$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.

  • Pretty Pinned Four Pack Earrings

    Your ear stack just got an upgrade. This four-pack cuff set features sleek metallic bands and faux pearl details that bring the perfect balance of polish and edge.

    Fit & Features

    • Four pack set
    • Three cuff earring styles
    • One post-back faux pearl earring

     

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

    Style Number/Barcode: 07001-000230

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kassandra Lace-Up Formal Dress

    Special Occasion

    Bold. Sultry. Unapologetic. The Kassandra lace-up formal dress brings a high-shine finish and a daring slit that does all the talking—made for moments that call for a little danger and a lot of confidence.

    Fit & Features

    • Foiled velvet-lined fabric with snake print texture
    • Strapless neckline, padded bra cups
    • Lace-up front design
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Front slit accent
    • Maxi-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail soirees, bachelorettes, date nights, birthdays, Vegas, glamorous parties, fashion-forward events

    Style Number/Barcode: 05002-000841

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Out the Door Low-Rise Studded Denim Skort

    Tiny skirt, big plans. This low-rise mini skort brings a little edge with studded details and an easy fit that’s ready for last-minute plans, no outfit overthinking required.

    Fit & Features

    • Denim fabrication
    • Low-rise waist
    • Nailhead studs
    • Front button and zipper closure
    • Built-in hidden shorts
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06603-000132

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GRAY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Luxe Moments Removable Faux Fur Mini Dress

    Giving retro glam with a cozy twist, this ribbed mini dress brings major soft-lux vibes. The faux fur collar and cuffs add effortless drama, making it the perfect piece for chilly nights when you still want to look very put together.

    Fit & Features

    • Rib knit fabric
    • Deep V neckline with a removable faux fur collar
    • Long sleeves with removable faux fur cuffs
    • Front button-down design for adjustable coverage
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000378

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessica Faux Leather Strapless Lace-Up Formal Dress

    Special Occasion

    Bold, sculpted, and made for nights that call for a little drama, the Jessica formal dress commands attention in sleek faux leather with a form-hugging long silhouette. The strapless tube neckline, lace-up bodice, and high side slit create a striking balance of edge and elegance—perfect for stepping into any event with confidence.

    Fit & Features

    • Faux leather fabric lined with stretch knit
    • Strapless tube neckline
    • Lace-up bodice detail, flexible boning
    • Back zipper and hook-eye closure
    • High side slit
    • Form-hugging long silhouette
    • Runs true to size

     

    Where to Wear:

    Fashion-forward events, upscale cocktail parties, holiday or New Year's Eve, red-carpet events, birthday celebrations, bachelorettes, VIP nightclub, creative industry parties

    Style Number/Barcode: 05002-000840

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Meghan Faux Leather Corset A-Line Formal Dress

    Special Occasion

    The Meghan dress delivers modern polish with a confident edge, designed to feel striking yet effortlessly refined. Smooth faux leather meets a sculpted corset bodice and sweetheart neckline, flowing into an a-line midi silhouette that moves beautifully and feels undeniably elevated.

    Fit & Features 

    • Faux leather structured fabric, stretch knit lining
    • Sweetheart neckline with adjustable spaghetti straps
    • Corset-structured bodice, flexible boning for shaping
    • Back zipper and hook-eye closure
    • Convenient hidden side pockets
    • Pleated A-line midi-length silhouette
    • Runs true to size

     

    Where to Wear:

    Social events, cocktail parties, art openings, fashion-forward events, birthday dinners, date nights, bridal showers, cultural events, corporate events

    Style Number/Barcode: 05001-000613

    Category Name: $20 & Under Sale

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

    Product Badge:
    • Sale
  • Tiny Treasure Hair Claw Clip Trio

    Tiny but mighty—this mini claw clip trio brings a polished gold shine to your everyday hairstyles. Perfect for half-ups, quick twists, or clipping back those “doing too much” flyaways with cute, effortless ease.

    Fit & Features

    • Three-piece mini hair claw clip set
    • Polished gold tone finish
    • Durable claw grip
    • Lightweight mini design

    Style Number/Barcode: 07006-000108

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Hour Strapless Sparkle Mini Dress

    Step into the spotlight with this strapless sequin mini designed to shine at every celebration. Its sleek tube silhouette creates an effortless, curve-hugging shape, while full sequin coverage brings a brilliant glow from every angle. Perfect for nights out, holiday parties, or any moment that calls for a standout look.

    Fit & Features

    • Sequin-embellished mesh fabric, stretch knit lining
    • Strapless tube neckline
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000632

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sugar Darling Heart Cherry Earrings

    For the girl who loves a flirty finishing touch, these cherry heart earrings bring instant charm with zero effort. They’re playful, pretty, and ready to sweeten up everything from a simple tee to your cutest night-out fit.

    Fit & Features

    • Drop earring design
    • Heart-shaped cherry charms
    • Bow and stem detailing
    • Fish hook closure 

     

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

    Style Number/Barcode: 07001-000238

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Plans Only Mesh Scoop Neck Mini Dress

    This is the dress you pull when the plan feels spontaneous, but the look still needs intention. The soft drape and subtle sparkle, catch light in a way that feels effortless and confident.

    Fit & Features

    • Sheer mesh-lined fabric with rhinestone embellishments
    • Scoop neckline
    • Adjustable spaghetti straps
    • Bodycon mini silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000638

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Details Colored Stone Necklace

    That subtle sparkle that pulls everything together. This colored stone necklace adds a delicate statement that looks intentional with low necklines, layers, or an open collar moment.

    Fit & Features

    • Polished finish
    • Y-drop necklace silhouette
    • Colored stone accents are placed throughout
    • Lobster clasp closure

    Style Number/Barcode: 07002-000290

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing To Hide Mesh Sweetheart Mini Dress

    This dress is all about that fearless contrast—sleek ruching, sheer mesh, and a sweetheart neckline that knows its power. The look is sharp, sculpted, and made for nights when you feel a little untouchable.

    Fit & Features

    • Solid knit and mesh fabrication
    • Mesh long sleeves with a sweetheart bodice
    • Sheer midsection that creates a contoured effect
    • Ruched mini skirt with a cascading side sash
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 05103-000649

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Energy Animal Print Crop Top

    Channel your inner wild with a top that does all the flirting for you. This snakeskin tube top delivers instant edginess with its sculpted silhouette and fitted crop hem that effortlessly flaunts your figure! Shop the matching skirt to complete the look.

    Shop The Matching Skirt: Untamed Energy Animal Print Mini Skirt

    Fit & Features

    • Faux leather animal-print fabric
    • Structured strapless bodice with visible seaming for a corset-inspired look
    • Flexible boning
    • Cropped hem with angled shaping at the waist
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06003-000247

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Latte Love Plush Keychain

    Your daily dose of cute. This plush latte keychain brings cozy coffee vibes everywhere you go, complete with fuzzy details, a smiley face, and a gold-tone clip. Perfect for your keys, tote, or backpack—it’s basically happiness to-go.

    Fit & Features

    • Soft plush latte cup design with embroidered face, and arms
    • Ribbed “sleeve” detail for cozy texture
    • Attached keyring and lobster clasp

    Style Number/Barcode: 07308-000087

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Essential Belt Pack

    Polish every fit with this essential belt set featuring three faux leather designs with sleek gold buckles — the perfect match for bodycon dresses, jeans, or that oversized blazer moment.

    Fit & Features

    • Three-pack belt pack
    • Adjustable buckle closures
    • Pebbled faux leather material

    Style Number/Barcode: 07301-000381

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Barbara Long Sleeve Cutout Formal Dress

    Special Occasion

    Designed to feel sleek, sculpted, and undeniably striking, the Barbara gown makes its impact through clean lines and confident cutouts. The long sleeve silhouette balances a deep neckline and modern hardware detail, flowing into a mermaid shape that’s polished, powerful, and made for dramatic entrances.

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • V-neckline with center hardware detail, padded bra cups
    • Long fitted sleeves
    • Front cutout bodice
    • Floor-length mermaid skirt
    • Runs true to size.

     

    Where to Wear:

    Weddings, galas, holiday soirees, winter formals, red-carpet occasions, award ceremonies, fashion-forward events, glamorous birthdays, special date nights, evening city soirees, engagement parties, rehearsal dinners

    Style Number/Barcode: 05002-000940

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Disco Flicker Foil Mini Skirt

    A little metallic, a little flirty—this foil mini skirt brings instant nightlife energy. The O-ring detail gathers the waist just right, while the ruffled slit adds movement that keeps every step feeling dramatic and fun.

    Fit & Features

    • Foil stretch fabric
    • Ring detail at the waist
    • Ruffled slit accent
    • Bodycon mini silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000103

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

    Product Badge:
    • Sale
  • Styled To Stun Mesh Midi Dress

    A dress with quiet-but-deadly allure, this mesh sleeve midi dress blends sleek structure with sheer drama. Its ruched body and sculpted square neckline make it the perfect pick for nights when you want subtle sophistication with a little edge.

    Fit & Features

    • Stretch mesh fabric, knit lining
    • Square neckline with sheer mesh long sleeves
    • Back keyhole with zipper closure
    • Bodycon silhouette
    • Ruched midi skirt with back slit for movement
    • Runs true to size

    Style Number/Barcode: 05101-000781

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beatriz Plunge Halter Rhinestone Mini Dress

    Special Occasion

    Designed for nights that call for confidence and a little drama, this plunge halter bodycon mini dress catches the light with rhinestone detailing that feels equal parts bold and refined. The sculpting silhouette and open halter neckline create a look that’s unforgettable from every angle.

    Fit & Features

    • Rhinestone embellished fabric with a smooth stretch feel
    • Plunge wired halter neckline with open back detail
    • Bodycon contouring silhouette with flexible boning
    • Back zipper and hook-eye closure
    • Mini length hem
    • Runs true to size

     

    Where to Wear:

    Birthdays, bachelorettes, date nights, milestone celebrations, rooftop hotel bars, upscale cocktail parties, fashion events, destination resorts, New Year's Eve

    Style Number/Barcode: 05001-000624

    Category Name: $20 & Under Sale

    Price: $19.97 $82.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Midnight Muse Velvet Halter Dress

    Crafted from a plush, luxe velvet, this dress molds to your body with a soft, sculpted fit while the sweetheart bust adds that flirty, romantic finish. The halter straps frame your shoulders, the ruched detailing cinches every angle, and the mini length keeps it bold for holiday parties and date night!

    Fit & Features

    • Luxe velvet fabric, sewn-in knit lining
    • Sweetheart halter neckline, padded bra cups, tie straps
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000659

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Klyah Rhinestone Pearl Mini Dress

    Special Occasion

    Designed for moments that call for polish with a hint of drama, this bodycon mini dress moves with a sleek, confident presence. Faux pearl rhinestones shimmer across the surface while a corset bodice and sweetheart neckline frame the silhouette with refined allure.

    Fit & Features

    • Mesh-lined fabric with faux pearl rhinestones all over
    • Sweetheart neckline with built-in padded underwire bust
    • Adjustable spaghetti straps
    • Corset bodice with flexible boning for sculpted support
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

     

    Where to Wear:

    Holiday parties, bachelorettes, birthday dinners, date nights, rooftop hotel bars, city soirees

    Style Number/Barcode: 05001-000626

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Glow Rhinestone Chain Necklace

    This rhinestone flower collar brings full sparkle with a soft, feminine twist. The floral clusters catch the light beautifully, giving any neckline that instant “oh, she’s dressed” polish.

    Fit & Features

    • Rhinestone flower accents along the collar
    • Delicate chain design with high-shine finish
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-000321

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lana Faux Leather Slit Formal Dress

    Special Occasion

    The Lana is designed for nights that call for sleek confidence, sculpting the body in smooth faux leather with a refined, high-impact finish. A strapless neckline, bodycon maxi hem, and bold side front zipper with high slit strike the perfect balance between polished and daring.

    Fit & Features

    • Faux leather fabric, short knit stretch lining
    • Strapless neck with clean, sculpted lines
    • Bodycon silhouette with maxi length hem
    • Side front zipper closure paired with a high slit
    • Runs true to size

     

    Where to Wear:

    Weddings, upscale dinners, cocktail soirees, fashion-forward events, milestone celebrations, date nights, destination celebrations, anniversaries, chic parties

    Style Number/Barcode: 05002-001003

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Blake Sequin Payette One Shoulder Formal Dress

    Special Occasion

    Designed for the kind of entrance that feels polished yet impossible to forget, the Blake sequin payette dress moves with a soft shimmer and confident ease. A one-shoulder neckline with dual spaghetti straps meets a cutout bodice with a hardware hoop insert and a high side slit, creating a form-hugging long silhouette made for every elevated RSVP.

    Fit & Features

    • Allover sequin payette embellishments with smooth-lined interior
    • One-shoulder neckline with dual adjustable spaghetti straps
    • Cutout bodice with a hardware hoop insert at the waist
    • Dual side zippers and hook-eye closures
    • High side slit for movement and leg-lengthening effect
    • Form-hugging long silhouette
    • Runs true to size

     

    Where to Wear:

    Destination weddings, bridal celebrations, galas, upscale cocktail receptions, special date nights, anniversaries, honeymoons, resort vacations, dinner parties, birthdays

    Style Number/Barcode: 05002-001025

    Category Name: $20 & Under Sale

    Price: $39.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale