$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.
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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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Fringe Benefits Rodeo Cowgirl Costume Set
Rodeo cowgirl energy comes ready to ride with fringe doing most of the talking. This five-piece costume set brings together a bra, panty, chaps, scarf, and two gloves with cow print and western-inspired details that stand out at Halloween parties and events.
Fit & Features
- Five-piece costume set includes bra, panty, chaps, scarf, and gloves
- Faux leather underwire bra, studded trim, tie-back halter straps, open back with lower tie-back straps
- Faux leather high-waist cheeky panties, studded trim
- Cow print knit chaps, fringe side accents, adjustable faux leather belt with textured metal buckle
- Cow print knit scarf
- Long faux leather fingerless gloves, studded trim, fringe design
- Runs true to size
How to style for Halloween: Finish the rodeo cowgirl look with a cowboy hat and boots.
Style Number/Barcode: 06502-000116
Category Name: $20 & Under Sale
Price: $79.90
Availability: Out of Stock
Product Badge:- Sale
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Petal Drama Floral Earrings
Big florals, bigger plans. These oversized sculptural flower earrings bring a polished finish with textured metal petals that instantly dress up everything from vacation looks to wedding guest dresses.
Fit & Features
- Oversized sculptural flower design
- Textured petals with contrast trim
- Statement silhouette
- Polished metal finish
- Post back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000441
Category Name: $20 & Under Sale
Price: $3.97 $14.90
On Sale: Yes
Availability: In Stock
Available Color: GOLD
Available Size: NS
Product Badge:- Sale
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Vacay-Coded Tropical Floral Print Maxi Skirt
Vacation-coded, curve-hugging, and not here to blend in. This tropical floral print maxi skirt brings a high-rise waist, a high-cut side slit, and ruched shaping that’s ready for rooftop reservations, vacation dinners, and every “where did you get that?” moment. Pair with the matching halter top.
Shop Matching Top: Vacay-Coded Tropical Floral Print Halter Top
Fit & Features
- Knit fabric with lining, high stretch
- Large tropical floral print
- High-rise waist
- High-cut side slit
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000169
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: XS, M
Product Badge:- Sale
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Tailored And Trendy Denim Halter Vest
Tailored and trendy. This denim halter vest serves a fitted V-neckline, open back buckle detail, and just enough edge to make your 'fit look instantly more planned. Style with the matching mini skort.
Shop Matching Bottoms: Tailored And Trendy Denim Mini Skort
Fit & Features
- Denim fabric
- Sleeveless V-neckline
- Halter strap
- Partially open back, smocked detail, buckle strap accent
- Button-down front
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06203-000053
Category Name: $20 & Under Sale
Price: $15.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: M, L
Product Badge:- Sale
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Chic Definition Double-Strap Faux Leather Belt
Your outfit needed a little definition. This faux leather belt pairs a wide silhouette with a double-strap design and a sculptural buckle for dresses, denim, and oversized layers.
Fit & Features
- Faux leather material
- Wide silhouette
- Double-strap design
- Asymmetric oval-shaped metal buckle
- Adjustable fit
Style Number/Barcode: 07301-000486
Category Name: $20 & Under Sale
Price: $8.97 $18.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: NS
Product Badge:- Sale
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So Fab Ruffled Lace Hot Shorts
So fab, these ruffled lace hot shorts will amp up the flirty vibe of your look! They feature a low-rise waist with layered ruffles that add the cutest texture.
Fit & Features
- Sheer lace fabric with knit lining, high stretch
- Low-rise waist
- Tiered ruffled design
- Cheeky form-hugging fit
- Runs true to size
How to style for Halloween: Style them for Halloween weekend for the prettiest fairytale-inspired moment with a lace-trim corset top, knee-high socks, and heels.
Style Number/Barcode: 06503-000075
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: M, L
Product Badge:- Sale
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Windsor x Von Dutch Logo Belt
The Von Dutch belt that pulls the whole look together without trying too hard. Featuring a statement rhinestone buckle and faux leather design, this belt adds just the right amount of throwback attitude.
Fit & Features
- Rhinestone-embellished Von Dutch logo buckle
- Faux leather material
Style Number/Barcode: 07301-000500
Category Name: $20 & Under Sale
Price: $14.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: M, L, XL
Product Badge:- Sale
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Vacay Invite Rhinestone Tropical Floral Mini Dress
Vacation invite accepted. This rhinestone tropical floral mini dress brings the heat with a draped cowl neckline, tie-back halter straps, and a body-hugging fit made for plans worth dressing up for.
Fit & Features
- Lined smooth knit fabric, high stretch
- Large tropical floral print, rhinestone embellishments
- Sleeveless cowl neckline
- Tie-back halter straps
- Open back, lower tie-back spaghetti straps
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-001065
Category Name: $20 & Under Sale
Price: $19.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: XS, S, M, L
Product Badge:- Sale
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Playful Striped Bodycon Mini Dress
The season’s stripe revival was made for a packed summer calendar. A sleek mini silhouette and minimal straps give this bodycon dress an easy, trend-forward finish. Add sandals and a purse for brunch, weekend plans, or vacations!
Fit & Features
- Stretch knit fabric, striped print
- Scoop neckline
- Adjustable spaghetti straps
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000451
Category Name: $20 & Under Sale
Price: $15.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: MULTI
Available Size: M
Product Badge:- Sale
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Wild Card Leopard Print Off-Shoulder Mini Dress
A little wild, very hard to ignore. This leopard print mini dress pairs an asymmetric off-shoulder neckline with a twisted strap and knotted wrap-front drape for a chic bodycon fit that knows exactly what it’s doing.
Fit & Features
- Mesh fabric with knit lining, high stretch
- Leopard print
- Asymmetric off-shoulder neckline, twisted strap
- Wrap-front design, knotted drape-front detail
- Mini-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-001293
Category Name: $20 & Under Sale
Price: $21.97 $48.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Sale
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Party Proof Sequin Mini Dress
Your plus one is the sparkle. This sequin bead dress brings a strapless tube neckline, a bodycon fit, and a lace-up back made for birthdays, parties, and every photo-packed plan.
Fit & Features
- Lined mesh fabric, sequin bead pattern
- Strapless tube neckline
- Bodycon fit
- Lace-up back
- Mini length hem
- Runs true to size
Style Number/Barcode: 05103-001031
Category Name: $20 & Under Sale
Price: $19.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: M
Product Badge:- Sale
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Ring Leader Micro Mini Tote Bag
Handle the plans like you booked the table. This structured micro mini bag brings polished shape, ring handles, and a detachable chain strap for versatile styling with any look.
Fit & Features
- Micro mini structured silhouette
- Ring handles
- Detachable chain strap
- Holds small, loose items
- Faux leather material
Style Number/Barcode: 07201-000050
Category Name: $20 & Under Sale
Price: $8.97 $17.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: NS
Product Badge:- Sale
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Sleek Drama Cross Pendant Lariat Necklace
A little drama goes a long way. This cross pendant lariat necklace drops into a sleek, elongated silhouette with faceted glass embellishments that add just enough shine to low necklines and layered looks.
Fit & Features
- Long lariat silhouette
- Faceted glass embellishments
- Cross pendant
- Lobster clasp closure with extender
Style Number/Barcode: 07002-000655
Category Name: $20 & Under Sale
Price: $3.97 $14.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: NS
Product Badge:- Sale
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Fierce Finish Leopard Ears And Face Art Set
Your glam leopard look comes together fast with accessories that do the theme work for you. Spotted ears, coordinating face art, and gemstone-style details give this set a playful feline finish. Keep the rest of the styling sleek and simple so the leopard details stay front and center.
Fit & Features
- Leopard ears and face art set
- Spotted leopard-print ear headband, faux fur material
- Coordinating feline face art
- Gemstone-style face adornments
How to style for Halloween: Pair with black or animal-print separates and sleek makeup to complete the leopard look.
Style Number/Barcode: 07308-000142
Category Name: $20 & Under Sale
Price: $2.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Steampunk Western Outlaw Six-Piece Costume Set
Build your Steampunk western outlaw look with six coordinated pieces that take the guesswork out of costume styling. The set includes a hat, goggles, off-the-shoulder top, waist cincher, layered skirt, and belt gun accessory for a complete Western-meets-industrial look. Add your own tights and boots to finish the Halloween outfit.
Fit & Features
- Six-piece costume set
- Set includes hat, goggles, top, waist cincher, skirt, and belt gun accessory
- Woven off-the-shoulder cropped top with long sleeves, ruffled trim
- Woven waist cincher with lace-up design, studded detailing
- Woven layered high-low skirt with ruffle detailing
- Western-style hat and coordinating goggles
- Faux leather belt with detailed metal buckle, metal accents, layered chain-link design, gun accessory
- Runs true to size
How to style for Halloween: Complete the Steampunk western outlaw look with tights, Western-inspired boots, and smokey eye makeup.
Style Number/Barcode: 06401-000059
Category Name: $20 & Under Sale
Price: $9.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spotted Charm Polka Dot Satin Midi Skirt
The outfit formula just got easier. This polka dot midi skirt pairs its fluid shape with delicate lace trim for a polished finish that still feels effortless. Style it with a cute top and heels when the plans call for something a little more dressed up.
Fit & Features
- Polka dot print, satin fabric
- High-rise waist with bow accent
- Curve-hugging silhouette
- Scalloped lace-trim midi hem
- Runs true to size
Style Number/Barcode: 06401-000061
Category Name: $20 & Under Sale
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feminine Flirt Feather Trim Babydoll Dress
Give your robot costume a softer spin with a playful, futuristic edge. The babydoll dress combines a sheer look with feather trim and a flirty pink finish that keeps the costume direction on theme and commands attention.
Fit & Features
- Sheer mesh fabric, bust knit lining, high stretch
- Faux fur trim neckline, adjustable spaghetti straps
- Multiple hook-and-eye back closures, cutout accent
- Center back split design
- Flowy mini-length silhouette
- Faux fur trimmed hem
- Runs true to size
- Shorts pictured not included
How to style for Halloween: Add heels, gloves, and sleek makeup to complete the look.
Style Number/Barcode: 06001-000775
Category Name: $20 & Under Sale
Price: $9.97 $54.90
On Sale: Yes
Availability: In Stock
Available Color: PINK
Available Size: L
Product Badge:- Sale
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Floral Mood Mesh Maxi Skirt
Florals with a little edge. This mesh lace-up maxi skirt brings a sleek bodycon fit, lined stretch feel, and back slit detail made for plans that need a stronger outfit. Style with the matching tube top.
Shop Matching Top: Floral Mood Mesh Lace-Up Tube Top
Fit & Features
- Mesh fabric with full-length knit lining, high stretch
- Large floral print
- High-rise elasticized waist
- Back slit accent
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000133
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Sale
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Big Plans Only Sequin Sweetheart Bodycon Mini Dress
Consider subtle officially off the table. Covered in high-shine sequins, this strapless bodycon mini brings a sweetheart neckline and curve-hugging fit made for birthdays, celebrations, and nights that deserve the extra sparkle.
Fit & Features
- Sequin-embellished fabric with smooth lining
- Strapless sweetheart neckline
- Fitted bodice with curve-hugging shape
- Bodycon silhouette with mini length
- Runs true to size
Style Number/Barcode: 05103-001075
Category Name: $20 & Under Sale
Price: $19.97 $49.90
On Sale: Yes
Availability: In Stock
Available Color: ROYAL
Available Size: XXS, XS, S, M, L
Product Badge:- Sale
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Sunkissed Stroll Knit Poncho
The poncho that makes every outfit feel a little more effortless. With its airy open-knit design, soft drape, and relaxed silhouette, this throw-on poncho is made for layering over tops and swimsuits for that perfect summer lovin' vibe.
Fit & Features
- Sheer open knit fabric
- Asymmetrical neckline
- Relaxed silhouette
- Runs true to size
Style Number/Barcode: 06005-000364
Category Name: $20 & Under Sale
Price: $12.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: OLIVE
Available Size: M, L
Product Badge:- Sale
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Caught Up Beaded Maxi Skirt
The skirt that makes every mirror selfie worth posting. This maxi skirt brings just the right amount of shine, serving a flattering curve-hugging fit and a striking thigh-high slit that keeps all eyes on you.
Shop Matching Top: Caught Up Beaded Crop Top
Fit & Features
- Slinky knit stretchy fabric
- High-rise wrap-accent waist with beaded cinch
- Thigh-high front slit
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000184
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Sale
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Sharp Move Buckle Bag
Your outfit called for a plot twist. This metallic bag brings a sleek sculpted shape with a statement buckle accent for nights when the details need to do the talking.
Fit & Features
- Statement buckle accent, flap snap-button closure
- Top shoulder strap
- Structured asymmetrical silhouette
- Stud accents
- Lined spacious interior
- Silver: metallic material, Black: faux leather
Style Number/Barcode: 07203-000190
Category Name: $20 & Under Sale
Price: $13.97 $28.90
On Sale: Yes
Availability: In Stock
Available Color: SILVER, BLACK
Available Size: NS
Product Badge:- Sale
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Back Talk High Neck Bodycon Mini Dress
The front keeps it polished, the back has other plans. This high neck backless mini dress hugs close in stretchy nylon knit, finished with an open back and twisted lower detail that makes the exit just as good as the entrance.
Fit & Features
- Nylon knit fabric with knit lining, high stretch
- Sleeveless high neckline
- Halter strap, triple back button closures
- Open back, lower twist-back design
- Mini-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-001307
Category Name: $20 & Under Sale
Price: $19.97 $40.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
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Flutter Butterfly Back Bodycon Mini Dress
A statement back makes this one hard to forget. Floral embellishments add dimension across the fitted mini dress, while the butterfly-shaped cutout creates the standout finish. It brings the right amount of detail to party and going-out plans.
Fit & Features
- Allover floral sequin embellishments, lined mesh fabric
- V-neckline, padded bra cups
- Adjustable spaghetti straps
- Butterfly-shaped open back with cutout detail
- Bodycon mini-length fit
- Runs true to size
Style Number/Barcode: 05101-001444
Category Name: $20 & Under Sale
Price: $24.97 $62.90
On Sale: Yes
Availability: In Stock
Available Color: PINK-2
Available Size: XXS, XS, S, M, L
Product Badge:- Sale