$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.

  • High-Rise Belted Twill Shorts

    Level up your look with high waist shorts that keep your look so chic! The shorts feature a paper bag waist, an adjustable belt with a D-ring buckle, front pockets, and a cheeky fit. Complete the look with a blouse and wedges.

    Fit & Features

    • Paper bag waist, elastic banded back
    • Adjustable belt, D-ring buckle
    • Front pockets, faux back pocket
    • Cheeky fit
    • Twill woven fabric, no stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-0117

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Headturner Platform Heels

    Create a major head-turning moment with these pretty platforms! The heels feature an open back, an adjustable ankle strap, an open almond toe with a strap over the toe, a raffia platform, and a block heel. Complete look with a white dress

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe 
    • Strap over the toe 
    • Raffia platform 
    • Block heel
    • Denim material 

    Style Number/Barcode: 07401-3074

    Category Name: $20 & Under Sale

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reese High Rise Destructed Denim Shorts By Windsor Denim

    Take on the day with destructed shorts that bring the edge to your look! The mom-styled shorts feature a high-rise waist, a single-button with zipper closure, a traditional five-pocket with belt loop design, heavy destruction throughout, and a cutoff hem. Complete the look with a floral off-the-shoulder top

    Fit & Features

    • High rise waist
    • Heavy destruction 
    • Cutoff hem 
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06603-0151

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dash Of Chic Open Back Bodysuit

    Add a dash of chic to your look with a trendy bodysuit! The bodysuit features a sleeveless crew neckline, an open back with tie back ties, and a contrast bottom with dual snap closure. Complete look with high waist shorts

    Fit & Features

    • Sleeveless crew neckline
    • Open back 
    • Tie back ties
    • Contrast bottom, dual snap button closure 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3393

    Category Name: $20 & Under Sale

    Price: $3.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Classic Vibe Faux Suede Mules

    Get a classic vibe with these chic faux suede mules that are perf for the office! They feature an open square toe, a thin double strap design, and a low block heel. Style these mules with a cute midi dress and a fab blazer.

    Fit & Features

    • Open square toe
    • Thin double strap design
    • Low block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2993

    Category Name: $20 & Under Sale

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Trendy Buckle Detail Sandals

    Bring the bold vibes to your summer style with these chic and trendy sandals. They feature an open round toe, a neon toe strap with a double O-ring buckle detail, and a flat sole. Style these sandals with a denim mini skirt.

    Fit & Features

    • Open round toe
    • Neon toe strap
    • Double O-ring buckle detail
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0816

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Moves Strappy Stiletto Heels

    Make stylish bold moves with these must-have stiletto heels. They feature an open almond toe, a thin strappy design with lace-up detailing at the ankle, and a sleek stiletto heel. The faux leather material has a colorful snake print for a cool and trendy vibe. Style these stilettos with a casual dress and chic shades.

    Fit & Features

    • Open almond toe
    • Thin strappy design
    • Lace-up detailing at the ankle
    • Stiletto heel
    • Faux leather material
    • Colorful snake print
    • Runs true to size

    Style Number/Barcode: 07401-2900

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Burst Of Florals Mini Skirt

    Bring a burst of florals with a mini skirt that shows off your charming side! The skirt features a high-rise waist, a ditsy floral print, and a mini side slit. Complete look with a bodysuit and mules. 

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Mini length silhouette
    • Mini side slit
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0311

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Fresh Floral Flared Pants

    Keep it fresh with these flared pants! The pants feature a high-rise waist, a ditsy floral print, and a straight leg fit with a flared hem. Complete look with the crop top. 

    Shop Matching Crop Top: Fab And Fresh Floral Tie Front Top

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Straight leg fit, flared hem 
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06502-0576

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Mood Denim Cropped Topper

    Layer on this stylish topper over your trendy outfits! The topper features a collared neckline with dual button closure, long sleeves with a single-button cuff, and a hyper-cropped hem. Complete look with a bustier and high waist jeans. 

    Fit & Features

    • Collared neckline
    • Dual button closure 
    • Long sleeves, single-button cuff
    • Hyper-cropped hem
    • Denim fabric 
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06203-0131

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreaming Of Paradise Mesh Duster

    This stunning duster will have you dreaming of a relaxing day in paradise! It features long fitted sleeves, an open front, a chic tie-front belt, and a floor-length flowy silhouette. The sheer mesh fabric has a gorgeous tropical palm leaf print to bring those vacay vibes. Style this duster over your fave bikini and top off the look with a cute floppy hat.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Tie-front belt
    • Floor-length flowy fit
    • Sheer mesh fabric
    • Tropical palm leaf print
    • Runs true to size

    Style Number/Barcode: 06202-0162

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Snake PVC Sandals

    Keep it sassy with sandals that bring that fierce vibe to your look! The sandals feature an open back, an adjustable ankle strap, an asymmetrical strap, an open almond toe, and a snake print footbed. Complete look with a matching crop top and skirt set

    Fit & Features

    • Adjustable ankle strap
    • Asymmetrical strap
    • Open almond toe
    • Snake print footbed
    • PVC
    • Runs true to size

    Style Number/Barcode: 07404-0806

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here For The Drama Sunglasses

    You're all about that over-the-top dramatic look, so these shades are perfect for you! The sunglasses feature an oversized square-shaped design, a plastic frame with sleek metal accents on the sides, and tinted lenses. Style these sunglasses with a trendy shoulder bag.

    Fit & Features

    • Oversized square-shaped design
    • Plastic frame, metal details on the sides
    • Tinted lenses

    Style Number/Barcode: 07008-0854

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Stunner One-Piece Swimsuit

    You're a total trendy stunner, and this one-piece swimsuit was made for you! It features thin shoulder straps, a scoop neckline, a low scoop back, and a high-cut cheeky fit. Style this swimsuit with chic sunglasses for the perf poolside look.

    Fit & Features

    • Thin shoulder straps
    • Scoop neckline
    • Low scoop back
    • High-cut cheeky fit
    • Terry fabric
    • Runs true to size


    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07109-0273

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Flirt Sleeveless Bodysuit

    Show off your flirty style with this adorable sleeveless bodysuit. It features a square neckline, bungee spaghetti straps, a cute and colorful butterfly print, and a form-hugging fit. Pair this bodysuit with a denim mini skirt and sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Colorful butterfly print
    • Form-hugging fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3330

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dotted Darling Ruffle Mini Skirt

    Keep it flared and flirty with a dotted ruffle skirt that brings the flare! The skirt features a high-rise waist, a polka-dotted print, and a ruffled mini-length silhouette. Complete the look with a basic tee and sneakers for a girl-next-door vibe. 

    Fit & Features

    • High rise waist
    • Polka dot pattern 
    • Ruffles
    • Mini length silhouette
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-0425

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Striped Tie-Waist Pants

    Elevate your workwear outfits with these stylishly striped pants. They feature a high-rise waist, a front V-cut design, a back zipper closure, an adorable tie-front accent, and a tapered form-fitting silhouette. Pair these dress pants with a basic bodysuit and chic mules.

    Fit & Features

    • High-rise waist, front V-cut design
    • Back zipper closure
    • Tie-front detail
    • Tapered form-hugging fit
    • Woven fabric, subtle striped pattern
    • Runs true to size

    Style Number/Barcode: 06402-0346

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty In Paradise Maxi Skirt

    You'll be looking pretty on your next vacay to paradise in this adorable maxi skirt! It features a high-rise waist, a sultry thigh-high side slit, and a floor-length flowy silhouette. The knit fabric has a beautiful tropical floral print, perfect for a summer getaway. Style this skirt with a crop top and strappy sandals.

    Fit & Features

    • High-rise waist
    • Thigh-high side slit
    • Floor-length flowy silhouette
    • Knit fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 06501-0365

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty In Floral Crop Top

    Get a cute and flirty look in this floral printed crop top that is perf for summer! It features a sweetheart neckline, long bishop sleeves, a wrap-front detail at the hem, and a cropped fit. Style this top off-the-shoulder with a denim mini skirt and mules for a casual date outfit.

    Fit & Features

    • Sweetheart neckline
    • Long bishop sleeves, cinched hems
    • Wrap-front detail at the hem
    • Partial smocked back
    • Cropped fit
    • Woven fabric, floral print
    • Runs true to size

    Style Number/Barcode: 06003-1278

    Category Name: $20 & Under Sale

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Chic Moment Necklace

    Have a major chic moment when you accessorize with this pretty necklace! It features a layered design for a gorgeous look. The shorter layer features a thicker chain choker design and the longer layer has a dainty chain with a center cross charm. Complete the outfit with stud earrings.

    Fit & Features

    • 1 necklace
    • Charm necklace
    • Dainty chain
    • Cross charm

    Style Number/Barcode: 07002-0798

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho-Chic Ring Set

    Accessorize your everyday outfit with this stunning boho-chic ring set. It features five rings with varying designs, such as sleek rings with rhinestone embellishment and trendy statement rings. Complete the look with hoop earrings.

    Fit & Features

    • Five rings
    • Various designs
    • Rhinestone embellishment

    Style Number/Barcode: 07004-0200

    Category Name: $20 & Under Sale

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Snake Five Pack Ring Set

    Complete your outfit with this trendy ring set! The pack of five rings features a statement snake ring, dainty bands with rhinestones and plain metal bands. Pair them with a cute matching set and sandals.

    Fit & Features

    • Five pack of rings
    • Dainty bands with rhinestones
    • Statement snake ring
    • Metal bands

    Style Number/Barcode: 07004-0204

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Cross Five Pack Ring Set

    Finish your look with this simple but chic ring set. The pack of five features a variety simple bands, rings with charms and rhinestone embellishments. Pair them with a cute crop top and denim shorts.

    Fit & Features

    • Five pack of rings
    • Cross and coin charms
    • Rhinestone embellishments

    Style Number/Barcode: 07004-0205

    Category Name: $20 & Under Sale

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Glam Tassel Earrings

    Add some trendy glam vibes to your look with these gorgeous statement earrings. They feature a chain-link design with rhinestone embellishment and a chic tassel detail. Style these earrings with a curve-hugging midi dress and heels.

    Fit & Features

    • Chain-link design
    • Rhinestone embellishment
    • Tassel detail


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0872

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale