$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.

  • So Charmed Mock Neck Bodycon Mini Dress

    This bodycon mini dress would be charmed to make your acquaintance! A short dress that features fitted bell long sleeves and a mock neckline, and is composed of a rib knit fabric with a sewn-in knit lining. Style the mini dress with a chic crossbody bag for a day date!

    Fit & Features

    • Fitted bell long sleeves
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Rib knit fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5204

    Category Name: $20 & Under Sale

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sensational Shine Sequin Marabou Party Dress

    You'll bring a sensational shine to every event in this sequin party dress! It features a strapless neckline with non-slip grip lining and a fab marabou trim, flexible boning inserts along the bodice to give a structured look, and a flattering bodycon silhouette and mini-length hem. The dress is composed of a sequin-embellished mesh fabric with a sewn-in knit lining. Complete the look with glam earrings and heels.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Marabou trim
    • Back zipper and hook-eye closure
    • Flexible boning inserts in the bodice
    • Bodycon silhouette, mini-length hem
    • Sequin-embellished mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2585

    Category Name: $20 & Under Sale

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Sultry Velvet Mermaid Midi Dress

    Be daring and make an entrance in this velvet midi dress! This stunning midi dress features a V-neckline, spaghetti straps, and a cross back, with a mermaid silhouette and high-low ruffle trim midi-length hem for a showstopping look. Style with strappy heels for a dressy holiday party or date!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross back
    • Mermaid silhouette
    • High-low ruffled trim midi-length hem
    • Soft velvet fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2606

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Find Floral Faux Fur Bucket Hat

    This floral faux fur bucket hat is a trendy find to add to your lineup! It features a classic bucket hat design composed of an ultra-soft faux fur material with an adorable flower print pattern. The woven lining features an adjustable drawstring. Style with a layered charm necklace.

    Fit & Features

    • Classic bucket hat design
    • Short brim
    • Flower print
    • Faux fur material
    • Woven lining
    • Interior adjustable drawstring

    Style Number/Barcode: 07302-1563

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Bliss Rib Knit Pajama Pants

    Experience comfort and bliss in these soft pajama pants! Its elasticized drawstring high-rise waist, wide-leg silhouette, and soft rib knit fabric ensure a cute and cozy lounge. Complete the look with the matching pajama top.

    Shop Matching Top: Feeling Bliss Rib Knit Pajama Tank Top

    Fit & Features

    • High-rise elasticized drawstring waist
    • Wide-leg silhouette
    • Soft rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0955

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Darling Glitter One Shoulder Mini Dress

    Darling, you deserve to sparkle in this glitter mini dress on your next ladies' night! The mini-length dress is designed with a one-shoulder neckline, a fitted long sleeve, a flattering side ruched seam that contours to your curves along the bodycon silhouette, and a wrap hem. Complete the look with statement earrings and heels!

    Fit & Features

    • One-shoulder neckline
    • Fitted long sleeves
    • Side ruched seam, bodycon silhouette
    • Wrap mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5210

    Category Name: $20 & Under Sale

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Struts Sequin Platform Block Heels

    Revel in the glamorous sparkle of these sequin block heels. With an almond toe, a wide strap, and a platform sole, your feet will look sensational! The sequin-embellished metallic material ensures you make a dazzling impression. Plus, its adjustable ankle strap with buckle closure ensures the perfect fit. Complete the look with a glam clutch for a formal celebration or holiday banquet!

    Fit & Features

    • Almond toe
    • Wide strap
    • Platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Sequin-embellished, metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4608

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Look At Her Now Rhinestone Fringe Trim Crop Top

    Capture the attention in this sleeveless crop top perfect for a glam evening out! Designed with captivating rhinestone fringe along the underwire bust, the top features a sleek V-neckline, a mini bust cutout, flexible boning inserts, and is crafted from lined woven fabric. Complete the look in high-rise denim jeans and mules!

    Fit & Features

    • Sleeveless V-neckline
    • Back zipper and hook-eye closure
    • Rhinestone fringe trim, underwire bust
    • Mini bust cutout
    • Flexible boning inserts, cropped hem
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2235

    Category Name: $20 & Under Sale

    Price: $3.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alex Formal Velvet Bustier Off-The-Shoulder Dress

    Special Occasion

    Make the night beautiful in the Alex formal velvet long dress destined to leave everyone speechless! She features a flattering off-the-shoulder sweetheart neckline, non-slip grip lining, a built-in padded underwire bust eliminating the need for a bra, flexible boning inserts to snatch your figure, and a curve-hugging slim silhouette with a wrap-high front slit. The formal long-length dress is crafted from luxurious velvet knit fabric with a stretchy knit lining. Complete the look in a statement necklace for a black tie gala or holiday party!

    Fit & Features

    • Off-the-shoulder, sweetheart neckline, non-slip grip lining
    • Built-in padded underwire bust, flexible boning
    • Back zipper and hook-eye closure
    • Slim silhouette, wrap high front slit
    • Long-length hem
    • Velvet knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05002-7826

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Own The Night Rhinestone Mesh Bodysuit

    Turn heads and own the night in this rhinestone mesh bodysuit! Designed with sheer fitted long sleeves, a plunging V-neckline, form-hugging fit, gorgeous rhinestone embellishments, and a thong bottom with snap-button closures,  this stunning bodysuit adds a bold allure to any outfit. Complete the look in chic trousers to play up your style!

    Fit & Features

    • Sheer fitted long sleeves
    • Plunge v-neckline, back zipper and hook-eye closure
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Rhinestone embellishments
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5144

    Category Name: $20 & Under Sale

    Price: $3.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Marley Formal Velvet Lace Sleeve Long Dress

    Special Occasion

    Fall in love with the Marley formal velvet long dress that exudes sophistication! She features a breathtaking off-the-shoulder V-wired neckline, a padded bust, and intricate sheer lace long sleeves with delicate ruffled cuffs, a flattering slim silhouette with a high side slit, and a long hem. Crafted from rich velvet fabric, this formal dress is sure to turn heads! Complete the look with teardrop earrings for a black tie gala or banquet!

    Fit & Features

    • Off-the-shoulder V-wired neckline
    • Sheer long sleeves, ruffled cuffs, padded bust
    • Slim silhouette, high side slit
    • Long-length hem
    • Velvet fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7759

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jess Formal Glitter Long Sleeve Slit Dress

    Special Occasion

    Everyone will have a sparkling attraction to the Jess formal glitter long dress as you shine through the night! She features fitted long sleeves with flared slit cuffs, a cowl neckline, a curve-hugging slim silhouette, and a flattering high front slit along the floor-length hem. The formal dress is crafted from glitter knit fabric that shimmers with every step and has a stretchy knit lining. Complete the look in statement earrings for a black tie holiday soiree!

    Fit & Features

    • Fitted long sleeves, flared slit cuffs
    • Cowl neckline
    • Slim silhouette
    • High front slit, floor-length hem
    • Glitter knit fabric, stretchy knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05002-7625

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Vibes Studded Faux Leather Western Booties

    Giddy up and show off those country vibes in these trendy faux leather western booties! They feature an above-the-ankle height, a pointed toe, a stacked block heel, and western-style stitching with sleek studded accents. Pair these boots with a casual short dress and a denim jacket for bar-hopping with the squad!

    Fit & Features

    • Above-the-ankle height, pull tabs
    • Pointed toe
    • Stacked block heel
    • Western-style stitching, studded details
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1740

    Category Name: $20 & Under Sale

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plot Twist Patent Platform Block Heels

    Make your outfit stand out with these bold patent leather block heels! They feature an almond toe, wide strap, adjustable ankle strap with buckle closure, and a platform sole and block heel. The glossy patent leather material adds to the luxury look. Complete the look with a fab mini shoulder bag for a holiday party!

    Fit & Features

    • Almond toe
    • Wide strap
    • Platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4604

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Luxury Faux Fur Tie-Front Cardigan Sweater

    Stay cozy and look luxe in this cardigan sweater. Its fitted long sleeves, faux fur detachable collar neckline, and tie-front closure create a classic silhouette, while the cropped hem on sweater rib knit fabric brings a modern edge. Complete the look in best-selling denim jeans for casual occasions!

    Fit & Features

    • Fitted long sleeves
    • Faux fur detachable collar neckline
    • Tie-front closure
    • Cropped hem
    • Sweater rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1784

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Days Ombre Striped Knit Cardigan

    This adorable and cozy striped knit cardigan is perfect for those chill laidback days! It features a V-neckline, a complete button-down front, long balloon-style sleeves with tapered hems, a relaxed fit, and a trendy ombre striped pattern on the ribbed sweater knit fabric. Complete your cute and casual look with distressed jeans and ankle boots.

    Fit & Features

    • V-neckline
    • Complete button-down front design
    • Long balloon sleeves, tapered hems
    • Relaxed fit
    • Ombre striped pattern
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1878

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make The Rules Tweed Woven Mini Skirt

    Make a bold statement in this classy tweed mini skirt!  Its form-hugging silhouette with a front slit and mini-length hem offers an irresistible look, while the tweed fabric and sewn-in woven lining give the mini skirt a posh vibe. Complete the look with the matching trench coat and corset top for a networking event or afternoon tea downtown!

    Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat

    Shop Matching Top: Uptown Girl Tweed Corset Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Front slit 
    • Mini-length hem
    • Tweed fabric, sewn-in woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0610

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Attention Metallic Strapless Jumpsuit

    This metallic strapless jumpsuit is an eye-catching and sophisticated statement. Featuring a strapless sweetheart neckline, knot bust accent, wide-leg silhouette, and metallic pleated fabric, it's the perfect outfit for stylishly turning heads. Complete the look in platform heels.

    Fit & Features

    • Strapless sweetheart neckline
    • Non-slip grip lining, back zipper and hook-eye closure
    • Knot bust accent
    • Wide-leg silhouette
    • Metallic pleated fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1347

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slick Style Faux Leather Cropped Puffer Jacket

    Amp up your cold-weather 'fits with this faux leather cropped puffer jacket that brings a slick style. It features a collared neckline, long sleeves with cinched hems, a zip and button-down front, a cropped cinched hem, and a relaxed fit. The sleek faux leather fabric features a quilted puffer design. Layer this jacket over a mock neck bodysuit with cargo pants and combat boots!

    Fit & Features

    • Collared neckline
    • Long sleeves, cinched hems
    • Complete zip-front
    • Button-down front
    • Cropped cinched hem, relaxed fit
    • Quilted puffer design, faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06201-0377

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Cozy Open Back Cropped Sweater

    Amp up your casual looks with this elevated cozy cropped sweater. It features a crew neckline, long sleeves with a trendy cutout patterned trim, a bold open back with tie-back straps, and a cropped relaxed fit. The sweater knit fabric features ribbed hems. Style this cute top with cargo pants and ankle boots.

    Fit & Features

    • Crew neckline
    • Long sleeves, cutout patterned trim
    • Open-back design, tie-back straps
    • Cropped relaxed fit
    • Sweater knit fabric, ribbed hems
    • Runs true to size

    Style Number/Barcode: 06005-1868

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Fave Sweater Knit Bolero

    This cute and cozy sweater knit bolero will become a new fave to layer over your everyday looks. It features long dolman-style sleeves with tapered hems, an ultra-cropped hem, and a comfy relaxed fit. Pair this adorable bolero over a crop top with high-rise jeans for a casual coffee date.

    Fit & Features

    • Long dolman sleeves, tapered hems
    • Ultra-cropped hem
    • Relaxed fit
    • Ribbed sweater knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1863

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Style High-Rise Crepe Trouser Pants

    Amp up your look with these crepe trouser pants! The slim leg silhouette and cropped hem look great with a tucked-in top, while the crepe fabric and side pockets provide a comfortable fit and easy access to your phone or small items. Complete the look in a chic blouse and pumps for work day or networking event!

    Fit & Features

    • High-rise belted waist, side pockets
    • Hidden front zipper and hook closures
    • Slim leg silhouette
    • Cropped hem
    • Crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2438

    Category Name: $20 & Under Sale

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Upgrade Off-The-Shoulder Crop Top

    This cute sweater knit crop top is a trendy upgrade to everyday basics! It features an off-the-shoulder neckline with long fitted sleeves, a partial hook and eye front closure design, and a fitted cropped hem for a snatched look. The ribbed sweater knit fabric offers plenty of stretch. Style this top with high-rise jeans and clear-heel mules.

    Fit & Features

    • Off-the-shoulder neckline
    • Long fitted sleeves
    • Partial hook and eye front closure design
    • Fitted cropped hem
    • Ribbed sweater knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1787

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Goals Glitter Long Sleeve Midi Dress

    Flaunt your glow in this shimmering glitter midi dress. Featuring fitted long sleeves, an enticing surplice V-neckline, a flattering front ruched seam and bodycon silhouette, and a flirty front slit, this glittering dress makes a bold statement. Complete the look with earrings for a family dinner party!

    Fit & Features

    • Fitted long sleeves
    • Surplice V-neckline
    • Front ruched seam, bodycon silhouette
    • Front slit, midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2778

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale