$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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Not Flirting Leopard Print Baseball Hat
A little cheeky, a little unbothered, and guaranteed to start a conversation. This leopard print baseball hat adds personality to off-duty outfits with a playful embroidered slogan and an easy throw-on-and-go fit.
Fit & Features
- Structured baseball cap silhouette
- Front embroidered script "Not Flirting/Just Hot And Talking"
- Leopard print brim
- Adjustable snap back closure
Style Number/Barcode: 07302-000309
Category Name: $20 & Under Sale
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On The List Side Slit Maxi Skirt
This is your new favorite maxi skirt for vacations or weekend fun! Designed with a sleek, body-hugging fit and a high side slit, it keeps things minimal but still turns heads.
Fit & Features
- Lined knit fabric, high stretch
- High-rise waist
- High front slit
- Form-hugging
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000152
Category Name: $20 & Under Sale
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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About Tonight Caged Stiletto Heels
Tiny straps, sharp heel, and just enough sparkle to make every entrance feel a little dangerous. These lace-up stiletto heels feature a strappy caged design with buckle accents to give every outfit a statement.
Fit & Features
- Stiletto heel
- Square toe
- Strappy caged design, buckle accents
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000722
Category Name: $20 & Under Sale
Price: $12.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK, SILVER
Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10, 5.5
Product Badge:- Sale
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Worth The Wait Midi Dress
Some outfits are good, this dress; was worth holding out for. This textured knit midi dress features a flattering bodycon fit, side slit, and statement open back that delivers from every angle.
Fit & Features
- Pointelle knit fabric, smooth knit lining
- Scoop neckline
- Adjustable spaghetti straps
- Dual twist open back detail
- Side slit
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 06005-000368
Category Name: $20 & Under Sale
Price: $17.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: RED, OLIVE
Available Size: S, M, L, XS
Product Badge:- Sale
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Crystal Curve Rhinestone Oval Hoops
Consider your ear stack officially upgraded. These rhinestone hoop earrings blend an elongated oval shape with faceted stones in varied cuts for a polished pop of shine that instantly dresses up any look.
Fit & Features
- Sculptural oval hoop silhouette
- Mixed-faceted rhinestone embellishments
- Graduated stone detailing
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000313
Category Name: $20 & Under Sale
Price: $3.97 $11.90
On Sale: Yes
Availability: In Stock
Available Color: GOLD
Available Size: NS
Product Badge:- Sale
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Golden Bloom Statement Stud Earrings
Bold florals with an heirloom feel. These sculptural flower stud earrings feature textured metal petals and a faceted center stone that catches the light from every angle.
Fit & Features
- Floral design
- Sculptural petals
- Polished shine metal finish
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000340
Category Name: $20 & Under Sale
Price: $3.97 $9.90
On Sale: Yes
Availability: In Stock
Available Color: GOLD
Available Size: NS
Product Badge:- Sale
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Windsor x Von Dutch Graphic Shorts
No styling stress, just instant attitude—these shorts handle the vibe. These Windsor x Von Dutch graphic shorts fit like they were made just for you with a sleek, throw-on-and-go vibe perfect for nights out or last-minute plans. Pair with the matching halter top.
Shop Matching Top: Windsor x Von Dutch Lace-Up Halter Top
Fit & Features
- Cotton-blend knit fabric, moderate stretch
- Low-rise ribbed waistband
- Side pockets
- Front and back Von Dutch logo graphics
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 07103-000105
Category Name: $20 & Under Sale
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Windsor x Von Dutch Lace-Up Halter Top
No styling stress, just instant attitude—this one handles the vibe. This Windsor x Von Dutch lace-up halter top fits like it was made just for you with a sleek, throw-on-and-go vibe perfect for nights out or last-minute plans. Pair with the matching shorts.
Shop Matching Bottoms: Windsor x Von Dutch Graphic Shorts
Fit & Features
- Cotton-blend knit fabric, high stretch
- Sleeveless V-neckline
- Halter tie-back straps, partially open back
- Front Von Dutch logo graphic
- Lace-up side detailing with tie closures
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000495
Category Name: $20 & Under Sale
Price: $16.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
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Forever Dazzling Lace-Up Sequin Bead Mini Dress
Your dazzle will be endless in this sensational sequin-beaded mini dress! Strike the party with the shine of this bodycon dress with a lace-up back that turns heads.
Fit & Features
- Mesh fabric with knit lining, moderate stretch
- All-over iridescent sequin and beaded embellishments
- Square neckline, pleated cowl neck draped overlay, padded bust
- Spaghetti straps
- Open lace-up back, lower zipper with hook-eye closure
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-000378
Category Name: $20 & Under Sale
Price: $24.97 $56.90
On Sale: Yes
Availability: In Stock
Available Color: LAVENDER, LIGHT, BLUE
Available Size: L, XS, S, M
Product Badge:- Sale
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Island Bloom Flower Stud Earrings
Vacay vibes, no passport needed. These tropical flower studs bring sunny energy and a hint of glam—perfect for brunch, birthdays, shower celebrations, or just pretending you’re on island time.
Fit & Features
- Tropical flower design
- Post-back closure
- Polished finish
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000553
Category Name: $20 & Under Sale
Price: $3.97 $7.90
On Sale: Yes
Availability: In Stock
Available Color: SILVER
Available Size: NS
Product Badge:- Sale
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Day Party Darling Eyelet Mini Dress
The kind of dress that gets complimented before you even sit down. With its eyelet fabric, plunge halter neck, open back, and floaty skater silhouette, this dress was made for bridal brunches, garden parties, and every sunny RSVP on your calendar.
Fit & Features
- Eyelet woven fabric, knit lining
- Plunge halter neck, tie straps
- Open back,
- Skater silhouette
- Tiered ruffle mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000945
Category Name: $20 & Under Sale
Price: $19.97 $54.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Sale
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Rodeo Rules Tube Crop Top
A little country, a little trouble. This longhorn graphic crop top brings a fitted throwback feel with a cotton blend fabric that’s made for denim, boots, and last-minute concert tickets.
Fit & Features
- Cotton-blend soft knit stretchy fabric
- Tube strapless neckline
- Tie-back detail
- Graphic longhorn
- Pointed crop fitted hem
- Runs true to size
Style Number/Barcode: 06002-000603
Category Name: $20 & Under Sale
Price: $10.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Sale
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Soft Glam Sequin Lace Strapless A-Line Dress
Soft glam, but make it unforgettable. This sequin lace strapless A-line dress features a sweetheart neckline with a knotted center and flirty cutout, and a twirl-worthy silhouette made for parties, date nights, and every RSVP on your calendar.
Fit & Features
- Sheer lace fabric with lining
- Subtle clear sequin embroidery
- Strapless sweetheart neckline, knotted center design, ruching
- Back zipper closure
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000944
Category Name: $20 & Under Sale
Price: $19.97 $52.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
Product Badge:- Sale
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Ocean View Floral Beaded Mini Dress
This is the dress that ends up in every vacation photo. With a draped cowl neckline, floral beading, and an open tie-back design, this bodycon mini dress was made for dinner reservations that turn into unforgettable nights.
Fit & Features
- Floral print, beaded mesh fabric, sewn-in knit lining
- Cowl neckline
- Spaghett straps
- Open tie-back
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-000830
Category Name: $20 & Under Sale
Price: $24.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: XS, S, M, L
Product Badge:- Sale
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Caught In The Sun Halter Tie Top
This one just hits different in daylight. A sequin knit halter tie-back top with a flowy, flyaway fit that keeps it breezy, flirty, and made for warm days that turn into plans.
Fit & Features
- Knit fabric, minimal stretch
- Clear sequin embellishments with iridescent finish
- Plunge open front design
- Halter straps
- Open back with lower tie-back spaghetti straps
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06005-000296
Category Name: $20 & Under Sale
Price: $13.97 $32.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
Product Badge:- Sale
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Dress Code Strappy Stiletto Heels
These strappy stiletto heels feature sleek crisscross straps and a sculpted heel that pairs perfectly with everything from wedding guest dresses to weekend escapes.
Fit & Features
- Sculpted stiletto heel
- Square toe
- Strappy caged design
- Adjustable ankle strap with buckle closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000728
Category Name: $20 & Under Sale
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Expensive Attitude Leopard Baseball Cap
This statement cap features bold embroidered lettering and a leopard print brim that instantly levels up your off-duty look. Throw it on with denim, athleisure, or a casual 'fit when the vibe is confident and a little extra.
Fit & Features
- "Expensive the attitude is free" embroidered script
- Curved leopard print brim
- Adjustable snap back closure
- Classic baseball cap silhouette
Style Number/Barcode: 07302-000237
Category Name: $20 & Under Sale
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Downtown Cool Denim Jorts
Low rise, laid back, and accidentally the coolest thing in your closet. These denim jorts bring that effortless cool vibe with a relaxed fit that works from coffee runs to concerts.
Fit & Features
- Medium wash denim
- Low-rise waist
- Relaxed silhouette
- Frayed hem
- Front button closure, belt loop accents, five-pocket styling
- Runs true to size
Style Number/Barcode: 06603-000224
Category Name: $20 & Under Sale
Price: $17.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: MED, DENIM
Available Size: XL
Product Badge:- Sale
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Glow Note Sequin Strapless A-Line Mini Dress
The sparkle is doing plenty, but the back detail deserves its own applause. A sequin bodice brings the shine, while the strapless neckline and lace-up back keep the look polished with a playful flair. Style with glam jewelry for dressy events.
Fit & Features
- Chiffon fabric stretchy knit lining
- Strapless neckline, non-slip grip lining
- Sequin-embellished bust, padded bra cups
- Lace-up back, zipper and hook-eye closure
- A-line mini-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001272
Category Name: $20 & Under Sale
Price: $19.97 $62.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XXS, XS, S, M, L, XL
Product Badge:- Sale
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Petal Poise Sequin Embroidered Mini Dress
Romance just got a little more daring. This floral-embroidered chiffon mini dress pairs sparkling sequin details with a plunging neckline, ruffled straps, and a lace-up back, made for gorgeous entrances.
Fit & Features
- Chiffon cotton fabric with satin woven lining
- Floral metallic thread embroidery with sequin detail
- Sleeveless deep V-neckline, pleated wrap-front design
- Ruffled shoulder straps
- Open lace-up back, lower zipper with hook-eye closure
- Mini-length ruffled hem, A-line fit
- Runs true to size
Style Number/Barcode: 05101-001305
Category Name: $20 & Under Sale
Price: $19.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
Product Badge:- Sale
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Eyes On You High Slit Maxi Skirt
Just enough to catch their attention. This high slit maxi skirt sculpts with soft stretch and statement hardware, giving effortless confidence from sunset plans to late nights.
Shop Matching Top: Eyes On You Cutout Tube Top
Fit & Features
- High-rise waist
- Hardware accent at the waist
- Ruched detailing
- Maxi-length hem with high-cut side slit
- Knit fabric with high stretch
- Runs true to size
Style Number/Barcode: 06501-000114
Category Name: $20 & Under Sale
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Ariel Velvet Slit Mermaid Formal Dress
Special Occasion
Opulent and unforgettable, the Ariel velvet gown drapes the figure with a liquid-like finish, featuring a sweetheart neckline and daring thigh slit. Finished with delicate straps and a floor-sweeping hem, it’s a timeless look that guarantees a showstopping entrance.
Fit & Features
- Velvet fabric
- Adjustable spaghetti straps
- V-neckline
- High side slit
- Mermaid silhouette, floor-length hem
- Runs true to size
Where to Wear:
Weddings, black tie galas, rehearsal dinners, engagement parties, upscale birthday events, milestone celebrations, holiday soirees, military ball, anniversary party
Style Number/Barcode: 05002-000209
Category Name: $20 & Under Sale
Price: $39.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Diamond Tide Tube Crop Top
A little shimmer changes everything. This rhinestone hibiscus embellished crop top features a tube neckline, tie back detail, and pointed crop hem that was practically made for vacation dinners and flash photos.
Fit & Features
- Rhinestone hiscus embellished pattern
- Cotton-blend knit soft stretchy fabric
- Strapless tube neckline
- Tie back
- Pointed fitted crop hem
- Runs true to size
Style Number/Barcode: 06002-000607
Category Name: $20 & Under Sale
Price: $10.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, M, L
Product Badge:- Sale
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Mustang Mood Ford Graphic Tee
This oversized Ford Mustang graphic tee brings vintage race day vibes with a relaxed fit that works with denim shorts, boots, or whatever plans showed up last-minute.
Fit & Features
- Soft, cotton knit fabric
- Crew neck
- Relaxed short sleeves
- Front graphic design and Ford logo
- Oversized fit
- Runs true to size
Style Number/Barcode: 06002-000548
Category Name: $20 & Under Sale
Price: $10.97 $26.90
On Sale: Yes
Availability: In Stock
Available Color: RED
Available Size: XS
Product Badge:- Sale