$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.

  • Night Luxe Faux Fur Stiletto Boots

    Statement boots, but make them cozy glam. These faux leather stilettos are finished with plush faux fur trim for a bold mix of edge and luxe—perfect for nights out when you want your shoes to do the talking.

    Fit & Features

    • Stiletto heel
    • Pointed toe
    • Faux fur cuff
    • Sleek under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000064

    Category Name: $20 & Under Sale

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • Cue the Cameras Cutout Mini Dress

    Because subtle was never the assignment. This halter mini dress brings max drama with a plunging neckline and waist cutout that eats every time.

    Fit & Features

    • Smooth knit stretchy fabric, sewn-in knit lining
    • Plunge halter neckline, tie straps
    • Cutout waist
    • Open back with tie design
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000116

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laurel Velvet Skater Short Dress With Pockets

    Special Occasion

    Playful yet polished, the Laurel velvet short dress balances a structured bodice with a flirty flared skirt. The open back cutout detail adds a touch of modern allure to a timeless party silhouette.

    Fit & Features

    • Soft plush velvet fabric lined with stretchy knit
    • Sweetheart neckline
    • Wide shoulder straps
    • Cutout back, hook strap and zipper hook-eye closure
    • Hidden side pockets
    • Skater silhouette, short-length hem
    • Runs true to size


    Where to Wear:

    Formal school dances, weddings, birthdays, engagement parties, rehearsal dinners, date nights, milestone celebrations, red-carpet occasions, galas

    Style Number/Barcode: 05001-000482

    Category Name: $20 & Under Sale

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose Sparkle Rhinestone A-Line Mini Dress

    Pretty meets playful—this rhinestone rose mini dress sparkles with every move. The A-line silhouette and open back make it the perfect mix of sweet and sultry.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Tonal rhinestone embellishments, rose pattern
    • Sleeveless square neckline
    • Tie-back halter spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Mini-length fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000457

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Perfection Cowl Neck Halter Skater Dress

    Serve confidence on cue in this cowl neck halter skater dress that was made to stand out. The flirty open back and flowy skirt keep it playful while still serving all the trendy vibes.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless plunging cowl neckline, bar strap accent
    • Tie-back halter spaghetti straps
    • Open back, adjustable back bar strap
    • V-shaped drop waist seam
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000458

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gwyneth Metallic Open Back Mermaid Dress

    Special Occasion

    Crafted to glow from every angle, the Gwyneth metallic mermaid dress sculpts with a ruched sweetheart neckline and dramatic floor-sweeping silhouette. A sleek back cutout with bar strap detail adds just the right edge, along with the high-shine finish—perfect for black-tie nights that call for all-out glamour.

    Fit & Features

    • Foiled metallic knit fabric with full-length knit lining, high stretch
    • Sleeveless sweetheart neckline, ruched center, padded bust
    • Thin tank shoulder straps
    • Back bar strap with hook and bar closure
    • Lower back cutout, ruching with hidden zipper closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Black-tie parties, galas, red-carpet events, fancy soirees, and formal affairs.

    Style Number/Barcode: 05002-000466

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Muse Floral Satin Maxi Dress

    Giving island goddess IRL. This floral satin maxi features a draped cowl neckline, crisscross back, and curve-skimming fit—perfect for destination weddings, summer soirées, or any RSVP that calls for a slay.

    Fit & Features

    • Floral print, satin fabric
    • Cowl neckline
    • Spaghetti straps
    • Open strappy back tie
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000121

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale