$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.

  • Chic Instinct Satin Midi Dress

    Showcase your chic instinct in this satin snake midi dress featuring a classy, sleeveless, cowl neck, dual adjustable strappy design, and a flared hem. Complete the look in sleek stiletto heels for a dinner date.

    Fit & Features

    • Sleeveless, cowl neck
    • Dual adjustable strappy design
    • Flared midi hem
    • Snake pattern
    • Satin fabric, no stretch, fits true to size

    Style Number/Barcode: 05102-4655

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Oasis Scoop Neck Midi Dress

    Take the cutest pics in the desert in this boho-chic midi dress! Featuring a sleeveless, ruched scoop neck with front tie, spaghetti straps, and slim-fit silhouette. Complete the look in a trendy panama hat.

    Fit & Features

    • Sleeveless, ruched scoop neck, spaghetti straps
    • Front tie accent
    • Slim-fit silhouette
    • Midi-length hem
    • Geometric print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4652

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Secret Garden Floral Chiffon Skater Dress

    Enter the secret garden in this sweet floral skater dress! It features an adjustable multi-strap design, a pleated v-neck, empire waist, and a flowy skater skirt. Composed of chiffon woven-lined fabric with no stretch.  Style with chic mules.

    Fit & Features

    • Pleated v-neck | Adjustable spaghetti straps
    • Multi-strap design
    • Empire waist | Back zipper closure
    • Flowy skater skirt
    • Floral chiffon lined fabric
    • Fits true to size | No stretch

    Style Number/Barcode: 05101-1410

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Cozy Chenille Pajama Shorts

    Snuggle up in these adorable and cozy chenille pajama shorts! They feature a high-rise elasticized waist with ribbed detailing, a form-hugging fit, and are composed of a super soft chenille fabric. Pair with the matching pajama tank.

    Shop Matching Top: Forever Cozy Chenille Pajama Tank

    Fit & Features

    • High-rise elasticized waist, ribbed detailing
    • Form-hugging fit
    • Chenille knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0755

    Category Name: $20 & Under Sale

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Idyllwild Floral Bust Tie Mini Dress

    Put your curves on display in this cute floral mini dress designed in a sleeveless, sweetheart neck with a ruched bust tie, spaghetti straps, and side ruched seams. Composed of a brushed knit fabric with a moderate stretch. Finish the look in hoop earrings.

    Fit & Features

    • Sleeveless, sweetheart neck, ruched bust tie
    • Spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Floral pattern, brushed knit fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05102-4369

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Cozy Chenille Pajama Tank

    Snuggle up in this adorable and cozy chenille pajama tank! It features a sleeveless V-neckline, thin shoulder straps, a cropped, ribbed hem, and is composed of a super soft chenille fabric. Pair with the matching pajama shorts.

    Shop Matching Bottoms: Forever Cozy Chenille Pajama Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Thin shoulder straps
    • Cropped, ribbed hem
    • Form-hugging fit
    • Chenille knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0761

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ahead Of The Pack V-Neck Mini Dress

    Set the trend before anyone else in this cow print mini dress! Features a classic sleeveless, v-neck, bungee spaghetti straps, a bodycon silhouette, and a flirty front slit accent. Complete the look in lace-up heels for a brunch fit.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Cow print
    • Crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4653

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Fall V-Neck Mini Dress

    This v-neck mini dress is meant to come out at night! Hit the town in this sultry dress featuring a sleeveless faux wrap bodice, spaghetti straps, and all-over ruching on the bodycon silhouette. Composed of sleek knit-lined fabric with a moderate stretch. Finish the look in saucy heels.

    Fit & Features

    • Sleeveless, faux wrap v-neck, spaghetti straps
    • Bodycon silhouette
    • All-over ruching
    • Mini-length hem
    • Sleek knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4360

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Flirt Floral Off-The-Shoulder Dress

    Make a lasting impression in this floral mesh midi dress featuring a flirty, off-the-shoulder neckline with ruffled trim, a curve-hugging bodycon silhouette, and a sultry side slit. Complete the look in chic mules for a birthday brunch.

    Fit & Features

    • Off-the-shoulder neckline, ruffled trim
    • Padded bust, no bra required
    • Short fitted sleeves, back zipper, hook and eye closure
    • Midi-length hem, bodycon silhouette
    • Side slit
    • Floral pattern
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1503

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Vibes Space Dye Mini Dress

    Bring the cool girl vibes in this trendy curve-hugging mini sweater dress! It features a sleeveless halter neckline with tie-back straps, a center O-ring accent at the bust, a front waist cutout, and a fitted mini-length silhouette. The sweater knit fabric features a space dye design. Style this dress with gold hoops and cute mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, halter neckline, tie-back straps
    • Center O-ring accent at the bust
    • Front waist cutout under the bust
    • Short, form-fitting silhouette
    • Sweater knit fabric, moderate stretch
    • Space dye knit design
    • Runs true to size

    Style Number/Barcode: 06005-1400

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cut To It High Neck Bodysuit

    Cue you in this high-neck bodysuit to snap that perfect insta-worthy shot! It features a sleeveless, cutout bust, a spaghetti strap accent, dual snap closure, and a thong-cut bottom on stretchy, sleek knit-lined fabric. Complete the look in high-rise pants.

    Fit & Features

    • Sleeveless, high neck
    • Cutout bust
    • Spaghetti strap accent
    • Dual snap closure, thong-cut bottom
    • Sleek knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4025

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Stunning Lovely Florals Mesh Mini Dress

    Bring the charm with a short dress that is perfect for a brunch date with bae! The dress features a pretty dainty floral print, an off-the-shoulder neckline, a sweetheart bust with a ruffled trim, supportive padded cups, and short sleeves. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with wedges.  

    Fit & Features

    • Dainty floral print
    • Off the shoulder neckline
    • Sweetheart bust, ruffled trim
    • Padded cups, short sleeves
    • Short length hem 
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1452

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stunning Pastel Floral Mesh Mini Dress

    Sweet and timeless, this floral mesh sweetheart dress is designed to flatter in a classic off-the-shoulder ruffle bodice, a built-in padded bust, and ruched seams to put your curves on display. Complete the look in lucite mules for a perf Easter outfit.

    Fit & Features

    • Off-the-shoulder ruffle bodice 
    • Sweetheart neck, built-in padded bust
    • Ruched seams, back zipper closure
    • Short bodycon silhouette
    • Floral mesh-lined fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05101-1478

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Got The Blues High Rise Boyfriend Jeans

    Perk up, these high-rise boyfriend jeans are perfect for slaying every ootd! They feature an ultra-high rise waist, knee slits, a color fade effect, and a boyfriend-style leg-on medium wash denim for a cool vintage look. Complete the look in a corset top.

    Fit & Features

    • Ultra-high rise waist
    • Knee slits, color fade effect
    • Boyfriend style leg
    • Front five-button fly
    • Five-pockets and belt loop accents
    • Medium wash denim, no stretch, fits true to size

    Style Number/Barcode: 06602-0369

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Biz Call 3/4 Sleeve Boyfriend Blazer

    Answer the phone, this sleek boyfriend blazer is on the other line waiting to be yours! It features 3/4 length cuffed sleeves, a collared neckline, an open-front design, and faux slot pockets on an oversized silhouette. Complete the look in a basic bodysuit and trousers.

    Fit & Features

    • 3/4 length cuffed sleeves
    • Collared neckline
    • Open-front design
    • Faux slot pockets
    • Oversized silhouette, boyfriend style
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1328

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fly Away Butterfly Charm Choker

    Fly away in the world of boho chic! This snake chain choker features rhinestone butterfly charms and a lobster clasp closure. Complete the look in a cheery floral dress.

    Fit & Features

    • Rhinestone butterfly charms
    • Snake chain
    • Lobster clasp closure

    Style Number/Barcode: 07002-1143

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The Jackpot Mid Rise Skinny Jeans

    You've really hit the jackpot with these ultra-flattering skinny jeans! They feature a classic mid-rise waist, trendy distressed accents, and a color fade effect on dark wash denim for the perfect vintage look. Complete the look in a cute tank top and booties.

    Fit & Features

    • Mid-rise waist
    • Distressed accents, color fade effect
    • Skinny-leg design
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06602-0370

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Denim Days Romper

    Easy days call for easy pieces. This denim romper is all you need to look stylish! The romper features a sleeveless square neckline, a cinching tie waist belt with belt loops, slant pockets, and a mid-thigh length. The romper is composed of a lined denim fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sleeveless square neckline 
    • Tie-waist belt with belt loops
    • Slant pockets
    • Mid-thigh length 
    • Denim fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06603-0226

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Adventuring Distressed Denim Shortalls

    Adventure awaits! Keep cute exploring a new city in these denim shortalls featuring trendy distressed accents, a frayed hem, and classic overall styling on medium wash denim with a vintage-inspired color fade effect. Complete the look in a graphic tee and sneakers.

    Fit & Features 

    • Distressed accents, frayed short hem
    • Adjustable shoulder straps with button closure
    • Front bib pocket and side pockets
    • Side button closures and belt loop accents
    • Medium wash denim, color fade effect, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06603-0282

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Trend Mesh Crop Top

    This snake mesh crop top will always be a fierce contender! It features long sleeves, a mock neck, and exposed seam detail on sheer fabric with a moderate stretch. Finish the look in leather leggings and a basic tank.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Exposed seam detail
    • Snake pattern
    • Cropped hem
    • Sheer mesh fabric, moderate stretch, fits true to size

    Style Number/Barcode: 06001-4098

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Needed Halter Crop Top

    A halter crop top like this is always needed for day or night fun! It features a sleeveless, halter neck with dual tie-back closures, a cropped hem, and an open-back design. Composed of stretchy rib-knit fabric. Style with faux leather leggings.

    Fit & Features

    • Sleeveless, halter neck
    • Dual tie-back closures
    • Cropped hem
    • Open-back design
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4238

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhine And True Denim Crop Jacket

    Elevate your fit in this rhinestone fringe denim jacket featuring long sleeves with button cuffs, a collared neckline, dual front button-down closure, and flap pockets on a cropped hem. Complete the look in a sleek bodycon dress for a night out.

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline
    • Dual front button-down closure
    • Flap pockets
    • Cropped hem, rhinestone fringe
    • Slightly oversized, denim fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06203-0463

    Category Name: $20 & Under Sale

    Price: $9.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Refresh Cropped Denim Jacket

    Refresh your spring wardrobe with this trendy denim jacket. Featuring a collared neckline, long sleeves, a button-down front, and a cropped fit with a frayed hem, this jacket will step up your everyday looks. Style with a cute hair claw clip!

    Fit & Features

    • Collared neckline
    • Long sleeves, buttons to cuff
    • Complete button-down front
    • Buttoned chest pockets, side pockets
    • Cropped fit, frayed hem
    • Denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0440

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clyde Formal Crepe Corset Lace Mermaid Dress

    Special Occasion

    Beautiful and timeless, the Clyde Formal Crepe Corset Lace Mermaid dress enhances your curves on her flattering, strapless corset-style bodice with flexible boning and a romantic lace insert mermaid skirt. She's composed of a crepe-lined fabric with a minimal stretch. Perfect for styling with a satin clutch and statement earrings for prom.

    Fit & Features

    • Strapless | Corset-style bodice | Flexible boning
    • Back zipper closure 
    • Lace insert mermaid silhouette
    • Floor-length hem
    • Crepe-lined fabric | Minimal stretch
    • Fits true to size

    Style Number/Barcode: 05002-2130

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance