$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.

  • Dreamy In Floral Satin Midi Dress

    Create a dreamy look in this floral satin midi dress for brunch or bridal showers! It features a sleeveless cowl neckline, adjustable spaghetti straps, a curve-hugging slim silhouette, and a flirty side slit accent. Complete the look in heeled mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging, slim silhouette
    • Side slit accent
    • Midi-length hem
    • Floral print, silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4985

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Pick Ruched Slit Midi Dress

    Your new favorite midi dress for looking stylish and cute! It features a sleeveless square neck, sleek bungee spaghetti straps, a bodycon silhouette, and a side slit with a ruched drawstring that lets you customize the fit. The midi dress is composed of a rib-knit fabric with lining and plenty of stretch. Complete the look in trendy flat sandals for a bridal shower or brunch! 

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Side slit, ruched adjustable drawstring
    • Midi-length hem
    • Rib knit-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5034

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just Peachy Keen Off-The-Shoulder Midi Dress

    Look and feel peachy keen in this cute swiss dot midi dress perfect for strolls downtown or grabbing brunch! It features an off-the-shoulder neckline with adorable flutter short-sleeve cuffs, a stretchy smocked bodice, and a flowy hem with a front-slit accent. Complete the look in sleek hoop earrings and sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Flutter short-sleeve cuffs
    • Stretchy smocked bodice
    • Flowy midi-length hem, front slit accent
    • Swiss dot woven fabric, mini-length woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4953

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starry-Eyed Sheer Mesh Maxi Skirt

    This trendy sheer mesh maxi skirt with have you in a starry-eyed daze! It features a high-rise elastic banded waist, a maxi-length hem with a flowy, A-line silhouette, and all-over sparkly glitter star accents. Includes a built-in knit panty lining. Style with metallic cowboy boots for festival season.

    Fit & Features

    • High-rise elastic banded waist
    • Maxi-length hem
    • A-line silhouette
    • Glitter star accents
    • Sheer mesh fabric, minimal stretch
    • Knit panty lining
    • Runs true to size

    Style Number/Barcode: 06501-0822

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style In Session Skinny Trouser Pants

    Get your style in session in these chic trouser pants to create the perfect polished look! They feature a flattering high-rise waist with pintuck detailing, a front hidden zipper and button closure, and a skinny-leg design. Complete the look in a chiffon blouse and pumps for work, an interview, or a networking event!

    Fit & Features

    • High-rise waist, pintuck detailing
    • Hidden front zipper and button closure
    • Skinny-leg design
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1302

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortlessly Sultry Bell Sleeve Crop Top

    Create an effortlessly sultry everyday look with this trendy crop top! It features long bell sleeves that can be worn off-the-shoulder, halter spaghetti straps, a square neckline with a center cutout at the bust, and a fitted, cropped hem with an angled front design. The brushed knit fabric offers plenty of stretch. Style with high-rise jeans and mules.

    Fit & Features

    • Long bell sleeves, can be worn off-the-shoulder
    • Halter spaghetti straps, tie-back closure
    • Square neckline, center bust cutout
    • Fitted, angled, cropped hem
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4702

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow-Getter Rhinestone Multi Strap Heels

    Razzle and dazzle in these rhinestone heels! They feature an almond toe, block heel, and multi-strap design with an ankle buckle closure on a chrome finish. Complete your look in a chic jumpsuit. 

    Fit & Features

    • Almond toe
    • Block heel
    • Multi-strap design with rhinestone details
    • Ankle buckle closure
    • Chrome finish
    • Recommend to size one up

    Style Number/Barcode: 07401-3615

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Glow Sequin Mini Dress

    Give off a glamorous glow that will catch all the glances in this stunning sequin mini dress! It features a sleeveless V-neckline, spaghetti straps, an open back with a lower lace-up strappy design, a mini-length hem, and a bodycon silhouette that will hug your curves. The iridescent sequins are embroidered in a luxe scroll pattern that will create a gorgeous shine. Style with a rhinestone jewelry set.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Open back, lower lace-up strappy design, tie closure
    • Lower back zipper, hook and eye closure
    • Mini-length hem, bodycon fit
    • Iridescent sequin embroidery, scroll pattern
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2071

    Category Name: $20 & Under Sale

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl Era Chunky Platform Mules

    You'll be in your trendy girl era with these fabulous chunky platform mules! They feature an open almond-shaped toe, a wide banded toe strap, an open back for easy on-and-off styling, a chunky platform with a lug sole, and a tall block heel. Style with a flirty floral dress.

    Fit & Features

    • Open almond-shaped toe
    • Wide banded toe strap
    • Open back
    • Chunky platform, lug sole
    • Tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4200

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Glam Vibe Rhinestone Lace-Up Sandals

    Give off a total glam vibe in these rhinestone lace-up sandals that will add a trendy sparkle! They feature an almond-shaped toe with a strap, an asymmetric strappy design that laces up the leg with mini rhinestone embellishments, and a comfortable flat sole. Style with a graphic tee and distressed denim shorts for an edgy look.

    Fit & Features

    • Almond-shaped toe, toe strap
    • Asymmetric strappy lace-up design, tie closure
    • Mini rhinestones
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1135

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Country Style Western Denim Booties

    Amp up your looks for festival season or every day with this trendy pair of western denim booties! They feature a mid-calf height with loops on each side for easy on-and-off styling, an inner zipper closure, a pointed toe, a comfortable stacked block heel, and cute western-inspired stitching with a side pocket detail. Style with a casual dress and hoop earrings!

    Fit & Features

    • Mid-calf height
    • Loop accents, inner zipper closure
    • Pointed toe
    • Stacked block heel
    • Denim fabric
    • Western-inspired stitching, side pocket detail
    • Runs true to size

    Style Number/Barcode: 07403-1636

    Category Name: $20 & Under Sale

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Ribbed Knit Crop Top

    Keep it stylish in basics! This versatile crop top features a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts and a floppy hat

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0976

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Charmer Ditsy Floral Skater Dress

    Create a charming look for weekend dates with this adorable floral skater dress! It features a square neckline with a ruffled hem, short puff sleeves, dual high waist seams, and a short skater skirt with a flattering fit and flare silhouette. The lightweight chiffon fabric features a ditsy floral print pattern for the cutest spring or summer vibe. Style with espadrille sandals.

    Fit & Features

    • Square neckline, ruffled hem
    • Short puff sleeves, elastic cinched hems
    • Dual high waist seams, smocked back design
    • Short skater skirt, fit and flare silhouette
    • Ditsy floral print
    • Chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4885

    Category Name: $20 & Under Sale

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine On My Mind Linen Midi Dress

    This flowy linen midi dress was made for sunny days! It features a sleeveless V-neckline with a ruffled trim, adjustable spaghetti straps, a fitted bodice with dual high waist seams, and a midi-length hem with a relaxed A-line silhouette and a tiered, ruffled design. The airy linen fabric includes a full knit lining. Style with wedges for a dreamy look.

    Fit & Features

    • Sleeveless V-neckline, ruffled trim
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Fitted bodice, dual high waist seams
    • Midi-length hem, flowy A-line silhouette
    • Tiered, ruffled design
    • Semi-sheer linen fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5023

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mckenna Formal Glitter A-Line Dress

    Special Occasion

    Mesmerizing glitter shines with every step on Mckenna formal dress making your way into a ball or school dance! She features a sleeveless V-neckline, a lightly padded bust, adjustable spaghetti straps, and a high-waist seam with hidden side pockets for keeping your hands warm. Her flattering A-line silhouette is designed with a high-cut front slit to show some skin along the floor-length hem. The formal dress is composed of a glitter woven fabric with a stretchy knit lining. Complete the look with a bracelet and heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Lightly padded bust, back zipper closure
    • High-waist seam, hidden side pockets
    • A-line silhouette, high-front slit, floor-length hem
    • Glitter woven fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-3219

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood High-Rise Denim Mom Shorts

    These cute and casual denim mom shorts will have you in the mood for fun weekend plans! They feature a high-rise waist, front button closures, and a frayed, raw-cut hem. The medium-wash denim fabric has a rigid fit with no stretch. Style with a graphic tee and sandals.

    Fit & Features

    • High-rise waist
    • Front button closures
    • Five belt loops
    • Two front and back pockets
    • Frayed, raw-cut hem
    • Medium-wash denim fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0350

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Compliments Envelope Skort

    You'll receive all the compliments when wearing this woven skort perfect for grabbing lunch with the girls! It features a high-rise waist, front envelope flap design, shorts lining, and a fitted silhouette. Style with a basic crop tee to complete the look!

    Fit & Features

    • High-rise waist
    • Side zipper closure
    • Front envelope flap design
    • Shorts lining
    • Fitted silhouette
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0307

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alissa Bow-Front Glitter Knit Mermaid Dress

    Special Occasion

    Sparkle up the night in elegant and chic style in the Alissa bow-front glitter knit mermaid dress! She features a strapless sweetheart neckline, an adorable large bow accent at the bust, a hip-hugging fit, and a floor-sweeping hem with a mermaid silhouette. The glitter knit fabric will provide the prettiest shimmer. Complete the look in this formal long dress with rhinestone fringe earrings.

    Fit & Features

    • Strapless sweetheart neckline
    • Large bow accent at the bust
    • Hip-hugging fit
    • Floor-sweeping hem, mermaid silhouette
    • Lined glitter knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7277

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Summer Style Cutout Denim Romper

    Show off a sultry summer style with this alluring denim romper! It features a sleeveless V-neckline, a center bust cutout with a tie-front design, a bold waist cutout, adjustable spaghetti straps, fitted shorts with a high waist silhouette, and a form-hugging fit. Complete the look with sleek hoop earrings and strappy mules.

    Fit & Features

    • Sleeveless V-neckline, center bust cutout, tie-front detail
    • Waist cutout, back zipper and hook-eye closure
    • Adjustable spaghetti straps, back zipper closure
    • Fitted shorts, high waist silhouette
    • Form-hugging fit
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0248

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coveted Cool Girl Square Gold Trim Sunglasses

    Covet that cool girl style in these sleek square sunglasses featuring a plastic frame with gold trim sides, quilted-pattern arms, and tinted lenses. Complete the look in a faux leather blazer.

    Fit & Features

    • Square plastic frame
    • Gold trim sides
    • Quilted-pattern arms
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-0996

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam In My Eyes Halter Necklace

    Gorgeous rhinestones shape this statement body jewelry halter necklace featuring an intricate layered design, large gemstones with rhinestone trim, and dual lobster clasp closure. Layer a chic blazer for this bold necklace to peak out from!

    Fit & Features

    • Statement halter necklace
    • Intricate layered design
    • Large gemstones with rhinestone trim
    • Dual lobster clasp closure
    • Body jewelry

    Style Number/Barcode: 07002-1356

    Category Name: $20 & Under Sale

    Price: $2.97 $98.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Shady Woven Visor

    Shade your eyes and look cute doing it with this woven visor featuring a classic wide brim and a velcro back closure. Complete the look in a basic tee and skort for exploring a beach city!

    Fit & Features

    • Classic wide brim
    • Velcro back closure
    • Woven material

    Style Number/Barcode: 07302-1386

    Category Name: $20 & Under Sale

    Price: $1.97 $5.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Divine Rhinestone Stiletto Heels

    So divine and daring! Step out in these nubuck stiletto heels for your next special occasion. They feature an almond toe and asymmetrical rhinestone straps that lead to the ankle strap with buckle closure. Style with an envelope clutch to complete the look!

    Fit & Features

    • Almond toe
    • Asymmetrical rhinestone straps
    • Rhinestone ankle strap with buckle closure
    • Stiletto heel
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4135

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Level Chain Trim Halter Mini Dress

    Step up your night out attire with this fab mini dress sure to have all eyes on you! Featuring a sleeveless plunge halter neckline with a trio of chain-twist trim, tie-back neck spaghetti straps, and a form-hugging silhouette. Complete the look in a ring set and heels.

    Fit & Features

    • Sleeveless plunge halter neckline
    • Trio of chain-twist trim
    • Tie-back neck spaghetti straps
    • Form-hugging silhouette
    • Mini-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4916

    Category Name: $20 & Under Sale

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale