$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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Wild Orchid Stud Earrings
A little unexpected, a lot unforgettable. These sculptural flower stud earrings pair textured petals with a metallic center for an organic statement that feels equal parts vintage treasure and modern art.
Fit & Features
- Sculptural flower stud earrings
- Textured petal design
- Contrasting metallic center detail
- Statement silhouette
- Post back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000473
Category Name: $20 & Under Sale
Price: $3.97 $12.90
On Sale: Yes
Availability: In Stock
Available Color: BURGUNDY
Available Size: NS
Product Badge:- Sale
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Lush Floral Print Strapless Maxi Dress
Summer plans just found their dress. The floral print maxi dress pairs a softly draped strapless neckline with a high side slit for an effortless statement. Wear it to destination celebrations, cocktail parties, and on vacation dinners.
Fit & Features
- Floral print, mesh fabric, brushed knit lining
- Strapless draped neckline
- High side slit
- Sleek curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001634
Category Name: $20 & Under Sale
Price: $21.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: OLIVE
Available Size: S, M, L, XL
Product Badge:- Sale
- Floral print, mesh fabric, brushed knit lining
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Island Twirl Crochet Mini Skort
Warning, this skort makes every walk a little more dramatic. This crochet mini skort features layered ruffle details and built-in shorts for the cutest mix of flirty and practical.
Fit & Features
- Crochet fabric, stretchy knit built-in shorts lining
- Low-rise drawstring waist tie
- Form-hugging fit
- Layered ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 06501-000122
Category Name: $20 & Under Sale
Price: $12.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: L
Product Badge:- Sale
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Bloom Theory Floral Fringe Earrings
Florals with a little movement built in. These floral fringe earrings pair sculpted petals with cascading chain strands for a polished statement that feels playful, not precious.
Fit & Features
- Metal construction
- Floral drop silhouette
- Sculpted petal design
- Cascading chain fringe with twisted metal accents
Style Number/Barcode: 07001-000491
Category Name: $20 & Under Sale
Price: $3.97 $12.90
On Sale: Yes
Availability: In Stock
Available Color: SILVER
Available Size: NS
Product Badge:- Sale
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Headline Worthy Buckle Stiletto Pumps
A little attitude goes a long way. These buckle stiletto pumps bring sharp lines, statement hardware, and just the right amount of edge to elevate everything from tailored sets to your favorite mini dress.
Fit & Features
- Stiletto heel
- Closed pointed-toe with belted accents
- Cushioned insole
- Closed ankle, belted ankle straps
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000730
Category Name: $20 & Under Sale
Price: $12.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 8
Product Badge:- Sale
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Charmed Floral Beaded Bodycon Mini Dress
Beaded florals bring a romantic update to the season’s embellished trend. The sweetheart neckline and bodycon silhouette keep this mini dress sleek, while the textured surface adds statement shine. Pair it with heels and delicate jewelry for a polished look.
Fit & Features
- Floral beaded mesh-lined fabrication
- Sweetheart neckline with spaghetti straps, padded bra cups
- Cross-back strap design
- Bodycon mini silhouette
- Runs true to size
Style Number/Barcode: 05101-001347
Category Name: $20 & Under Sale
Price: $29.97 $64.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: XXS, XS, S, M, L
Product Badge:- Sale
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Floral Moment Halter High Slit Maxi Dress
Fit & Features
- Floral printed mesh fabric with mini-length knit lining, high stretch
- Sleeveless deep V-neckline
- Tie-back halter straps, open back
- Ruched front design
- Maxi-length asymmetric hem, high-cut front slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-001446
Category Name: $20 & Under Sale
Price: $21.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: XS, S
Product Badge:- Sale
- Floral printed mesh fabric with mini-length knit lining, high stretch
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Tied Up Lace Up Faux Leather Capri Pants
The capri comeback just got a more rebellious update. These faux leather pants combine a form-hugging fit with front and side lace-up accents for a look that feels current and unapologetic. Add a fitted top and platform sandals.
Fit & Features
- Faux leather fabrication with a slight stretch
- Front lace up closure
- Side lace up grommet accents along the front pockets
- Back zipper closure
- Form-hugging fit
- Capri length silhouette, side slit accents
- Runs true to size
Style Number/Barcode: 06402-000052
Category Name: $20 & Under Sale
Price: $14.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Sale
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Shimmer Status Sequin Beaded Mini Skirt
Consider the entrance handled. This sequin beaded mesh mini skirt features a form-hugging fit, adding just enough shimmer for dinner reservations, parties, and RSVP plans. Pair with the matching poncho.
Shop Matching Top: Shimmer Status Sequin Beaded Mesh Poncho
Fit & Features
- Sheer mesh fabric with knit lining, moderate stretch
- Floral sequin and beaded swirl embroidery
- High-rise waist
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000176
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
Product Badge:- Sale
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Sunlit Bloom Floral Sequin Bodycon Dress
Soft florals and shimmering sequins make this dress easy to style with a polished daytime finish. Pair the bodycon silhouette with strappy heels and delicate jewelry to highlight the sweetheart neckline and softly gathered bust. Add a compact bag to keep the look light and refined.
Fit & Features
- Floral pattern, sequin fabrication, knit stretchy lining
- Satin sweetheart neckline, padded bra cups
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001403
Category Name: $20 & Under Sale
Price: $19.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE, PRINT
Available Size: S, M, L
Product Badge:- Sale
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Flare Affair Belted High-Rise Pants
These flare pants know how to work a long line. The high-rise waist stays fitted through the hips and thighs before opening into a dramatic flared leg, with the wide grommet belt sharpening the shape up top. The result is a sleek silhouette with just enough retro attitude.
Fit & Features
- Woven fabric
- High-rise waist
- Wide grommet belt
- Hip-hugging fit
- Flared hem
- Runs true to size
Style Number/Barcode: 06402-000054
Category Name: $20 & Under Sale
Price: $18.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: M
Product Badge:- Sale
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Wild Side Zebra Print High-Slit Maxi Skirt
Serving confidence with a little bit of chaos. This zebra print mesh maxi skirt brings all the drama with a high-cut side slit and flowy fit made for statement-making plans. Style with the matching tie-front top.
Shop Matching Top: Wild Side Zebra Print Tie-Front Top
Fit & Features
- Zebra print sheer mesh fabric, high stretch
- Built-in knit panty lining
- High-rise waist
- Wrap-front design, high-cut side slit
- Maxi-length hem
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06501-000174
Category Name: $20 & Under Sale
Price: $14.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: ZEBRA
Available Size: M, L
Product Badge:- Sale
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Wild Card Cowl Halter Mini Dress
This dress doesn't do subtle, and that's exactly the point. The draped cowl neckline, daring open back, and mixed animal print make this halter mini dress the first thing you'll reach for when packing for vacation or nights out.
Fit & Features
- Mixed animal print, knit-lined fabric
- Plunge cowl halter neckline, tie straps
- Open tie back
- Bodycon mini-length fit
- Runs true to size
Style Number/Barcode: 05103-001060
Category Name: $20 & Under Sale
Price: $19.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: GRAY
Available Size: XS, S, M, L
Product Badge:- Sale
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Choose Your Statement Earrings Set
One set, six completely different moods. This six-pack earrings set mixes sculpted studs, textured mini hoops, herringbone fringe, rhinestones, and angled acrylic drops for an accessory lineup with range.
Fit & Features
- Six-pack earrings set
- Three pairs of studs, triangular, round, and textured designs
- One pair of textured mini hoops
- One pair of linear earrings, herringbone fringe design
- One pair of linear earrings, round rhinestone stud, acrylic angled accent
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000472
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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Enchanted Dream Princess Two-Piece Costume Set
Step into an enchanted princess look with a costume set made for fairytale plans. The off-the-shoulder bodysuit features glitter velvet and ornate gold-tone detailing, while the coordinating sheer mesh thigh-high leg warmers complete the royal-inspired silhouette.
Fit & Features
- Two-piece costume set includes bodysuit and leg warmers
- Off-the-shoulder neckline with faux fur overlay
- Glitter velvet fabric with metallic gold-tone decorative detailing
- Padded bust with underwire, back zipper with hook-eye closure
- V-shaped waist seam, sleek knit angled mini-length overlay
- High-cut bodysuit silhouette with snap button closures
- Metallic gold-tone adjustable garter straps, sheer mesh thigh-high leg warmers
- Runs true to size
How to style for Halloween: Complete the enchanted princess look with a tiara, gloves, statement jewelry, and heels.
Match With Your Bestie: Dark Sorceress Four-Piece Costume Set
Style Number/Barcode: 06001-000722
Category Name: $20 & Under Sale
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spooky Sultry Vibe Rhinestone Skeleton Hot Shorts
A little sparkle with a spooky sultry vibe. These rhinestone skeleton hands hot shorts bring a cheeky twist to your festival and party looks with a sparkling graphic on the back, a low-rise waist, and a stretchy, curve-hugging fit.
Fit & Features
- Seamless knit fabric, high stretch
- Low-rise waist
- Rhinestone-embellished skeleton hands graphic on back
- Cheeky, form-hugging fit
- Runs true to size
How to style for Halloween: Style with an alluring top, rhinestone jewelry, and tall boots for a glam DIY Halloween costume.
Style Number/Barcode: 07109-000082
Category Name: $20 & Under Sale
Price: $2.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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RSVP Spark Rhinestone Clutch Bag
Covered in rhinestones with a sculptural metal handle and optional chain strap, this clutch bag is ready for weddings, birthdays, dances, and every RSVP on your calendar.
Fit & Features
- Structured clutch bag silhouette
- Sleek metal handle
- Detachable chain strap
- Clasp closure
- Spacious lined interior
- All-over rhinestone embellishments, glitter material
Style Number/Barcode: 07204-000069
Category Name: $20 & Under Sale
Price: $14.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: PINK, GOLD, BLACK
Available Size: NS
Product Badge:- Sale
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High Seas Pirate Lace-Up Corset Crop Top
Pirate plans just got a lot cuter. This off-the-shoulder corset crop top mixes long sleeves, a lace-up front, and a contrasting faux leather corset-style waist panel for a costume that brings the drama without trying too hard.
Fit & Features
- Off-the-shoulder neckline
- Front lace-up detail
- Long sleeves, cinched flared hems
- Contrasting faux leather corset-style waist panel
- Cropped silhouette
- Runs true to size
How to style for Halloween: Pair it with the satin head scarf, ruffle shorts, and tall boots to finish the look with a playful high-seas attitude.
Style Number/Barcode: 06003-000457
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spark It Up Rhinestone Stud Earring Six Pack
Your jewelry rotation just got six new reasons to shine. This rhinestone stud earring set mixes multiple sizes, so you can keep it subtle, stack them up, or go full sparkle depending on the plan.
Fit & Features
- Six-pair rhinestone stud earring set
- Round faceted rhinestone design
- Assorted stud sizes
- Prong set detailing
- Post back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000486
Category Name: $20 & Under Sale
Price: $3.97 $14.90
On Sale: Yes
Availability: In Stock
Available Color: SILVER, GOLD
Available Size: NS
Product Badge:- Sale
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Sunset Stroll Lace-Up Espadrille Wedges
These wedges were made for sunset strolls after dinner. The lace-up straps, woven platform, and hoop detail give effortless vacation allure, whether you're on a getaway or staycation.
Fit & Features
- Almond toe
- Strappy toe with hoop detail
- Espadrille platform sole
- Lace-up ankle straps
- Runs true to size
Style Number/Barcode: 07406-000068
Category Name: $20 & Under Sale
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Windsor x Von Dutch Letter Chain Belt
Not the accessory stealing the entire outfit. This Von Dutch letter chain belt brings all the throwback attitude with rhinestone details that catch the light from every angle, making even your simplest look feel way more intentional.
Fit & Features
- Von Dutch lettering with rhinestone embellishments
- Chain design
- Polished metal finish
- Lobster clasp closure
Style Number/Barcode: 07301-000495
Category Name: $20 & Under Sale
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Throwback Blues Mid-Rise Denim Shorts
Vintage mood, zero thrift hunt required. These denim shorts feature a mid-rise waist, front fading effect, and raw cut hem for that 90s look that feels effortless from day plans to last-minute trips.
Fit & Features
- Denim fabric with slight stretch
- Mid-rise waist
- Form-hugging fit
- Raw-cut hem
- Classic five-pocket styling, belt loop accents
- Front button and hidden zipper closure
- Runs true to size
Style Number/Barcode: 06603-000255
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: LIGHT, DENIM
Available Size: 0, 1, 3, 5, 7, 9, 11, 13
Product Badge:- Sale
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Ruffle Reverie Chiffon Ruffle Maxi Dress
The charm is all in the layers. A sweetheart neckline flows into tiered chiffon ruffles that give this maxi dress a playful, polished finish, while the cutout back offers a flirty allure. Style with dainty jewelry and heels.
Fit & Features
- Chiffon fabric, smooth lining
- Sweetheart neckline with spaghetti straps
- Cutout back design
- Tiered ruffle A-line silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001477
Category Name: $20 & Under Sale
Price: $19.97 $62.90
On Sale: Yes
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
Product Badge:- Sale
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Winged Romance Pearl Butterfly Choker
Delicate details, major payoff. This pearl butterfly choker mixes polished beads, airy butterfly accents, and cascading chain drops for a dreamy finish with a little edge.
Fit & Features
- Delicate chain design
- Faux pearl accents
- Butterfly charm details with fringe
- Lobster clasp closure
Style Number/Barcode: 07002-000622
Category Name: $20 & Under Sale
Price: $3.97 $18.90
On Sale: Yes
Availability: In Stock
Available Color: SILVER
Available Size: NS
Product Badge:- Sale