$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
Home$20 & Under Sale

$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.
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Spotlight On You Sequin Mini Dress
This dazzling sequin mini dress will keep the spotlight on you at all times! It features a sleeveless cowl neckline, adjustable spaghetti straps that lead to a cross-back strap design, a mini-length hem, a bodycon silhouette that will flaunt your gorgeous figure, and all-over sequin embroidery that will shine at every angle. The sheer mesh fabric includes a full-length knit lining. Style this mini dress with metallic heels for your next club night out.
Fit & Features
- Sleeveless cowl neckline
- Adjustable spaghetti straps, cross-back design
- Lower back zipper, hook and eye closure
- Mini-length hem, bodycon silhouette
- All-over sequin embroidery
- Sheer mesh fabric, full-length knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5121
Category Name: $20 & Under Sale
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take The Night By Glitter Strappy Mini Dress
Take the night by glitter in this sparkling mini dress perfect for a shimmering night out! Featuring a sleeveless square neckline, bungee spaghetti straps, an open strappy back, and a flattering bodycon silhouette and mini-length hem. Complete the look in chic block heels.
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Open strappy back
- Bodycon silhouette, mini-length hem
- Glitter fabric, bust lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5112
Category Name: $20 & Under Sale
Price: $5.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Staple Double-Hoop Earrings
These large double-hoop earrings will become a sleek staple in your lineup! They feature a thin metal double-hoop design with an omega closure. Style the earrings with a dainty chain necklace for a subtle glam look perf for every day.
Fit & Features
- Thin metal double-hoop design
- Omega closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1717
Category Name: $20 & Under Sale
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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No Stopping Her Shine Glitter Block Heels
No one can stop your shine in these glitter block heels! They feature a square toe, glitter toe strap, slight cushion footbed, block heel, adjustable ankle strap, and buckle closure. Complete the look in fringe earrings for a semi-formal event!
Fit & Features
- Square toe
- Glitter toe strap
- Slightly cushioned footbed
- Block heel
- Adjustable ankle strap, buckle closure
- Glitter material
- Runs true to size
Style Number/Barcode: 07401-4605
Category Name: $20 & Under Sale
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready For Chain Strap Glitter Mini Dress
Change it up for the club in this glitter mini dress featuring a sleeveless sweetheart neckline with a wired insert, chain link straps, and a bodycon silhouette. The glitter fabric includes a stretchy knit lining. Style this mini-length dress with sleek hoop earrings to complete the look!
Fit & Features
- Sleeveless sweetheart neckline, wired insert
- Chain link straps
- Back zipper and hook-eye closure
- Bodycon silhouette
- Mini-length hem
- Glitter fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-4939
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wondering Eyes Sequin Ruffle Party Dress
Step out to shine in this sequin party dress sure to catch every eye in the room! Featuring an elegant V-neckline, adjustable spaghetti straps, and a bodycon silhouette, this mini-length dress is beautifully adorned with cascading ruffles and sequins, sure to light up your night with dazzling style. Complete the look with strappy stiletto heels and earrings for a classic GNO!
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon silhouette
- Mini-length hem, cascading ruffles
- Sequin-knit mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 05103-5216
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Down A Notch Sweater Knit Bodysuit
A sweater knit bodysuit for those days when you wanna take your outfit down a notch. It features a sleeveless crew neck with a front-notch accent, a form-hugging fit, and a thong bottom with dual snap-button closures. Complete the look in trendy dad jeans.
Fit & Features
- Sleeveless crew neck
- Front notch accent
- Form-hugging fit
- Thong bottom, dual snap-button closures
- Rib-knit sweater fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1709
Category Name: $20 & Under Sale
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Find Curved Cuff Bracelet
This sleek curved cuff bracelet is a trendy find that will elevate your casual looks! It features a dual-curved metal design. Pair this cuff with large hoop earrings for a chic style.
Fit & Features
- Cuff bracelet
- Dual-curved metal design
Style Number/Barcode: 07003-0472
Category Name: $20 & Under Sale
Price: $3.96 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make The Cut Long Sleeve Mini Dress
This long sleeve mini dress makes every fashion cut! It features a crew neck, sexy cutouts along the bodice to show some skin, a bodycon silhouette, and a mini-length hem on soft knit fabric. Complete the look with earrings for a night on the town!
Fit & Features
- Fitted long sleeves
- Crew neck
- Front cutouts
- Bodycon silhouette
- Mini-length hem
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5101
Category Name: $20 & Under Sale
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bring Me Flowers Mesh Long Sleeve Mini Dress
Once you're seen in this mesh mini dress, you'll be receiving many floral bouquets! The dress features sheer fitted long sleeves, a crew neckline with sheer panels, and a flattering bodycon silhouette on mesh fabric with a unique floral velvet pattern. Complete the look in rhinestone heels for a dressy soiree!
Fit & Features
- Sheer fitted long sleeves
- Crew neck, sheer panels
- Back zipper and hook-eye closure
- Bodycon silhouette
- Mini-length hem
- Floral velvet pattern, mesh fabric, partial knit stretchy lining
- Runs true to size
Style Number/Barcode: 05101-2612
Category Name: $20 & Under Sale
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Doll It Up Satin Rhinestone Mini Dress
Look like a total doll in this satin mini dress! It features a sleeveless sweetheart neckline, thin shoulder straps, a padded and underwire bust, flexible boning inserts along the bodice for a structured look, and a flattering bodycon silhouette. The dress is designed with all-over rhinestone embellishments on silky satin fabric to make you feel so luxe! Complete the look for a night out with platform heels.
Fit & Features
- Sleeveless sweetheart neckline, thin shoulder straps
- Back zipper and hook-eye closure, padded and underwire bust
- Flexible boning inserts in the bodice
- Bodycon silhouette, mini-length hem
- All-over rhinestone embellishments
- Silky satin fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-5199
Category Name: $20 & Under Sale
Price: $5.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simple Sleek Vibe Beaded Lariat Necklace
Bring a simple sleek vibe to your everyday looks with this beaded lariat necklace. It features a thin box chain with a center adjustable slider bead to customize the design, dual hanging lariats with bead accents, and a back clasp closure. Style this necklace with classic hoop earrings.
Fit & Features
- Thin box chain
- Center adjustable slider bead
- Dual hanging lariats, bead accents
- Back clasp closure
Style Number/Barcode: 07002-1570
Category Name: $20 & Under Sale
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Get A Clue Double Breasted Trench Coat
Mystery solved! This trench coat is the perfect essential to layer over all of your 'fits this season. The coat features long sleeves with buttoned straps on the cuffs, a lapel collar neckline, double-breasted front button closures, side flap pockets for keeping your hands warm, an adjustable belted waist with buckle closure, and a longline hem. Complete the look with chic knee-high boots.
Fit & Features
- Long sleeves, buttoned straps on the cuffs
- Lapel collar neckline
- Double-breasted front button closures
- Side flap pockets
- Adjustable belted waist, buckle closure
- Longline hem
- Sleek woven fabric, sewn-in lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1668
Category Name: $20 & Under Sale
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sparkle The Night Away Sequin Skort Romper
Sparkle the night away in this sequin skort romper perfect for bringing the shine factor! It features a sleeveless surplice V-neckline, adjustable spaghetti straps, a faux wrap front, a form-hugging fit, and shorts lining. Complete the look in strappy block heels for a celebration!
Fit & Features
- Sleeveless surplice V-neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Faux wrap front, form-hugging fit, shorts lining
- Sequin-embellished mesh fabric, sewn-in knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0343
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Staple Faux Leather Block Heel Booties
These smooth faux leather block heel booties are a stylish staple for the new season! They feature an ankle-high height, a pointed toe, an inner zipper closure for easy on-and-off wear, and a stacked low block heel. The booties are composed of a faux leather material. Style with a crop top and your favorite pair of denim for the cutest everyday 'fit!
Fit & Features
- Ankle-high height
- Pointed toe
- Inner zipper closure
- Stacked low block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1698
Category Name: $20 & Under Sale
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Step Up The Romance Flocked Mesh Midi Dress
Step up the romance for your next date night with your special someone in this chic flocked mesh midi dress that brings the allure. It features an off-the-shoulder sweetheart neckline with a dainty ruffled trim, sheer short fitted sleeves, a padded bust, a bust seam outline with ruching, ruched side and back seams, a midi-length hem with a side slit, and a bodycon silhouette to flaunt your figure. The sheer mesh fabric features a floral velvet flocked pattern and includes a nude-tone knit lining. Style with stilettos and a sleek clutch.
Fit & Features
- Off-the-shoulder sweetheart neckline, sheer mesh ruffled trim
- Sheer short fitted sleeves, padded bust, bust seam outline, ruching
- Back zipper, hook and eye closure
- Ruched side and back seams
- Midi-length hem, side slit, bodycon fit
- Sheer mesh fabric, floral velvet flocked pattern, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2559
Category Name: $20 & Under Sale
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boho Chic Paisley Mesh Ruched Midi Dress
Dreamy boho and chic come together on this paisley print mesh midi dress you'll love for wine nights with bae! It features a cowl neckline adorned with a shoulder strap and bungee spaghetti strap, a flattering bodycon silhouette, and a side ruched seam atop a slit and asymmetrical hem. Complete the look with strappy heels and earrings.
Fit & Features
- Sleeveless cowl neckline
- Shoulder strap, bungee spaghetti strap
- Bodycon silhouette, side ruched seam
- Side slit, asymmetrical midi-length hem
- Paisley print, mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 05101-2924
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fall Back In Love Cable Knit Topper
Fall back in love with all things cozy and cute! This cable knit topper is essential for shifting into the new season. It features a ribbed mock neckline and long sleeves with ribbed cuffs on soft and stretchy fabric. Complete the look with the matching top.
Shop Matching Top: Fall Back In Love Cable Knit Crop Top
Fit & Features
- Ribbed mock neckline
- Long sleeves, ribbed cuffs
- Cable knit design
- Soft and stretchy fabric
- Runs true to size
Style Number/Barcode: 06005-1729
Category Name: $20 & Under Sale
Price: $3.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fall Back In Love Cable Knit Crop Top
Fall back in love with all things cozy and cute! This cable knit crop top is essential for shifting into the new season. It features a scoop neck, tank shoulder straps, and a ribbed hem on soft and stretchy fabric. Complete the look with the matching topper.
Shop Matching Topper: Fall Back In Love Cable Knit Topper
Fit & Features
- Sleeveless scoop neck
- Tank shoulder straps
- Ribbed crop hem
- Cable knit design
- Soft and stretchy fabric
- Runs true to size
Style Number/Barcode: 06005-1730
Category Name: $20 & Under Sale
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ahoy Sailor Cutie Faux Leather Shorts
Ahoy cutie! Dress up as a glamorous sailor this Halloween with these adorable faux leather shorts. They feature a high-rise waist with a back zipper closure, dual vertical seams down the front, engraved faux button accents, and a cheeky form-hugging fit. The faux leather fabric has minimal stretch. Style with the matching tie-front top and captain cabby hat!
Shop Matching Top: Ahoy Sailor Cutie Collared Tie-Front Top
Fit & Features
- High-rise waist
- Back zipper closure
- Dual front vertical seams
- Four engraved faux buttons
- Cheeky form-hugging fit
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0335
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ahoy Sailor Cutie Collared Tie-Front Top
Ahoy cutie! Dress up as a glamorous sailor this Halloween with this adorable tie-front top. It features a collared neckline with a back flap accent and a contrast trim, short sleeves, a tie-front design for a snatched look, and a fitted cropped hem. The lightweight woven satin fabric has no stretch. Style with the matching faux leather shorts and captain cabby hat!
Shop Matching Bottoms: Ahoy Sailor Cutie Faux Leather Shorts
Fit & Features
- Collared neckline, back flap, contrast trim
- Short sleeves
- Tie-front design
- Fitted cropped hem
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1621
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Up Rhinestone Envelope Top Handle Bag
Glam up your 'fit for a night out with this gorg rhinestone top handle bag. It features a medium-sized envelope shape, a fold-over design with a magnetic button closure, all-over rhinestone embellishments for a glitzy sparkle, and a top handle strap. Complete your going-out look with sleek strappy stilettos!
Fit & Features
- Envelope shape
- Fold-over design, magnetic button closure
- All-over rhinestone embellishments
- Top handle strap
- Faux leather exterior
- Woven interior, single pocket
Style Number/Barcode: 07204-0700
Category Name: $20 & Under Sale
Price: $10.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Moment Patent Faux Leather Mini Skirt
Have a sleek moment in this form-hugging patent faux leather mini skirt! It features a high-rise waist, a front lattice design with a tie closure, a back zipper closure, a mini-length hem, and a bodycon fit. The patent faux leather fabric has minimal stretch. Pair with a corset top and strappy heels!
Fit & Features
- High-rise waist
- Front lattice design, tie closure
- Back zipper, hook and eye closure
- Mini-length hem
- Form-hugging fit
- Patent faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0592
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Remi Rhinestone Satin Formal Mini Dress
Special Occasion
The Remi rhinestone satin formal mini dress will bring the gorgeous and glam vibes for homecoming! She features a sleeveless sweetheart neckline, tank shoulder straps, a chic open back with a lace-up strappy design, a mini-length hem, and a bodycon silhouette to flaunt your figure. The satin-knit fabric is embellished with all-over rhinestones for a stunning sparkle. Style this homecoming dress with spiral heels!
Fit & Features
- Sleeveless sweetheart neckline, dart seams, tank shoulder straps
- Open back, lace-up strappy design, tie closure, lower back zipper, hook and eye closure
- High waist seam, mini-length hem, bodycon silhouette
- Round rhinestone embellishments
- Satin-knit fabric, knit lining at the bust, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1896
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale