$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.

  • 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
  • Crisp Breeze Striped Sweater Topper

    Crisp breeze? She’s ready. This striped sweater brings cozy charm with a throw-on-and-go fit made for coffee runs, apple picking, or romanticizing your Tuesday errands.

    Fit & Features

    • Striped pattern, soft knit stretch fabric
    • Crew neck
    • Long sleeves
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-000104

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    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
  • Kiana One-Shoulder Open Back Slit Formal Dress

    Special Occasion

    Sleek, striking, and made to command a room—the Kiana one-shoulder dress flows into a floor-length skirt with a daring side slit, while the open back tie adds an unexpected twist of allure. It’s an effortlessly chic gown for your most glamorous occasions.

    Fit & Features

    • Slinky knit stretch fabric
    • One-shoulder neckline
    • Open tie-back design
    • High side slit
    • Curve-hugging silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, black tie galas, red-carpet occasions, cocktail parties, formal milestone celebrations, fancy date nights, anniversaries, holidays

    Style Number/Barcode: 05002-000249

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Who's That Girl Glitter Mini Dress

    Serving “Who’s that girl” from every angle. This curve-loving mini dress hugs in all the right places with a sultry back cutout that’s just begging for a night out.

    Fit & Features

    • Glitter knit fabric, knit lining
    • Square neck
    • Dual spaghetti straps
    • Cutout back
    • Bodycon mini silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000295

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kayley Off-The-Shoulder Midi Formal Dress

    Special Occasion

    Effortless allure meets sculptural elegance on the Kayley formal midi dress, designed with a striking one-shoulder neckline and a twist-front bust that draws the eye. The sleek front slit adds just enough edge for your next RSVP-worthy moment.

    Fit & Features

    • Stretch satin fabric, smooth knit lining
    • Off-the-shoulder neckline, padded bra cups
    • Twist bust accent
    • Back zipper and hook-eye closure
    • Form-hugging fit, front slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, bridal showers, bachelorettes, engagement photoshoots, baby showers, birthdays, date nights, black tie events, galas

    Style Number/Barcode: 05001-000356

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic With An Edge Denim Mini Skort

    The kind of piece that works without overthinking it. A denim mini skort with chic structure and just enough edge to feel intentional.

    Fit & Features

    • Denim fabric
    • Mid-rise waist with belt loops
    • Front button closure
    • Mini-length overlay, pleated detailing
    • Raw hem edge finish, exposed contrast pocket lining detail
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000087

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Cozy Mood Fuzzy Socks

    Meet your new cozy essential. These fuzzy slouch socks bring cloud-soft comfort with a cozy feathered texture—perfect for lounging, layering, or just keeping your vibe extra warm.

    Fit & Features

    • Fuzzy, feather-like knit fabric with ultra-soft feel
    • Slouch design

    Style Number/Barcode: 07306-000017

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janessa Velvet One-Shoulder Mini Dress

    Special Occasion

    Designed to turn heads from every angle, the Janessa mini dress stuns in plush velvet with a sculpted one-shoulder neckline and delicate dual spaghetti straps. The mesh beaded bodice catches the light with every move, while the bodycon fit and mini hem keep the look sleek, sultry, and completely unforgettable.

     

    Fit & Features

    • Plush soft velvet fabric lined with stretch knit
    • One-shoulder neckline, padded bra cups
    • Adjustable dual spagehtti straps
    • Side zipper and hook-eye closure
    • Side applique beaded mesh bodice
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear: 

    Weddings, cocktail parties, date nights, birthdays, holiday celebrations, engagement parties, evening receptions, semi-formal occasions

    Style Number/Barcode: 05001-000383

    Category Name: $20 & Under Sale

    Price: $14.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night To Remember A-Line Mini Dress

    Made for twirling under string lights or stealing the spotlight on the dance floor. This cowl halter mini dress nails that flirty-meets-effortless vibe with a playful skater silhouette.

    Fit & Features

    • Smooth knit lined fabric with stretch
    • Cowl halter neckline, spaghetti strap tie
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000309

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Getter Rhinestone Bodycon Mini Dress

    Serving after-dark sparkle with a hint of flirty edge, this rhinestone bodycon mini dress is your ticket to being unforgettable on nights out!

    Fit & Features

    • Mesh-lined fabric, rhinestone-embellished
    • Scoop neckline
    • Spaghetti straps
    • Floral pattern
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000305

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starlight Mood Sequin Skater Dress

    Bring the sparkle everywhere you go—this sequin skater dress is pure glam perfection. The fitted bodice and playful flare hem keep your party look effortlessly stunning.

    Fit & Features

    • Mesh fabric with knit lining, moderate stretch
    • All-over sequin embroidery
    • Sleeveless V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000354

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Glow Lace Up Mini Dress

    Giving rodeo-ready meets it-girl chic. The faux suede finish and lace-up front serve sultry vibes that work from concerts to bachelorette trips to the country!

    Fit & Features

    • Micro faux suede fabric
    • Halter V-neckline
    • Front lace-up bust design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000313

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet but Sculpted Off Shoulder Midi Dress

    Romantic with a sultry flair? Say less. This off-shoulder midi dress stuns with a sweetheart neckline, curve-hugging bodice, and flared hem that brings the drama to date nights and dressy occasions.

    Fit & Features

    • Smooth knit fabric with subtle sheen, stretchy knit lining
    • Off shoulder sweetheart neckline
    • Mini bust ruched seam
    • Short-sleeve cuffs
    • Form-hugging bodice
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000356

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Core Concho Chain Belt

    Serving rodeo realness with a side of slay. This etched concho chain belt is your new fave way to cinch the vibe—perfect for turning any ‘fit into a western-inspired fashion moment.

    Fit & Features

    • Chain-link design
    • Etched concho accents
    • Adjustable fit with lobster clasp closure

    Style Number/Barcode: 07301-000109

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game Day Glow Up Pullover Top

    Show up and show out—this fuzzy letter pullover brings that Go Big Orange® vibe with a side of comfy-cute. Perfect for stadium snaps, campus strolls, or couch cheering.

    Fit & Features

    • Ultra-soft fleece with bold chenille lettering
    • Crew neckline
    • Cropped hem
    • Front graphic reads “Go Big Orange®” 
    • Runs true to size

    Style Number/Barcode: 06002-000298

    Category Name: $20 & Under Sale

    Price: $6.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicately Dangerous Strappy Slingback Heels

    These chic heels were made for turning subtle into stunning. Perfect for dressy occasions when you want to make an entrance!

    Fit & Features

    • 3" Stiletto heels
    • Square toe
    • Sleek strappy knot design
    • Adjustable slingback ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000334

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer For The Drama Ruffled Tie Front Mesh Duster

    Perfect for adding a touch of drama to any outfit, this sheer mesh duster is designed with sleek long sleeves, a ruffled open front design with tie closure, and a flowy silhouette.

    Fit & Features

    • Sheer mesh fabric
    • Fitted long sleeves with flared cuffs
    • Ruffled trim open front with tie closure
    • Flowy long silhouette
    • Runs true to size

    Style Number/Barcode: 06202-000028

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can’t Look Away Bodycon Mini Dress

    Serving body-ody-ody and drama in all the right ways. This slinky mini dress hugs every curve with a ruched bodycon fit and peekaboo twist neckline that’s made for the spotlight.

    Fit & Features

    • Slinky knit fabric, smooth knit stretchy lining
    • Twist sweetheart neckline
    • Spaghetti straps
    • Keyhole cutout bust
    • Side ruched seams
    • Bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000314

    Category Name: $20 & Under Sale

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chelsea Satin Midi Formal Dress

    Special Occasion

    Striking in its simplicity, the Chelsea formal dress brings sleek confidence to any dress-up moment. Crafted in glossy satin with a form-hugging silhouette and side slit, this midi is made for the spotlight—with a square neckline that feels timeless yet fresh.

    Fit & Features

    • Stretch satin fabric, stretchy knit lining
    • Square neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, bridal showers, receptions, photoshoots, cocktail soirees, birthdays, date nights, anniversaries, dinner parties, formal events

    Style Number/Barcode: 05001-000391

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Cutie Buckle Trim Cowboy Hat

    Elevate your Western vibe with this cowboy hat for festivals or bachelorettes! Featuring a sleek buckle detail, this hat combines classic cowboy charm with a modern edge.

    Fit & Features

    • Wide curved brim
    • Buckle trim detail

    Style Number/Barcode: 07302-000097

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Focus Florals Mesh Maxi Dress

    Soft-focus florals, but make it a statement. This floral mesh maxi dress hugs just right with a sleek, fitted silhouette that’s ready for weddings, date nights, and every dressed-up plan on your calendar.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Fitted silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000363

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Glamour Fringe Cuff Bracelet

    Add that trendy glam sheen to your casual looks with this three-row cuff bracelet featuring chain-link fringe with sleek beaded accents.

    Fit & Features

    • Structured open-ended cuff
    • Three-row design
    • Metal chain-link fringe, rectangular beaded accents

    Style Number/Barcode: 07003-000022

    Category Name: $20 & Under Sale

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine On Me Layered Disc Belly Chain

    Just a lil sparkle to catch the light (and compliments). This delicate layered belly chain brings the shine with dainty disc details and major stacking potential.

    Fit & Features

    • Layered chain silhouette
    • Mini disc charms
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-000098

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale