$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
Home$20 & Under Sale
$20 & Under Sale
Now Trending
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.
-
Marley Formal Velvet Lace Sleeve Long Dress
Special Occasion
Fall in love with the Marley formal velvet long dress that exudes sophistication! She features a breathtaking off-the-shoulder V-wired neckline, a padded bust, and intricate sheer lace long sleeves with delicate ruffled cuffs, a flattering slim silhouette with a high side slit, and a long hem. Crafted from rich velvet fabric, this formal dress is sure to turn heads! Complete the look with teardrop earrings for a black tie gala or banquet!
Fit & Features
- Off-the-shoulder V-wired neckline
- Sheer long sleeves, ruffled cuffs, padded bust
- Slim silhouette, high side slit
- Long-length hem
- Velvet fabric, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-7759
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Jess Formal Glitter Long Sleeve Slit Dress
Special Occasion
Everyone will have a sparkling attraction to the Jess formal glitter long dress as you shine through the night! She features fitted long sleeves with flared slit cuffs, a cowl neckline, a curve-hugging slim silhouette, and a flattering high front slit along the floor-length hem. The formal dress is crafted from glitter knit fabric that shimmers with every step and has a stretchy knit lining. Complete the look in statement earrings for a black tie holiday soiree!
Fit & Features
- Fitted long sleeves, flared slit cuffs
- Cowl neckline
- Slim silhouette
- High front slit, floor-length hem
- Glitter knit fabric, stretchy knit lining
- Bra friendly design
- Runs true to size
Style Number/Barcode: 05002-7625
Category Name: $20 & Under Sale
Price: $39.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Country Vibes Studded Faux Leather Western Booties
Giddy up and show off those country vibes in these trendy faux leather western booties! They feature an above-the-ankle height, a pointed toe, a stacked block heel, and western-style stitching with sleek studded accents. Pair these boots with a casual short dress and a denim jacket for bar-hopping with the squad!
Fit & Features
- Above-the-ankle height, pull tabs
- Pointed toe
- Stacked block heel
- Western-style stitching, studded details
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1740
Category Name: $20 & Under Sale
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Plot Twist Patent Platform Block Heels
Make your outfit stand out with these bold patent leather block heels! They feature an almond toe, wide strap, adjustable ankle strap with buckle closure, and a platform sole and block heel. The glossy patent leather material adds to the luxury look. Complete the look with a fab mini shoulder bag for a holiday party!
Fit & Features
- Almond toe
- Wide strap
- Platform sole
- Block heel
- Adjustable ankle strap, buckle closure
- Patent leather material
- Runs true to size
Style Number/Barcode: 07401-4604
Category Name: $20 & Under Sale
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Luxury Faux Fur Tie-Front Cardigan Sweater
Stay cozy and look luxe in this cardigan sweater. Its fitted long sleeves, faux fur detachable collar neckline, and tie-front closure create a classic silhouette, while the cropped hem on sweater rib knit fabric brings a modern edge. Complete the look in best-selling denim jeans for casual occasions!
Fit & Features
- Fitted long sleeves
- Faux fur detachable collar neckline
- Tie-front closure
- Cropped hem
- Sweater rib knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1784
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chill Days Ombre Striped Knit Cardigan
This adorable and cozy striped knit cardigan is perfect for those chill laidback days! It features a V-neckline, a complete button-down front, long balloon-style sleeves with tapered hems, a relaxed fit, and a trendy ombre striped pattern on the ribbed sweater knit fabric. Complete your cute and casual look with distressed jeans and ankle boots.
Fit & Features
- V-neckline
- Complete button-down front design
- Long balloon sleeves, tapered hems
- Relaxed fit
- Ombre striped pattern
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1878
Category Name: $20 & Under Sale
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Make The Rules Tweed Woven Mini Skirt
Make a bold statement in this classy tweed mini skirt! Its form-hugging silhouette with a front slit and mini-length hem offers an irresistible look, while the tweed fabric and sewn-in woven lining give the mini skirt a posh vibe. Complete the look with the matching trench coat and corset top for a networking event or afternoon tea downtown!
Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat
Shop Matching Top: Uptown Girl Tweed Corset Top
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Front slit
- Mini-length hem
- Tweed fabric, sewn-in woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0610
Category Name: $20 & Under Sale
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
All The Attention Metallic Strapless Jumpsuit
This metallic strapless jumpsuit is an eye-catching and sophisticated statement. Featuring a strapless sweetheart neckline, knot bust accent, wide-leg silhouette, and metallic pleated fabric, it's the perfect outfit for stylishly turning heads. Complete the look in platform heels.
Fit & Features
- Strapless sweetheart neckline
- Non-slip grip lining, back zipper and hook-eye closure
- Knot bust accent
- Wide-leg silhouette
- Metallic pleated fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1347
Category Name: $20 & Under Sale
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Slick Style Faux Leather Cropped Puffer Jacket
Amp up your cold-weather 'fits with this faux leather cropped puffer jacket that brings a slick style. It features a collared neckline, long sleeves with cinched hems, a zip and button-down front, a cropped cinched hem, and a relaxed fit. The sleek faux leather fabric features a quilted puffer design. Layer this jacket over a mock neck bodysuit with cargo pants and combat boots!
Fit & Features
- Collared neckline
- Long sleeves, cinched hems
- Complete zip-front
- Button-down front
- Cropped cinched hem, relaxed fit
- Quilted puffer design, faux leather fabric
- Runs true to size
Style Number/Barcode: 06201-0377
Category Name: $20 & Under Sale
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Elevated Cozy Open Back Cropped Sweater
Amp up your casual looks with this elevated cozy cropped sweater. It features a crew neckline, long sleeves with a trendy cutout patterned trim, a bold open back with tie-back straps, and a cropped relaxed fit. The sweater knit fabric features ribbed hems. Style this cute top with cargo pants and ankle boots.
Fit & Features
- Crew neckline
- Long sleeves, cutout patterned trim
- Open-back design, tie-back straps
- Cropped relaxed fit
- Sweater knit fabric, ribbed hems
- Runs true to size
Style Number/Barcode: 06005-1868
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cozy Fave Sweater Knit Bolero
This cute and cozy sweater knit bolero will become a new fave to layer over your everyday looks. It features long dolman-style sleeves with tapered hems, an ultra-cropped hem, and a comfy relaxed fit. Pair this adorable bolero over a crop top with high-rise jeans for a casual coffee date.
Fit & Features
- Long dolman sleeves, tapered hems
- Ultra-cropped hem
- Relaxed fit
- Ribbed sweater knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1863
Category Name: $20 & Under Sale
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Classic Style High-Rise Crepe Trouser Pants
Amp up your look with these crepe trouser pants! The slim leg silhouette and cropped hem look great with a tucked-in top, while the crepe fabric and side pockets provide a comfortable fit and easy access to your phone or small items. Complete the look in a chic blouse and pumps for work day or networking event!
Fit & Features
- High-rise belted waist, side pockets
- Hidden front zipper and hook closures
- Slim leg silhouette
- Cropped hem
- Crepe fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2438
Category Name: $20 & Under Sale
Price: $5.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Trendy Upgrade Off-The-Shoulder Crop Top
This cute sweater knit crop top is a trendy upgrade to everyday basics! It features an off-the-shoulder neckline with long fitted sleeves, a partial hook and eye front closure design, and a fitted cropped hem for a snatched look. The ribbed sweater knit fabric offers plenty of stretch. Style this top with high-rise jeans and clear-heel mules.
Fit & Features
- Off-the-shoulder neckline
- Long fitted sleeves
- Partial hook and eye front closure design
- Fitted cropped hem
- Ribbed sweater knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1787
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Glow Goals Glitter Long Sleeve Midi Dress
Flaunt your glow in this shimmering glitter midi dress. Featuring fitted long sleeves, an enticing surplice V-neckline, a flattering front ruched seam and bodycon silhouette, and a flirty front slit, this glittering dress makes a bold statement. Complete the look with earrings for a family dinner party!
Fit & Features
- Fitted long sleeves
- Surplice V-neckline
- Front ruched seam, bodycon silhouette
- Front slit, midi-length hem
- Glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2778
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Here To Dance Velvet Rhinestone Fringe Mini Dress
With shimmering rhinestone fringe, this velvet mini dress is here to dance the night away! It features a sassy off-the-shoulder neckline with non-slip grip lining, short-sleeve cuffs, a ruched bust seam, and a flattering bodycon silhouette and wrap mini-length hem. Complete the look with a sparkly choker and heels for clubbing!
Fit & Features
- Off-the-shoulder neckline, non-slip grip lining
- Short-sleeve cuffs, ruched bust seam
- Back zipper and hook-eye closure
- Bodycon silhouette
- Wrap mini-length hem with rhinestone fringe
- Lined velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5100
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Stunning Silhouette Lace-Up Bodycon Midi Dress
This sleek bodycon midi dress will show off your stunning silhouette! It features a sleeveless cowl neckline, spaghetti straps, an alluring open back with a cross-back and lace-up strappy design for a customized fit, ruching at the waist, a midi-length hem, and a bodycon fit to highlight your gorgeous curves. The lightweight knit fabric offers plenty of stretch. Style this midi dress with rhinestone heels to add some glamour for a party!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Open back, cross-back lace-up strappy design, tie closure
- Ruched detailing at the waist
- Midi-length hem, bodycon silhouette
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05101-2417
Category Name: $20 & Under Sale
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
She's Glitzy Glitter Ruffled Mini Dress
Make it a glitzy night out in this beyond-gorgeous glitter ruffled mini dress! A perf pick for dressy occasions, this bodycon dress will ignite a glam spark. It features a sleeveless V-neckline, halter spaghetti straps that lead to a partially open back, a mini-length hem with a flirty tiered ruffled design and flowy cascading ruffled accents, and a bodycon silhouette to flaunt your stunning figure. The sheer glitter mesh fabric includes a full-length lining. Style this party dress with rhinestone spiral heels!
Fit & Features
- Sleeveless V-neckline, dart seams at the bust
- Halter spaghetti straps, tie-back design
- Partial open back
- Mini-length hem, tiered ruffled design, flowy ruffled accents
- Bodycon silhouette
- Sheer glitter mesh fabric, full-length knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2832
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sparkle The Most Satin Sequin Bodycon Dress
Put your fashion foot forward in this satin mini dress that dares you to sparkle the most! Featuring a square neckline, spaghetti straps, front sequin-mesh embellished panels, a side pleated seam, and a flattering bodycon silhouette. Complete the look in block heels for a night out or a party!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Front sequin-mesh embellished panels
- Side pleated seam
- Bodycon silhouette, mini-length hem
- Lined satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5195
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Flirty Attitude Lace Trim Satin Mini Dress
Give off a flirty attitude in this adorable dress perfect for date night or girl's night out. It features a sleeveless plunging V-neckline with a tie-front detail, tank shoulder straps with a dainty sheer lace trim, an alluring open-back design, a mini-length hem, and a flowy A-line silhouette. The satin woven fabric includes a woven lining. Style this short dress with sleek stiletto heels.
Fit & Features
- Sleeveless plunging V-neckline, tie-front detail, underbust seam
- Tank shoulder straps, sheer lace trim
- Open-back design
- Hidden side zipper, hook and eye closure
- Mini-length hem, A-line silhouette
- Satin woven fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05103-5547
Category Name: $20 & Under Sale
Price: $5.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Total Trendsetter O-Ring Chain Belt
This sleek O-ring chain belt was made to complete your trendy 'fits! It features an all-around linked O-ring design and includes an adjustable fit with a lobster clasp closure. Style over a bodycon dress with strappy stilettos for a fab going-out look.
Fit & Features
- Linked O-ring design
- Adjustable fit
- Lobster clasp closure
Style Number/Barcode: 07301-0702
Category Name: $20 & Under Sale
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Linked O-ring design
-
Cozy Weather Faux Fur Bucket Hat
This adorable faux fur bucket hat is a cozy must-have for your cold-weather 'fits! It features a classic bucket hat design composed of an ultra-plush faux fur material with a smooth woven lining. Style with a sherpa-lined jacket for all the comfy vibes this season!
Fit & Features
- Classic bucket hat design
- Short brim
- Faux leather material
- Woven interior
Style Number/Barcode: 07302-1568
Category Name: $20 & Under Sale
Price: $4.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Classic bucket hat design
-
Love For Cozy Season Plaid Heart Print Scarf
This adorable plaid heart print scarf will show off your love for the cozy season! Composed of a soft woven material with short fringe hems, this long scarf features a classic plaid print and the cutest all-over heart pattern with a two-tone design. Layer over a sweater dress with over-the-knee boots!
Fit & Features
- Soft woven material
- No stretch
- Short fringe hems
- Plaid print, heart pattern
- Two-tone design
- Long design
Style Number/Barcode: 07305-0483
Category Name: $20 & Under Sale
Price: $3.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Elevated Elegance Rhinestone Heel Mules
These glamorous rhinestone heel mules will bring an elevated elegance to your dressy looks. They feature a closed pointed toe, an open back for easy on-and-off styling, and a short stiletto heel with chic round rhinestone-embellished ball accents. Pair these mules with an envelope clutch.
Fit & Features
- Closed pointed toe
- Open back, slightly padded footbed
- Short stiletto heel
- Round rhinestone-embellished ball accents
- Nubuck material
- Runs true to size
Style Number/Barcode: 07401-4561
Category Name: $20 & Under Sale
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Spark Of Glamour Halter Backless Jumpsuit
Ignite a spark of glamour in this stunning halter backless jumpsuit! It features a high halter neckline with tie-back straps, an alluring open back, a high waist seam, a hip-hugging fit, and a trendy wide-leg silhouette. The lurex knit fabric will give off a fab glitzy sheen. Style this jumpsuit with rhinestone statement earrings and metallic platform heels for a party!
Fit & Features
- High halter neckline, tie-back straps
- Backless design
- High waist seam
- Hip-hugging fit
- Wide-leg silhouette
- Lurex knit fabric
- Runs true to size
Style Number/Barcode: 06502-2430
Category Name: $20 & Under Sale
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance