$20 & Under Sale

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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.

  • Campus Cool Texas Two-Tone Baseball Cap

    This baseball cap’s got big “see ya at kickoff” energy. The bold "Texas" embroidery and two-tone design make it the ultimate cool-girl accessory for class, campus, or catching rays.

    Fit & Features

    • Structured cotton material
    • Two-tone design
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Texas"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000056

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bullseye Faux Suede Cowboy Hat

    Perfect for making a statement at rodeos, festivals, or everyday wear, this cowboy hat combines classic charm with edgy flair. The unique bull accent band adds a bold, rugged touch, while the trendy tie-back closure adds a cute touch.

    Fit & Features

    • Bull accent band with tie-back closure
    • Wide curved brim
    • Faux suede material

    Style Number/Barcode: 07302-000059

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Michigan® Tailgating Club Baseball Cap

    Repping the University of Michigan™ never looked this good. Whether you're tailgating with the crew or just vibing through your weekend plans, this two-tone baseball cap adds instant cool to any 'fit.

    Fit & Features

    • Structured cotton material
    • Two-tone design
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Michigan® Tailgating Club"
    • "M®" logo patch at side panel
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000050

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bayou Babe LSU® Tailgating Club Baseball Cap

    Big tailgate energy only—this LSU® cap brings school pride with a side of cool. Pair it with denim and iced coffee for that effortless, game-day-it-girl vibe.

    Fit & Features

    • Structured cotton material
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Bayou Bengals™ Tailgating Club"
    • "LSU®" embroidery at side panel
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000061

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped in Luxe Faux Fur Jacket

    This cropped faux fur jacket ties at the neck with a satin ribbon for the perfect mix of cozy and glam. The ultimate layering piece for celebrations, cold nights out, or when you want to look like a gift.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Long sleeves
    • Collared neckline with satin ribbon tie
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000003

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Player Two-Tone Baseball Cap

    Not just a cap—a whole attitude. This two-tone baseball cap keeps your look casual while the embroidered phrase does the talking for you.

    Fit & Features

    • Two-tone design
    • Round top
    • Short curved brim
    • Front embroidery reads, "My favorite player is the hot one"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000064

    Category Name: $20 & Under Sale

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fairy Glow Rhinestone Mini Dress

    Giving glass-slipper sparkle but make it ethereal. This fairy dress turns up the charm in a rhinestone-embellished, bodycon silhouette that hugs in all the right places and brings enchanted energy to every Halloween party!

    Fit & Features

    • Rhinestone, mirror bead-embellishments
    • Mesh fabric, sewn-in knit lining
    • V-neckline. adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Sheer side mesh inserts
    • Bodycon fit, uneven mini-length hem
    • Runs true to size

    Style Number/Barcode: 05001-000175

    Category Name: $20 & Under Sale

    Price: $39.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Support Day Drinking Trucker Hat

    Blocking the sun and bad vibes. This cheeky trucker hat is made for mimosas at noon and questionable decisions by 3.

    Fit & Features

    • Embroidered script reads "Support Day Drinking"
    • Wide curved brim
    • Sheer mesh back panel
    • Adjustable snap back closure

    Style Number/Barcode: 07302-000065

    Category Name: $20 & Under Sale

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paint the Town Halter Abstract Mini Dress

    From the front to the back—it’s a serve. This mini brings major energy with a cowl halter neckline and open back that does the most.

    Fit & Features

    • Abstract print, knit fabric, lined, moderate stretch
    • Plunge cowl halter neckline, spaghetti strap tie
    • Open back, spaghetti strap tie
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000179

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In Chain Link Belt

    Statement piece, secured. This bold-link belt brings an instant edge to your favorite dresses or bottoms!

    Fit & Features

    • Chunky chain with high-shine finish
    • Rectangular link design
    • Lobster clasp closure

    Style Number/Barcode: 07301-000052

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life's A Party Strappy Back Sequin Mini Dress

    Get ready to impress at every party in this sequin mini dress that makes heads turn in a bodycon silhouette and a strappy open back!

    Fit & Features

    • Sequin embellished pattern, mesh-lined fabric
    • V-neckline
    • Dual spaghetti straps
    • Strappy open back
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000173

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Glam Sequin Lace-Up Bodycon Mini Dress

    All glam, all you—this sequin bodycon mini dress brings major sparkle with a daring lace-up back. Designed to hug every curve, it’s your go-to for nights that call for pure confidence.

    Fit & Features

    • Mesh fabric with knit lining
    • Sequin embroidered swirl pattern
    • Sleeveless V-neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000184

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool-Girl Chic Velvet Halter Skater Dress

    Luxe meets cool-girl in this velvet halter skater dress—sleek on top, flirty on the bottom, and totally ready for your next night out. Chic, effortless, and made to turn every invite into an occasion.

    Fit & Features

    • Velvet fabric, moderate stretch
    • Sleeveless V-neckline, surplice design
    • Halter straps, partially open back
    • Pleated waist
    • Tiered fit-and-flare silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000177

    Category Name: $20 & Under Sale

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied Up In Style Bow Stretch Bracelet

    Low-key luxe with a girly pop. This bow stretch bracelet brings soft girl charm with effortlessly cool vibes.

    Fit & Features

    • Stretch design
    • Bow accents

    Style Number/Barcode: 07003-000047

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Silhouette Ruffled Lace Mini Dress

    Strut in and show off a sassy silhouette in this adorable lace mini dress featuring a strapless neckline, drop waist, and tiered ruffled design.

    Fit & Features

    • Sheer lace fabric with knit lining, moderate stretch
    • Strapless straight neckline, no-slip strip
    • Hidden side zipper with hook-eye closure
    • Drop waist
    • Tiered ruffled design
    • Mini-length hem, A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000184

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sienna Floral Bodycon Slit Formal Dress

    Special Occasion

    The Sienna floral formal dress blooms with beauty! This dress is designed with a bodycon fit and side ruched seams that enhance your silhouette with an elegant high side slit detail.

    Fit & Features

    • Floral print, sleek knit fabric, stretchy knit lining
    • Strapless neckline
    • Side ruched seams
    • High side slit
    • Bodycon silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, dinner parties, milestone celebrations, vacations, dressy date nights

    Style Number/Barcode: 05002-000167

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Femme Sheer Lace Long Sleeve Topper

    Forever femme with endless styling options, this sheer lace long sleeve topper elevates your day-to-night look.

    Fit & Features

    • Sheer lace fabric, moderate stretch
    • Fitted long sleeves
    • Crew neckline
    • Ultra-cropped length hem
    • Runs true to size

    Style Number/Barcode: 06202-000027

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelly Sequin Satin Lace-Up Mini Dress

    Special Occasion

    The Kelly mini dress is made to shimmer under soft lights and second glances. With a luxe sequin satin damask pattern and a curve-hugging bodycon silhouette, its lace-up back adds a flirty finish to every step.

    Fit & Features

    • Sequin embellishments, satin fabric, damask pattern
    • V-neckline, padded bra cups
    • Spaghetti straps
    • Lace-up back, lower zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, bridal showers, engagement parties and photoshoots, rehearsal dinners, bachelorettes, date nights, birthdays, GNO, rooftop cocktail soirees, dinner parties

    Style Number/Barcode: 05001-000188

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rosalyn Sequin Beaded Off-The-Shoulder Mini Dress

    Special Occasion

    Turn every head in the Rosalyn sequin beaded mini dress, designed with an off-the-shoulder neckline and statement bow back. Its chic, A-line silhouette makes it the perfect style for nights that call for sparkle and allure.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • All-over sequin and beaded embroidery
    • Off-the-shoulder neckline, no-slip strip, sheer woven tie-back design
    • Back zipper with hook-eye closure
    • Mini-length A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday celebrations, dressed-up dinners, romantic date nights, rooftop parties, and glam nights out.

    Style Number/Barcode: 05101-000195

    Category Name: $20 & Under Sale

    Price: $29.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Late Night Luxe Sequin Mini Dress

    Made for champagne toasts and dance floor takeovers, this sequin mini dress stuns from every angle. With its lace-up side and sultry sparkle, it’s the ultimate night-out uniform.

    Fit & Features

    • Sequin-embellished, mesh-lined fabric
    • V-neckline
    • Adjustable spaghetti straps
    • Side lace-up design
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000196

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Glow Denim Western Mini Dress

    Bold lines, bold moves. This strapless bodycon mini dress features standout topstitch detailing and a daring front cutout that sculpts your curves and keeps all eyes on you.

    Fit & Features

    • Denim fabric, slight stretch, Western flame stitched design
    • Strapless sweetheart wired neckline, padded bra cups
    • Front keyhole cutout
    • Back zipper and hidden button-up closures
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000181

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drama In The Details Open Back Skater Mini Dress

    Start drama by serving major allure in this skater mini dress on your next night on the town! This dress features a plunging V-neckline with a sleek bar strap, a bold open back design, and a playful ruffled mini-length hem that moves with you.

    Fit & Features

    • Mesh-lined fabric
    • Plunge V-neckline with bar strap
    • Open back with strap
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000194

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double The Vibe Necklace Set

    This cross necklace set is built for stacking and flexing. Two pieces, endless ways to style, and always the right move for layering.

    Fit & Features

    • Two-piece necklace set
    • One chunky chain necklace
    • One dainty chain and cross charm necklace
    • Lobster clasp closures with extenders

    Style Number/Barcode: 07002-000054

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart To Heart Pearl Chain Locket Necklace

    Serving vintage vibes with a modern twist—this pearl chain locket necklace is the sweetest way to keep your style (and maybe a secret) close to your heart. It’s dainty, dreamy, and made to layer or stand alone.

    Fit & Features

    • Faux pearl beaded chain
    • Heart locket pendant with etched floral detail
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000053

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale