$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.

  • Fall Romance Mesh Midi Dress

    Romantic by nature, confident by choice. This floral mesh midi dress hugs your curves with a sweetheart neckline and soft ruching that flatters every angle—perfect for brunch plans, date nights, or anywhere you feel like the main event.

    Fit & Features

    • Floral print, mesh-lined stretchy fabric
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Corset-structured bodice, flexible boning
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000579

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped in Drama Faux Leather Trench Coat

    When your outer layer is the outfit. This faux leather trench coat turns every sidewalk into a runway with its plush faux fur trim, structured shape, and cinched tie-waist that serves instant confidence.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Faux fur collar neckline
    • Long sleeves with faux fur cuffs
    • Faux fur front trim and button closures
    • Side pockets
    • Tie waist belt, longline hem
    • Runs true to size

    Style Number/Barcode: 06204-000056

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Defined And Divine Mesh Midi Dress

    This is that dress you reach for when you want quiet confidence… with a little edge. The wired V-neckline shapes everything just right, while the double tank straps give it that effortless, modern lift. Allover ruching smooths, contours, and moves with you—zero fuss, all polish.

    Fit & Features

    • Mesh overlay fabric with smooth knit lining
    • Sweetheart neckline with V-wire structure
    • Tank-style straps
    • Ruching throughout the bodice and skirt
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000584

    Category Name: $20 & Under Sale

    Price: $33.00 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Double Trouble Chunky Hoop Earrings

    Double the hoops, double the attitude. These chunky hoop earrings are your go-to for adding bold vibes to any fit—day or night, glam or chill.

    Fit & Features

    • Shiny metal with polished finish
    • Dual hoop design
    • Omega back closure


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

    Style Number/Barcode: 07001-000113

    Category Name: $20 & Under Sale

    Price: $2.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Grommet Glow Pleated Mini Skort

    This faux leather pleated mini skort amps up the edge with grommet trim detailing—made for night-out looks, concerts, or whenever you’re in the mood to turn it up.

    Fit & Features

    • Faux leather fabric
    • Low-rise waist
    • Pleated mini-length skirt overlay
    • Grommet trim
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000060

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Glow Toe Ring Set

    Because your pedicure deserves a plus-one. This three-pack toe ring set brings a mix of glam textures and playful shapes—perfect for pool days, vacays, or styling up your fave sandals.

    Fit & Features

    • Three-pack toe ring set
    • Mixed textures and sculptural designs
    • Open-ended styles for flexible fit

    Style Number/Barcode: 07004-000033

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Luxe Satin Strappy Back Midi Dress

    Soft, sleek, and endlessly romantic—this satin midi dress drapes with a cowl neckline and delicate strappy open back. Perfect for weddings, date nights, or any occasion that calls for subtle elegance with a flirty allure.

    Fit & Features

    • Silky woven satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Strappy tie-back design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000586

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Sparkle Rhinestone Chain Necklace Set

    Why pick one when you can layer them all? This rhinestone chain necklace set gives you instant sparkle energy—perfect for dressing up a casual top or stacking over your fave LBD.

    Fit & Features

    • Three-pack necklace set
    • Chunky chain necklace
    • Two-row necklace with beaded and dainty chain layers
    • Rhinestone-embellished necklace
    • Lobster clasp closures with extenders

    Style Number/Barcode: 07002-000124

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Suede Moment Belted Trench Coat

    Classic trench, luxe upgrade. This faux suede coat is belted and double-breasted for timeless structure, giving you that polished fall look whether you’re layering over dresses, denim, or office outfits.

    Fit & Features

    • Soft faux suede fabric, sewn-in knit lining
    • Lapel collar neckline
    • Long sleeves, button strap cuffs
    • Double-breasted front button closures
    • Tie-waist belt, side pockets
    • Longline hem, center back slit design
    • Runs true to size

    Style Number/Barcode: 06204-000058

    Category Name: $20 & Under Sale

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Glitter Long Sleeve Mini Dress

    Special Occasion

    Shimmer from every angle—the Mary glitter knit mini dress hugs your curves with a ruched bodycon fit, sweetheart neckline, and a bold open back detail. Long sleeves balance the shine, making it a chic choice for nights that demand a little extra sparkle.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining
    • Sweetheart neckline, ruched design, padded bra cups
    • Fitted long sleeves
    • Cutout back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    HOCO, birthdays, bachelorettes, cocktail parties, wine bars, trendy nightlife scenes

    Style Number/Barcode: 05001-000460

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, PINK, GOLD

    Available Size: XS, S

    Product Badge:
    • Sale
  • Sweet But Savage Lace Floral Leopard Mini Dress

    Giving major heartbreaker energy! This flirty A-line mini dress hugs you just right with its mesh fabric and mixed prints. Pair it with heels or a chunky boot—your vibe, your rules.

    Fit & Features

    • Floral leopard print, mesh fabric, stretchy knit lining
    • Sweetheart neckline, adjustable spaghetti straps
    • Lace underwire bust with bow
    • Back zipper and hook-eye closure
    • Princess seams down the front
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000267

    Category Name: $20 & Under Sale

    Price: $28.00 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

    Product Badge:
    • Sale
  • Stepping Up Bow Strap Platform Heels

    A flirty lift that does the most—these platform heels are serving confidence on every step. The trendy bow detail and sky-high shape make them your go-to when you want all eyes on you.

    Fit & Features

    • 4.5" Block heel, platform sole
    • Open almond-shaped toe, bow strap design, thin metal center accent
    • Thin adjustable ankle and heel straps, buckle detail
    • Camel color is faux suede material
    • Black, pink, and emerald colors are velvet material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000450

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: EMERALD

    Available Size: 5.5

    Product Badge:
    • Sale
  • Soft Steps Sheer Mesh Ballet Flats

    Balletcore but make it everyday—these sheer strap flats bring soft-girl charm with a sleek twist. Perfect for class, coffee runs, or cute strolls downtown.

    Fit & Features

    • Round toe
    • Top adjustable strap with buckle closure
    • Closed design
    • Sheer mesh material
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-000003

    Category Name: $20 & Under Sale

    Price: $8.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kris Satin Rhinestone Corset Mini Dress

    Special Occasion

    Designed for the spotlight, the Kris satin bodycon mini dress pairs a strapless sweetheart neckline edged in rhinestone gems with a corset bodice that sculpts and shines. Hip pleating and a daring slit finish the look with just the right dose of drama.

    Fit & Features

    • Satin knit lined fabric
    • Strapless sweetheart neckline, rhinestone gem trim, padded bra cups
    • Corset bodice, flexible boning inserts
    • Lace-up back, zipper and hook-eye closure
    • Hip pleated seam, bodycon fit, mini-length hem with slit
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, bachelorettes, engagement photoshoots, birthday parties, holiday soirees, Vegas

    Style Number/Barcode: 05001-000464

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS

    Product Badge:
    • Sale
  • Point Taken Lace-Up Stiletto Boots

    Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step.

    Fit & Features

    • 4” Stiletto heel, 7" leg opening, 16" shaft height
    • Pointed-toe
    • Foldover shaft with lace-up placket
    • Inner side zipper closure
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000097

    Category Name: $20 & Under Sale

    Price: $58.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaylee Velvet Strapless Midi Formal Dress

    Special Occasion

    Sleek, sculpted, and ready to turn heads—The Kaley formal dress brings effortless allure to every RSVP. Cut from plush velvet, this strapless bodycon midi hugs your curves with a ruched front seam and flirty slit that was made for a slow-motion entrance.

    Fit & Features

    • Luxe velvet knit fabric lined with stretchy knit
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Front ruched seam and slit
    • Bodycon fit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, formal celebrations, fancy date nights, birthdays, engagement parties, rehearsal dinners, upscale social events, art gallery openings

    Style Number/Barcode: 05001-000466

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER, NAVY, PURPLE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Sweet Glam Polka Dot Sheer Tights

    A little sheer, a little flirty—these polka dot tights add the perfect finishing touch to any outfit. Whether you’re dressing up a mini or layering under boots, they’re your go-to for a hint of playful polish.

    Fit & Features

    • Polka dot pattern, sheer mesh fabric with stretch
    • High-rise waistband
    • Soft and comfortable

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-000026

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Born to Be Bold Lace Leopard Maxi Dress

    This curve-hugging maxi brings the heat with sultry lace, sheer mesh, and sky-high slits—made for nights when playing it safe isn't on the mood board!

    Fit & Features

    • Leopard print, mesh fabric, stretchy knit lining
    • Lace sweetheart neckline, lace bust, lace shoulder straps
    • High side slits
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000265

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kasandra Velvet Slit Formal Dress

    Special Occasion

    Luxe and daring, the Kasandra velvet gown captivates with a plunging V-neckline, open low back, and dramatic double front slits. A floor-length finish balances sultry detail with timeless elegance—made for nights that call for a bold entrance.

    Fit & Features

    • Soft velvet-lined fabric with stretch
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Low back, zipper and hook-eye closure
    • Dual front slits
    • Form-hugging fit, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie weddings, galas, charity balls, red-carpet events, formal soirees, holiday parties, formal birthday events

    Style Number/Barcode: 05002-000358

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Drama Satin A-Line Mini Dress

    A little flirty, a little vintage, and totally worth a double take. This satin mini brings a soft shine with a scoop neckline, contrast trim, and keyhole detail—perfect for date nights and chic, dressy occasions.

    Fit & Features

    • Woven silky smooth satin fabric
    • Contrast trim scoop neckline with keyhole accent
    • Adjustable spaghetti straps
    • A-Line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000594

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frankie Velvet Rhinestone Cowl Mini Dress

    Special Occasion

    Made for your spotlight moment, the Frankie mini dress turns every entrance into an event. Crafted in luxe velvet with rhinestone embellishments, this cowl neck mini dress drapes effortlessly over a ruched bodycon silhouette that flatters from every angle—perfect for that unforgettable night out.

    Fit & Features

    • Rhinestone-embellished, velvet-lined fabric, moderate stretch
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Side ruched seams
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail soiree, bachelorettes, holiday party, upscale date nights, birthdays, dressy milestone celebrations

    Style Number/Barcode: 05001-000473

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Cuffed Up Faux Fur Booties

    Your fall-to-winter uniform starts here. These faux fur booties keep things snug and stylish with a soft faux fur lining and a wear-everywhere flat sole. Perfect for morning coffee runs, lazy Sundays, or that “I just look effortlessly cute” vibe.

    Fit & Features

    • 7” leg opening, 8” shaft height
    • Round toe
    • Above-the-ankle length
    • Allover faux fur material
    • Soft fuzzy faux fur lining
    • Flat sole, traction bottom
    • Runs true to size

    Style Number/Barcode: 07403-000021

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Illusion Satin A-Line Midi Dress

    Silky, sleek, and just the right amount of flirty. This satin A-line midi dress features a scoop neckline with contrast trim, a subtle keyhole accent, and delicate tie-back straps that let you adjust the fit to perfection for bridal celebrations, candlelit dinners, or any dressy soiree!

    Fit & Features

    • Silky satin fabric, woven lining, no stretch
    • Contrast trim scoop neckline, keyhole accent
    • Spaghetti straps
    • Tie open back design, lower zipper and hook-eye closure
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000595

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In Charm Chain Bracelet

    Sweet with a little sparkle—this chain bracelet is stacked with assorted charms and finished with a dainty heart locket. Perfect for adding a flirty touch to your everyday stack.

    Fit & Features

    • Assorted charm accents
    • Polished chain design
    • Faux pearl accents
    • Heart locket
    • Lobster clasp closure with extender

    Style Number/Barcode: 07003-000083

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale