$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.

  • Give Me Looks Scoop Neck Wrap Tie Sweater Top

    Notice every head turn your way in this sweater crop top perfect for everyday styling! The sweater features fitted long sleeves, a scoop neckline, and a wrap-tie hem on stretchy rib knit fabric. Complete the look with a mini skirt and knee-high boots for a day date.

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Wrap-tie cropped hem
    • Stretchy rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1758

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Beginnings Velvet Surplice Mini Dress

    It's beginning to look luxurious with this velvet mini dress entering the chat! The mini dress features a surplice V-neckline, spaghetti straps, a curve-flaunting side ruched seam along the bodycon silhouette, and an asymmetrical hem. Complete the look with heels and earrings for a rehearsal dinner or dressy celebration!

    Fit & Features

    • Sleeveless surplice V-neckline
    • Side ruched seam, bodycon silhouette
    • Asymmetrical mini-length hem
    • Soft velvet fabric, bust knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2881

    Category Name: $20 & Under Sale

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Off Mesh Off-The-Shoulder Mini Dress

    Show off your curves in this mesh mini dress! The short dress offers a sexy cutout neckline and bold gold hardware, you'll be stepping out in style, with an off-the-shoulder design and short-sleeve cuffs. Show off your curves with the bodycon silhouette and side ruching. Complete the look with strappy heels for a night out!

    Fit & Features

    • Off-the-shoulder neckline
    • Cutout, gold hardware inserts
    • Short-sleeve cuffs
    • Side ruching, bodycon silhouette
    • Mini-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5255

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out For A Ride Denim Moto Belted Mini Dress

    This moto denim mini dress brings edgy perfection for your next ride downtown! It features a sleeveless lapel collar neckline, a front exposed zipper closure, a flattering bodycon silhouette, and a belted waist with belt loop accents and buckle closure. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless lapel collar neckline
    • Front exposed zipper closure
    • Bodycon silhouette
    • Belted waist, belt loop accents, buckle closure
    • Mini-length hem
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5307

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Reward Mesh Floral Velvet Mini Dress

    Find out the high reward for wearing this mini dress for date night! The short dress features sheer fitted long sleeves and a crew neckline, a sexy low-cut back, a bodycon silhouette, a front ruched seam, and a flocked floral velvet pattern. Style this mini dress with statement earrings and heels!

    Fit & Features

    • Sheer fitted long sleeves, crew neckline
    • Low-cut back, zipper and hook-eye closure
    • Bodycon silhouette
    • Ruched seam, mini-length hem
    • Flocked floral velvet fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2720

    Category Name: $20 & Under Sale

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Talia Sequin Lace-Up Back Mini Party Dress

    Special Occasion

    The Talia sequin mini party dress will have you radiating beauty like a shimmering disco ball all night long! She features a sleeveless high square neckline, spaghetti straps that lead to an open back with a cross-back design, a lace-up back strappy design for a customized fit followed by an alluring lower back cutout, a mini-length hem, and a bodycon silhouette. The lined mesh fabric shows off all-over sequin embroidery in varying sizes for an ultra-gorgeous shine. Style this glitzy mini dress with rhinestone hoops and spiral heels!

    Fit & Features

    • Sleeveless high square neckline
    • Spaghetti straps, open back, cross-back design
    • Lace-up back strappy design, tie closure, lower back cutout, zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • All-over sequin embroidery, varying sizes, sheer mesh fabric, full knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1799

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tilda Formal Sequin Slit Midi Dress

    Special Occasion

    Beautifully designed with sparkly sequins, the Tilda formal midi dress brings shine to award banquets, weddings, and dressy birthdays! She features a sleeveless one-shoulder neckline, and dual adjustable spaghetti straps, a lightly padded bust, a form-hugging silhouette, and a skin-flaunting front slit along the midi-length hem. The formal knee-length midi dress is composed of a sequin-scroll pattern on mesh fabric with a stretchy knit lining. Complete the look in sassy block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual adjustable spaghetti straps, lightly padded bust
    • Form-hugging silhouette, back zipper and hook-eye closure
    • Front slit, midi-length hem
    • Sequin-scroll pattern, mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1646

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Night Chenille Crop Tank Top

    Settle in for a cozy night in this chenille crop top! With its ultra-soft ribbed chenille knit fabric, sleeveless design, spaghetti straps, and square neckline, you'll feel comfortable and stylish all night long. Complete the look in the matching pajama bottoms and cardigan for the perfect lounge sesh!

    Shop Matching Pajama Bottoms: Feeling The Vibe High-Rise Chenille Joggers

    Shop Matching Cardigan: Cuddle Time Chenille Crop Cardigan

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cropped hem
    • Ultra-soft and cozy
    • Ribbed chenille knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0945

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Up Long Chenille Fuzzy Scarf

    Cozy up in the cutest chenille fuzzy scarf that you can style up or down depending on your look! It features a long design that you can effortlessly layer over your adorable cold-weather wardrobe. The scarf is made from a plush, ultra-soft chenille knit material that offers plenty of stretch for the comfiest wear. Pair with a button-down coat and trendy boots.

    Fit & Features

    • Long design 
    • Ultra-soft chenille knit material
    • Plenty of stretch

    Style Number/Barcode: 07305-0454

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edge It Up Faux Leather Biker Boots

    Edge up your fall 'fits with this pair of trendy faux leather biker boots. They feature an above-the-ankle height with a square toe, dual straps with buckle accents, a low block heel for comfortable wear, and are made from a smooth faux leather material. Style these biker boots with a bomber jacket and hoop earrings.

    Fit & Features

    • Above-the-ankle height
    • Square toe
    • Dual buckled straps
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1718

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play Date High Rise Straight-Leg Pants

    Play up a cute and comfy style with these knit pants for all of your casual plans! The pants feature a flattering high-rise banded waist and a straight-leg silhouette on stretchy rib knit fabric. Complete the look with the matching cardigan.

    Shop Matching Top: Play Date Sweater Knit Cardigan

    Fit & Features

    • High-rise banded waist
    • Straight leg silhouette
    • Stretchy sweater rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2391

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play Date Sweater Knit Cardigan

    Play up a cute and comfy style with this sweater knit cardigan for all of your casual plans! The cardigan features fitted long sleeves, a V-neckline, button-down front closures, and a flirty center slit along the hem on stretchy rib knit fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Play Date High Rise Straight Leg Pants

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-down front closures
    • Center slit along the hem
    • Stretchy sweater rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1759

    Category Name: $20 & Under Sale

    Price: $3.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Sheriff In Town Western Buckle Boots

    Strut your fashion self with authority in these faux leather western boots! They feature a pointed toe, a stacked block heel, a trendy belt with a buckle accent, an under-the-knee calf-length shaft, and pull-on-and-off styling. Complete the look in a cowboy hat for a bachelorette or country concert!

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Belt with buckle accent
    • Under-the-knee, calf-length shaft
    • Pull-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0938

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fun Mesh Mock Neck Mini Dress

    This mesh mini dress will inspire your next fun night out! The short dress features sheer bell long sleeves with slit cuffs, a mock neckline, a flattering bodycon silhouette, and a mini-length hem. Complete the look in strappy platform heels.

    Fit & Features

    • Sheer bell long sleeves, slit cuffs
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Mesh fabric, partial sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5099

    Category Name: $20 & Under Sale

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Design Faux Leather Crossbody Bag

    You'll fall in love with the chic design of this faux leather crossbody bag! It features a structured rectangular shape, a fold-over buttoned closure with a sleek metal bar accent at the flap, an adjustable shoulder strap, a pebbled faux leather exterior, and a leopard print woven interior. Style this crossbody purse with hoop earrings and clear mules.

    Fit & Features

    • Rectangular shape
    • Fold-over closure, magnetic snap button
    • Vertical metal bar accent
    • Adjustable and removable shoulder strap
    • Pebbled faux leather exterior material
    • Leopard print woven interior
    • Single zippered pocket, single pouch

    Style Number/Barcode: 07203-1403

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Chic Rosette Hair Barrette Set

    Capture the romantic and chic vibes with this on-trend rosette hair barrette set! It features four thin hair barrettes with rosette flower accents varying in size. Style all together with duster earrings for a gorgeous look.

    Fit & Features

    • Pack of four metal hair barrettes
    • Rosette flower accents, woven material
    • Varying sizes

    Style Number/Barcode: 07006-0420

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultimate Glitz Rhinestone Western Buckle Belt

    Showcase ultimate glitz and glamour with this rhinestone western buckle belt. It features a large western-style buckle and all-over rhinestone embellishments on faux leather material for that fabulous sparkle. Style with the matching western boots for a night out bar-hopping!

    Shop Matching Boots: Western Flair Rhinestone Flame Faux Leather Boots

    Fit & Features

    • Large western-style buckle
    • All-over rhinestone embellishments
    • Faux leather material
    • Adjustable fit

    Style Number/Barcode: 07301-0680

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe On The Go Mini Satchel Bag

    You're a stylish babe on the go, so you need a cute mini satchel bag to hold your essentials and match your fab 'fits! This bag features a trendy textured bubbled exterior design, a convenient top zipper closure revealing a spacious interior, two top handle straps, and a thin chain-link shoulder strap that you can attach to convert the bag to a crossbody. Pair this mini satchel with hoop earrings and strappy mules for a city-chic vibe.

    Fit & Features

    • Textured bubbled exterior design
    • Top zipper closure
    • Spacious interior
    • Two top handle straps
    • Attachable chain-link shoulder strap, lobster clasps
    • PVC material

    Style Number/Barcode: 07203-1938

    Category Name: $20 & Under Sale

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Like A Diva Rhinestone Block Heels

    These rhinestone block heels will have you feeling like a glamorous diva! The metallic heels feature an almond toe, a rhinestone-embellished strappy design, a block heel, and a closed ankle with adjustable straps and buckle closure. Complete the look with a hair accessory for a special occasion!

    Fit & Features

    • Almond toe
    • Rhinestone-embellished strappy design
    • Block heel
    • Closed ankle, adjustable ankle straps, buckle closure
    • Metallic material
    • Rhinestone-embellishments
    • Runs true to size

    Style Number/Barcode: 07401-4534

    Category Name: $20 & Under Sale

    Price: $10.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Era Chunky Teardrop Earrings

    Elevate your jewelry to match your chic era look with these trendy teardrop earrings. They feature a short chunky teardrop design with a post-back closure. Style with a sleek and simple ring set.

    Fit & Features

    • Short chunky teardrop design
    • Post-back closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1798

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Glamour Rhinestone Flower Crawler Earrings

    Give off a pretty glam aura with this stunning pair of rhinestone crawler earrings. They feature a long curved shape with round rhinestone embellishments and dainty rhinestone flower designs. Include a post-back closure. Style with a leaf-shaped rhinestone necklace.

    Fit & Features

    • Long curved shape
    • Round rhinestone embellishments
    • Rhinestone flower designs
    • Post-back closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1778

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Milena Formal Velvet Bell Sleeve Mermaid Dress

    Special Occasion

    The Milena formal velvet mermaid dress will bring that luxe look with all the drama! Entrance them all with your beauty in this sultry long dress featuring a plunging V-neckline, a center diamond-shaped panel below the bust with ruching, long fitted sleeves with bold flared hems, a hip-hugging fit, a floor-sweeping hem, and a figure-flaunting mermaid silhouette. The smooth velvet fabric has a moderate stretch. Complete your look with a choker necklace and heeled boots.

    Fit & Features

    • Plunge V-neckline, center diamond-shaped panel, ruched detailing
    • Long fitted sleeves, flared hems
    • Back zipper, hook and eye closure
    • Hip-hugging fit, floor-sweeping hem, mermaid silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7733

    Category Name: $20 & Under Sale

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love For Chic Flocked Mesh Satin Mini Dress

    You have a love for chic style, and this stunning flocked mesh satin mini dress is an iconic choice. It features a square neckline, a sheer mesh top with a floral flocked velvet design, long bell sleeves, a sleek satin-knit body, a mini-length hem, and a bodycon silhouette. The sheer mesh and satin-knit fabric offer a moderate stretch. Style this mini dress for date night with a rhinestone collar necklace and stiletto heels.

    Fit & Features

    • Square neckline, dart seam details
    • Sheer mesh top, floral flocked velvet design
    • Long bell sleeves, back zipper, hook and eye closure
    • Satin-knit body, knit lining at the bust, high waist seam
    • Mini-length hem, bodycon silhouette
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2613

    Category Name: $20 & Under Sale

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Luxe Glamour Rhinestone Hoop Earrings

    Channel those night-out vibes with these rhinestone hoop earrings that bring edgy luxe glamour. They feature a square-shaped post with a hanging small hoop design and front sparkling rhinestone embellishments. Style these hoops with a rhinestone fringe necklace.

    Fit & Features

    • Square-shaped post
    • Hanging small hoop design
    • Front rhinestone embellishments
    • Post-back closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1773

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance