$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.

  • Classic And Chic Tie-Waist Skinny Pants

    Give your look a sophisticated, chic vibe in these classic dress pants. They feature a high-rise waist with a front V-cut design, a tie-front detail, and a tapered, form-hugging fit. Pair these woven pants with a stylish blouse and strappy heels.

    Fit & Features

    • High-rise waist
    • Front V-cut design
    • Tie-front
    • Back zipper closure
    • Form-fitting style
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0313

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Cute N' Cozy Pajama Shorts

    Keep it cute and cozy with pajama shorts that are oh so comfy to lounge in. The shorts feature an elastic high rise waist, a drawstring, and a cheeky fit, The shorts are composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching tank and slides. 

    Shop Matching Pajama Tank: Keeping Knit Cute N' Cozy Pajama Tank

    Fit & Features

    • Elastic high rise waist
    • Drawstring 
    • Cheeky fit 
    • Brushed knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0537

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Cute N' Cozy Pajama Tank

    Keep it cute and cozy with a pajama tank that is oh so comfy to lounge in. The tank features a sleeveless scoop neckline and an elastic cropped hem. The tank is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching shorts and slides. 

    Shop Matching Pajama Shorts: Keeping Knit Cute N' Cozy Pajama Shorts

    Fit & Features

    • Sleeveless
    • Scoop neckline
    • Elastic cropped hem 
    • Brushed knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0536

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • My Own Way High Rise Denim Shorts

    Slay in shorts that showcase how unique your style is! The shorts feature a high-rise waist, a single button with hidden zipper closure, light distressing, a Bermuda length with a frayed hem. Complete look with a ruched crop top and t-strap sandals for a casual day out. 

    Fit & Features 

    • High rise waist
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design 
    • Light distressing 
    • Bermuda length with frayed hem
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06603-0186

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whiskey Makes Me Frisky Graphic Tee

    Raise a toast in this tee that says it all! The tee features a crew neckline, short sleeves, and a graphic that reads: "Whiskey Makes Me Friskey" in a bold green font. The tee shirt is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with cutoff shorts and sneakers. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: Whiskey Makes Me Friskey" 
    • Cotton knit fabric
    • Relaxed fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0742

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Haisley Formal Tulle And Satin Dress

    Special Occasion 

    Create a breathtaking entrance in our Haisley dress as you captivate with magical tulle and stunning satin! She features a sleeveless satin bodice,  plunge V-neckline, adjustable spaghetti straps that shape the strappy back design, and an airy A-line tulle silhouette with a floor-length hem and high-front slit. The formal dress is composed of a stretchy lined satin and tulle fabric. Complete the look with rhinestone earrings and a clutch for a formal dinner party or wedding!

    Fit & Features 

    • Plunging V-neckline, adjustable spaghetti straps
    • Strappy back design, lower zipper and hook-eye closure
    • Satin bodice, A-line tulle silhouette
    • Floor-length hem
    • Stretchy knit lining with a front high slit
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-0152

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Vintage Distressed Denim Shorts

    Channel a vintage feel with denim shorts that bring the glam! The shorts feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, moderate distressing, and frayed cutoff hems. Complete look with a crop top and mules

    Fit & Features

    • High rise waist
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design 
    • Moderate distressing 
    • Frayed cutoff hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06603-0173

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Retro Tie-Dye Crop Top

    Channel a retro vibe with a cute crop top! The top features a square neckline, long sleeves, a tie-dye print, a midriff cutout, and a cropped hem. The top is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with high waist jeans.

    Fit & Features

    • Square neckline
    • Long fitted sleeves
    • Tie-dye print
    • Cutout at the midriff
    • Cropped hem
    • Brushed knit fabric, moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3164

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Chic Ditsy Floral Midi Dress

    Keep it sweet with a stunning midi dress that brings the charm! The dress features a V-neckline, short flutter sleeves, a button-down front, a fab floral print, a tie waist belt with loops, an elastic back, and a midi-length silhouette with a ruffled hem. The dress is composed of chiffon fabric that offers a relaxed fit with a minimal stretch. Complete look with wedges

    Fit & Features

    • V-neckline
    • Short flutter sleeves, button-down front 
    • Ditsy floral print
    • Tie waist belt with elastic back 
    • Midi length silhouette
    • Chiffon fabric, mini skirt length lining
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-0988

    Category Name: $20 & Under Sale

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Passion For Floral Ruched Crop Top

    Showcase your passion for florals in this crop top that brings the charm. The crop top features an off-the-shoulder neckline, a bustier-like ruched bodice, padded cups, long sleeves, contrast piping, and a cropped hem. The top is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with high waist jeans and mules.

    Fit & Features

    • Off-the-shoulder neckline with a sweetheart bust
    • Bustier-like ruched bodice
    • Padded cups, built-in no-slip strip 
    • Ruched long sleeves
    • Contrast piping, cropped hem
    • Floral print
    • Lined mesh, form-hugging fit, moderate stretch

    Style Number/Barcode: 06001-3035

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stun on Em' Cropped Denim Jacket

    Create a stunning impression with a cute jacket to layer your look with! The jacket featured a collared neckline, a multi-button down front, small chest pockets, light destruction, and a cropped hem. Complete look with a bodysuit and mini skirt for a stylish look. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Chest pockets
    • Long sleeves
    • Light destruction 
    • Cropped hem
    • Light-medium wash denim fabric 

    Style Number/Barcode: 06203-0120

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Bikini Top

    Keep it fab and fierce in a bikini top that taps into your fashion instincts. The top features a leopard print, molded cups, a small tie-front accent, adjustable spaghetti straps, and a slide-hook closure. Complete your look with the matching bikini top and sunnies. 

    Shop Matching Bikini Bottoms: Leopard Print Hipster Bikini Bottoms

    Fit & Features

    • Leopard print
    • Molded cups
    • Tie front
    • Adjustable spaghetti straps
    • Slide-hook closure
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

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

    Style Number/Barcode: 07104-0488

    Category Name: $20 & Under Sale

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Hipster Bikini Bottoms

    Keep it fab and fierce in bikini bottoms that tap into your fashion instincts. The bottoms feature a low-rise hipster waist, side ties, a leopard print, and a cheeky fit. Complete your look with the matching bikini top and sunnies. 

    Shop Matching Bikini TopLeopard Print Bikini Top

    Fit & Features

    • Low-rise hipster waist
    • Side ties
    • Leopard print
    • Cheeky fit
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

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

    Style Number/Barcode: 07105-0636

    Category Name: $20 & Under Sale

    Price: $2.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Like A Daisy Bikini Bottoms

    Keep your look so fab and fresh with cute bikini bottoms! The bikini bottoms feature a high rise waist, a daisy print, and a cheeky fit. Complete your beachside look with the matching bikini top and sunglasses.

    Shop Matching Bikini Top: Fresh Like A Daisy Bikini Top

    Fit & Features

    • High rise waist
    • Cheeky fit
    • Daisy print
    • Matching bikini top sold separately

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

    Style Number/Barcode: 07105-0648

    Category Name: $20 & Under Sale

    Price: $4.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Like A Daisy Bikini Top

    Keep your look so fab and fresh with a cute bikini top! The bikini top features a plunging scoop neckline with a sexy keyhole, a daisy print, adjustable spaghetti straps, and a slide hook fasten closure. Complete your beachside look with the matching bikini bottoms and sunglasses.

    Shop Matching Bikini Bottoms: Fresh Like A Daisy Bikini Bottoms

    Fit & Features

    • Sleeveless scoop neckline
    • Keyhole
    • Adjustable spaghetti straps
    • Daisy print
    • Slide hook fasten closure 
    • Matching bikini bottoms sold separately 

     

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

    Style Number/Barcode: 07104-0500

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Beauty Baseball Cap

    This adorable cap is the perfect addition to your 'fit for those sunny days. It features a traditional baseball cap design with an adjustable back and a front butterfly embroidered design. Complete the look with a crop top and distressed denim shorts.

    Fit & Features

    • Traditional baseball cap design
    • Adjustable back
    • Butterfly embroidered design

    Style Number/Barcode: 07302-0310

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Beauty Two-Pack Necklace Set

    Showcase your chic style like the trendsetting beauty you are by accessorizing with this necklace set! It features two necklaces, one with two shorter dainty chains with small stone charms and a center crescent moon charm embellished with mini cubic zirconia stones. The longer necklace has a shorter layer with a center crescent moon charm and a longer layer with a textured dainty chain and a center lariat with a vertical bar accent. Layer these necklaces over a graphic tee for a cool vibe.

    Fit & Features

    • Two-pack necklace set
    • Dainty chains
    • Crescent moon charms
    • Cubic zirconia embellishments
    • Lariat design with a vertical bar charm
    • Adjustable lobster clasp closures

    Style Number/Barcode: 07002-0655

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rise And Shine Mesh Bucket Bag

    Rise and shine and add some major glam with this sparkly bucket bag! It features a rhinestone mesh material and two metal coiled straps. Pair this gorgeous bag with your night out look to keep all of your essentials on hand.

    Fit & Features

    • Bucket bag design
    • Rhinestone mesh material
    • Two metal coiled straps with lobster clasp closures
    • Woven interior with a single zippered pocket

    Style Number/Barcode: 07204-0206

    Category Name: $20 & Under Sale

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty And Chic Cross Charm Necklace

    Accessorize your everyday 'fit with this dainty and chic charm necklace! It features a layered design, the shorter layer a choker necklace with cross charms, and the longer layer showcasing mini rhinestones and a cascading lariat with cross charms. Pair this necklace with a trendy ring set and simple stud earrings.

    Fit & Features

    • Layered design
    • Choker necklace
    • Lariat necklace
    • Cross charms
    • Mini rhinestones

    Style Number/Barcode: 07002-0654

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sabrina Glitter Lace Mermaid Dress

    Special Occasion

    All eyes will be on you when you enter the room in the stunningly gorgeous Sabrina formal dress! She features a sleeveless bodice, bungee spaghetti straps, a scalloped V neckline, and a sheer lace top with a lined bust and corset seam details. Her high waist seam flows out to a floor-sweeping mermaid silhouette. The dress is composed of a sheer scalloped glitter lace fabric with a partial stretchy knit lining. Complete your look with rhinestone duster earrings and a sleek clutch.

    Fit & Features

    • Bungee spaghetti straps
    • Scalloped V neckline
    • Sheer lace top with a lined bust
    • Corset seam details
    • High waist seam
    • Floor-length mermaid silhouette
    • Sheer scalloped glitter lace fabric with a partial knit lining

    Style Number/Barcode: 05002-1207

    Category Name: $20 & Under Sale

    Price: $13.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Glam Ribbed Bikini Top

    Channel a glam vibe with a bikini top that is so vacay-ready! The bikini top features a wired V-neckline, ribbed detail, adjustable spaghetti straps, and a tie-back accent. Complete look with the matching bikini bottoms and sandals.

    Shop Matching Bikini Bottoms: Basic Glam Ribbed Hipster Bikini Bottoms

    Fit & Features

    • Sleeveless wired V-neckline
    • Ribbed detail
    • Adjustable spaghetti straps
    • Tie back accent
    • Form hugging fit, moderate stretch
    • Runs true to size

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

    Style Number/Barcode: 07104-0498

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Glam Ribbed Hipster Bikini Bottoms

    Channel a glam vibe with bikini bottoms that are so vacay-ready! The bottoms feature a low-rise waist, a hipster cut,  a ribbed detail, and a cheeky fit. Complete look with the matching bikini top and sandals. 

    Shop Matching Bikini Top: Basic Glam Ribbed Bikini Top

    Fit & Features

    • Low-rise waist
    • Hipster cut
    • Ribbed detail
    • Cheeky fit
    • Form hugging fit, moderate stretch
    • Runs true to size


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

    Style Number/Barcode: 07105-0646

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Tank Swim Top

    You're all about those good vibes this year! Showcase your trendy style in this elevated basic swim top. It features adjustable tank-like shoulder straps, a notched V wired front, and a tie back closure. Complete your look with the matching swim bottoms and some cute sandals.

    Shop Matching Swim Bottoms: Good Vibes Hipster Swim Bottoms

    Fit & Features

    • Adjustable tank-like shoulder straps
    • Notched V wired front
    • Tie back closure
    • Ribbed fabric


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

    Style Number/Barcode: 07104-0499

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Hipster Swim Bottoms

    You're all about those good vibes this year! Showcase your trendy style in these elevated basic swim bottoms. They feature a hipster design with a semi-cheeky fit. Complete your look with the matching swim top and some cute sandals.

    Shop Matching Swim Top: Good Vibes Tank Swim Top

    Fit & Features

    • Hipster design
    • Semi-cheeky fit
    • Ribbed fabric

     

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

    Style Number/Barcode: 07105-0647

    Category Name: $20 & Under Sale

    Price: $2.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale