$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.

  • Many Admirers Linen Wrap Midi Skirt

    You'll have many admirers when they see you in this linen midi skirt on a weekend getaway! It features a flattering high-rise waist, a hip-hugging fit, a ruched side seam, and a wrap-style hem that creates a flirty front slit. The skirt is composed of a linen-blend woven fabric with a sewn-in knit lining and slight stretch. Complete the look in a sultry bustier and sandals.

    Fit & Features

    • High-rise waist
    • Side zipper and hook-eye closure
    • Hip-hugging fit
    • Front slit accent
    • Wrap-style midi-length hem
    • Linen-blend fabric, sewn-in knit lining, slight stretch
    • Runs true to size

    Style Number/Barcode: 06301-0156

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Call Of The Wild Satin Zebra Midi Skirt

    Answer the call of the wild in this fierce satin zebra printed skirt for a sultry vacay look! It features a high-rise waist, a hip-hugging fit, a midi-length hem with a back slit accent, and a fitted A-line silhouette. The sleek satin woven fabric features a trendy zebra print pattern. Style with the matching bandeau top.

    Shop Matching Top: Call Of The Wild Satin Zebra Bandeau Top

    Fit & Features

    • High-rise waist, back zipper closure
    • Hip-hugging fit
    • Midi-length hem, back slit detail
    • Fitted A-line silhouette
    • Zebra print
    • Satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0524

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call Of The Wild Satin Zebra Bandeau Top

    Answer the call of the wild in this fierce satin zebra printed top for a sultry vacay look! It features a sleeveless halter neckline with a tie-neck closure, a bandeau-style silhouette, and an elasticized cinched back band. The sleek satin woven fabric features a trendy zebra print pattern. Style with the matching midi skirt.

    Shop Matching Bottoms: Call Of The Wild Satin Zebra Midi Skirt

    Fit & Features

    • Sleeveless halter neckline, tie closure
    • Bandeau-style silhouette
    • Elasticized cinched back band
    • Zebra print
    • Lined satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2131

    Category Name: $20 & Under Sale

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Turn It Up Triangle Chain Bra

    Turn it up this festival season with a trendy 'fit that will keep all eyes on you. This triangle chain bra features a plunging neckline, chain-link halter straps, thin chain-link straps at the bust in a vertical striped design, a chainmail hem, and an open back with an adjustable chain and lobster clasp closure. Style over a basic bralette with a faux leather mini skirt!

    Fit & Features

    • Triangle design
    • Plunging neckline, chain-link halter straps
    • Thin chain-link straps at the bust, vertical striped design
    • Chainmail hem
    • Open back, adjustable chain, lobster clasp closure
    • Knit bralette pictured not included

    Style Number/Barcode: 07107-0902

    Category Name: $20 & Under Sale

    Price: $16.00 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Illusion Rhinestone Stiletto Mules

    Create a glam illusion with each step in these stiletto mules for a seamless-chic look! They feature a sleek almond toe, dual clear PVC straps, metallic faux leather trim, and a rhinestone embellished stiletto heel. Style with a statement choker for extra shine!

    Fit & Features

    • Almond toe
    • Dual clear PVC straps
    • Metallic faux leather trim
    • Rhinestone embellished stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4409

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Best Foot Forward Strappy Block Heels

    Put your best and stylish foot forward in these faux leather block heels ready to take on your social calendar! They feature a sleek square toe, dual toe straps, and an ankle strap with buckle closure. Complete the look with a trendy crossbody bag.

    Fit & Features

    • Square toe
    • Dual toe straps
    • Ankle strap, buckle closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4149

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Faux Suede Stiletto Heels

    Classy and chic, you'll be wearing these stiletto heels on repeat! They feature a square toe, thin toe strap, ankle buckle closure, and a sleek design on faux suede material. Complete the look in a chic jumpsuit for a day or night occasion.

    Fit & Features

    • Square toe
    • Stiletto heel
    • Thin toe strap
    • Ankle buckle closure
    • Sleek design
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3963

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emelia Satin A-Line High Slit Formal Dress

    Special Occasion

    Effortlessly sleek with a timeless style, the Emeila satin formal dress is ideal for weddings or fancy parties. She features a sleeveless cowl neckline, tie-shoulder spaghetti straps, a fitted high waist seam, a floor-sweeping skirt with a wrap-front design creating a high slit, and a flowy A-line silhouette. The smooth satin fabric gives the dress a major chic factor and is designed with a sewn-in stretchy knit lining. Complete the look with a rhinestone necklace and earrings set.

    Fit & Features

    • Sleeveless cowl neckline
    • Tie-shoulder spaghetti straps, back zipper closure
    • High waist seam
    • Floor-sweeping hem, wrap-front, high slit, A-line silhouette
    • Satin fabric, sewn-in stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1544

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Vibe Seamless High-Rise Leggings

    Showcase a casual sporty vibe in these seamless leggings. They feature a high-rise banded waist to provide shaping and coverage, convenient side pockets, and a comfortable form-hugging fit throughout the leg for a smooth and sculpted look. Pair these leggings with the matching tank bra and sneakers for a complete look!

    Shop Matching Tank Bra: Sporty Style Racerback Tank Bra

    Fit & Features

    • High-rise banded waist, shaping and coverage
    • Dual side pockets
    • Comfortable form-hugging fit, sculpted look
    • Smoothing knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0926

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sporty Style Racerback Tank Bra

    This casual cropped tank bra will give you that sporty style you love. Featuring a sleeveless square neckline, removable padded cups halter straps leading to a racerback design, a small back cutout, and an elastic banded hem, this tank will provide a comfortable form-hugging fit. The smooth moisture-wicking knit fabric offers a four-way stretch design. Complete the look with the matching seamless leggings and sneakers.

    Shop Matching Leggings: Sporty Vibe Seamless High-Rise Leggings

    Fit & Features

    • Sleeveless square neckline
    • Removable padded cups
    • Halter straps, racerback design, small back cutout
    • Dual front vertical seams
    • Cropped elastic banded hem
    • Comfortable form-hugging fit
    • Smooth moisture-wicking knit fabric, four-way stretch design
    • Runs true to size

    Style Number/Barcode: 07107-0885

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cue The Charm Linen Off-The-Shoulder Dress

    This linen skater dress cues the charm you'll be bringing to wine tasting with the ladies or a birthday brunch! It features a cute off-the-shoulder ruffle trim neckline with elasticized short-sleeve cuffs, a tie-waist belt, and a flattering short-length tiered ruffle hem. Complete the look with a dainty tennis bracelet and sandals.

    Fit & Features

    • Off-the-shoulder ruffle trim neckline
    • Elasticized short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Tie-waist belt
    • Skater silhouette, short-length tiered ruffle hem
    • Linen fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2341

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spark Of Glamour Rhinestone Spiral Stiletto Heels

    These eye-catching stiletto heels will add a spark of glamour to your night-out look! They feature an open almond toe with dual asymmetric straps, a platform sole, a tall stiletto heel, and a spiral strap design that starts at the heel and wraps around the leg. The straps feature mini rhinestone embellishments for a stunning shine. Style with a sleek faux leather clutch.

    Fit & Features

    • Open almond-shaped toe, dual asymmetric straps
    • Platform sole
    • Tall stiletto heel
    • Spiral strap, wrap-around design
    • Mini rhinestone embellishments
    • Faux microsuede material, subtle cushioned faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4352

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Statement Lace-Up Block Heels

    These classic and chic lace-up block heels are a closet staple for all of your formal events! They feature an open square toe with a strap, an asymmetric strap across the foot, a thin, strappy, lace-up design that wraps around the leg, and a block heel. Style with an envelope clutch.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Asymmetric strap across the foot
    • Thin, strappy, lace-up wrap-around design, tie closure
    • Block heel
    • Faux nubuck material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4405

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Cuteness Eyelet Lace Bolero

    Layer on total cuteness with this eyelet lace bolero over your dressy or semi-formal look! It features puff short sleeves, an open front design, and a cropped hem. Complete the look in statement block heels.

    Fit & Features

    • Puff short sleeves
    • Open front design
    • Cropped hem
    • Eyelet lace fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0404

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Seamless High-Rise Biker Shorts

    Elevate your lounge or athleisure outfit with these stylish and seamless biker shorts. They feature a high-rise banded waist to provide shaping and coverage, convenient side pockets, a mid-thigh length hem, and a comfortable form-hugging fit that will showcase a smooth and sculpted look. The moisture-wicking knit fabric offers a four-way stretch design. Pair these shorts with the matching tank bra and baseball cap.

    Shop Matching: Elevated Staple One-Shoulder Tank BraMas Tequila Por Favor Baseball Cap

    Fit & Features

    • High-rise banded waist, shaping and coverage
    • Dual side pockets
    • Mid-thigh length hem
    • Comfortable form-hugging fit, sculpted look
    • Smoothing moisture-wicking knit fabric
    • Four-way stretch design
    • Runs true to size

    Style Number/Barcode: 07103-0923

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Funky Fresh Swirl Mesh Mini Skirt

    You'll be funky and fresh in this retro-inspired swirl print mini skirt perfect for a backyard bash or birthday party! It features a high-rise waist, bodycon fit, and a flirty side slit. Complete the look with matching top and lace-up heels.

    Shop Matching Top: Funky Fresh Swirl Mesh Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Slit accent, mini-length hem
    • Swirl print
    • Partially lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0801

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rylan High Slit A-Line Satin Formal Dress

    Special Occasion

    Make a grand entrance at your next fancy affair in the gorgeous and chic Rylan satin formal dress! She features a sleeveless square neckline with a built-in padded bust, adjustable spaghetti straps, an open back with a strappy lace-up design, a fitted high waist, a floor-sweeping hem with a high side slit, and a flowy A-line silhouette. The smooth satin woven fabric includes a full-length woven lining. Complete the look with rhinestone statement earrings.

    Fit & Features

    • Sleeveless square neckline, padded bust
    • Adjustable spaghetti straps
    • Open back, strappy lace-up design, tie closure, lower back zipper, hook and eye closure
    • Fitted high waist seam, floor-sweeping hem, high side slit, A-line silhouette
    • Satin woven fabric, full-length woven lining, no stretch
    • Sticky bra or pasties optional
    • Runs true to size

    Style Number/Barcode: 05002-7411

    Category Name: $20 & Under Sale

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slick Ways Faux Leather Contrast Seam Mini Skirt

    Keep your style slick and cool in this faux leather mini skirt perfect for concerts, festivals, and happy hour! It features a flattering high-rise waist, front contrast seam details, a bodycon silhouette, and a mini-length hem. Complete the look in a trendy graphic tee.

    Fit & Features

    • High-rise waist
    • Front contrast seam details
    • Bodycon silhouette
    • Mini-length hem
    • Back zipper, hook and eye closure
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0576

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Maisel Formal Sequin Lace-Up Mermaid Dress

    Special Occasion

    Sparks fly when you enter the room in the Maisel formal sequin long dress destined to shimmer all night! Make a striking entrance at school dances, banquets, and sweet sixteens. She features a sleeveless plunge sweetheart neckline, a padded bust, dual spaghetti straps that shape the lace-up open back, and a flattering mermaid silhouette, high front slit, and floor-length hem. The formal dress is composed of a sequin-embellished fabric with a stretchy sewn-in knit lining. Complete the look in rhinestone earrings and a bracelet for extra glam!

    Fit & Features

    • Sleeveless plunge sweetheart neckline, padded bust
    • Dual spaghetti straps
    • Lace-up open back, lower zipper and hook-eye closure
    • Mermaid silhouette, high front slit, floor-length hem
    • Sequin-embellished fabric, sewn-in stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-6965

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Of The Day Caged Lug Sandals

    Look what caught your eye! These faux leather sandals are perfect for edging up your everyday style. They feature a sleek round toe, a caged strap design, a lug sole, and dual ankle buckle closures. Complete the look in trendy boyfriend jeans.

    Fit & Features

    • Round toe
    • Caged strap design
    • Lug sole
    • Dual ankle buckle closures
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1144

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimalistic Dream Layered Necklaces

    This layered necklace is a minimalist's dream to accessorize with every outfit! Featuring one rhinestone choker layer with a center flower charm, one chainlink choker layer with a circle rhinestone charm, and one chain link necklace with a teardrop rhinestone charm. Complete the look in a low-cut blouse.

    Fit & Features

    • Layered necklace
    • One rhinestone choker layer, flower charm
    • One chainlink choker layer, circle rhinestone charm 
    • Lobster clasp closure
    • One chainlink necklace, teardrop rhinestone charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-1430

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Start Fresh Crepe Faux Wrap Skort Romper

    Start fresh this sun-soaked season with this crepe skort romper perfect for everything from family parties to bridal showers and more! It features a sleeveless V-neckline, adjustable spaghetti straps, a faux wrap front overlay with a knot accent, and a shorts hem. Complete the look in statement sandals.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Faux wrap front overlay, knot accent
    • Shorts hem
    • Crinkle crepe fabric, stretchy knit bust lining
    • Runs true to size

    Style Number/Barcode: 06403-0290

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Looking Like A Day Dream Eyelet Lace Dress

    Look like a daydream come true in this eyelet lace mini dress for your next date! It features adorable puff sleeves with ruffle trim, a sweetheart neck, a ruched bust seam, and a bodycon silhouette with a flirty tiered ruffle hem. Complete the look in cute stiletto heels.

    Fit & Features

    • Puff short sleeves, ruffle trim
    • Sweetheart neck
    • Ruched bust seam
    • Bodycon silhouette
    • Tiered ruffle mini-length hem
    • Eyelet lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2184

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bella Formal Chiffon A-Line Long Dress

    Special Occasion

    Simplicity is pretty on the Bella formal chiffon dress - a perfect option for bridesmaids, wedding guests, and banquets! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, and a flattering A-line silhouette, high front slit, and floor-length hem. The formal dress is composed of airy chiffon fabric with a lightweight feel and a sewn-in stretchy knit lining. Complete the look in this long dress with a sleek choker necklace.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • A-line silhouette, high front slit, floor-length hem
    • Airy chiffon fabric, sewn-in stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6979

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale