$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.

  • May Blooms Lace-Up Midi Dress

    May flowers are blooming on this sultry midi dress featuring a sleeveless, cowl neck, spaghetti straps that lace up on the open back, a form-hugging fit, and a side slit accent. Complete the look in simple block heels for a daytime event.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Open-back, lace-up design
    • Form-hugging fit
    • Side slit accent
    • Midi-length hem
    • Slinky knit fabric, moderate stretch. fits true to size

    Style Number/Barcode: 05101-1625

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High Rise Fray Denim Shorts By Windsor Denim

    Don't get stressed cause you'll be well dressed in the Remy high-rise denim shorts by Windsor Denim! Your curves will be blessed in these jean shorts featuring a flattering, high-rise waist, distressed accents, figure-flattering design, and a frayed cutoff hem on a medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a cute crochet crop top for a music concert.

    Fit & Features

    • High-rise waist
    • Distressed accents, frayed cutoff hem
    • Figure-flattering design
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0240

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Palms Strapless Jumpsuit

    The palms on this breezy jumpsuit are a total summer vibe! It features a strapless, sweetheart neck, a knot accented bust, elasticized lattice straps on the open back, a cutout bodice, and a wide-leg silhouette. Complete the look in sandals for a vacation fit.

    Fit & Features

    • Strapless, sweetheart neck
    • Elasticized lattice straps on the open back
    • Knot accented bust, cutout bodice
    • Wide-leg silhouette
    • Palm print, gauze woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0618

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Daze Medallion Print Flare Pants

    Chill out in flared pants that bring those boho vibes! The pants feature a fun medallion boho print, an elastic high-rise waist, and a straight leg with a flared hem. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crochet top and sandals for the perfect festival outfit.

    Fit & Features

    • Medallion boho print
    • Elastic high rise waist
    • Straight leg, flared hem
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0882

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paper Bag Of Tricks Denim Cuff Shorts

    These denim shorts are such a treat with no tricks! They feature a cute, paper bag high-rise waist, roll cuffed hem, dual button front, hidden zipper closure, belt loop accents, and a classic 5-pocket design. Complete the look in a bodysuit and sandals.

    Fit & Features

    • Paper bag high-rise waist
    • Roll cuffed hem
    • Dual button front and hidden zipper closure
    • Belt loop accents
    • Classic 5-pocket design
    • Non-stretch denim fabric
    • Fits true to size

    Style Number/Barcode: 06603-0265

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Bliss Crochet Lace Crop Top

    The cute crochet lace detailing of this crop top makes it so boho-chic! The top features a sleeveless V-neckline, adjustable spaghetti straps, a floral crochet lace design, and a cropped fit with a scalloped trim. Style with printed flare pants and espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Floral crochet lace design
    • Partially smocked back
    • Cropped fit, scalloped trim
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1791

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Glam Ruched Short Dress

    Keep it glam on your tropical getaway with a mini dress that brings those island vibes! The dress features a tropical floral print, a sleeveless square neckline, spaghetti straps, ruching, and a short length with a rounded hem. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and a straw hat

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching
    • Tropical floral print
    • Short length hem
    • Lined smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4683

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Babe Fringe Crochet Swim Wrap

    Look and feel like a total boho babe in this fringe crochet swim wrap that's perfect for styling around your waist over a bikini for a laid-back vibe at the pool.

    Fit & Features

    • Sheer crochet knit design
    • Fringe trim
    • Easy styling
    • One size fits all

    Style Number/Barcode: 07305-0381

    Category Name: $20 & Under Sale

    Price: $12.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Standout In Glam Thong Wedge Sandals

    Stand out in these glam sandals while soaking up the sun! They feature a round toe, clear stone embellished thong strap, wedge sole, and a comfort foam footbed. Complete the look in a chic swimsuit and wrap.

    Fit & Features

    • Round toe
    • Clear stone embellished thong strap
    • Wedge sole
    • Comfort foam footbed
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-1012

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For Eyelet Mini Dress

    Fall for this eyelet mini dress for a cute vibe all summer long! It features a sleeveless, square neck, adjustable spaghetti straps, a flirty tie-front bust, and a form-fitting silhouette. Complete the look in a dainty necklace and wedges.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Tie-front along the bust
    • Form-fitting silhouette
    • Mini-length hem
    • Eyelet knit-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4435

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Short And Sweet Mini Ponte Dress

    Short and sweet, your curves deserve a moment! Look chic in this mini ponte dress designed to hug and flatter your figure on a sleeveless square neckline, adjustable spaghetti straps, and ruched mesh side accents that lead to the form-hugging fit. Complete the look in statement earrings for a club night.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Ruched mesh side accents
    • Form-hugging fit
    • Back zipper closure
    • Mini-length hem
    • Ponte-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4460

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Floral Knit Mini Dress

    Showcase a sweet style in this adorable floral print mini dress. It features a sleeveless cowl neckline, spaghetti straps, a short, curve-hugging fit, and an all-over floral print pattern. Style with hoop earrings and cute mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Mini-length, form-fitting silhouette
    • Floral print
    • Knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1514

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silky Chic Kimono Tie-Front Top

    Silky and so chic! Luxe up your look in this satin crop top featuring three-quarter-length kimono sleeves, a plunge V-neckline, a tie-front closure, and a cropped hem. Complete the look in trouser shorts and sandals for vacation.

    Fit & Features

    • Three-quarter-length kimono sleeves
    • Plunge V-neckline
    • Tie-front closure
    • Cropped hem
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1298

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sittin' Pretty Linen Bustier

    Don't mind you. Sit pretty in this linen bustier featuring adjustable spaghetti straps, a fitted bodice with flexible boning, and back hook-eye closures. Complete the look in flare leather leggings.

    Fit & Features

    • Sleeveless 
    • Adjustable spaghetti straps
    • Fitted bodice | Flexible boning
    • Back hook-eye closures
    • Linen woven fabric
    • Fits true to size | No stretch

    Style Number/Barcode: 06003-1640

    Category Name: $20 & Under Sale

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Weekend Vibes Mini Dress

    This sleek satin floral dress is perfect for your weekend outings! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back lace-up design, and a mini-length, A-line silhouette. The lightweight satin fabric features an all-over dainty floral print. Style this dress with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back lace-up design, tie closure
    • Mini-length, A-line silhouette
    • Dainty floral print
    • Smooth satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4494

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kris Formal Floral Chiffon Dress

    Special Occasion

    Romance the room in the Kris floral chiffon dress is perfect for a summertime soiree. She features a sleeveless, V-neck, adjustable spaghetti straps, and a delicately pleated bust atop an empire waist. Create a lovely look in her tiered A-line silhouette that gracefully sweeps along the floor with each step. The formal dress is composed of airy chiffon with an inner lining and no stretch. Complete your dressy look in chandelier earrings.

    Fit & Features

    • Sleeveless, V-neck, adjustable spaghetti straps
    • Strapless bra recommended
    • Pleated bust, empire waist, smocked back
    • Tiered A-line silhouette
    • Floor-length hem
    • Floral chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-2185

    Category Name: $20 & Under Sale

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Tide Halter Cutout Midi Dress

    Flaunt this midi dress on your island getaway! Designed to accentuate your fab figure on a sleeveless, halter neck with tie closure, and sultry side cutouts on the form-fitting silhouette. Complete the look in strappy mules for a sunset dinner.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Side cutouts
    • Partial open-back design
    • Form-fitting silhouette
    • Midi-length hem
    • Sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1313

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever In Floral Mini Dress

    They can catch you forever in this floral mini dress! It features a sleeveless sweetheart neckline, spaghetti straps, and a tie-front along the bust on ribbed knit fabric that offers a form-hugging fit. Complete the look in flirty mules for a daytime occasion.

    Fit & Features

    • Sleeveless, sweetheart neck, spaghetti straps
    • Tie-front along the bust
    • Form-hugging fit
    • Mini-length hem
    • Ditsy floral print
    • Ribbed-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4668

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropic Ready Floral Chiffon Corset

    Brighten up your trip to the tropics in this floral chiffon corset featuring long peasant sleeves, a sweetheart neck with a built-in padded bust, pleat detail, and front hook-eye closures. Complete the look in a mini skirt.

    Fit & Features

    • Long peasant sleeves
    • Sweetheart neck, built-in padded bust
    • Pleat detail, front hook-eye closures
    • Cropped hem, smocked back
    • Floral chiffon-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1648

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Dreamer Printed Crop Top

    Bring the dreamy boho-chic vibes to your summer look with this trendy crop top. It features a sleeveless square neckline, spaghetti straps, an open back with a lace-up strappy design, and cropped form-hugging fit. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching flare pants.

    Shop Matching Bottoms: Boho Dreamer Printed Flare Pants

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Cropped, form-hugging fit
    • Multi-print striped pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3748

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Dreamer Printed Flare Pants

    Bring the dreamy boho-chic vibes to your summer look with these trendy flare pants. They feature a high-rise waist, a form-hugging fit throughout the leg, and a flared hem. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching crop top.

    Shop Matching Top: Boho Dreamer Printed Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging fit throughout the leg
    • Flared hem
    • Multi-print striped pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0714

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Nights One-Shoulder Crop Top

    This sultry sleeveless crop top is perfect for summer nights. It features a one-shoulder neckline with a single strap, a cinched detail at the bust, and a cropped, form-hugging fit. Style with the matching mini skirt and a chic pair of stilettos.

    Shop Matching Bottoms: Summer Nights Ruched Mini Skirt

    Fit & Features

    • One-shoulder neckline, single strap
    • Cinched detail at the bust
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3920

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Chic Everyday Slide Sandals

    These simple faux leather slides are chic for every day! The sandals feature a rounded toe, a wide toe strap, and a flat sole. Style with a floral mini dress and cute sunnies.

    Fit & Features

    • Rounded toe
    • Wide toe strap
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0979

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Delivery Rhine Chainmail Bra

    Your package has arrived and it's looking so glam! Showcase your shine in this rhinestone chainmail bra featuring a halter V-neckline, center front hoop, cropped hem, and an open-back design with dual lobster clasp closures. Complete the look in a layered necklace and denim shorts.

    Fit & Features

    • Halter V-neckline
    • Center front hoop insert
    • Cropped hem
    • Open-back design
    • Dual lobster clasp closures
    • Rhinestone chainmail material
    • Runs true to size

    Style Number/Barcode: 07107-0784

    Category Name: $20 & Under Sale

    Price: $13.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance