$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.

  • Pretty In Polka Dots Linen-Blend Ruffle Mini Skort

    The kind of mini skort that gets complimented right away. This linen-blend polka dot style flares out with an A-line fit and built-in shorts that pairs perfectly with the matching tie-front top.

    Shop Matching Top: Pretty In Polka Dots Linen-Blend Tie-Front Top

    Fit & Features

    • Linen-blend woven fabric
    • Polka dot pattern
    • High-rise waist
    • Tiered ruffled design
    • Mini-length overlay, A-line silhouette
    • Hidden built-in shorts
    • Runs true to size

    Style Number/Barcode: 06303-000052

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Sultry Serve Studded Cropped Tube Top

    Serving a little country, a little downtown, and fully worth the mirror pic. This studded cropped tube top hugs in all the right places with a strappy back that makes every exit look good too.

    Fit & Features

    • Faux suede fabric
    • Strapless straight-across neckline
    • Studded embellishments
    • Open strappy back design, tie closure
    • Cropped hanky hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000714

    Category Name: $20 & Under Sale

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: L

    Product Badge:
    • Sale
  • Poolside Playlist Tropical Flower Heels

    Built for rooftop selfies, vacation nights, and that “where’d you get those?” moment. These tropical flower heels bring the perfect mix of playful and glam with a barely-there fit that still makes a statement.

    Fit & Features

    • Metallic faux leather material
    • Open square toe
    • Tropical flower appliqué detail
    • Stiletto heel with flat platform
    • Runs true to size

    Style Number/Barcode: 07401-000655

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky Ride Horse Chain Belt

    It’s the detail that makes the whole outfit click. This horse charm chain belt adds a little personality and shine, whether you’re styling denim, dresses, or something in between.

    Fit & Features

    • Horse charm detail
    • Polished chain design
    • Lobster clasp closure

    Style Number/Barcode: 07301-000460

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Attitude Belted Mini Skort

    Serving attitude with every step—this belted mini skort is giving bold with a side of edge. The short, A-line silhouette and pleated detailing make it a go-to for nights out or statement daytime looks. Style with the matching halter top.

    Shop Matching Top: Serving Attitude Belted Halter Top

    Fit & Features

    • Woven fabric
    • Mid-rise waist with belted accent
    • Back zipper closure
    • Drop waist design
    • Mini-length pleated overlay, A-line silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000183

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laidback Classic Denim Shorts

    The pair you’ll keep reaching for without thinking twice. These high-rise denim shorts keep it simple with a flattering fit that works with literally everything in your closet.

    Fit & Features

    • Denim fabric, no stretch
    • High-rise waistband
    • Frayed hem trim
    • Form-hugging fit
    • Front button and hidden zipper closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-000208

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: 0, 1, 7, 9

    Product Badge:
    • Sale
  • Sunny Sparkle Floral Sequin Skort

    Brunch plans just got cuter. This sequin floral mini skort gives you that flirty skirt look with built-in comfort, made for sunny days or spontaneous nights out.

    Fit & Features

    • Floral sequin-embellished pattern, woven fabric
    • High-rise waist
    • Bodycon mini-length hem
    • Built-in shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000148

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Social Abstract Bikini Top

    Golden hour called, and this top answered. Featuring an abstract print, beaded accents, and a flirty knotted front, this bikini top is made for rooftop cocktails, vacation nights, and every RSVP-worthy plan on your calendar.

    Shop Matching Skirt: Sunset Social Abstract Maxi Skirt

    Fit & Features

    • Lightweight mesh fabrication, knit lining
    • Cropped bikini top silhouette
    • Plunging V-neckline
    • Front knot detail with beaded shoulder straps
    • Detachable dainty stone chains
    • Open tie-back design
    • Runs true to size

    Style Number/Barcode: 06001-000671

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: L

    Product Badge:
    • Sale
  • Iconic Behavior Twist Lock Mini Satchel Bag

    Small but seriously stylish, this mini satchel brings a structured, elevated vibe to any outfit. The twist-lock front closure adds that polished finish while the compact size keeps it effortlessly easy to carry.

    Fit & Features

    • Faux leather material
    • Structured mini satchel silhouette
    • Top handle design
    • Front twist-lock closure
    • Detachable crossbody strap
    • Spacious interior, one open pocket, one zipper pocket

    Style Number/Barcode: 07203-000173

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spritz O' Clock Kitten Striped Heels

    The shoes that make every outfit look like it came with a boarding pass. With a woven raffia finish and an easy slip-on design, these mule heels are ready for dinners, brunch reservations, and every sunny plan in between.

    Fit & Features

    • Kitten stiletto heel
    • Pointed toe
    • Curved band
    • Cushioned insole
    • Striped pattern, rafia material
    • Runs true to size

    Style Number/Barcode: 07401-000746

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • No Basics Allowed Studded Belt

    One accessory, whole outfit upgraded. This studded wide belt cinches your look with bold hardware and a statement fit that instantly pulls everything together.

    Fit & Features

    • Studded embellishments
    • Wide silhouette
    • Adjustable buckle closure
    • Faux leather material

    Style Number/Barcode: 07301-000412

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: NS

    Product Badge:
    • Sale
  • Delicate Chic Cross Hand Chain Bracelet

    Delicate, but definitely not forgettable. This layered cross hand chain bracelet drapes effortlessly from wrist to finger, adding just the right amount of detail to every look.

    Fit & Features

    • Polished finish, layered chain design
    • Hand chain silhouette connecting bracelet to ring
    • Delicate cross charm detail
    • Lobster clasp closure

    Style Number/Barcode: 07003-000320

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Cinch Faux Leather Belt

    Minimal effort, maximum outfit payoff. This faux leather belt keeps it sleek and chic with a wide design, metal buckle closure, and adjustable fit that instantly pulls the look together.

    Fit & Features

    • Faux leather material
    • Wide design
    • Metal buckle closure
    • Adjustable fit

    Style Number/Barcode: 07301-000490

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Flare Sleeve Tie-Front Top

    Serving good vibes and trendy style. This flare sleeve tie-front top brings effortless drama with its flowy silhouette and ultra-cropped fit that's made for denim cutoffs, resort dinners, and spontaneous getaways.

    Fit & Features

    • Woven fabric with an asymmetric pattern
    • V-neckline
    • Tie-front closure
    • Long flowy flare sleeves
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000151

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I Love Tequila Cropped Baby Tee

    IDK what the plan is, but this tee already decided it’s a yes. This cropped baby tee hugs just right and brings the playful graphic energy that goes from pregame to post-brunch without missing a beat.

    Fit & Features

    • Soft knit fabrication
    • Crew neckline
    • Short sleeves
    • "I Love Tequila" text graphic
    • Fitted baby tee silhouette
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-000526

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Muse Floral Beaded Babydoll Top

    Booked the trip, packed the cute top. This floral beaded halter top features a floaty babydoll fit, shiny embroidered details, and an open back that was made for vacation photos and sunset dinners.

    Fit & Features

    • Chiffon fabric, no stretch
    • Floral beaded embroidery
    • Sleeveless deep V-neckline, small keyhole cutout
    • Halter spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Mid-length hem, babydoll fit
    • Runs true to size

    Style Number/Barcode: 06003-000367

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MINT

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Hint Of Sparkle Sheer Knit Tank Top

    When you want a little shine without going all out. This sheer tank top with a subtle shimmer and form-hugging fit gives it that effortless look with your go-to bottoms.

    Fit & Features

    • Sheer knit fabric with lurex sparkle
    • Sleeveless crew neckline
    • Side ruched seams
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000701

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Vibe Tropical Print Tie-Front Top

    Barely packed, fully planned. This tropical print tie-front top keeps it breezy with a plunging neckline, flowy sleeves, and an ultra-cropped fit that makes it feel instantly styled. Pair with the matching palazzo pants.

    Shop Matching Bottoms: Breezy Vibe Tropical Print Palazzo Pants

    Fit & Features

    • Lightweight woven fabric, no stretch
    • Tropical print
    • Plunging V-neckline
    • Tie-front design
    • Short flowy sleeves
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000149

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Tie It Your Way Camo Print Satin Scarf

    One scarf, way too many outfit possibilities. This satin scarf brings a silky finish and abstract camo print that can be tied at the neck, styled in your hair, or wrapped around your favorite bag.

    Fit & Features

    • Smooth satin fabric
    • Square scarf silhouette
    • Abstract camo print
    • Versatile styling design

    Style Number/Barcode: 07305-000117

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: In Stock

    Available Color: OLIVE

    Available Size: NS

    Product Badge:
    • Sale
  • Hair Check Three-Pack Headband Set

    Bad hair day, handled. This headband set comes with three trendy styles, including solid and floral print options, to keep your look effortlessly put together.

    Fit & Features

    • Three-pack headband set
    • Two solid stretch headband styles
    • One floral print stretch handband style

    Style Number/Barcode: 07006-000170

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jet Set Rhinestone Tropical Floral Tube Top

    Your outfit just booked the trip. This rhinestone tropical floral tube top brings a bright statement print, strapless neckline, and curve-hugging fit made for rooftop plans, resort dinners, and every photo that makes the group chat pause.

    Fit & Features

    • Knit fabric, high stretch
    • Large tropical floral print, rhinestone embellishments
    • Strapless straight-across neckline
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000712

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS

    Product Badge:
    • Sale
  • Sandy Shores Tropical Floral Maxi Skirt

    This vibrant tropical floral maxi skirt will transport you to the sandy shores of a tropical paradise. With its stunning print and high-rise waist, this maxi skirt is perfect for any summer occasion. Pair with the matching top.

    Fit & Features

    • Tropical floral print, stretchy knit fabric
    • High-rise waist
    • Curve-hugging maxi silhouette
    • Runs true to size

     

    Shop the Matching Top: Sandy Shores Tropical Floral Crop Top

    Style Number/Barcode: 06501-000171

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Looking Cute Ribbed Knit Capri Pants

    Serving “don’t text me, I’m busy looking cute” behavior. These ribbed knit capri pants hug your curves with an ultra-minimal fit that layers perfectly under oversized jackets or steals the show on its own.

    Shop Matching Top: Looking Cute Ribbed Knit Cropped Cami Top

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Mid-rise waist
    • Form-hugging fit
    • Below the knee length hem
    • Runs true to size

    Style Number/Barcode: 06502-000109

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: L

    Product Badge:
    • Sale
  • Poolside Priority Tie Front Top

    This top practically comes with a boarding pass. Featuring a flirty tie front crop top, flutter sleeves, and a cropped length, it's the kind of look that belongs at pool parties, vacations, and every photo op in between.

    Shop Matching Bottoms: Poolside Priority Slit Maxi Skirt

    Fit & Features

    • Stretchy knit fabric
    • Tie-front neckline
    • Flutter short sleeves
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06202-000110

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale