$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.

  • Street Luxe Tie Waist Trench Coat

    A statement layer that means business. This faux leather trench brings sleek energy with a soft faux suede collar, belted waist, and tailored finish that instantly pulls any outfit together. 

    Fit & Features

    • Smooth faux leather fabric, sewn-in woven lining
    • Faux suede lapel collar neckline
    • Long sleeves
    • Tie-waist belt
    • Front pockets
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06204-000061

    Category Name: $20 & Under Sale

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lover’s Lane Lace Mini Dress

    Soft romance meets modern elegance. This long sleeve mini dress stuns with a floral-pattern lace overlay, flirty tiered ruffle skirt, and open tie-back detail that feels effortlessly chic from every angle. Perfect for bridal celebrations, brunch, or dressy parties.

    Fit & Features

    • Floral pattern lace overlay, stretchy knit lining
    • Boat neckline
    • Sheer fitted long sleeves
    • Open tie-back design
    • Form-hugging fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000311

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Flirty Snake Print Halter Top

    This snake print crop top shows off a halter neckline and zip-up front that make it the ultimate going-out piece—perfect for pairing with matching bottoms or styling solo for that wild-card edge.

    Fit & Features

    • Snake print, denim cotton fabric
    • Plunge halter neckline
    • Zip-up front closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000189

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

    Available Size: S, M

    Product Badge:
    • Sale
  • Sleek And Stunning Mid-Rise Hot Shorts

    These nylon hot shorts are the definition of bold. Sleek, stretchy, and form-hugging, they’re your go-to for complementing any outfit or costume! 

    Fit & Features

    • Smooth, sleek knit stretchy fabric
    • Mid-rise waistband
    • Form-hugging fit
    • Cheeky bottom
    • Runs true to size

    Style Number/Barcode: 06503-000146

    Category Name: $20 & Under Sale

    Price: $19.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharp Hour Faux Leather Watch

    Classic meets contemporary. This square watch pairs a faux leather band with a minimalist design for that effortlessly polished, always-on-time energy.

    Fit & Features

    • Square analog clock, adjustable side dial
    • Faux leather strap
    • Polished finish
    • Adjustable buckle closure

    Style Number/Barcode: 07007-000064

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Step Bow Detail Slingback Pumps

    These slingback pumps bring that sweet-meets-sophisticated vibe with a chic satin bow that does just enough. The pointed toe keeps it sleek, while the rhinestone wrap detail adds a subtle sparkle moment.

    Fit & Features

    • 3.5" Stiletto heel
    • Pointed closed-toe
    • Statement bow accent with rhinestone detail
    • Adjustable slingback strap with buckle closure
    • Luxe fit cushioned insole
    • Blush and black heels are patent faux leather material
    • Wine heels are satin material
    • Runs true to size

    Style Number/Barcode: 07401-000535

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 7.5, 8, 9

    Product Badge:
    • Sale
  • Carefree Chic Strappy Sandals

    Your new “grab-and-go but still cute” sandals — strappy, sleek, and finished with metallic touches that make even the simplest outfit feel styled. Lightweight, comfy, and ready for any sunny day plans.

    Fit & Features

    • Glossy faux patent finish
    • Open round toe with toe-hardware strap
    • Multi-strap design
    • Adjustable ankle strap with buckle closure
    • Flat sole
    • Lightly padded footbed
    • Runs true to size

    Style Number/Barcode: 07404-000040

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: 5.5

    Product Badge:
    • Sale
  • Tabitha Rhinestone Mini Dress with Shawl

    Special Occasion

    Built for the kind of entrance that makes the room go quiet, the Tabitha mini dress pairs rhinestone mesh-lined fabric with a sleek bodycon mini silhouette that glides with subtle sparkle. The square neck, delicate spaghetti straps, and attached long sleeve shawl come together in a look that feels effortlessly polished and undeniably memorable.

    Fit & Features

    • Rhinestone mesh-lined fabric with subtle stretch
    • Square neck with spaghetti straps, padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon mini silhouette
    • Sheer attached long sleeve shawl
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, bachelorettes, engagement photoshoots, birthday dinners, cocktail parties, holiday and NYE celebrations, date nights, Vegas

    Style Number/Barcode: 05001-000505

    Category Name: $20 & Under Sale

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, WHITE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Aaliyah Glitter Mesh Lace-Up Short Dress

    Special Occasion

    Shimmer with every step in the Aaliyah short dress, a glitter-dusted skater dress designed to move effortlessly. The ruched sweetheart bodice and lace-up back add a romantic finish that feels polished yet playful.

    Fit & Features

    • Glitter mesh-lined fabric
    • Sweetheart neckline, ruched bust seam
    • Adjustable spaghetti straps
    • Lace-up back
    • Hidden side pockets
    • Skater silhouette, short-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, milestone celebrations, weddings, engagement parties, fancy brunches, and afternoon tea

    Style Number/Barcode: 05001-000565

    Category Name: $20 & Under Sale

    Price: $39.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gwyneth Metallic Open Back Mermaid Dress

    Special Occasion

    Crafted to glow from every angle, the Gwyneth metallic mermaid dress sculpts with a ruched sweetheart neckline and dramatic floor-sweeping silhouette. A sleek back cutout with bar strap detail adds just the right edge, along with the high-shine finish—perfect for black-tie nights that call for all-out glamour.

    Fit & Features

    • Foiled metallic knit fabric with full-length knit lining, high stretch
    • Sleeveless sweetheart neckline, ruched center, padded bust
    • Thin tank shoulder straps
    • Back bar strap with hook and bar closure
    • Lower back cutout, ruching with hidden zipper closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Black-tie parties, galas, red-carpet events, fancy soirees, and formal affairs.

    Style Number/Barcode: 05002-000466

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boss Moves Over-The-Knee Block Heel Boots

    Power stance, but make it fashion. These sleek over-the-knee boots with a bold block heel bring instant confidence to every 'fit.

    Fit & Features

    • 4" Block heel, 10" leg opening, 23" shaft height
    • Faux leather material
    • Over-the-knee height, top back slit
    • Pointed toe
    • Partial inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-000098

    Category Name: $20 & Under Sale

    Price: $12.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky Mix Keychain Charm

    Good luck, but make it cute. This charm keychain brings playful energy with its mix of statement icons—a cherry, dice, 8-ball, checkered heart, and key—for a touch of chaos that totally works.

    Fit & Features

    • Mixed charm design with enamel details
    • Heart-shaped keyring clasp
    • Polished finish

    Style Number/Barcode: 07308-000059

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Suede Moment Belted Trench Coat

    Classic trench, luxe upgrade. This faux suede coat is belted and double-breasted for timeless structure, giving you that polished fall look whether you’re layering over dresses, denim, or office outfits.

    Fit & Features

    • Soft faux suede fabric, sewn-in knit lining
    • Lapel collar neckline
    • Long sleeves, button strap cuffs
    • Double-breasted front button closures
    • Tie-waist belt, side pockets
    • Longline hem, center back slit design
    • Runs true to size

    Style Number/Barcode: 06204-000058

    Category Name: $20 & Under Sale

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Glitter Long Sleeve Mini Dress

    Special Occasion

    Shimmer from every angle—the Mary glitter knit mini dress hugs your curves with a ruched bodycon fit, sweetheart neckline, and a bold open back detail. Long sleeves balance the shine, making it a chic choice for nights that demand a little extra sparkle.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining
    • Sweetheart neckline, ruched design, padded bra cups
    • Fitted long sleeves
    • Cutout back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    HOCO, birthdays, bachelorettes, cocktail parties, wine bars, trendy nightlife scenes

    Style Number/Barcode: 05001-000460

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, PINK, GOLD

    Available Size: XS, L, S

    Product Badge:
    • Sale
  • Kinley Rhinestone Mesh Lace-Up Mini Dress

    Special Occasion

    Own the night in the Kinley rhinestone mesh mini dress that blends bold shine with a daring lace-up silhouette. Designed to turn every entrance into a moment, it’s sultry, sleek, and ready for the spotlight.

    Fit & Features

    • Mesh fabric, high stretch
    • All-over tonal baguette-shaped rhinestone embellishments
    • Sleeveless square neckline, lace-up front design
    • Thin shoulder straps, back zipper closure
    • Lace-up sides
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Birthday celebrations, bachelorette parties, dressed-up dinners, rooftop parties, and glam nights out.

    Style Number/Barcode: 05001-000546

    Category Name: $20 & Under Sale

    Price: $39.97 $119.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Touch of Drama Mesh Mini Dress

    All eyes on the neckline. This off-shoulder mesh mini hugs every curve with a ruched bodycon fit, sheer long sleeves, and a foldover neckline that adds just the right touch of soft drama.

    Fit & Features

    • Mesh-lined fabric, moderate stretch
    • Foldover off-the-shoulder neckline
    • Sheer fitted long sleeves
    • Back zipper and hook-eye closure
    • Ruched bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000695

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Milana Velvet Open Back Mermaid Formal Dress

    Special Occasion

    The Milana dress is designed for evenings that feel refined yet undeniably captivating, blending rich flocked velvet with a silhouette that skims and sculpts. A V-neck front leads into a striking cutout tie open back, flowing into a mermaid floor-length shape made for polished entrances.

    Fit & Features

    • Burnout velvet fabric with floral pattern
    • V-neckline with adjustable spaghetti straps
    • Triangle bust with underbust twist detail
    • Back zipper and hook-eye closure
    • Side waist cutouts with open-back tie closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, elegant cocktail parties, celebrations, destination resorts, honeymoons, birthday dinners, fashion-forward occasions, red-carpet events

    Style Number/Barcode: 05002-000530

    Category Name: $20 & Under Sale

    Price: $29.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Love Me Wild Leopard Floral Midi Dress

    Romantic meets rebellious in this strapless mesh midi dress. The mix of leopard print and rose florals brings the drama, while the ruched fit and cascading sash keep it flirty and femme. It’s giving soft power with a wild twist.

    Fit & Features

    • Leopard and floral print, mesh-lined fabric
    • Strapless neckline, padded bra cups
    • Side ruffle sash, draped waist accent
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000688

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S

    Product Badge:
    • Sale
  • Point Taken Lace-Up Stiletto Boots

    Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step.

    Fit & Features

    • 4” Stiletto heel, 7" leg opening, 16" shaft height
    • Pointed-toe
    • Foldover shaft with lace-up placket
    • Inner side zipper closure
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000097

    Category Name: $20 & Under Sale

    Price: $58.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Makenna Floral Sequin A-Line Mini Dress

    Special Occasion

    Dazzle in movement with the Makenna floral sequin A-line mini dress, crafted to catch the light with every step. The playful flared silhouette and lace-up back bring a fresh mix of romance and allure, perfect for any occasion on your calendar.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Floral print sequin embroidery
    • Sleeveless square neckline, underbust seam
    • Adjustable spaghetti straps
    • Open lace-up back, lower back zipper with hook-eye closure
    • Mini-length A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday festivities, formal garden parties, bridal showers, fancy date nights, and bachelorette parties.

    Style Number/Barcode: 05001-000415

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Your Element Off-Shoulder Mesh Twist Midi Dress

    This midi knows how to move—soft mesh, abstract swirls, and an off-shoulder twist that feels effortlessly seductive. The high side slit adds that perfect hint of drama, making every step a little more intentional.

    Fit & Features

    • Abstract printed mesh fabric, knit lining
    • Off-shoulder neckline with twist detail
    • Bodycon silhouette
    • High side slit for ease of movement
    • Runs true to size

    Style Number/Barcode: 05102-000372

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glossed Over Statement Blazer

    Command attention in this ultra-sleek faux leather blazer that blends power and polish with a high-shine finish. The structured fit and bold sheen make it perfect for statement nights or elevated layering. Pair it with a mini skirt or tailored pants for a “CEO meets it-girl” moment.

    Fit & Features

    • Glossy patent faux leather fabric, crinkle texture
    • Long sleeves
    • Lapel collar neckline
    • Front button closure, pockets
    • Structured silhouette
    • Runs true to size

    Style Number/Barcode: 06204-000083

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Stomp Chunky Boots

    These platform ankle booties bring instant attitude — a sleek, fitted shaft, chunky block heel, and a platform that gives you height without the wobble. They’re the go-to for nights out, downtown strolls, or any look that needs a little extra edge with zero effort required.

    Fit & Features

    • 3.5" Chunky block heel
    • Square toe
    • Fitted ankle shaft
    • Platform sole
    • Side zipper closure
    • Smooth faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000034

    Category Name: $20 & Under Sale

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK, BROWN, CHARCOAL

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Street Fierce Leopard Shoulder Bag

    This leopard shoulder bag features a sleek buckle detail and gold hardware that instantly elevates your look—equal parts fierce and refined for your everyday it-girl rotation.

    Fit & Features

    • Top shoulder strap
    • Front buckled strap design with snap-button closure
    • Top zipper closure
    • Spacious interior with one open pocket
    • Leopard pattern
    • Faux leather material

    Style Number/Barcode: 07203-000101

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale