$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.

  • Contemporary Skinny Trouser Pants

    Chic and contemporary, polish up your look in these crepe trouser pants featuring a sleek high-rise waist, belt loop accents, side pockets, front hook-eye and hidden zipper closure, and a skinny-leg design. Complete the look in a bustier top and heels.

    Fit & Features

    • High-rise waist
    • Belt loop accents
    • Side pockets
    • Front hidden hook-eye and zipper closure
    • Skinny-leg design
    • Crepe knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1047

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Edgy Faux Leather Shorts

    Compliment your look in these edgy faux leather shorts featuring a sleek, high-rise waist, belt loop accents, a front hidden zipper and dual hook-eye closures, front pleating, and a form-hugging fit. Perfect for styling with a long sleeve top and sandals.

    Fit & Features

    • High-rise waist
    • Belt loop accents
    • Front hidden zipper and hook-eye closures
    • Front pleating
    • Form-hugging fit
    • Faux leather lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06403-0240

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swept Off Your Feet Mesh Mini Dress

    You'll be totally swept off your feet in this charming and chic mini dress! It features a sweetheart neckline, a small cutout under the bust, short sheer puff sleeves that can be worn off-the-shoulder, ruched detailing down the side seams, and a short, curve-hugging silhouette. The dress is composed of a sheer patterned mesh fabric with a knit lining. Style with strappy mules.

    Fit & Features

    • Sweetheart neckline, small cutout under the bust
    • Short sheer puff sleeves, elastic ruffled hems
    • Back zipper, hook and eye closure
    • Ruching down the side seams
    • Mini-length, form-fitting silhouette
    • Sheer patterned mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1640

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love The Lace One-Shoulder Mini Dress

    You'll absolutely love the lacy details of this chic mini dress! It features a one-shoulder neckline with a single long sheer balloon sleeve, a high waist seam with an alluring side cutout, ruching down the side seams, and a short, curve-hugging silhouette. The sheer lace fabric includes a partial knit lining. Complete the look with strappy heels.

    Fit & Features

    • One-shoulder neckline
    • Single long sheer balloon sleeve, elastic cinched hem
    • Back zipper, hook and eye closure
    • High waist seam, side cutout
    • Ruching down the side seams
    • Mini-length, form-fitting silhouette
    • Sheer lace fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1694

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Sultry Moment Mesh Mini Dress

    Have a sultry style moment in this chic mesh mini dress. It features an off-the-shoulder sweetheart neckline, sheer short drape sleeves, ruching at the bodice, ruching down the sides, and a short, curve-hugging bodycon silhouette. Complete the look with strappy stilettos.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Sheer short drape sleeves
    • Back zipper, hook and eye closure
    • Ruching at the bodice
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1157

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearls Like You Crossbody Bag

    Elegant and chic - just like you! This crossbody bag features a stunning faux pearl detachable strap, a quilted design, a front flap with turn-lock closure, and a spacious interior to hold your essentials in. Complete the look in a sleek blazer.

    Fit & Features

    • Faux pearl detachable strap
    • Quilted design
    • Front flap with turn-lock closure
    • Spacious interior

    Style Number/Barcode: 07203-1077

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only The Essentials Crossbody Bag

    Carry your essentials in this chic crossbody bag featuring an adjustable chain-link strap, a box shape, croc faux leather material, turn-lock closure, and a spacious lined interior. Complete the look in a cute matching set for an evening out.

    Fit & Features

    • Box shape
    • Adjustable chain-link strap
    • Turn-lock closure
    • Spacious lined interior
    • Croc faux leather material

    Style Number/Barcode: 07203-1079

    Category Name: $20 & Under Sale

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Elegance Bridal Headband

    Radiate elegance with this gorgeous bridal hair accessory! It features a thin metal headband with a stunning twisted rhinestone embellished design to showcase the prettiest sparkle on your special day. Complete your bridal look with rhinestone stud earrings.

    Fit & Features

    • Thin metal headband
    • Twisted rhinestone embellished design

    Style Number/Barcode: 07006-0336

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Staple Crepe Suspender Skirt

    Your new elevated sweet staple! Showcase your unique style in this crepe skirt with attached suspenders, a high-rise, bodycon silhouette, and a front slit accent. Complete the look in a puff sleeve crop top and heels.

    Fit & Features

    • Attached suspenders
    • High-rise
    • Bodycon silhouette
    • Front slit accent
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0684

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Amanda High Rise Boyfriend Jeans By Windsor Denim

    Ultra-flattering and edgy, keep your look trendy in the Amanda boyfriend jeans by Windsor Denim! They feature a classic high-rise waist, front distressed accents, and a cuffed hem on medium wash denim with no stretch. Complete the look in strappy mules.

    Fit & Features

    • High-rise waist
    • Front distressed accents
    • Boyfriend silhouette
    • Cuffed hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, no stretch, fits true to size

    Style Number/Barcode: 06602-0337

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casey Strapless Formal Midi Dress

    Special Occasion

    Love the sleek and sultry look? Then the stunning Casey formal midi dress is the one for you. She features a strapless neckline, a chic wrap-front bodice with structured boning to provide support, a high waist seam, and a fitted mid-length silhouette with a stylish front slit. Complete the look with strappy stilettos.

    Fit & Features

    • Strapless neckline
    • Wrap-front bodice, structured boning
    • Back zipper, hook and eye closure
    • High waist seam, mid-length silhouette, front slit
    • Lined satin fabric, moderate stretch
    • Sticky or strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0999

    Category Name: $20 & Under Sale

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Life Of Leisure Rib Seamless Bra

    The perfect ribbed bra for living your life of leisure! It features a sleeveless, square neckline, tank-style straps, and a soft and comfortable seamless knit design. Complete the look in the matching shorts. 

    Shop Matching Shorts: Life Of Leisure Rib Seamless Shorts

    Fit & Features

    • Sleeveless, square neckline
    • Tank-style straps
    • Soft and comfortable
    • Seamless design
    • Ribbed-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0776

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of Leisure Rib Seamless Shorts

    The perfect ribbed shorts for living your life of leisure! It features a smooth, high-rise waist, biker silhouette, and a soft and comfortable seamless knit design. Complete the look in the matching bra.

    Shop Matching Bra: Life Of Leisure Rib Seamless Bra

    Fit & Features

    • Smooth high-rise waist
    • Biker silhouette
    • Soft and comfortable
    • Seamless design
    • Ribbed-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0804

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Accents Bodycon Mini Dress

    You'll love the alluring accents of this trendy-chic bodycon mini dress. It features a sleeveless square neckline, spaghetti straps, a revealing side cutout at the waist, ruching down one side with an adjustable drawstring, and a short, curve-hugging fit. The smooth knit fabric features an all-over snake print pattern. Style this dress with clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side cutout at the waist
    • Ruching down one side, adjustable drawstring
    • Bodycon silhouette, mini hem
    • Snake print, lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4473

    Category Name: $20 & Under Sale

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • What's The Ruche Mesh Mini Dress

    The latest dish everyone will be talking about is you in this mesh mini dress! Hit the town with the girls in this spicy little number featuring a sleeveless, square neck, adjustable spaghetti straps, and all-over ruched seams that complement the bodycon silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • All-over ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4444

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feel The Heat V-Neck Midi Dress

    Sizzle and stun in this midi dress perf to bring up the temps! It features a sleeveless plunge V-neckline with a center O-ring insert, cutout bodice, form-fitting silhouette, and a side slit accent. Complete the look in lucite mules for a night out.

    Fit & Features

    • Sleeveless, plunge V-neck
    • Center O-ring
    • Cutout bodice
    • Form-fitting silhouette
    • Side slit accent, midi-length hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1448

    Category Name: $20 & Under Sale

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pit Stop Acid Wash Denim Jacket

    The perfect denim trucker jacket for one stylish pit-stop! It features an oversized silhouette with long sleeves, button cuffs, a collared neckline, front flap pockets, a button-down front, and belt loop waist accents on acid wash denim fabric. Complete the look in a basic bodysuit and shorts.

    Fit & Features

    • Long sleeves, button cuffs, collared neckline
    • Front flap pockets
    • Button-down front
    • Belt loop waist accents
    • Oversized silhouette
    • Acid wash denim fabric
    • Fits true to szie

    Style Number/Barcode: 06203-0477

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That's A Wrap Crew Neck Crop Tee

    Your outfit of the day will slay in this crew neck tee featuring short sleeves and a wrap-tie cropped hem on stretchy, rib-knit fabric. Complete your trendy look in mid-rise jeans and sandals.

    Fit & Features

    • Short fitted sleeves
    • Crew neck
    • Wrap-tie cropped hem
    • Stretchy rib-knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1371

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Free Bird Mesh Lace-Up Paisley Top

    This paisley mesh top calls for a sun-soaked adventure! It features long sleeves, a plunge neckline, front lace-up closure, and a cropped hem on mesh-lined fabric. Complete your boho look in flared jeans.

    Fit & Features

    • Long sleeves
    •  Plunge neckline
    • Front lace-up closure
    • Cropped hem
    • Paisley mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4338

    Category Name: $20 & Under Sale

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meli Mid-Rise Distressed Shorts By Windsor Denim

    The Meli shorts by Windsor denim bring the curve appeal to every one of your looks this season! She features a sleek, mid-rise waist, front distressed accents, and a trendy cut-off style hem on premium denim fabric with no stretch. Complete the look in a cool graphic top. 

    Fit & Features

    • Mid-rise waist
    • Front distressed accents
    • Cut-off hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium denim, no stretch
    • Fits true to size

    Style Number/Barcode: 06603-0276

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Metallic Glow Foiled Purse

    Bring the glow to your night-out look with a purse that shimmers with glamour! The purse features a small rectangular body, a fold-over closure, a foiled metallic body throughout, and a dainty chain-link shoulder strap. Complete your look with a bodycon and rhinestone heels.

    Fit & Features

    • Small rectangular body
    • Fold-over design, magnetic snap button closure
    • Foiled metallic body
    • Detachable dainty chain-link shoulder strap
    • Lined interior, two zippered pockets, one pouch

    Style Number/Barcode: 07204-0662

    Category Name: $20 & Under Sale

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Tea Chiffon Tiered Skater Dress

    This chiffon skater dress is cute as can be for high tea at noon! Look and feel classy in the ruffle mock neck, long peasant sleeves adorning the pleated waist, and tiered ruffled skater skirt. Complete the look in duster earrings.

    Fit & Features

    • Ruffle mock neck, long peasant sleeves
    • Pleated waist
    • Tiered ruffle skater skirt
    • Back zipper closure
    • Chiffon fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1532

    Category Name: $20 & Under Sale

    Price: $5.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Professional Wide-Leg Pants

    From the boardroom to after-work drinks, keep your look chic and professional in these crepe trouser pants featuring a smooth, high-rise waist, front pleating, a wide-leg silhouette, and a flowy hem. Complete the look in a blouse and heels.

    Fit & Features

    • High-rise waist
    • Front pleating
    • Wide-leg silhouette
    • Flowy hem
    • Pull-on/off styling
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2228

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Harper Mid Rise Skinny Jeans By Windsor Denim

    Forever-flattering and your new favorite! The Harper skinny jeans by Windsor denim feature a classic, mid-rise waist, distressed accents, and trendy knee slits on curve-hugging, medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a sleeveless bodysuit and sandals.

    Fit & Features

    • Mid-rise waist
    • Distressed accents, knee slits
    • Skinny-leg design
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect
    • Fits true to size

    Style Number/Barcode: 06602-0321

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance