$20 & Under Sale

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Product Recommendations

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.

  • Golden Hour High-Rise Cargo Wide-Leg Linen Pants

    Stroll in these linen wide-leg pants during golden hour on vacation or a weekend by the beach! Designed with a high-rise elasticized waistband and linen fabric, these pants are perfect for all-day wear along with convenient cargo flap pockets and a wide-leg silhouette, you'll feel effortlessly chic and ready for anything. Complete the look with the matching vest and sandals.

    Shop Matching Vest: Golden Hour Tie-Front Linen Vest

    Fit & Features

    • Linen fabric lined with stretchy knit
    • High-rise elasticized waistband
    • Cargo flap pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0810

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny And Sweet Off-The-Shoulder Floral Crop Top

    Nothing's sweeter than a sunny day spent in this floral crop top! Featuring a ruffle trim neckline, short puff sleeves, and a stretchy smocked bodice, this top is as comfortable as it is stylish. The ruffled crop hem and floral print knit fabric add cuteness to any outfit. Complete the look in trendy denim shorts.

    Fit & Features

    • Floral print knit fabric, moderate stretch
    • Off-the-shoulder ruffle trim neckline
    • Short puff sleeves
    • Stretchy smocked bodice
    • Ruffled crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5337

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Me Lace-Up Floral Woven Mini Dress

    Amp up the romance on your next date in this lace-up floral woven mini dress. The structured and lined woven fabric showcases a classic floral pattern with a chic tapestry look. The strapless straight-across neckline is accented with a dainty eyelet lace trim and a ribbon tie-front design for a cute touch. The ribbon lace-up back allows for a customized fit. The bodice features a corset design with flexible boning inserts for structure, leading to a slim A-line silhouette. Style this short dress with gold hoops and nude heels!

    Fit & Features

    • Floral patterned non-stretch woven fabric, knit lining
    • Strapless straight neckline, eyelet lace trim and tie-front design
    • Lace-up back, tie closure
    • Corset bodice with flexible boning, high waist seam
    • Hidden side zipper, hook and eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3327

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Confidence Floral Jacquard Skater Dress

    Let everyone know you've got the perfect style in this floral jacquard skater dress! Crafted from a jacquard floral embroidery, this dress exudes chic vibes. The ruffle trim sweetheart neckline and tie spaghetti straps add a touch of femininity, while the flexible boning ensures a perfect fit. The skater silhouette and short-length hem will have you twirling! Complete the look in strappy heels.

    Fit & Features

    • Floral jacquard embroidery, woven fabric, chiffon lining
    • Tie spaghetti straps
    • Ruffle trim sweetheart neckline
    • Back zipper and hook-eye closure
    • Flexible boning
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3166

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating Cutie Eyelet Floral Babydoll Dress

    Captivate everyone with your cuteness in this eyelet floral babydoll dress at parties or brunch! Made with delicate eyelet floral chiffon fabric, this dress is perfect for any occasion.  The puff short sleeves and V-neckline add a touch of playfulness, while the babydoll silhouette and tiered ruffled hem offer a flattering fit. Complete the look in edgy booties.

    Fit & Features

    • Eyelet floral print chiffon fabric lined with stretchy knit
    • Back zipper and hook-eye closure
    • Babydoll silhouette
    • Tiered ruffle short length hem
    • Runs true to size

    Style Number/Barcode: 05101-3144

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Sweet Look Sleeveless Ruffled Skater Dress

    A sweet skater dress for showers or brunch! With its romantic sweetheart neckline and bust tie, you'll feel so flirty. The adjustable spaghetti straps allow for a perfect fit while the ruffled skater silhouette and short-length hem add a touch of playful charm. The partially smocked back offers added stretch. Complete the look with a heart necklace and sandals.

    Fit & Features

    • Gauze woven fabric with stretchy knit lining
    • Sweetheart neckline, bust tie
    • Adjustable spaghetti straps
    • Stretchy smocked back
    • Ruffled skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5499

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mamahood Club Baseball Cap

    Show off your proud mom status in style with this classic baseball cap! Features an embroidered "Mamahood Club" on the front, adjustable pull-tab for a comfortable fit, and curved brim to help shade on cotton material. Complete the look in a basic romper for running errands or coffee meet-ups with other mamas!

    Fit & Features

    • Baseball cap
    • Curved brim
    • Embroidered "Mamahood Club"
    • Adjustable pull-tab
    • Cotton material

    Style Number/Barcode: 07302-1608

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Check Strappy Straw Denim Block Heels

    When the sun is shining, these denim block heels come out! It's open-toe season and these heels are a must-have for vacations or strolling downtown. They feature a square toe and straw denim strappy design, a sturdy block heel, and a closed ankle with an adjustable strap and buckle closure. Complete the look with a crossbody purse.

    Fit & Features

    • 4" Block Heel
    • Square toe
    • Denim straw strappy design
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4882

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out Of Town Strapless Floral Crepe Mini Dress

    The perfect floral crepe mini dress to take with you out of town! Boasting a strapless neckline, this mini-length dress has a trendy contrast foldover design and a bodycon silhouette that flatters your curves. Complete the look in sandals and sunnies!

    Fit & Features

    • Floral print, crepe fabric lined with stretchy knit
    • Contrast foldover design
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3364

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play Your Way Tie Front Linen Corset Top

    Play it your way in this linen corset top to draw all the attention! Made from a linen blend fabric lined with knit perfect for the warmer weather ahead. With a sweetheart neckline and adjustable straps, the ruched bust and tie-front add a touch of charm. The flexible boning provides support while the cropped hem back hook and eye fasteners give a flattering fit. Complete the look in high-rise jeans for day or night plans!

    Fit & Features

    • Linen blend fabric lined with knit, slight stretch
    • Adjustable straps, sweetheart neckline
    • Multiple back hook and eye fasteners
    • Flexible boning
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2357

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Vibe High-Rise Destructed Straight-Leg Jeans by Windsor Denim

    These trendy destructed straight-leg jeans by Windsor Denim will give you that fresh vibe you crave for the summer season. Made with a stretchy cotton-blend denim fabric, they feature a high-rise waist and a straight-leg fit with destructed detailing for an effortlessly cool look. Include a five-pocket and belt loop design with a front button and hidden zipper closure. Style these jeans with a graphic tee and ankle booties.

    Fit & Features

    • Cotton-blend denim fabric with moderate stretch
    • High-rise waist
    • Straight-leg fit
    • Destructed detailing
    • Five-pocket and belt loop design
    • Front button, zipper closure
    • Runs true to size

    Style Number/Barcode: 06602-0492

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Award Winning Glitter Rhinestone Strap Mini Dress

    Win the award for best sparkles in this memorizing glitter mini dress out for a night! The dress features a V-neckline, spaghetti straps, a low-cut back with a glam rhinestone-embellished strap, a flattering bodycon silhouette, and a wrap mini-length hem. Complete the look with fringe earrings for extra shine!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Low-cut back, rhinestone-embellished strap
    • Bodycon silhouette
    • Wrap mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5168

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let It Shine Sequin Sleeveless Crop Top

    Let your sparkling personality shine in this sequin sleeveless crop top boasting a sleeveless square neckline, adjustable spaghetti straps, and a cropped hem with a form-hugging fit. Perfect for celebrations, complete the look with the matching midi skirt.

    Shop Matching Bottoms: Let It Shine Sequin High Slit Midi Skirt

    Fit & Features

    • Sequin embellished pattern, sheer mesh fabric, sewn-in knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Cropped length
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2463

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Cutie Halter Cutout Wide-Leg Jumpsuit

    This tropical halter jumpsuit will transport you to a beautiful paradise! The sleeveless plunging halter neckline and cutout bodice are both trendy and flattering, while the wide-leg silhouette adds a touch of style to the stretchy smooth knit fabric. Complete the look in strappy sandals.

    Fit & Features

    • Tropical palm leaf print
    • Smooth knit fabric, moderate stretch
    • Plunging halter neckline with tie closure, partial open back
    • Cut out bodice
    • Hip-hugging fit
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2493

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jaime Feather Trim Velvet Mermaid Dress

    Special Occasion

    Bring the dramatic flair to your next formal soiree in the stunning Jaime feather trim velvet mermaid dress. She features a sleeveless square neckline with a chic marabou feather trim, spaghetti straps, a high waist seam, ruching down the side leading to a thigh-high slit, and a fitted, floor-length, mermaid silhouette. The luxe velvet fabric offers a moderate stretch. Style this dress with a glitzy evening bag.

    Fit & Features

    • Sleeveless square neckline, marabou feather trim
    • Spaghetti straps
    • High waist seam, ruching down the front, high slit
    • Floor-length hem, form-hugging fit, mermaid silhouette
    • Smooth velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-2608

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Style Puff Sleeve Floral Chiffon Skater Dress

    Show off the sweetest style in this breezy floral chiffon skater dress! The airy sheer chiffon fabric is detailed with an adorable dainty floral print for a charming vibe. The short dress features a square neckline with ruching and a small tie-front detail, short puff sleeves, dual high waist seams, and a fit-and-flare skater silhouette. Style with espadrille wedges for weekend brunch!

    Fit & Features

    • Sheer chiffon fabric, stretchy knit lining
    • Dainty floral print
    • Ruched square neckline, tie-front detail
    • Short puff sleeves
    • High waist seams, back zipper with hook and eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3027

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Luxe Rhinestone Strappy Stiletto Heels

    Rhinestone-embellished straps bring bold luxe to these faux leather stiletto heels perfect for brides or formal occasions! With a chic square toe and a strappy design featuring a cute knot accent, these heels elevate any look. The adjustable ankle strap with a buckle closure ensures a comfortable fit while the stiletto heel adds a touch of elegance. Complete the look with stunning jewelry!

    Fit & Features

    • 4" Stiletto Heel
    • Faux leather material
    • Square toe
    • Rhinestone-embellished, strappy knot design
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4717

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kimberly Formal Flocked Mesh A-Line Dress

    Special Occasion

    Beautifully bold and stunning! The Kimberly formal dress will capture every heart at galas and black tie functions! She stuns in a sleeveless V-neckline with a sheer mesh insert, a padded and pleated bust, adjustable spaghetti straps that cross along the open back, and an empire waist that leads to her flattering A-line silhouette with a floor-length hem. The formal dress is composed of a flocked velvet pattern mesh fabric with a stretchy knit lining and dual front slits. Complete the look with dangly rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Padded and pleated bust, back zipper and hook-eye closure
    • Adjustable spaghetti straps, open back, cross back straps
    • Empire waist, A-line silhouette, floor-length hem
    • Flocked velvet pattern on sheer mesh
    • Stretchy knit lining, dual front slits
    • Runs true to size

    Style Number/Barcode: 05002-6819

    Category Name: $20 & Under Sale

    Price: $29.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alaia Lace-Up Mermaid Ombre Sequin Formal Dress

    Special Occasion

    Gorgeous sequins on the Alaia formal dress make her a stunning standout at prom, banquets, or birthdays! Crafted with countless sequins with a chic ombre design, this floor-length gown is a major head-turner. Her cowl neckline and padded bra cups offer a flattering fit, while the spaghetti straps and lace-up back add a touch of allure. The mermaid silhouette hugs your curves while the floor-length hem exudes grace. Complete the look with a necklace and earrings set for extra glamour!

    Fit & Features

    • Sequin embellished, ombre design
    • Mesh fabric lined with stretchy knit
    • Padded bra cups
    • Spagehtti straps, lace-up
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8259

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Lace Beaded Bustier

    Indulge in luxurious elegance in this stunning lace bustier made for your next night out! The sweetheart neckline with intricate beading adds a touch of sparkle, while the detachable and adjustable spaghetti straps provide versatile wear. With built-in padded underwire bra cups and flexible boning, this bustier offers support and shape. The sheer bodice and lace embroidery add a femme look with sleek satin cargo pants, mules, and simple earrings for an elevated style!

    Fit & Features

    • Lace embroidered woven fabric
    • Sleeveless sweetheart beaded neckline
    • Built-in padded underwire bra cups
    • Adjustable and detachable spaghetti straps
    • Flexible boning
    • Multiple back hook and eye fasteners
    • Runs true to size

    Style Number/Barcode: 06003-2331

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Allure Mock Neck Ruched Mesh Midi Dress

    This curve-hugging ruched midi dress will bring a chic allure to your next party! Designed with a stretchy lined mesh fabric, it features a sleeveless halter mock neckline with a stylish draped detail, an open scoop-back design for a sultry touch, ruching down the side seams to flaunt your stunning figure, and a bodycon silhouette on the midi-length hem. Complete the look with metallic heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Halter mock neckline, back button closure
    • Open scoop-back design
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3434

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lyanna Formal Iridescent Sequin Mermaid Dress

    Special Occasion

    Dazzle with glitz and glamorous vibes in the stunning Lyanna formal sequin dress! She features a sleeveless V-neckline with a built-in padded bust, spaghetti straps, a bold open back with a cross-back, lace-up strappy design, a fitted bodice and hip-hugging fit, and a floor-length hem with a mermaid silhouette. The lined mesh fabric showcases iridescent sequin embroidery in an intricate geometric design. Style with a rhinestone necklace and earrings set for prom or any fancy gala!

    Fit & Features

    • Sleeveless V-neckline, padded bust, adjustable spaghetti straps
    • Open back, cross-back, lace-up strappy design, tie closure
    • Fitted bodice, hip-hugging fit, lower back zipper closure
    • Floor-length hem, mermaid silhouette
    • Iridescent sequin embroidery, geometric pattern
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7890

    Category Name: $20 & Under Sale

    Price: $9.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vanessa Formal Satin Cowl Neck Dress

    Special Occasion

    The Vanessa formal satin dress gives an aurora of dreamy romance with subtle hints of sophistication! Perfect for bridesmaids, black tie galas, and award banquets. She features a sleeveless cowl neckline, adjustable spaghetti straps that crisscross along the back, and a hip-hugging slim silhouette with a floor-length hem. The formal dress is composed of a silky satin fabric with a sheen effect. Complete the look with statement earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps, criss-cross back
    • Back zipper, hook and eye closure
    • Hip-hugging, slim silhouette, floor-length hem
    • Silky satin fabric, sheen effect, full-length woven lining, no stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7165

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Muse Watercolor Wrap-Slit Midi Skirt

    Showcase your iconic style like the chic muse you are in this printed wrap-slit midi skirt! Crafted from a breezy woven fabric with a stretchy knit lining, it is detailed with a gorgeous watercolor print for a mesmerizing look. This skirt features delicate pleating, leading to the wrap-slit front design and a midi-length hem. Style with the matching crop top and espadrille wedges for a sunset dinner!

    Shop Matching Top: Chic Muse Watercolor Tie-Front Crop Top

    Fit & Features

    • Watercolor print
    • Woven fabric, stretchy knit lining
    • High-rise pleated waist
    • Back zipper and hook-eye closure
    • Front wrap-slit design
    • Midi-length
    • Runs true to size

    Style Number/Barcode: 06301-0186

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale