$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.

  • Retro Crush Floral Chiffon Mini Dress

    Serving vintage flirt energy in this floral mini dress. It brings the vibe with a breezy A-line fit, playful cutouts, and a tie-front bust made for sunny days.

    Fit & Features

    • Vintage-inspired floral print
    • Chiffon fabric, smooth woven lining
    • V-neckline, tie-front bust, adjustable spaghetti straps
    • Stretchy smocked back panel
    • Side cutouts along the bodice
    • A-line fit, ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000775

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LAVENDER

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Heaven Sent Chiffon Angel Wings

    Give your DIY angel costume its defining finishing touch. The feathered chiffon angel wings add sweeping shape and soft movement that make the celestial theme unmistakable. Keep the styling light and tonal for an angel look that feels pulled together.

    Fit & Features

    • Angel wings
    • Layered chiffon wing panels
    • Feathered detailing
    • Sweeping wing silhouette
    • Clear adjustable straps

     

    How to style for Halloween: Pair with the rhinestone catsuit, shimmering makeup, and celestial accessories to complete the angel look.

    Style Number/Barcode: 07308-000128

    Category Name: $20 & Under Sale

    Price: $2.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Teen Dream Jelly Ballet Flats

    Texture does the most, so your outfit does not have to. These jelly ballet flats feature an airy lattice design and an easy slip-on silhouette that creates trendy looks with denim, minis, and everyday plans.

    Fit & Features

    • Square toe
    • Open lattice design
    • Flat sole
    • Easy slip-on silhouette
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07405-000037

    Category Name: $20 & Under Sale

    Price: $18.90

    Availability: In Stock

    Available Color: BLACK, BLUE, CLEAR

    Available Size: 9, 10, 5, 6, 7, 8

    Product Badge:
    • Sale
  • Camo Crush Bow Trucker Hat

    A little outdoorsy, a little cute, and way more fun than your basic cap. This camouflage trucker hat mixes a bold print with a sweet embroidered bow for the kind of accessory that makes the whole outfit.

    Fit & Features

    • Structured trucker hat silhouette
    • Curved brim
    • Embroidered bow
    • Sheer mesh panels
    • Adjustable snap-back closure

    Style Number/Barcode: 07302-000359

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: NS

    Product Badge:
    • Sale
  • Rodeo On The Calendar Cowboy Hat

    The outfit was good, then the hat showed up. This faux suede cow print cowboy hat adds a playful western twist that instantly pulls together festivals, carnivals, and weekend plans.

    Fit & Features

    • Structured cowboy hat silhouette
    • Cow print
    • Adjustable inner strings for a snug fit
    • Faux suede material

    Style Number/Barcode: 07302-000279

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poolside Plans Jelly Kitten Heels

    Vacation mood activated. These jelly kitten heels bring a playful throwback feel with clear thong straps and an easy slip-on design made for sunny day dressing!

    Fit & Features

    • Kitten heel
    • Square toe
    • Clear PVC thong strap
    • Cushioned insole
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07401-000707

    Category Name: $20 & Under Sale

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Liquid Logic Sculpted Drop Earrings

    Clean lines, high impact. These sculpted drop earrings bring a fluid metal shape and glossy finish that instantly sharpens everything from a fitted top to a night-out dress.

    Fit & Features

    • Metal construction
    • Sculpted drop silhouette
    • Open center teardrop design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000494

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: NS

    Product Badge:
    • Sale
  • Glow Hour Rhinestone Bodycon Mini Dress

    Shine that feels sleek, not overdone. This fitted mini dress catches the light with rhinestone detailing while the curve-hugging shape keeps the look clean and flattering. Wear it when your plans call for something polished with just enough sparkle.

    Fit & Features

    • Draped cowl neckline, padded bra cups
    • Sleeveless design, spaghetti straps
    • Rhinestone-embellished, printed mesh fabric, sewn-in knit lining
    • Lace-up back detail
    • Bodycon fit with a mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-001028

    Category Name: $20 & Under Sale

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Playing Nice Lace Bodycon Dress

    The kind of dress that makes the mirror selfie mandatory. This lace mini dress brings the drama with a twist bust, ruched bodycon fit, and ruffle hem made for birthday dinners, date nights, and parties.

    Fit & Features

    • Lace fabric, sewn-in knit lining
    • Strapless sweetheart neckline, padded bra cups
    • Twist bust
    • Ruched bodycon fit
    • Ruffle trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001259

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Twinkle Plans Glitter Ruffle Mini Dress

    A little sparkle, a lot of compliments incoming. This strapless mini dress hugs your curves, then flares into a tiered ruffled hem that moves with you from dinner plans to dance floor moments.

    Fit & Features

    • Glitter knit fabric with sewn-in knit lining, high stretch
    • Strapless straight-across neckline, no-slip strip
    • Bodycon silhouette
    • Tiered ruffle mini-length hem
    • Runs true to size 

    Style Number/Barcode: 05101-001124

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Unwrapped Mummy Distressed Mesh Top

    Bring the mummy costume to life with a distressed mesh top that makes the wrapped look instantly recognizable. Layered wrap-like details and ruched texture give the crop top silhouette an undone, eerie finish. 

    Shop Matching Bottoms: Unwrapped Mummy Distressed Mesh Shorts

    Fit & Features

    • Distressed mesh fabric, knit lining
    • Off-the-shoulder neckline
    • Ruched texture
    • Layered wrap-like detailing
    • Fitted cropped hem
    • Asymmetrical trailing strip details
    • Runs true to size

     

    How to style for Halloween: Complete the mummy look with the coordinating wrapped shorts sold separately, dramatic eye makeup, and statement boots.

    Style Number/Barcode: 06001-000729

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BEIGE

    Available Size: S, L

    Product Badge:
    • Sale
  • Twinkle Tie Lace-Up Sequin Skater Dress

    A little sparkle with a very good sense of timing. The sequin lace finish catches the light, while the cutout front and lace-up back keep the look flirty without overdoing it. Perfect for hoco, birthdays, and dressy celebrations.

    Fit & Features

    • Sequin lace fabrication
    • Strapless sweetheart neckline
    • Front cutout details
    • Lace-up back
    • Flared skater fit with mini length hem
    • Runs true to size

    Style Number/Barcode: 05101-001666

    Category Name: $20 & Under Sale

    Price: $19.97 $62.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Windsor x Von Dutch Denim Jacket

    This Von Dutch denim jacket brings the cool-girl energy. With a cropped fit and bold embossed graphic, this jacket pulls your whole look together for concerts, festivals, or weekend trips.

    Shop Matching Bottoms: Windsor x Von Dutch Wide-Leg Denim Jeans

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • Collared neckline
    • Button front closures, dual front flap pockets with button detail
    • Long sleeves with single button detail, logo at the hems
    • Back Von Dutch logo graphic detailing
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06203-000050

    Category Name: $20 & Under Sale

    Price: $40.97 $92.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Cute V-Neck Halter Top

    Outfit sorted before the group chat even replies. This V-neck halter top hugs in all the right places with a soft stretch feel and a cute vibe that’s made for last-minute plans and low-effort styling.

    Fit & Features

    • Cotton-blend fabric, high stretch
    • Sleeveless plunging V-neckline
    • Halter strap, partially open back
    • Ruched detailing
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000504

    Category Name: $20 & Under Sale

    Price: $24.90

    Availability: In Stock

    Available Color: BLACK, WHITE, RED, WINE, BLUE-2

    Available Size: S, M, L, XS

    Product Badge:
    • Sale
  • Outfit Finisher Four-Pack Bracelet Set

    This four-pack bracelet set brings dimension, shine, and an effortless layered look to everything from vacation looks to dinner reservations.

    Fit & Features

    • Four-pack bracelet set
    • Two sleek metal bangle bracelets
    • Two clear bangle bracelets 
    • Rhinestone embellishments

    Style Number/Barcode: 07003-000261

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CLEAR

    Available Size: NS

    Product Badge:
    • Sale
  • Gleaming Sleeveless Sequin Mini Dress

    This is the kind of shine that needs very little styling. The sleeveless mini dress keeps the silhouette clean, making bold earrings and strappy heels an easy match. Finish with a simple bag and let the sequins handle the rest.

    Fit & Features

    • Allover sequin fabric, mesh fabric 
    • Sewn-in knit lining
    • Sleeveless crew neckline
    • Bodycon fit
    • Back zipper with hook-and-eye closure
    • Runs true to size

    Style Number/Barcode: 05103-001016

    Category Name: $20 & Under Sale

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XXS, XS, S, M, L, XL

    Product Badge:
    • Sale
  • Risky Business Patent Buckle Booties

    Glossy, strappy, and not here to play it safe. These patent booties pair bold cutouts with multiple buckle straps and a chunky block heel for an edgy finish to your look.

    Fit & Features

    • 5.5” Block heel, 5” leg opening, 5.5” shaft
    • Closed square toe
    • Cutout design, side zipper closure
    • Multiple adjustable belted buckle straps
    • Platform sole
    • Glossy patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000076

    Category Name: $20 & Under Sale

    Price: $12.97 $62.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: 9, 10

    Product Badge:
    • Sale
  • Kendra O-Ring Cutout Bandage Formal Dress

    Special Occasion

    Built for the nights when confidence deserves a spotlight, the Kendra sculpted bandage formal dress turns every step into a head-turning entrance. The sleek silhouette flows around an alluring cutout traced in bold O-ring detailing—made to captivate from rooftop parties to chic nights out.

    Fit & Features

    • Strapless neckline
    • Asymmetrical O-ring trim cutout detail
    • Cutout leads to high side slit
    • Back zipper with hook-eye closure
    • Sculpting bandage knit fabric with stretch
    • Runs true to size

     

    Where to Wear:

    Rooftop parties, birthday celebrations, bachelorette parties, and nights out.

    Style Number/Barcode: 05002-001693

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Patrol Ready Police Officer Bodysuit

    This police officer look has zero interest in keeping things low-key. The bodysuit pairs short sleeves and a collared neckline with a front zip, chest pocket details, and shoulder patches for a uniform-inspired finish that does the most. Finish with boots and bold accessories for a Halloween look that means business.

    Fit & Features

    • Knit stretch fabric
    • Collared neckline, short sleeves
    • Chest pocket accents
    • Shoulder patch details
    • Uniform-inspired design
    • Form-hugging fit
    • Runs true to size

     

    How to style for Halloween: Add furry handcuffs, fishnet tights, and thigh-high boots to complete your police costume.

    Style Number/Barcode: 06001-000708

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: L

    Product Badge:
    • Sale
  • Ava Tropical Beaded Mesh Mini Dress

    Special Occasion

    The Ava beaded mesh detail gives this mini its standout finish. This beaded mesh mini dress pairs a strapless neckline with a twisted bust detail and tropical motif for a statement look with texture and shine. The bodycon silhouette keeps the embellished design sleek and defined.

    Fit & Features

    • Tropical motif design, beaded embellishments
    • Lined mesh fabric, minimal stretch
    • Strapless neckline, non-slip grip lining, padded bra cups
    • Twisted bust detail
    • Side zipper and hook-eye closure
    • Bodycon mini silhouette
    • Runs true to size

     

    Where to Wear:

    Vacations, honeymoons, resort getaways, birthday parties, date nights

    Style Number/Barcode: 05001-000933

    Category Name: $20 & Under Sale

    Price: $29.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, PRINT

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Dark Web Spider Queen Rhinestone Poncho Top

    Your DIY costume plans just found their web of possibilities. The sheer spiderweb poncho top adds rhinestone sparkle and a dramatic draped shape that works for both Spider Queen and Glam Spider looks. 

    Fit & Features

    • Poncho top
    • Sheer mesh fabric
    • Spiderweb print
    • Rhinestone embellishment
    • Draped poncho silhouette 
    • Runs true to size

     

    How to style for Halloween: Layer it over a sleek top and add statement jewelry plus dramatic makeup to shift the look between Spider Queen and Glam Spider.

    Style Number/Barcode: 06001-000776

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Height Check Scrunch Open Toe Wedges

    Consider your heel lineup officially upgraded. These open-toe wedges pair a sleek toe strap with a scrunched ankle design and a sculpted wedge heel for any outfit craving high-fashion height.

    Fit & Features

    • Sculpted wedge heel
    • Open almond toe design, sleek toe strap
    • Scrunched closed ankle detail with side zipper closure
    • Cushioned insole
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07406-000075

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, TAUPE

    Available Size: 5.5, 6, 7.5, 8, 10, 6.5, 7

    Product Badge:
    • Sale
  • Poolside Flash Platform Heels

    The kind of heels that become the center of attention. With metallic shine and wraparound straps that climb just right, these platform heels were made for parties, vacations, and hitting the town.

    Fit & Features

    • Block heel
    • Almond toe
    • Sleek toe strap
    • Spiral ankle straps
    • Platform sole, cushioned insole
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000708

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydream Darling Babydoll Mini Dress

    Your soft-girl moment just called. This puff sleeve mini dress features an open tie back and breezy cotton blend woven fabric that feels easy, romantic, and perfect for brunch, showers, and any weekend fun.

    Fit & Features

    • Cotton-blend woven fabric, woven lining
    • Puff short sleeves
    • Square neckline
    • Open tie-back design
    • Babydoll silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000698

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale