$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.

  • Hot Plans Ribbed Mini Dress

    This is the dress you'll reach for on repeat. The ribbed bodycon fit hugs just right while the square neckline keeps it clean and elevated. Easy to dress up or down for any plans.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Square neckline
    • Wide shoulder straps
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000353

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: M, L

    Product Badge:
    • Sale
  • Styled Chic Button Halter Neck Mini Dress

    Serving sculpted and styled without trying too hard. This halter neck mini dress hugs your curves with a sleek ribbed feel and subtle button detail that keeps it chic from every angle.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Sleeveless V-neckline
    • Varied button accents
    • Halter strap, partially open back
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000316

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sash and Sparkle Sweetheart Mini Dress

    This dress is your moment to make a glamorous entrance. The foil slinky fabric catches every hint of light, while the ruched sweetheart bodice and dramatic side sash captivate everyone in the room. Pair with heels to elevate your look.

    Fit & Features

    • Foil slinky knit fabric, sewn-in knit lining
    • Strapless sweetheart neckline
    • Flexible boning for structure, back zipper and hook-eye closure
    • Wrap-around side-draped sash
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000713

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: M, L

    Product Badge:
    • Sale
  • Double The Attitude Faux Leather Mini Skort

    Not your sweet mini—this one comes with attitude. This faux leather mini skort hugs your curves with a cinched, double-belted waist that pulls the whole look together for nights out or styled down with a tee.

    Fit & Features

    • Faux leather fabric
    • High-rise waist
    • Double-belted design with studded details
    • Back zipper closure
    • Mini-length hem, bodycon silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-000135

    Category Name: $20 & Under Sale

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BEIGE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Sweet Talker Floral Eyelet Midi Tube Dress

    Soft, fitted, and low-key stealing attention. This floral print eyelet midi tube dress hugs in all the right places with a stretchy feel that’s made for brunch plans, day dates, and everything after.

    Fit & Features

    • Eyelet knit fabric with sewn-in knit lining, high stretch
    • Floral print
    • Strapless elasticized straight-across neckline
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000569

    Category Name: $20 & Under Sale

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, L

    Product Badge:
    • Sale
  • Effortless Chill Halter Top

    This cowl halter top brings a sleek, draped neckline and open back moment that instantly levels up your look.

    Fit & Features

    • Smooth faux suede fabric
    • Cowl halter neckline with tie straps
    • Open back
    • Hardware insert
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000373

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Von Dutch x Windsor Graphic Cropped Denim Jacket

    A nod to the Y2K cool-girl era, updated with a modern edge. This cropped denim jacket brings Von Dutch attitude front and center, finished with statement graphics that give even the simplest outfit a confident vibe.

    Fit & Features

    • Denim fabric
    • Collared neckline, chest pockets
    • Long sleeves with button details
    • Front orange contrast zipper closure
    • Von Dutch logo graphics and patches
    • Distressed cropped hem, fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06203-000038

    Category Name: $20 & Under Sale

    Price: $43.97 $98.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunkissed Edge Snake Print Bikini Bottoms

    A little wild, a lot confident. These snake print bikini bottoms feature a sleek, minimal look with adjustable side ties that let you customize the fit your way. Style with the matching bikini top.

    Shop Matching Top: Sunkissed Edge Snake Print Triangle Bikini Top

    Fit & Features

    • Smooth stretch knit fabric
    • Snake print
    • Side tie closures
    • Cheeky fit
    • Runs true to size
    • Returns are not accepted without the hygienic liner

    Style Number/Barcode: 07105-000032

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Off Duty Stud Tank Top

    Basic—but make it styled. This tank top with studded trim gives that clean, fitted look with just enough edge to carry you from casual days to dressed-up nights.

    Fit & Features

    • Rib knit stretchy fabric
    • Square neckline and shoulder straps
    • Studded trim embellishments
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000605

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XL

    Product Badge:
    • Sale
  • Flirting With Florals Mini Dress

    Cute enough to cause a few double takes. This floral tube mini dress hugs in all the right places with a sleek bodycon fit that’s made for brunch dates, weekend plans, and wineries.

    Fit & Features

    • Dainty floral print, eyelet knit-lined fabric
    • Strapless tube neckline
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000638

    Category Name: $20 & Under Sale

    Price: $19.97 $33.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Flirty Edge Studded Trim Lace Long Sleeve Top

    Soft lace, sharp attitude. This studded trim lace long sleeve top hugs in all the right places with a flirty hook-eye front and sheer finish that was made for late dinners, denim moments, and entrances that don’t go unnoticed.

    Fit & Features

    • Sheer lace fabric with knit bust lining, moderate stretch
    • Scoop neckline with studded trim
    • Long sleeves with flared hems
    • Hook-eye front closures
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000440

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

    Product Badge:
    • Sale
  • City Stroll Polka Dot Barn Jacket

    Casual plans, but make it stylish. This polka dot barn jacket adds a cool, put-together layer with a relaxed fit that works for coffee runs, weekend plans, and casual dates.

    Fit & Features

    • Polka dot pattern, woven fabric
    • Contrast collar neckline
    • Zip-up front closure
    • Front flap pockets
    • Relaxed straight fit
    • Runs true to size

    Style Number/Barcode: 06204-000141

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: L, XL

    Product Badge:
    • Sale
  • Twirl Worthy Knit Skater Dress

    The spin test passed instantly. This scuba knit skater dress keeps it polished with a boatneck and adds a flirty finish with a V-cut back and flowy skirt.

    Fit & Features

    • Soft scuba knit fabric, knit lining
    • Sleeveless boatneck
    • V-cut back
    • Skater silhouette, godet panels for flare
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001038

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S

    Product Badge:
    • Sale
  • RSVP Ready Sash Mini Dress

    When the invite says dress up, this dress understood the assignment. This eyelet tube bodycon mini dress hugs in all the right places and finishes with a draped side sash that brings the drama to showers, parties, or day dates.

    Fit & Features

    • Eyelet fabric, knit lining
    • Tube strapless necklinenon-slip grip lining
    • Attached side ruffle sash
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 05102-000530

    Category Name: $20 & Under Sale

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, WHITE

    Available Size: XS, M, L

    Product Badge:
    • Sale
  • Ready In Five Tie-Back Mini Dress

    This A-line mini dress is your “I have nothing to wear” fix—handled. A flirty ruffled dress with a tie-back detail that cinches just right and a flowy skirt made for last-minute plans and weekend brunches.

    Fit & Features

    • Woven fabric
    • V-neckline
    • Spaghetti straps
    • Tie-back detail
    • A-line fit
    • Layered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000486

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, YELLOW, SAGE

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

    Product Badge:
    • Sale
  • Bold Allure Cowl Neck Open Back Top

    She’s soft-spoken but unforgettable. This slinky cowl neck top drapes just right in the front and leaves nothing to explain in the back—perfect for nights that call for confidence without trying too hard.

    Fit & Features

    • Halter neckline with choker-style collar
    • Draped cowl front with deep plunge detail
    • Open back with cropped hem
    • Slinky knit fabrication with high stretch
    • Runs true to size

    Style Number/Barcode: 06001-000418

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Glam Floral Applique Mini Dress

    Cute, but make it a little extra. This bodycon mini dress hugs just right with delicate floral applique details that feel made for dressy daytime plans and bridal soirees.

    Fit & Features

    • Smooth knit-lined stretchy fabric, floral applique
    • Square neckline
    • Adjustable spaghetti straps
    • Side ruched seam
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001080

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Desert Flirt Faux Suede Corset Top

    Saddle up, this corset is already on your weekend agenda. This faux suede corset crop top hugs just right with a structured fit that’s made for festivals, nights out, and every photo in between.

    Fit & Features 

    • Soft faux suede fabric, knit lining
    • Lace trim sweetheart neckline, western embroidery details
    • Underwire bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning, western embroidery details
    • Fitted angled crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000636

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CAMEL

    Available Size: M, L

    Product Badge:
    • Sale
  • Caught Your Eye Faux Suede Corset Top

    This top will make every head turn at festivals, concerts, and nights out. A lace halter bust and structured bodice keep it snatched while the distressed faux suede gives just enough attitude.

    Fit & Features

    • Distressed faux suede fabric, sewn-in lining, slight stretch
    • Plunge lace halter bust neckline with tie straps
    • Studded trim
    • Flexible boning
    • Back zipper and hook-eye closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000353

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: L

    Product Badge:
    • Sale
  • Aleah Floral Sequin Beaded Mesh Mermaid Dress

    Special Occasion

    Perfect for a striking first impression, the Aleah mesh mermaid dress skims the body with chic confidence and a subtle shimmer that catches the light as you move. Floral sequin beading adds dimension and romance, making it a gorgeous choice for moments that call for glamour.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin and beaded floral pattern
    • Sleeveless plunging V-neckline, padded bust
    • Halter strap, partially open back
    • Back zipper with hook-eye closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, formal parties, galas, dressed-up dinners, and chic soirees.

    Style Number/Barcode: 05002-001354

    Category Name: $20 & Under Sale

    Price: $39.97 $149.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Caught The Invite Mini Dress

    This mini dress is your RSVP locked in. A satin pleated tube neckline mini with a bodycon fit and side sash that brings just the right amount of drama for nights that call for something extra.

    Fit & Features

    • Woven fabric, knit lining, high stretch
    • Strapless satin pleated tube neckline
    • Back zipper and hook-eye closure
    • Satin side sash
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-001071

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Outlaw Energy Studded Halter Top

    This one’s doing all the talking. A studded halter top with a zip front that sculpts your shape and instantly levels up denim, minis, or anything you throw on last minute.

    Fit & Features

    • Faux leather fabrication
    • Sleeveless V-neckline
    • Zipper front closure
    • Studded trim
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000369

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glow Gem Rhinestone Earrings

    Serving quiet luxury, these statement earrings catch the light every time you move. Stacked rhinestone shapes create a sleek, elongating drop that instantly dresses up your whole look.

    Fit & Features

    • Gem rhinestone stack
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000359

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: NS

    Product Badge:
    • Sale
  • Jackie Floral Satin A-Line Ball Gown

    Special Occasion

    The kind of gown that makes an entrance feel effortless, the Jackie gown is crafted with a sculpted corset bodice, an A-line floor-length silhouette, and hidden side pockets blend polish with practicality for your most memorable occasions.

    Fit & Features

    • Floral pattern, premium satin fabric with sheen, tulle and knit linings
    • Scoop neckline, padded bra cups, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Corset bodice, boning inserts
    • Hidden side pockets
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, spring balls, galas, awards ceremony, anniversary celebrations, big birthday events, grand milestone parties

    Style Number/Barcode: 05004-000033

    Category Name: $20 & Under Sale

    Price: $49.97 $149.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: XS, S, M

    Product Badge:
    • Sale