$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.

  • 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
  • Three Pack Butterfly Patch Hairpins

    Keep it cute with a butterfly hairpin that keeps your look flirty and fluttery. This pack includes three multi-colored patch-styled butterfly designed hairpins. Complete your look with a fab matching set and chunky dad sneakers

    Fit & Features

    • Includes three hairpins
    • Multi-colored
    • Butterfly patch design

    Style Number/Barcode: 07006-0122

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On That Basic Vibe Straw Boater Hat

    Rock a basic vibe with a boater hat that brings a casual vibe. The hat features a traditional boater design and a black trim around the brim. Complete look with a fab sundress and sandals

    Fit & Features

    • Boater design 
    • Short brim
    • Black trim around the brim 
    • Straw material 

    Style Number/Barcode: 07302-0169

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emersyn Floral Embroidered Pleated Ball Gown

    Special Occasion

    Grace them in our Emersyn ball gown that brings elegance and charm to your special occasion. She features a sleeveless square neckline, sleek spaghetti straps, a gorgeous floral embroidered pattern, and a pleated ball gown silhouette. Her back features a head-turning open back with lattice straps to show off a hint of skin. Complete your formal outfit with sleek stiletto heels and a luxe clutch

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral embroidered pattern
    • Pleated ball gown silhouette
    • Open back with lattice straps
    • Relaxed fit

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size three. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0120

    Category Name: $20 & Under Sale

    Price: $9.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carla Formal Floral Tendril Dress

    Special Occasion 

    Bring the charm in our Carla dress! She features a sleeveless lined bodice, a plunging V neckline, adjustable spaghetti straps, padded cups, princess seams at the bust, and a partially open back. Her natural rise waist leads to a sweeping A-line silhouette adorned floral lace tendrils. The dress is composed of a lined chiffon fabric that offers a relaxed fit with a slight stretch. Includes a back zipper closure with hook and eye clasp. Complete look with rhinestone earrings and chrome heels

    Fit & Features

    • Sleeveless v-neckline
    • Adjustable spaghetti straps
    • Padded cups and princess seams at the bust
    • Partially open back
    • A-line silhouette 
    • Floral lace tendrils 
    • Chiffon fabric, slight stretch 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0211

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Drawstring Floral Mini Dress

    Bring the charm in a floral dress that brings a sweet vibe this season. The mini dress features a sweetheart neckline, adjustable spaghetti straps, and a floral print. Complete your look with cute cork wedges and dainty anklets

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Floral print
    • Drawstring at the side seams
    • Mini length silhouette
    • Form hugging fit

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05101-0878

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning In Florals Sleeveless Midi Dress

    Be a stylish stunner in this gorg floral midi dress! Step out for brunch with the squad in this colorful midi dress. It features a sleeveless bodice, adjustable spaghetti straps that cross in the back, a V neckline, side ruched detailing, and an asymmetrical hem. Complete look with wedges.

    Fit & Features

    • Sleeveless v-neckline
    • Adjustable spaghetti straps
    • Crossback straps
    • Floral print
    • Ruched side seam
    • Midi length silhouette with asymmetrical hem 
    • Form hugging fit, plenty of stretch 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0292

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance