$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.

  • Bring It Back To Basics Thin Block Heel

    Slay in basic heels that go with everything with ease! Perfect for your next date night or bringing the chic factor to workwear outfits—these heels are a must baby girl! The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Complete your look with a ribbed midi dress and blazer

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Thin block heel 

    Style Number/Barcode: 07401-2405

    Category Name: $20 & Under Sale

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Up Cutie Thin Block Heel

    Glow up in heels that bring the dazzle to your date night outfits. The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Heels feature a dazzling metallic-like finish. Complete your look with a ribbed midi dress and blazer.

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Thin block heel
    • Metallic-like finish

    Style Number/Barcode: 07401-2406

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimal Moment Thin Block Heels

    Keep it minimal in heels that simply go with everything. Dress up your casual outfits with these fab heels. The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Complete your look with a ribbed midi dress and blazer.

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Thin block heel

    Style Number/Barcode: 07401-2407

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Chic Wrap Mini Skirt

    Make your look chic and on point in this of the moment wrap mini skirt! Featuring double button detailing and a wrap, fitted look, this skirt will elevate your look. Style it up with an adorable crop top for a brunch-worthy vibe.

    Shop Matching Jacket: Make It Chic Cropped Jacket

    Fit & Features

    • High rise waist
    • Double button detailing
    • Dual front pocket flaps
    • Wrap front
    • Short, fitted look
    • Woven fabric

    Style Number/Barcode: 06401-0269

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Tie Front Plaid Skinny Pants

    Get a chic office-ready look in these adorable plaid skinny pants! They feature a flattering high rise waist with a V cut out in the front, a tie front detail, and a flattering, tapered fit. Pair these pants with strappy heels and you'll be a major boss babe.

    Fit & Features

    • High rise waist with front V cut out
    • Tie front
    • Skinny leg fit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06402-0264

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Stylish Snake Print Crop Top

    Stay ever so chic and stylish in this off the shoulder snake print crop top! Featuring a ruffled hem and billowy sleeves with smocked cuffs, this top will make a trendy statement this fall season. Pair it with a classic pair of black high rise denim to complete the look.

    Fit & Features

    • Off the shoulder neckline
    • Long billowy sleeves with smocked cuffed hems
    • Ruffled hem detailing
    • Banded cropped hem
    • Allover snake print
    • Woven fabric

    Style Number/Barcode: 06003-1025

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Chic Slashed Cropped Graphic Tee

    Get an edgy-chic vibe you can take from day to night in this must-have graphic tee! The crop top features slashed detailing with a center motorcycle graphic with angel wings and the script, "American Motorcycles, Custom, Vintage, Special." Pair this tee with a plaid skirt for a girly rocker look.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cropped hem
    • Center graphic
    • Slashed detailing
    • Cotton fabric

    Style Number/Barcode: 06002-0526

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Faux Leather Hot Shorts

    Get cheeky in these faux leather hot shorts for a sleek and flirty look. Step out in style in these high-waist shorts designed with a wide waistband perfect to wear with a bodycon bodysuit or crop bustier top. The faux leather material instantly makes shorts the perfect bottoms to pair with your going-out looks for a girls' night out or clubbing.

    Fit & Features

    • High-rise waist
    • Thick waistband
    • Cheeky fit
    • Faux leather fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0150

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Cropped Satin Bustier

    Keep your look iconic and in a bustier that radiates timeless luxe. The bustier features a plunging sweetheart neckline, piping detail to streamline bodice and composed of a glamourous satin-like fabric. Complete your look with high waist shorts and sleek hoops.

    Fit & Features

    • Plunging sweetheart neckline
    • Vertical piping detail
    • Satin-like fabric
    • Cropped hem

    Style Number/Barcode: 06003-1020

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Ruched Mini Dress

    This ribbed knit ruched mini dress will be a staple in your fall wardrobe! It features a curve-hugging silhouette with ruched detailing and side tie accents. It can be worn as a cute mini or pulled down as a midi dress. Pair with some bold door knocker earrings and clear heels for that chic vibe you can wear to date night.

    Fit & Features

    • High crew neckline
    • Tank-like shoulder straps
    • Form-hugging fit
    • Ruched detailing
    • Side ties at hem
    • Ribbed knit fabric

    Style Number/Barcode: 05102-1828

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Every Day Ribbed Tie Waist Cardigan

    Layer up every day in a cute cardigan to create those oh so stylish back to school outfits. The cardigan features a draped open front, a cinching tie waist belt, and a flowy long length. Complete your look with chunky sneakers and a ribbed mini dress

    Fit & Features

    • Drape open front
    • Long sleeves
    • Cinching tie waist belt
    • Flowy long length
    • Ribbed knit fabric
    • Relaxed fit
    • Moderate stretch 

     

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0807

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Vibes Knit Midi Dress

    Rock those basic vibes in a dress that keeps it comfortable and chic. The everyday dress features a sleeveless bodice, a v-neckline with notched detail, and a midi length silhouette. Complete your look with chunky sneakers and a chunky necklace to create a trendy streetwear look. 

    Fit & Features

    • Sleeveless bodice
    • V-neckline with notched detail 
    • Midi length silhouette
    • Knit fabric
    • Form hugging fit 
    • Moderate stretch 

     

     

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0924

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Houndstooth Plaid Mini Skirt

    Keep it preppy in a plaid skirt that keeps your look on point! The skirt features a trendy houndstooth plaid pattern and a mini side slit. Complete your outfit with a tie waist crop top and sneakers to nail that casual look. 

    Fit & Features

    • High rise waist
    • Houndstooth plaid pattern
    • Mini length silhouette 
    • Mini side slit

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0299

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ally High Rise Destructed Mom Jeans

    Oasis by Eunina

    The Ally High Rise Destructed Mom Jeans will elevate your look for sure. With their flattering high waist fit and distressed detailing, they can easily be dressed up or down. Pair with a chic sheer sleeved blouse and strappy heels for a cute brunch look.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Destructed detailing on the front
    • Denim fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size three.

    Style Number/Barcode: 06602-0181

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Rosey Slip Midi Dress

    Keep it rosey in this cute slip dress that keeps your look effortlessly pretty! Step out this season in a slip dress that features a pretty floral print, a high side slit and a midi length silhouette. Complete your look with clear heels and fringe earrings

    Fit & Features

    • Plunging v-neckline
    • Adjustable spaghetti straps
    • Floral print
    • High side slit
    • Midi length silhouette
    • Lightweight woven fabric
    • Relaxed fit

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0836

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All My Love Floral Mesh Bodysuit

    Fall for this floral bodysuit as they all fall for you girl! This date-night in bodysuit brings the romance with its gorgeous floral print, plunging v-neckline, and sleek adjustable straps that offer a customized fit. Complete your date-night outfit with high waist jeans and duster earrings

    Fit & Features

    • Plunging v-neckline
    • Adjustable spaghetti straps
    • Floral print
    • Contrast bottom
    • Snap button closure
    • Sheer mesh fabric
    • Form-hugging fit

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2687

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ditsy Floral Ribbed Knit Tank

    We love a good ditsy floral! This printed ribbed knit tank is perf for an everyday spring look.

    Fit & Features

    • Spaghetti straps
    • Deep V neckline
    • Multiple hook and eye front closures
    • Cropped
    • Ditsy floral print
    • Ribbed knit fabric
    • Plenty of stretch | Form hugging fit

    Peach: Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Mint: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2099

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed And Smocked Square Neck Crop Top

    Simple yet so chic, this ribbed and smocked crop top is an elevated basic for sure! Featuring a trendy square neckline and a form-fitting cropped hem, this top would be perfect for a shopping trip with your girls. Pair with some distressed mom jeans and add on a clear handbag.

    Fit & Features

    • Square neckline
    • Long fitted sleeves
    • Ribbed and smocked knit fabric
    • Cropped hem with ruffle detail

     

    Ivory Top: Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.
    Mauve Top: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2769

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy and Chic Ribbed Surplice Jogger Jumpsuit

    Keep it chic and cozy in a jumpsuit that keeps your look on point this season! Perfect for a chill lounge look or creating a head-turning streetwear outfit. The jumpsuit features a plunging surplice neckline, long sleeves, an elastic waist with a tie-waist belt to create a customized fit, trendy side pockets, and composed of a smooth to the touch cashmere-like ribbed fabric. Complete your look with chunky sneakers and layers of dainty necklaces.

    Fit & Features

    • Surplice neckline
    • Long sleeves
    • Elastic waist with adjustable drawstrings
    • Side pockets
    • Straight leg
    • Cashmere-like feel, ribbed fabric
    • Relaxed fit, moderate stretch


    Black Jumpsuit: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Charcoal and Brown Jumpsuits: Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0426

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Corduroy Cutie Cropped Sherpa Jacket

    Keep it cute and cozy in a jacket that is so on trend this season! The jacket features a drawstring hoodie, side pockets, a corduroy composition, and a cozy sherpa knit lining. Complete your outfit with high waist skinny jeans and booties

    Fit & Features

    • Drawstring hoodie
    • Zippered front
    • Side pockets
    • Cropped hem
    • Corduroy fabric
    • Sherpa knit lining
    • Relaxed fit

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0675

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mackenzie Off The Shoulder Lace Party Dress

    Special Occasion

    Our Mackenzie party dress will have you feeling oh so elegant and gorgeous! She features an off-the-shoulder neckline with delicate scalloped lace detail and a tie-front ribbon to accentuate your waist. Perf for a formal party, add on some rhinestone earrings and chic heels.

    Fit & Features

    • Off-the-shoulder, short-sleeve cuffs
    • Adhesive bra recommended
    • Back zipper closure
    • Empire waist with tie front ribbon
    • Fit and flare silhouette
    • Sheer lace-lined fabric
    • Fits true to size

    Style Number/Barcode: 05001-0439

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara High Rise Destructed Skinny Jeans

    Oasis By Eunina 

    We take our skinny jeans high waist and edgy! Pair this destructed pair with your fav tops for a insta-worthy look! 

    Fit & Features

    • High Rise Waist
    • Single Button | Zipper Closure 
    • Traditional Five Pocket | Belt Loop
    • Skinny Leg 
    • Heavy Destruction 
    • Fringe Hem 
    • Form Hugging Fit | Moderate Stretch 

    Style Number/Barcode: 06602-0045

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly On Trend Chunky Sneakers

    Clear stay on trend in sneakers that give your streetwear outfits major style! The sneakers feature a lace-up front, a round toe and a clear insert at the sole. Complete your look with a cute crop top and high waist jeans.

    Fit & Features

    • Lace-up front
    • Round toe
    • Pull tabs at the back of the ankle
    • Clear insert at the sole
    • Chunky sole

    Style Number/Barcode: 07407-0173

    Category Name: $20 & Under Sale

    Price: $23.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Snake Faux Leather Block Heels

    Keep it sassy in heels that bring some serious sultry appeal. The block heels feature a trendy snake print, a closed-back, an open square toe with a single strap over the toe, and a block heel. Complete your night out look with a black dress and silver accessories

    Fit & Features

    • Closed-back 
    • Snake pattern 
    • Open square toe
    • Single strap over the toe
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2434

    Category Name: $20 & Under Sale

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free