$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.
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.
-
So Sleek Crock Block Heel Booties
Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer with croc embossing, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel.Style Number/Barcode: 07403-0229
Category Name: $20 & Under Sale
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Iridescent Cubic Zirconia Bolo Bracelet
Give shine a new definition when you accent your wrists in iridescent cubic zirconia! Layer up with dainty bracelets, or stand alone for maximum shine!
- Adjustable bolo closure
- Iridescent circular stones
- Cubic zirconia rhinestones
Style Number/Barcode: 07003-0086
Category Name: $20 & Under Sale
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
O-Ring Cubic Zirconia Fringe Earrings
My oh my! Looking for a way to amp up your outfit? Get a lil' fancy with these sparkling cubic zirconia fringe earrings!
- O-ring dangling design
- Cubic zirconia
- Baguette style stones
- Fringe detailing
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0364
Category Name: $20 & Under Sale
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Places To Be Square Toe Wedges
Places to be, people to see, pedis to show off! Change out your old wedges for something a little different! Square toe is here to stay!
- Open square toe
- Single band over the toe
- Adjustable pin buckle closure
- Silver hardware
- Wedge heel
- Faux suede
Style Number/Barcode: 07406-0079
Category Name: $20 & Under Sale
Price: $22.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Welcome To Paradise Ruffle Swim Top
One ticket for paradise please! We are all packed and ready to go, but we are not heading out before picking up a paradise go-to palm leaf swimsuit! Don't forget to pick up the matching swim bottoms to complete the look!
Fit & Features
- Adjustable spaghetti straps
- Push-up cups | Non- removable
- Ruffled trim
- Bar hook closure
- Palm leaf pattern
- Bow detailing center bust
- Matching bottoms: 07105-0469
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07104-0313
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Welcome To Paradise Ruffle Swim Bottoms
One ticket for paradise please! We are all packed and ready to go, but we are not heading out before picking up a paradise go-to palm leaf swimsuit! Don't forget to pick up the matching swim top to complete the look!
Fit & Features
- Mid-rise fit
- Ruffled trim
- Self tie closures at the hip
- Palm leaf pattern | Moderate stretch
- Fully lined
- Matching top: 07104-0313
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0469
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Steppin' Out Stiletto Rhinestone Heels
Dance, don't hold the wall! You need to show off these babies on the dance-floor!
- Open almond toe
- Skinny stiletto heel
- Rhinestone embellished
- Single band over the toe
- Sling back + Ankle strap
- Adjustable pin buckle closure
Style Number/Barcode: 07401-0951
Category Name: $20 & Under Sale
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Butterfly Fly Away Cubic Zirconia Studs
These adorable butterfly earrings give us all the nostalgic vibes, and just put us in a good mood! Right!? You need.
- Butterfly stud earrings
- Available in silver or pink
- Baguette rhinestone detailing
- Cubic Zirconia
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0360
Category Name: $20 & Under Sale
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Curves Ahead Bodycon Dress
Showcase your curves in this bodycon and flaut a confident look with statement heels!
Fit & Features
- Wired Sweetheart Neckline
- Adjustable Spaghetti Straps
- Lined Jersey Knit Fabric
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 05102-0633
Category Name: $20 & Under Sale
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Metallic Moment Mini Dress
Light up the night girl in mesmerizing metallic shine! This dazzling mini dress is perf for the next night out with the squad, throw on some heels and head on out!
Fit & Features
- Scoop Neckline
- Spaghetti Straps | Cross at Back
- Ruched
- Lined Metallic Fabric
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 05103-0720
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
An Instant Classic Sleek Jumpsuit
Keep it timelessly chic in a sleek jumpsuit to show off your sophisticated style! Pair this stunner with jewel-toned accessories to add a pop of color and statement stilettos!
Fit & Features
- Square Neckline
- Spaghetti Straps
- Vertical Princess Seams
- Straight Leg Fit | Flared Hem
- Lined Crepe Fabric
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 06502-0296
Category Name: $20 & Under Sale
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Marzia Scroll Sequin Mesh Mermaid Dress
Special Occasion
Mesmerize everyone as you step out in our elegant Marzia dress! Featuring an off-shoulder V-neckline, a floor-sweeping mermaid silhouette, a thigh-high slit, and stunning all-over sequin embroidery in a chic scroll pattern, she brings drama everywhere she goes! Complete the look with block heels.
Fit & Features
- Deep V-neckline, off-shoulder straps
- Back zipper and hook and eye closure
- High waist seam
- Floor-length hem, mermaid silhouette, high front slit
- Lined mesh fabric, sequin embroidery, scroll pattern
- Curve-hugging fit
- Runs true to size
Style Number/Barcode: 05002-0819
Category Name: $20 & Under Sale
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Andie Stretch Satin Knot-Front Dress
Special Occasion
You'll absolutely stun in the silky satin fabric and with the gorgeous sheen of the Andie formal dress! She features a sleeveless plunging V-neckline with a padded bust, spaghetti straps, an alluring knot-front design with a small keyhole cutout for a sultry vibe, and a floor-length curve-hugging wrap skirt with a front slit. Accessorize the look with simple and bright rhinestone earrings for a statement finish.
Fit & Features
- Deep V-neckline, spaghetti straps
- Padded bust
- Knot-front design, center keyhole cutout
- Floor-length wrap skirt, front slit
- Back zipper closure
- Smooth satin-like fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-0816
Category Name: $20 & Under Sale
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Wrapped In Elegance High Low Romper
Wrap yourself in chic elegance in this fun romper! Pair with wedges for a chic look!
Fit & Features
- Off The Shoulder Neckline | No-Slip Strip
- Short Puff Sleeves
- V-Neck Bust
- High-Low Skirt Overlay | Ruffled
- Wide-Leg Shorts
- Lined Light-Weight Woven Fabric
- Relaxed Fit | Minimal Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06503-0112
Category Name: $20 & Under Sale
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Flutter Me Up Tie Waist Jumpsuit
Slip into this effortless jumpsuit and get buttered up with compliments! It's the perfect desk-to-dinner look!
Fits & Features
-
Short Flutter Sleeves
- V Neckline I Princess Seams
- Back Zipper
- Tie Waist
- Wide Leg Openings
- Crepe Fabric
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 06502-0316
Category Name: $20 & Under Sale
Price: $14.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Short Flutter Sleeves
-
Joanne Floral Satin Ball Gown
Own the night in luxe satin as you bloom in our charming Joanne black dress!
Fits & Features
- Strapless Sweetheart Neckline I Padded Cups I No-Slip Strip
- Built-IN Boning & Corset Back With Lattice Ties
- Floral Applique Design At The Bodice Complemented With Sparkling Heat Stones I Back Zip Closure
- Floor Length, Ball Gown Silhouette I Hidden Side Pockets I Petticoat
- Lined, Satin-Like Fabric
- Relaxed Fit I Minimal Stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size 3.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05005-0015
Category Name: $20 & Under Sale
Price: $9.97 $229.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Calissa Lace Up Back Floral Ball Gown
Special Occasion
Stun at any occasion in our beautiful Calissa! With gorgeous floral prints lining her A-Line silhouette from top to bottom, you'll be like a breath of fresh air!
Fits & Features
- Adjustable Spaghetti Straps That Cross At Back
- Lace-Up Design I Back Zipper With Hook & Eye Closure
- Scoop Neckline I Padded Bust
- Hidden Hand Pockets
- Floor Length Skirt I Petticoat
- Woven Fabric I Metallic Sheen Finish
- Moderate Stretch
Style Number/Barcode: 05004-0020
Category Name: $20 & Under Sale
Price: $9.97 $149.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Adore Me Floral Mini Dress
Walk right into any room and everyone will be falling head over heels for this floral look!
Fits & Features
- Spaghetti Straps
- V Neckline
- Mini Length Silhouette
- Woven Fabric I Floral Print Throughout
- Curve Hugging Fit I Ample Stretch
- Zipper Not Featured
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0399
Category Name: $20 & Under Sale
Price: $9.97 $23.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Simply Sleek Lace & Satin Mini Dress
You'll be stealin' the spotlight in this stunning LBD! Look like an absolute babe in satin and lace!
Fits & Features
-
Adjustable Spaghetti Straps
- Scalloped V Neckline | Padded Bust
- Lined, Lace Bodice
- Mini Length Silhouette | Front Slit
- Smooth Satin Skirt
- Form Hugging Fit | Moderate Stretch
Style Number/Barcode: 05103-0745
Category Name: $20 & Under Sale
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Adjustable Spaghetti Straps
-
Krystal Glitter Floor Sweeping Wrap Dress
All is you need is glitter! Designed with a beautiful shine, she wraps around with a perfect curve flattering detail, and has a structured inner bust for a flattering bodice!
Fit & Features
- Halter neckline that closes with hook and eye closures
- Vertical boned structure at bust area
- Hidden zipper center back + hook and eye closure
- Full satin lining
- Wrap style floor sweeping skirt
- Composed of a knit material woven with glitter
- Skinny attached belt mid waist
- Minimal stretch
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0635
Category Name: $20 & Under Sale
Price: $19.97 $169.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Anya Shining Glitter Ball Gown
Special Occasion
You'll be so alluring in our beautiful Anya! Her shine will stop anybody in their tracks!
Fits & Features
- Spaghetti Straps | Padded Cups
- Scoop Neckline I Back Zip With Hook & Eye Closure
- Hidden Hand Pockets
- Floor Length Hemline I A-Line Silhouette
- Nontransferable Glitter Woven Fabric I Fully Lined I Two-Tone Finish
- Two Layers of Tulle
- Moderate Stretch
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size 2.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05005-0026
Category Name: $20 & Under Sale
Price: $9.97 $279.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Calliope Rhinestone Trim Halter Dress
Special Occasion
You'll love the touch of rhinestones that accent our stunning Calliope! Complete Calliope with a pair of rhinestone earrings and heels.
Fits & Features
- Elastic Halter Neckline I Mesh Inset At Center Front
- Triple Rhinestone Trim Bar Accents At Sides
- Back Zipper With Hook & Eye Closure
- Floor Length Silhouette I Wrap Style Skirt Showcases Slit
- Crepe Fabric
- Curve Hugging Fit I Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size 3.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0456
Category Name: $20 & Under Sale
Price: $14.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Keep Up Woven Leopard Cropped Blouse
Keep up with that leopard print addiction because its here to stay bae! We are obsessed with this flowy top for the upcoming warmer days! Style with high waist shorts and boots for a total boho vibe!
Fit & Features
- V-neck tie front
- Long flowy balloon sleeves
- Cropped hemline
- Lightweight woven material
- Small leopard print pattern
- Relaxed fit | No stretch
Style Number/Barcode: 06204-0444
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Floral Asymmetric Ruched Midi Dress
Add some flower power to your look with this bold and beautiful midi dress! Goes amazing with some strappy heels

Fits & Features
-
Adjustable Spaghetti Straps That Cross At The Back
- V Neckline | Lined At The Bust
- Midi Length Asymmetric Hemline
- Side Ruching
- Woven Fabric With Floral Prints
- Plenty Of Stretch | Form Hugging Fit
- Zipper Not Featured
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0333
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Adjustable Spaghetti Straps That Cross At The Back