$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.

  • Countryside Chic Buckle Strap Cowboy Hat

    Enter your western era and look countryside chic in this cowboy hat detailed with an etched buckle strap.

    Fit & Features

    • Structured top
    • Curved brim
    • Thin band, etched buckle

    Style Number/Barcode: 07302-1761

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One For Glam Marquise Earrings

    You've always had an eye for glam and these earrings are no exception! Finish your dressy statement in these rhinestone marquise earrings featuring an intricate duster-length design with a post-back closure. Perfect for styling with a matching necklace.

    Fit & Features

    • Rhinestone marquise
    • Intricate duster-length design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1288

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Plans Halter Lace Trim Mini Dress

    Soft, flirty, and already getting compliments. This halter mini dress flares out at the waist with a flowy skater skirt that’s made for twirling through every plan on your calendar.

    Fit & Features

    • Structured knit fabric with lace trim lining, high stretch
    • Pleated halter square neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Lace trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001075

    Category Name: $20 & Under Sale

    Price: $24.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Cool Studded Denim Jeans

    Edge up your everyday style in these denim jeans. Boasting curve-contouring studded embellishments and a trendy flared hem, these jeans will be your new go-to for day or night plans.

    Fit & Features

    • Denim fabric, color fade effect
    • High-rise waist
    • Hip-hugging fit
    • Flared hem
    • Studded side embellishments
    • Front button closure, pockets, belt loops
    • Runs true to size

    Style Number/Barcode: 06602-000080

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Rhythm Halter Crop Top

    Untamed and unforgettable. This halter crop top brings major it-girl energy with its fierce animal print, open chest cutout, and sleek ring detail—perfect for stealing the scene from day to night!

    Fit & Features

    • Leopard print, knit stretchy fabric
    • Halter neckline, hoop insert, cutout bust, tie closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000311

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Faux Leather Skort

    When a mini just won’t cut it—this buckle skort brings the edge with extra attitude. Sleek, structured, and made for going out, it’s your instant cool-girl staple.

    Fit & Features

    • Faux leather fabrication
    • Statement buckle
    • Skort silhouette with mini length
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06403-000076

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: OLIVE

    Available Size: M

    Product Badge:
    • Sale
  • Cool Girl Confidence Denim Mini Skort

    Cool-girl confidence, wrapped up in denim. This belted mini skort gives the perfect mix of structure and attitude, with an asymmetric front that looks styled-up without even trying.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Wrap-front belted design, asymmetric hem
    • Mini-length overlay
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000113

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fiona Floral Sequin Slit Formal Dress

    Special Occasion

    Soft shimmer meets sculpted glamour in the Fiona, a gown designed for candlelit receptions and grand entrances alike. Featuring a floral sequin overlay, sleek mermaid silhouette, and striking high slit, this dress balances romantic detail with a refined, head-turning finish.

    Fit & Features

    • Floral sequin-embellished fabric with subtle shine
    • Square neckline, adjustable spaghetti straps, padded bra cups
    • Back zipper and hook-eye closure
    • Fitted mermaid silhouette
    • High front slit
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, garden parties, engagement parties, big birthday events, red carpet awards nights, anniversaries, fancy shower celebrations, sorority formals, photoshoots

    Style Number/Barcode: 05002-000827

    Category Name: $20 & Under Sale

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double The Sparkle Layered Necklace

    Two dainty chains, twice the shine—this layered necklace features rhinestone embellishments and pavé circle pendants that catch the light just right.

    Fit & Features

    • Layered chain design
    • Circle pendants
    • Rhinestone embellishments
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000119

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sculpted And Sultry Twist-Front Halter Top

    Serving sculpted and a little sultry. This twist-front halter top hugs in all the right places with a ruched front and open-back detail that makes denim feel instantly elevated.

    Fit & Features

    • Knit fabric, high stretch
    • Sleeveless V-neckline
    • Ruched twist-front design
    • Halter tie-back straps
    • Partially open back, lower back metal O-ring cutout
    • Front flyaway design
    • Runs true to size

    Style Number/Barcode: 06001-000497

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bow Steals the Show Satin Wrap Shawl

    All eyes, no effort. This satin statement bow wrap shawl with train ties the whole look together—perfect for elevated nights out, formal moments, or when the outfit needs a little drama without trying too hard.

    Fit & Features

    • Premium satin structured woven fabric
    • Statement oversized bow
    • Dramatic shawl design with flowing train

    Style Number/Barcode: 05008-000001

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, WHITE

    Available Size: S/M, M/L

    Product Badge:
    • Sale
  • Soft Curve Alert Rib Knit Midi Dress

    Warning: compliments incoming. This rib knit midi dress features a sweetheart neckline, wide shoulder straps, and a cutout back that keeps things chic, while the form-hugging fit and side slit do all the subtle showing off for you.

    Fit & Features

    • Soft, stretch rib knit fabric
    • Sweetheart neckline
    • Wide shoulder straps
    • Cutout back
    • Side slit
    • Form-hugging, midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000660

    Category Name: $20 & Under Sale

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Edge Cross Pendant Statement Necklace

    Outfit was cute, then this happened. A layered cross pendant necklace that brings instant edge to your look—perfect for nights out, last-minute plans, or elevating your everyday stack.

    Fit & Features

    • Mixed chain and beaded material
    • Layered design
    • Large cross pendant
    • Lobster clasp closure

    Style Number/Barcode: 07002-000429

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Bloom Floral Knit Midi Tube Dress

    Big blooms, bold plans. This floral knit midi tube dress hugs in all the right places with a sleek bodycon fit and effortless strapless neckline—perfect for brunch dates, rooftop drinks, or any moment that deserves a standout look.

    Fit & Features

    • Ribbed knit fabric, moderate stretch
    • Large floral print
    • Strapless neckline
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000344

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gaia Strapless A-Line Slit Formal Dress

    Special Occasion

    Effortlessly striking, the Gaia plisse mesh A-line gown moves with fluid elegance while catching the light in all the right places. A rhinestone embellished insert frames the keyhole cutout, while the high front slit adds a hint of drama with every step.

    Fit & Features

    • Plisse mesh-lined fabric with soft pleated texture
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Rhinestone embellished insert with keyhole cutout
    • A-line silhouette, floor-length hem
    • High front slit
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, engagement parties, rehearsal dinners, galas, balls, big birthday events, fashion-forward events, black tie occasions

    Style Number/Barcode: 05002-000769

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE, NAVY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Elara Floral Open Back Formal Dress

    Special Occasion

    Bold blooms meet a sculpted silhouette in a look that feels equal parts romantic and refined. The Elara is crafted from airy floral mesh with a sleek mermaid shape and an open-back detail, creating a polished statement that moves beautifully from ceremony to soirée.

    Fit & Features

    • Floral mesh-lined fabric with stretch
    • V-neckline, padded bra cups, adjustable spaghetti straps
    • Strappy open back design
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, garden parties, vacations, birthday dinners, resort destinations, baby showers, bridal showers, dressed-up events

    Style Number/Barcode: 05002-000833

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS

    Product Badge:
    • Sale
  • Wild Bloom Leopard And Floral Print Carpi Pants

    Soft florals meet a little edge—because your outfits should never pick just one vibe. These leopard and floral print mesh capri pants hug your curves and instantly elevate your look. Style with the matching tube top.

    Shop Matching Top: Wild Bloom Leopard And Floral Print Tube Top

    Fit & Features

    • Mesh fabric with high stretch
    • Leopard and floral multi-print
    • High-rise waist
    • Form-hugging fit
    • Capri-length silhouette, side slit detail
    • Runs true to size

    Style Number/Barcode: 06502-000080

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mahalia Velvet Floral Lace-Up Formal Dress

    Special Occasion

    The Mahalia dress feels romantic and refined, designed to glide through the evening with soft velvet floral texture and graceful movement. A sweetheart neckline and lace up back frame the body beautifully, while the mermaid floor-length silhouette delivers timeless, polished drama.

    Fit & Features

    • Embossed velvet bodice with floral pattern and knit lining
    • Sweetheart neckline with slim spaghetti straps
    • Padded bra cups
    • Fitted waist with lace-up back detail
    • Floor-length mermaid skirt with gentle flare
    • Runs true to size


    Where to Wear:

    Weddings, galas, winter formals, rehearsal dinners, holiday parties, engagement parties, upscale receptions, seasonal soirees, milestone celebrations, black tie events

    Style Number/Barcode: 05002-000708

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Opulent Touch Faux Pearl Chain Belt

    Add timeless sophistication to any look with this faux pearl chain belt. The alternating faux pearl and textured gold details give it a luxe, vintage-inspired vibe that instantly elevates your outfit.

    Fit & Features

    • Chain-link design
    • Faux pearl and textured gold details
    • Polished metal finish
    • Lobster clasp closure with extender

    Style Number/Barcode: 07301-000076

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Brew Budweiser Jersey Top

    Casual plans just got cooler. This Budweiser mesh crop jersey top brings sporty attitude with a breezy fit and bold graphic that pairs perfectly with denim and anything you’re wearing to concerts or weekend plans.

    Fit & Features

    • Lightweight mesh fabric jersey fabric
    • V-neckline
    • Short sleeves
    • Front Budweiser graphic detail
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06002-000477

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun Chaser Studded Bikini Bottoms

    Minimal effort, maximum effect. These studded bikini bottoms sit low on the hips with a flattering high cut leg, giving you that elongated look while the subtle hardware detail ties the whole swim set together.

    Shop Matching Bikini Top: Sun Chaser Studded Bandeau Bikini Top

    Fit & Features

    • Smooth stretch fabrication
    • Low-rise waist
    • Studded trim
    • Cheeky coverage
    • Runs true to size

    Style Number/Barcode: 07105-000028

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • Klara Cowl Neck Faux Pearl Bead Column Dress

    Special Occasion

    Opulent and stunning! The Klara faux pearl bead formal dress is luxurious for brides, weddings, or black-tie parties. Crafted with meticulous detail, this gown showcases chic faux pearl and beading on mesh fabric to make a statement at any formal event. Her cowl neckline and adjustable straps add a touch of sophistication, while the fitted column silhouette and high front slit create a flattering look while showing off your curves.

    Every detail shines in this intricately designed dress. Love embellishments? Explore our embellished beaded prom dresses or find a refined silhouette in our formal dresses.

    Fit & Features

    • Mesh fabric lined with stretchy knit
    • Faux pearl and beading
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • High front slit
    • Floor-length column silhouette
    • Runs true to size


    Red dress does not come with faux pearl accents.

    Style Number/Barcode: 05002-8124

    Category Name: $20 & Under Sale

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Kiss Lace Ruffle Mini Dress

    Made to twirl, made to shine. This glitter lace mini dress brings flirty romance with a sweetheart neckline, twist-front detail, and ruffled skater hem that’s pure sparkle-meets-playful.

    Fit & Features

    • Glitter lace fabric, stretchy knit lining
    • Twist sweetheart neckline
    • Adjustable spaghetti straps
    • Skater silhouette
    • Tiered ruffled mini-length hem
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

    Style Number/Barcode: 05101-000838

    Category Name: $20 & Under Sale

    Price: $38.00 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Enchanted Hour Mermaid Midi Dress

    Soft meets sultry in this dreamy mesh midi. Designed with a flocked floral velvet pattern, a mermaid silhouette, and a flared midi hem, it’s your go-to for elegant soirees and dressy date nights!

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric
    • V-neckline
    • Spaghetti straps
    • Mermaid silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000712

    Category Name: $20 & Under Sale

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale