$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.

  • Wanna Getaway Chiffon Geometric Print Maxi Dress

    'Tis the season for day trips, weekend getaways, or booking a flight out of town! This chiffon maxi dress will keep you stylish for it all. It features a sleeveless surplice V-neckline, spaghetti straps that crisscross along the open back, a tie-waist design, and a flowy silhouette with a flattering high front slit. Complete the look in statement sandals.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps, crisscross open back
    • Flowy silhouette, tie waist design
    • High front slit, back zipper and hook-eye closure
    • Maxi-length hem
    • Geometric print, airy chiffon fabric, smooth woven lining
    • Runs true to size

    Style Number/Barcode: 05102-5265

    Category Name: $20 & Under Sale

    Price: $5.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remember Me Satin Cowl Neck A-Line Dress

    You'll always be remembered when you stun the room in this satin short dress for a rehearsal dinner or cocktail party! It features a sleeveless cowl neckline, sleek adjustable spaghetti straps, an open back with crisscross straps an elasticized band, and a flattering A-line silhouette. Complete the look with lace-up heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Open back, elasticized band, crisscross straps
    • Back zipper and hook-eye closure
    • A-line silhouette, short-length hem
    • Smooth satin, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2141

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Style Textured V-Neck Maxi Dress

    Instant style delivered to you! This perfect sleeveless maxi dress will be your favorite go-to this season. It features a V-neckline, adjustable spaghetti straps, a hip-hugging fit, a back slit accent, and a flowy long-length hem on textured mesh fabric. Complete the look with door-knocker earrings for for a casual dinner.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Back slit accent
    • Flowy long-length maxi hem
    • Textured mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5082

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love, Wear, Repeat Short Sleeve Maxi Dress

    Love, wear, and repeat. You'll adore this maxi dress for all of your styling needs this season! It features short sleeves, a V-neckline, a form-hugging slim silhouette, and a floor-length hem on stretchy rib knit fabric. Complete the look in rhinestone hoop earrings for a dinner date.

    Fit & Features

    • Short sleeves
    • V-neckline
    • Form-hugging, slim silhouette
    • Floor-length maxi hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5107

    Category Name: $20 & Under Sale

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tag You're Knit Bodycon Midi Dress

    Tag you're it to rock this casually cute midi dress all over town! It features a sleeveless scoop neck, spaghetti straps, a flirty bust tie, and a figure-hugging bodycon silhouette with a side slit accent on stretchy rib knit fabric. Complete the look in sparkly teardrop earrings for an outdoor dinner party.

    Fit & Features

    • Sleeveless scoop neck
    • Bust tie, spaghetti straps
    • Bodycon silhouette
    • Side slit accent
    • Midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5138

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Precious Style Gemstone Earrings

    Unlock a precious style with these colored drop earrings featuring a round gemstone post attached to a rectangular-shaped gemstone with a post-back closure. Complete the look with a strapless cocktail dress for a semi-formal party!

    Fit & Features

    • Round-colored gemstone post
    • Rectangular-shaped colored gemstone
    • Post-back closure, rubber stopper

     

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

    Style Number/Barcode: 07001-1606

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Having A Moment Ponte Tulle Corset Top

    The only drama you need is this ponte corset top for elevating your fit! It features a strapless neckline, sheer tulle contrast overlay, flexible boning, and a fitted crop hem. Complete the look with currently trending bottoms.

    Fit & Features

    • Strapless neckline
    • Sheer tulle contrast overlay
    • Back zipper and hook-eye closure
    • Flexible boning
    • Fitted crop hem
    • Ponte knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4865

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Silhouette High Slit Maxi Dress

    Show off your stunning silhouette in this curve-hugging high-slit maxi dress! It features a sleeveless square neckline, tank shoulder straps, a partially open back with a twist-back design and a lower back cutout, a maxi-length hem with a trendy thigh-high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch and has a sewn-in knit lining. Style with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Partially open back, twist-back design, lower back cutout
    • Maxi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4875

    Category Name: $20 & Under Sale

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot In Here Satin Bodycon Short Dress

    Is it hot in the club or is it just you turning up the heat in this satin short dress? Showcase your fire style in this strapless dress featuring a square neckline with a V-wire insert, a high-waist seam, and a bodycon silhouette. Complete the look in sassy stiletto heels.

    Fit & Features

    • Strapless, sleeveless
    • Square neck, V-wire insert
    • High-waist seam
    • Bodycon silhouette
    • Short-length hem
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4907

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Unwind Tropical Slit Midi Dress

    Take time to relax and unwind on your next vacation...in this stylish tropical midi dress! It features a sleeveless square neck, spaghetti straps, a bodycon fit, and a front slit accent on slinky knit-lined stretchy fabric. Complete the look in cute platform wedges.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon fit
    • Front slit accent, midi-length hem
    • Tropical palm leaf print
    • Slinky knit fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5177

    Category Name: $20 & Under Sale

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Flawless Wrap-Front Mini Dress

    Create a sleek going-out look that is simply flawless with this smooth knit mini dress! It features a sleeveless V-neckline with a wrap design, spaghetti straps, ruching at the waist, a knotted detail with a wrap-front asymmetric overlay, a mini-length hem, and a bodycon silhouette that will showcase your natural curves. The smooth knit fabric offers plenty of stretch. Style with platform heels.

    Fit & Features

    • Sleeveless V-neckline, wrap design
    • Spaghetti straps
    • Ruching at the waist
    • Knotted detail, wrap-front asymmetric overlay, mini-length hem
    • Bodycon silhouette
    • Smooth knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2411

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catching Flights O-Ring Halter Midi Dress

    Catch flights not feelings! This halter midi dress is bringing those getaway vibes. It features a sleeveless halter neckline with a tank strap, an O-ring bust insert with a cutout accent and a form-hugging silhouette. Complete the look in cute flat sandals for a sunset cocktail hour!

    Fit & Features

    • Sleeveless halter neckline, tank strap
    • O-ring bust insert, cutout accent
    • Form-hugging silhouette
    • Midi-length hem
    • Stretchy rib knit fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5002

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Go Without Cargo Twill Shorts

    Don't let your closet be without these twill shorts to give your closet the perfect refresh! They feature a flattering high-rise elasticized waist, dual-side cargo flap pockets, and a fitted hem. Complete the look in cute flat sandals for a casual style.

    Fit & Features

    • High-rise elasticized waist
    • Dual side-flap cargo pockets
    • Fitted short hem
    • Front button and hidden zipper closure
    • Belt loop accents
    • Twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0239

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Aya Formal Midi-Length Bandage Dress

    Special Occasion

    Achieve a sexy silhouette that will showcase your natural curves in the stunning and chic Aya formal midi-length bandage dress. She features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, and a hidden back zipper closure. Her vertical seam detailing continues down the length of the dress meeting with a high waist seam and a midi-length seam with a ruffled hem. The bandage knit fabric offers a bodycon silhouette for a smooth and sculpted look with plenty of stretch. Complete your outfit with lace-up heels for your next cocktail party.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Vertical seam detailing down the length of the dress, high waist seam, midi-length seam
    • Ruffled midi-length hem, bodycon silhouette
    • Bandage knit fabric, sculpted look, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1690

    Category Name: $20 & Under Sale

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Time To Be Bold Oversized Round Sunglasses

    This summer, it's time to be bold with your trendy 'fits! Style up these glam oversized shades for your iconic looks. The sunglasses feature an oversized round shape with a plastic frame, gold metal detailed accents with mini rhinestones, and tinted lenses. Pair with large hoop earrings.

     Fit & Features

    • Oversized round shape
    • Plastic frame, gold metal detailed accents, mini rhinestones
    • Tinted lenses
    • Polycarbonate blocks 100% UV

    Style Number/Barcode: 07008-1010

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Moves Flat-Top Oversized Sunglasses

    Make trendy moves when you accessorize your 'fits with these oversized shades! The sunglasses feature a rectangular flat-top shape with thin metal arms, ombre-tinted lenses, and rubber nose pads for support. Style with sleek hoop earrings.

    Fit & Features

    • Oversized design
    • Rectangular flat-top shape
    • Thin metal arms
    • Ombre-tinted lenses
    • Rubber nose pads

    Style Number/Barcode: 07008-1016

    Category Name: $20 & Under Sale

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Art Show Marble Print Midi Dress

    Look like a work of art in this marble print midi dress all over town! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging fit with ruching down one side, and an asymmetrical side slit cutout on a smooth and stretchy knit fabric. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging fit, ruching down one side
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Marble print, smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4986

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Star Spangled Haze Sequin Americana Cowboy Hat

    Top off your Fourth of July or summer bbq fit' with this sequin Americana cowboy hat! It features a striking USA flag pattern with stars and stripes, a classic curved brim, and an adjustable string with tie closure. Style with a trendy denim romper and sandals!

    Fit & Features

    • USA flag pattern, stars and stripes
    • Classic curved brim
    • Adjustable string with tie closure
    • Sequin embellishments

    Style Number/Barcode: 07302-1472

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Plans Rib Knit Bodycon Maxi Dress

    Casual plans? Look amazing in this sleeveless maxi dress for everything on your social calendar! It features a square neckline, spaghetti straps, a bodycon silhouette, and a fitted long hem on stretchy rib knit fabric. Complete the look in cute flower earrings and sandals.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Maxi, fitted long-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5195

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slice Of Summer V-Neck Tank Maxi Dress

    Break yourself off a slice of this summer-ready rib knit maxi dress you'll love taking on vacation or around town! It features a sleeveless plunge V-neckline, tank shoulder straps, a form-hugging slim silhouette, and a sexy high-side slit. Complete the look with statement earrings and sandals.

    Fit & Features

    • Sleeveless plunge V-neckline
    • Tank shoulder straps
    • Form-hugging, slim silhouette
    • High side slit
    • Maxi-length hem
    • Soft and stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5080

    Category Name: $20 & Under Sale

    Price: $5.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Candice Formal Rhinestone A-Line Long Dress

    Special Occasion

    Polish up real nice in the striking Candice formal dress destined to keep you bejeweled all night long! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a built-in padded and underwire bust eliminating the need for a bra, and a flattering A-line silhouette, skin-baring high front slit, and a floor-length hem. The formal dress is composed of glamorous statement rhinestones all-over and included a stretchy knit lining. Complete your red carpet look with chandelier earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Built-in padded bust, underwire
    • A-Line silhouette, high front slit, floor-length hem
    • Statement rhinestones all-over
    • Smooth knit fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7187

    Category Name: $20 & Under Sale

    Price: $69.97 $159.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Does It Faux Wrap Denim Skort

    Make any day this season simple and stylish in this denim skort perfect for day or night! It features a flattering high-rise waist, a faux wrap front, a form-hugging fit, and a short-length hem. Complete the look in a cute crochet crop top and heels.

    Fit & Features

    • High-rise waist
    • Faux wrap front
    • Form-hugging fit
    • Short-length hem
    • Back zipper and hook-eye closure
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0352

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Glitzy Vibes Rhinestone Fringe Crop Top

    Bring the casual glitzy vibes to your concert 'fit with this trendy embellished crop top. It features a sleeveless crew neckline with tank shoulder straps, a fitted cropped hem, and a sparkly front rhinestone fringe trim. The ribbed knit fabric offers plenty of stretch. Style with a mini skirt and strappy mules!

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Fitted cropped hem
    • Front rhinestone fringe trim
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1705

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sultry Strappy Back Knit Bodysuit

    This casual ribbed sweater knit bodysuit showcases a sultry detail that will turn heads! It features a sleeveless crew neckline, tank shoulder straps, an open back with a strappy lace-up design, a thong bottom with a dual snap button closure, and a form-hugging fit. Pair with high-rise cargo pants and clear mules.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Open back, strappy lace-up design
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1712

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance