$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.

  • Dramatic Pause V-Neck Bell Sleeve Mini Dress

    Capture the spotlight in this mini dress with its dramatic bell long sleeves with shoulder pads for a structured look, sultry V-neckline, and flattering bodycon silhouette, dare to step up your fashion game! Complete the look with teardrop earrings and rhinestone heels for a dressy birthday or date night.

    Fit & Features

    • Bell long sleeves, shoulder pads
    • V-neckline
    • Bodycon silhouette
    • Mini-length hem
    • Smooth knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2659

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffle Me Down Satin V-Neck Party Dress

    Dare to drop it low in this satin party dress! Featuring a bodycon silhouette and ruffled trim side slit, you’ll turn heads wherever you go. With its V-neck, spaghetti straps, and mini-length hem, this dress will help you feel confident and chic! Complete the look in spiral block heels for a celebration.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Bodycon silhouette
    • Side ruffled slit, mini-length hem
    • Silky satin fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2783

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Glitter Off The Shoulder Midi Dress

    Be unforgettable in this glitter midi dress destined to sparkle on every occasion! Featuring an off-the-shoulder neckline, short sleeve cuffs, a bodycon silhouette, a side-ruched seam, and an asymmetrical midi-length hem with slit, this glitter knit fabric will make you shine. Complete the look in statement heels for a semi-formal party or celebration.

    Fit & Features

    • Off-the-shoulder neckline
    • Short sleeve cuffs
    • Bodycon silhouette, side ruched seam
    • Asymmetrical side slit, midi-length hem
    • Glitter knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2841

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette V-Neck Surplice Bodysuit

    A flattering staple bodysuit that fits like a glove and layers effortlessly under your favorite sweaters or jackets. It features fitted long sleeves, a surplice V-neckline, side ruched seams that accentuate your curves, a form-hugging fit, and a thong bottom with snap-button closures. The double-lined stretchy knit fabrics offer a seamless design and have an ultra-soft buttery feel. Style with best-selling bottoms and a jacket for day or night!

    Fit & Features

    • Fitted long sleeves
    • Surplice V-neckline
    • Side ruched seams
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Double-lined smooth knit fabric, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 06001-4979

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Real High-Rise Cargo Denim Skinny Jeans

    Keep it really cute and trendy in these denim skinny jeans for your everyday style! They feature a flattering high-rise waist, a skinny-leg silhouette, cargo-flap pockets with button closures, and a tapered ankle fit. The jeans are composed of a dark wash denim fabric with a color fade effect and some stretch. Complete the look with a crop top for a dinner and movie!

    Fit & Features

    • High-rise waist
    • Skinny-leg silhouette, tapered ankle fit
    • Cargo-flap pockets, button closures
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Dark wash denim, some stretch, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0478

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Utility Cargo Jogger Jumpsuit

    Step up your fashion game in this utility jumpsuit and take the streets by storm! The jumpsuit features short sleeves, a collar neckline, snap-button down front closures, chest faux flap pockets, an adjustable elasticized drawstring waistband and hidden side pockets, lower flap cargo pockets, a jogger-style leg, and an elasticized cuff. Complete the look with a statement ring set to slay it every time you step out!

    Fit & Features

    • Short sleeves, collar neckline
    • Snap-button down front closures
    • Chest faux flap pockets, hidden side pockets
    • Adjustable elasticized drawstring waistband
    • Lower flap cargo pockets, jogger style leg, elasticized cuff
    • Twill woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0783

    Category Name: $20 & Under Sale

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Allure Satin Bodycon Mini Dress

    Shopping for the perfect homecoming dress that will capture that stylish allure? This sleek satin mini dress will deliver. It features an off-the-shoulder straight-across neckline, fitted short sleeve cuffs, a high waist seam, chic pleating at the waist, a mini-length hem, and a bodycon silhouette to showcase your gorgeous figure. The satin-knit fabric has a moderate stretch. Pair this homecoming dress with rhinestone heels for a subtle hint of glam!

    Fit & Features

    • Off-the-shoulder straight-across neckline
    • Fitted short sleeve cuffs
    • High waist seam
    • Pleating at the waist
    • Mini-length hem, bodycon silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2645

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • RSVP Yes Satin Platform Rhinestone Trim Heels

    With these satin platform heels, you'll want to RSVP yes to every invite! They feature a square toe, wide foot strap, a chunky platform sole an ultra-tall block heel, and a rhinestone-embellished ankle strap with buckle closure. Complete the look with a glam clutch for a formal soiree!

    Fit & Features

    • Square toe
    • Wide foot strap
    • Chunky platform sole, ultra-tall block heel
    • Rhinestone-embellished ankle strap
    • Buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4518

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vibe Check Platform Block Heel Pumps

    These platform pumps give you the perfect vibe check! They feature a closed almond toe, sides, and ankle, a chunky block heel, and a retro checkered pattern. Complete the look with a trendy mini handbag for a concert!

    Fit & Features

    • Closed almond toe, sides, and ankle
    • Chunky block heel
    • Platform sole
    • Checkered pattern
    • Runs true to size

    Style Number/Barcode: 07401-4519

    Category Name: $20 & Under Sale

    Price: $8.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet But Sassy Satin Rhinestone Bow Flats

    Treat yourself to the perfect touch of sassy style with these satin flats! They feature a closed pointed toe with a statement rhinestone bow and a rhinestone-embellished trim, an open design, a cushioned faux leather insole, and a rhinestone-embellished ankle strap with buckle closure. Complete the look with a fab ring set for a dressy dinner party or banquet!

    Fit & Features

    • Closed pointed toe, rhinestone trim
    • Statement rhinestone bow
    • Open design
    • Cushioned faux leather insole
    • Rhinestone-embellished ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07405-0042

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Country Girl Rhinestone Trim Cowboy Hat

    Amp up your party 'fit and look like a glam country girl with this fabulous rhinestone trim cowboy hat! It features a classic design with a structured top, a wide curved brim, a sparkling iridescent rhinestone trim, and is composed of a smooth faux suede material. Style this hat with a bodycon dress and platform heels for a birthday party, bachelorette, or Nashville trip!

    Fit & Features

    • Structured top
    • Wide curved brim
    • Iridescent rhinestone trim
    • Faux suede material

    Style Number/Barcode: 07302-1531

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spoil Yourself Faux Suede Rhinestone Booties

    Spoil yourself and get these faux suede booties for an edgy glam look! They feature a pointed toe, a rhinestone-embellished wrap design, an inner zipper closure, and a block heel. Style with a faux leather jacket for dinner and drinks downtown!

    Fit & Features

    • Pointed toe
    • Rhinestone-embellished wrap design
    • Inner zipper closure
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1695

    Category Name: $20 & Under Sale

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Extra Sleek Satin Corset Mini Dress

    This satin corset mini dress will give you that extra sleek look to keep all eyes on you! It features a sleeveless square neckline, thin tank shoulder straps, a chic corset-designed bodice with flexible boning inserts for a snatched silhouette, ruching at the waist, a mini-length hem, and a bodycon fit. The smooth satin-knit fabric has plenty of stretch. Style this mini dress with rhinestone fringe earrings to add some glam for your next club night out!

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps, back zipper, hook and eye closure
    • Corset-designed bodice, front flexible boning inserts
    • Ruching at the waist
    • Mini-length hem, bodycon silhouette
    • Satin-knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5221

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daniella Formal Glitter Open Back Mermaid Dress

    Special Occasion

    Designed with showstopping glitter, the Daniella formal long dress radiate shine from every angle! Perfect for galas, black-tie weddings, and anniversary parties. She features a sleeveless square neck, tank shoulder straps, an alluring open back with a lattice bar accent and ruched seam, and a flattering mermaid silhouette and floor-length hem. The formal dress is composed of a glitter knit fabric with a short stretchy knit lining. Complete the look with a statement layered necklace and earrings.

    Fit & Features

    • Sleeveless square neck, tank shoulder straps
    • Open back, lattice strap, ruched seam
    • Mermaid silhouette
    • Floor-length hem
    • Glitter knit fabric, short stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7236

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meilani Formal Sequin Scroll Slit Midi Dress

    Special Occasion

    Radiate sexy elegance in the Meilani formal midi dress perfect for serving major looks as a wedding guest or attending a banquet dinner! She features a sweetheart neckline with a square cutout, adjustable spaghetti straps, a padded and underwire bust, a bodycon silhouette that hugs your gorgeous curves, and a flattering front slit and midi-length hem. The formal dress is designed with a sparkly sequin-scroll pattern on mesh fabric with a stretchy knit lining. Complete the look with fringe earrings and silver heels!

    Fit & Features

    • Sleeveless sweetheart neckline, square cutout
    • Adjustable spaghetti straps, padded and underwire bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit, midi-length hem
    • Sequin-scroll mesh fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1644

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Traci Formal Satin High Low A-Line Dress

    Special Occasion

    You're guaranteed to wow in the Traci formal satin dress perfect for school dances, banquets, or fancy celebrations! She features adorable short puff sleeves, a sweetheart neckline with a pleated cowl overlay, a padded bust, and a flattering A-line silhouette and high-low hem to play up your flirty self. The formal dress is crafted from a silky smooth satin fabric with a luxe sheen effect and has a short stretchy knit lining. Complete the look with sparkling rhinestone heels and jewelry. 

    Fit & Features

    • Sleeveless sweetheart neckline, pleated cowl overlay
    • Padded bust, short puff sleeves
    • Back zipper and hook-eye closure
    • A-line silhouette, high low hem
    • Smooth satin fabric, sheen effect, short stretch knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-7582

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sallie Formal Sequin Halter Mermaid Dress

    Special Occasion

    The Sallie formal sequin dress will make a sparkling statement at black tie events or red carpets! This sleeveless beauty is designed with a halter neckline, a flattering mermaid silhouette, and a floor-length hem. The luxurious mesh fabric is adorned with eye-catching sequins in a filigree pattern that will sparkle in any light and has a stretchy knit lining. Complete the look with fringe earrings and a clutch.

    Fit & Features

    • Sleeveless halter neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Sequin filigree pattern, mesh fabric, stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7516

    Category Name: $20 & Under Sale

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • '90s Style Low-Rise Relaxed Fit Jeans

    Channel that trendy '90s vibe with these low-rise relaxed fit jeans! They feature a low-rise waist, front pockets, dual back pockets with buttoned flap designs, a '90-inspired straight-leg silhouette, and a relaxed fit. The medium-wash denim fabric features a color fade effect. Style these jeans with a corset top and clear mules for a casual-chic look to grab drinks!

    Fit & Features

    • Low-rise waist
    • Front pockets
    • Dual back pockets, buttoned flap designs
    • '90s style straight-leg silhouette, relaxed fit
    • Belt loops, button-front and hidden zipper closure
    • Medium-wash denim fabric, color fade effect, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0477

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid-Rise Cargo-Style Baggy-Leg Jeans

    Capture that trendy casual-chic style you've seen all over socials with these cargo-style baggy-leg jeans! They feature a mid-rise waist, dual front flap pockets, dual back pockets, cargo side pockets, a baggy-leg silhouette, and a relaxed fit. The medium-wash denim fabric features a color fade effect. Style this cool pair of denim with a corset top and strappy mules for happy hour!

    Fit & Features

    • Mid-rise waist
    • Dual front flap pockets, dual back pockets
    • Multiple cargo side pockets
    • Baggy-leg silhouette, relaxed fit
    • Belt loops, front button and hidden zipper closure
    • Medium-wash denim fabric, color fade effect, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0476

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Mood Hacci Knit Wide-leg Pants

    These super comfy hacci knit wide-leg pants will have you in a totally relaxing weekend mood! They feature a high-rise elasticized drawstring waist, a tie-front design, and a wide-leg silhouette. The ultra-soft hacci knit fabric has plenty of stretch. Pair these pants with a basic cropped tank for a cute and casual loungewear look.

    Fit & Features

    • High-rise elasticized drawstring waist
    • Tie-front design
    • Wide-leg silhouette
    • Soft hacci knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2394

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Favorite Trend High-Rise Oversized Sweatpants

    These comfy high-rise oversized sweatpants will be your new favorite trend to style! They feature a high-rise waist with an elastic waistband for comfortable wear, dual side pockets, a relaxed wide-leg silhouette, and an oversized fit. The heather knit fabric offers plenty of stretch and a soft fleece lining. Pair these sweatpants with a basic crop top and sneakers to look cute as you run errands, or a tube top and mules for a casual-chic 'fit to grab drinks!

    Fit & Features

    • High-rise elasticized waistband
    • Side pockets
    • Wide-leg silhouette
    • Heather knit fabric, soft fleece lining
    • Plenty of stretch
    • Oversized fit

    Style Number/Barcode: 06502-2395

    Category Name: $20 & Under Sale

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Up The Night Over-The-Knee Stiletto Boots

    These over-the-knee stiletto boots will heat up the night and create a fiery going-out look! They feature an over-the-knee height with a fitted silhouette, a pointed toe, a sleek stiletto heel, an inner zipper closure for easy on-and-off wear, and a top tie-back design. Pair these fabulous over-the-knee boots with a little black dress and gold jewelry!

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Top tie-back design
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0965

    Category Name: $20 & Under Sale

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glammed Out Glitter Marabou Trim Party Dress

    Get glammed out in this glitter party dress for a night on the town! It features a sleeveless square neckline, tank shoulder straps, a bodycon silhouette that hugs your curves, and a fabulous marabou trim hem. Complete the look in block heels and a choker!

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Bodycon silhouette
    • Marabou trim, mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5127

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Oversized Faux Leather Blazer

    Keep it trendy with a blazer that layers on the style! This blazer features a collared neckline with lapel accents, a double-breasted button design, lightly padded shoulders, long sleeves, faux front pockets, and a long hem. The blazer is composed of a lined faux leather fabric that offers a relaxed fit with minimal stretch. Complete the look with a corset top and boyfriend jeans for weekly happy hour!

    Fit & Features

    • Collared neckline, lapel accents
    • Double-breasted button design
    • Lightly padded shoulders, long sleeves
    • Faux front pockets, long hem
    • Lined faux leather fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06204-1630

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale