$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Velvet Allure Ruffle Trim Skater Dress

    Show up and show off a chic allure in this velvet skater dress accented with ruffled trims for an adorable look. It features a strapless straight-across neckline and a mini-length skater silhouette for that iconic flared-out fit.

    Fit & Features

    • Velvet fabric with ruffled trim, sewn-in knit lining
    • Strapless straight neckline
    • Back zipper closure
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3846

    Category Name: $20 & Under Sale

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Fab Off-The-Shoulder Belted Mini Dress

    Level up your everyday 'fit with this trendy mini dress made with smooth stretchy knit fabric. It features an off-the-shoulder straight neckline with short sleeve cuffs, a drop waist front belted design with a textured metal buckle, and an asymmetric mini-length hem with a fab A-line silhouette.

    Fit & Features

    • Smooth knit fabric with top knit lining, plenty of stretch
    • Off-the-shoulder straight neckline, short sleeve cuffs
    • Ruched detailing
    • Drop waist front belted design, textured metal buckle
    • Asymmetric mini-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5989

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfy Cozy Vibes Plaid Woven Oversized Shacket

    The comfy cozy vibes plaid woven oversized shacket is your go-to for casual chic. With a collared neckline, button-down front, and flap chest pockets, it's perfect for any laid-back adventure.

    Fit & Features

    • Plaid woven fabric with soft faux suede lining, no stretch
    • Collared neckline
    • Long sleeves with single-button detail
    • Complete button-down front
    • Buttoned flap chest pockets
    • Oversized fit

    Style Number/Barcode: 06204-1987

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Affair Cowl Neck Glitter Crop Top

    Shop Matching Bottoms: Glitzy Affair High-Slit Glitter Midi Skirt

    Fit & Features

    • Lined glitter knit fabrication
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Lace-up back design
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5570

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Icon Off-The-Shoulder Long Sleeve Top

    Fit & Features

    • Nylon knit-lined fabric, plenty of stretch
    • Asymmetric off-the-shoulder neckline
    • Pleating
    • Long fitted sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5541

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Sherpa Collared Faux Leather Bomber Jacket

    Layer on this sleek faux leather bomber jacket for cozy season featuring a soft faux sherpa collared neckline, long sleeves with ribbed hems, a complete zip front, and a cropped ribbed hem with a relaxed fit. Complete your chic look with booties!

    Fit & Features

    • Smooth faux leather fabric, smooth woven fabric, ribbed knit hems, minimal stretch
    • Faux sherpa collared neckline
    • Long sleeves
    • Zip front
    • Dual large front pockets, hidden snap button closures
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1949

    Category Name: $20 & Under Sale

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of The Party Tiered Ruffled Skater Dress

    Be the life of the party in this flirty skater dress boasting on-trend details like a drop waist seam and a short ruffled skater silhouette. Pair with heels.

    Fit & Features

    • Chiffon and smooth-knit fabrics, minimal stretch
    • Sleeveless sweetheart neckline, bust seam outline
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Drop waist
    • Short tiered ruffled hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3494

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Scene Halter Lace Skater Dress

    Make it a flirty scene in this lace skater dress boasting a sultry halter V-neckline with metal accents and a flattering tiered ruffled mini-length hem. Complete the look with boots.

    Fit & Features

    • Lace-lined fabric
    • Halter V-neckline with metal accents
    • Skater silhouette
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4095

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildly Sophisticated Faux Croc-Embossed Stiletto Mules

    Look and feel wildly sophisticated in these croc-embossed stiletto mules and own every strut! Style these shoes with a crossbody purse.

    Fit & Features

    • Stiletto heel
    • Open square toe
    • Wide strap over the toe
    • Faux leather material
    • Faux croc-embossed pattern
    • Runs true to size

    Style Number/Barcode: 07401-5177

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Cozy Plaid Knit Scarf

    Style up this adorable plaid knit scarf detailed with trendy frayed edge hems. Layer over a faux leather jacket for an elevated cozy vibe.

    Fit & Features

    • Plaid printed knit fabric
    • Frayed edge hems

    Style Number/Barcode: 07305-0547

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildly Fierce Leopard Stiletto Pumps

    These wild and fierce leopard stiletto pumps were made to be seen out in the wild! They feature a pointed toe and a trendy buckle design. Complete the look in a bodycon midi dress.

    Fit & Features

    • 3.5" Stiletto heel
    • Triple-strap buckle design
    • Closed pointy-toe
    • Luxe fit cushioned insole
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07401-5162

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharp Lines Asymmetrical Long Sleeve Midi Dress

    Strike a fierce impression in a ribbed knit dress with an asymmetrical off-the-shoulder neckline, a pleated popover accent, fitted long sleeves, and a midi-length hem. Complete the look with strappy heels for the perfect work-to-happy hour look! 

    Fit & Features

    • Ribbed knit fabrication
    • Asymmetrical off-the-shoulder neckline
    • Pleated popover accent at the neckline
    • Long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5947

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Stripes Collared Knit Sweater

    Get cozy in this striped collared knit sweater. Featuring a chic collared neckline and relaxed fit, this stretchy knit is your go-to for effortless style.

    Fit & Features

    • Striped pattern, cozy knit stretchy fabric
    • Collared neckline
    • Long sleeves
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2300

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Fave Ribbed Knit V-Neck Sweater

    This V-neck sweater will be your new favorite go-to on chilly days. With slouchy dolman long sleeves, a relaxed fit, and crafted from soft rib knit fabric, you'll be living in this cute sweater!

    Fit & Features

    • Ribbed knit fabric
    • V-neckline
    • Long dolman sleeves
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2306

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Glam Linear Rhinestone Earrings

    Fit & Features

    • Long linear design
    • Mini rhinestones
    • Fish-hook back

     

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

    Style Number/Barcode: 07001-2198

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Vibes Long Sleeve Ruched Midi Dress

    Channel sleek vibes in a midi dress that features a boat neckline, fitted long sleeves with thumb holes, and ruching that enhances curves. Complete look with strappy heels to take you from the office to happy hour! 

    Fit & Features

    • Smooth knit fabrication, double-lined
    • Boat neckline
    • Long sleeves with thumb holes
    • Ruching
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3954

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Majorly Flirty Backless Ruffled Knit Skater Dress

    Serve major flirty vibes in this knit skater dress featuring a sleeveless plunging V-neckline with a chic strap accent, a halter strap, and an alluring open back with a lower bar strap. The V-shaped waist leads to an asymmetric tiered ruffled design and a short skater silhouette for the perfect party 'fit.

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • Plunging V-neckline with strap detail
    • Halter strap with hook and bar closure
    • Open back, lower vertical bar strap
    • V-shaped waist, asymmetric tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5903

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Cozy Houndstooth Eyelash Knit Cardigan

    Fit & Features

    • Soft eyelash knit fabric with moderate stretch, ribbed hems
    • Houndstooth pattern
    • V-neckline
    • Button-down front
    • Long sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2253

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Long Sleeve Ruched Mini Dress

    Embrace your curves in this must-have mini dress! The short dress features fitted long sleeves and a scoop neckline for a flattering look, while the side ruched seams and bodycon silhouette accentuate your curves. Crafted from a double-lined buttery soft fabric that fits like a glove with plenty of stretch. Layer with a jacket and a trendy shoulder bag to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Double-lined buttery soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5519

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Chill Strapless Denim Crop Top

    Keep your look chill and effortlessly stylish in this denim crop top for any plans! Featuring a chic strapless neckline, button front closures, faux flap pockets, and a fitted crop hem, this top is perfect for any sunny day. The stretchy smocked back ensures a comfortable and flattering fit. Complete the look in mid-rise jeans.

    Fit & Features

    • Denim fabric, slight stretch
    • Strapless neckline
    • Button front closures
    • Faux flap pockets
    • Smocked stretchy back
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2406

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aylin Formal Wrap Corset Midi Dress

    Special Occasion

    Steal all the glances at the next cocktail party in the Aylin formal wrap corset midi dress. Made with a sleek stretchy knit fabric, her bodycon fit will flaunt your gorgeous curves. She features a sleeveless sweetheart neckline with pleating at the padded bust, adjustable spaghetti straps leading to a secure back zipper closure, a chic corset bodice with flexible boning for a snatched silhouette, and a ruched wrap design creating a stylish front slit. Complete the look with stiletto heels.

    Fit & Features

    • Stretchy knit fabric with knit lining
    • Sweetheart neckline, padded bust, pleating
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • Corset bodice with flexible boning
    • Ruched wrap design, front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2052

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love It Lace-Up Satin Cropped Corset Top

    You'll love the iconic look of this silky satin cropped corset top! Designed with a sleek satin woven fabric, this top features a sleeveless sweetheart neckline for a feminine vibe, adjustable spaghetti straps offering a customized fit, secure hook and eye closures at the front, and flexible boning inserts. The cutout lace-up sides add a sultry touch, while the fitted cropped hem will create a snatched silhouette. Pair with high-rise jeans and sneakers for a casual-chic style.

    Fit & Features

    • Satin woven fabric with minimal stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout lace-up sides
    • Front hook and eye closures, flexible boning
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2367

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jill Formal Mesh Bustier Slim Long Dress

    Special Occasion

    A sheer bustier-style bodice on the Jill formal dress snatches your figure to create a sexy look! She features a sweetheart neckline, adjustable spaghetti straps, a pleated built-in padded bust with underwire support, a sheer bodice with flexible boning inserts, and a flattering slim silhouette and high front slit along her floor-length hem. The formal dress is crafted from a mesh fabric for a refreshed dressy style and has a stretchy knit lining. Complete your look for black tie galas or celebrations with a stunning hair accessory.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Pleated built-in padded and underwire bust
    • Sheer bodice, flexible boning, back zipper and hook-eye closure
    • Slim silhouette, high front slit, floor-length hem
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05002-7662

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmering Beauty Glitter Knit Midi Dress

    In this sparkly glitter knit midi dress, your beauty will shimmer and shine! The knee-length dress features a sleeveless cowl neckline, spaghetti straps, a cross-back strap design, ruching down one side seam, an asymmetric midi-length hem creating a sultry thigh-high side slit, and a bodycon silhouette that will hug your curves. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone fringe earrings and clear block heels for a fancy date night with your special someone.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back strap design
    • Ruched side seam
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2273

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale