$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.
-
Season of Chic Long Sleeve Mini Dress
Dressy yet daring, this bodycon mini dress pairs a flattering square neckline with long sleeves and a ruffled side slit—perfect for fall date nights and events.
Fit & Features
- Smooth knit stretch fabric
- Square neckline
- Fitted long sleeves
- Bodycon silhouette
- Ruffled side slit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000650
Category Name: $20 & Under Sale
Price: $9.97 $38.90
On Sale: Yes
Availability: In Stock
Available Color: PLUM
Available Size: XS
Product Badge:- Sale
-
Cut to the Chase Ruched Tube Mini Dress
Serving just the right amount of sass, this strapless mini dress knows how to work a room. With a flirty cutout and curve-hugging ruching, it’s basically your secret weapon for any night out.
Fit & Features
- Smooth knit fabric with stretch, knit lining
- Tube neckline with center cutout
- Knot detail at bust
- Bodycon ruched silhouette
- Runs true to size
Style Number/Barcode: 05103-000630
Category Name: $20 & Under Sale
Price: $25.00 $35.90
On Sale: Yes
Availability: In Stock
Available Color: HUNTER
Available Size: S, M, L
Product Badge:- Sale
-
Chic Paradise Halter Open Back Slit Midi Dress
Own the spotlight on vacation in this midi dress! Featuring a bold halter neckline and an sexy open back, this dress exudes allure, while the bodycon silhouette and slit add a flattering look.
Fit & Features
- Slinky knit fabric, smooth stretchy knit lining
- Halter cowl neckline, beaded spaghetti strap tie
- Open back with spaghetti strap tie
- Bodycon silhouette
- Slit accent, midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000283
Category Name: $20 & Under Sale
Price: $32.00 $45.90
On Sale: Yes
Availability: In Stock
Available Color: RED, BROWN
Available Size: XS, S, M
Product Badge:- Sale
-
Heat Check Halter Mini Dress
This dress is serving bold and unforgettable—cowl neckline in the front, daring open back in the rear. Sleek, sultry, and fitted to perfection, it’s your ultimate night-out pick.
Fit & Features
- Stretch knit fabric
- Halter neckline with cowl front
- Open strappy back detail
- Bodycon mini silhouette
- Runs true to size
Style Number/Barcode: 05103-000484
Category Name: $20 & Under Sale
Price: $9.97 $35.90
On Sale: Yes
Availability: In Stock
Available Color: RED
Available Size: XS, S
Product Badge:- Sale
-
Sweet But Savage Lace Floral Leopard Mini Dress
Giving major heartbreaker energy! This flirty A-line mini dress hugs you just right with its mesh fabric and mixed prints. Pair it with heels or a chunky boot—your vibe, your rules.
Fit & Features
- Floral leopard print, mesh fabric, stretchy knit lining
- Sweetheart neckline, adjustable spaghetti straps
- Lace underwire bust with bow
- Back zipper and hook-eye closure
- Princess seams down the front
- A-line silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000267
Category Name: $20 & Under Sale
Price: $28.00 $39.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M
Product Badge:- Sale
-
Wrapped in Charm Rib Knit Dress
Soft meets sultry in this rib knit mini dress made for showing a little shoulder. The foldover neckline, waist wrap belt, and ruffled hem bring that flirty-feminine vibe—perfect for when cozy still calls for a look.
Fit & Features
- Rib knit fabric, sewn-in knit lining, moderate stretch
- Foldover off-the-shoulder neckline
- Fitted long sleeves
- Wrap waist belt accent with hardware insert
- Bodycon fit
- Ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000371
Category Name: $20 & Under Sale
Price: $30.00 $42.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: S, L
Product Badge:- Sale
-
Queen Of The Scene Crepe Strapless Dress
Rule over the club scene looking flawless in this crepe strapless dress for a night of fun! It features a strapless bodice, a bodycon silhouette, and a pleated side seam that creates the faux wrap skirt and slit accent. Complete the look in bold lace-up heels.
Fit & Features
- Strapless bodice
- Bodycon silhouette
- Side pleated seam
- Faux wrap skirt, slit accent
- Mini-length hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-000343
Category Name: $20 & Under Sale
Price: $21.00 $29.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: L
Product Badge:- Sale
-
Bold And Sleek Bodycon Mini Dress
Simple, modern, and oh-so-polished—this strapless mini dress is all about the silhouette. A timeless bodycon fit makes it easy to style for day or night.
Fit & Features
- Sleek knit stretch fabric
- Strapless neckline
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000317
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: ROYAL
Available Size: L
Product Badge:- Sale
-
Icon Energy Cold-Shoulder Bodycon Mini Dress
Serve icon energy in this curve-flaunting mini dress designed to turn heads. The sweetheart cold-shoulder neckline adds a chic style to the sultry silhouette.
Fit & Features
- Lined smooth knit fabric, high stretch
- Sweetheart neckline with V-wired center, fold-over design
- Cold-shoulder design, spaghetti straps, short-sleeve cuffs
- Ruched
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5965
Category Name: $20 & Under Sale
Price: $9.97 $35.90
On Sale: Yes
Availability: In Stock
Available Color: HUNTER
Available Size: XS, S, M
Product Badge:- Sale
-
Show Stopper Strapless Mini Dress
Bold, sleek, and built for the spotlight. This strapless mini hugs your shape with a ruched fit and a flirty ruffle hem, finished with a rhinestone belt detail that gives it that extra “wow.” Perfect for when your outfit is the main event.
Fit & Features
- Smooth knit-lined stretchy fabric
- Strapless neckline
- Rhinestone-embellished buckle waist detail
- Bodycon silhouette
- Ruffle trim mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000573
Category Name: $20 & Under Sale
Price: $9.97 $38.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
-
Chic Bloom Flocked Floral Velvet Midi Dress
For nights that demand something unforgettable. This flocked floral velvet midi dress hugs every curve with a sultry halter neckline and sleek, body-loving fit.
Fit & Features
- Sheer mesh fabric with knit lining, moderate stretch
- Velvet flocked floral pattern
- Sleeveless plunging neckline, U-wired design
- Tie-back halter straps
- Partially open back, lower zipper closure
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-000758
Category Name: $20 & Under Sale
Price: $37.00 $52.90
On Sale: Yes
Availability: In Stock
Available Color: OLIVE
Available Size: L
Product Badge:- Sale
-
Hit The Town Off-The-Shoulder Rhinestone Mesh Mini Dress
Hit the town tonight in this sexy rhinestone mesh mini dress! Designed to make an entrance, this sultry off-the-shoulder dress boasts a sheer corset-style bodice with flexible boning that snatches your waist while the ruched bodycon silhouette flaunts your curves. Pair with lace-up heels.
Fit & Features
- Rhinestone embellished mesh fabric, stretchy knit lining
- Adjustable spaghetti straps, sheer fitted long sleeves
- Off-the-shoulder neckline
- Back zipper and hook-eye closure
- Sheer corset-like bodice, flexible boning
- Ruched bodycon silhouette, mini-length hem
- Runs true to size
Style Number/Barcode: 05103-5885
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS
Product Badge:- Sale
-
Edge of Allure Cutout Mini Dress
The kind of dress that doesn’t wait for an occasion. This one-shoulder mini dress hugs your curves with asymmetric ruching and a daring side cutout—perfect for owning the night (and every entrance).
Fit & Features
- Smooth knit stretchy fabric
- One-shoulder neckline
- Side cutout waist accent
- Bodycon fit
- Asymmetrical mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000239
Category Name: $20 & Under Sale
Price: $21.00 $29.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Sale
-
Tease the Night Tube Ruffle Mini Dress
She’s flirty, fitted, and full of attitude. With a sleek tube neckline and ruffle-trimmed slit, this mini dress doesn’t just enter the chat—she owns it.
Fit & Features
- Smooth knit fabric, sewn-in knit lining, high stretch
- Tube neckline, no-slip grip lining
- Bodycon fit
- Side slit with ruffle trim
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-000385
Category Name: $20 & Under Sale
Price: $9.97 $35.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
-
Here To Stun Lace Trim Bodycon Mini Dress
This stunning ruched mesh mini dress features a lace sweetheart neckline with a ruched draped overlay, dainty lace trim spaghetti straps, and a bodycon silhouette to hug your gorgeous curves. Style with stiletto heels for a formal date night!
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Lined lace sweetheart neckline with lace trim, padded bust
- Lace trim adjustable spaghetti straps
- Back zipper with hook-eye closure
- Ruched draped overlay, ruched side seams
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5827
Category Name: $20 & Under Sale
Price: $32.00 $45.90
On Sale: Yes
Availability: In Stock
Available Color: BURGUNDY
Available Size: M, L
Product Badge:- Sale
-
Date Night Vibes Mesh And Satin Short Dress
This mesh and satin short dress brings the date night vibes with its chic allure! It features sheer mesh sleeves with flared hems, an alluring back cutout with a button closure, a sleek satin body with a V-neckline, a fitted waist, and a short flared-out hem with angled sides and an A-line silhouette. Style this short dress with rhinestone fringe earrings and platform heels.
Fit & Features
- Sheer mesh sleeves, flared hems
- Back cutout, single button closure
- Satin-knit body, V-neckline, dart seams
- Fitted waist, short flared-out hem, angled sides
- A-line silhouette
- Sheer mesh and satin-knit fabrics, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2804
Category Name: $20 & Under Sale
Price: $31.00 $44.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS
Product Badge:- Sale
-
Downtown Girl Faux Leather Sherpa Crop Jacket
For the girl who’s always on the move (and always looks good doing it). This cropped faux leather jacket with plush sherpa lining brings that downtown ease—structured, soft, and effortlessly elevated. It’s the jacket that makes even a coffee run feel like a moment.
Fit & Features
- Faux leather fabric, faux sherpa plush lining
- Faux sherpa collar neckline
- Long sleeves, faux sherpa cuffs
- Front zip-up closure
- Front pockets
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06201-000027
Category Name: $20 & Under Sale
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cold Front Cutie Convertible Trench Coat
A coat that works harder than half your closet—this convertible trench coat snaps from polished longline drama into a cropped jacket the second you feel like switching the vibe.
Fit & Features
- Faux leather fabric, soft faux fur lining
- Lapel collar hooded neckline
- Long sleeves, faux fur cuffs
- Button-down front closures, side pockets
- Detachable design for two-way wear
- Longline hem
- Runs true to size
Style Number/Barcode: 06201-000053
Category Name: $20 & Under Sale
Price: $9.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Glam It Girl Removable Fur Wool Coat
This coat doesn’t just enter the room—it owns it. With plush removable faux fur and a sleek faux wool finish, it’s your go-to for cold-weather glam. Perfect for dressing up denim or layering over night-out looks.
Fit & Features
- Faux wool fabric, woven lining
- Faux fur neckline and cuffs are removable
- Front pockets, tie-waist belt
- Double-breasted button closures
- Longline silhouette, structured fit
- Runs true to size
Style Number/Barcode: 06201-000059
Category Name: $20 & Under Sale
Price: $9.97 $86.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
City Luxe Faux Fur Trim Trench Coat
A little drama never hurt anyone. This faux leather trench coat turns every sidewalk into a runway with its plush faux fur trim and cinched waist belt. Equal parts glam and attitude, it’s the statement layer of the season.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Long sleeves with faux fur trim cuffs
- Faux fur collared neckline and front trim
- Tie-waist belt
- Side pockets
- Faux fur trim longline hem
- Runs true to size
Style Number/Barcode: 06201-000031
Category Name: $20 & Under Sale
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
So Extra Faux Fur Trim Faux Leather Trench Coat
Cool, confident, and just the right amount of extra. This faux leather trench coat with luxe faux fur trims is giving rich energy—cinched at the waist, soft to the touch, and made for every power move.
Fit & Features
- Smooth faux leather fabric, sewn-in woven lining
- Faux fur trims
- Wide lapel collar
- Long sleeves
- Tie-front belt, fit-and-flare silhouette
- Side pockets
- Long-length hem
- Runs true to size
Style Number/Barcode: 06201-000072
Category Name: $20 & Under Sale
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High Society Faux Fur Crop Bolero
The luxe layer your cold-weather wardrobe was waiting for. This faux fur bolero brings soft glamour with its plush texture and cropped silhouette—perfect for dressing up a satin dress or making your coffee run feel red-carpet worthy.
Fit & Features
- Plush faux fur fabric
- Long sleeves
- Open front design
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06201-000020
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Faux The Drama Cropped Jacket
Soft, plush, and made to turn heads—this cropped faux fur jacket is your instant upgrade to glam. Toss it over a satin slip, a mini dress, or even denim when you want that luxe-but-effortless vibe.
Fit & Features
- Plush faux fur, sewn-in woven lining
- Long sleeves
- Open front design
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06201-000007
Category Name: $20 & Under Sale
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Becka Formal Mesh High Slit Column Dress
Special Occasion
Elevate your wardrobe with the chic Becka formal column dress for fancy soirees! Crafted from sheer mesh fabric for a luxurious look, the long dress is designed with sheer long bell sleeves and a striking fitted column silhouette with a sultry slit.
Fit & Features
- Mesh fabric, sewn-in knit lining, moderate stretch
- Sheer mesh long bell sleeves
- Square neckline
- Fitted column silhouette
- High side slit, long-length hem
- Runs true to size
Where to Wear:
Prom, weddings, bridesmaids, fancy date nights, and rooftop parties.
Style Number/Barcode: 05002-7710
Category Name: $20 & Under Sale
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale