$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.

  • Annistyn Satin A-Line Formal Dress

    Special Occasion

    Crafted to captivate from every angle, the Annistyn satin gown moves with an effortless, liquid-like elegance. The A-line floor length hem and lace-up back create a refined silhouette designed for unforgettable entrances.

    Fit & Features

    • Premium satin jacquard fabric with a smooth drape
    • Straight neckline with slender adjustable straps
    • Mesh-lined underwire bust support
    • Fitted bodice with lace-up back detail
    • A-line silhouette with floor-length hem
    • Runs true to size

     

    Where to Wear:

    Wedding, formal celebration, black-tie gala, holiday parties, art museum soiree, cultural opening, upscale cocktail party, anniversary dinner, winter formals, opera theater, elegant date night

    Style Number/Barcode: 05002-001780

    Category Name: $20 & Under Sale

    Price: $99.90

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • Sale
  • Amina Chiffon Leopard Formal Dress

    Special Occasion

    The Amina printed mermaid gown brings effortless allure with a sleek, sculpted fit. The square neckline, strappy open back, and lace-up detail give the silhouette a modern edge that feels equal parts sultry and polished.

    Fit & Features

    • Leopard print, chiffon-woven fabric, knit lining
    • Square neckline
    • Spaghetti straps
    • Tie-back design
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Wedding guests, galas, formal milestone parties, rehearsal dinners, anniversaries, vacations, honeymoons, destination celebrations, birthday dinners, cocktail parties

    Style Number/Barcode: 05002-000665

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

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

    Product Badge:
    • Sale
  • After Dark Aura Backless Mini Dress

    For the nights that don’t end at midnight. This mesh halter mini dress brings the drama with a plunging cowl neckline, flirty ruffle tiers, and that “didn’t even try” kind of hot.

    Fit & Features

    • Abstract print, mesh-lined stretchy fabric
    • Plunging cowl halter neckline with hardware bead insert
    • Open back with cascading drape detail
    • Form-hugging silhouette
    • Tiered ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-001064

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Mireille Leopard Chiffon Formal Dress

    Special Occasion

    The Mireille floor-length gown brings effortless drama to every RSVP. Designed in airy chiffon fabric with a leopard print, this A-line dress features a plunging neckline, strappy open tie back, and high front slit that moves beautifully from cocktail hour to the dance floor.

    Fit & Features

    • Leopard print, chiffon fabric, mesh lining
    • Plunge halter neckline with bar accent
    • Open back with detachable beaded chain, zipper and hook-eye closure
    • Side waist cutout, hardware insert
    • High front slit
    • Flowy A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, engagement parties, vacations, honeymoons, destination celebrations, birthday dinners, cocktail soirees, and fashion-forward events.

    Style Number/Barcode: 05002-001317

    Category Name: $20 & Under Sale

    Price: $59.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: M, L

    Product Badge:
    • Sale
  • Floral Moment Bow Block Heels

    These playful floral block heels are giving garden party glam with a cute bow—perfect for twirls, toasts, and turning heads at your next event!

    Fit & Features

    • Block heel
    • Square toe
    • Wide strap with bow
    • Adjustable ankle strap with buckle closure
    • Floral print
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000362

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildflower Spirit Cross Necklace

    A little western charm goes a long way with this cross statement necklace featuring vintage-inspired floral details that bring effortless country glam to any outfit.

    Fit & Features

    • Statement cross pendant with colored stones
    • Floral details
    • Chain design
    • Lobster clasp closure

    Style Number/Barcode: 07002-000404

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Elegance Faux Pearl Chain Belt

    Old money, but make it modern. This faux pearl chain belt blends timeless elegance with a subtle gold finish that instantly elevates any look. It’s the perfect mix of polish and cool—your new go-to for dressing up or keeping things effortlessly refined.

    Fit & Features

    • Faux pearls
    • Chain accents
    • Lobster clasp closure

    Style Number/Barcode: 07301-000354

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rodeo Glow Skull And Horseshoe Necklace

    A little Western luck never hurt. This layered necklace pairs a horseshoe charm with a cow skull pendant for the perfect flair to your outfit.

    Fit & Features

    • Layered chain design
    • Rhinestone cow skull
    • Horseshoe charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000322

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Grommet Waist Hot Shorts

    A little attitude goes a long way. These hot shorts feature bold grommet trim along the waist with a sleek, body-hugging fit that instantly elevates your going-out lineup.

    Fit & Features

    • Smooth woven fabric with slight stretch
    • Mid-rise waist
    • Grommet trim waistband detail
    • Classic hot short silhouette
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000121

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Floral Whispers Off-The-Shoulder Midi Dress

    A floral moment worth remembering. This off-shoulder midi dress flatters with a ruched body, draped sleeves, and a side slit that shows just enough—perfect for weddings, date nights, and every romantic plan in between.

    Fit & Features

    • Floral print, smooth knit stretch fabric
    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Front slit design
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000732

    Category Name: $20 & Under Sale

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharp Finish Patent Slingback Pumps

    Polish your look with a sharp edge—these patent slingback pumps feature a pointed toe and stiletto heel that mean business (and pleasure). Perfect for date nights, chic office outfits, or weekend brunch.

    Fit & Features

    • 3.5" Stiletto heel
    • Closed pointed-toe
    • Slingback ankle strap
    • Cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000431

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marlyne Halter Open Back Formal Dress

    Special Occasion

    Effortless and ethereal, the Marlyne formal dress moves like a warm breeze. Designed in airy organza fabric with a halter neckline and chic O-ring accent, its free-flowing A-line silhouette and open back create an easy elegance that’s perfect for sunset dinners or coastal soirées.

    Fit & Features

    • Lightweight organza shimmer woven fabric, woven lining
    • Halter neckline with hoop insert, tie straps
    • Open back design
    • Hidden side pockets
    • Flowy A-line silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Destination weddings, garden ceremonies, sunset dinner parties, resort vacations, cocktail events, bridal showers, wedding showers, rehearsal dinners, birthday celebrations

    Style Number/Barcode: 05002-000751

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play It Cool Varsity Bomber Jacket

    Retro edge meets city cool. This varsity-inspired faux leather bomber brings all the vintage vibes with bold color blocking, striped rib knit trim, and embroidered “NEW YORK BROOKLYN” detailing that keeps it effortlessly street.

    Fit & Features

    • Varsity-inspired color block design
    • Faux leather fabric, sewn-in quilted woven lining
    • Collar neckline, long sleeves with striped rib knit cuffs
    • Snap-button down closures
    • Embroidered "NEW YORK BROOKLYN" script
    • Front pockets, relaxed fit, striped rib knit hem
    • Runs true to size

    Style Number/Barcode: 06204-000104

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GREEN

    Available Size: S/M

    Product Badge:
    • Sale
  • Lavish And Lovely Bodycon Lace Midi Dress

    Stroll into the room in this lovely lace midi dress as the bride-to-be, birthday cutie, or party guest! With a flattering sweetheart neckline and bodycon silhouette, this dress will hug your curves for a stunning look. 

    Fit & Features

    • Lace-lined fabric
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps, back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4000

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Day Plans Bow Espadrille Wedges

    Your sunny day plans aren't complete without these espadrille wedges! These stylish shoes feature a crisscross toe strap adorned with an adorable bow, while the wedge sole elevates your outfit.

    Fit & Features

    • Wedge heel
    • Square toe
    • Crisscross toe strap with bow
    • Espadrille sole
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07406-000010

    Category Name: $20 & Under Sale

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On Me Cat Eye Sunglasses

    Catch their gaze and keep it—these cat eyes were made for golden hour snaps and spontaneous weekend plans. Lightweight with just enough edge to own the moment.

    Fit & Features

    • Metal frame with sleek cat eye silhouette
    • Adjustable nose pads
    • Slim arms with subtle curve
    • Gradient lenses 

    Style Number/Barcode: 07008-000045

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Details Pearl Chain Belt

    The kind of detail that quietly pulls the whole look together. This pearl chain belt adds a polished finish to denim, dresses, or low-rise moments without feeling overdone.

    Fit & Features

    • Faux pearl-accent chain belt design
    • Polished finish
    • Adjustable chain with lobster clasp closure and extender
    • Lightweight feel for comfortable wear

    Style Number/Barcode: 07301-000356

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • After Party Approved Rhinestone Stiletto Heels

    These are the heels that don’t quit—just like your group chat. With asymmetric rhinestone straps and a sleek stiletto, they’re made for dancing, drama, and not staying in.

    Fit & Features

    • 4.5" Stiletto heel
    • Square toe
    • Rhinestone-embellished asymmetrical strap
    • Adjustable ankle strap with buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000275

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Three-Pack Adhesive Breast Pasties

    A three-pack set of adhesive breast pasties creates a smooth, seamless look under your favorite form-hugging or backless styles. Designed in a round shape with infinity edges, these pasties give you a discreet look. 

    Fit & Features

    • Three-pack adhesive breast pasties
    • Round shape
    • Infinity edges
    • Silicone material
    • Reusable for up to 25 wears 

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07101-0430

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Quilted Diamond Small Crossbody

    Create a trendy look with this luxe crossbody! The crossbody purse features a small rectangular body, a quilted diamond design, a fold-over closure with a turn-lock fastening closure, and a matte jelly body. Complete look with a bodysuit and mini skirt.

    Fit & Features

    • Small rectangular body
    • Quilted diamond design 
    • Fold-over closure with turn-lock closure
    • Matte jelly body
    • Dainty chain-link shoulder strap

    Style Number/Barcode: 07203-0429

    Category Name: $20 & Under Sale

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK, NUDE

    Available Size: NS

    Product Badge:
    • Sale
  • Lounge Goals Rib Knit Flare Pants

    Made for slow mornings and casual weekend plans, these rib knit flares keep you comfy but styled. The foldover waistband and side drawstrings let you adjust the vibe from relaxed to snatched.

    Fit & Features

    • Rib knit fabric with stretch
    • High-rise foldover waistband, adjustable side drawstrings
    • Hip-hugging fit
    • Flare hem
    • Runs true to size

    Style Number/Barcode: 06502-000043

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Sale
  • Effortless Chic Wide-Leg Pants

    Meet the pants that move like you’ve got somewhere fun to be. The smooth knit fabric and wide-leg silhouette give you that breezy, pulled-together vibe, and you didn't even have to think about it. Pair with the matching tops.

    Shop Matching Tops: Effortless Chic Lace-Up Crop Top, Effortless Chic Beaded Cowl Neck Top

    Fit & Features

    • Smooth knit fabric, high stretch
    • High-rise waist
    • Hip-hugging fit
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-000113

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Tricia V-Neck Slit Mermaid Formal Dress

    Special Occasion

    Effortless and undeniably chic, the Tricia plunge gown turns heads with a sleek silhouette and daring thigh-high slit. Designed to elongate and flatter, it’s your perfect plus-one for black-tie events, galas, and every moment that calls for pure glamour.

    Fit & Features

    • Smooth knit fabric with stretch
    • Plunge V-neckline, wired insert, padded bra cups
    • Adjustable spaghetti straps 
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, engagement parties, rehearsal dinners, milestone celebrations, charity auctions, red-carpet occasions, fancy date nights, military balls

    Style Number/Barcode: 05002-001293

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Unforgettable Entrance Mesh Maxi Dress

    This is the dress that changes the whole mood the second you walk in. With a plunging halter neckline, artful abstract print, and a curve-skimming silhouette finished with a dramatic front slit, it's made for weddings, formal events, and nights that deserve a memorable outfit.

    Fit & Features

    • Abstract print, mesh fabric, knit lining
    • Halter neckline, tie straps
    • High front slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001514

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale