENDER

    Available Size: XS, S

    Product Badge:
    • Sale
  • Cece Satin Bow A-Line Mini Dress

    Special Occasion 

    Designed for entrances that linger, the Cece satin mini dress feels equal parts polished and playful with a sculpted silhouette that moves beautifully through the room. A sleeveless boat neckline and cutout back finished with a statement bow deliver an unforgettable finishing touch for wedding guests, galas, and elevated evenings.

    Fit & Features

    • Structured premium satin fabric, sewn-in satin lining
    • Sleeveless boat neckline
    • Cutout back with statement bow
    • Side zipper and hook-eye closure
    • Curve-hugging A-line silhouette
    • Sleek mini-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, bridal celebrations, engagement photoshoots, elegant baby showers, formal galas, black tie events, cocktail parties, elevated birthday dinners, dressy soirees, date nights

    Style Number/Barcode: 05001-000646

    Category Name: $20 & Under Sale

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY, LIGHT, BLUE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Tequila Therapy Embroidered Baseball Cap

    A cap with a sense of humor — this embroidered baseball hat brings that carefree, sun-on-your-shoulders kind of energy. Easy to throw on, easy to style, and even easier to relate to.

    Fit & Features

    • Classic baseball cap silhouette
    • Embroidered “life happens tequila helps” text
    • Curved brim design
    • Adjustable back strap

    Style Number/Barcode: 07302-000228

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Crush Floral Mesh Bodycon Mini Dress

    She’s delicate but deadly—the kind of dress that looks sweet but stuns. With its dreamy mesh and flattering ruching, this mini dress was made for date nights and double takes.

    Fit & Features

    • Floral print, mesh-lined fabric
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000541

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Disco Darling Sequin Mini Skort

    This sequin mini skort brings full “I’m definitely the fun one” energy with its shiny paillettes and barely-there silhouette. It’s the perfect piece when you want maximum sparkle with a little hidden comfort.

    Fit & Features

    • Oversized sequin paillette embellishments
    • High-rise fit with a smooth waistband
    • Form-hugging fit
    • Mini skort silhouette with built-in shorts
    • Runs true to size

    Style Number/Barcode: 06403-000077

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ROSE, GOLD

    Available Size: S

    Product Badge:
    • Sale
  • Lexie Floral Sequin Lace-Up Mermaid Dress

    Special Occasion

    Bring the fairytale energy to your formal affair in the Lexie mermaid dress crafted with a gorgeous sequin embroidered floral pattern. The chiffon tank straps lead to a lace-up back for a customized fit, while the floor-sweeping mermaid silhouette flaunts your stunning figure.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin embroidered floral pattern
    • Sleeveless square neckline, padded bust
    • Thin chiffon tank straps, open lace-up back design
    • Lower back zipper with hook-eye closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, galas, formal birthday parties, and red-carpet events.

    Style Number/Barcode: 05002-9406

    Category Name: $20 & Under Sale

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeously Sultry Halter Cutout Mini Dress

    The most gorgeous, sultry dress has arrived! This dress flaunts a stunning bodycon silhouette and a front cutout that accentuates your curves, making it perfect for creating an unforgettable impression.

    Fit & Features

    • Smooth knit-lined, stretchy fabric
    • Halter plunge neckline, spaghetti strap tie
    • Front metal insert, cutout accent
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000290

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Drama Ruched Midi Dress

    This dress is all about subtle drama done right. With sheer sleeves, a draped neckline, and ruching that moves with you, it gives that effortlessly pulled-together feel from every angle.

    Fit & Features

    • Sheer mesh fabric with high stretch
    • Cowl neckline with halter-style spaghetti straps
    • Long sheer sleeves
    • Ruched detailing throughout the body
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000782

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lesley Satin Mermaid Formal Dress

    Special Occasion

    The Lesley satin mermaid gown skims every curve with an effortlessly polished finish. Featuring delicate tie shoulder straps and soft ruching through the bodice, it’s the kind of look that turns a simple RSVP into a full style moment.

    Fit & Features

    • Stretch satin fabric, knit lining
    • Scoop neckline, padded bra cups
    • Tie adjustable shoulder straps
    • Back zipper hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, wedding guests, bridesmaids, black-tie galas, formal milestone celebrations, anniversaries, rehearsal dinners, engagement parties, and big birthday events.

    Style Number/Barcode: 05002-000684

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: In Stock

    Available Color: PINK, CHAMBRAY

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Glow For You Rhinestone Linear Twist Earrings

    Light up the room with these glowing earrings! They feature a dainty twist and linear strand with teardrop rhinestones for a chic look.

    Fit & Features

    • Twisted and linear strands
    • Teardrop rhinestone embellishments
    • Post-back closure, rubber stopper

     

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

    Style Number/Barcode: 07001-1989

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunlit Escape Cutout Mini Dress

    This strapless mini dress feels like a vacation—even if you’re just stepping out. The strapless neckline keeps it clean, while the beaded detailing and side cutout bring an unexpected flair.

    Fit & Features

    • Linen-like fabric
    • Strapless tube neckline
    • Side cutout with a beaded design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000444

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Confidence First Polka Dot Denim Hot Shorts

    A little daring, very trendy. These polka dot denim hot shorts sit low on the waist with a fitted shape that keeps it cool and intentional—perfect for nights out, styled up days, and anywhere confidence is the dress code.

    Fit & Features

    • Denim fabric
    • Polka dot print
    • Low-rise waist, belt loops
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06603-000141

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just Add Attitude Mid-Rise Denim Skort

    Whether you’re running errands or running the group chat, this denim skort keeps the look chill with just enough spice in a flattering mid-rise waist and form-hugging fit.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Form-hugging fit
    • Mini-length skirt overlay, shorts lining
    • Front dual button closure, button pockets
    • Runs true to size

    Style Number/Barcode: 06603-000080

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale