$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.

  • Keep In Style High-Rise Distressed Denim Shorts

    From summer fairs to festivals, keep in style in these denim shorts! They feature a flattering high-rise waist, trendy distressed accents, a form-hugging fit, and a cut-off hem for an edgy allure. Complete the look in a cute bodysuit and sneakers.

    Fit & Features

    • Denim fabric, slight stretch
    • High rise waist
    • Distressed accents, cut-off hem
    • Form-hugging fit
    • Front button and hidden zipper closure
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-0396

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Retreat Sweetheart Tropical Crop Top

    Getaway in this tropical crop top for the sweetest vacay vibe! This crop top features wide shoulder straps, a sweetheart neckline for a flattering look, padded bra cups for support, and a stretchy smocked back and cropped hem to flaunt your figure. Complete the look with the matching bottoms.

    Shop The Matching Bottoms: Getaway Retreat High Rise Tropical Pants

    Fit & Features

    • Tropical print, woven fabric, sewn-in lining
    • Wide shoulder straps
    • Sweetheart neckline
    • Padded bra cups
    • Stretchy smocked back
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2504

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out For The Night High Rise Mesh Mini Skirt

    Get ready to turn heads in this high-rise mesh mini skirt! With its high-rise waist and bodycon fit, this skirt will accentuate your curves and give you a confident, daring look. The mini-length hem and texture mesh-lined fabric add a touch of edginess to your outfit. Complete the look with the matching top. 

    Shop Matching Top: Out For The Night Strapless Strappy Crop Top

    Fit & Features

    • Texture mesh lined fabric, moderate stretch
    • High rise waist
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-0961

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Regal Glamour Scalloped Rhinestone Necklace And Earrings Set

    Radiate regal glamour in this exquisite rhinestone necklace and earrings set! It features a V-shaped collar necklace with a single strand of rhinestones leading to two rows of rhinestones and a gorgeously detailed rhinestone scalloped design with large round and teardrop rhinestone accents for extra sparkle. The matching short drop earrings feature a round rhinestone post and a hanging teardrop rhinestone, both with mini rhinestone outlines. Style this set with a chic tennis bracelet.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace, back adjustable chain with lobster clasp closure
    • Single row of rhinestones, two rows of rhinestones
    • Rhinestone scalloped design, large round and teardrop rhinestone accents
    • Short drop earrings, post-back closures, rubber stoppers
    • Round rhinestone post, teardrop rhinestone, mini rhinestone outlines


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-1736

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Chic Faux Leather Hair Bow Clip Set

    Amp up your 'fits with this sleek chic faux leather hair bow clip set! It features two pairs of medium hair bows made with smooth faux leather material and a metal clip closure for a secure fit. Style with combat booties.

    Fit & Features

    • Four-pack hair bow set
    • Medium bow design
    • Faux leather material
    • Metal clip closure

    Style Number/Barcode: 07006-0511

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever In My Heart Rhinestone Bag

    This rhinestone glitter heart bag will soon become a cherished favorite! It features an attached shoulder strap, top zipper closure, and a spacious interior with a slot pocket to keep your essentials. Complete the look in statement heels.

    Fit & Features

    • Attached shoulder strap
    • Top zipper closure
    • Spacious interior with slot pocket
    • Rhinestone embellished glitter material

    Style Number/Barcode: 07204-0796

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flow My Way Chiffon Lace Trim Skater Dress

    Effortlessly flow into any occasion in this simply chic chiffon skater dress - the perfect style for bridal showers, graduates, and birthday girls! The dress features a cold shoulder V-neckline with a delicate scalloped lace trim, adjustable spaghetti straps, short-sleeve cuffs, and a flattering fit-and-flare short-length silhouette. The airy chiffon fabric includes a stretchy knit lining. Complete the look with a sleek choker and earrings.

    Fit & Features

    • Cold shoulder design, V-neckline, scalloped lace trim
    • Adjustable spaghetti straps, short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Fit-and-flare skater silhouette
    • Short-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2053

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Awaits Cutout Tropical Knit Jumpsuit

    This sexy cutout tropical knit jumpsuit is a definite must when packing for your trip to paradise! The stretchy lightweight knit fabric showcases an eye-catching palm leaf print perfect for your dream vacay. It features a sleeveless plunging neckline with cross-front spaghetti straps and a halter tie-back design for a customized fit. The alluring waist cutouts lead to an open lower back for added sultry flair. The hip-hugging fit flows down to a relaxed wide-leg silhouette. Complete the look with strappy sandals.

    Fit & Features

    • Tropical printed knit fabric, lined bust, plenty of stretch
    • Plunging neckline with cross-front spaghetti straps, halter tie-back design
    • Waist cutouts, open back
    • Hip-hugging fit
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2494

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Madalyn One-Shoulder High Slit Formal Dress

    Special Occasion

    The sleek and sultry style of the Madalyn formal dress makes it the perfect option for parties, weddings, or fancy date nights! She features a sleeveless asymmetric one-shoulder neckline with a single spaghetti strap, a high waist seam, ruching down one side seam leading to a thigh-high slit, a floor-length hem, and a slim-fit silhouette. The smooth knit fabric offers plenty of stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline, spaghetti strap
    • High waist seam, ruched side seam
    • Thigh-high side slit
    • Floor-length hem, slim-fit silhouette
    • Knit fabric, lined bust, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7213

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Livin' High Rise Palazzo Crochet Pants

    These crochet palazzo pants were meant for living under the sun! Whether you're heading to a festival or a getaway, these pants will keep you boho-cute. They feature an elasticized high-rise waist and a flattering relaxed silhouette. Complete the look with the matching top.

    Shop Matching Top: Sunshine Livin' Halter Crochet Crop Top

    Fit & Features

    • Crochet fabric lined with stretchy knit
    • High-rise elasticized waist
    • Relaxed silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0823

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish In Stripes Strapless Wide Leg Knit Jumpsuit

    Spend your days looking stylish in this striped jumpsuit perfect for layering over your swimsuit or wearing on its own. The jumpsuit features a strapless neckline and an adjustable drawstring waist that cinches, leading to the flattering wide-leg silhouette. Complete the look with chic sunglasses.

    Fit & Features

    • Striped pattern, knit fabric, moderate stretch
    • Strapless neckline
    • Adjustable drawstring waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2539

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Born To Be Trendy Mid-Rise Denim Jorts

    These denim jorts feature a flattering mid-rise waist and a relaxed fit knee-length hem. Perfect for styling with a basic tee and sneakers.

    Fit & Features

    • Cotton denim fabric, non-stretch
    • Mid-rise waist
    • Relaxed knee-length hem
    • Front button and hidden zipper closure
    • Four-pocket styling
    • Jorts in size small have a 12" front rise with a 10" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0422

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daily Cute Vibe Twist V-Neck Crop Top

    Always cute every day, this seamless crop top is perfect for creating alluring looks! Made with seamless rib knit fabric, this crop top is not only stylish but also comfortable. The spaghetti straps and V-neckline provide a sleek and sexy silhouette, while the twist bust adds a touch of flirtiness to the cropped hem that shows off your curves. Complete the look in best-selling bottoms and heels.

    Fit & Features

    • Seamless rib knit fabric, double-lined, moderate stretch
    • Spaghetti straps
    • V-neckline
    • Twist bust
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 07109-0402

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Katy V-Neck Cutout Mermaid Crepe Formal Dress

    Special Occasion

    With a glam silhouette, a gorgeous V-neckline, and sultry details on luxe crepe fabric, the Katy long formal dress is the one to make your entrance into galas, weddings, and banquets! Have all eyes on you in this flattering formal gown showcasing a wide shoulder strap, adjustable spaghetti strap, and a flirty side waist cutout to show some skin along the mermaid silhouette that hugs your curves down to the floor-length hem. Style the dress with a glam hair clip, earrings, and heels for a stunning evening look!

    Fit & Features

    • Luxe crepe fabric lined with smooth knit
    • Adjustable spaghetti strap, wide shoulder strap
    • Back zipper and hook-eye closure
    • Side cutout waist
    • Mermaid silhouette, floor-length 
    • Runs true to size

    Style Number/Barcode: 05002-8217

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Feeling Scoop Neck Cutout A-Line Midi Dress

    There's nothing better than enjoying a sunny day in this scoop neck midi dress! With adjustable straps and a stretchy smocked bodice with a flirty cutout, this dress offers the perfect look for any occasion. The A-line silhouette and midi-length hem add a touch of playful style. Complete the look with dainty earrings and sandals.

    Fit & Features

    • Modal blend woven fabric with lining
    • Adjustable spaghetti straps
    • Scoop neckline
    • Stretchy smocked bodice with cutout
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5718

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Happy Hour Crop Graphic Tee

    The only graphic tee you need to look cute during happy hour! It features cuffed short sleeves, a crew neckline, and a cheeky front script that reads "Happy Hour Where the Drinks Are Cold And The Tea Is Hot" along the cropped hem. Complete the look in denim shorts.

    Fit & Features

    • Cotton knit fabric
    • Cuffed short sleeves
    • Crew neckline
    • Front script reads "Happy Hour Where the Drinks Are Cold And The Tea Is Hot" 
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1862

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood Crochet Cropped Sweater

    This cropped sweater is designed with a breezy open crochet knit fabric, creating a bold sheer look perf for weekend getaways. It features a wide boat neckline and long bell sleeves to give off those effortlessly chic vibes. Style with the matching maxi skirt.

    Shop Matching Bottoms: Weekend Mood Crochet Maxi Skirt

    Fit & Features

    • Open crochet knit fabric, minimal stretch
    • Boat neckline
    • Long bell sleeves
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2113

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Illusions Glitter Mesh Mini Dress

    Ready for a night of dazzling fun? This glitter mesh mini dress provides endless sparkle! Featuring a square neckline, adjustable spaghetti straps, and ruched side seams, this mini dress is sure to make a statement while the bodycon silhouette and mini-length let you show off your curves. Complete the look in strappy heels for a holiday party!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric, sewn-in knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5352

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Babe Ditsy Floral Cropped Tube Top

    Radiate sunny vibes in the cutest cropped tube top! Designed with an adorable ditsy floral print on stretchy smocked knit fabric, it features a strapless straight-across neckline, a cropped hem, a dainty ruffled trim, and a form-hugging fit. Style with denim shorts and sneakers.

    Fit & Features

    • Ditsy floral print
    • Stretchy smocked ribbed knit fabric
    • Strapless straight neckline
    • Cropped hem
    • Ruffled trims
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-1901

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elaina Bustier Slit Long Sequin Formal Dress

    Special Occasion

    Feel like a true VIP in the Elaina sequin long formal dress at prom, galas, or red carpets. This stunning sequin gown boasts a chic sweetheart neckline, adjustable spaghetti straps for a perfect fit, and a bustier bodice with padded underwire bra cups eliminating the need for a bra. Her slim fit silhouette accentuates your curves while the high side slit adds a touch of glamor along the floor-length hem. Pair this formal dress with earrings, a dainty bracelet, and a clutch to keep your party essentials in!

    Fit & Features

    • Sequin scroll pattern, mesh fabric lined with knit
    • Padded underwire bra cups
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps
    • High side slit
    • Slim fit silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7946

    Category Name: $20 & Under Sale

    Price: $99.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Digs Rhinestone Fringe Western Denim Booties

    Kick up the dust in these glam western denim booties for a night out on a bachelorette or weekend festival! Made from a denim material, these booties showcase a trendy pointed toe, inner zipper closure, rhinestone embellished fringe that sways with each step, and a sturdy block heel. Complete the look with a Western-inspired belt.

    Fit & Features

    • 3.5" Block Heel
    • Pointed toe
    • Rhinestone embellished fringe
    • Inner zipper closure
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1760

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Cute Strapless Tie-Dye Bodycon Mini Dress

    Looking cute is easy with this tie-dye mini dress for summer! This mini-length dress will effortlessly enhance your curves and flatter your figure featuring a trendy strapless neckline and bodycon silhouette. Complete the look with earrings and heels for a party!

    Fit & Features

    • Tie-dye print, mesh fabric lined with stretchy knit
    • Strapless neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5782

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Shine Cubic Zirconia Circle Charm Necklace

    Give off the prettiest chic shine with this cubic zirconia circle charm necklace! It features a dainty chain with a small interlocking circle charm adorned with mini cubic zirconia stone embellishments for a subtle sparkle. Style with hoop earrings.

    Fit & Features

    • Dainty chain-link design
    • Small interlocking circle charm
    • Mini cubic zirconia stones
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1793

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Cowgirl Summer Trucker Hat

    Embody the country vibes in this trucker hat all season! It features a classic curved wide brim, an embroidered script that reads "Hot Cowgirl Summer" and a mesh back with adjustable snap-back closures. Complete the look in a denim jumpsuit.

    Fit & Features

    • Curved wide brim
    • Embroidered script reads "Hot Cowgirl Summer"
    • Mesh back with adjustable snap-back closures

    Style Number/Barcode: 07302-1649

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale