$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.

  • City Crush Polka Dot Lace Maxi Dress

    Caught feelings… for this dress. This polka dot slip maxi dress hugs just right with a sleek silhouette that’s made for dinners, drinks, and a little lingering eye contact.

    Fit & Features

    • Lightweight woven knit fabrication
    • Sleeveless v-neckline
    • Contrast lace trim bodice
    • Polka dot pattern
    • Slip silhouette styled fit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-001218

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Angelina Leopard Print Satin Mermaid Dress

    Special Occasion

    Designed to turn heads, the Angelina satin mermaid dress hugs every curve in a bold leopard print with a sultry open back. The sleek cowl neckline and fluid floor-sweeping silhouette bring a touch of effortless allure to your luxe night out.

    Fit & Features

    • Premium satin fabric
    • Leopard print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, lower tie detail
    • Floor-sweeping mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Birthday celebrations, dressed-up date nights, rooftop parties, and luxe nights out.

    Style Number/Barcode: 05002-000440

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Escape Plan Tropical Satin Halter Maxi Dress

    Vacation mode starts here. This tropical satin maxi dress pairs a draped cowl halter neckline with a curve-skimming silhouette and a lace-up open back for sunset dinners and destination plans.

    Fit & Features

    • Smooth satin woven fabric
    • Draped cowl halter neckline
    • Tropical palm leaf pattern
    • Lace up open back with adjustable ties
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-001302

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M

    Product Badge:
    • Sale
  • Twist of Fate Mini Dress

    Sleek, sculpted, and a little unexpected. This halter mini dress stuns with its high neckline, open back, and drop waist silhouette that flatters every curve while keeping things effortlessly chic from mimosa brunches to date nights.

    Fit & Features

    • Slinky knit fabric, stretchy knit lining
    • High halter neckline with tie closure
    • Open back
    • Drop waist seam
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000351

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brooke Floral A-Line Lace-Up Formal Dress

    Special Occasion 

    Romantic and effortlessly graceful, the Brooke gown moves beautifully with every step. Designed in floral mesh, this ruffled a line floor floor-length silhouette features a square halter neckline, a high front slit, and a strappy lace-up back that feels polished yet undeniably special.

    Fit & Features

    • Floral mesh-lined fabric
    • Square halter neckline with spaghetti straps, padded bra cups
    • Strappy lace-up back, zipper and hook-eye closure
    • High front slit for movement
    • Ruffled A-line floor-length silhouette
    • Runs true to size 

     

    Where to Wear:

    Garden and outdoor weddings, vineyard or countryside celebrations, rehearsal dinners, engagement parties, special date nights, big birthday events, formal dances, destination resorts, baby showers

    Style Number/Barcode: 05002-000572

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Hours Bloom Floral Maxi Dress

    Sleek, sculpted, and made to linger in the memory. This mesh maxi dress features a square neckline and a curve-hugging fit that feels elevated enough for dressy occasions and vacay.

    Fit & Features

    • Stretch mesh fabrication with smooth lining, floral print
    • Spaghetti straps with a square neckline
    • Fitted bodice through the hips
    • Curve-hugging fit, flared maxi hem
    • Runs true to size

    Style Number/Barcode: 05101-000721

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Kristen Printed Rhinestone Formal Dress

    Special Occasion

    The Kristen mermaid gown brings together sculpted ruching, a dramatic plunge neckline, and shimmering rhinestone detailing for a look that feels unforgettable from every angle. The lace-up back and curve-skimming silhouette make it the perfect plus-one for every RSVP that calls for going all in.

    Fit & Features

    • Printed mesh-lined fabric, allover mini rhinestones
    • Sculpted sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Open lace-up back
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Destination weddings, vacations, summer galas, cocktail soirees, formal celebrations, birthday dinners

    Style Number/Barcode: 05002-001442

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

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

    Product Badge:
    • Sale
  • Jessa Lace-Up Mermaid Sequin Formal Dress

    Special Occasion

    The Jessa sequin formal dress will charm hearts with her magnetic radiance at banquets or red-carpet events! Featuring a lace-up back that adds a touch of allure, while the intricate sequin pattern on a sheer mesh fabric exudes luxury and sophistication.

    This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.

    Fit & Features

    • Sequin pattern, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • V-neckline, padded bra cups
    • Lace-up, back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, galas, and black-tie events.

    Style Number/Barcode: 05002-8167

    Category Name: $20 & Under Sale

    Price: $59.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Them Stare Mesh Slit Maxi Dress

    This is the dress that captures all the attention on vacations and weekend escapes. Featuring a bold floral print, curve-hugging fit, and a leg-baring side slit, it's equal parts sultry and unforgettable.

    Fit & Features

    • Statement floral print, mesh-lined fabric
    • Strapless tube neckline
    • High side slit
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001170

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Sale
  • Endless Summer Abstract Maxi Dress

    This dress looks like it was made for golden hour by the water. Featuring a dreamy abstract print, draped cowl neckline, and beaded halter straps, it brings effortless vacation energy to every RSVP.

    Fit & Features

    • Abstract print, mesh knit fabric, sewn-in knit lining
    • Square halter neckline, beaded tie straps
    • High side slit
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000702

    Category Name: $20 & Under Sale

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marisa Rhinestone Halter Mini Dress

    Special Occasion

    Designed to dazzle, the Marisa rhinestone mini dress hugs your curves with a halter neckline and ruched detailing. The bodycon fit and sparkling finish make it the perfect pick for nights when the spotlight is yours.

    Fit & Features

    • Rhinestone-embellished, mesh-lined fabric
    • Halter square neckline, wide tie-back strap, padded bra cups
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    HOCO, bachelorettes, date nights, birthday dinners, rooftop hotel bars, girl's night, cocktail parties

    Style Number/Barcode: 05001-000468

    Category Name: $20 & Under Sale

    Price: $39.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easy Escape Textured Stripe Halter Dress

    Made for sunshine-filled plans and easy outfit decisions. This textured stripe dress features a smocked halter bodice and a softly flared skirt that creates beautiful movement with every step. Perfect for beach vacations, brunch dates, and warm-weather weekends that call for effortless style.

    Fit & Features

    • Texture striped knit fabric, partial knit lining
    • Halter neckline with tie straps
    • Open back
    • Flowy silhouette with a ruffle hem
    • Runs true to size

    Style Number/Barcode: 05102-000753

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Intentions Halter Mini Dress

    Serving bold energy with zero effort. This animal print mini dress features a plunging halter neckline and statement sash detail that moves with you from dinner plans to after hours.

    Fit & Features

    • Animal print, knit-lined fabric
    • Halter neckline with plunging front detail
    • Open back with adjustable ti
    • Tie closure
    • Side sash drape detail
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000669

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • VIP Only Bodycon Mini Dress

    This is the dress you reach for when the invite says “dress up,” and you fully intend to. With its metallic sheen, statement bead detail, and bodycon ruching, it brings just the right amount of drama for cocktails, birthday dinners, and dance floors that turn into memories.

    Fit & Features

    • Abstract metallic sheen knit fabric
    • Halter neckline, beaded accents, tie straps
    • Ruched bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000617

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • RSVP To Sunshine Striped Mini Dress

    This striped halter mini dress hugs in all the right places with a flattering curve-hugging fit that’s made for brunch, beach city strolls, and vacations.

    Fit & Features

    • Striped pattern, ribbed knit fabric, knit lining, high stretch
    • Halter V-neckline with tie straps
    • Partially open back
    • Curve-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000785

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GREEN

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Center Of Attention Cutout High Slit Maxi Dress

    One look, and suddenly you're the topic of conversation. This cutout maxi dress pairs a plunging neckline, daring high slit, and sculptural flower hardware for a look that feels both glamorous and unforgettable.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Sleeveless plunging V-neckline
    • Tie-back halter spaghetti straps, open back with lower tie-back spaghetti straps
    • Flower hardware accent, ruching, asymmetric side cutouts leading to open back
    • High-cut side slit
    • Maxi-length hem, form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000835

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Extra Confident Strappy Back Bodycon Midi Dress

    Your go-to when the night calls for something a little extra. This strappy back bodycon midi dress hugs in all the right places with sleek stretch knit fabric, ruched detailing, and a high slit that keeps every step feeling confident and a little daring.

    Fit & Features

    • Sleek knit fabric, high stretch
    • Sleeveless V-neckline
    • Dual spaghetti straps, open back with halter and lower tie-back straps
    • Ruched detailing
    • Curved seam, high-cut front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001128

    Category Name: $20 & Under Sale

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Sale
  • Meet Me In Floral Mesh Maxi Dress

    Serving soft glam with a side of romantic drama. This mesh halter maxi dress hugs in all the right places and moves like a dream—perfect for weddings, rooftop hotel bars, or any event where looking unforgettable is the vibe.

    Fit & Features

    • Floral print, mesh-lined fabric
    • V-neckline
    • Curve-hugging silhouette
    • Center back slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000385

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In All Night Long Sleeve Mini Dress

    Low effort, high impact, zero hesitation. This mesh cutout mini dress brings the drama with a bold center opening and O ring details that do all the talking.

    Fit & Features

    • Abstract print, mesh-lined fabric
    • Scoop neckline with center cutout design
    • Fitted long sleeves
    • O-ring hardware detail down the front
    • Bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000615

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Lily Abstract Print Mermaid Formal Dress

    Special Occasion

    The Lily dress is made for nights that feel artful and unforgettable, where every detail deserves attention. A multi-print abstract fabric shapes a form-hugging long silhouette, finished with a sweetheart neckline, cutout bust, and a high side slit that brings movement and allure.

    Fit & Features

    • Abstract print, mesh-lined fabric with stretch
    • Adjustable spaghetti straps with sweetheart neckline and twist-front bust detail
    • Front cutout at bodice, padded bra cups
    • Back zipper and hook-eye closure
    • Ruched mesh overlay through bodice and skirt
    • High front slit at hem, floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Destination weddings, evening ceremonies, dressy cocktail parties, birthday dinners, engagement parties, fashion forward events, anniversaries, honeymoons, vacations

    Style Number/Barcode: 05002-000573

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • McKenzie Floral Slit A-Line Formal Dress

    Special Occasion

    Softly draped and undeniably striking, the McKenzie floral dress was made for candlelit receptions, rooftop celebrations, and every entrance worth remembering. This floral mesh gown features an off-the-shoulder neckline, allover ruching, and a dramatic thigh-high slit that brings movement and modern romance to the silhouette.

    Fit & Features

    • Floral pattern, mesh-lined fabric
    • Ruched off-the-shoulder neckline
    • High front slit
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, summer galas, birthday dinners, cocktail soirees, garden parties, black tie celebrations, special date nights

    Style Number/Barcode: 05002-001398

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Serving Chic Halter Cutout Bodycon Midi Dress

    Serving subtle drama with zero effort. This halter bodycon midi dress sculpts your shape with ribbed stretch and bold cutouts—made for nights when you want to feel chic and a little daring.

    Fit & Features

    • Hacci ribbed knit-lined fabric, high stretch
    • Sleeveless crew neckline
    • Halter tie-back straps, open back
    • Waist cutouts leading to an open lower back
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000666

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, L

    Product Badge:
    • Sale
  • Rare Find Animal Print Maxi Dress

    A little wild, a little glamorous, and impossible to scroll past. This animal print mesh maxi dress pairs a sweetheart neckline, cutout details, hardware accents, and a dramatic front sash for the kind of entrance people remember.

    Fit & Features

    • Multi-animal print, lined mesh fabric
    • Strapless sweetheart neckline
    • Hardware bust insert with cascading sash
    • Cutout bodice
    • Curve-hugging, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000803

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spice Done Right Mesh Midi Dress

    Too good to save for just one occasion. This mesh midi dress hugs every curve with ruched detailing and a strapless neckline that makes the whole dress feel a little extra in the best way.

    Fit & Features

    • Mesh-lined fabric
    • Strapless sweetheart neckline
    • Back zipper closure
    • Bodycon silhouette, ruched detail
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000588

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale