$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Strike Again Snake Print Maxi Dress With Texture

    Maxi dress allure meets a wild edge in this snake print halter maxi dress, designed with a sultry scoop neckline and daring open back for late-night plans.

    Fit & Features

    • Soft stretch knit fabric, snake print, clear sequin embellishments
    • Cowl halter neckline with tie closure
    • Open back with strap detail
    • Body-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000565

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Willow Satin One-Shoulder Formal Dress

    Special Occasion

    Sleek, sculpted, and made to turn heads—the Willow formal dress moves like liquid satin with its one-shoulder neckline, daring back cutout, and high front slit. The mermaid floor-length silhouette skims every curve, creating that effortlessly elegant entrance moment.

    Fit & Features

    • Stretch satin-lined fabric
    • One-shoulder neckline
    • Back cutout design, zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Formal weddings, black-tie galas, engagement parties, rehearsal dinners, red carpet events, award night affairs, holiday soirees, cocktail receptions, luxe birthdays, opera, theatre nights

    Style Number/Barcode: 05002-000588

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Brenda Velvet Cutout Midi Formal Dress

    Special Occasion

    Designed for those slow-motion, all-eyes-up moments, the Brenda formal dress glows in luxe velvet with a sculpted bodycon fit that traces every curve. The cowl sweetheart neckline, front slit, and cutout twist back create an effortlessly refined silhouette that delivers chic drama from every angle.

    Fit & Features

    • Soft stretch velvet fabric lined with knit
    • Cowl neckline with tank-style straps, padded bra cups
    • Back cutout detail at the back with twist-knot design
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, galas, formal celebrations, holiday parties, New Year's Eve, cocktail soirees, birthday dinners, fashion-forward events, art gallery openings, formal receptions, red-carpet occasions

    Style Number/Barcode: 05001-000585

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER, NAVY

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

    Product Badge:
    • Sale
  • Lylah Off-Shoulder Velvet Mini Dress

    Special Occasion

    Made for the nights when you want your entrance to feel effortlessly elevated, the Lylah velvet mini dress brings a sculpted silhouette and off-shoulder drape that promises instant allure. With its luxe velvet texture and chic glossy woven foldover detail, it delivers that stunning, photographed-from-every-angle kind of confidence.

    Fit & Features

    • Off-the-shoulder neckline with a pleated, glossy, woven draped design
    • Plush velvet body with moderate stretch
    • Pleated detailing
    • Back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Dressed-up dinners, winter formal, birthday celebrations, fancy date nights, and chic nights out.

    Style Number/Barcode: 05001-000584

    Category Name: $20 & Under Sale

    Price: $14.97 $72.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Midnight Mischief Chain Maxi Dress

    Made to steal the spotlight, this dress is designed to stun with a strapless bandeau bodice with an O-ring center and cascading chain details that frame the waist, finishing with a curve-hugging maxi skirt and side slit for that perfect mix of edge and allure.

    Fit & Features

    • Sleek knit fabric, short knit stretch lining
    • Strapless sweetheart bandeau top, padded bra cups
    • Hoop insert
    • Detachable cascading chains
    • High side slit
    • Form-hugging fit, long-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000555

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Center Stage Sequin Mini Dress

    Turn every step into a moment. This sequin halter mini dress stuns with a plunging neckline, waist cutouts, and satin strap belt accents that serve pure high-glam confidence from every angle.

    Fit & Features

    • Sequin-embellished, sewn-in knit lining
    • Halter plunge neckline, tie closure
    • Back zipper and hook-eye closure
    • Front satin strap belted accents
    • Side waist cutouts
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000570

    Category Name: $20 & Under Sale

    Price: $11.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Bow And Pearl Charm Belt

    This rhinestone bow chain belt is the cutest way to add sparkle — dainty, eye-catching, and trimmed with faux pearl charms that sway with every step. It’s the accessory that instantly makes your outfit look thought-out (even when it wasn’t).

    Fit & Features

    • Rhinestone bow accent design
    • Slim chain belt silhouette
    • Faux pearl drop charms
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07301-000353

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Viviana Floral Embroidered Corset Ruffled Skater Dress

    Special Occasion

    Romance comes alive in the Viviana floral embroidered corset skater dress, designed with a tiered ruffled skirt that twirls with every step. A flattering lace-up back and structured bodice create the perfect balance of elegance and allure.

    Fit & Features

    • Sheer tulle fabric, satin woven, tulle, and stretchy knit linings
    • Sleeveless V-neckline, lined and padded bust
    • Sheer corset bodice, flexible boning, sequin and beaded embroidered floral applique
    • Adjustable spaghetti straps
    • Open lace-up back design, lower back zipper with hook-eye closure
    • Short skater silhouette, tiered ruffled design
    • Runs true to size

     

    Where to Wear:

    Homecoming, formal birthday parties, and fancy affairs.

    Style Number/Barcode: 05001-000111

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Extra Glow Rhinestone Necklace

    For the girls who like their sparkle with a little extra glow. This necklace pairs classic shine with oval rhinestone accents for a luxe-meets-trendy vibe.

    Fit & Features

    • Oval and round rhinestone accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-000017

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Vibes Only Metallic Knit Bodycon Mini Dress

    When your outfit does the flirting for you. This metallic knit bodycon mini dress hugs your shape with a chic drape and an open tie-back design that makes every angle your good side.

    Fit & Features

    • Metallic knit fabric, stretchy knit lining
    • Sleeveless plunging cowl neckline, tie closure
    • Tie-back halter straps
    • Open back, lower tie-back straps
    • Ruching
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000572

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Agenda Pleated Skort

    This faux leather pleated skort comes with a statement belt and a mini silhouette that says main character without even trying. Pair it with a trendy knit sweater for instant outfit chemistry.

    Fit & Features

    • Faux leather fabric, shorts lining
    • High-rise waist
    • Back zipper closure
    • Belted accent
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000087

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: L

    Product Badge:
    • Sale
  • Show Stopper Strapless Mini Dress

    Bold, sleek, and built for the spotlight. This strapless mini hugs your shape with a ruched fit and a flirty ruffle hem, finished with a rhinestone belt detail that gives it that extra “wow.” Perfect for when your outfit is the main event.

    Fit & Features

    • Smooth knit-lined stretchy fabric
    • Strapless neckline
    • Rhinestone-embellished buckle waist detail
    • Bodycon silhouette
    • Ruffle trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000573

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Off-The-Shoulder Moments Slit Maxi Dress

    This off-the-shoulder maxi dress features ruched details that contour your shape, plus a high side slit for effortless allure. Perfect for shower celebrations, formal dinners, or anytime you want all eyes on you.

    Fit & Features

    • Smooth knit stretchy fabric
    • Folded off-the-shoulder neckline
    • Fitted long sleeves
    • High side slit
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000344

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophia Velvet A-Line Mini Dress

    Special Occasion

    A moment of modern romance, the Sophia mini dress captivates with its strapless velvet bodice and flirty rosette tulle hem. Designed in a sculpted A-line silhouette, it’s the kind of dress that turns every entrance into an occasion.

    Fit & Features

    • Luxe velvet fabric, stretchy knit lining
    • Strapless sweetheart neckline
    • Back zipper and hook-eye closure
    • Flexible boning inserts along the bodice
    • A-line silhouette
    • Rosette tulle trim mini-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, holiday parties, cocktail soirees, engagement parties, formal celebrations, anniversaries, date nights, fashion-forward events, formal dances, luxe receptions

    Style Number/Barcode: 05001-000594

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Girl Couture Faux Fur Suede Trench Coat

    Cold days, but make it glam. This belted trench coat serves soft luxury with its plush faux fur collar and cuffs, button-down front, and tailored fit that ties effortlessly at the waist for that polished, cozy look.

    Fit & Features

    • Faux suede fabric, sewn-in woven lining
    • Faux fur collar neckline
    • Long sleeves with faux fur cuffs
    • Button-down front closures
    • Tie-waist belt
    • Faux pockets
    • Long hem
    • Runs true to size

    Style Number/Barcode: 06204-000089

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance Floor Darling Mini Skort

    This mini skort is all about freedom—heat-stone sparkle, flirty ruffles, and hidden shorts that let you dance, run, or drop it low without a second thought. It’s the perfect mix of cute and convenient.

    Fit & Features

    • Rhinestone-embellished stretch knit fabric
    • Smooth waistband, built-in shorts underneath
    • Tiered ruffle skort overlay
    • Mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06503-000185

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M

    Product Badge:
    • Sale
  • Unforgettable Allure Metallic Knit Halter Column Dress

    For the nights you walk in like the room’s been waiting for you, this metallic knit halter long dress is the move. The draped plunge neckline, open back, and sleek column fit create a silhouette that feels effortless but undeniably unforgettable.

    Fit & Features

    • Plunging halter neckline with soft draped cowl detail
    • Open back with tie-back halter fastening and dual lower straps
    • Fitted waist leading into a sleek column silhouette
    • High back slit for easy movement
    • Metallic knit fabric with subtle stretch for a smooth, body-skimming fit
    • Runs true to size

    Style Number/Barcode: 05101-000714

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caught Staring Cutout Mini Dress

    Instant confidence boost, no espresso required. This bodycon mini dress brings the drama with bold cutouts and sleek hardware that does the talking for you. Pair it with heels, a smirk, and a night out that ends past midnight.

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • Plunge neckline with hardware insert
    • Fitted long sleeves
    • Waist cutout accents
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000581

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

    Product Badge:
    • Sale
  • Can’t Resist Off-The-Shoulder Ruffle Mini Dress

    Soft, sultry, and a little playful—this off shoulder mini dress shows just the right amount. With ruched seams and a flirty ruffle hem, it’s your go-to for dates and weekend plans.

    Fit & Features

    • Soft stretchy double-lined knit fabric
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Side ruched seams
    • Form-hugging fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000345

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultra Game NFL San Francisco 49ers Rhinestone Tank Top

    When your game-day 'fit needs a little sparkle, this tank top shows up ready to cheer with you. The fitted, stretchy feel and rhinestone San Francisco 49ers graphic make it perfect for tailgates, nights out, or any moment you want your team pride to shine.

    Fit & Features

    • Soft cotton-blend knit fabric with a comfortable stretch
    • Scoop neckline with a fitted silhouette
    • Sleeveless design for easy layering
    • San Francisco 49ers rhinestone-embellished graphic at the front
    • Runs true to size

    Style Number/Barcode: 06002-000396

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultra Game NFL New England Patriots Crop Sweatshirt

    Sporty, easy, and a little flirty—this cropped New England sweatshirt brings instant cool-girl fan vibes. The oversized sleeves and raw-cut hem make it the perfect throw-on for game days, errands, or lounging with your crew.

    Fit & Features

    • Soft French terry cotton-blend fabric
    • Relaxed long sleeves for a comfy feel
    • Raw-cut cropped hem
    • Bold New England Patriots graphic
    • Runs true to size

    Style Number/Barcode: 06002-000426

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sashay In Satin Halter Ruffle Mini Dress

    Give effortless glam vibes in this satin mini dress boasting a halter neckline that flows into a soft blouson bodice, cinching at the drop waist before flaring into flirty tiered ruffles. A dramatic open back with a tied detail brings that sultry finish perfect for dressy date nights or holiday parties.

    Fit & Features

    • Silky smooth woven satin fabric, sewn-in knit lining
    • Halter neckline with tie closure
    • Open back design, zipper and hook-eye closure
    • Blouson bodice style
    • Cinched waist detail, ruffled tier mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000717

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Barely Behaved Lace Mini Dress

    This lace mesh mini does the most — sheer sleeves, an open back, and ruching that knows your angles. It’s the kind of dress that turns a “maybe” night out into a “yeah, we’re going.”

    Fit & Features

    • Sheer lace mesh, bust and skirt lining, moderate stretch
    • Crew neckline
    • Fitted long sleeves with scallop trim cuffs
    • Open back with a button closure
    • Bodycon silhouette
    • Ruched side seams, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000585

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Abstract Affair Mesh Mock Neck Dress

    Art meets attitude. This abstract mesh dress brings the heat with its sheer long sleeves, curve-hugging silhouette, and daring open back. It’s bold, lightweight, and made for the nights you want all eyes on you.

    Fit & Features

    • Abstract floral print, mesh-lined stretch fabric
    • Mock neckline, button closures
    • Sheer fitted long sleeves
    • Open back design
    • A-line mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000349

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale