$20 & Under Sale

Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.

SHOW FILTER

SORT:

SIZE
COLOR
PRICE
ALL FILTERS
SORT

Size Filter

Color Filter

Price Filter

Sort Options

Loading...

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.

  • Ayanna Formal Glitter Ruched Mermaid Long Dress

    Special Occasion

    Let your curves shine on the Ayanna formal glitter long dress perfect for black tie soirees! She features a stunning cowl neckline adorned with spaghetti straps, side ruched seams that accentuate your figure, a mermaid silhouette, and a graceful floor-length hem. Crafted from a glitter knit fabric that brings endless sparkle and has a stretchy lining. Finish the look with rhinestone bracelets for extra elegance!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Side ruched seams
    • Mermaid silhouette, floor-length hem
    • Glitter knit fabric, stretchy knit lining
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-8554

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Icon Nylon Hot Shorts

    Strut into your Halloween party looking sultry and fab in these nylon hot shorts featuring a high-rise waist and a cheeky form-hugging fit. Create an iconic bunny costume with a corset bodysuit, ears and tail set, and bowtie and cuff set!

    Fit & Features

    • Stretchy nylon knit fabric
    • High-rise elasticized waist
    • Cheeky form-hugging fit
    • Shorts in size small have an 11" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1217

    Category Name: $20 & Under Sale

    Price: $5.00 $15.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    A garden floral print transforms the Corrie satin formal dress into a gorgeous beauty at garden parties and weddings! She features a flattering square neckline with a lace-up back and ruffled adjustable spaghetti straps giving you a customizable fit. The A-line silhouette and high front slit boasts elegance along the floor-length hem that elongates your figure. Complete the look with rhinestone earrings and a ring set.

    Fit & Features

    • Garden floral print, satin fabric lined with stretchy knit
    • Ruffled adjustable spaghetti straps
    • Lace up, back zipper and hook-eye closure
    • High front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8140

    Category Name: $20 & Under Sale

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Patricia Formal Crepe Marabou Long Dress

    Special Occasion

    The Patricia formal crepe dress will make a memorable entrance for a bride, graduate, or black-tie guest! She features a sleeveless one-shoulder neckline with a marabou trim shoulder strap, a slim curve-hugging silhouette, a stunning high-side slit, and a long hem. The formal dress is composed of a sleek crepe fabric. Complete the look with platform stiletto heels and a bracelet.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Marabou trim shoulder strap, back zipper closure
    • Slim, curve-hugging silhouette
    • High-side slit, long hem
    • Crepe fabrication, sewn-in knit stretchy lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7423

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trends Lace-Up Abstract Mini Dress

    A sleeveless mini dress boasts a flattering square neckline, spaghetti straps, and a lace-up back, The abstract printed mesh fabric wraps your body creating the bodycon silhouette and is finished with a mini-length hem.

    Fit & Features

    • Abstract printed mesh fabric, soft stretchy knit lining
    • Spaghetti straps
    • Square neckline
    • Lace-up back
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5657

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dare To Allure Faux Leather Hook-Eye Catsuit

    Dare to allure in this sleek faux leather catsuit featuring a sleeveless square neck and back design, thin tank shoulder straps, front hook-eye closures for a secure fit, and a form-hugging silhouette. Style with stiletto heels.

    Fit & Features

    • Faux leather fabric, knit lined top, plenty of stretch
    • Sleeveless square neck and back, dart seams
    • Thin tank shoulder straps
    • Front hook-eye closures
    • High waist, form-hugging fit
    • Catsuit in size small is 57" shoulder to hem with a 12" front rise and a 30" inseam
    • Runs true to size

    Style Number/Barcode: 06402-1426

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sam Faux Pearl Strap Mermaid Satin Formal Dress

    Special Occasion

    Full of chic details in a timeless silhouette, the Sam satin formal dress is an elegant option for your upcoming galas, banquets, and weddings! Smooth, silky satin craft this floor-length gown designed with the prettiest faux pearl embellished straps, a flattering cowl neckline, and padded bra cups for support. The flexible boning in her bodice gives a snatched appearance while the mermaid silhouette accentuates your curves along the floor-length hem featuring a high front wrap slit. Complete the look with dainty earrings and pumps for a sophisticated evening ensemble!

    Fit & Features

    • Smooth satin fabric lined with short stretchy knit lining
    • Faux pearl adjustable straps
    • Padded bra cups, flexible boning inserts
    • Back zipper and hook-eye closure
    • Front high wrap slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8317

    Category Name: $20 & Under Sale

    Price: $9.97 $86.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dark Angel Faux Leather Corset Mini Dress

    Serve major sultry looks this Halloween as a dark angel in this sleek faux leather mini dress! It features a corset bodice with a sweetheart neckline and an angled lace-up design, adjustable spaghetti straps for a customized fit, and a bodycon silhouette to flaunt your curves. Complete your costume with the matching wings, fishnet tights, and earrings.

    Fit & Features

    • Faux leather fabric, plenty of stretch
    • Sweetheart neckline, padded cups
    • Corset bodice, vertical seams, angled lace-up design
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5730

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curvacious Lane Sleeveless Bodycon Mesh Mini Dress

    Strut looking curvacious in this mesh mini dress for your next night on the town! Designed from form-hugging mesh fabric, this dress boasts a plunge-wired sweetheart neckline with a bar trim, adjustable spaghetti straps, and a bodycon silhouette that flatters your figure. Complete the look in sleek stiletto heels.

    Fit & Features

    • Mesh fabrication lined with stretchy knit
    • Plunge-wired sweetheart neckline
    • Adjustable spaghetti straps
    • Back zipper hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5629

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cause For Celebration V-Neck Ruffle Chiffon Midi Dress

    This chiffon midi dress makes every celebration dressy and cute! With a stunning V-neckline and adjustable spaghetti straps, this flowy silhouette will flatter your figure. The tiered ruffled midi-length hem adds a touch of romance and movement to your look. Style this dress with earrings and strappy block heels.

    Fit & Features

    • Chiffon fabric lined with woven fabric
    • V-neckline
    • Adjustable spaghetti straps
    • Flowy silhouette
    • Tiered ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3354

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Lace Up A-Line Glitter Formal Dress With Pockets

    Special Occasion

    Get ready to celebrate the gorgeous vibes of the Mary glitter formal dress for a stunning look at prom, balls, or upscale birthdays! She boasts a flattering V-neckline and spaghetti straps, with a lace-up back for the perfect fit. Hidden side pockets add convenience to the elegant A-line silhouette, with a high front slit and floor-length hem showcasing the glitter woven fabric! Complete the look with linear earrings and heels.

    Fit & Features

    • Glitter woven fabric lined with stretchy knit
    • Spaghetti straps, padded bra cups, V-neckline
    • Lace-up, back zipper and hook-eye closure
    • Side pockets
    • A-line silhouette, high front slit
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-8020

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ansley V-Neck Lattice A-Line Satin Formal Dress

    Special Occasion

    Luxe satin brings high shine to the Ansley long formal dress ensuring a memorable look for bridesmaids or prom night! Silky satin fabric creates this stunning floor-length gown boasts a flirty V-neckline and padded bra cups for support, adjustable spaghetti straps, and a low open back with strappy lattice detail to add a touch of elegance to the A-line silhouette. Complete with a front slit and floor-length hem, this formal dress is perfect for any fancy occasion! Style the gown with rhinestone earrings, a clutch, and heels for a mesmerizing look!

    Fit & Features

    • Satin fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti straps
    • Side zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8068

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rodeo Cowgirl Gingham Tie-Front Romper

    Channel the cutest western vibe as a rodeo cowgirl this Halloween in this adorable romper! It features a gingham-printed top with a collared V-neckline and tie-front design, a bold waist cutout, and high-rise shorts with a cheeky form-hugging fit. Complete your costume with the cowgirl hat, hair bow set, and the perfect pair of cowboy boots!

    Fit & Features

    • Stretchy knit fabric
    • Gingham-printed top, denim-printed shorts
    • Collared V-neckline, tie-front design
    • Long fitted sleeves
    • Front waist cutout, high-rise waist, cheeky form-hugging fit
    • Romper in size small is 28" shoulder to hem with a 12" front rise and a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1213

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ophelia V-Neck High Low Ruffle Tulle Formal Dress

    Special Occasion

    The Ophelia tulle formal dress you'll look like an absolute fairytale at prom or balls! She's designed with a flattering V-neckline and pleated bust, adjustable spaghetti straps for a perfect fit, and a unique crisscross back design. The high low ruffled hem adds a touch of drama to the elegant tulle fabric. Complete the look in strappy stiletto heels and earrings for an enchanting evening.

    Fit & Features

    • Tulle fabric lined with short stretchy knit lining
    • Adjustable spaghetti straps
    • Pleated bust
    • High low tiered ruffled hem
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7881

    Category Name: $20 & Under Sale

    Price: $9.97 $104.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Out West Rhinestone Denim Booties

    Fabulous and memorable, take these rhinestone denim booties for a glamorous look out west or at the country festival! They feature a pointed toe, side zipper closure for easy wear, a block heel, and a Western-inspired design. Complete the look in a must-have cowboy hat.

    FIt & Features

    • 4" Block Heel
    • Pointed toe
    • Side zipper closure
    • Western-inspired design
    • Rhinestone embellished denim fabric
    • Runs true to size

    Style Number/Barcode: 07403-1786

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy And Sparkly Glitter Party Dress

    If being sassy and sparkly is your thing, then this glitter party dress is ready for you! Bring the glitz and glamour in this stunning dress for dinner parties or graduations! It features a sleeveless square neck, luxe rhinestone straps, a skater silhouette, and a short-length hem. Complete the look in platform heels and a clutch.

    Fit & Features

    • Sleeveless square neck
    • Rhinestone straps
    • Skater silhouette
    • Short-length hem
    • Lined glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2280

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night-Out Allure Strappy Back Knit Bodysuit

    Create iconic night-out 'fits with this sexy strappy back bodysuit! Designed with a stretchy brushed knit fabric, this sultry bodysuit features a sleeveless V-neckline and spaghetti straps that lead to an alluring open-back design of cross-back straps and lower-back bar straps. Style this form-hugging bodysuit with boyfriend jeans and a faux leather jacket for bar-hopping!

    Fit & Features

    • Stretchy brushed knit fabric
    • Sleeveless V-neckline
    • Spaghetti straps
    • Open-back design
    • Cross-back straps, lower-back bar straps
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5163

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Sweet Tie-Strap Eyelet Mini Dress

    Keep your summer date outfit sweet with the cutest eyelet mini dress! Designed with a lightweight eyelet knit fabric, this adorable short dress will bring the charm. It features a sleeveless square neckline with ruching at the bust, tie-shoulder straps, and a bodycon silhouette with a mini-length hem to flaunt your figure. Style with sneakers for a casual look or mules for a dressier vibe!

    Fit & Features

    • Sheer eyelet knit fabric with knit lining
    • Moderate stretch
    • Ruched square neckline
    • Tie-shoulder straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5452

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Outlaw Cow Print Hot Shorts

    Show up and strut in style at your Halloween party as a cowgirl outlaw in these hot shorts! Designed with a cow print on brushed knit fabric, they feature a high-rise elasticized waist and a cheeky form-hugging fit. Complete your costume with the tie-front crop top, cowboy hat, and a sleek pair of western boots!

    Fit & Features

    • Cow printed-brushed knit fabric, plenty of stretch
    • High-rise elasticized waist
    • Vertical seams
    • Cheeky form-hugging fit
    • Shorts in size small have a 9" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1205

    Category Name: $20 & Under Sale

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Yet Sexy One-Shoulder Lace Mini Dress

    Add a sweet yet sexy vibe to the night in this one shoulder mini dress! The sleeveless one-shoulder neckline and bodycon fit hug your curves, while the mini-length hem and sheer lace panels add an alluring touch. Complete the look with earrings and heels.

    Fit & Features

    • Sheer lace panels, knit fabric, partial lining, moderate stretch
    • One-shoulder neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5668

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotted In Town Off-The-Shoulder Crop Top

    Get spotted in town wearing this off-the-shoulder crop top paired with some cute bottoms! The folded neckline and fitted crop hem exude charm and flaunt your figure, while the double-lined brushed knit fabric offers a soft and comfortable fit. Compliment the look in a mini skirt.

    Fit & Features

    • Double-lined brushed knit fabric
    • Off-the-shoulder
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5235

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steffanie V-Neck Sequin Bead Mermaid Formal Dress

    Special Occasion

    Embellished with sequins and delicate beading, the Stefannie mermaid formal dress is a stunning standout at school dances, banquets, and red carpet events! Adorned with sparkling sequins and a beaded striped pattern, crafted from luxurious mesh fabric, this dress is perfect for any formal occasion.  The V-neckline and adjustable spaghetti straps highlight your figure while the mermaid silhouette and floor-length hem exude sophistication. Complete the look with a clutch.

    Fit & Features

    • Sequin and beaded striped pattern
    • Mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8424

    Category Name: $20 & Under Sale

    Price: $9.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cadence Sleeveless Mermaid Glitter Formal Dress

    Special Occasion

    Elevate your night looking beautifully decadent in the Cadence glitter formal dress perfect for black tie galas or celebrations! Crafted from glitter knit fabric, this floor-length dress features a square neckline, tank shoulder straps, and a low square cut back. Its mermaid silhouette accentuates your curves, making it a perfect choice for formal events. Complete the look with earrings.

    Fit & Features

    • Glitter knit fabric, moderate stretch
    • Square neckline
    • Tank shoulder straps
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8515

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pleasant Cutie Collared V-Neck Belted Midi Dress

    Make your look sweet and simple in this sleeveless midi dress perfect for summer plans! The collared V-neckline and button-down closures offer a classic touch, while the adjustable belted waist gives you a flattering A-line silhouette complete with a midi-length hem. Style this midi dress with wedges and earrings.

    Fit & Features

    • Woven fabric with lining, no stretch
    • Collared V-neckline
    • Button-down closures
    • Adjustable belted waist with buckle
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3347

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale