$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.

  • Stacked Intentions Chain And Bead Bracelet Set

    Serving luxe on repeat—this triple-threat bracelet stack is your instant glow-up. Perfect for layering or letting each piece shine solo, it's your new go-to for everything from last-minute brunches to date nights that might turn into something more.

    Fit & Features

    • Polished mixed-metal design
    • Chunky chain, smooth bead, and textured link styles

    Style Number/Barcode: 07003-000052

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Texas Snap Back Trucker Hat

    Achieve a cool and laid-back vibe with this trucker hat, where state pride meets unbeatable style. Featuring a wide curved brim and a bold Texas embroidered script, and an adjustable snap back closure for the perfect fit.

    Fit & Features

    • Wide curved brim
    • Embroidered Texas script
    • Two-tone design
    • Snap back adjustable closure

    Style Number/Barcode: 07302-000079

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Vision Flocked Floral Strapless Midi Dress

    All eyes on you—the strapless silhouette and velvet flocked florals do all the talking. With a bodycon fit and leg-baring slit, this midi dress is pure confidence in motion.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Velvet flocked floral pattern
    • Strapless straight-across neckline
    • Ruching, back zipper closure
    • Midi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000258

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildflower Nights Mesh Midi Dress

    Bold florals meet a curve-hugging fit—this mesh midi dress is ruched to perfection with a sultry side slit and delicate straps. Equal parts romantic and daring, it’s made for events when you want all eyes on you.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000251

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shoulder The Flirt A-Line Mini Dress

    Giving soft drama and sweet details! This cold shoulder mini dress flatters with a twist-front sweetheart neckline and an A-line fit that flatters just right, perfect for date night or semi-formal soirees.

    Fit & Features

    • Airy mesh fabric lined with stretchy knit
    • Cold shoulder sweetheart neckline, padded bra cups
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000257

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aleena Sequin Flower Bodycon Mini Dress

    Special Occasion

    Made for a head-turning arrival, the Aleena sequin mini dress brings soft glam with high-impact shine. Designed in a sequin-covered stretch fabric, this bodycon mini features a halter V-neckline and an eye-catching floral accent that feels both flirty and elevated.

    Fit & Features

    • Sequin-embellished fabric
    • Halter V-neckline, padded bra cups
    • Flower accent
    • Open back, zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, bachelorettes, bridal showers, date nights, garden parties, cocktail soirees, fancy brunches, birthdays, rooftop hotel bars

    Style Number/Barcode: 05001-000251

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS

    Product Badge:
    • Sale
  • Lucky Layers Pearl Bracelet Set

    Stack your sparkle with this dreamy trio. Featuring a clover charm, faux pearls, and a chain link bracelet, it’s the easiest way to level up your wrist game—no styling stress required.

    Fit & Features

    • Three piece bracelet set
    • One clover charm bracelet
    • One faux pearl bracelet
    • One chain link bracelet

    Style Number/Barcode: 07003-000053

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Ribbed Knit Skater Dress

    When your outfit says polished but still playful, this is the skater dress. The mock neck and fit-and-flare silhouette keep it chic, flirty, and ready for any plans on your calendar.

    Fit & Features

    • Ribbed sweater knit fabric, moderate stretch
    • Sleeveless mock neckline
    • Tank shoulder straps
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000085

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Moves Faux Leather Bodycon Mini Dress

    Bold, sleek, and built to own the room—this faux leather mini dress doesn’t play. The curve-hugging bodycon fit turns every night into your best night out.

    Fit & Features

    • Patent faux leather fabric
    • Sleeveless plunging V-neckline
    • Halter straps, open back
    • Back zipper closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000252

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lisa Velvet Mini Dress With Gloves

    Special Occasion

    Opulent and unforgettable, the Lisa velvet mini dress stuns with its bodycon fit, embellished sweetheart bodice, and matching opera-length gloves. A true statement-maker, it’s designed for evenings that call for pure drama and allure.

    Fit & Features

    • Velvet fabric
    • Strapless sweetheart neckline with applique trim, padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Long gloves included

     

    Where to Wear:

    HOCO, weddings, black tie occasions, birthday events, opera and theatre nights, cocktail soirees, fancy date nights, milestone celebrations

    Style Number/Barcode: 05001-000257

    Category Name: $20 & Under Sale

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Sweet Like That Floral Lace Mini Dress

    Giving soft girl glam with a flirty twist—this floral lace strapless mini dress brings all the charm. Perfect for brunch, birthdays, or shower celebrations!

    Fit & Features

    • Floral print lace fabric lined with stretch knit
    • Strapless neckline
    • Ruched fitted bodice
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000270

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greta Strapless Bodycon Midi Formal Dress

    Special Occasion

    Sleek and sultry, the Greta strapless midi formal dress is tailored with ruching that sculpts the silhouette and a thigh-high slit for just the right amount of drama. The perfect blend of sophistication and allure, it’s made for evenings that leave a lasting impression.

    Fit & Features

    • Smooth knit stretch fabric
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Wrap front slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, cocktail soirees, charity auctions, dressed-up date nights, birthdays, milestone celebrations, holidays

    Style Number/Barcode: 05001-000269

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laced In Allure Strapless Mini Dress

    Business in the front, party in the back—this strapless mini dress is the best of both worlds. Sleek ruching meets a lace-up open back that’s made for a flirty exit.

    Fit & Features

    • Stretch knit fabric
    • Strapless neckline
    • Fitted A-line silhouette
    • Lace-up open back detail
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000263

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back For More Ruffle Bow Midi Dress

    From the front, it’s sleek, from the back it’s full-on chic. The bow-and-train moment brings attitude without saying a word to this midi dress, perfect for any dressy occasion!

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • V-neckline
    • Adjustable spaghetti straps
    • Low open back cut, statement bow with cascading train
    • Mermaid silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000268

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caught In The Curve Mini Dress

    This strapless mini brings the drama with a pleated tube neckline and a body-hugging fit that’s anything but basic. Style with high heels and major attitude!

    Fit & Features

    • Sleek knit fabric with subtle sheen, stretchy knit lining
    • Tube strapless neckline, pleated, no-slip grip lining
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000265

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bid Day Babe Kappa Kappa Gamma Tank Top

    A lil sisterhood, a lot of style. This crop tank top brings playful sorority vibes with a cheeky graphic that keeps your fit fun and flirty.

    Fit & Features

    • Rib knit cotton-blend stretchy fabric
    • Crew neck
    • Kappa Kappa Gamma front graphic
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000250

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Francine Satin Halter Slit Midi Formal Dress

    Special Occasion

    Effortlessly sleek and made to mesmerize, the Francine is your RSVP-ready statement. With a halter V-neckline and bodycon fit in glossy satin, its side slit adds just the right touch of drama.

    Fit & Features

    • Stretch satin fabric
    • Halter V-neckline
    • Open back, lower zipper and hook-eye closure
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, birthdays, cocktail soirees, date night, rooftop hotel bars, formal milestone celebrations

    Style Number/Barcode: 05001-000291

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cut To The Chase Strapless Cutout Midi Dress

    A little cutout never hurt anybody. This strapless midi hugs your curves with a sleek silhouette and underbust cutout made to turn heads at every RSVP.

    Fit & Features

    • Stretch knit fabric
    • Bodycon silhouette
    • Sweetheart strapless neckline
    • Twist-front bodice with an underbust cutout
    • Midi length
    • Runs true to size

    Style Number/Barcode: 05101-000275

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • No Effort Drama Lace-Up Mini Dress

    This strapless mini dress stuns with a lace-up back and flirty A-line fit—perfect for date nights, parties, or a classic GNO!

    Fit & Features

    • Stretchy knit fabric with lining
    • Strapless tube neckline
    • Lace-up back detail
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000268

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetheart Lace-Up Corset Skater Dress

    Flirty with a vintage twist. This poplin corset mini dress features a sweetheart neckline with bust ties, lace-up back detailing, and a drop-waist skater skirt that twirls like a dream at parties, date nights, and any dressy occasion!

    Fit & Features

    • Poplin cotton-blend woven fabric, voluminous woven lace trim lining
    • Square neckline, bust tie, underwire bust
    • Adjustable shoulder straps
    • Lace-up back placket
    • Lace trim corset-structured bodice
    • Drop waist seam
    • Skater silhouette, flouncy mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000278

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kathrin Satin Off-The-Shoulder Mini Dress

    Special Occasion

    Effortless romance, redefined. The Kathrin mini dress stuns with its off-shoulder satin neckline and sculpted ruching, finished with soft puff sleeves that bloom like petals. Equal parts flirty and refined—it’s made for the moments that call for a little extra magic.

    Fit & Features

    • Stretch satin fabric
    • Off-the-shoulder sweetheart neckline
    • Ruffled short-sleeve cuffs
    • Back zipper closure
    • Pleated bodycon silhouette
    • Wrap mini-length hem
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, wedding receptions, engagement photoshoots, rehearsal dinners, birthdays, cocktail soirees, holiday parties, formal celebrations, bachelorettes, elegant daytime events

    Style Number/Barcode: 05001-000270

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dani Sequin Corset Lace-Up Mini Dress

    Special Occasion

    Designed to dazzle after dark, the Dani mesh mini dress features a bodycon silhouette, sweetheart neckline, and a sultry lace-up back that turns heads everywhere you go.

    Fit & Features

    • Sequin-embellished pattern, lined mesh fabric
    • Sweetheart neckline, padded bra cups
    • Spaghetti straps
    • Corset bodice, flexible boning
    • Lace-up back, zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size


    Where to Wear:

    Homecoming, birthdays, bachelorettes, clubbing, cocktail events, dressy soirees, and date nights.

    Style Number/Barcode: 05001-000284

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maggie Satin Bodycon Formal Dress

    Special Occasion

    Slip into the Maggie satin formal dress and let the spotlight find you—its bodycon silhouette and softly draped cowl neckline are made for captivating entrances, while the side slit gives effortless allure.

    Fit & Features

    • Stretch satin fabric, stretchy knit lining
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, rehearsal dinners, engagement parties and photoshoots, black tie galas, bachelorettes, bridal showers, Vegas weekends, birthdays, formal celebrations

    Style Number/Barcode: 05001-000289

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Divine Sparkle Cubic Zirconia Cross Necklace

    Radiate a divine sparkle in this dainty chain necklace featuring a cross pendant with small cubic zirconia embellishments.

    Fit & Features

    • Dainty chain
    • Cross pendant
    • Small cubic zirconia stones
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-000075

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale