$20 & Under Sale

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.

  • Shimmer Steps Metallic Block Heels

    A little glam, a lot of shine—these metallic pleated block heels feature chic knot straps and a sleek square toe that make every step a statement.

    Fit & Features

    • 3.5" Block heel
    • Square toe
    • Knotted strap
    • Adjustable ankle strap with buckle closure
    • Metallic pleated material
    • Runs true to size

    Style Number/Barcode: 07401-000444

    Category Name: $20 & Under Sale

    Price: $11.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt Factor Floral Sequin Lace-Up Mini Dress

    All eyes on you—this strapless sequin mini dress serves sparkle and sass with a lace-up back made for the perfect exit. Party ready and unapologetically glam.

    Fit & Features

    • Floral sequin-embellished pattern
    • Mesh fabric, stretchy knit lining
    • Tube strapless neckline, padded bra cups
    • Lace-up open back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001271

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Hazel Satin Lace-Up Dress With Pockets

    Special Occasion

    Effortlessly sleek yet playfully flirty, the Hazel satin short dress stuns with a ruched bodice, corset-inspired cutout, and a lace-up back made for head-turning exits. A twirl-ready skirt adds movement, giving you the perfect mix of edge and elegance.

    Fit & Features

    • Premium satin fabric with lining
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout bust accent
    • Hidden side pockets
    • Skater short silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, black tie events, birthdays, milestone celebrations, engagement parties, rehearsal dinners, cocktail soirees, holidays

    Style Number/Barcode: 05001-000567

    Category Name: $20 & Under Sale

    Price: $59.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight On Me Lace-Up Mini Dress

    That “can’t stop looking” dress your nights out have been missing. The square neckline and lace-up detail serve as a flirty-meets-fierce touch, while the bodycon fit keeps every curve in the spotlight.

    Fit & Features

    • Sheen knit fabric, stretch knit lining
    • Square neck
    • Wide shoulder straps
    • Lace-up open back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000896

    Category Name: $20 & Under Sale

    Price: $35.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: L

    Product Badge:
    • Sale
  • Espresso Martini Beaded Mini Dress

    This beaded mesh mini dress brings a sculpted bodycon fit, flirty halter neckline, and shimmer details that catch every dim light, dance floor selfie, and “one more drink?” invite.

    Fit & Features

    • Beaded pattern, mesh fabric, lined
    • Cowl halter neckline, tie straps
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000818

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Streak Faux Suede Block Heels

    When your shoes need to bring just as much drama as your outfit—these block heel sandals deliver with a glam hardware accent and sleek ankle strap. Perfect for pairing with everything from minis to wide-leg pants.

    Fit & Features

    • 4" Block heel
    • Almond toe
    • Twist strap with hardware trim
    • Adjustable ankle strap with buckle closure
    • Cushioned insole
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000404

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mix It Up Hoop And Stud Earrings Set

    Why settle for one vibe when you can have them all? This earring set gives you everything—sleek gold hoops, textured studs, and bold resin styles—for endless mix-and-match looks.

    Fit & Features

    • Set of four earrings
    • Includes hoops, studs, and resin accents
    • Gold-tone and marbled finishes
    • Post-back closures

     

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

    Style Number/Barcode: 07001-000119

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterflies and Brunch Kitten Heels

    These heels said “rom-com crush” and meant it. The dainty straps and dreamy shape make them perfect for twirling through plans, petals, and pretty much anything pastel.

    Fit & Features

    • Stiletto kitten heel
    • Square toe
    • Strappy design with a buckle accent
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000494

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Into The Wild Halter Mesh Mini Dress

    A little wild, a little dangerous. This animal-print mesh halter mini features a plunging neckline with an O-ring cutout and a curve-hugging fit made for nights that don’t end early. Pair it with gold jewelry and sleek heels!

    Fit & Features

    • Animal print, mesh-lined stretchy fabric
    • Plunge halter neckline, hoop insert strap
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000612

    Category Name: $20 & Under Sale

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Going Somewhere Platform Suede Heels

    The heel you grab when the invite says dressy. This platform block heel gives you confident height with a steady feel, so you can walk in, dance it out, and still look polished.

    Fit & Features

    • 4.5" Block heel
    • Almond toe 
    • Adjustable ankle strap with buckle closure and charm
    • Platform sole
    • Cushioned insole
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000597

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Georgina Glitter Cutout Formal Dress

    Special Occasion

    The Georgina formal dress blends shimmering glitter knit fabric with a sleek, form-hugging long silhouette. A sleeveless halter sweetheart neckline with hardware stone and ball inserts, side cutout bodice, hoop detail, and high side slit create a look that feels equal parts polished and unforgettable.

    Fit & Features

    • Glitter knit fabric, smooth knit lining, high stretch
    • Halter neckline, padded bra cups, hardware stone and ball inset
    • Adjustable spaghetti straps
    • Side bodice cutout, hoop waist insert
    • High side slit
    • Form-hugging long-length silhouette
    • Runs true to size

     

    Where to Wear:

    Destination weddings, cocktail celebrations, birthday dinners, vacations, honeymoons, resort getaways, date nights, luxury cruises, yacht parties

    Style Number/Barcode: 05002-001423

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Kallie O-Ring Cutout Bandage Mini Dress

    Special Occasion

    Made for the nights when you want every step to feel like a head-turning moment, the Kallie bandage mini dress pairs a sculpted silhouette with an O-ring cutout cascade that redefines effortless allure. The halter neckline and curve-hugging fit create a look that’s equal parts sultry, sleek, and impossible to forget.

    Fit & Features

    • Sculpting bandage knit fabric with stretch
    • Strapless neckline with a tie-back halter straps
    • Statement O-ring trim cutout design
    • Back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Rooftop parties, birthday celebrations, bachelorette parties, and nights out.

    Style Number/Barcode: 05001-000616

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Shine Rhinestone Pendant Necklace And Ring Set

    All eyes stay right here—the kind of shine that does the talking for you. This rhinestone pendant necklace and ring set delivers a bold, polished finish that instantly elevates any look, from dressed-up dinners to last-minute plans.

    Fit & Features

    • Necklace and ring set
    • Curved collar necklace with large rhinestone pendant
    • Lobster clasp closure with extender
    • Statement ring with large rhinestone embellishment
    • Adjustable fit

    Style Number/Barcode: 07002-000398

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Touch Strapless Lace Trim Mini Dress

    Flirty and unapologetically bold—this strapless mini dress turns heads with sheer lace at the waist, ruching that hugs every curve, and a ruffled lace hem for that perfect finishing touch. Equal parts daring and dreamy.

    Fit & Features

    • Smooth knit stretchy fabric, knit lining
    • Strapless neckline
    • Sheer lace trim
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000427

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Angelica Lace Satin Mermaid Formal Dress

    Special Occasion

    A study in sleek romance, the Angelica gown pairs a satin V-neck neckline with a sheer lace bodice that feels both delicate and daring. The asymmetrical mermaid satin floor-length skirt adds sculpted movement, creating a look designed for polished, unforgettable evenings.

    Fit & Features

    • Soft woven satin-lined fabric with subtle sheen
    • V-neckline with pleated bust detail
    • Adjustable spaghetti straps
    • Side zipper and hook-eye closure
    • Ruched sheer lace bodice creates a contoured waist
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, formal holiday parties, black tie galas, winter formals, luxe date nights, birthday dinners, rehearsal dinners, engagement parties, anniversaries, fashion-forward events, red-carpet occasions

    Style Number/Barcode: 05002-000696

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: L

    Product Badge:
    • Sale
  • Classy And Cute Faux Pearl Block Heels

    Step into these classy and cute faux pearl block heels to dress up your look at shower celebrations, birthdays, or brunch!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Faux pearl embellished strap
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5282

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scarlett Glitter Corset Lace-Up Dress

    Special Occasion

    Turn every glance into a double take with the Scarlett glitter short dress, designed to shimmer under the lights. The corset-inspired bodice and lace-up back bring striking detail, while the flared skirt moves with playful elegance with convenient hidden pockets.

    Fit & Features

    • Glitter mesh fabric, lined
    • V-neckline
    • Spaghetti straps
    • Lace-up open back
    • Corset-inspired bodice, hidden side pockets
    • Skater silhouette
    • Short-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, birthdays, red-carpet events, milestone celebrations, cocktail parties, holidays

    Style Number/Barcode: 05001-000573

    Category Name: $20 & Under Sale

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Obsession Beaded Stone Chain Belt

    Your outfit’s new obsession. This beaded stone chain belt brings that effortless luxe vibe—shimmering gems, trendy links, and a glam touch that elevates every outfit.

    Fit & Features

    • Chain-link design
    • Stone beaded embellishments
    • Rhinestone embellishments
    • Adjustable fit, lobster clasp closure with extender

    Style Number/Barcode: 07301-000329

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easy Polish Diamond Cut Chain Belt

    One small detail, big outfit payoff. This chain belt adds a soft glow and clean finish that instantly pulls your look together without trying too hard.

    Fit & Features

    • Diamond-cut metal chain
    • Twist link design
    • Lobster clasp closure with extender

    Style Number/Barcode: 07301-000371

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sip in Sparkle Rhinestone Flask

    Because even your sips deserve shine—this rhinestone-covered flask brings the glam to concerts, bachelorette weekends, or a night out. A must-have accessory for the party-ready babe.

    Fit & Features

    • Rhinestone embellished
    • Screw-top lid
    • Compact and easy to carry

    Style Number/Barcode: 07308-000055

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Shine Strapless Mini Dress

    When sweet meets show-stopping. This strapless mini dress steals the spotlight with shimmering sequin bow details and a flirty lace-up back that cinches to perfection. It’s the perfect mix of playful charm and party confidence.

    Fit & Features

    • Shimmering bow pattern, sequin-embellished, stretch knit lining
    • Strapless neckline
    • Lace-up back, zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000806

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Effortless Halter Bodycon Mini Dress

    From brunch to dinner date plans, this halter bodycon mini dress will always collect compliments! 

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Halter sweetheart neckline, tie closure, padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000189

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Selena Glitter Slit Mermaid Formal Dress

    Special Occasion

    Designed for the spotlight, the Selena formal dress shimmers with understated allure. Crafted in glitter knit with a ruched bodice and sleek mermaid silhouette, this piece features a square neckline and thigh-high slit, balancing timeless elegance with sparkle.

    Fit & Features

    • Glitter knit-lined fabric, moderate stretch
    • Square neckline
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Formal weddings, evening galas, holiday celebrations, special occasion soirees, black-tie dinners, upscale milestone events

    Style Number/Barcode: 05002-000407

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Garden Dream Tube Mini Dress

    This dress is giving soft, feminine energy with a hint of sparkle. The delicate floral print paired with subtle beaded mesh creates that effortlessly pretty, dressed-up feel. Perfect for when you want to look polished and flirty.

    Fit & Features

    • Floral print, beaded embellishments
    • Strapless neckline
    • Skater mini silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000743

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale