$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.

  • Chantel Heat Stone Mesh Midi Dress

    Special Occasion

    Heat up the night in the alluring and chic Chantel formal dress! She features a sleeveless square neckline, bungee spaghetti straps, ruching down the side seams, and a midi-length, curve-hugging, bodycon silhouette. The lined mesh fabric features all-over iridescent heat stone embellishments for the prettiest sparkle. Style with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, elastic band
    • Strapless or adhesive bra recommended
    • Bungee spaghetti straps
    • Ruching down the side seams
    • Midi-length hem, fitted bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Mini iridescent heat stone embellishments
    • Runs true to size

    Style Number/Barcode: 05001-1108

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strand Of Pearls Paper Clip Belt

    Add this perfectly unique chain belt to your outfit of the day! It features a faux pearl strand and a paper clip style chain with clip closure. Complete the look in a crossbody bag.

    Fit & Features

    • Faux pearl strand
    • Paper clip style chain
    • Clip closure

    Style Number/Barcode: 07301-0536

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Luxe Rhinestone Belt

    Glam up your formal 'fits with this luxe embellished belt! It features an interlocking O-ring design with mini rhinestone embellishments and an adjustable chain. Style over a fitted bodycon dress with strappy heels.

    Fit & Features

    • Interlocking O-ring design
    • Mini rhinestone embellishments
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0535

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Toes Rhinestone Mules

    Sparkle down to your toes in these dressy stiletto mules designed with an on-trend, square toe, PVC strap with rhinestone mesh and a twist accent, and a faux leather footbed. Complete your formal look in a party dress.

    Fit & Features

    • Square toe
    • Stiletto heel
    • PVC strap, rhinestone mesh, twist accent
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-4078

    Category Name: $20 & Under Sale

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Beauty Rhinestone Block Heels

    Reveal a glam and beautiful look down to your toes in these block heels featuring a sleek almond toe, rhinestone embellished toe strap, and adjustable ankle buckle closure. Complete your dressy outfit with a sparkly clutch. 

    Fit & Features

    • Almond toe
    • Block heel
    • Rhinestone toe strap
    • Adjustable ankle buckle closure
    • Quilted footbed
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-3962

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Virginia Sequin Strappy Party Dress

    Special Occasion

    Everyone will stand in awe as the light dances across the Virginia sequin dress! She brings the dazzle to your next special night featuring a sleeveless, v-neckline, bungee spaghetti straps, a flirty strappy open-back design, and a bodycon silhouette leading to her mini-length hem. The formal party dress is composed of a sequin scroll embellished mesh fabric with lining and a moderate stretch. Complete your dressy look in rhinestone hoops and stiletto heels.

    Fit & Features

    • Sleeveless, v-neckline, bungee spaghetti straps
    • Adhesive bra recommended
    • Strappy open-back design
    • Bodycon silhouette, mini-length hem
    • Sequin scroll embellishments 
    • Lined mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1128

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hometown Girl Plaid Crop Shacket

    This layer-ready plaid shacket is essential for building your perfect fall wardrobe! The crop shacket features long sleeves with buttoned cuffs, a collar neckline, button-down closures, flap pockets, and a trendy oversized fit. Complete the look in the matching skirt.

    Shop The Matching Skirt: Hometown Girl Plaid Mini Skirt

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline, flap pockets
    • Button-down closures
    • Oversized fit, cropped hem
    • Plaid pattern
    • Brushed woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1446

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knot Gonna Lie Crew Neck Dress

    Not gonna lie, you'll be reaching for the crew neck dress on the daily! It features cap sleeves, a crew neck, a front knot accent with cutout, a bodycon silhouette, and a mini-length hem. Complete the look in cute sandals for strolling downtown.

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front knot accent and cutout
    • Bodycon silhouette
    • Mini-length hem
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4555

    Category Name: $20 & Under Sale

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Palisades Beauty Chiffon A-Line Dress

    This breezy beauty is perfect for capturing a twirl-worthy moment! This sleeveless dress features a strappy halter neckline with adjustable spaghetti straps and a flowy A-line silhouette that leads to a short-length hem. Complete the look in sparkly earrings and a sleek clutch.

    Fit & Features

    • Sleeveless, strappy halter neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flowy a-line silhouette
    • Short-length hem
    • Chiffon fabric, inner knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1587

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I'm Outie Quilted Mini Backpack

    Always on the go? This quilted faux leather mini backpack is perfect for holding your everyday essentials! It features partial chain-link adjustable straps, a back zipper pocket, a top flap with snap-button closure, a drawstring cinch with grommet insets, and a spacious lined interior with a zipper pocket. Complete the look in a casual day dress and sneakers. 

    Fit & Features

    • Quilted exterior
    • Partial chain-link adjustable straps
    • Back zipper pocket
    • Top flap, snap-button closure
    • Drawstring cinch with grommet insets
    • Spacious lined interior with zipper pocket
    • Faux leather material

    Style Number/Barcode: 07203-1005

    Category Name: $20 & Under Sale

    Price: $3.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Knit High Slit Midi Dress

    This elevated brushed knit midi dress will be your new go-to for a casual night out. It features a sleeveless square neckline, spaghetti straps, an alluring center cutout at the waist, a midi-length, curve-hugging fit, and a thigh-high side slit. Style with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Center cutout at the waist
    • Midi-length, form-fitting silhouette
    • High side slit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4451

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Butterfly Charm Choker Set

    Sweet and whimsy! Create a dreamy boho glam look with this two-pack choker set featuring one rhinestone choker and one butterfly charm choker each with a lobster clasp closure. Complete your dressy look with chic earrings.

    Fit & Features

    • Two-pack choker set
    • One rhinestone choker
    • One butterfly charm choker
    • Each with a lobster clasp closure

    Style Number/Barcode: 07002-1271

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Goes The Party Mesh Mini Dress

    Show your effortless shine in this sparkly mesh mini dress designed with all-over heat stone embellishments for the perfect glow! This dress features a sleeveless, sweetheart neck, adjustable spaghetti straps, built-in padded bust with underwire support, a sheer illusion corset bodice with flexible boning, and a curve-loving silhouette. Complete the look in statement heels and jewelry.

    Fit & Features

    • Sleeveless, sweetheart neck, adjustable spaghetti straps
    • Built-in padded bust, underwire support
    • Sheer illusion corset bodice, flexible boning
    • Side ruched seams, bodycon mini silhouette
    • All-over heat stones, back zipper closure
    • Mesh-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4733

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor High-Rise Skinny Ankle Jeans by Windsor Denim

    This pair of Taylor skinny jeans by Windsor Denim will be a closet staple. They feature a high-rise waist, destructed detailing down the front, and a classic skinny leg fit. The denim fabric offers a moderate stretch for comfortable wear. Style with a crop top and mules.

    Fit & Features

    • High-rise waist
    • Destructed detailing
    • Skinny leg fit
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0359

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pardon Me Crepe Faux Wrap Romper

    Pardon you coming through in this chic crepe romper featuring sheer chiffon peasant sleeves, a v-neckline, cutout faux wrap bodice, and flowy shorts. Complete the look in a rhinestone hair clip to dress up your tresses.

    Fit & Features

    • Sheer chiffon peasant sleeves
    • V-neckline
    • Cutout faux wrap bodice
    • Flowy shorts
    • Lined crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-1008

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Break The Record Corduroy Flare Pants

    Break the record for the most stylish fashion queen in these corduroy flare pants! They feature a flattering, high-rise waist with a lattice back design, side zipper closure, a form-fitting hip, and a flared hem. Complete the look in a flirty floral top.

    Fit & Features

    • High-rise waist with lattice back design
    • Side zipper closure
    • Form-fitting hip
    • Flared hem
    • Corduroy woven fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06302-0635

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Off Crepe Hoop Mini Skirt

    Show off your fab figure in this crepe mini skirt featuring a high-rise waist with side cutouts and a trio of hoop inserts, a back zipper closure, and a bodycon silhouette. Complete your sultry look in strappy heels.

    Fit & Features

    • High-rise waist
    • Side cutouts with a trio of hoop inserts
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0689

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie In Cap Sleeve Midi Dress

    Cute has never looked so cozy! This rib-knit midi dress is designed with cap sleeves, dual v-necklines, a bodycon silhouette, and a flirty side slit along the hem. Complete the look in sandals for a day date.

    Fit & Features

    • Cap sleeves
    • Dual v-necklines
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4715

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Things Mesh Wired Cutout Top

    Elevate your closet in this mesh crop top perfect for showcasing a sultry vibe! It features long sleeves and a crew neck with hook closure atop a cutout bust with underwire support on a cropped hem. Complete the look in sleek faux leather leggings and heels.

    Fit & Features

    • Long fitted sleeves
    • Crew neck with hook closure
    • Cutout bust, underwire support
    • Cropped hem
    • Partial sheer mesh-lined fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4354

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slit Attraction Cutout Mini Skirt

    Attract all the attention in this bodycon mini skirt featuring a high-rise waist and side slit cutout design on slinky-knit-lined fabric with plenty of stretch. Complete your fabulous look in a crop top and heels.

    Fit & Features

    • High-rise waist
    • Side slit cutout design
    • Bodycon silhouette
    • Mini-length hem
    • Slinky-knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0698

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Crossing Crepe Mini Skirt

    Everyone will part a way for you in this chic crepe mini skirt designed with a high-rise waist with an x-back design and bodycon silhouette. Complete your sultry look in strappy mules.

    Fit & Features

    • High-rise waist
    • X-Back design
    • Bodycon silhouette
    • Mini-length hem
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0690

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cynthia Formal Glitter Long Dress

    Special Occasion

    Form-hugging and sparkly, the Cynthia formal dress radiates your natural beauty for a flawless look at homecoming, awards banquet, or a fall wedding! She features a sleeveless, plunge V-neckline with tank-style straps, an open-back design, a side ruched seam atop the high-cut slit, and a mermaid silhouette leading to her floor-length hem. The formal dress is composed of a glitter-knit fabric with a moderate stretch. Complete your dressy look in earrings and heels. 

    Fit & Features

    • Sleeveless, plunge V-neckline, tank-style straps
    • Adhesive bra recommended
    • Open-back design
    • Side ruched seam, high-cut slit
    • Mermaid silhouette, floor-length hem
    • Glitter-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2379

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Peek Dainty Layered Necklace

    Give your outfit a chic peek of glam with this dainty layered necklace design with five lariat-styled layers, clear stone charms, and a lobster clasp closure. Complete the look in a low-cut long dress and clutch.

    Fit & Features

    • Five-lariat styled layers
    • Clear stone charms
    • Lobster clasp closure
    • Dainty chain-links

    Style Number/Barcode: 07002-1274

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiate Luxe Multi-Gem Chain Belt

    Radiate luxe by adding the perfect finishing touch to your formal wear! The chain belt features multi-gem rhinestones, a sleek design, and a lobster clasp closure. Complete your dressy look in statement jewelry.

    Fit & Features

    • Multi-gem rhinestones
    • Sleek design
    • Lobster clasp closure
    • Chain link

    Style Number/Barcode: 07301-0507

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale