$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.

  • Living That Fab Life Clear Heels

    Keep on living that fab life in these glam clear heels! They feature an open square-shaped toe with a clear strap, thin faux leather straps that wrap around the leg, and a thin clear lucite heel. Style these shoes with a corset top and boyfriend jeans.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC toe strap
    • Thin faux leather straps, wrap-around design
    • Clear lucite stiletto heel
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07401-3791

    Category Name: $20 & Under Sale

    Price: $18.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfort Level Strappy Sandals

    You'll be reaching for these strappy sandals on the daily! They feature a round toe, comfort fit sole, and ankle buckle closure. Complete your casual look in a sundress.

    Fit & Features

    • Round toe
    • Comfort fit sole
    • Strappy design
    • Ankle buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1031

    Category Name: $20 & Under Sale

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Little Flare Cross Block Heels

    The classic block heel just with a little flare! Showcase your chic style in these faux leather heels featuring a square toe, wide toe, and criss-cross ankle straps with buckle closure. Complete the look in a statement necklace set.

    Fit & Features

    • Square toe
    • Block heel
    • Wide toe and criss-cross ankle straps
    • Buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3864

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Basic Knit Mini Dress

    This simple yet stylish ribbed knit mini dress is a must-have for your everyday looks. It features a sleeveless crew neckline, tank shoulder straps, an alluring lower back cutout, and a short, curve-hugging fit. Style with a denim jacket for the day and dress it up with a faux leather jacket for the night!

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Lower back cutout
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4543

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Of Me V-Neck Cutout Midi Dress

    Impress the room by showing up in this sultry midi dress perfect for cocktail hour! Featuring a sleeveless, v-neck, adjustable spaghetti straps, and a flirty knot accent with dual waist cutouts that lead to the bodycon silhouette. Complete the look in chic lucite mules.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Back zipper closure
    • Front knot accent, dual waist cutouts
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, inner knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4357

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style In Bloom Floral Corset

    Let your style bloom in a corset that shows off your sweet side! The corset features a floral print, a sleeveless square neckline, tank shoulder straps, flexible boning, and a cropped hem. The top is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with denim shorts

    Fit & Features

    • Sleeveless, square neckline
    • Tank shoulder straps 
    • Flexible boning inserts
    • Cropped hem 
    • Floral print
    • Lightweight woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1709

    Category Name: $20 & Under Sale

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chain Of Thought Gold Braid Choker

    Capture all the attention in this choker necklace featuring a gold braided design with a lobster clasp closure. Complete the look in a graphic tee and distressed shorts for an edgy vibe.

    Fit & Features

    • Gold snake chain
    • Braided design
    • Lobster clasp closure

    Style Number/Barcode: 07002-1215

    Category Name: $20 & Under Sale

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Trendy Halter Crop Top

    This soft knit crop top is a trendy upgrade to your everyday basics! It features a sleeveless scoop neckline with adjustable detailing, halter spaghetti straps, a small cutout at the bust, and a cropped fit with an angled front hem. Style with cutoff denim shorts and sandals.

    Fit & Features

    • Sleeveless scoop neckline, adjustable detailing
    • Halter spaghetti straps, tie at the back of the neck
    • Cutout at the bust
    • Cropped, form-hugging fit, angled front hem
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4255

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Paradise Graphic Knot Tee

    Enter vacay mode with this graphic tee in your lineup! It features short sleeves, a crew neck, and a front sunset and palm graphic and knot accent hem. Complete the look in a casual skirt and sneakers.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Sunset and palm graphic detail
    • Knot accent hem
    • Modal cotton fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1331

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upscale Beauty Teardrop Statement Earrings

    An upscale beauty like you will adore these statement earrings with every outfit! They feature a large teardrop shape, a linear center drop, and a post-back closure with cubic zirconia stones. Complete the look in a stunning formal dress.

    Fit & Features

    • Large teardrop shape
    • Linear center drop
    • Post-back closure
    • Cubic zirconia stones

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1188

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Cuts One Shoulder Sweater Top

    This sweater top has a stylish side cutout sure to add sultry vibes to your look. It features a one-shoulder strap design, a fitted silhouette, and a cropped hem. Composed of a soft sweater-knit fabric with a moderate stretch. Style with faux leather pants.

    Fit & Features

    • One-shoulder strap design
    • Fitted silhouette 
    • Side cutout
    • Cropped hem
    • Sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1267

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Veronica Formal Floral Chiffon A-Line Dress

    Special Occasion

    Fresh, floral, and ready for your spring formal! The Veronica chiffon a-line dress is all romance in her effortless, sleeveless bodice with delicate details everyone will be swooning for. She features a plunge v-neckline with pleating and adjustable spaghetti straps that cross in the back on the open design. Her a-line silhouette flows into a floor-length hem to elongate your figure while creating an hourglass appearance. The formal dress is composed of an airy chiffon overlay with an inner knit lining. Complete the look in an elegant hairpiece for a stunning updo.

    Fit & Features

    • Plunge v-neckline, pleating, adjustable spaghetti straps
    • Adhesive bra recommended
    • Open-back design, cross straps, zipper closure
    • A-line silhouette
    • Floor-length hem
    • Airy floral chiffon overlay, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05002-1886

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day To Day High Rise Denim Shorts By Windsor Denim

    These high-rise denim shorts by Windsor Denim will fit nicely into your day-to-day rotation. They feature a high-rise waist, distressed accents, a frayed hem, and slight color fading for the perfect vintage fit and feel. Complete the look in a trendy bodysuit.

    Fit & Features

    • High rise waist
    • Distressed accents
    • Frayed hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Slight color fading, denim fabric
    • Fits true to size

    Style Number/Barcode: 06603-0257

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sway To The Beat Crochet Halter Top

    Looking for the perfect top to complete your festival 'fit? Get ready to sway to the beat in this boho-chic crop top. It features a sleeveless V-neckline, halter spaghetti straps, an open back, and a cropped, form-hugging fit. The unlined crochet fabric has a pretty floral design toward the hem. Style with high-rise flare pants and booties.

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Open back
    • Cropped, form-hugging fit
    • Unlined crochet fabric, no stretch
    • Floral design at the hem
    • Runs true to size

    Style Number/Barcode: 06005-1323

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Bloom Chiffon Crop Top

    This gorgeous floral chiffon crop top will brighten up your summer wardrobe! It features long bishop sleeves with cinched ruffled hems, a V-neckline with a cute tie design, a majorly cropped hem, and an all-over blooming floral print. Style this top with high-rise jeans and sleek gold hoops.

    Fit & Features

    • Long bishop sleeves, elastic ruffled hems
    • V-neckline
    • Tie design
    • Smocked back
    • Cropped
    • Floral print, sheer chiffon fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1647

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ticket To Paradise Slit Maxi Skirt

    Got your ticket to a paradise island? Make sure to pack this tropical maxi skirt perfect for relaxing poolside! It features a high-rise elastic waistband, form-fitting silhouette, and a sultry high-cut side slit on stretchy knit fabric. Complete the look in the matching top.

    Shop Matching Top: Ticket To Paradise Halter Crop Top

    Fit & Features

    • High-rise elastic waist
    • Form-fitting silhouette
    • Side high-cut slit
    • Maxi-length hem
    • Tropical print
    • Stretchy knit fabric
    • Runs true to size

      Style Number/Barcode: 06501-0605

      Category Name: $20 & Under Sale

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Ticket To Paradise Halter Crop Top

      Got your ticket to a paradise island? Make sure to pack this tropical crop top perfect for relaxing poolside! It features a sleeveless, halter neck, open-back with lace-up closure on stretchy knit fabric. Complete the look in the matching skirt.

      Shop Matching Bottoms: Ticket To Paradise Slit Maxi Skirt

      Fit & Features

      • Sleeveless, halter neck
      • Cropped hem
      • Lace-up, open-back
      • Tropical print
      • Stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 06001-4023

      Category Name: $20 & Under Sale

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Island Flower High Slit Midi Skirt

      Look prettier than the island flowers in this tropical floral midi skirt featuring a high-rise waist and a front high-cut slit. Complete the look in the matching top and sandals.

      Shop Matching Top: Island Flower Lattice Tank Top

      Fit & Features

      • High-rise waist
      • Front high-cut slit
      • Maxi-length hem
      • Tropical floral print
      • Stretchy knit-lined fabric
      • Runs true to size

        Style Number/Barcode: 06501-0601

        Category Name: $20 & Under Sale

        Price: $6.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Reese High Rise Mom Denim Shorts By Windsor Denim

        The perfect mom shorts that hug your curves in all the right places! Introducing the Reese high-rise mom denim shorts by Windsor Denim. They feature a flattering, ultra-high rise waist and a trendy cut-off hem on premium vintage-inspired light wash denim with a color fade effect. Complete the look in a cute graphic tee and sandals for the perf summer vibe.

        Fit & Features

        • Ultra high-rise waist
        • Mom-style silhouette
        • Cut-off hem
        • Front five-button fly, belt loop accents
        • Five-pocket styling 
        • Premium light wash denim, color fade effect, no stretch
        • Fits true to size

        Style Number/Barcode: 06603-0275

        Category Name: $20 & Under Sale

        Price: $9.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sunday's Match Striped Linen Top

        Sunday has met its perfect match! Slip on this trendy striped linen top for brunches with friends. It features a sleeveless, square neck, adjustable spaghetti straps, cropped hem, and tie-back closure. Complete the look in the matching pants.

        Shop The Matching Pants: Sunday's Match Striped Wide Leg Pants

        Fit & Features

        • Sleeveless, square neck, adjustable spaghetti straps
        • Cropped hem
        • Tie-back closure, open back
        • Striped pattern
        • Linen fabric, lined, no stretch
        • Fits true to size

        Style Number/Barcode: 06003-1593

        Category Name: $20 & Under Sale

        Price: $10.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Night Out Mood Crop Top

        You'll be ready for a chic night out in this sultry halter crop top! It features cross-front halter straps, a cross-back strap design, a trendy waist tie that can be styled in the front or back, and a majorly cropped, form-hugging fit. Complete the look with high-rise jeans and heeled mules.

        Fit & Features

        • Sleeveless bodice
        • Cross-front halter straps, cross-back strap design
        • Back zipper closure
        • Waist tie that can be styled in the front or back
        • Cropped, form-hugging fit
        • Woven fabric
        • Runs true to size

        Style Number/Barcode: 06003-1327

        Category Name: $20 & Under Sale

        Price: $6.97 $26.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Dreaming of Florals Corset Top

        Dream of a floral outfit with this adorable top! The top features a floral print, a sweetheart neckline with padded cups, a corset-styled bodice, ruched cap sleeves, and a cropped hem. The top is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with a wrap skirt and mules. 

        Fit & Features

        • Sweetheart neckline, padded cups
        • Corset-styled bodice, smocked back
        • Ruched cap sleeves
        • Floral print
        • Cropped hem 
        • Lightweight woven fabric
        • Relaxed fit, minimal stretch, runs true to size 

        Style Number/Barcode: 06003-1839

        Category Name: $20 & Under Sale

        Price: $6.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Summer Crush Floral Skater Dress

        Take your summer crush by surprise when they see you in this flirty floral skater dress! It features a sleeveless, v-neck, ruffled trim shoulder straps, a low-cut back with zipper closure, and a tiered, flowy hem with ruffles. Complete the look in sandals for a day date.

        Fit & Features

        • Sleeveless, v-neck, ruffled trim shoulder straps
        • Low-cut back, zipper closure
        • Skater silhouette
        • Tiered, flowy hem with ruffles
        • Ditsy floral print
        • Chiffon fabric, inner lining, no stretch
        • Fits true to size

        Style Number/Barcode: 05102-4417

        Category Name: $20 & Under Sale

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Unforgettable Glam Mesh Bodycon

        Channel a glam vibe with a bodycon that makes a stunning impression! The dress features a sleeveless square neckline with padded cups, adjustable spaghetti straps, ruching throughout, and a short length. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and a rhinestone clutch for a GNO. 

        Fit & Features

        • Sleeveless square neckline
        • Padded cups
        • Adjustable spaghetti straps
        • Ruching
        • Short length hem
        • Bodycon fit, moderate stretch
        • Lined mesh fabric 

        Style Number/Barcode: 05103-4451

        Category Name: $20 & Under Sale

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale