$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.

  • In The Clear Molded Transparent Bra
    Clearly stay on trend with this head turning bra! Style with rhinestones and sequins and everything flashy!
    Fit & Features
    • Molded cups
    • Adjustable clear straps
    • Fasten closure
    • Completely sheer | Pasties not included
    • White underwire lining
    • Latex free

     

    For sizing, Small is equivalent to an A, Medium to a B and Large to a C. 

    Style Number/Barcode: 07107-0403

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay Your Day Kitten Mules

    Slay the day, and make an impression with the perfect kitten mules! Style easily with with cut off pants, and a button up for a cute work wear look, or dress down and pair with denim!

    • Open almond toe
    • Curved band over the toe
    • Short kitten heel
    • Faux leather

    Please be advised that this style runs 1/2 size small.

    Style Number/Barcode: 07401-2247

    Category Name: $20 & Under Sale

    Price: $20.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cherie Floral Jacquard Deep V Ball Gown

    Special Occasion

    From top to bottom, jacquard florals and shiny metallic threading adorn our elegant Cherie. Dual spaghetti straps drop down to a form-hugging bodice, flowing right into a voluminous ball gown skirt. For finishing touches, put your hair in a romantic up-do and add some gorgeous duster earrings. 

    Fits & Features

    • Dual Spaghetti Straps
    • Plunging V Neckline I Wire Trim I Padded Bust
    • Dual Bar Accents At Back 
    • Side Zipper With Hook & Eye Closure
    • Floor Length Hemline I A-Line Silhouette I Petticoat
    • Smooth Woven Fabric I All Over Jacquard Floral With Brocade Design
    • Moderate Stretch 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0050

    Category Name: $20 & Under Sale

    Price: $9.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ashley Shine Beaded Waist Formal Dress

    Special Occasion

    Gorgeous glitter detailing and an intricately beaded waist give our Ashley formal dress her beauty! Bring the romance with a flowy, floor length skirt paired with cascading rhinestone accessories!

    Fit & Features

    • Spaghetti straps
    • Wrap front V neckline | Pleated details
    • Scoop back
    • High belted waistband | Gemstone beaded center accent
    • Hidden back zipper | Hook and eye closure
    • Floor length skirt | Wide banded hem for support
    • Iridescent glitter woven fabric | Two layers of tulle | Woven lining

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0008

    Category Name: $20 & Under Sale

    Price: $9.97 $319.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Textured Knit Crew Neck Mini Dress

    From brunch to the farmers market, rock this mini dress with a pair of heeled sandals and a cute cross-body! 

    Fits & Features

    • Crew Neckline
    • Sleeveless Bodice 
    • Cut Out Design At Back With Button Detail At Nape
    • Mini Length Silhouette 
    • Textured Knit Fabric & Design 
    • Form Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 05103-0735

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flowy In Floral Tie Waist Mini Dress

    Charm them all with this pretty mini dress! It's perf for those upcoming warm and sunny days. 

    Fits & Features

    • Adjustable Spaghetti Straps 
    • V Neckline I Smocked Back 
    • Waist Tie Design
    • Mini Length Silhouette I Wrap Skirt Design
    • Crinkle, Gauze Lined Fabric I Floral Prints 
    • Moderate Stretch 

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0514

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glow Up Glitter Mini Dress

    Glow up in this shimmering mini dress! Pair this dazzling glittery piece with sleek stilettos and a chic clutch for a night out ready look! 

    Fit & Features

    • Square Neckline
    • Corded Spaghetti Straps 
    • Asymmetrical Silhouette
    • Ruched Side Seam 
    • Lined Glitter Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 

     

     

    Style Number/Barcode: 05103-1124

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzling Diva Glitter Cut Out Mini Dress

    She's got all the glitz! Show up to any event dazzling them all with your glow. Don't forget to add a crossbody bag to hold all those essentials for the night!

    Fits & Features

    • Spaghetti Straps 
    • Square Neckline
    • Cut Out Back I Ruching At Center Back
    • Mini Length Silhouette
    • Glitter Knit Fabric 
    • Form Hugging Fit I Moderate Stretch
    • Zipper Not Featured  

    Style Number/Barcode: 05103-0741

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dot So Mesh Ruched Mini Dress

    We figured you needed an upgrade from your usual LBD   This figure-hugging ruched mini will hug those curves and the sheer polka dot mesh detail is such a trendy chic touch! 

    Fits & Features

    • V Neckline With Lace-Up Front At Bust 
    • Sheer Mesh Back, Fitted Long Sleeves & Shoulders With Swiss Dots 
    • Mesh Lined Fabric I Ruching Throughout 
    • Mini Length Silhouette 
    • Form Hugging Fit I Plenty Of Stretch 
    • Zipper Not Featured

    Style Number/Barcode: 05101-0718

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Livin' It Up Ruched Mini Dress

    You're out here livin' your best life, and babe we're here for it! Pair this sexy ruched mini dress with some strappy heels for a fun night out.

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • Ruched sides with drawstrings at hem
    • Short, curve hugging fit
    • Stretchy knit fabric

    Style Number/Barcode: 05102-0612

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smokin' Hot Beaded Fringe Crop Denim Jacket

    Gurl u look smokin' hot in fringe we just gotta say! Whether you style denim on denim, or you style with your little black dress, this original piece can livn' up any look!

    Fit & Features

    • Collared neckline | Button down center
    • Long sleeves | Breast pockets
    • Cropped raw hemline
    • Fringe detailing 
    • Denim | Slight stretch

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.  

    Style Number/Barcode: 06203-0028

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Pick Floral Swim Top

    This pretty and vibrant floral swim tank will be the perfect pick for your spring break getaway! Be sure to get the matching bottoms for an all together stunning look.

    Shop Matching Bottoms: Perfect Pick Floral Swim Bottoms

    Fit & Features

    • Thin shoulder straps
    • Deep V neckline
    • Faux tie front detail
    • Hook and bar back closure
    • All over floral print
    • Removable padding

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0346

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Temperatures Rising High Waist Fringe Briefs

    Get temps rising with that fire style bb! This fringe set has you festival ready in all the right ways! Style with cowboy boots and statement shades and u r readddyyy! Don't forget to pick up the matching top sold separately. 

    Shop Matching Top: Temperatures Rising Fringe Bandeau

    Fit & Features

    • High waist fit
    • Cheeky bottom
    • Fringe trim
    • Moderate stretch

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.   

    Style Number/Barcode: 07108-0018

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Ready Rose Print Swim Bottoms

    Get totally vacay ready in these too cute rose print swim bottoms! Paired with the matching top, you'll be lookin' absolutely adorable.

    Shop Matching Top: Vacay Ready Rose Print Swim Top

    Fit & Features

    • Top ruffle trim
    • Side tie closures
    • Cheeky bottom
    • All over small rose print

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

    Style Number/Barcode: 07105-0498

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sea Me Now Tie Side Hipster Swim Bottoms

    Wait till they see you! Turn heads in this flirty and fun swimsuit. Make sure you add the matching top to cart to complete the look! 

    Shop Matching Top: Sea Me Now Ruffle Trim Molded Swim Top

    Fits & Features

    • Mid-Rise Waist
    • Tie Sides
    • Cheeky Fit
    • Fully Lined 
    • Matching Top Sold Separately 

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

    Style Number/Barcode: 07105-0579

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stars & Stripes Tie Side Hipster Swim Bottoms

    Show off those stars and stripes in this patriotic swim set! Make sure you pick up the matching swim top for a finished look! 

    Shop Matching Top: Stars & Stripes Molded Swim Top

    Fits & Features

    • Mid-Rise Waist
    • Hip Tie Sides
    • Cheeky Coverage
    • Fully Lined I American Flag-Inspired Print
    • Matching Top Sold Separately 

     

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

    Style Number/Barcode: 07105-0580

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreaming of Summer Ombre Swim Bottoms

    We're dreaming of sunny days and poolside vibes in these ombre swim bottoms! Don't forget to pair these must haves with the matching top! 

    Shop Matching Swim Top: Dreaming of Summer Ombre Swim Top

    Fit & Features

    • Hipster Rise Waist 
    • Cheeky Bottom 
    • Tie-Dye Ombre Pattern

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

    Style Number/Barcode: 07105-0595

    Category Name: $20 & Under Sale

    Price: $8.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Calm Cool And Crochet Halter Crop Top

    Don't stress, this crochet top is the perfect topper to your denim cut-offs or that fringe skirt you're been trying to pair! 

    Fits & Features

    • Halter Tie I Tie Back 
    • Plunging V Neckline 
    • Triangle-Style 
    • Woven Floral Pattern At The Hem
    • Crochet Composition 

    Style Number/Barcode: 06005-0587

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dive In Tie Dye Hipster Swim Bottoms

    Don't call it a comeback, tie-dye has always been here to stay. Add a splash of color to your look in the Dive In swim bottoms! Make sure you add to cart the matching top to complete the look! 

    Shop Matching Top: Dive In Tie Dye Swim Top

    Fits & Features

    • Mid-Rise Fit
    • Hipster Design
    • Fully Lined
    • Tie Dye Design
    • Matching Top Sold Separately 

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

    Style Number/Barcode: 07105-0563

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stars & Stripes Molded Swim Top

    Show off those stars and stripes in this patriotic swim set! Make sure you pick up the matching swim bottoms for a finished look! 

    Shop Matching Bottoms: Stars & Stripes Tie Side Hipster Swim Bottoms

    Fits & Features

    • Halter Tie Straps 
    • Ties At The Back 
    • Center Front Knot 
    • Molded Padded Cups 
    • Fully Lined I American Flag-Inspired Print
    • Matching Bottoms Sold Separately 

     

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

    Style Number/Barcode: 07104-0432

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Edge Ribbed Knit Crop Top

    This adorable ribbed knit crop top has a pretty, effortless merrow edge detail! Pair the simple yet stylish top with some high rise distressed jeans for the perf everyday look!

    Fit & Features

    • One shoulder neckline
    • Long fitted sleeve
    • All over merrow edge trim
    • Cropped
    • Stretchy ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 06002-0434

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreaming of Summer Ombre Swim Top

    We're dreaming of sunny days and poolside vibes in this ombre swim top! Don't forget to pair these must haves with the matching bottoms! 

    Shop Matching Swim BottomsDreaming of Summer Ombre Swim Bottoms

    Fit & Features

    • Scoop Neckline
    • Flexible Boning at Sides
    • Removable Padding
    • Tank-Like Straps
    • Tie-Dye Ombre Pattern
    • Back Strap Closure 

     

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

    Style Number/Barcode: 07104-0448

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Fab In Fringe Bodysuit

    Look forever fab in trendy fringe in this neon bodysuit perf for festival season bby! Pair with some high rise denim shorts and bling out your lewk with rhinestones!

    Fit & Features

    • Adjustable spaghetti straps
    • Notched wired V neckline
    • Cascading tiered fringe detailing
    • Thong bottom | Dual snap button closures
    • Knit fabric | Moderate stretch

    Style Number/Barcode: 06001-2645

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid Rise Rolled Hem Shorts

    Girl, stow away those pants! It's time to bust out the shorts with the incoming sunny days. Complement your look with a flowy blouse and cute heels! 

    Fits & Features

    • Elastic Mid Rise Waistband
    • Button Waist I Zip Fly
    • Slant Hand Pockets
    • Belt Loops
    • Fitted Leg Openings I Rolled Hem 
    • Stretchy Woven Fabric 
    • Moderate Stretch 

    Style Number/Barcode: 06303-0054

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance