$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
Now Trending
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.
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
All I Want Ruched Slit Crop Top
This crop top is all you want to create endless fall 'fits! It features short sleeves with ruffle trim, a flirty V-neckline, a form-hugging fit, and a front ruched drawstring with a center slit along the ruffled trim hem. Complete the look in best-selling high-rise jeans for casual plans!
Fit & Features
- Short sleeves, ruffled trim
- V-neckline
- Form-hugging fit
- Front ruched drawstring, center slit
- Ruffled trim crop hem
- Brushed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4986
Category Name: $20 & Under Sale
Price: $3.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Time For Glamour Rhinestone Spiral Heels
It's time for glamour with these rhinestone spiral heels that will sparkle with every step! They feature an open square-shaped toe, thin toe and foot straps, a thin spiral strap design that wraps around the leg, mini rhinestone embellishments, and a short block heel. The heels feature a sleek satin trim and a faux leather subtle cushioned insole. Style with a metallic clutch!
Fit & Features
- Open square toe
- Toe strap, foot strap
- Spiral strap design
- Rhinestone embellishments
- Short block heel
- Satin trim, faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4593
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Glam Mood Rhinestone Shimmer Bra And Panty Set
Get in a glam mood with this trendy rhinestone bra and panty set, perfect for festival season! It features a structured bra top with supportive underwire, adjustable spaghetti straps, and mini rhinestone embellishments at the cups. The matching panty features a high-rise waist with a cheeky fit. The set is composed of a glitter knit fabric for all the more sparkle. Style with distressed denim shorts and fringe earrings!
Fit & Features
- Matching bra and panty set
- Structured bra top, supportive underwire, adjustable spaghetti straps
- Mini rhinestone embellishments at the cups
- High-rise panty, cheeky fit
- Glitter knit fabric, moderate stretch
- Runs true to size
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07107-0858
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Gleaming With Glitz Ruffled Glitter Party Dress
Gleam with all the glitz and glamour in this ruffled glitter party dress! It features a strapless straight-across neckline, all-over ruching, a mini-length ruffled hem, trendy cascading ruffled side trims, and a bodycon silhouette that will show off your curves. The glitzy sheer glitter mesh fabric includes a lining. Complete your gorgeous party look with rhinestone heels!
Fit & Features
- Strapless straight-across neckline
- All-over ruching
- Back zipper closure
- Mini-length ruffled hem, cascading ruffled side trims
- Bodycon silhouette
- Sheer glitter mesh fabric, full-length lining
- Runs true to size
Style Number/Barcode: 05103-5149
Category Name: $20 & Under Sale
Price: $9.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Classic Chic Fishnet Tights
Elevate your outfits with these classic chic fishnets! The tights feature a high-rise waist, a form-hugging fit, and a small gauge fishnet design. Style these tights with a cropped sweater, a mini skirt, and ankle booties.
Fit & Features
- High-rise waist
- Form-hugging fit
- Small gauge fishnet design
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0301
Category Name: $20 & Under Sale
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ultimate Glam Girl Feather Trim Satin Mini Dress
You're the ultimate glam girl when it comes to style, so this sleek satin mini dress is simply perfect! It features a sleeveless V-neckline with a sexy bust seam outline, spaghetti straps that lead to an open back with a cross-back and lace-up strappy design, a mini-length hem with a fabulous marabou feather trim, and a slim-fit silhouette. The smooth satin-knit fabric has a moderate stretch. Complete your party-ready look with rhinestone statement earrings and metallic heels!
Fit & Features
- Sleeveless V-neckline, bust seam outline
- Spaghetti straps
- Open back, cross-back lace-up strappy design, tie closure
- Mini-length hem, marabou feather trim
- Slim-fit silhouette
- Saitn-knit fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5172
Category Name: $20 & Under Sale
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Showstopping Glamour Rhinestone Sheer Mini Dress
This sultry sheer mini dress brings the showstopping glamour you need for your next party! It features a sheer mesh bodice with a mock neckline and long fitted sleeves, a knit-lined bust, a sheer waist insert along with a sheer back design, a knit-lined skirt with a mini-length hem, and a bodycon silhouette to hug your curves. The sheer mesh and knit fabrics feature a dazzling front design of rhinestone embellishments from the neckline to the hem. Style with strappy stilettos.
Fit & Features
- Sheer mesh bodice, mock neckline, long fitted sleeves
- Knit-lined bust, sheer waist insert
- Sheer back, zipper, hook and eye closure
- Knit-lined skirt, mini-length hem, bodycon silhouette
- Rhinestone embellishments, detailed front design
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-5092
Category Name: $20 & Under Sale
Price: $5.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Simply Stylish Wrap-Front Midi Dress
Simply stylish, this wrap-front midi dress is a chic choice for cocktail hour. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, pleated detailing at the waist, a wrap-front skirt with an asymmetric midi-length hem, and a slim-fit silhouette. The lined crepe fabric offers a moderate stretch. Complete your look with lace-up heels.
Fit & Features
- Sleeveless V-neckline, wrap-front design
- Spaghetti straps
- Pleating at the waist
- Wrap-front skirt, asymmetric midi-length hem
- Slim-fit silhouette
- Crepe fabric, full-length knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2557
Category Name: $20 & Under Sale
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bae Tonight Faux Leather Strapless Midi Dress
You'll look like bae tonight in this sexy faux leather midi dress! Featuring a strapless neckline, seam detailing down the front for a contour effect, a flattering bodycon silhouette, and a center back slit along the midi-length hem. Complete the look in sleek hoop earrings and heels for a birthday or night out!
Fit & Features
- Strapless neckline
- Seam detailing down the front
- Bodycon silhouette
- Center back slit
- Midi-length hem
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5317
Category Name: $20 & Under Sale
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Feel Your Best Ruched Asymmetrical MIni Dress
This mini dress flaunts your best self in a curve-hugging fit with trendy details! Featuring a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a side ruched adjustable drawstring that lets you customize the style, a side slit, and an asymmetrical hem. Complete the look with strappy heels for a date night!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Bodycon silhouette
- Side ruched adjustable drawstring
- Side slit, asymmetrical mini-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2750
Category Name: $20 & Under Sale
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Timeless Crush Sleeveless Ruffle Midi Dress
A crush that's timeless? Yourself in this sleeveless midi dress! It features a square neck, spaghetti straps, a flattering bodycon silhouette, and a high-low ruffled midi-length hem on smooth knit fabric. Complete the look with a chic crop jacket and heels for a party!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Bodycon silhouette
- High-low ruffled midi-length hem
- Smooth knit fabric
- Moderat stretch
- Runs true to size
Style Number/Barcode: 05101-2756
Category Name: $20 & Under Sale
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale