$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Twisted Style Glitter Skater Romper

    The glitter knit skater romper features a sleeveless V-neckline with a trendy twist-front design followed by a stylish keyhole cutout. The flowy skirt overlay keeps the shorts lining hidden, and showcases an adorable fit-and-flare silhouette. Complete your glitzy look for a dance with metallic heels.

    Fit & Features

    • Glitter knit fabric with knit lining at the bust, plenty of stretch
    • V-neckline
    • Spaghetti straps
    • Twist-front design with keyhole cutout
    • High waist, flowy skirt overlay, shorts lining
    • Fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 06503-0266

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brooke Cowl Neck Sequin Tulle A-Line Party Dress

    Special Occasion

    Party-perfect and all about dancing, the Brooke sequin tulle party dress makes a remarkable impression at birthdays, prom, and graduation parties! The cowl neckline and adjustable spaghetti straps create a flattering silhouette, while the flexible boning provides support. The short-length hem and intricate sequin pattern add a touch of glamour to this tulle and stretchy knit-lined party dress! Complete the look in block heels and earrings.

    Fit & Features

    • Sequin pattern, tulle fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Cowl neckline, back zipper and hook-eye closure
    • Flexible boning
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2141

    Category Name: $20 & Under Sale

    Price: $14.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Babe Satin Pleat Mini Dress

    Start the party in this babe-status satin mini dress perfect for a fab night out! The short dress features a sleeveless, square neck, spaghetti straps, a form-fitting silhouette, and side pleating. The silky satin fabric includes a full knit lining. Complete the look with chic heels.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Form-fitting
    • Side pleating
    • Mini-length hem
    • Satin fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4772

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Girl Mesh Ruche Short Dress

    You'll be that girl in this mesh short dress everyone will notice at the party! It features a sleeveless v-neckline with a draping accent, adjustable spaghetti straps, and side-ruched seams that hugs your curves along the bodycon silhouette. Style with strappy heels to complete the look!

    Fit & Features

    • Sleeveless v-neck, draped accent
    • Adjustable spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Short-length hem
    • Lined mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1863

    Category Name: $20 & Under Sale

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle All Night Glitter Velvet Party Dress

    Embrace the night with this sparkly glitter party dress for a night out! The bodycon silhouette and mini-length hem give you a daring look that's sure to turn heads. With spaghetti straps and a square neck, the side pleated seam adds more flair to this stunning piece. Complete the look in chunky platform heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Side pleated seam
    • Bodycon silhouette, mini-length hem
    • Glitter velvet knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5157

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Like Honey Mesh Bustier Crop Top

    This mesh bustier crop top is a sweet staple to have in your weekly rotation.! It features a sleeveless sweetheart neckline with flirty ruffle trim, adjustable spaghetti straps, a padded and ruched bust, hidden front hook and eye closures, and a ruched crop bodice for a snatched appearance. Complete the look with the matching skirt for a dinner date!

    Shop Matching Skirt: Sweet Like Honey High-Rise Mesh Midi Skirt

    Fit & Features

    • Sleeveless ruffle trim sweetheart neckline
    • Adjustable spaghetti straps
    • Padded and ruched bust
    • Hidden front hook and eye closures
    • Ruched crop bodice
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4954

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • May Sequin Tulle Tiered Skater Dress

    Special Occasion

    The May short skater dress is detailed with an iridescent sequin embroidered swirl pattern for a glitzy whimsical vibe. It features an adorable tiered skater skirt creating that iconic fit-and-flare silhouette. Complete the look for prom or a party with metallic heels.

    Fit & Features

    • Sheer tulle lined with woven fabric, tulle underskirt
    • Surplice V-neckline with padded bust, pleating
    • Adjustable spaghetti straps
    • High waist, hidden back zipper with hook-eye closure
    • Iridescent sequin embroidered swirl pattern
    • Tiered skater skirt, fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2108

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The Streets High-Rise Ruched Denim Skort

    Hit the streets with this denim skort that'll have everyone talking! Featuring a figure-flattering high-rise waist and a form-hugging fit, this skort also offers functionality with its side adjustable drawstring with slit accent and skirt overlay with hidden shorts lining. Complete the look with a cute crop tee and booties!

    Fit & Features

    • Denim fabric with minimal stretch
    • High-rise waist, front button and hidden zipper closure
    • Side adjustable drawstring and slit accent
    • Form-hugging fit
    • Skirt overlay with shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-0394

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raeya Taffeta Bow Strapless Mini Dress

    Special Occasion

    For making an entrance and an even grander exit, the Raeya party mini dress is a chic pick for cocktail parties or dressy birthdays! She features a strapless neckline with non-slip grip lining, a statement bow that creates a short sleeve cuff, a form-hugging fit, and a mini-length hem. The formal party dress is composed of a sleek taffeta woven fabric with a sewn-in knit lining and minimal stretch. Complete the look with colored gemstone earrings and heels.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Statement bow, short-sleeve cuff
    • Form-hugging fit, mini-length hem
    • Taffeta woven fabric, sewn-in knit lining, minimal stretch 
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1687

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tayla Formal Lace-Up Back Bodycon

    Special Occasion

    Lace up in a stunning formal bodycon that is part glam, part sultry. The bodycon features a sleeveless V-neckline, bungee spaghetti straps, an open back with sleek lace-up straps, sequin accents, and a mini-length silhouette. The dress is composed of a velvet fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a rhinestone collar.

    Fit & Features

    • Sleeveless V-neckline, bungee spaghetti straps
    • Adhesive bra recommended
    • Open back, lace-up straps
    • Sequin accents
    • Mini-length silhouette
    • Lined velvet fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1101

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelsey Taffeta One-Shoulder Bow Party Dress

    Special Occasion

    Your fabulous presence will be the perfect gift in the Kelsey mini party dress arriving on the scene! Turn heads in her one-shoulder neckline with dual adjustable spaghetti straps, and a pleated bodycon silhouette that creates the illusion of an hourglass figure. She features a statement side bow with a train that gracefully glides against the floor for a dramatic flair! The formal party mini dress is composed of a taffeta woven fabric with a sewn-in knit lining. Complete the look with stiletto pumps for dressy celebrations and holiday soirees!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual adjustable spaghetti straps
    • Hidden side zipper and hook-eye closure
    • Statement side bow with train
    • Pleated bodycon silhouette, mini-length hem
    • Taffeta woven fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1981

    Category Name: $20 & Under Sale

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Festive Icon V-Neck Fringe Halter Faux Suede Crop Top

    Get ready to be a festive icon in this faux suede crop top at festivals, concerts, or country bars! The sassy top was made for shaking it off in a sleeveless V-neckline adorned with fringe, a halter spaghetti strap tie, and a flirty cropped hem. Complete the look in a sleek faux leather skort.

    Fit & Features

    • Faux suede fabric, slight stretch
    • Fringe
    • Spaghetti strap tie
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5215

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Heart Faux Suede Cowboy Hat

    Show your love for Western style with this faux suede cowboy hat featuring a unique heart charm trim and a classic curved brim. Include adjustable ties hidden on the inside for a tighter fit. Style with a graphic tank top and shorts for a rodeo or country bar!

    Fit & Features

    • Heart charm trim
    • Classic curved brim
    • Faux suede material
    • Adjustable ties for tighter fit

    Style Number/Barcode: 07302-1674

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laney Ruffled Slit Glitter Knit Mermaid Dress

    Special Occasion

    The Laney ruffled slit glitter knit mermaid dress will showcase glam perfection at black-tie weddings or galas! Designed with a gorgeous glitter knit fabric offering moderate stretch, you'll exude a dazzling elegance that will spark up all the compliments. Her sleeveless bodice is shaped with a V-neckline with chic ruched detailing and spaghetti straps. She features an alluring front ruffled accent that cascades down, leading to a high-cut front slit to reveal some leg on the form-hugging mermaid silhouette. Complete your look with rhinestone chandelier earrings.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining
    • Sleeveless ruched V-neckline
    • Spaghetti straps
    • Front ruffled accent
    • High front slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8379

    Category Name: $20 & Under Sale

    Price: $24.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Madeline Satin Bodycon Mini Dress

    Special Occasion

    Look oh-so-stunning for your next night out in the Madeline sleek satin mini dress! She features a sleeveless V-neckline with a padded bust, dual spaghetti straps leading to a strappy lace-up back design, ruching at the back, and a mini-length, bodycon silhouette. Complete the outfit with clear heels.

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Dual spaghetti straps, adjustable
    • Strappy lace-up back design
    • Ruching at the back
    • Short, curve-hugging fit
    • Satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0650

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Walk High Rise Belted Crepe Trouser Pants

    Elevate your style in these crepe trouser pants for work hours or play! Featuring a high-rise waist with chic belt detail, these wide-leg silhouette pants are made from luxurious crepe fabric for a comfortable and sophisticated look. Complete the look in a chic blouse.

    Fit & Features

    • Crepe fabric, moderate stretch
    • High rise waist, belt detail
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2490

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic High-Rise Straight-Leg Boyfriend Jeans

    This classic pair of straight-leg boyfriend jeans will become your new favorite staple. They feature a high-rise waist, a trendy boyfriend-style design with a snug fit at the waist and a straight-leg silhouette, a chic clean denim design, and front button-down closures. The cotton-blend denim fabric has minimal stretch. Style these jeans for every day with a cropped sweater and ankle booties or a crop top and mules!

    Fit & Features

    • High-rise waist
    • Boyfriend-style straight-leg silhouette
    • Clean denim design
    • Five-pocket and belt loop design
    • Top front button, hidden front button-down closures
    • Cotton-blend denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0481

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belinda Halter Floral Rhinestone Ruffle Mini Dress

    Special Occasion

    You'll be an utterly entrancing sight in the Belinda floral mini dress at birthdays or bachelorettes! Crafted from a mesh fabric adorned with shimmering rhinestones and boasting a gorgeous floral print. This dress features a sultry halter V-neckline with spaghetti strap ties, all-over ruching along the bodycon silhouette to flaunt your curves, and a statement ruffled mini-length hem for drama! Complete the look in high heels and earrings.

    Fit & Features

    • Floral print, rhinestones, mesh fabric, sewn-in knit lining
    • Halter V-neckline, spaghetti strap ties
    • Ruched bodycon silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05001-2171

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Trendsetter Rectangle Sunglasses

    Top off your fab summer 'fits with these trendy shades! The sunglasses feature a rectangular-shaped design, a plastic frame with a glam metallic sheen, built-in nose pads, and tinted lenses. Style with hoop earrings and a charm necklace.

    Fit & Features

    • Rectangular-shaped design
    • Plastic frame, metallic sheen
    • Built-in nose pads
    • Tinted lenses

    Style Number/Barcode: 07008-1090

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chantel Formal Satin Corset Lace-Up Midi Dress

    Special Occasion

    The Chantel formal satin midi dress is the showstopper you're after to make a memorable entrance at fancy soirees! She features a sultry sweetheart neckline, a corset-style bodice with a padded bust and flexible boning, adjustable spaghetti straps, an open lace-up back with a lower ruched seam, and a flattering bodycon midi-length silhouette that’s tailor-made for elegant occasions. The formal knee-length dress is crafted from a silky smooth satin knit fabric with a luxe sheen. Complete the look with a statement rhinestone necklace for a banquet dinner or dressy celebration!

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Corset bodice, padded bust, flexible boning
    • Lace-up, open back, lower ruched seam
    • Bodycon silhouette
    • Midi-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1976

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exquisite Shine Rhinestone Cuff Bracelet

    Shimmer with an exquisite shine in this rhinestone cuff bracelet! It features a luxe criss-cross design of two bands embellished with three rows of sparkling rhinestones. Style with chandelier earrings for a radiant look.

    Fit & Features

    • Criss-cross design
    • Two bands
    • Three rows of rhinestones
    • Flexible open-ended design

    Style Number/Barcode: 07003-0525

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating Sparkle Sweetheart Glitter Midi Dress

    A sparkling glitter midi dress featuring a sweetheart neckline with padded bra cups for support, spaghetti straps, and a side pleated seam that shapes the high front wrap slit along the bodycon silhouette. 

    Fit & Features

    • Glitter knit fabric, moderate stretch
    • Sweetheart neckline
    • Padded bra cups
    • Spaghetti straps
    • Side pleated seam, high front wrap slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2910

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Gal Flocked Floral Velvet Midi Dress

    Class it up in this chic midi dress for upcoming cocktail soirees! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, and a front slit accent on mesh fabric with a lovely flocked floral velvet pattern.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit accent, midi-length hem
    • Flocked floral velvet pattern
    • Mesh fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2569

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • When The Party Calls Rhinestone Halter Crop Top

    When the party or festivals call for a glam vibe this crop top brings it! Featuring a sultry spaghetti strap halter V-neckline and sparkling rhinestone embellishments, this top will make you shine like a star. Open back with zipper closure adds a touch of sophistication, while the ultra-cropped hem flaunts your figure. Complete the look in a flirty skort.

    Fit & Features

    • Rhinestone embellishments
    • Lined mesh knit fabric
    • Halter spaghetti strap
    • Ultra cropped hem
    • Back zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06001-5129

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale