$20 & Under Sale

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.

  • Ophelia Satin Lace-Up Midi Formal Dress

    Special Occasion

    The Ophelia formal dress catches every eye with its glossy satin finish and sculpting bodycon fit. The lace-up back detail adds just the right touch of drama—elegant, unexpected, and ready for every RSVP on your calendar.

    Fit & Features

    • Stretch satin fabric
    • V-neckline, spaghetti straps
    • Lace-up open back
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, formal dances, rehearsal dinners, engagement parties, black tie gala and benefit, dinner parties, date night, bachelorettes, birthdays, milestone celebrations, red carpet events

    Style Number/Barcode: 05001-000357

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love at First Tick Bracelet Pack

    For the girl who loves a little glam with her time, check. This heart-shaped watch and matching bracelet duo brings vintage charm with a modern sparkle—perfect for dressing up your wrist stack or gifting your effortlessly chic bestie.

    Fit & Features

    • Two-piece watch and bracelet set
    • Heart-shaped watch, adjustable side dial
    • Cable style slip-on cuff design
    • One rhinestone bracelet, lobster clasp closure
    • One twist chain heart charm bracelet, lobster clasp closure

    Style Number/Barcode: 07007-000069

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance Floor Darling Glitter Romper

    Short, sparkly, and ready for whatever the night turns into. This strapless glitter romper snatches the waist and finishes with flouncy ruffles that move with you from first drink to last song.

    Fit & Features

    • Glitter knit fabric
    • Strapless neckline
    • Fitted bodice
    • Layered ruffled mini hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000242

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: L

    Product Badge:
    • Sale
  • All The Sparkle Three-Pack Bracelet Set

    All the shine, zero overthinking. This three-pack bracelet set gives you instant wrist impact with a mix of sparkle and charm—perfect for stacking them up or breaking them out one by one when your outfit needs a little something extra.

    Fit & Features

    • Three-pack bracelet set
    • Various styles and designs
    • Rhinestone embellishments

    Style Number/Barcode: 07003-000160

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacation Glow Floral Satin Maxi Dress

    This is the satin maxi dress that quietly steals the whole moment. Silky, draped, and barely-there in the back, this floral dress moves like you planned the entrance—even if you didn’t.

    Fit & Features

    • Floral print, silky satin fabric
    • Cowl neckline
    • Spaghetti straps
    • Open cross back design
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000811

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale
  • Flutter And Glow Layered Necklace

    Layered and lovely. This gold necklace set features three delicate chains with heart and butterfly charms that add just the right amount of shimmer. Perfect for everyday layering or when you want that soft, feminine sparkle.

    Fit & Features

    • Three-layer dainty chain design
    • Heart and butterfly charm pendants
    • Rhinestone accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-000236

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Nights Mesh Halter Maxi Dress

    Vacay booked. This tropical mesh maxi dress brings that breezy, curve-skimming fit with a trendy ruffled slit that moves with you from beach cocktails to dinner.

    Fit & Features

    • Tropical print, mesh fabric, soft knit lining
    • Halter V-neckline with hardware insert
    • Tie straps, open back
    • High front ruffled slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000607

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Game High-Rise Buckle Pleated Mini Skort

    Level up your style game in this ponte mini skort this weekend! This skort features a high-rise waist with faux leather buckle accents, adding a touch of chic edginess. The pleated mini-length hem adds flirty movement, while the shorts lining ensures comfort and coverage. Complete the look in a cute graphic tee and sneakers.

    Fit & Features

    • Ponte knit fabric, stretchy knit shorts lining
    • High-rise waist with faux leather buckle accents
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1162

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Shade Tortoise Oval Sunglasses

    Effortlessly sleek, these tortoise oval sunnies bring instant cool-girl energy to any fit. Lightweight and versatile, they’re the pair you’ll want on repeat, from coffee runs to sunny day adventures.

    Fit & Features

    • Slim oval frame with tortoise finish
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-000082

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Bold Butterfly Seven-Pack Ring Set

    A charming bold seven-pack ring set featuring a statement rhinestone butterfly ring and other various chic styles with rhinestone embellishments. Complete the look with a satin midi dress for an evening soiree. 

    Fit & Features

    • Seven-pack ring set
    • One statement rhinestone butterfly ring
    • Various styles with rhinestone embellishments

    Style Number/Barcode: 07004-0452

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped in Radiance Satin Mini Dress

    Serve chic, clean-girl glamour with a mini dress that knows how to make an entrance. This satin sweetheart dress stuns with a sculpted bodice and a dramatic draped sash that falls effortlessly at one side—giving you that couture moment without even trying.

    Fit & Features

    • Sleek woven satin-lined fabric with a smooth, lustrous finish
    • Strapless sweetheart neckline, structured bodice
    • Side zipper and hook-eye closure
    • Fitted waistline with asymmetrical draped overlay
    • Side sash panel creating a cascading high-low effect
    • Short mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000809

    Category Name: $20 & Under Sale

    Price: $24.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Drama Ring Set

    This five-piece ring set mixes bold shapes, polished finishes, and high-shine metals for a stacked look that says you know fashion when you see it. Wear them together for impact or solo for sleek minimal energy.

    Fit & Features

    • Five-piece set
    • Various shapes and designs
    • Polished finish

    Style Number/Barcode: 07004-000062

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Vibe Floral Lace Cold-Shoulder Mini Dress

    RSVP secured, now all you need is this. This floral lace mini dress hugs in all the right places with a flirty cold-shoulder moment made for stepping out and getting noticed the second you walk in.

    Fit & Features

    • Sheer floral lace fabric with knit lining, high stretch
    • Sleeveless sweetheart neckline, padded bra cups
    • Cold-shoulder design, tank straps, off-the-shoulder straps
    • Back zipper with hook-eye closure
    • Ruched detailing
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001101

    Category Name: $20 & Under Sale

    Price: $52.90

    Availability: In Stock

    Available Color: WHITE, BLUE

    Available Size: S, M, L, XL

    Product Badge:
    • Sale
  • Drinks Well With Others Baseball Hat

    This baseball cap with “drinks well with others” embroidery keeps things playful while pulling your whole off-duty look together in seconds.

    Fit & Features

    • Structured wide curved brim
    • Embroidered front "drinks well with others" script
    • Adjustable back strap for a snug fit

    Style Number/Barcode: 07302-000250

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Take Cubic Zirconia Earrings

    These cubic zirconia stunners bring maximum shine with minimal effort—perfect for every RSVP-worthy moment.

    Fit & Features

    • High-shine cubic zirconia stones
    • Double rectangular drop silhouette
    • Pave halo detail
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000104

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Support And Define Seamless Smooth Bandeau

    Support and define your bust in this smooth and sleek bandeau bra. Made from buttery soft and seamless fabric, this strapless bandeau offers removable padded bra cups for shaping and support while giving you a seamless look under your favorite outfits. Style with a shapewear thong for a perfect silhouette.

    Fit & Features

    • Buttery soft and smooth stretchy knit fabric
    • Strapless neckline
    • Removable padded bra cups
    • Seamless design
    • 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: 07102-0340

    Category Name: $20 & Under Sale

    Price: $9.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Girl Vibes Lace-Up Hot Shorts

    Elevate your going-out or festival look in these faux leather hot shorts with trendy lace-up sides and a form-hugging fit.

    Fit & Features

    • Faux leather fabric
    • High-rise waist
    • Back zipper closure
    • Side lace-ups
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-1123

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim With A Heart Open Back Jumpsuit

    Structured from the front, unexpected from the back. This denim jumpsuit hugs just right with a sleek zip-up front and a heart-shaped open back that turns a classic staple into something way more memorable.

    Fit & Features

    • Structured denim fabric with subtle stretch
    • Sleeveless silhouette with zip-front neckline
    • Heart-shaped open back detail
    • Fitted through the waist with flared leg hem
    • Runs true to size

    Style Number/Barcode: 06602-000079

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Want To Want Me Floral Crochet Tie Front Top

    Wrap yourself in the bohemian charm of this floral crochet top! With kimono half sleeves and a tie-front design, this top is perfect for adding a touch of boho vibes to any outfit.

    Fit & Features

    • Sheer floral crochet knit fabric
    • Kimono half sleeves
    • Tie-front
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06204-000010

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: L

    Product Badge:
    • Sale
  • Cutie Cadet Cargo Denim Mini Skirt

    You'll look undeniably cute in this cargo denim mini skirt with a subtle camo print that'll elevate any outfit.

    Fit & Features

    • Camo print, denim fabric
    • High-rise waist, front button and zipper closure, belt loops
    • Bodycon silhouette, cargo pockets
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-000001

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GRAY

    Available Size: S, L

    Product Badge:
    • Sale
  • Low Key Styled Mid-Rise Denim Mini Skort

    An instant outfit upgrade—this denim mini skort knows exactly how to show up. The mid-rise fit keeps it comfortable while the tie-front belt and grommet details make it feel styled and on trend.

    Fit & Features

    • Denim fabric
    • Mid-rise waist with belt loops
    • Front button closure, adjustable tie belt
    • Front and back pockets
    • Grommet trim
    • Fitted mini-length overlay, hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000144

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MEDIUM, DENIM

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Perfect Staple Scoop Neck Romper

    Get ready to turn heads in this rib knit romper perfect for dressing up or down! This bodycon fit romper features a scoop neckline with removable padded bra cup inserts for added support, while the shorts hem flaunts your legs.

    Fit & Features

    • Rib knit stretchy seamless fabric
    • Adjustable spaghetti straps
    • Scoop neckline
    • Removable padded bra cup inserts
    • Bodycon fit
    • Shorts hem
    • Runs true to size

    Style Number/Barcode: 07102-000011

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M/L

    Product Badge:
    • Sale
  • Make A Scene Mid-Rise Flare Denim Jeans

    Put your curves on display in these figure-flaunting mid-rise denim jeans showcasing an accentuating seam detail and a flared hem. 

    Fit & Features

    • Dark wash denim fabric, slight stretch
    • Mid-rise waist
    • Hip-hugging fit, seam detailing
    • Flare hem
    • Front button and hidden zipper closure
    • Three-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06602-0554

    Category Name: $20 & Under Sale

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt First Flutter Sleeve Crop Top

    A little flounce, a lot of attitude. This flutter sleeve crop top brings the cinched tie-front detail and shoulder-baring fit your jeans have been waiting for.

    Fit & Features

    • Gauze woven fabric
    • Sweetheart neckline
    • Cinched tie-front design
    • Short flutter sleeves, can be worn off-the-shoulder
    • Smocked back
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000065

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale