$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.

  • Sculpted Intent Ponte Halter Corset Top

    Clean lines, confident structure. This ponte halter corset top is designed to sculpt with flexible boning and an underwire bust, finishing with a cropped hem that feels polished with your favorite bottoms.

    Fit & Features

    • Ponte fabric, sewn-in knit lining
    • Halter neckline
    • Underwire bust support
    • Back zipper and hook-eye closure
    • Corset-structured bodice, flexible boning
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000466

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Ride Fringe Hot Shorts

    Ride off to the festival in these faux leather hot shorts with sassy fringed sides perfect for dancing to your fave artist! 

    Fit & Features

    • Faux leather fabric
    • Low-rise waist, hidden front zipper, hook-eye closure, belt loops
    • Fringed side trim
    • Form-hugging fit, front and back pockets
    • Short length hem
    • Runs true to size

    Style Number/Barcode: 06403-000009

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Intentions Floral Lace Tank Top

    Soft glam but make it a little bold—this floral lace moment is doing exactly what it needs to. The cropped tank top hugs just right with a delicate edge that’s ready for plans, photos, and everything after. Style with the matching mini skirt.

    Shop Matching Bottoms: Pretty Intentions Floral Lace Mini Skirt

    Fit & Features

    • Sheer floral embroidered lace fabric with knit lining, moderate stretch
    • Sleeveless V-neckline
    • Tank shoulder straps
    • Back strap with heart hardware accent, lower back cutout
    • Cropped scalloped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000503

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Checked In Lace Crop Top

    Booked, packed, and already thinking about the vacation photos. This lace top pairs a plunge neckline with a flirty open front for an effortlessly styled getaway look.

    Shop Matching Bottoms: Checked In Lace Shorts

    Fit & Features

    • Lace-lined fabric
    • Plunge halter neckline, tie straps
    • Open front design, beaded accents
    • Flowy crop-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000683

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Glam Strut Rhinestone Strappy Block Heels

    RSVP’d yes before the plans were even confirmed. These strappy patent faux leather block heels bring just enough sparkle and shine to dress up denim, minis, or the outfit you suddenly got way too excited to wear.

    Fit & Features

    • Block heel
    • Open square-shaped toe
    • Thin asymmetric strappy design, mini rhinestone embellishments
    • Adjustable ankle strap with buckle closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000660

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Disco Dreams Rhinestone Block Heels

    Built for nights when you refuse to go unnoticed. These rhinestone block heels shimmer with every step, keeping you comfy enough to dance until last call.

    Fit & Features

    • 2.5" block heel
    • Almond toe
    • Rhinestone all-over embellishments
    • Adjustable ankle strap with buckle closure
    • Cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-000300

    Category Name: $20 & Under Sale

    Price: $12.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Shimmer Rhinestone Cross Slider Bracelet

    A soft shimmer that catches the light right when you want it to. This rhinestone cross slider bracelet brings a chic touch and subtle shine to your everyday stack.

    Fit & Features

    • Dainty rhinestone bracelet with cross accent
    • Adjustable slider closure for a customizable fit
    • Lightweight construction

    Style Number/Barcode: 07003-000204

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine On Mini O-Ring Chain Belt

    This rhinestone-embellished chain belt adds instant shine with its diamond-cut links and mini O-ring detail, giving every fit a little glam and a little edge. Pair it with cargos, mini skirts, or over a sleek dress when you want that effortless “I didn’t try… but I still slay” finish.

    Fit & Features

    • Mini diamond-cut chain links for major sparkle
    • O-ring center detail for a polished, edgy vibe
    • Lobster clasp closure with extender

    Style Number/Barcode: 07301-000370

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotted And Sassy Side Slit Tube Top

    Sweet with a twist—this polka dot tube top brings flirty vibes and a cheeky side slit that’s ready for brunch dates, beach strolls, or casual hangs.

    Fit & Features

    • Polka dot print, stretchy knit fabric
    • Tube strapless neckline
    • Side slit accents
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000279

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom Babe Abstract Floral Mesh Maxi Skirt

    All eyes go straight to you in this blooming floral maxi skirt that is both sweet and unapologetically bold. The ruched mesh hugs your shape with that sleek, confident fit you reach for on every hot-girl outing.

    Shop Matching Top: Bloom Babe Abstract Floral Mesh Corset Top

    Fit & Features

    • Mesh fabric, high stretch
    • Abstract floral print
    • High-rise waist
    • Back slit
    • Maxi-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000051

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Camo Crush Rhinestone Denim Jorts

    Serving just enough attitude to make a basic tank look instantly styled. These rhinestone cargo jorts bring oversized pockets, streetwear edge, and a laid-back fit that was made for concerts and casual weekend plans.

    Fit & Features

    • Denim fabric, camouflage print
    • Allover rhinestones
    • Mid-rise waist
    • Cargo side pockets
    • Relaxed knee-length silhouette
    • Front button closure, hip pockets
    • Runs true to size

    Style Number/Barcode: 06603-000182

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: OLIVE

    Available Size: M, L

    Product Badge:
    • Sale
  • Soft Glow Floral Print Mesh Mini Skirt

    Caught in your softest glow—this floral print mesh mini skirt does all the flirting for you. It has a lightweight, curve-hugging feel, perfect for nights out or styled low-key. Pair with the matching tube top.

    Shop Matching Top: Soft Glow Floral Print Mesh Tube Top

    Fit & Features

    • Sheer mesh fabric with brushed knit lining, high stretch
    • Large floral print on the front
    • High-rise waist
    • Mini-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000130

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: L

    Product Badge:
    • Sale
  • Meet Me Downtown Denim Shorts

    These shorts are giving polished without trying too hard. The tailored fit and clean silhouette make them feel instantly elevated and perfect for vacations, weekend getaways, or downtown strolls.

    Shop Matching Top: Meet Me Downtown Denim Vest

    Fit & Features

    • Denim fabric
    • High-rise waist
    • Front button closure
    • Tailored fit
    • Runs true to size

    Style Number/Barcode: 06603-000203

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Date Night Defined Bustier Top

    This top does the talking for you. The off-shoulder neckline and structured bustier fit give that snatched style perfect for impressing the room.

    Fit & Features

    • Mesh and lace fabric, partial lining
    • Off-the-shoulder tie bust neckline, puff short-sleeve cuffs
    • Hidden side zipper closure
    • Lace-up back placket
    • Bustier-structured bodice, flexible boning
    • Fitted angled hem
    • Runs true to size

    Style Number/Barcode: 06001-000628

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Windsor x Von Dutch Classic Trucker Hat

    Rock that classic vibe in this Von Dutch trucker hat—the perfect blend of retro cool and everyday comfort. Featuring a structured front panel and breathable mesh back, this hat keeps you looking cool, hitting the road or just cruising around town.

    Fit & Features

    • Classic trucker hat silhouette
    • Von Dutch embroidered logo patch
    • Wide curved brim
    • Mesh back panel
    • Adjustable snap-back closure for a snug fit

    Style Number/Barcode: 07302-000249

    Category Name: $20 & Under Sale

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Howdy Cowboy Graphic Tank Top

    Serving just enough country with a side of cool. This scoop neck cowboy graphic crop tank is an easy throw-on for concerts, coffee runs, or whenever your outfit needs a little attitude.

    Fit & Features

    • Rib knit cotton-blend stretchy fabric
    • Scoop neckline
    • Tank shoulder straps
    • Graphic cowboy and "Howdy" script design
    • Fitted raw-cut crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000537

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Style Two-Pack Hair Bow Ribbon Set

    Unlock an adorable style with this two-pack hair bow ribbon set to adorn your luscious locks! Complete the look in a short dress for a daytime party!

    Fit & Features

    • Two-pack hair bow ribbon set
    • Metal clip closure

    Style Number/Barcode: 07006-0497

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Chic Knit Lace-Up Maxi Dress

    A guaranteed yes when the group chat asks what you're wearing. This knit lace-up maxi dress hugs in all the right places, while the open back and textured finish keep things chic from every angle.

    Fit & Features

    • Textured knit fabric, lined, moderate stretch
    • Sleeveless high crew neckline
    • Halter spaghetti straps
    • Open cross-back lace-up design with tie closure, lower back cutout
    • Maxi-length hem with high-cut back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000366

    Category Name: $20 & Under Sale

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: S

    Product Badge:
    • Sale
  • High Shine Metallic Spiral Stiletto Heels

    Sculpted shine with no plans to play subtle. These metallic spiral stiletto heels feature sleek straps, an open square toe, and a leg-wrapping silhouette that instantly dials up the drama.

    Fit & Features

    • Stiletto heel
    • Open square-shaped toe
    • Toe strap, strap across the foot
    • Spiral strap design
    • Metallic faux leather material
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000704

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Little Picks Five-Piece Ring Set

    Your hands just found their favorite accessory lineup. This five-ring pack mixes glossy stone details with vintage-inspired textures for a stacked look that feels collected, styled, and a little bit spoiled.

    Fit & Features

    • Five-pack ring set
    • Colored stone embellishments
    • Polished metal finish
    • Various designs and textures

    Style Number/Barcode: 07004-000126

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Moment Rhinestone Jewelry Set

    Your outfit’s finishing touch just found its sparkle. This rhinestone necklace and earring set brings all the shine with a V-shaped crystal design that catches every bit of light—perfect for weddings, formals, or any all-eyes-on-you event.

    Fit & Features

    • Necklace and earrings set
    • Rhinestone-embellished, teardrop design
    • Lobster clasp closure
    • Post-back closure

     

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

    Style Number/Barcode: 07002-000257

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Attitude Distressed Denim Shorts

    Denim shorts that understood the assignment. These distressed denim shorts bring an effortless attitude with a relaxed fit, frayed hem, and just the right amount of lived-in detail for everything from road trips to last-minute brunch invites.

    Fit & Features

    • Denim fabric
    • High-rise waist
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Distressed detailing, frayed hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06603-000195

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MEDIUM, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Shimmer Steps Rhinestone Slide Sandals

    A little sparkle goes a long way. These rhinestone strap slide sandals add an easy glow to everyday outfits with a cushioned sole and effortless slip-on fit that works for parties, brunch, or vacation strolls.

    Fit & Features

    • Square toe
    • Multiple rhinestone criss-cross strap design
    • Flat sole
    • Cushioned footbed
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000001

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Essential Platform Lug Boots

    An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort!

    Fit & Features

    • Round toe
    • Platform lug sole
    • Inner zipper closure
    • Under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000016

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale