$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.

  • In The Lineup Mock Neck High Slit Midi Dress

    This alluring mock neck high slit midi dress needs to be in your winter lineup! It features a mock neckline, long fitted sleeves, a trendy ruched side seam with an adjustable drawstring, an asymmetric midi-length hem creating a high-cut side slit, and a form-hugging silhouette to flaunt your figure. The brushed knit fabric offers plenty of stretch. Style this midi dress with ankle booties!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Ruched side seam, adjustable drawstring
    • Asymmetric midi-length hem, high-cut side slit
    • Form-hugging silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5404

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Diva Status Metallic Faux Fur Crop Jacket

    Layer on this metallic trucker jacket to let your inner pop diva shine! It features faux fur-lined long sleeves, a faux fur collar with satin lining, snap-button down front closures, flap satin-lined pockets, and a cropped hem. Complete the look with a chic faux leather skirt for a concert or holiday party!

    Fit & Features

    • Faux fur lined long sleeves
    • Faux fur collar with satin lining
    • Snap-button down front closures
    • Flap satin-lined pockets
    • Cropped hem
    • Metallic fabric, faux fur lining
    • Runs true to size

    Style Number/Barcode: 06201-0423

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Style Plaid Knit Skort

    Bring an iconic style to your 'fits this season with this on-trend plaid knit skort. It features a high-rise waist, a mini-length overlay with a side slit, and fitted shorts. The knit fabric features a chic plaid print pattern that is perf for the fall and winter seasons. Complete the look with a long sleeve bodysuit and over-the-knee boots.

    Fit & Features

    • High-rise waist
    • Mini-length overlay, side slit
    • Fitted shorts
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1098

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All That Bling Rhinestone Stiletto Booties

    These fabulous rhinestone stiletto booties will bring that bling and gleam all night long. They feature an above-the-ankle height, an inner zipper closure for easy on-and-off wear, a trendy pointed toe, a sleek stiletto heel, and all-over baguette-shaped rhinestone embellishments for an ultra-glam sheen. Style these boots with a bodycon dress and a metallic clutch for your next GNO!

    Fit & Features

    • Above-the-ankle height
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Baguette rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1670

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best For Last Floral Metallic Midi Dress

    This floral midi dress gives you an excuse to arrive fashionably late! The midi-length dress is designed with a cowl neckline, spaghetti straps, a flattering bodycon silhouette, and a side ruched seam atop a high slit to reveal some leg on floral print metallic fabric. Complete the look with earrings for a celebration party!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam, high slit
    • Midi-length hem
    • Floral print, metallic knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2878

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool-Girl Confidence Contrast Waist Trouser Pants

    Show off your cool-girl confidence in these contrast waist trouser pants. They feature a high-rise waist with a trendy exposed waistband design, pleated detailing at the front, dual side pockets, a single back pocket, and a straight-leg silhouette with a relaxed fit. Style these trouser pants with a crop top and ankle booties.

    Fit & Features

    • High-rise waist, exposed waistband
    • Hidden front zipper, hook and bar closure
    • Pleated front detailing
    • Dual side pockets, single back pocket
    • Straight-leg silhouette, relaxed fit
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06402-1321

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shine Tonight Sequin Marabou Mini Dress

    Bring the shine tonight in this sequin mini dress ready for a good time! The mesh mini-length dress features a strapless neckline with a fab marabou trim, bodycon silhouette, and front slit accent. Complete the look with earrings for a dressy celebration party!

    Fit & Features

    • Strapless neckline, marabou trim
    • Back zipper closure
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Sequin-embellished mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2643

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bri High-Rise Destructed Flared Jeans by Windsor Denim

    The Bri high-rise destructed flared jeans by Windsor Denim will step up your everyday casual 'fits for on-point looks! They feature a high-rise waist, trendy destructed detailing at the knees, and a flattering flared-leg hem. Include a front button closure and a five-pocket and belt loop design. Style these jeans with a crop top and clear heel mules!

    Fit & Features

    • High-rise waist
    • Destructed knee design
    • Flared-leg hem
    • Front button and zipper closure
    • Five-pocket and belt loop design
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0458

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute On Cloud Nine Hoodie Puffer Jacket

    Brace the chill looking cute in this hoodie puffer jacket up on cloud nine! Layer on this jacket featuring long sleeves with rib knit cuffs, a drawstring hoodie neckline with front snap-button closures for extra warmth, a front zipper closure, front flap pockets with snap-button closures, and an adjustable drawcord crop hem. The puffer jacket is crafted from an insulated nylon-woven fabric that helps keep you warm and protected from the elements. Complete the look in a cute lounge catsuit with cozy boots for running errands or meet-ups!

    Fit & Features

    • Long sleeves, rib knit cuffs
    • Drawstring hoodie neckline, front snap-button closures
    • Front flap pockets, snap-button closures
    • Adjustable drawcord crop hem
    • Insulated nylon-woven fabric
    • Runs true to size

    Style Number/Barcode: 06201-0441

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Vibe Flower Print Knit Scarf

    Layer on the cutest vibe with this plush flower print knit scarf! Composed of a soft knit material with a trendy dual-color design and an adorable flower pattern, this long scarf is perf for bringing some florals into the season! Style with a cropped sweater, a mini skirt, and over-the-knee boots!

    Fit & Features

    • Soft knit material
    • Dual-color design
    • Floral pattern
    • Long design

    Style Number/Barcode: 07305-0478

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stomp It Up Thigh-High Lug Boots

    Stomp it up in these faux leather lug boots to elevate your everyday style! They feature a round toe, inner zipper closure, a sturdy lug sole, and a thigh-high shaft with an elastic insert and tie for easier on-and-off styling. Complete the look in a basic smooth knit dress and jacket!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole
    • Thigh-high shaft, elastic insert and tie
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0984

    Category Name: $20 & Under Sale

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Stroll Colorblock Fringe Blanket Scarf

    Layer on this adorable colorblock fringe blanket scarf for a cozy stroll to grab coffee! Composed of a soft fuzzy woven material with trendy fringe hems and a cute colorblock pattern, this long scarf is a stylish staple for the season. Pair with a trench coat and booties.

    Fit & Features

    • Soft fuzzy woven material
    • Long fringe hems
    • Long design
    • Colorblock pattern

    Style Number/Barcode: 07305-0471

    Category Name: $20 & Under Sale

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dare To Be Chic Velvet Burnout Mini Dress

    Dare to be chic on your next dressy date night in this velvet burnout mini dress. It features a plunging V-neckline, long fitted sleeves with fab flared bell sleeve hems, a mini-length hem, and a bodycon silhouette to showcase your gorgeous curves. The sheer mesh fabric features a velvet burnout scroll pattern for an alluring look. Style this mini dress with strappy stiletto heels.

    Fit & Features

    • Plunging V-neckline
    • Long fitted sleeves, flared bell sleeve hems
    • Mini-length hem
    • Bodycon silhouette
    • Velvet burnout scroll pattern
    • Sheer mesh fabric, partial knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2855

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Seasoned Plaid Crew Neck Mini Dress

    Fabulous and flavor-filled, step into this plaid mini dress for the new season! The mini dress features fitted long sleeves, a classic crew neckline, and a flattering bodycon silhouette on stretchy knit fabric with a trendy plaid print. Complete the look in a moto jacket for a coffee shop hang! 

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Mini-length hem
    • Plaid print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5247

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Favorite Burnout Velvet Mini Dress

    Sultriness comes effortlessly in this burnout velvet mini dress making it your new top pick! The mini-length dress features sheer fitted long sleeves, a mock neckline with button-back closures, a flattering bodycon silhouette, and a wrap hem on mesh fabric with a velvet scroll pattern and sewn-in knit lining. Complete the look with a cute mini purse for a dressy event or date!

    Fit & Features

    • Sheer fitted long sleeves
    • Mock neckline, button-back closures
    • Bodycon silhouette, wrap mini-length hem
    • Burnout velvet scroll pattern
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2851

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Light Up The Night Sequin One-Shoulder Mini Dress

    This sequin mini dress will light up the night and illuminate the dance floor for all eyes on you. It features a square neckline, a one-shoulder design with a trendy balloon-style sleeve, a high waist with an alluring asymmetric side cutout, ruching down the side seams, a mini-length hem, and a bodycon silhouette to flaunt your figure. The knit fabric features all-over sequin embroidery for that bold shine. Style this fab mini dress with rhinestone spiral heels!

    Fit & Features

    • Square neckline
    • One-shoulder design, long balloon sleeve, cinched hem
    • High waist seam, asymmetric side cutout
    • Ruched side seams, mini-length hem, bodycon fit
    • Sequin embroidery, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5207

    Category Name: $20 & Under Sale

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Aura Velvet Burnout Mesh Mini Dress

    Capture your date's attention with your sultry aura in this velvet burnout mesh mini dress. It features a sleeveless cowl neckline, spaghetti straps that lead to an alluring open back with a cross-back and lace-up strappy design, a mini-length hem, and a bodycon silhouette to hug your curves. The lined sheer mesh fabric features an intricate burnout velvet scroll pattern for a chic flair. Style this mini dress with strappy stilettos for a dressy date night.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, cross-back straps, lace-up straps, tie closure
    • Mini-length hem, bodycon silhouette
    • Velvet burnout scroll pattern
    • Sheer mesh fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5265

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Arts Abstract Mesh Midi Dress

    A perfect blend of art and fashion, this mesh midi dress is sure to make everyone's heart race! Feel like a masterpiece in this midi-length dress featuring adjustable spaghetti straps, a V-neckline, a flattering bodycon silhouette, and a center back slit, crafted on abstract print mesh fabric with a knit lining. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, center back slit
    • Midi-length hem
    • Abstract print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5341

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmer Girl Long Sleeve Mini Sweater Dress

    It's the season of glam, and you'll shimmer and glimmer in this mini sweater dress! It features a sweetheart neckline, long fitted sleeves, a mini-length hem with a fab side slit, and a bodycon silhouette to show off your curves. The ribbed knit fabric features a sparkly lurex threaded design for a glam touch. Style this sweater dress with strappy mules for a holiday party!

    Fit & Features

    • Sweetheart neckline
    • Long fitted sleeves
    • Mini-length hem, side slit
    • Bodycon silhouette
    • Ribbed knit fabric, lurex threaded design
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1771

    Category Name: $20 & Under Sale

    Price: $3.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Sultry Cropped Bustier Top

    Have your 'fit be a little sweet and sultry with this on-trend cropped bustier top! It features a sleeveless sweetheart neckline with a structured and padded bust for support, adjustable spaghetti straps for a customized fit, a chic corset-designed bodice with flexible boning, an angled cropped hem, and a snatched, form-hugging fit. Style this bustier with a faux leather mini skirt and clear heels for a girl's night out.

    Fit & Features

    • Sleeveless sweetheart neckline, structured and padded bust
    • Adjustable spaghetti straps, small O-ring front and back details
    • Corset-designed bodice, flexible boning inserts
    • Back zipper  and hook-eye closure
    • Angled cropped hem, form-hugging fit
    • Lined smooth knit fabric, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06001-4914

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Icon Beauty Rhinestone Satin Box Clutch

    This satin box clutch is sure to sparkle up your night look! Covered in dazzling all-over colored rhinestones, this sleek clutch bag makes a sassy statement. Featuring metal trim, a detachable chain shoulder strap, and a push lock closure, it's easy to tote and offers a spacious interior for your must-haves. Style with sassy platform heels for a cocktail party!

    Fit & Features

    • All-over colored rhinestones
    • Metal trim, push lock closure
    • Spacious interior
    • Detachable chain shoulder strap
    • Satin material

    Style Number/Barcode: 07204-0753

    Category Name: $20 & Under Sale

    Price: $8.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striking Glow Snake Chain Rhinestone Necklace

    Create a striking glow with this dainty lariat necklace to adorn your semi-formal or special occasion wear! The necklace features a sleek snake chain with end rhinestones and a secure lobster clasp closure. Complete the look in a sultry velvet dress for a fancy soiree!

    Fit & Features

    • Dainty lariat necklace
    • Snake chain
    • End rhinestones
    • Lobster clasp closure

    Style Number/Barcode: 07002-1613

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prized Treasure Faux Pearl Rhinestone Bracelet

    You'll treasure this statement bracelet all season! Crafted with faux pearls and rhinestone embellishments, this memory wire bracelet is sure to elevate any ensemble! Complete the look with a chic mini handbag for a semi-formal or special occasion!

    Fit & Features

    • Memory wire stretch bracelet
    • Faux pearls, rhinestone embellishments

    Style Number/Barcode: 07003-0491

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Chilly Frayed Edge Knit Scarf

    This adorable knit scarf will become your style staple to keep cozy all season! Composed of a soft brushed knit material with short frayed edges, this long scarf will add a trendy textured look to your winter 'fits. Layer over a sweater with dark wash jeans and ankle boots!

    Fit & Features

    • Soft brushed knit material
    • Frayed edges
    • Long design

    Style Number/Barcode: 07305-0476

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale