$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.

  • Feeling Floral Eyelet Mini Dress

    We’re always in the mood for a little floral print! Pair this mini dress with sandals and layered dainty jewelry.

    Fit & Features

    • All Over Eyelet Design
    • Ditsy Floral Print
    • Mini Length

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0709

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleeveless Cut Out O-Ring Ribbed Mini Dress

    Step up in a sleeveless ribbed mini dress with sexy cutout details this season. The curve-hugging ribbed dress features a flattering crew neck that leads to a chic O-Ring at the mid-drift accented with waist cut outs for a subtle hint of skin. The back reveals a matching lower back cut out to impress from all angles. The ribbed knit embraces curves while offering a moderate stretch to easily move. Complete this date-night ready look with daring hoops and strappy stilettos

    Fit & Features

    • Sleeveless
    • Crew neckline
    • O-Ring at the center, waist cut outs
    • Lower back cut out
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05102-0723

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Getaway Sleeveless Asymmetrical Ruched Midi Dress

    Head to the tropics in this midi dress that brings a tropical burst of color. This vacation-ready dress features a sleeveless bodice, a plunging V-neckline and adjustable spaghetti straps that lead to an X-back design. The relaxed fit waist leads to a midi length silhouette with a ruched side seam and an asymmetrical high slit to show off a hint of skin. The all-over tropical print features bright hues that perfectly complement the neutral background. The dress is composed of a smooth knit fabric that offers a form-hugging fit. Complete your look with a pair of heels and golden hoop earrings

    Fit & Features

    • Plunging V-neckline
    • Adjustable spaghetti straps
    • X-back 
    • Midi length silhouette 
    • Tropical print
    • Asymmetrical high side slit
    • Form hugging fit

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0579

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show 'Em Off Shoulder Smocked Mini Dress

    Show off those shoulders in this cute mini dress! For a cute daytime look, pair it with your fave denim jacket and some white sneakers! 

    Fits & Features

    • Off-shoulder neckline, short sleeves
    • Keyhole opening with self-ties at front
    • Mini length silhouette 
    • Woven textured fabric, smocked back, ruffle trim detail
    • Curve hugging fit, plenty of stretch 

    Style Number/Barcode: 05102-0472

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Small Town Girl Eyelet Mini Dress

    Whether you're a small town girl, or a city babe, this sweet mini dress is a day out go-to! Slip on and head out to brunch babe!

    Fit & Features

    • Square neckline
    • Adjustable Spaghetti straps | Sleeveless
    • Mini hemline
    • Zipper closure center back
    • Eyelet linen material
    • Minimal stretch
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0213

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh So Dainty Ruffle Trim Off Shoulder Ruched Mini Dress

    Step right into sunnier days with this charming mini dress! Opt for block heels and a cute mini purse for an eyecatching ensemble! 

    Fits & Features

    • Ruffle Trim Off Shoulder Design 
    • Tie Front 
    • Ruching Throughout
    • Mini Length Hem I Full Knit Lining
    • Form Hugging Fit I Plenty Of Stretch 

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 05102-0657

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Dolman Sleeve Crop Top

    Keep it trendy in a tie-dye crop top that gives off major boho vibes. The top features a round neckline, short dolman sleeves, a drawstring cropped hem, and an all-over tie-dye pattern. Complete your look with the matching shorts or matching joggers and face mask. 

    Shop Matching Shorts: Tie Dye High Waist Shorts

    Shop Matching Joggers: Tie Dye High Rise Joggers

    Shop Matching Face Mask: Tie Dye Facial Mask With Earloops

    Fit & Features

    • Round neckline 
    • Short Dolman sleeves
    • Drawstring cropped hem 
    • Tie-dye pattern
    • Matching shorts sold separately
    • Matching face mask sold separately

    Style Number/Barcode: 06002-0525

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Late Night Fantasy Dress

    Live your wildest dreams in this skater dress! Bring the wow factor to your date-night outfit in this flirty pulse size skater dress. The dress features a flattering v-neckline, spaghetti straps that offer support, sheer lace back detail with a lower back keyhole to show off a hint of skin and a flowy skater silhouette with double-tiered hem. The dress is composed of a form-hugging ponte knit fabric that offers a moderate stretch. Complete your impressive look with rhinestone duster earrings and sleek stiletto heels

    Fits & Features

    • V neckline
    • Spaghetti straps
    • Sheer lace back with zipper
    • Exposed lower back
    • Wide waistband 
    • Flowy skirt with a double-tiered hem 
    • Ponte knit composition, moderate stretch

     

    Model is 5'9" with a 38" bust, 37" waist, and 50" waist. She is wearing a size 1x. 

    Style Number/Barcode: 15101-0064

    Category Name: $20 & Under Sale

    Price: $18.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Cropped Faux Leather Jacket

    Chic with an effortless edge, this super cropped faux leather jacket can easily be layered over any of your fab lewks!

    Fit & Features

    • Collared | Stud detailing
    • Zip front
    • Long sleeves
    • Cropped
    • PU fabric
    • Form-fitting style

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0441

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • See Right Through You Long Sheer Duster

    See yourself right on through to vacation mode babe! This stunning piece works perfectly over all of those swim looks, and has you sweeping your way through the sand!

    Fit & Features:

    • Sheer
    • Chiffon like material
    • Long sleeves that puff at the wrist
    • Tie front detail
    • Relaxed fit

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.  

    Style Number/Barcode: 06204-0641

    Category Name: $20 & Under Sale

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Belted Cropped Faux Leather Moto Jacket

    A chic faux leather moto jacket is necessary in everyone's closet! Layer this belted cropped one over all of your 'fits to elevate your look.

    Fit & Features

    • Collared | Stud detailing
    • Asymmetric zip front
    • Long sleeves | Zipper accents
    • Zippered pockets | Small snap button faux pocket
    • Belted waist
    • Cropped
    • PU fabric | Smooth lining

    Style Number/Barcode: 06204-0450

    Category Name: $20 & Under Sale

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pulling Power Moves Oversized Blazer

    Reel in that interview, kill it at that job, or just get that effortlessly polished vibe when you top off your look with an over sized blazer. 

    Fit & Features

    • Relaxed fit 
    • Long sleeves
    • Collared neckline
    • Long over the bum hemline
    • Polyester
    • Moderate stretch
    • Slanted traditional pockets

    Style Number/Barcode: 06204-0497

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Making The Rules Boyfriend Blazer

    Take charge and make your own rules in this statement blazer!

    Fit & Features

    • Flat collar
    • Slight shoulder padding
    • Long roll up sleeves
    • Two faux front pockets
    • Oversized boyfriend fit | Drape open front
    • Lined textured woven fabric
    • Relaxed fit | Minimal stretch

    Style Number/Barcode: 06204-0458

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tunnel Vision Faux Leather Button Up Jacket

    Babe, we got that tunnel vision for you in faux leather. Style open or closed, with dress pants or black nylons!

    Fit & Features

    • Collared neckline
    • Matching snap buttons down the center
    • Over the waist hemline
    • Belt buckle mid-waist
    • Double breast pockets
    • 100% Faux leather

    Style Number/Barcode: 06204-0498

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Squad Goals Over-Sized Denim Jacket

    Layer on the looks that slay with this must-have denim jacket! Perfect for pairing with your fav graphic tees for a squad-approved look! 

    Fit & Features

    • Collared Neckline 
    • Small Chest Pockets 
    • Button Down Front 
    • Long Sleeves With Buttons To Cuff
    • Front Pockets
    • Light Medium Wash Denim Fabric
    • Oversized Fit 
    • Minimal Stretch

    Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0045

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Essential Anorak Jacket

    Always on trend to create new looks! Pair this layer-ready anorak with your favorite prints!

    Fit & Features

    • Drawstring Hood
    • Roll-Up Sleeves
    • Tie String Waist 
    • Large Pockets
    • Brushed Knit Fabric
    • Relaxed Fit 
    • Minimal Stretch 

    Style Number/Barcode: 06204-0472

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Free Bird Faux Leather Moto Jacket

    Yes you free bird show us your edgy side! This faux leather jacket is designed for a baddie! Featuring a collared neckline, long sleeves, three zipper pockets and one mini faux pocket. Jacket is lined with a full red lining, and has metal button detailing at the collar. Hemline hits mid waist and features a belted detail at one side. Jacket is fitted and offers no stretch.

    Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0371

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Less Is More Strappy Low Heels

    Sometimes less is more and that's the case with these low strappy heels! Perfectly styled with your fav summer dress, or a pair of cut off jeans!

    • Open almond toe
    • Single band with criss-cross detailing
    • Wrap around ankle straps that tie at the top
    • Faux suede
    • Low block heel

    Style Number/Barcode: 07401-2239

    Category Name: $20 & Under Sale

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydreaming Platform Espadrille Wedges

    Daydreaming of a day on the beach wearing these stunning wedges and a flowing maxi dress!

    • Square toe
    • Single clear band over the toe
    • Wrap around ankle strap
    • Platform design
    • Wedge espadrille heel
    • Available in : Black croc print | Metallic gold | Faux leather snake print

     

    Please be advised that this style runs 1/2 size large.

    Style Number/Barcode: 07406-0099

    Category Name: $20 & Under Sale

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Croc-Embossed Mules

    Level up your style in chic mules that are fit for a fashionista. The mules feature open-back, wide criss-cross straps over the toe and a faux croc-embossed pattern. Complete your look with a head-turning mini dress

    Fit & Features

    • Open back
    • Open square toe
    • Wide criss-cross straps over the toe
    • Faux croc-embossed pattern 
    • Low block heel 

    Style Number/Barcode: 07401-2341

    Category Name: $20 & Under Sale

    Price: $18.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Lovin' Cork Platform Heels

    Step into the season in cute cork heels to match your fluttery outfits! Perfect for brunch, these heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a fab cork platform. Complete your look with a sundress and sunnies.

    Fit & Features

    • Open back
    • Adjustable ankle strap strap 
    • Open almond toe
    • Single strap over the toe
    • Cork platform 
    • Block heel

    Style Number/Barcode: 07401-2360

    Category Name: $20 & Under Sale

    Price: $23.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Vibes Cork Platform Heels

    Step into the season in cork heels that bring those summer vibes. The heels feature an open back, an adjustable ankle strap, an open almond toe with a single strap over the toe, and a cute cork platform. Complete your look with a sundress and sunnies.

    Fit & Features

    • Open back
    • Adjustable ankle strap strap 
    • Open almond toe
    • Single strap over the toe
    • Cork platform 
    • Block heel

    Style Number/Barcode: 07401-2192

    Category Name: $20 & Under Sale

    Price: $23.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Fancy Quilted Diamond Crossbody

    Get dolled up with a luxe crossbody that shows off your fancy taste. The crossbody features a fold-over closure with a turn-lock, a small rectangular design, and a quilted diamond stitching. Complete look with your favorite LBD and heels

    Fit & Features

    • Fold-over closure
    • Turn-lock 
    • Small rectangular design 
    • Quilted diamond stitching 
    • Faux leather material 

    Style Number/Barcode: 07203-0331

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tribal Print Faux Wool Panama Hat

    Play it up in trendy Panama hat to add to your favorite fits The hat features a Panama design with a short brim and a tribal print band. Complete look with high waist shorts and crop top

    Fit & Features

    • Panama design 
    • Short brim
    • Tribal print band 
    • Faux wool material 

    Style Number/Barcode: 07302-0146

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale