$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.

  • Pretty Rosy Mesh Floral Mini Dress

    You'll look so pretty in this rose floral mini! Featuring long ruched sleeves, an off-the-shoulder square neck, bodycon silhouette, side ruched seams to enhance your curves on stretchy mesh-lined fabric. Complete the look in chic lucite mules.

    Fit & Features

    • Off-the-shoulder, square neck 
    • Long ruched sleeves
    • Bodycon silhouette
    • Side ruched seams
    • Mini-length hem
    • Floral mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1585

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Celebratory Lace Skater Dress

    Here comes the grad all dressed in this lace skater dress perfect for ceremonies and celebration parties! Featuring a sleeveless square neckline, sleek spaghetti straps, a high waist seam, and a flowy short hem. Complete the look in wedges and hoop earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam
    • Flowy skater silhouette
    • Short hem
    • Lace overlay, inner lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1519

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Office Ponte Flare Trouser Pants

    Look sleek in the office and for after-work drinks! Impress in these ponte trouser pants featuring a high-rise waist, form-fitting silhouette, and a flared hem. Complete the look in the matching blazer. 

    Shop Matching Blazer: In Office Ponte Crop Blazer

    Fit & Features

    • High-rise waist
    • Hidden front zipper, hook and bar, and button closures
    • Form-fitting silhouette
    • Flared hem
    • Ponte fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0846

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Office Ponte Crop Blazer

    Look sleek in the office and for after-work drinks! Impress in this ponte crop blazer featuring long sleeves, a lapel collar neckline, and an open-front design with single-button closure. Complete the look in the matching pants. 

    Shop Matching Bottoms: In Office Ponte Flare Trouser Pants

    Fit & Features

    • Long fitted sleeves
    • Lapel collar neckline
    • Open-front design
    • Single-button closure
    • Cropped hem
    • Ponte fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1315

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Vibes Ditsy Floral Romper

    Bring the sweet vibes to your everyday summer look with this adorable romper. It features a sleeveless square neckline, spaghetti straps, a fitted smocked bodice, flowy shorts, and an all-over ditsy floral print pattern. Style this romper with a jean jacket and slip-on sandals.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Smocked bodice, fitted high waist seam
    • Flowy shorts
    • Ditsy floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0978

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fresh And Flirty Floral Romper

    Get a fresh and flirty summertime look with this adorable floral printed romper. It features a sleeveless V-neckline with a tie-front design, spaghetti straps, a front waist cutout, a fitted high waist seam, and flowy shorts with a cute ruffled hem. Style with a denim jacket and strappy sandals.

    Fit & Features

    • Sleeveless V-neckline, tie-front
    • Spaghetti straps
    • Front waist cutout
    • Fitted high waist seam
    • Flowy shorts, ruffled hem
    • Floral print, lightweight gauze fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0209

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You've Got Flare High Rise Jeans

    Did something catch your eye? Cause these high-rise jeans are calling your name! They feature a curve-hugging silhouette with a raw flared hem on vintage-inspired dark wash denim with slight color fading. Complete the look in a flirty tie-front top and sandals.

    Fit & Features

    • High-rise waist
    • Curve-hugging silhouette
    • Flare raw hem
    • Classic five-pocket styling, belt loop accents
    • Front button and hidden zipper closure
    • Vintage dark wash denim, slight color fading, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0299

    Category Name: $20 & Under Sale

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Social Linen Fringe Mini Skirt

    Make the plans. Get trendy with your look in this linen mini skirt featuring a high-rise waist, fringed hem, and a bodycon fit. Complete the look in the matching top.

    Shop Matching Top: Social Linen Tie Strap Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Fringed hem
    • Bodycon fit
    • Linen-lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0107

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Social Linen Tie Strap Crop Top

    Make the plans. Get trendy with your look in this linen tie strap crop top featuring a sleeveless square neckline with adjustable spaghetti straps, fringed crop hem, and a side zipper closure. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Social Linen Fringe Mini Skirt

    Fit & Features

    • Sleeveless, square neck
    • Adjustable tie spaghetti straps
    • Fringed crop hem, smocked back
    • Side zipper closure
    • Linen-lined woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1625

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Hint Oversized Sunglasses

    Give your outfit a hint of glam in these oversized sunglasses featuring a plastic square frame and gradient lens with rhinestone trim. Complete the look in a sultry bikini set for a destination resort.

    Fit & Features

    • Plastic square frame
    • Gradient lens with rhinestone trim
    • Oversized design
    • 100% UV protection

    Style Number/Barcode: 07008-0953

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Lady PU Crossbody Bag

    Edgy but ladylike just like you! Keep your must-haves in this PU croc-embossed faux leather bag featuring a top handle, turn-lock flap closure, detachable chain-link strap, and a spacious interior. Complete the look in a sultry jumpsuit and heels.

    Fit & Features

    • Top handle
    • Turn-lock flap closure
    • Detachable chain-link strap
    • Spacious woven interior, small pouch
    • PU croc-embossed faux leather

    Style Number/Barcode: 07203-0999

    Category Name: $20 & Under Sale

    Price: $22.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cheetah Daze Cutout Bikini Bottoms

    Add some spice to your swimwear with this cheetah bikini bottom featuring a high-rise waist, cutout sides, on lined fabric. Complete the look in the matching bikini top.

    Shop The Matching Bikini Top: Cheetah Daze One Shoulder Bikini Top

    Fit & Features

    • High-rise waist
    • Cutout sides
    • Cheetah print
    • Lined fabric
    • Runs true to size

     

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

    Style Number/Barcode: 07105-0783

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cheetah Daze One Shoulder Bikini Top

    Add some spice to your swimwear with this cheetah bikini top featuring a one-shoulder neckline, asymmetrical strap with cutout detail, removable padding on lined fabric. Complete the look in the matching bikini bottoms. 

    Shop The Matching Bikini Bottoms: Cheetah Daze Cutout Bikini Bottoms

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Asymmetrical strap, cutout detail
    • Removable padding
    • Cheetah print
    • Lined fabric
    • Runs true to size

    Style Number/Barcode: 07104-0636

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pool Party High Waist Swim Bottoms

    Get the cutest look for all your summer pool parties with these trendy high waist swim bottoms! They feature cutout details on the sides and a semi-cheeky fit. Style with the matching swim top and cool shades.

    Shop Matching Top: Pool Party One-Shoulder Swim Top

    Fit & Features

    • High-rise waist
    • Side cutouts
    • Semi-cheeky fit
    • Moderate stretch
    • Runs true to size

     

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

    Style Number/Barcode: 07105-0784

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pool Party One-Shoulder Swim Top

    Get the cutest look for all your summer pool parties with this trendy one-shoulder swim top! It features an asymmetrical dual strap design with a front cutout detail and removable padding. Style with the matching swim bottoms and cool shades.

    Shop Matching Bottoms: Pool Party High Waist Swim Bottoms

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Asymmetrical dual strap design, spaghetti strap, tank strap
    • Front cutout detail
    • Removable padding
    • Moderate stretch
    • Runs true to size

      Style Number/Barcode: 07104-0637

      Category Name: $20 & Under Sale

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Metallic Moment Bikini Top

      Have your moment under the sun! Stun in this sultry bikini top featuring a deep V-neckline, shoulder straps, and a wide bust band. Complete the look in the matching bikini bottoms.

      Shop Matching Bikini Bottoms: Metallic Moment Bikini Bottoms

      Fit & Features

      • Deep V-neckline, shoulder straps
      • Wide bust band
      • Metallic fabric
      • Slip-on/off styling
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 07104-0630

      Category Name: $20 & Under Sale

      Price: $4.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Metallic Moment Bikini Bottoms

      Have your moment under the sun! Stun in this sultry bikini bottom featuring a mid-rise waist, V-front design, and a cheeky cut. Complete the look in the matching bikini top.

      Shop Matching Bikini Top: Metallic Moment Bikini Top

      Fit & Features

      • Mid-rise waist
      • V-front design
      • Cheeky cut
      • Metallic fabric
      • Moderate stretch
      • Runs true to size

       

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

      Style Number/Barcode: 07105-0777

      Category Name: $20 & Under Sale

      Price: $4.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Boho Charm Coin Drop Earrings

      These charming boho earrings feature a filigree design, drop accent, and coin charm detailing. Complete the look in a sleek bustier for a night out.

      Fit & Features

      • Filigree design
      • Drop accent
      • Coin charm detailing
      • Push closure

       

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

      Style Number/Barcode: 07001-1265

      Category Name: $20 & Under Sale

      Price: $3.97 $9.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Filigree Boho Statement Earrings

      These boho-inspired earrings are the perfect statement piece to create a fab fit. They feature a delicate filigree design with a drop accent and push closure. Complete the look in a flowy kimono.

      Fit & Features

      • Delicate filigree design
      • Drop accent
      • Push closure

       

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

      Style Number/Barcode: 07001-1266

      Category Name: $20 & Under Sale

      Price: $3.97 $9.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Top Down Square Sunglasses

      Cruise with the top down in these fab square sunglasses featuring a rose gold trim, oversized tortoise plastic frames, and gradient lens. Complete the look in a sultry casual dress for a day out.

      Fit & Features

      • Oversized tortoise plastic frames
      • Rose gold trim at the top
      • Gradient lens
      • 100% UV protection

      Style Number/Barcode: 07008-0956

      Category Name: $20 & Under Sale

      Price: $4.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Top Style Gold Trim Sunglasses

      Give your style a chic look in these oversized sunglasses featuring square plastic frames with gold trim and gradient lenses. Complete the look in a button-down top and jeans.

      Fit & Features

      • Oversized square plastic frames
      • Gold trim at the top
      • Gradient lens
      • 100% UV protection

      Style Number/Barcode: 07008-0954

      Category Name: $20 & Under Sale

      Price: $4.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Profesh Status Mini Crossbody Bag

      Upgrade to profesh fashionista with this mini crossbody bag perfect for carrying your essentials in style. It features a top handle, a front flap with turn-lock closure, a detachable chain-link crossbody strap, and a spacious interior. Complete the look in a boss babe blazer.

      Fit & Features

      • Top handle, mini design
      • Front flap with turn-lock closure
      • Detachable chain-link crossbody strap
      • Spacious woven interior, small pouch
      • Snake pattern
      • Patent leather material

      Style Number/Barcode: 07203-0998

      Category Name: $20 & Under Sale

      Price: $8.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Kaelie Formal Satin A-Line Dress

      Special Occasion

      Bring the sparkle and shine with a dress that dares to bring the glamour! Kaelie features a halter neckline with rhinestone embellished straps that cross at the front and adjustable spaghetti straps that add a secure fit. The high waist leads to a flowy A-Line skirt that is accented with ruching and a high side slit. The dress is composed of a lined satin fabric that offers a flowy fit with minimal stretch. Complete look with rhinestone heels and a clutch.

      Fit & Features

      • Halter neckline, adjustable rhinestone embellished straps
      • Strapless or adhesive bra recommended
      • Back zipper, hook and eye closure
      • High waist seam, A-line silhouette
      • High side slit, ruching
      • Lined satin fabric
      • Flowy fit, minimal stretch
      • Runs true to size 

      Style Number/Barcode: 05002-2032

      Category Name: $20 & Under Sale

      Price: $19.97 $89.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Butterfly Effect Slider Necklace

      Turn heads at the party in this butterfly necklace featuring a lariat drop design with a slider bead so you can adjust the length. Complete the look in chic earrings.

      Fit & Features

      • Lariat drop design
      • Butterfly pendant
      • Slider bead to adjust the length
      • Rhinestone embellishments

      Style Number/Barcode: 07002-1162

      Category Name: $20 & Under Sale

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale