$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.

  • Traveling Cute Halter Wide-Leg Cargo Jumpsuit

    Travel cute wherever you're heading in this sleeveless woven jumpsuit for a chic and polished vibe! The halter collar neckline and front zipper closure provide a classic and utility touch, while the open back with an adjustable strap flaunts some skin, and side and flap pockets offer functionality along the wide-leg silhouette. Complete the look with a trendy shoulder handbag.

    Fit & Features

    • Woven fabric
    • Front zipper closure
    • Open back, adjustable strap
    • Side pockets, flap pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06402-1407

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly On Trend Lucite Block Heels

    Elevate your look in these clear block heels featuring an almond toe and clear straps with a lucite heel for a seamless look with every outfit.

    Fit & Features

    • 4" Lucite block heel
    • Almond toe
    • Clear strap over the toe
    • Clear adjustable ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-2581

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Mode Espadrille Platform Wedge Heels

    Capture the effortlessly chic vibe of the summer season with these espadrille platform wedge heels! They feature an open almond-shaped toe with a wide toe strap, a thin adjustable ankle strap with a buckle closure, a closed back with a woven design, and a tall platform wedge heel for a beachy boho look. Style with a pearl necklace and hoop earrings.

    Fit & Features

    • 5" Platform wedge heel
    • Espadrille material
    • Open almond toe, wide toe strap
    • Thin adjustable ankle strap with buckle
    • Closed back with woven design
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-0347

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Chic Straw Platform Block Heels

    Platform and boho chic, these block heels were made for fun under the sun! Pack these essential shoes for vacations, weekend trips, or a beach day. They feature an almond toe, an adjustable ankle strap with buckle closure, and a platform sole to elevate the style. Complete the look with the matching hat and bag!

    Shop Matching Hat: Boho Chic Tiered Floppy Straw Hat
    Shop Matching Shoulder Bag: Boho Chic Straw Shoulder Bag

    Shop Matching Tote Bag: Boho Chic Crossbody Straw Tote Bag

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Adjustable ankle strap, buckle closure
    • Platform sole
    • Luxe fit cushioned insole
    • Straw material
    • Runs true to size

    Style Number/Barcode: 07401-4659

    Category Name: $20 & Under Sale

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Mystique Rhinestone Spiral Heels

    Add a whimsical mystique to your outfit with these statement metallic block heels perfect for dressy events! They feature an almond-shaped toe, a wide toe strap with mini rhinestone trim, and a spiral ankle rhinestone strap with butterfly accents. Complete the look with a ring set.

    Fit & Features

    • Almond toe
    • Wide toe strap, mini rhinestone trim
    • Spiral ankle rhinestone strap with butterflies
    • Block heel
    • Metallic sheen, faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4762

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Fun High Rise Striped Knit Midi Skirt

    Give your vacay style a dynamic upgrade in this flirty knit midi skirt perfect for a getaway or weekend fun! The skirt boasts a high-rise waist, a bodycon fit, a center back slit for movement, and a midi-length hem on pointelle knit fabric showcasing a trendy striped pattern. Complete the look with the matching top.

    Shop Matching Top: Flirty Fun V-Neck Tie Striped Knit Crop Top

    Fit & Features

    • Pointelle knit fabric, striped pattern
    • High-rise waist
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1013

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave An Impression Twist Cutout Knit Midi Dress

    Leaving an impression will be easy with this sleeveless knit midi dress! Perfect for vacation or a weekend spent at the beach, this dress features a flattering scoop neckline, spaghetti straps, a head-turning twist cutout back design, a bodycon fit, and a sultry side slit along the midi-length hem. Complete the look in strappy espadrille wedges.

    Fit & Features

    • Knit fabric, moderate stretch
    • Scoop neckline
    • Spaghetti straps
    • Twist back cutout
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1950

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss America Baseball Cap

    Show your patriotic spirit in this cute and trendy baseball cap featuring a curved wide brim to help shade your eyes, a front embroidery that reads "Miss America" and an adjustable back strap for a snug fit. Complete the look in a denim romper for a backyard BBQ.

    Fit & Features

    • Curved wide brim
    • Front embroidery that reads "Miss America"
    • Adjustable back strap

    Style Number/Barcode: 07302-1639

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Delight High Rise Scallop Wrap Mini Skort

    Discover a cute new look with this mini skort essential for creating chic 'fits! his versatile piece features a high-rise waist for a flattering fit, a front skirt overlay with a scallop wrap mini-length hem, and built-in shorts lining. Complete the look in a short sleeve top and sneakers.

    Fit & Features

    • Woven fabric, shorts lining
    • High-rise waist
    • Front skirt overlay, scallop wrap mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0509

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Undeniable Halter V-Neck Crop Top

    All you need is your undeniable sass and this crop top for an adorable style! It features a sultry halter V-neckline and a fitted pointed crop hem that flatters your figure on mineral wash stretchy rib knit fabric. Complete the look in jeans and sandals.

    Fit & Features

    • Mineral wash stretchy rib knit fabric
    • Halter V-neckline
    • Pointed crop hem
    • Runs true to size

    Style Number/Barcode: 06002-1880

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheryl Formal Floral Chiffon Ruffle Dress

    Special Occasion

    Get swept away into the dreamy romance of the Sherly formal dress showcasing a vibrant floral pattern perfect for outdoor weddings, garden parties, and formal soirees! She features a sleeveless sweetheart neckline with a padded bust, ruched elastic straps, and a ruffle-tiered A-line silhouette with a front slit and long hem. The special occasion dress is composed of an airy chiffon fabric with a stunning floral print and a smooth woven lining with no stretch. Complete the look with a beaded clutch and lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Ruched elastic straps, back zipper and hook-eye closure
    • Ruffled, tiered A-line silhouette
    • Front slit, long hem
    • Vibrant floral print, airy chiffon fabric, smooth woven lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7124

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Excellence Floral Sequin Mini A-Line Dress

    Get enchanted by the sparkly excellence of this floral sequin dress designed to shimmer at showers and celebrations! The sweetheart halter neckline with tie closure and A-line silhouette flatter any figure, while the mini-length hem and floral print on sequin embellished fabric make it perfect for any occasion. Complete the look in strappy-heeled sandals.

    Fit & Features

    • Floral print, sequin embellished fabric, stretchy knit lining
    • Sweetheart halter neckline with tie
    • Padded bra cups
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3014

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gillian Sleeveless Ruffled A-Line Tulle Formal Dress

    Special Occasion

    Rule the runway in the Gillian tulle formal dress for a show-stopping look to your seat at weddings, banquets, or garden parties! Crafted from luxurious tulle fabric, this floor-length dress will make you feel like a work of art. The sweetheart neckline, adjustable spaghetti straps with ruffled trim, and ruffled tier A-line silhouette create a look of effortless elegance. Complete the look with earrings and a clutch.

    Fit & Features

    • Tulle woven fabric lined with stretchy knit
    • Adjustable spaghetti straps with ruffled trim
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Ruffled tier A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7837

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maxine One-Shoulder Slim Glitter Formal Dress

    Special Occasion

    With a glittery fabric and dramatically draped one-shoulder neckline, the Maxine long formal dress combines glamour with goddess vibes! The one-shoulder neckline and curve-hugging slim silhouette accentuate your figure, while the side ruched seam and high front draped slit add a touch of sophistication. Complete the look in stiletto heels and a cuff bracelet for a black tie gala or banquet!

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Side ruched seam
    • High front draped slit
    • Curve-hugging, slim silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-8214

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Deborah Formal Chiffon A-Line Ruffled Dress

    Special Occasion

    With a flirty slit and flattering silhouette, the Deborah formal chiffon dress is a lovely effortless option for outdoor weddings or banquets! She features a sleeveless sweetheart neckline adorned with ruched straps, a padded bust, and a breezy tiered ruffled A-line silhouette, front slit, and floor-length hem. The formal dress is composed of an airy chiffon fabric for a lightweight feel and has a smooth woven lining. Complete the look with sleek stiletto sandals and jewelry!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Ruched straps, padded bust
    • Back zipper and hook-eye closure
    • Tiered ruffled A-line silhouette, front slit, floor-length hem
    • Airy chiffon fabric, smooth woven lining, no stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-7725

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tabitha Lace Up A-Line Satin Formal Dress

    Special Occasion

    Elegance is a dish best served in the Tabitha satin formal dress that radiates luxury at every gala, black tie wedding, and banquet! Crafted from exquisite satin woven fabric with multiple knit linings and a partial tulle underskirt for volume, this floor-length dress boasts an elegant A-line silhouette for a truly exclusive look. The sleeveless square neckline and spaghetti straps add a flattering look, while the lace-up back design and hidden side pockets provide both style and convenience to hold your phone or lipstick. Complete the look in a grand jewelry set and heels for a stunning evening out!

    Fit & Features

    • Satin woven fabric, stretchy knit linings, partial tulle underskirt
    • Square neckline, padded bust
    • Spaghetti straps, lace-up back
    • Back zipper with hook and eye closure
    • High waist seam, hidden side pockets
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7761

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Celia Strappy Back A-Line Glitter Formal Dress

    Special Occasion

    Best believe you'll be dazzling in the Celia glitter formal dress at prom, banquets, and upscale parties! She boasts a sexy plunge V-neckline with a mesh insert that adds allure, while padded bra cups provide support. Find your perfect fit with adjustable spaghetti straps and strappy open back. The A-line silhouette and high front wrap slit create a flattering and sophisticated look. Crafted from glitter fabric, this dress exudes elegance and glamour. Complete the look with earrings and block heels for a chic evening out!

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti straps
    • Strappy back with hook-eye closures, zipper and hook-eye closure
    • High front wrap slit, A-line silhouette
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-8051

    Category Name: $20 & Under Sale

    Price: $24.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rosalina Strappy Back Sequin Mermaid Dress

    Special Occasion

    Serve chic looks at your next formal affair in the Rosalina strappy back sequin mermaid dress! Crafted with all-over sequin embroidery on the lined mesh fabric, this long formal dress will spark up the gorgeous glamour. Her bodice is shaped with a sleeveless V-neckline and spaghetti straps, leading to an alluring open back with a cross-back strappy design and a tie closure. Her fitted high waist is accented with angled side cutouts that lead to the backless design. Her floor-length mermaid silhouette is accented with a high-cut front slit to reveal some leg. Complete your look with rhinestone fringe earrings.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • All-over sequin embroidery
    • V-neckline with padded bust, spaghetti straps
    • Open back, cross-back strappy design, lower zipper with hook and eye closure
    • High waist seam, angled side cutouts, ruching
    • High front slit, mermaid fit
    • Runs true to size

    Style Number/Barcode: 05002-8295

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whitley Formal Ruched Long Mermaid Dress

    Special Occasion

    The Whitley formal ruched long mermaid dress will showcase your stunning silhouette at your next formal affair! Crafted from a stretchy smooth knit fabric, she features a sleeveless cowl neckline with a built-in padded bust so you don't have to worry about a bra, adjustable spaghetti straps for a customized fit, ruching down the back and side seams, a dramatic floor-sweeping hem with a cascading train, and an iconic mermaid silhouette to flaunt your curves. Style this formal long dress with rhinestone chandelier earrings.

    Fit & Features

    • Sleeveless cowl neckline, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruched back and side seams
    • Floor-sweeping hem, train, mermaid silhouette
    • Stretchy smooth knit fabric, mini-length knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-8253

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stroll The Beach V-Neck Floral Paisley Maxi Dress

    Wherever your summer travels take you, always be in style with this casual floral paisley maxi dress! Featuring adjustable spaghetti straps and a stretchy smocked V-neckline, you'll have the perfect fit for a day in the sun. The crisscross back adds a playful touch, while the ruffled hem gives a flirty flair to the flowy silhouette. Complete the look with a cute hair accessory and sandals!

    Fit & Features

    • Floral paisley print, woven fabric, stretchy knit lining
    • Adjustable spaghetti straps, crisscross back
    • Stretchy smocked V-neckline
    • Flowy silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-5566

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maleah Twist-Front Glitter Knit Mermaid Dress

    Special Occasion

    Bring the dazzling energy to your next glamorous soiree in the stunning Maleah twist-front glitter knit mermaid dress! Designed with a glitzy glitter knit fabric offering plenty of stretch, this formal dress will gleam and glimmer all night long. She is shaped with a sleeveless sweetheart neckline with a ruched twist-front design and spaghetti straps. She features a matching twist-back design followed by a lower back cutout to add some allure. Her floor-length sultry mermaid silhouette will showcase your gorgeous curves. Complete the look with rhinestone fringe earrings and strappy stilettos!

    Fit & Features

    • Stretchy glitter knit fabric lined with stretchy knit
    • Sleeveless sweetheart neckline, ruched twist-front
    • Spaghetti straps
    • Twist-back, lower back cutout
    • Mermaid fit
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-8430

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abby Floral Jacquard Ball Gown

    Special Occasion

    You'll be ready to celebrate the night in the Abby formal ball gown designed to capture all the attention! She features a sleeveless boat neckline, dual adjustable spaghetti straps, and an open back with an alluring lace-up design for a customized fit. Her high waist seam effortlessly leads to the A-line silhouette with a sultry front slit to showcase some leg. The formal dress is composed of a floral jacquard woven fabric with an inner lining and no stretch. Complete your event look in this long dress with a stunning hairpiece and clutch.

    Fit & Features

    • Sleeveless boat neckline, dual adjustable spaghetti straps
    • Open back, lace-up design, tie closure, zipper closure
    • High waist seam
    • A-line silhouette, front slit
    • Floral jacquard woven fabric, inner lining, no stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-2411

    Category Name: $20 & Under Sale

    Price: $59.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Danielle Lace A-Line Party Dress

    Special Occasion

    Made to catch all the attention, Danielle brings a romantic touch to your high school dance! She features a sleeveless, square neckline, adjustable spaghetti straps, a lightly padded bust, a lace back design, an empire waistband, hidden side pockets, and a short, A-line silhouette. The formal dress is composed of a lustrous, non-stretch satin woven fabric with a knit lining. Complete your dressy look in glam rhinestone heels.

    Fit & Features

    • Sleeveless, square neckline, adjustable spaghetti straps
    • Lightly padded bust, bra optional
    • Lace back design, zipper closure
    • Empire waistband, hidden side pockets
    • Short, A-line silhouette
    • Non-stretch satin woven fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1125

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Valerie Short Sleeveless Party Dress

    Special Occasion

    Sweet and flirty, the Valerie party dress is a must-have for Homecoming season! She features a sleeveless sweetheart neckline with a notched front design and a fold-over hem, a padded bust that eliminates the need for a bra, and adjustable spaghetti straps for a customized fit. Her pleated high waist leads to a short party skirt with a cute bubble hem and a fit-and-flare silhouette. Complete your look with sparkly rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, notch wire front design
    • Padded bust, fold-over hem
    • Adjustable spaghetti straps, back zipper, hook-eye closure
    • Pleated high waist, bubble hem, fit-and-flare silhouette
    • Smooth taffeta fabric, knit lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1185

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale