$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.

  • Adhesive Clasp Bra

    This adhesive bra is all you need when other strapless bras aren't giving you enough lift. The bra features petal-shaped demi cups, a front clasp closure, and a silicone adhesive interior. Wear under strapless or backless special occasion dresses.

    Fit & Features

    • Petal shaped demi cups
    • Front clasp closure
    • Silicone adhesive interior

     

    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: 07101-0309

    Category Name: $20 & Under Sale

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic And Chic Low Block Heels

    These low block heels have a basic design yet are oh-so-chic! They feature an open almond toe, a toe strap, a thin adjustable ankle strap with a buckle detail, and a short block heel. Style these shoes with a bodysuit and paper bag pants for an elevated everyday look.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Low block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2899

    Category Name: $20 & Under Sale

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Criss-Cross Thin Block Heels

    Bring it back to basics with chic strappy heels that add the finishing touch to any look! The heels feature an open back, an adjustable cross-strap, an open square toe with a strap over the toe, and a narrow block heel. The heels are composed of a faux leather material. Complete look with a bodycon and clutch. 

    Fit & Features

    • Open back 
    • Adjustable cross-strap
    • Open square toe, strap over the toe
    • Narrow block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2936

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Sunsets Maxi Dress

    Your dream vacation is calling! Pack this stunning tropical floral printed maxi dress for a gorgeous look. It features an off-the-shoulder square neckline, a fitted smocked bodice, short ruffled sleeves, a tie-front accent to highlight the waist, and a flowy, floor-length silhouette with a wrap-front design. Style this dress with sleek hoop earrings and strappy sandals.

    Fit & Features

    • Off-the-shoulder square neckline
    • Fitted smocked bodice
    • Short ruffled sleeves
    • Tie-front detail
    • Flowy, floor-length silhouette, wrap-front design
    • Woven fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 05102-4068

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keepin' It Cute And Casual Denim Dress

    Keep your everyday look cute and casual in this must-have denim dress! It features a sleeveless square neckline, thin shoulder straps, a complete button-down front, and a short, curve-hugging silhouette. Style this dress with sneakers and chic shades.

    Fit & Features

    • Sleeveless square neckline
    • Thin shoulder straps
    • Complete button-down front
    • Mini-length, form-hugging fit
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 05102-0500

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Florals Chiffon Skater Dress

    Wrap yourself in a fab floral dress this season for your next brunch! The dress features a floral print, plunging V-neckline, ruffled cap sleeves, an open back with a tie-back strap, and a skater silhouette with an asymmetrical ruffled trim. The dress is composed of a semi-sheer chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with sandals and duster earrings. 

    Fit & Features

    • Wrap V-neckline
    • Ruffled cap sleeves
    • Open back with tie back ties
    • Skater silhouette
    • Ruffle trim
    • Floral print
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1103

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boss Babe Belted Mini Skirt

    Show em' all what a boss babe you are with a skirt that commands attention! The skirt features a high-rise waist, a belt with small metal grommets, and a mini-length silhouette. The skirt is composed of a Ponte-like knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a blouse and mules. 

    Fit & Features

    • High rise waist
    • Belt with belt loops
    • Metal grommets
    • Mini length silhouette
    • Ponte-like knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0354

    Category Name: $20 & Under Sale

    Price: $9.97 $26.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • You Better Work Lace-Up Crop Top

    Work it out girl with a crop top that slays! The crop top features a sleeveless square neckline, tank-shoulder straps, a lace-up back, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts and mules.

    Fit & Features

    • Sleeveless square neckline
    • Tank-shoulder straps
    • Lace-up back 
    • Cropped hem
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1011

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Moves Criss-Cross Mini Skirt

    Make some seriously stylish moves in a mini skirt that is all the rage! The skirt features a high-rise waist, a mini cutout, and criss-cross straps that tie at the back. Complete look with a crop top and chunky sneakers

    Fit & Features

    • High rise waist
    • Mini cutout
    • Criss-cross straps that tie at back
    • Mini length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0503

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Flared Satin Pants

    Keep it so sleek and luxe with pants that elevate your everyday looks! The pants feature a high-rise waist, a single button with hidden zipper closure, belt loops, slant pockets, and a straight leg with a flared hem. The pants are composed of a semi-sheer satin fabric that offers a form hugging fit with minimal stretch. Complete look with a bustier and rhinestone belt

    Fit & Features

    • High rise waist
    • Single-button and hidden zipper closure
    • Belt loops, slant pockets
    • Straight leg, flared hem
    • Satin fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0397

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam It Up Glitter Mini Dress

    Glam it up for your night out with a mini dress that brings the glitz! The dress features a sleeveless cowl neckline, bungee straps, and a mini-length silhouette. The dress is composed of a glitter knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and rhinestone earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Mini-length silhouette
    • Glitter knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4077

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Getaway Mesh Mini Dress

    Get ready for your island getaway in this adorable mesh mini dress! It features a sleeveless square neckline, adjustable spaghetti straps, ruched detailing, a short, curve-hugging silhouette, and an all-over tropical palm leaf print. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruching
    • Mini-length, form-hugging fit
    • Sheer mesh fabric, tropical palm leaf print, knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4133

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jewel Formal Satin Asymmetrical Dress

    Special Occasion 

    Make a striking impression in a formal dress that is a true one of a kind! The dress features a sleeveless cowl neckline with subtle pleating, adjustable spaghetti straps, a watercolor-inspired print, and a high side slit. The dress is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone sandals.  

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Watercolor-inspired print
    • High side slit
    • Satin fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05002-1307

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alisha Asymmetrical One-Shoulder Formal Dress

    Special Occasion

    Create a sleek and stunning look that will have all eyes on you in the chic Alisha formal dress! She features a sleeveless asymmetrical one-shoulder neckline with a spaghetti strap, an open back with a subtle strappy design, a high waist seam, and a floor-length, fitted silhouette with a sexy thigh-high side slit. Style this dress with clear heels for a trendy vibe.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • Open back, subtle strappy design
    • High waist seam
    • Floor-length, fitted silhouette, high side slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1540

    Category Name: $20 & Under Sale

    Price: $8.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style In Check Utility Romper

    Keep your style in check with this fab and trendy utility romper! It features a sleeveless square neckline, thin adjustable shoulder straps, a chic zip-front with an O-ring detail, a utility belt, cargo-style front pockets, and a fitted silhouette. Complete the look with sleek hoop earrings and sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Thin adjustable shoulder straps
    • Zip-front, O-ring detail
    • Utility belt, cargo-style front pockets
    • Fitted silhouette
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06303-0145

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Money Cropped Pajama Cami

    Glam it up with a cami that shows off your affinity for the luxe life! The cami features a sleeveless scoop neckline, spaghetti straps, a money print design, and a cropped hem. The pajama cami is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama shorts. 

    Shop Matching Pajama Shorts: Glam Money Pajama Shorts

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Money print
    • Cropped hem 
    • Smooth knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0606

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Lace Up Denim Romper

    Lace-up in a chic denim romper that keeps your look on point! The romper features a sleeveless sweetheart neckline, spaghetti straps, a lace-up back, and cheeky shorts. The romper is composed of a denim fabric that offers a form hugging fit with a moderate stretch. Complete look with mules. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Lace-up back 
    • Cheeky shorts, faux back pockets
    • Denim fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06603-0222

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Perfection Twist Front Jumpsuit

    Keep it preppy and posh with a plaid jumpsuit that is perf for a stylish day out! The jumpsuit features a plaid print, sleeveless V-neckline, adjustable spaghetti straps, a twist-front accent at the bodice, and a cutout. The slim-fit bodice leads to a flared straight leg. Complete look with wedges and dainty rings

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Twist-front accent, cutout 
    • Flared straight leg 
    • Plaid print 
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06402-0387

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Mini Skirt

    Get a stylish, effortlessly chic look with this knit mini skirt. It features a flattering high-rise waist with an adorable tie-front detail, and a short, form-fitting silhouette to hug your curves. Complete the outfit with a cute bodysuit and heels.

    Fit & Features

    • High-rise waist
    • Tie-front accent
    • Mini-length, form-hugging fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0504

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Good Life Geometric Sunglasses

    Live the good life with chic sunglasses to pack on your next vacay, babe! The sunglasses feature an oversized geometric-shaped frame, nose pads, and sleek arms. Complete look with a romper and sandals. 

    Fit & Features

    • Oversized geometric frames
    • Nose pads
    • Sleek arms

    Style Number/Barcode: 07008-0891

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Fab Two Belt Pack

    Keep your look so fab and fierce with a belt that cinches your outfit! The belt pack includes two belts that feature an open double C-shaped buckle and a slim design. One belt features a solid black hue and the other features a fierce leopard print pattern. Complete look with high waist jeans

    Fit & Features

    • Pack includes two belts
    • Open double C-shaped buckle
    • Slim design 
    • Black belt, leopard belt 

    Style Number/Barcode: 07301-0264

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Wide Leg Overalls

    Channel those girl next door vibes with classic overalls that are perf to layer with your favorite tee! The overalls feature a sleeveless square neckline, shoulder straps, a front kangaroo pocket, adjustable drawstring belt, side pockets, and a flared wide leg. The overalls are composed of a denim fabric that offers a relaxed fit with slight stretch. 

    Fit & Features

    • Sleeveless square neckline, shoulder straps
    • Front kangaroo pocket
    • Adjustable drawstring belt
    • Side pockets
    • Flared wide leg
    • Denim fabric 
    • Relaxed fit, slight stretch, runs true to size 

    Style Number/Barcode: 06602-0252

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Basics Ribbed Pajama Pants

    Slay in basics with pajama pants that are part stylish, part comfy. The pants feature a high-rise waist, drawstring, and a straight leg that leads to a flared hem. The pants are composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama tank. 

    Shop Matching Pajama Tank: Cozy Basics Ribbed Pajama Tank

    Fit & Features

    • High rise waist
    • Drawstring
    • Straight leg, flared hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0598

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Basics Ribbed Pajama Tank

    Slay in cozy basics with a pajama tank that is part stylish, part comfy. The tank features a sleeveless square neckline, tank shoulder straps that lead to a racerback, and a cropped hem. The tank is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pants. 

    Shop Matching Pajama Pants: Cozy Basics Ribbed Pajama Pants

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps, racerback 
    • Cropped hem
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0597

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale