$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.

  • Morgan Lace-Up Slit Midi Formal Dress

    Special Occasion

    Striking from every angle, the sultry Morgan formal midi dress is your RSVP-ready secret weapon. With a sculpting bodycon fit, statement lace-up back, and thigh-high front slit, it’s built for champagne toasts and double takes.

    Fit & Features

    • Smooth knit stretchy fabric
    • Halter neckline, spaghetti strap tie
    • Lace-up open back
    • Front slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, rehearsal dinners, engagement parties, fancy brunches, date night, cocktail soirees, dinner parties, red carpet occasions, charity dinners, glam events

    Style Number/Barcode: 05001-000413

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abbey Rhinestone Mesh Mini Dress

    Special Occasion

    Made for the nights when subtle isn’t the assignment, The Abbey mini dress glows in allover rhinestone detailing that catches every flash and glance. With its strapless neckline, built-in underwire padded bust, and sleek bodycon mini silhouette, it delivers that effortlessly polished, look-at-me moment she’s dressing for.

    Fit & Features

    • Rhinestone-embellished, mesh fabric, sewn-in knit lining
    • Strapless sweetheart neckline
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Birthdays, bachelorettes, cocktail parties, holiday soirees, festive gatherings, engagement events, destination events

    Style Number/Barcode: 05001-000435

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Sale
  • Heartbreaker Key To My Bag Charm

    Accessorize with attitude—this charm is cute, cheeky, and totally crush-worthy. Clip it on and give your bag or keys that extra oomph.

    Fit & Features

    • Glossy heart charms
    • Key charm
    • Dual push-clasp hoop closures
    • Perfect for bags, keys, or belt loops

    Style Number/Barcode: 07308-000028

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slick Moves Faux Leather Mini Shoulder Bag

    This glossy faux leather mini purse brings the edge and shine, perfect for a day or night out, quick coffee runs, or anytime your fit needs a little extra attitude.

    Fit & Features

    • Top shoulder strap
    • Dual top zipper closures
    • Spacious interior, one zipper pocket, one open pocket
    • Mini silhouette
    • Glossy faux leather material

    Style Number/Barcode: 07203-000044

    Category Name: $20 & Under Sale

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Romantic Lace Mini Dress

    Soft, romantic, unforgettable—this lace mini dress stuns with off-shoulder draping, flared sleeves, and a curve-kissed fit. Perfect for bridal celebrations, birthday dinners, or any moment worth feeling dreamy.

    Fit & Features

    • Lace-lined fabric
    • Off-the-shoulder draped neckline
    • Fitted long sleeves with bell cuffs
    • Tailored bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000546

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dara Cutout Slit Satin Midi Formal Dress

    Special Occasion

    The Dara formal dress turns heads with its satin bodycon silhouette and statement details! A sleek cowl neckline meets a daring cutout back, while a front ruched seam and thigh-high slit bring all the drama your RSVP demands.

    Fit & Features

    • Stretch satin fabric, sewn-in knit lining, moderate stretch
    • Cowl neckline, padded bra cups
    • Wide shoulder straps
    • Cutout back, hook strap, lower zipper and hook-eye closure
    • Front ruched seam and slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, shower celebrations, date nights, cocktail parties, dinner parties, birthdays, photoshoots, Vegas, bachelorettes

    Style Number/Barcode: 05001-000352

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charlie Velvet Satin Bow A-Line Dress

    Special Occasion

    The Charlie mini dress is pure sophistication with a playful twist—crafted in plush velvet with a satin foldover neckline and bow trim that feels timeless yet fresh. Its sculpted bodice and A-line mini silhouette strike the perfect balance of flirty and refined, made for moments that deserve to be remembered.

    Fit & Features

    • Luxe velvet structured fabric, sewn-in knit lining, slight stretch
    • Strapless satin foldover bow trim neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Holiday parties, festive dinners, weddings, formal celebrations, date nights, birthday parties, fashion-forward events, cocktail soirees, nights at the theatre

    Style Number/Barcode: 05001-000521

    Category Name: $20 & Under Sale

    Price: $24.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • After Dark Backless Mini Dress

    Where sultry meets sophisticated. This backless mesh mini dress stuns with its cowl halter neckline, open tie-back, and waist cutouts that frame your figure just right. The velvet floral details add a touch of mystery—made for dim lights, late nights, and unforgettable entrances.

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric
    • Cowl halter neckline
    • Backless strappy tie design
    • Side cutouts
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000453

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Kiana One-Shoulder Open Back Slit Formal Dress

    Special Occasion

    Sleek, striking, and made to command a room—the Kiana one-shoulder dress flows into a floor-length skirt with a daring side slit, while the open back tie adds an unexpected twist of allure. It’s an effortlessly chic gown for your most glamorous occasions.

    Fit & Features

    • Slinky knit stretch fabric
    • One-shoulder neckline
    • Open tie-back design
    • High side slit
    • Curve-hugging silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, black tie galas, red-carpet occasions, cocktail parties, formal milestone celebrations, fancy date nights, anniversaries, holidays

    Style Number/Barcode: 05002-000249

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Glow Necklace And Earrings Set

    When the invite says dress to impress, this set delivers. Featuring a rhinestone drop necklace and matching linear earrings, it’s the kind of shine that makes every entrance feel cinematic. Effortlessly elegant with just the right amount of drama.

    Fit & Features

    • Necklace and earrings set
    • Cascading rhinestone details
    • The necklace has a lobster clasp closure
    • Earrings have a post-back closure

     

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

    Style Number/Barcode: 07002-000202

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Obsession Cutout Maxi Dress

    All eyes, all night. This lace halter maxi dress brings sultry sophistication with a deep V-neckline, corset-seamed bodice, and side cutouts that contour your shape. Perfect for flaunting at cocktail parties or a date night.

    Fit & Features

    • Lace-lined fabric with stretch
    • Halter V-neckline, tie closure
    • Corset-seam bodice, side cutouts
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Center back slit, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000463

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Handle It O-Ring Mini Tote Bag

    Polished and practical—this mini tote bag keeps it minimal with a structured faux leather body and bold O-ring handle, perfect for dressing up any look.

    Fit & Features

    • Top O-ring handles
    • Detachable chain strap
    • Sleek and structured silhouette
    • Snap-button closure
    • Lined spacious interior
    • Smooth faux leather material

    Style Number/Barcode: 07203-000048

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Revival Faux Leather Mary Janes

    A classic with a twist—these slingback Mary Janes bring vintage vibes into the now with a block heel and sleek faux leather finish. Perfect with trousers, minis, or tights for that polished-cool look.

    Fit & Features

    • 3.5" Block heel
    • Closed square toe
    • Slingback strap with adjustable buckle closure
    • Mary Jane silhouette
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000386

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leila Velvet One-Shoulder Midi Formal Dress

    Special Occasion

    Designed to flatter from every angle, The Leila formal dress is equal parts sultry and refined. Cut from plush velvet, this form-hugging silhouette features a one-shoulder sweetheart neckline and a wrap front slit that moves beautifully with you through every entrance and exit.

    Fit & Features

    • Soft velvet-lined fabric, stretchy knit lining
    • One-shoulder sweetheart wired neckline
    • Wrap front slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, black tie galas, cocktail soirees, holiday parties, formal celebrations, birthday dinners, fancy date nights, receptions

    Style Number/Barcode: 05001-000510

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Lucky Chic Coin Chain Bracelet

    This layered coin chain bracelet stacks up instant style points, whether you’re dressing for a coffee run or a dinner soiree!

    Fit & Features

    • Polished metal finish
    • Layered coin chain design
    • Lobster clasp closure

    Style Number/Barcode: 07003-000130

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scene Stealer Tube Mini Dress With Sash

    She’s got shimmer, shape, and that dramatic flair—this dress is a total scene-stealer. Perfect for the dance floor, a date night, or wherever you plan to slay.

    Fit & Features

    • Shimmer knit fabric, sewn-in lining
    • Strapless tube sweetheart neckline
    • Flexible boning inserts, back zipper and hook-eye closure
    • Bodycon wrap silhouette
    • Cascading side sash
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000655

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Deep Drama Long Sleeve Bodycon Dress

    Bold meets sleek—this bodycon mini dress serves up long-sleeve polish with a curve-hugging ruched fit. Perfect for brunch, date nights, or any occasion when you want to look unforgettable!

    Fit & Features

    • Smooth knit stretch fabric
    • Fitted long sleeves
    • Plunge V-neckline
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000439

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS

    Product Badge:
    • Sale
  • Flirty And Fancy Mesh Bow Kitten Heels

    Flirty meets fancy in the sweetest way. These mesh bow kitten heels give you a square toe for a modern look and a low heel that makes them perfect for day or night styling!

    Fit & Features

    • 3" Kitten heel
    • Square toe
    • Sheer mesh toe bow strap
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Mesh material
    • Runs true to size

    Style Number/Barcode: 07401-000379

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate But Daring Lace Cami Crop Top

    This sheer lace cami top was made for styling under blouses or blazers for a chic vibe. With bungee spaghetti straps and a low-back cut, it’s the ultimate mix of sultry and effortless.

    Fit & Features

    • Sheer lace fabric, moderate stretch
    • Square neckline
    • Bungee spaghetti straps
    • Low cut back
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 07103-000062

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Lot Iconic Pleated Belt Mini Skort

    This pleated skort serves cool-girl energy with a sleek belted accent and an effortlessly bold look that elevates your everyday style.

    Fit & Features

    • Faux leather fabric, stretchy knit shorts lining
    • Mid-rise waist, side zipper closure
    • Belted waist accent
    • Pleated mini-length hem with slit accent
    • Runs true to size

    Style Number/Barcode: 06403-000042

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: L

    Product Badge:
    • Sale
  • Caught In The Wild Leopard Mini Dress

    Go wild with it. This leopard mesh mini dress serves flirty movement and fierce energy with its ruched bodice, tiered skirt, and curve-hugging fit that’s made to stand out.

    Fit & Features

    • Sheer leopard mesh fabric with stretch lining
    • V-neckline
    • Spaghetti straps
    • Fitted bodice with ruched detailing
    • Tiered ruffle skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000318

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Izzy Rhinestone Lace-Up Mini Dress

    Special Occasion

    Built for the spotlight, the Izzy rhinestone mesh mini dress turns heads with lace-up sides and front that flash just enough skin. The bodycon silhouette keeps it sleek and daring, made for nights when you want every entrance to feel electric.

    Fit & Features

    • Baguette rhinestone-embellishments
    • Mesh-lined fabric
    • Square neck, wide shoulder straps
    • Front and side lace-up plackets
    • Back zipper and hook-eye closure
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Birthdays, bachelorettes, Vegas, date nights, themed parties, glam events

    Style Number/Barcode: 05001-000545

    Category Name: $20 & Under Sale

    Price: $39.97 $119.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS, M

    Product Badge:
    • Sale
  • Flirty Tease Halter Ruffle Skater Dress

    Sweet meets sultry—this skater mini dress stuns with a flocked floral finish, plunging halter neckline, and a smocked waist that flatters every curve. Perfect for date nights, weddings, or anytime you feel like being unforgettable.

    Fit & Features

    • Flocked velvet pattern, mesh fabric, knit stretch lining
    • Halter neckline with tie closure
    • Stretchy smocked waist
    • Ruffled, layered, skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000536

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE, BURGUNDY

    Available Size: XXS, XS, S

    Product Badge:
    • Sale
  • Bold Look Long Sleeve Bodycon Mini Dress

    This mini dress was made for the nights when subtle isn’t on the agenda. The grommet-trimmed neckline and tie-front detail carve out a bold, body-hugging moment that moves with you and keeps all eyes locked in.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Plunging V-neckline, grommet trim
    • Tie-front detail
    • Long fitted sleeves
    • Mini-length hem, grommet trim
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000529

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale