$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.

  • Denim Agenda Lace-Up Mini Dress

    Some outfits are cute. This denim dress gets remembered. The structured denim, lace up back cutout, and belted bodycon fit create a look that's confident, playful, and ready for summer.

    Fit & Features 

    • Denim fabric with stretch
    • Strapless neckline, non-slip grip lining
    • Seamed fitted bodice
    • Lace-up cutout back, lower zipper and hook-eye closure
    • Back pockets
    • Bodycon mini-length silhouette, belted accents
    • Runs true to size

    Style Number/Barcode: 05103-000879

    Category Name: $20 & Under Sale

    Price: $24.97 $58.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S

    Product Badge:
    • Sale
  • Jaqueline Floral Jacquard Mini Dress

    Special Occasion

    Tailored for the kind of entrance that turns heads, the Jaqueline floral jacquard mini dress brings sculpted elegance with a playful edge. Designed with a sleeveless boat neckline, princess seams, and a structured ruffle hem, the bodycon silhouette feels equal parts polished and unforgettable.

     

    Fit & Features

    • Floral jacquard woven fabric, smooth sewn-in woven lining
    • Sleeveless boat neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Front princess seam detailing
    • Bodycon silhouette
    • Structured ruffled mini-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridal celebrations, cocktail parties, engagement photoshoots and parties, birthday brunches, honeymoons, rehearsal dinners, graduations, dressy soirees

    Style Number/Barcode: 05001-000661

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY, LIGHT, BLUE

    Available Size: L, M

    Product Badge:
    • Sale
  • Never Have I Ever Rhinestone Sticker Set

    A little sparkle goes a long way. These Never Have I Ever rhinestone sticker set features swirling designs that hug your shape just right—perfect for adding a playful glow to festival fits, nights out, or last-minute styling moments.

    Fit & Features

    • Kit includes: 4 rhinestone stickers
    • Easy to apply
    • Instructions on packaging

    Style Number/Barcode: 07307-000031

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Little Crepe Skater Dress

    Polished, but still feels effortless. This crepe skater dress brings a refined shape with a square neckline and lace-up back—perfect for brunches, showers, or any invite that calls for something a little elevated.

    Fit & Features

    • Crepe woven fabric, smooth woven and tulle linings
    • Square neckline, lightly padded bra cups
    • Adjustable shoulder straps
    • Lace-up back, zipper and hook-eye closure
    • Drop waist seam
    • Skater mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000889

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale
  • Playing For Keeps Lace Up Crop Top

    A little sporty, a little rebellious, and impossible to scroll past. With its stripe finish, lace-up front, and curve-hugging fit, this crop top was made for world soccer games, concerts, and every outfit that deserves a little extra attitude.

    Fit & Features

    • Striped pattern, knit fabric
    • Crew neck
    • Short sleeves
    • Back zipper and hook-eye closure
    • Side and front lace-up details
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000557

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK-2

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Golden Drip Chain Ring Set

    Delicate sparkle meets statement detail with this eye-catching ring set. The rhinestone accents and cascading chain design create a draped effect that instantly elevates your hand stack. Perfect for adding a little glam to festivals, concerts, or night out looks.

    Fit & Features

    • Cascading rhinestone accent chain with ring ends
    • Statement rhinestone-embellished ring
    • Two-piece set

    Style Number/Barcode: 07004-000111

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Party Gossip Sequin Mini Dress

    The dress that makes every invite feel worth showing up for. With a dreamy floral print, subtle sequins, and a curve-hugging fit, this bodycon mini dress was made for birthdays, graduations, and compliments all night long.

    Fit & Features

    • Floral pattern, sequin-embellished mesh fabric with knit lining
    • Satin pleated sweetheart neckline, padded bust
    • Adjustable shoulder straps
    • Open tie-back design, lower zipper with hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000900

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: M, L

    Product Badge:
    • Sale
  • Lilliana Chiffon Ruffle A-Line Gown

    Special Occasion

    Soft layers meet graceful movement in the Lilliana chiffon A-line gown designed for unforgettable entrances. Delicate ruffles and a rhinestone-embroidered bodice create an ethereal silhouette that feels romantic, refined, and designed to leave a lasting impression.

    Fit & Features

    • Sheer chiffon fabric with full-length woven lining, tulle lining for added volume
    • Sleeveless sweetheart neckline with padded bust, floral embroidery with iridescent rhinestone embellishments
    • Pleated cowl neck draped overlay, corset bodice with structured boning
    • Adjustable spaghetti straps, open lace-up back design, hidden lower back zipper with hook-eye closure
    • Airy tiered ruffled design, high-cut front slit
    • Floor-length A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black-tie parties, formal birthday celebrations, and glamorous soirees.

    Style Number/Barcode: 05005-000023

    Category Name: $20 & Under Sale

    Price: $109.97 $249.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heartbreaker Club Tube Top

    The graphic says it all before you even do. This tube top brings a playful attitude to your everyday lineup with a metallic heart graphic and sleek crop fit that's ready for concerts, coffee runs, and spontaneous plans.

    Fit & Features

    • Cotton-blend knit fabric
    • Strapless neckline, non-slip grip lining
    • Metallic heart graphic 
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000606

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • On Rotation Lace-Up Shoulder Bag

    This faux leather shoulder bag adds instant edge with a lace-up front and side plackets plus a belted strap that makes even your basics feel styled.

    Fit & Features

    • Adjustable belted shoulder strap with buckle closure
    • Lace-up front and side plackets
    • Top zipper closure
    • Spacious lined interior with open pocket
    • Faux leather material

    Style Number/Barcode: 07203-000172

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tiny Icon Faux Leather Mini Bag

    Small bag, big attitude. This micro mini faux leather bag is your grab-and-go moment with just enough space for the essentials and a whole lot of style.

    Fit & Features

    • Adjustable handle strap
    • Top zipper closure
    • Micro mini silhouette
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07201-000044

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: NS

    Product Badge:
    • Sale
  • Color Outside The Lines Satin Scarf

    The outfit started simple and ended up unforgettable. This abstract satin scarf brings a playful pop of personality with a bold graphic print that's ready for hair styling, bag charms, or statement top moments.

    Fit & Features

    • Abstract print
    • Silky satin fabric
    • Multiple styling options

    Style Number/Barcode: 07305-000094

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: NS

    Product Badge:
    • Sale
  • Disco Daisy Beaded Mini Skort

    This skort came to collect compliments. Covered in floral beadwork and shimmering sequins with a scalloped hem, it’s the piece you throw on when the dress code is extra.

    Fit & Features

    • Floral bead and sequin-embellished pattern
    • Sheer mesh fabric, built-in knit shorts
    • Side zipper and hook-eye closure
    • Form-hugging fit
    • Scallop trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000155

    Category Name: $20 & Under Sale

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desert Glow Concho Chain Belt

    The detail your outfit didn’t know it needed. This concho chain belt layers effortlessly at the waist, adding a western edge that pulls everything together in seconds.

    Fit & Features

    • Metal and colored stone material
    • Chain waist silhouette
    • Linked concho design
    • Adjustable lobster clasp closure
    • Runs true to size

    Style Number/Barcode: 07301-000389

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Moves Strapless Ponte Midi Dress

    Designed in ponte fabric with a strapless foldover neckline, this bodycon midi dress sculpts your shape while the back slit offers effortless movement. 

    Fit & Features

    • Ponte fabric, knit lining, high stretch
    • Strapless foldover tube neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Center back hem slit
    • Bodycon fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001109

    Category Name: $20 & Under Sale

    Price: $49.90

    Availability: In Stock

    Available Color: WHITE, LIGHT, BLUE, PLUM

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

    Product Badge:
    • Sale
  • Wildflower Dreams Embroidered Cowboy Hat

    A little western, a little romantic. This floral embroidered cowboy hat brings structure up top with soft detail along the brim, made for golden hour plans and outfit repeats that still feel new.

    Fit & Features

    • Faux suede material
    • Classic cowboy hat silhouette
    • Structured top
    • Wide curved brim
    • Floral embroidered side design
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000275

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Feel Chunky Clog Mules

    Your cozy era just got taller. These faux fur trim platform clog mules serve up major ‘70s energy with a soft, plush finish and chunky heel that keeps every step comfy and cool.

    Fit & Features

    • Block heel
    • Almond toe, closed design
    • Faux fur trimmed
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-000593

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brunch Booked Linen-Blend Midi Dress

    Polished plans start here. This linen-blend belted midi dress balances a tailored square neckline with a breezy A-line skirt and front slit for brunches, showers, and dressed-up daytime plans.

    Fit & Features

    • Linen-blend fabric
    • Sleeveless square neckline, thin tank shoulder straps
    • Hidden side zipper closure, stretchy smocked back
    • Belted waist, circular buckle
    • Midi-length hem, high front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000718

    Category Name: $20 & Under Sale

    Price: $29.97 $65.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Venom Kiss Stiletto Heels

    A little bite never hurt the outfit. These strappy stiletto heels bring a sleek snakeskin print, a strappy design, and a slip-on style made for everyday styling.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Strappy design
    • Cushioned insole
    • Snakeskin pattern
    • Runs true to size

    Style Number/Barcode: 07401-000702

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

    Available Size: 5.5, 7.5, 8, 8.5, 10

    Product Badge:
    • Sale
  • Sculpted Glow Statement Earrings

    These statement earrings feature stacked sculpted metal shapes that catch the light from every angle, instantly elevating everything from sleek basics to your formal dress.

    Fit & Features

    • Sculpted design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000314

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Up Babe Denim Stiletto Pumps

    These denim stiletto pumps bring a pointed toe, stacked buckle straps, and an ankle wrap design that takes mini, maxis, and going-out denim straight into compliment territory.

    Fit & Features

    • Stiletto heel
    • Closed pointed-toe, dual buckled straps
    • Closed ankle with dual buckled straps
    • Cushioned insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-000731

    Category Name: $20 & Under Sale

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: 5.5, 9

    Product Badge:
    • Sale
  • Love Story Era Heart Rhinestone Thong Heels

    These stilettos add a touch of romance to any outfit, featuring a chic square toe and a delicate thong strap adorned with a sparkling rhinestone heart.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Thong strap with rhinestone heart
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000047

    Category Name: $20 & Under Sale

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmer Cue Rhinestone Lariat Necklace

    A necklace that knows how to charm without saying a word. This sleek lariat silhouette brings that softly striking vibe—perfect for layering or letting it shine solo on your next night out.

    Fit & Features

    • Slim chain with adjustable lariat silhouette
    • Horsebit-inspired center detail
    • Slide closure for a customizable drop
    • Lobster clasp closure

    Style Number/Barcode: 07002-000271

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Fun To Behave Ruffle Denim Skort

    This denim skort was made for twirling once and suddenly having everyone stare. The layered ruffle denim and built-in shorts keep it playful, flirty, and ready for concerts, fairs, and every weekend plan.

    Fit & Features

    • Denim fabric
    • Low-rise belted waist
    • Layered ruffled silhouette
    • Built-in shorts lining
    • Mini-length cheeky fit
    • Runs true to size

    Style Number/Barcode: 06603-000198

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: S, M

    Product Badge:
    • Sale