$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.

  • Savannah Sequin Mesh Party Dress

    Special Occasion

    Twirl the night away in the flirty Savannah sequin party dress! She features a sleeveless V-neckline, dual adjustable spaghetti straps for a customized fit, a strappy cross-back design, a fitted high waist, and a short flared-out party skirt silhouette. The sheer mesh fabric has all-over sequin embroidery in a stunning scroll design. Complete your look with neutral block heels.

    Fit & Features

    • Sleeveless V-neckline, dual adjustable spaghetti straps
    • Built-in padded bust
    • Sequin embroidery, scroll pattern
    • Cross-back strap design, lower back zipper and hook and eye closure
    • High waist seam, short party skirt
    • Fit and flare silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0938

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropic Beauty Strappy Midi Dress

    Unveil your beauty on your tropical getaway in this figure-flattering midi dress featuring a square neckline, spaghetti straps, an open strappy back design, and a bodycon silhouette on an asymmetrical midi-length hem. Complete the look in lace-up stilettos.

    Fit & Features

    • Square neckline
    • Spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • Tropical print fabric
    • Fits true to size

    Style Number/Barcode: 05102-4389

    Category Name: $20 & Under Sale

    Price: $6.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Setter Puff Sleeve Mini Dress

    Set the lace trend for your squad in this flirty mini dress! It features puff sleeves, a sweetheart neckline, bodycon silhouette, all-over ruched seams on lace-lined fabric with a moderate stretch. Complete the look in lace-up heels for a brunch.

    Fit & Features

    • Puff sleeves, sweetheart neckline
    • Bodycon silhouette
    • Back zipper closure
    • All-over ruched seams
    • Mini-length hem
    • Lace-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1426

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Boho-Chic Tie-Front Top

    So effortless, this boho-chic tie-front top is the perfect lightweight summer staple. It features half-length kimono-style sleeves, a V-neckline, a tie-front design, a cropped, relaxed fit, and an all-over multi-print paisley pattern. Style with vintage-inspired jeans and cute mules.

    Fit & Features

    • Half-length kimono-style sleeves
    • V-neckline
    • Tie-front
    • Cropped
    • Multi-print paisley pattern
    • Woven gauze fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1312

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Festival Vibes Halter Crop Top

    Showcase trendy festival vibes all season with this alluring crop top! It features a sleeveless halter neckline with spaghetti straps in a cross-front design and a cropped, form-hugging fit. Style with the matching wide-leg pants and retro shades.

    Shop Matching Bottoms: Festival Vibes Wide-Leg Pants

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti straps, cross-front design, tie at the back of the neck
    • Cropped, form-hugging fit
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4029

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meli Mid-Rise Cuff Denim Shorts By Windsor Denim

    The Meli cuff denim shorts by Windsor Denim are a closet staple for this new season! They feature a mid-rise waist, trendy distressed accents, and a cuffed hem on vintage-inspired medium wash denim fabric with a color fade effect. Complete the look in a flirty tie-front top and slides.

    Fit & Features

    • Mid-rise waist
    • Distressed accents, cuffed hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Vintage medium wash denim with color fade effect
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06603-0234

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lauren Double Buckle Denim Skirt by Windsor Denim

    Bring the edge with a denim skirt by Windsor denim that elevates your look! The skirt features a high-rise waist, a double buckle design with metal grommets, a side slit, and a mini-length hem. The skirt is composed of a denim fabric that offers a form-hugging fit with a moderate stretch. Complete look with a crop top and mules

    Fit & Features

    • High rise waist
    • Double-buckle design 
    • Front slit accent
    • Mini length hem 
    • Back zipper closure 
    • Dark wash denim, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0050

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Knits Keyhole Halter Top

    So much sass on this sultry halter top! It features a sleeveless, tie-back neck closure and a front keyhole cutout, wrap-tie waist, on space-dye knit fabric with plenty of stretch. Complete the look in the matching bottoms and heels.

    Shop The Matching Bottoms: Sassy Knits Flare Pants

    Fit & Features

    • Sleeveless, halter neck with tie-back closure
    • Keyhole front cutout
    • Wrap-tie waist
    • Space dye knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4121

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Knits Flare Pants

    So much sass on these flare pants! It features a high-rise waist, form-fitting silhouette, and a flared hem on space-dye knit fabric with plenty of stretch. Complete the look in the matching top and heels.

    Shop Matching Top: Sassy Knits Keyhole Halter Top

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Flare hem
    • Pull-on/off styling
    • Space dye knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0850

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kaleidoscope Boho Flare Pants

    Serve major vibes in these boho flare pants featuring a high-rise waist, form-fitting silhouette, and a kaleidoscope striped print on stretchy knit fabric. Complete the look in a fringe crop top and cowgirl hat.

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Kaleidoscope striped print
    • Flared hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0861

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Darling Geometric Top

    Show off your bohemian side with a top that is perfect for festival season! The top features an elasticized off-the-shoulder neckline, a bohemian-inspired geometric print, long bell sleeves, and a cropped hem. The top is composed of a lightweight gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with flared pants and platforms. 

    Fit & Features

    • Off the shoulder neckline
    • Bohemian geometric print
    • Long bell sleeves
    • Cropped hem
    • Lightweight gauze knit fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06003-1761

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Blend Crochet Knit Shorts

    Sun's out, legs out! These crochet-knit shorts are perfect for summer festivals and casual beach days. They feature a high-rise drawstring waist, front tie closure, and a form-fitting silhouette. Complete the look in the matching top.

    Shop Matching Top: Summer Blend Crochet Knit Top

    Fit & Features

    • High-rise drawstring waist
    • Front tie closure
    • Form-fitting silhouette
    • Crochet knit striped pattern
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06503-0991

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Blend Crochet Knit Top

    Sun's out, shoulders out! This crochet knit top is perfect for summer festivals and casual beach days. It features a sleeveless, square neck, adjustable spaghetti straps, and a cropped hem. Complete the look in the matching top.

    Shop Matching Bottoms: Summer Blend Crochet Knit Shorts

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Cropped hem
    • Crochet knit striped pattern
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06005-1502

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Linen Mini Skirt

    Create a casually chic impression with a mini skirt that is perf for every day! The skirt features a high-rise waist, a side lattice accent, and a short-length hem. The skirt is composed of a linen fabric that offers a relaxed fit with minimal stretch. Complete look with a crop top and heels. 

    Fit & Features

    • High rise waist
    • Side lattice accent
    • Short length hem 
    • Linen fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06301-0115

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Essential Mini Backpack

    This adorable mini backpack is a definite chic essential! It features an all-over quilted design, a top zipper closure, a front pocket with a turn-lock closure, and chain and faux leather straps. Style this backpack with sleek cat-eye sunglasses.

    Fit & Features

    • Faux leather material, quilted design
    • Top zipper closure
    • Front pocket, turn-lock closure
    • Removable chain and faux leather straps
    • Woven interior, inner pouch and zippered pocket

    Style Number/Barcode: 07203-0987

    Category Name: $20 & Under Sale

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Heartbreaker Swim Bottoms

    You'll be a total heartbreaker in these adorable swim bottoms this summer season! They feature a high-cut design with metal heart accents and a cheeky fit with ruched detailing. Style with the matching swim top.

    Shop Matching Top: Total Heartbreaker Bandeau Swim Top

    Fit & Features

    • High-cut design
    • Dual metal heart accents
    • Cheeky fit, ruched detailing
    • Moderate stretch
    • Runs true to size


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

    Style Number/Barcode: 07105-0831

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Heartbreaker Bandeau Swim Top

    You'll be a total heartbreaker in this adorable swim top this summer season! It features a strapless bandeau design with a center metal heart accent and removable padding. Style with the matching swim bottoms.

    Shop Matching Bottoms: Total Heartbreaker Swim Bottoms

    Fit & Features

    • Strapless bandeau design
    • Center metal heart accent
    • Removable padding
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07104-0684

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Fine Thong Bikini Bottoms

    You'll be looking so fierce and fine in these minimal bikini bottoms. They feature a hipster silhouette with side ties, a thong fit, and an all-over leopard print pattern. Style with the matching bikini top and a sheer flowy duster.

    Shop Matching Top: Fierce And Fine Triangle Bikini Top

    Fit & Features

    • Hipster silhouette
    • Side ties
    • Thong fit
    • Leopard print
    • Moderate stretch
    • Runs true to size


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

    Style Number/Barcode: 07105-0832

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Fine Triangle Bikini Top

    You'll be looking so fierce and fine in this minimal bikini top. It features a classic triangle design with halter spaghetti straps and tie-back straps and an all-over leopard print pattern. Style with the matching bikini bottoms and a sheer flowy duster.

    Shop Matching Bottoms: Fierce And Fine Thong Bikini Bottoms

    Fit & Features

    • Triangle design
    • No padding
    • Halter spaghetti straps, tie at the back of the neck
    • Tie-back straps
    • Leopard print
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07104-0685

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimal Vibes Thong Bikini Bottoms

    In love with minimal vibes? These simple bikini bottoms are for you. They feature a hipster silhouette with side ties and a thong fit. Style with the matching bikini top and a sheer flowy duster.

    Shop Matching Top: Minimal Vibes Triangle Bikini Top

    Fit & Features

    • Hipster silhouette
    • Side ties
    • Thong fit
    • Moderate stretch
    • Runs true to size


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

    Style Number/Barcode: 07105-0833

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimal Vibes Triangle Bikini Top

    In love with minimal vibes? This simple bikini top is for you. It features a classic triangle design with halter spaghetti straps and tie-back straps. Style with the matching bikini bottoms and a sheer flowy duster.

    Shop Matching Bottoms: Minimal Vibes Thong Bikini Bottoms

    Fit & Features

    • Triangle design
    • No padding
    • Halter spaghetti straps, tie at the back of the neck
    • Tie-back straps
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07104-0686

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Dreamy Daisy Printed Swim Bottoms

    You'll look like a total daydream in these adorable daisy printed swim bottoms! They feature a hipster silhouette with side tie details and a cheeky fit. Style with the matching swim top and some retro sunnies.

    Shop Matching Top: So Dreamy Daisy Printed Swim Top

    Fit & Features

    • Hipster silhouette
    • Side ties
    • Cheeky fit
    • Daisy print
    • Moderate stretch
    • Runs true to size


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

    Style Number/Barcode: 07105-0828

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Dreamy Daisy Printed Swim Top

    You'll look like a total daydream in this adorable daisy printed swim top! It features a convertible bandeau fit with spaghetti straps you can tie in a halter style, a cross-front design, as a one-shoulder neckline, or as a cute bralette. Style with the matching swim bottoms and some retro sunnies.

    Shop Matching Bottoms: So Dreamy Daisy Printed Swim Bottoms

    Fit & Features

    • Convertible bandeau fit
    • Spaghetti straps
    • No padding
    • Daisy print
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07104-0681

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine On My Mind Swim Bottoms

    You'll be ready for a beach day with the girls with these cute and bright swim bottoms. They feature a hipster design with a semi-cheeky fit. Style with the matching swim tank and your fave shades.

    Shop Matching Top: Sunshine On My Mind Swim Tank

    Fit & Features

    • Hipster design
    • Semi-cheeky fit
    • Runs true to size


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

    Style Number/Barcode: 07105-0787

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale