$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.
-
Lauren Formal Halter Satin Dress
Special OccasionStunning and sophisticated is what Lauren brings to your evening! She features a royal blue color, a plunging halter neck, an unlined mesh inset, padded cups and a narrow waist band accent. Her floor length silhouette is accented with a sexy high slit that shows off glowing gams and hidden side pockets. Dress is composed of a lined satin fabric that offers a form hugging fit with minimal stretch. Includes a back zipper closure.
Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size three.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6444
Category Name: $20 & Under Sale
Price: $55.97 $149.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Jen Formal Floral Satin Dress
Special OccasionLook as sweet as a gorgeous bouquet of flowers in our charming Jen dress! She features a lovely mint color, a high round neck with racer bust, padded cups and narrow straps that lead to a lattice back. Her slim fit bodice flows into a stylish A-Line silhouette accented with a high side slit and hidden side pockets. Her all over multi hued floral print features pink and purple hues with green foliage. Dress is composed of a lined satin dress that offers a form hugging fit with minimal stretch. includes a hidden back zipper closure.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6447
Category Name: $20 & Under Sale
Price: $19.97 $174.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Kiki Formal Floral Satin Dress
Special OccasionBloom in gorgeous florals as you stun in our unique Kiki dress! She features a black hue, a sleeveless bodice, a plunging V neckline, padded cups, an unlined mesh inset, unlined side mesh panels and an empire waist accent. Her curve hugging mermaid silhouette features a gorgeous floral print with black and white hues. Dress is composed of a combination satin, mesh and smooth knit fabric that offers a minimal stretch. Includes a hidden back zipper closure.
Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size three.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6443
Category Name: $20 & Under Sale
Price: $9.97 $154.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Julia Formal Chiffon Lace Up Dress
Special OccasionLace up in sophisticated chiffon as you grace them all in our Julia dress! She features a ravishing burgundy color, a plunging V neckline with unlined mesh inset, halter neck straps, padded cups and a pleating detailing throughout the bodice. Her open back features vertical strap accents, a built in no slip strip and a lattice back. Her slim fit bodice leads to an elongating floor length silhouette that is accented with a high side slit. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. includes a hidden back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6434
Category Name: $20 & Under Sale
Price: $19.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cassandra Formal Floral Applique Dress
Special OccasionUshering in elegance and grace as you wow in our Cassandra dress! She features a navy blue color, a high round neckline with a racer bust and padded cups. Her waist features a sheer unlined mesh accent adorned with a floral applique design and leads to elongating floor length silhouette. Dress is composed of a lightly pleated mesh lined mesh fabric that offers a form hugging fit with minimal stretch.
Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6436
Category Name: $20 & Under Sale
Price: $29.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Valerie Beaded Vixen Evening Dress
Special OccasionLook like a stunning Vixen in our breath-taking Valerie dress. She has a flattering V neckline paired with wide straps and a sheer, embellished bodice with built in cups. The mesh bodice is complemented with a thin knit, floor length skirt that features a revealing, side slit and offers a comfortable stretch. Valerie includes a hidden back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6433
Category Name: $20 & Under Sale
Price: $19.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Serenity Formal Lace And Chiffon Dress
Special OccasionStun in airy lace as you make a sweet entrance in our Serenity dress! She features a charming blush pink color, a sleeveless lace bodice, a wrap V neckline with a scalloped lace trim, padded cups and narrow straps that lead to a racer back. Her slim fit bodice is accented with a cinching tie waist belt and leads to a sweeping wrapped A-Line silhouette. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch.
Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size three.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6422
Category Name: $20 & Under Sale
Price: $32.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Azalea Formal Floral Applique Dress
Special OccasionStep in as the center of attention as you stun in our Azalea dress! She features a combination plum with gold hue, a sleeveless bodice, a high round neckline, padded cups, a small keyhole, narrow straps and a gold hued floral applique design. Her back features an open back with a sheer unlined mesh panel. Her slim fit bodice leads to a elongating floor length silhouette.Dress offers a relaxed fit with minimal stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6424
Category Name: $20 & Under Sale
Price: $32.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Kassandra Formal Ruched Mesh Dress
Special OccasionMake an unforgettable impression in our charming Kassandra dress! She features an all over black hue, a square neckline, wide shoulder straps and a partially open back with a single button closure at the nape of the nape. Her slim fit bodice leads to an elongating floor length silhouette that is accented with ruched detailing along the sides. Dress is composed of a black metallic mesh fabric that is lined with a nude hued lining to create a subtle two tone effect. Garment offers a form hugging fit with a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6408
Category Name: $20 & Under Sale
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Nadine Formal Heat Stone Cross Dress
Special OccasionAdorn yourself with dazzling heat stones to elevate your evening look! Nadine features a chic black hue, a sleeveless bodice, a V neckline, adjustable narrow straps and an elongating floor length silhouette that showcases curves! Dress is composed of a partially lined mesh fabric that is accented with silver hued heat stone embellishments and multi-faceted stones set in a cross pattern. Dress offers a moderate stretch. Includes a back zipper closure and additional mini skirt length knit lining.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6411
Category Name: $20 & Under Sale
Price: $29.94 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Bria Formal One Shoulder Heat Stone Dress
Special OccasionBring the glamour as you command the room with gleaming heat stones! Bria features a black hue, a one shoulder neckline, an unlined fitted long sleeve and a interlocked knit lined bodice adorned with heat stone accents. Her waist features sexy cut outs for a pop of skin and leads to an elongating floor length silhouette with vertical seams and a godet detail with heat stone accents. Dress is composed of a combination sheer mesh and crepe fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure. Back is unlined.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6413
Category Name: $20 & Under Sale
Price: $29.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Plus Briar Formal Off The Shoulder Dress
Special Occasion
Bring the charm to your evening as you captivate them all in our Briar dress! She features an off the shoulder neckline, a sweetheart bust with padded cups, princess seams and shoulder strap accents. Her slim fit bodice leads to a flaring twirl worthy mermaid silhouette with godet accents. She is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure with a fish hook clasp.
*Web exclusive - online returns only*
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 15002-0083
Category Name: $20 & Under Sale
Price: $40.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Kenzie High Slit Satin Dress
Special OccasionKeep it sleek and stylish in sophisticated satin! Kenzie features a blush pink color, a sleeveless bodice, padded cups, princess seams and narrow straps that lead to an unlined floral lace back. Her slim fit bodice leads to an elongating floor length silhouette that is accented with a high side slit. Dress is composed of a lined stretchy satin fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6390
Category Name: $20 & Under Sale
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Anne Formal Lattice Satin Dress
Special Occasion
Stun in satin as you create a one-of-a-kind entrance in our Anne dress! She features a sleeveless bodice, a square neckline, padded cups, and spaghetti straps that lead to a lattice back design. Her empire waist leads to a floor-length skirt that is accented with pockets and a stunning waist-high slit. The dress is composed of a satin fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. Complete look with a satin clutch and heels.
Fit & Features
- Sleeveless square neckline, padded cups
- Spaghetti straps, lattice-back design
- Empire waist, lower back zipper and hook and eye closure
- A-line silhouette, high side slit
- Hidden side pockets
- Satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-6373
Category Name: $20 & Under Sale
Price: $14.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Audrey Pleated Sweetheart Dress
Special OccasionEnchant as you make a memorable entrance in our Audrey dress! She features a rich burgundy hue, a sweetheart neckline with a built in no slip strip, padded cups and pleated bodice. Her slim fit waist leads to a floor length silhouette that is accented with a high side slit to show off glowing gams! She is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure.
Model is 5'8" with a 32.5" bust, 25" waist and 35" hips. She is wearing a size three.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6383
Category Name: $20 & Under Sale
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Rosalie Formal Floral Chiffon Dress
Special OccasionCharm in florals as you make a captivating entrance in our Rosalie dress! She features a light blue hue, a sweetheart neckline with a pleated bodice, a no slip strip, padded cups and a floor length silhouette that is accented with a high side slit. Her all over lined chiffon fabric is adorned with a pink hued floral print. Dress offers a form hugging fit with a minimal stretch.
Model is 5'8" with a 32.5" bust, 25" waist and 35" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6393
Category Name: $20 & Under Sale
Price: $29.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Holly Lace-Up Sequin Satin Formal Dress
Special Occasion
Lustrous satin becomes even more undeniably glam with the addition of sequin embellishments on the Holly formal dress! Perfect for galas, prom, or black tie celebrations. She boasts a flattering V-neckline, spaghetti straps, and a curve-hugging silhouette complemented by a lace-up detailing to turn heads. The floor-length hem and shimmering sequin pattern on luxurious satin fabric add a touch of luxury to your formal attire. Complete the look in a stunning necklace and earrings set.
Fit & Features
- Sequin pattern, satin fabric lined with stretchy knit
- Spagehtti straps
- Lace-up, zipper and hook-eye closure
- Slim curve-hugging silhouette
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-8421
Category Name: $20 & Under Sale
Price: $9.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Esther Formal Embellished Gemstone Dress
Special OccasionCreate a twirl worthy moment in our breathtaking Esther navy dress! She features a high round neckline with racer bust, a plunging unlined mesh inset with matching waist insets, padded cups and a gemstone with beaded accents bodice. Her back features an lined mesh panel and a lower back keyhole. Her slim fit bodice features a gemstone embellished trim waist belt and leads to a floor length silhouette. Dress is composed of a combination mesh and smooth knit fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6389
Category Name: $20 & Under Sale
Price: $36.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Prettiest Of All Rhinestone Metallic Block Heels
Slip into the prettiest rhinestone metallic block heels for your next dressy evening out! These heels are made from a chic metallic fabrication with a round toe, rhinestone embellished knotted straps. and an adjustable ankle strap with buckle closure. Complete the look with a purse.
Fit & Features
- 3" Block Heel
- Round toe
- Rhinestone embellished knotted straps
- Adjustable ankle strap, buckle closure
- Luxe fit cushioned insole
- Metallic fabrication
- Runs true to size
Style Number/Barcode: 07401-4662
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Amelia Ruched Satin Dress
Special OccasionYou'll look absolutely ravishing in our Amelia red satin dress! She features a plunging halter neckline, a draped front that wraps around the waist complete with ruched details, a low back with an exposed back zipper closure, and a high leg slit. Amelia is composed of a satin knit fabric with minimal stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6375
Category Name: $20 & Under Sale
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Gracelyn Formal Pearl Chiffon Dress
Special OccasionChannel a beautifully elegant look in the ever captivating Gracelyn ivory dress! She features a sleeveless bodice, a plunging V neckline with an unlined mesh inset, lined padded cups and narrow shoulder straps. Her bodice features a partially sheer unlined mesh fabric adorned with sparkling rhinestones and pearl accents for a luxe detail! Her elongating floor length chiffon silhouette is all you need to make a wow-worthy entrance! Dress is composed of combination mesh and chiffon fabric that offers a relaxed fit with minimal stretch. Includes knit lining and back zipper closure.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6377
Category Name: $20 & Under Sale
Price: $64.97 $179.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Amelie Sequin Mesh Formal Dress
Special OccasionThere is no better way to complement your beauty than with a radiant dress like Amelie! She is composed of a fully lined mesh fabric adorned with stunning sequin in an elegant scroll design. Her high round neckline and tank-style bodice offer a modest look, while her large keyhole back adds just the right amount of sexy. Her sheath silhouette offers a slim, curve hugging fit with an enticing side slit. Dress includes two back zippers.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6367
Category Name: $20 & Under Sale
Price: $22.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Angelique Formal High Slit Lace Dress
Special OccasionMake a bold statement in our breathtaking Maisie dress! She features a plunging wrap V neckline with lace insets, adjustable narrow straps and a cinching tie waist belt. Her slim fit bodice leads to an elongating floor length silhouette accented with two high slits. Dress is composed of chiffon fabric that offers a relaxed fit with minimal stretch.
Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6351
Category Name: $20 & Under Sale
Price: $33.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Maren Formal Ombre Sequin Dress
Special OccasionStun in sequins as you make your way in our illuminating Maren dress! She features a combination gold with green hue, a V neckline, long kimono sleeves with inner arm slits and a large keyhole at the back with a single button closure at the nape of the neck. Her slim fit bodice leads to a floor length silhouette with a flared hem. Her all over sequins dazzle and shine in a one of kind ombre detail. She is composed of a lined mesh fabric that offers a form hugging fit with a slight stretch. Includes a lower back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6334
Category Name: $20 & Under Sale
Price: $29.94 $119.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free