$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.

  • Western Sky Statement Necklace

    A bold turquoise pendant gives this necklace effortless Western charm. The vibrant stone and surrounding accents create a striking focal point that feels both rustic and polished. 

    Fit & Features

    • Statement colored stone pendant
    • Chain design
    • Lobster clasp closure

    Style Number/Barcode: 07002-000408

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cecelia Glitter Sequin A-Line Ball Gown

    Special Occasion

    Cue the slow turn—The Cecelia gown was made for that effortless entrance that lingers long after you’ve crossed the room. Designed in glitter mesh with an allover glitter sequin pattern, this A-line silhouette features a sculpted sweetheart neckline and lace-up back for a polished, romantic finish worthy of any formal night.

    Fit & Features

    • Glitter sequin pattern, mesh fabric, tulle and satin, woven linings
    • Sweetheart neckline, padded bra cups, spaghetti straps
    • Lace-up back design, hidden zipper and hook-eye closure
    • Hidden side pockets
    • A-line floor-length silhouette with full skirt
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black tie military balls, awards banquets, pageants, sorority formals, graduation balls, big birthday events, sweet sixteens, quinceañeras 

    Style Number/Barcode: 05005-000019

    Category Name: $20 & Under Sale

    Price: $49.97 $229.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jacqueline Open Back A-Line Formal Dress

    Special Occasion

    Designed for the kind of evening that calls for a slow turn and a second glance, the Jacqueline A-line gown brings sleek elegance with an unexpected edge. The plunging neckline, open back detail, and fluid silhouette create a striking balance of polished sophistication and effortless allure.

    Fit & Features

    • Floral brocade design, woven fabric and lining
    • Plunge V-neckline
    • Wide shoulder straps shape the cross-back design
    • Open back, lower hidden zipper and hook-eye closure
    • Curve-skimming A-line silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Wedding guests, bridesmaids, rehearsal dinners, engagement parties, galas, formal milestone parties, garden parties, cocktail soirees, bridal showers, fancy birthday brunches

    Style Number/Barcode: 05002-001380

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LAVENDER

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

    Product Badge:
    • Sale
  • Tatum Sequin Lace-Up Mermaid Dress

    Special Occasion

    Designed for the spotlight and the flash of every camera, the Tatum formal dress delivers undeniable allure. This sequin mermaid dress features a plunging V-neckline and a lace-up back that sculpts and shimmers with every step, delivering that unforgettable, slow-motion moment at any black-tie affair.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin embroidered scroll pattern
    • Pleated satin woven bust, sleeveless plunging V-neckline, padded bust
    • Open cross-back lace-up strappy design with tie closure
    • Lower back zipper with hook-eye closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Black-tie parties, galas, red-carpet events, dressed-up dinners, and chic soirees.

    Style Number/Barcode: 05002-001241

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

    Product Badge:
    • Sale
  • Major Artistry Halter Cutout Top

    This top is what happens when your outfit plans get ambitious. With a halter neckline, bold cutouts, and bead details that pull it all together, this abstract moment was made for nights that start with dinner and end wherever you decide.

    Fit & Features

    • Smooth stretch fabric with abstract print
    • Halter neckline with open back
    • Triple front cutouts with bead accents
    • Fitted silhouette with pointed hem
    • Runs true to size

    Style Number/Barcode: 06001-000312

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Night Out Vibe Zebra Print Chainmail Halter Top

    Not subtle. Not supposed to be. This zebra-print chainmail halter top skims with a low cowl neckline and open back, finishing in an angled hanky hem that hits different with denim or leather for your next night out.

    Fit & Features

    • Zebra print chainmail material
    • Sleeveless low cowl neckline
    • Halter tie-back spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Angled front hanky hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000273

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TURQUOISE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Melissa Corset Tulle A-Line Ball Gown

    Special Occasion

    Designed to feel nothing short of breathtaking, the Melissa ball gown brings a sense of grandeur to every entrance. Layers of airy tulle flow from a sculpted corset bodice adorned with rhinestones, applique, and gemstone detailing, creating a look that feels regal, romantic, and unforgettable.

    Fit & Features

    • Soft tulle fabric with knit lining
    • Corset bodice with rhinestone, applique, and gemstone detailing, padded bra cups
    • Sweetheart neckline, spaghetti straps
    • Lace up back, hidden zipper and hook-eye closure
    • High front slit
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, formal balls, galas, black tie celebrations, sweet sixteen, milestone birthday events, formal award ceremonies, elegant red-carpet occasions

    Style Number/Barcode: 05005-000048

    Category Name: $20 & Under Sale

    Price: $49.97 $239.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Edge Sheer Lace Maxi Skirt

    The lace maxi skirt drapes effortlessly with a side slit that shows just enough, making it perfect for festivals, concerts, or plans when your outfit needs to feel as bold as you do.

    Fit & Features

    • Sheer lace fabric, built-in panty lining
    • Low-rise waist
    • Side slit detail
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000132

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Olivia Beaded Floral Mermaid Formal Dress

    Special Occasion

    Plucked fresh from the garden, the Olivia beaded gown is made for elegant moments that feel beautifully elevated. A strapless neckline, garden floral pattern, and a sculpted mermaid floor-length hem come together with a sleek bar back detail for a look that feels polished from every angle.

    Fit & Features

    • Garden floral pattern with intricate beaded detailing
    • Strapless neckline 
    • Bar back design
    • Mermaid silhouette with a floor-length hem
    • Runs true to size

     

    Where to Wear:

    Outdoor and indoor weddings, black tie receptions, spring galas, formal school dances, destination celebrations, engagement parties, rehearsal dinners, bridal celebrations, milestone events, baby showers

    Style Number/Barcode: 05002-001097

    Category Name: $20 & Under Sale

    Price: $19.97 $169.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Say Less Ruffle Bodycon Mini Dress

    She walks in and all the attention is on her. This ruffle bodycon mini dress shows off your curves with a plunging neckline and soft mesh ruching that feels just as good as it looks.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Sleeveless plunging V-neckline
    • Tank shoulder straps, tie-back spaghetti straps
    • Low V-back design, zipper closure
    • Ruched detailing, side ruffled accents
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000781

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS

    Product Badge:
    • Sale
  • Floral Fantasy Sequin A Line Mini Dress

    Bring the sparkle and the romance—this floral sequin strapless mini dress shines from every angle with a lace-up back and flirty A-line silhouette. Perfect for parties, formal dances, and every unforgettable look out on the town!

    Fit & Features

    • Floral sequin pattern, mesh-lined fabric, stretchy
    • Strapless tube neckline
    • Lace-up back, lower zipper and hook-eye closure
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000676

    Category Name: $20 & Under Sale

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blue Skies And Late Nights Mini Dress

    This is the dress that makes every summer plan feel a little more exciting. Featuring a breezy bandana-inspired print, open-back halter neckline, and flirty skater silhouette, it's made for vacation dinners, sunset strolls, and saying yes to plans that weren't on the calendar.

    Fit & Features

    • Paisley print, chiffon fabric, woven lining
    • Halter neckline, spaghetti straps
    • Open back
    • Stretchy smocked waist panel
    • Skater mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000646

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sweetheart Ruffle Lace Up Skater Dress

    Soft, sweet, and a little sultry—this skater dress charms with flirty off-shoulder ruffles and a lace-up back. The fitted bodice flows into a twirl-worthy skirt, making it perfect for date nights or daytime parties.

    Fit & Features

    • Chiffon-lined fabric
    • Cold shoulder sweetheart neckline, ruffled trim
    • Halter spaghetti strap
    • Lace-up back design
    • Fitted bodice with corset detailing
    • Skater short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000676

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold And Sleek Abstract Animal Print Maxi Dress

    She’s bold, she’s sleek, and she does not blend in. This abstract animal print maxi dress skims your curves with a draped cowl neckline and open tie-back detail that feels daring yet elevated—perfect for rooftop nights, birthday dinners, or any plan worth dressing up for.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Abstract animal print
    • Sleeveless low cowl neckline
    • Halter tie-back straps, open back, lower tie-back spaghetti straps
    • Maxi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000735

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

    Product Badge:
    • Sale
  • Vivienne Floral Brocade Lace-Up Dress

    Special Occasion

    The Vivienne is the kind of gown that turns every entrance into a slow-motion moment. Designed in a dreamy brocade fabric with an airy A-line silhouette, this dress pairs a softly draped cowl neckline with a striking lace-up back for that unforgettable “where did you get that?” effect.

    Fit & Features

    • Chiffon fabric with smooth woven lining
    • Sleeveless with adjustable straps
    • Draped cowl neckline
    • Floral brocade design
    • Side hidden zipper and hook-eye closure
    • Lace-up back design
    • Floor length A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, galas, weddings, and black-tie affairs.

    Style Number/Barcode: 05002-001478

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, SAGE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Cool Girl Code Lace Up Denim Maxi Skirt

    Low rise, a little undone, and exactly what your outfits were missing. This lace up denim maxi skirt hugs through the hips and flares at the hem for that effortless throw-back look.

    Fit & Features

    • Dark wash denim
    • Low-rise frayed trim waist with a lace-up design
    • Distressed color faded effect
    • Hip-hugging fit
    • Flared maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06601-000030

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S

    Product Badge:
    • Sale
  • Fave Fit Low-Rise Hot Shorts

    These low-rise hot shorts bring just enough attitude for your fave fits. The form-hugging silhouette keeps everything snatched and styled, whether you’re dressing them up with heels or keeping it effortless on the go.

    Fit & Features

    • Woven fabric
    • Low-rise waist, belt loops
    • Front closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-000042

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • City Lights Corset Denim Mini Dress

    Meet your after-dark essential—flirty, fitted, and ready for the spotlight. This lace up denim mini is the ultimate cool-girl piece to take you from golden hour snaps to rooftop cocktails.

    Fit & Features

    • Structured denim fabrication, knit panty lining
    • Strapless sweetheart neckline
    • Back zipper and hook-eye closure
    • Corset-like bodice
    • Lace up corset front detail
    • Flared skater hem, mini length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000213

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Vibes Fringe-Trim Halter Top

    Your weekend lineup just found its new favorite top. This fringe-trim halter top hugs in all the right places with textured knit fabric and a strappy open back that’s made for sunny days, concerts, and night-out plans.

    Fit & Features

    • Textured knit fabric
    • Sleeveless high halter neckline, tie-back spaghetti straps
    • Open back, dual tie-back strappy design
    • Mid-length hanky hem, fringe trim
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-000293

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M

    Product Badge:
    • Sale
  • Downtown Chic Faux Leather Mini Skirt

    A little bold, very put-together. This faux leather mini skirt sits low on the waist with a sleek finish that instantly elevates your going-out lineup without trying too hard.

    Fit & Features

    • Faux leather fabrication with coated sheen, stretch knit lining
    • Low-rise waist, side zipper closure
    • Buckled belt with metal grommets
    • Pleated silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06401-000028

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Worth The Wait Satin Lace Midi Dress

    The kind of satin midi dress that steals the whole dinner conversation. With eyelash lace trim, a curve-hugging fit, and an asymmetrical hem, this dress was made for date nights, RSVP celebrations, and cocktail soirees.

    Fit & Features

    • Silky satin woven fabric
    • Eyelash lace trim V-neckline
    • Adjustable spaghetti straps
    • Curve-hugging fit
    • Asymmetrical eyelash lace trim midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001231

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE, BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Out Tonight Ruffled Bodycon Mini Dress

    The invite said dress cute, so you understood the assignment. This ruffled bodycon mini dress hugs in all the right places with a ruched wrap-front and flirty sash detail that was made for parties, date nights, and last-minute “we’re going out” texts.

    Fit & Features

    • Sleek knit fabric, high stretch
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Ruched wrap-front design, ruffled sash accent
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000752

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Effortless Shine Rhinestone Necklace

    Sleek, sparkly, and made to catch the light. This rhinestone lariat necklace brings an elegant shimmer with a cascading drop design—perfect for low necklines and formal looks.

    Fit & Features

    • Rhinestone accents
    • Layered chain with delicate beading
    • Cascading lariat style
    • Lobster clasp closure

    Style Number/Barcode: 07002-000251

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Skyler Floral Applique Glitter A-Line Gown

    Special Occasion

    The Skyler gown captures the light with radiant glitter and a sweeping A-line silhouette that is both glamorous and enchanting. Intricate floral applique frames the neckline and back for a romantic finish, creating a look that feels made for every grand entrance on your calendar.

    Fit & Features

    • Glitter woven fabric with full-length knit lining, tulle lining for added volume
    • Sleeveless sweetheart neckline with rhinestone floral embroidered applique, padded bust
    • Pleated cowl neck draped overlay
    • Adjustable spaghetti straps
    • Rhinestone floral embroidered applique on the back, zipper with hook-eye closure
    • Floor-sweeping A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black-tie parties, birthday celebrations, and formal affairs.

    Style Number/Barcode: 05004-000020

    Category Name: $20 & Under Sale

    Price: $39.97 $139.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS

    Product Badge:
    • Sale