$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.

  • In Line Tie-Front Striped Top

    This woven striped top should be in line with your summer aesthetic! Featuring kimono-style short sleeves, a tie-front design, and a cropped hem. Complete the look in the matching pants.

    Shop Matching Bottoms: In Line High Rise Striped Pants

    Fit & Features

    • Kimono-style short sleeves
    • Tie-front design
    • Cropped hem
    • Striped woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1220

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Retro Cat Eye Sunglasses

    Sassy and retro! These oversized sunglasses feature cat-eye sleek metal frames, tinted gradient lenses, rubber most supports, and arms. Complete the look in a printed jumpsuit for a party.

    Fit & Features

    • Oversized style
    • Cat-eye sleek metal frame
    • Tinted gradient lenses
    • Rubber nose supports and arms
    • 100% UV protection

    Style Number/Barcode: 07008-0952

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Hopping Tropical Maxi Dress

    Feel the island breeze in this tropical maxi dress for your next holiday in the sun! It features a sleeveless, halter neck, a sultry cutout bodice that leads to the open tie-back closure, and a flowy maxi hem with a slit. Complete your vacay look with lace-up heels.

    Fit & Features

    • Sleeveless, halter neck with tie
    • Cutout bodice
    • Open-back, tie closure
    • Side slit
    • Flowy maxi silhouette
    • Tropical print, woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4500

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Away On Vacay Tropical Mini Dress

    Going away on vacation? This tropical mini dress will definitely get you in the vacay mood! It features a sleeveless, scoop neck, spaghetti straps, a form-hugging silhouette, and a side ruched seam that leads to the asymmetrical slit hem. Complete the look in chic oversized sunnies.

    Fit & Features

    • Sleeveless, scoop neck
    • Spaghetti straps
    • Form-hugging silhouette
    • Side ruched seam, asymmetrical slit hem
    • Mini-length 
    • Tropical print, sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4682

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desert Vacay Sleeveless Maxi Dress

    Make sure to pack this effortlessly-chic maxi dress in your weekend bag for your desert vacay! It features a sleeveless plunging V-neck and back design, tank shoulder straps, a high-rise banded waist with side cutouts, and a flowy, floor-length silhouette with a front slit to show some leg. Style this dress with espadrille sandals.

    Fit & Features

    • Sleeveless plunging V-neck and back design
    • Tank shoulder straps
    • High-rise banded waist, side cutouts
    • Maxi-length hem, flowy silhouette
    • Front slit
    • Woven gauze fabric, pleated detailing, knit skirt lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4504

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Summer Halter Maxi Dress

    Sultry for summer. Raise the chicness in this halter maxi dress featuring a sleeveless bodice with tie-closure, o-ring inset, and a cutout accent leading to the bodycon silhouette with an asymmetrical slit hem. Complete your sultry look in espadrille wedges.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • O-ring inset, cutout accent
    • Bodycon silhouette
    • Asymmetrical slit
    • Maxi-length hem
    • Rib-knit fabric, moderate stretch, fits true to size

    Style Number/Barcode: 05102-4467

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous View Floral Mini Dress

    You'll be quite a gorgeous sight in this floral mini dress featuring sleek, bungee spaghetti straps, a v-neck, side ruched seams, and a fitted asymmetrical hem. Complete the look in chic mules for a party.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Side ruched seams
    • Form-fitting silhouette
    • Fitted asymmetrical mini hem
    • Floral print
    • Fits true to size

    Style Number/Barcode: 05101-1703

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knit Happens Crop Knit Cardigan

    This sweater knit cardigan happens to be a perfect match for your closet! It features long sleeves, a three-button down front closure, and a cropped hem. Complete the look in the matching top.

    Shop Matching Top: Knit Happens Halter Sweater Top

    Fit & Features

    • Long sleeves
    • Three-button down front
    • Cropped hem
    • Rib-knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1046

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kaleidoscope Boho Tie-Front Top

    Escape the city life for paradise with this boho crop top featuring a sleeveless, sweetheart neck, adjustable spaghetti straps, a tie-front detail, back smocked design, and a kaleidoscope print. Complete the look in the matching skirt. 

    Shop Matching Skirt: Kaleidoscope Boho Slit Maxi Skirt

    Fit & Features

    • Sleeveless, sweetheart neck
    • Adjustable spaghetti straps
    • Tie-front detail
    • Back smocked design
    • Kaleidoscope boho print
    • Runs true to size

    Style Number/Barcode: 06003-1556

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe Got Back Glitter Midi Dress

    Babe, you've got back! Showcase this sultry glitter midi dress all over town. It features a sleeveless, one-shoulder strap neckline, an open-back with lattice straps, a form-fitting silhouette, a side slit cutout, and a midi hem. Complete the look in a rhinestone bracelet and heels.

    Fit & Features

    • Sleeveless, one-shoulder strap neckline
    • Open-back, lattice straps
    • Form-fitting silhouette
    • Side cutout slit
    • Midi-length hem
    • Glitter knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1572

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not Your Angel Mesh Mini Dress

    You're no one's angel. Make their jaw drop in this mesh mini dress featuring a sleeveless, square neck, spaghetti straps, bodycon silhouette, front ruched seams, and an angel multi-print design. Complete the look in large hoops for a party.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Front ruched seams
    • Bodycon silhouette
    • Angel multi-print 
    • Mesh-lined fabric
    • Fits true to size

    Style Number/Barcode: 05102-4617

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brush With Fate Halter Mini Dress

    Fate must've brought you and this halter mini dress together! It features a sleeveless, plunge V-neckline, tie-back neck closure, and a center front hoop insert atop the form-fitting silhouette. Complete the look in simple block heels for a sultry vibe.

    Fit & Features

    • Sleeveless, plunge halter V-neck, tie-back neck closure
    • Center front hoop insert
    • Form-fitting silhouette
    • Mini-length hem
    • Rib-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4669

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Twist Halter Knit Romper

    This halter romper comes with a playful twist! Featuring a sleeveless, keyhole halter neckline with cross straps, tie closure, a partial open-back, high-rise waist, and a flowy short hem. Complete the look in chic espadrille wedges.

    Fit & Features

    • Sleeveless, halter neckline, tie-closure
    • Cross front straps, keyhole
    • Partial open-back
    • Flowy short hem
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-0995

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Stunning Ruched Tube Top

    Keep it so stunning with a stylish tube top! The top features a sleeveless sweetheart neckline with a ruched center and an asymmetrical cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching maxi skirt.

    Shop Matching Skirt: So Stunning Asymmetrical Maxi Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Ruched center 
    • Asymmetrical cropped hem 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-4031

    Category Name: $20 & Under Sale

    Price: $6.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaleidoscope Boho Slit Maxi Skirt

    Escape the city life for paradise with this boho maxi skirt featuring a high-rise waist, front high-cut slit, and a kaleidoscope print. Complete the look in the matching top.

    Shop Matching Top: Kaleidoscope Boho Tie-Front Top

    Fit & Features

    • High-rise waist
    • Front high-cut slit
    • Maxi-length hem
    • Kaleidoscope boho print
    • Runs true to size

    Style Number/Barcode: 06301-0103

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool Layers Woven Oversized Shacket

    The perfect essential shacket for those cool, summer nights! Layer up in this woven shacket featuring long sleeves with dual buttoned cuffs, a collared neckline, front flap and lower pockets, button-down front closures, and an oversized silhouette. Complete the look in classic denim shorts.

    Fit & Features

    • Long sleeves, dual buttoned cuffs
    • Collared neckline
    • Front flap pockets, lower side pockets
    • Button-down front closures
    • Oversized silhouette
    • Woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1437

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • B-Day Girl Rhinestone Necklace

    Hey, girl, it's your birthday! Celebrate the special day in this exclusive necklace featuring a pendant with sparkly rhinestone lettering that spells, "BDAY GIRL" along the chain-link strand with a lobster clasp closure. Complete the look in a sweet satin dress and heels.

    Fit & Features

    • Bday girl rhinestone pendant
    • Chain-link
    • Lobster clasp closure

    Style Number/Barcode: 07002-1213

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Flare High Rise Pants

    Create the perfect boho look this summer in these high-rise pants featuring an elasticized waist, form-hugging silhouette, and a flared hem on a multi-printed knit fabric. Style with a trendy cutout tank top for a summer festival.

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging silhouette
    • Flared hem
    • Multi-print knit fabric
    • Fits true to size

    Style Number/Barcode: 06502-0893

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Frayed Denim Shorts By Windsor Denim

    Showcase your curves in the Remy high-rise denim shorts by Windsor Denim! With summer on the way, keep cool and on-trend in these jeans shorts featuring a flattering high-rise waist, front and back distressed accents, and a frayed cut-off hem on dark wash denim fabric with a vintage color fading. Complete the look in a crop top and sandals.

    Fit & Features

    • High-rise waist
    • Front and back distressed accents
    • Frayed cut-off hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Dark wash denim fabric, color fading, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0241

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft Serve Marble Print Mini Dress

    Look sweet enough to eat in this marble print mini dress featuring a sleeveless, square neck, bungee spaghetti straps, a form-fitting silhouette, and a fitted hem. Complete the look in lace-up heels for a date night.

    Fit & Features

    • Sleeveless, square neck, bungee spaghetti straps
    • Form-fitting silhouette
    • Mini fitted hem
    • Marble print 
    • Fits true to size

    Style Number/Barcode: 05102-4662

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Strappy Halter Bustier

    This simple strappy bustier top is the effortless essential you need! It features a sleeveless V-neckline, halter spaghetti straps that lead to a cross-back lattice design, a corset-designed bodice with flexible boning, and a cropped, form-hugging fit. Style this bustier with a curve-hugging mini skirt and chic mules.

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps
    • Cross-back lattice design, tie closure
    • Corset-designed bodice, flexible boning
    • Cropped, form-hugging fit
    • Woven crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1721

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Ambition Nubuck Strap Wedges

    Reach ambitious fashion heights in these nubuck wedges perfect for bringing those sophisticated vibes! They feature an almond toe, asymmetrical straps, wedge platform sole, and buckle closure. Complete the look in a polished midi dress.

    Fit & Features

    • Almond toe
    • Asymmetrical straps
    • Wedge platform sole
    • Buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07406-0303

    Category Name: $20 & Under Sale

    Price: $8.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love It Lace-Up Crop Top

    You'll love this lace-up crop top that is an elevated version of your fave basic tanks. It features a sleeveless square neckline, spaghetti straps, a lattice-front design, and a cropped, form-hugging fit. Style with high-rise denim and cute mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up front, tie closure
    • Cropped fit
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1861

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Polished Shine Rhinestone Anklet

    Add a little glitz to your dressy outfit in this rhinestone anklet featuring a bolo design and an adjustable slider bead. Complete the look in chic stiletto heels.

    Fit & Features

    • Rhinestones
    • Bolo design
    • Adjustable slider bead

    Style Number/Barcode: 07003-0344

    Category Name: $20 & Under Sale

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale