$20 & Under Sale

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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.

  • Bullseye Faux Suede Cowboy Hat

    Perfect for making a statement at rodeos, festivals, or everyday wear, this cowboy hat combines classic charm with edgy flair. The unique bull accent band adds a bold, rugged touch, while the trendy tie-back closure adds a cute touch.

    Fit & Features

    • Bull accent band with tie-back closure
    • Wide curved brim
    • Faux suede material

    Style Number/Barcode: 07302-000059

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Me Up Rhinestone Strappy Block Heels

    High, sparkly, and ready to turn heads—these heels understood the invite. The rhinestone strappy design and sleek faux leather bring the glam vibes to your night out look.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open almond-shaped toe
    • Rhinestone strappy design
    • Adjustable ankle straps with buckle closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-000322

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Me In Cargo Mid-Rise Straight-Leg Jeans

    Lowkey utility, highkey cool. These cargos are made for off-duty days, casual hangs, or whenever you want your outfit to say “I got this” without trying.

    Fit & Features

    • Denim fabric, slight stretch
    • Mid-rise waist
    • Straight-leg relaxed fit
    • Side cargo flap pockets
    • Front button and hidden zipper closure, belt loops
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000047

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ailany Sequin Cutout Mini Dress

    Special Occasion

    Sleek, sparkly, and made to command attention, the Ailany dress turns up the glamour with allover sequins, a sculpted strapless neckline, and a daring cutout that plays up its bodycon fit.

    Fit & Features

    • Sequin-embellished, mesh fabric, stretchy knit lining
    • Strapless neckline, padded bra cups
    • Side hidden zipper and hook-eye closure
    • Cutout bodice
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, bachelorettes, Vegas, cocktail bar, parties

    Style Number/Barcode: 05001-000392

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • Vintage Muse Sheer Mesh Gloves

    These sheer long gloves are serving vintage drama with a modern look. The perfect finishing touch when you want your 'fit to bring the chic and luxe vibes.

    Fit & Features

    • Sheer mesh fabric, moderate stretch
    • Long-length fitted design

     

    How To Style For Spooky Season:

    Pair with a sleek bodysuit and the bunny ears headband for a fab Halloween costume.

    Style Number/Barcode: 07304-000005

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Era Tie-Front Denim Mini Skort

    Giving Y2K with a new twist. This denim mini skort is short, sassy, and made to be seen—perfect for content days or leveling up your weekend 'fit.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Five-pocket and belt loop design
    • Dual front button closures, tie-front belt
    • Grommet detailing
    • Fitted mini-length overlay, hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000084

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft With Spice Mid-Rise Denim Mini Skirt

    Cute from every angle, this mid-rise mini hugs tight in all the right places. Pair with a tube top or baby tee for any plans.

    Fit & Features

    • Light wash denim fabric
    • Mid-rise waist
    • Bodycon silhouette, mini-length hem
    • Front button closure, belt loop accents
    • Four-pocket styling, side strap accent
    • Runs true to size

    Style Number/Barcode: 06601-000013

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie It Up Satin Ballet Heels

    Balletcore but make it elevated. These wrap-tie heels give flirty-meets-fierce vibes, perfect for date nights, dance floors, and content-worthy struts.

    Fit & Features

    • 4" Stiletto heel
    • Closed square toe with bow accent
    • Self-tie lace-up ankle straps
    • Cushioned insole
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000128

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Petal Play Floral Mesh Midi Dress

    Flirty, fitted, and just the right amount of bold—this midi dress is made to impress. With its curve-skimming mesh and dreamy florals, it’s the perfect plus-one for dinner dates or rooftop cocktails.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Midi-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000245

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aleena Sequin Flower Bodycon Mini Dress

    Special Occasion

    Made for a head-turning arrival, the Aleena sequin mini dress brings soft glam with high-impact shine. Designed in a sequin-covered stretch fabric, this bodycon mini features a halter V-neckline and an eye-catching floral accent that feels both flirty and elevated.

    Fit & Features

    • Sequin-embellished fabric
    • Halter V-neckline, padded bra cups
    • Flower accent
    • Open back, zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, bachelorettes, bridal showers, date nights, garden parties, cocktail soirees, fancy brunches, birthdays, rooftop hotel bars

    Style Number/Barcode: 05001-000251

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Lucky Player Game Graphic Tube Top

    Play the game or play the crowd—either way, you're winning. This strapless graphic top brings vintage Vegas energy with a side of savage.

    Fit & Features

    • Cotton-blend knit stretchy fabric
    • Strapless tube neckline
    • Graphic front and script "Lucky Player/Good Game"
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000238

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Glam Long Ruffled Satin Gloves

    Go full glam with these long ruffled satin gloves that bring the drama. 

    Fit & Features

    • Satin knit fabric, moderate stretch
    • Long-length fitted design
    • Ruffled ruched accents

    Style Number/Barcode: 07304-000006

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just For Tonight Rhinestone Bra Top

    Sparkle and shine tonight in this bra top! This stunning top showcases rhinestone embellishments and an ultra-cropped hem that will add a touch of sexy glamour to any outfit. Perfect for concerts, festivals, or fun nights out!

    Fit & Features

    • Knit fabric
    • Rhinestone embellished
    • Adjustable spaghetti straps
    • Square neckline
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000127

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Running On Coffee Baseball Cap

    For the girl who runs on caffeine and compliments. This embroidered baseball cap is your grab-and-go essential for coffee runs, casual hangs, and bad hair day cover-ups.

    Fit & Features

    • Curved brim
    • Embroidered “Running on Coffee and Good Vibes” front
    • Adjustable back strap closure

    Style Number/Barcode: 07302-000086

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lowkey Luxe Rhinestone Strappy Kitten Heel Mules

    Proof that subtle can still slay—these kitten heel mules are lowkey luxe with a sparkle moment that gets you. The rhinestone strap detail brings just enough drama for your dinner date, wedding guest 'fit, or rooftop photo op.

    Fit & Features

    • Stiletto kitten heel
    • Faux leather material
    • Open square-shaped toe
    • Toe strap with rhinestone accents
    • Strappy design across the foot
    • Open back, on-and-off styling
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000420

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied And True Lace-Up Denim Mini Skort

    A little lace-up, a lot of attitude. This denim mini skort keeps things trendy with its lace-up side design and gives you all the freedom to move thanks to built-in shorts.

    Fit & Features

    • Denim fabric
    • High-rise waist
    • Lace-up grommet design on the sides
    • Back zipper closure
    • Fitted mini-length overlay
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000086

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Energy Faux Leather Hot Shorts

    Made for nights you want to serve bold energy—these faux leather hot shorts hug in all the right places and bring the perfect mix of sleek and daring. A go-to for going out, festival 'fits, or party nights that call for a little edge.

    Fit & Features

    • Smooth faux leather fabric, high stretch
    • Low-rise elasticized waist
    • Cheeky, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-000151

    Category Name: $20 & Under Sale

    Price: $6.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snow Angel Pearl Bow Beanie

    The coziest way to sparkle this season. This ribbed knit beanie features a fluffy pom pom and faux pearl bow accent for that soft, polished finish your winter fits deserve.

    Fit & Features

    • Pom pom 
    • Faux pearl bow
    • Foldover design
    • Soft rib knit material

    Style Number/Barcode: 07302-000123

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Giddy Up Knit Horse Cardigan

    A little western, a lot of cozy—this button-down cardigan features a playful horse knit pattern and collar detail that make it anything but basic.

    Fit & Features

    • Horse pattern, soft knit fabric
    • Oversized long sleeves with striped cuffs
    • Collared neckline
    • Button-down front closures
    • Relaxed fit hem
    • Runs true to size

    Style Number/Barcode: 06005-000167

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Steps Sheer Mesh Ballet Flats

    Balletcore but make it everyday—these sheer strap flats bring soft-girl charm with a sleek twist. Perfect for class, coffee runs, or cute strolls downtown.

    Fit & Features

    • Round toe
    • Top adjustable strap with buckle closure
    • Closed design
    • Sheer mesh material
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-000003

    Category Name: $20 & Under Sale

    Price: $8.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Up Tonight Rhinestone Shoulder Bag

    This bag’s got a major glow. With a rhinestone-embellished body, knotted shoulder strap, and spacious interior, it’s ready to glow up your night-out looks.

    Fit & Features

    • Knotted shoulder strap
    • Top zipper closure
    • Spacious interior
    • Rhinestone-embellished

    Style Number/Barcode: 07204-000013

    Category Name: $20 & Under Sale

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gone Country Camo Baseball Cap

    Country vibes, but make it chic. This camo baseball cap with bold "Gone Country" embroidery is your go-to for off-duty days, festival 'fits, or when you’re channeling a little flair.

    Fit & Features

    • Structured cotton material
    • Leaf camouflage pattern
    • Round paneled top, button accent
    • Short curved brim
    • Embroidered front text reads, "Gone Country"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000143

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amber Satin Off-The-Shoulder Mini Dress

    Special Occasion

    Sleek and striking, the Amber satin mini dress stuns with an off-the-shoulder neckline and artful front twist detail. The bodycon silhouette is designed to flatter, making it an elegant style for brides to any celebration where you want to shine.

    Fit & Features

    • Knit satin fabric
    • Off-the-shoulder neckline, short sleeve cuffs
    • Back zipper closure
    • Front twist knot design
    • Bodycon silhouette, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, weddings, engagement parties and photoshoots, rehearsal dinners, ceremony, receptions, black tie parties, formal birthday events, anniversaries, date night

    Style Number/Barcode: 05001-000542

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS

    Product Badge:
    • Sale
  • Jodie Satin Skater Corset Dress

    Special Occasion

    Designed to dazzle with every step, the Jodie satin dress is elegance in motion. Crafted with a sculpting corset bodice and sweetheart strapless neckline, this mini-length skater dress turns timeless structure into a modern fairytale, with hidden side pockets for an effortlessly poised finish. 

    Fit & Features

    • Stretch satin fabric, crinoline and woven linings
    • Sweetheart strapless neckline,cowl pelated drape, padded bra cups
    • Back zipper and hook-eye closure
    • Structured corset bodice, flexible boning inserts
    • V-waist drop seam, hidden side pockets
    • Voluminous skater silhouette, mini-length hem
    • Runs true to size

     

    Where to Wear:

    School dances, weddings, bridal shower, engagement party, reception dress, rehearsal dinner, birthdays, milestone celebrations, black tie events

    Style Number/Barcode: 05001-000060

    Category Name: $20 & Under Sale

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale