$20 & Under Sale

Home$20 & Under Sale
Loading...

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.

  • Two Band Snake Print Mules

    Keep it sassy in snake print mules to keep you, on-trend girl! The mules feature an open back, double-row strap design, and narrow block heel. Complete look with a sleek black dress. 

    Fit & Features

    • Open back 
    • Double-row straps 
    • Open almond toe
    • Snake print 
    • Narrow block heel
    • Composed of a faux leather material 

    Style Number/Barcode: 07401-2178

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential High Waist Pajama Leggings

    Add these staple pajama leggings to your cozy collection, perfect for lounging in while keeping it stylish. These leggings feature a high rise waist, a drawstring, and a skinny leg fit. Complete your laidback look with the matching PJ tank and throw up hair in a cute messy bun with a scrunchie

    Shop Matching Tank: Essential Cropped Pajama Tank

    Fit & Features

    • High rise waist
    • Drawstring
    • Skinny leg fit
    • Matching tank sold separately 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0356

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Cropped Pajama Tank

    Add this staple pajama tank to your cozy collection, perfect for lounging in while keeping it stylish. The tank features a sleeveless square neckline, a square neckline, and a cropped hem. Complete your laidback look with the matching pajama leggings and throw up hair in a cute messy bun with a scrunchie.

    Shop Matching Leggings: Essential High Waist Pajama Leggings

    Fit & Features: 

    • Sleeveless square neckline
    • Spaghetti straps
    • Cropped hem 
    • Soft knit fabric
    • Relaxed knit fabric 
    • Matching leggings sold separately 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0355

    Category Name: $20 & Under Sale

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flowy Feels Off The Shoulder Crop Top

    Get all those flirty flowy feels in this gorgeous off the shoulder crop top! A staple for a fun backyard bbq, it features a flattering smocked neckline and breezy bell sleeves. Pair with your fave pair of denim shorts and some simple gold hoops for that golden hour look.

    Fit & Features

    • Smocked off the shoulder neckline
    • Long flowy wide sleeves | Ruffle hem detailing
    • Elastic banded cropped hem
    • Gauze fabric

           

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small. 

          Style Number/Barcode: 06003-0835

          Category Name: $20 & Under Sale

          Price: $9.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Falling For Florals Organza Bomber

          Fall for this floral bomber that will have you wanting to layer it with all your favorite top!s The bomber features a zippered front, long sleeves, a gorgeous rose print and a sheer organza composition throughout. Complete your look with black skinny jeans and a basic bodysuit

          Fit & Features

          • Flat collar
          • Zippered front
          • Long sleeves
          • Floral print
          • Sheer Organza fabric 

           

          Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

          Style Number/Barcode: 06204-0573

          Category Name: $20 & Under Sale

          Price: $9.97 $29.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Double Buckle Denim Mini Skirt

          Buckle down in a cute denim skirt to create those effortlessly casual vibes! Step out for coffee with the bestie in this skirt that features a high rise waist, a double buckle detail, a mini side slit and composed of light wash denim. Complete your look with a crop top and sneakers.

          Fit & Features

          • High rise waist
          • Double buckle accent
          • Mini side slit
          • Light wash denim fabric 
          • Form hugging fit 

           

          Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small. 

           

          Style Number/Barcode: 06601-0033

          Category Name: $20 & Under Sale

          Price: $9.97 $29.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Living For Lace Tie Front Top

          Live it up in a lace top that brings major chic vibes! Perfect for a low-key date night with bae, this floral lace top features a tie-front to create a custom fit and a cropped hem. Complete look with light wash denim jeans and mules

          Fit & Features

          • Plunging V-neckline
          • Floral lace fabric 
          • Long sleeves with elastic cuff
          • Tie-front bodice
          • Cropped hem

           

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

          Style Number/Barcode: 06204-0531

          Category Name: $20 & Under Sale

          Price: $11.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Instant Classic Plunging Surplice Jumpsuit

          Swap out your LBD with a chic jumpsuit, that will create an instantly stunning moment for your next night out. The jumpsuit features a plunging surplice neckline, a chiffon bodice and a straight leg with a flared hem. Complete your night out outfit with sleek stiletto heels and a dainty layered necklace

          Fit & Features

          • Plunging surplice neckline
          • Sleek spaghetti straps
          • Sheer chiffon bodice
          • Straight leg with a flared hem
          • Form hugging fit 
          • Moderate stretch 

           

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

          Style Number/Barcode: 06502-0335

          Category Name: $20 & Under Sale

          Price: $14.97 $42.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Double Trouble Cutout Mini Dress

          Cause some trouble in a mini dress that brings some serious sultry appeal for your next date night with bae. The mini dress features a plunging scoop neckline, a sexy waist cutout, and a mini length silhouette with side slits at the sides. Complete look with chic door knocker earrings.

          Fit & Features

          • Sleeveless scoop neckline 
          • Spaghetti straps
          • Waist cutout
          • Mini length silhouette
          • Side slits 
          • Crepe fabric
          • Form hugging fit, moderate stretch 

           

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small. 

          Style Number/Barcode: 05103-1001

          Category Name: $20 & Under Sale

          Price: $13.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Belted Sophistication Sleeveless Mini Dress

          Keep it chic in a belted dress that elevates you to a sophisticated and polished look. The dress features a sleeveless square neckline, spaghetti straps, side slit, and a belted waist with a rectangular buckle. Complete look with clear heels

          Fit & Features

          • Sleeveless square neckline
          • Adjustable spaghetti straps
          • Belted waist with rectangular buckle
          • Mini length silhouette
          • Side slit
          • Ribbed knit fabric

           

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

          Style Number/Barcode: 06005-0684

          Category Name: $20 & Under Sale

          Price: $13.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Call of The Wild Leopard Ruched Mini Dress

          Channel your instincts in a mini dress that brings the fierce factor! The dress features a sleeveless square neckline, sleek spaghetti straps, and ruched side seams to give curves that cinched effect. Complete your look with sleek hoops and heels

          Fit & Features

          • Sleeveless square neckline
          • Sleek spaghetti straps
          • Ruched drawstring side seams
          • Leopard print
          • Mini length silhouette
          • Lined mesh fabric with moderate stretch
          • Form-hugging fit

          Style Number/Barcode: 05103-1734

          Category Name: $20 & Under Sale

          Price: $6.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • High Waist Houndstooth Mini Skirt

          Keep it preppy in a mini skirt that is fit for a fashionista like you! The skirt features a high rise waist, a statement houndstooth pattern, and a side slit. Complete your look with a basic top and heels

          Fit & Features

          • High rise waist
          • Houndstooth print
          • Mini length 
          • Side slit
          • Form hugging fit

          Style Number/Barcode: 06501-0289

          Category Name: $20 & Under Sale

          Price: $9.97 $22.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Daria Formal Ruched Midi Dress

          Special Occasion 

          From the moment you enter the room, command attention with our head-turning Daria midi dress! Her ruched accents showcase curves to create a flattering hourglass illusion! Pair with sleek heels and clutch for a complete look! 

          Fit & Features

          • High Round Neckline
          • Plunging V-Shaped Back with Bar Strap Ties
          • Ruched Side Seams
          • Lined Smooth Knit Fabric
          • Form Hugging Fit
          • Moderate Stretch 

           

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small. 

          Special Occasion products cannot be returned to any retail locations.

          Style Number/Barcode: 05001-0404

          Category Name: $20 & Under Sale

          Price: $19.97 $49.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • X Marks the Spot Open Back Bodysuit

          Stop your search, this bodysuit is the one you need in your life! The bodysuit features a scoop neckline, spaghetti straps, and a bold open back with a cross-strap accent. Complete your look with high waist denim and hoops

          Fit & Features

          • Sleeveless scoop neckline
          • Spaghetti straps
          • Open back with cross-strap accent 
          • Snap button closure

           

          Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small. 

          Style Number/Barcode: 06001-2650

          Category Name: $20 & Under Sale

          Price: $9.97 $19.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Step Up Faux Suede Block Heels

          Step up in these block heels that are simply chic! Step out for brunch with the squad or keep stylish at that next bridal shower. The heels feature a closed-back, a narrow adjustable ankle strap, an open toe with a strap over the toe and a block heel. Complete look with a ruffled mini dress

          Fit & Features

          • Closed-back
          • Adjustable ankle strap
          • Open almond toe with a strap over the toe
          • Block heel
          • Faux suede material

          Style Number/Barcode: 07401-2372

          Category Name: $20 & Under Sale

          Price: $15.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Fab And Fierce Block Heels

          Keep it fierce in a fab print heel to go with your slay-worthy outfits. The heels feature a wide adjustable ankle strap with a large square buckle, an open almond toe with a single strap over the toe, and an animal-inspired print. Complete your look with a sleek bodycon dress

          Fit & Features 

          • Wide adjustable ankle strap with large square buckle
          • Open almond toe 
          • Single strap over the toe
          • Narrow block heel
          • Animal-print 

          Style Number/Barcode: 07401-2332

          Category Name: $20 & Under Sale

          Price: $12.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Need For Style Faux Nubuck Heels

          Satisfy your need for style in heels that elevate your outfits. The heels feature a closed-back, adjustable ankle strap, and an open almond toe with a single strap over the toe. Complete your look with a ruffled mini dress and rhinestone hair clips

          Fit & Features

          • Closed-back
          • Adjustable ankle strap
          • Open almond toe
          • Single strap over the toe
          • Block heel
          • Faux nubuck material 

          Style Number/Barcode: 07401-2373

          Category Name: $20 & Under Sale

          Price: $15.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Rhinestone Butterfly and Bar Charm Layered Necklace

          Charm in a rhinestone necklace that will give major butterflies. The layered necklace features a tiered design, a dainty chain with rhinestone embellished butterfly, and bar charm. Complete look with fab matching separates and sneakers for a laidback vibe. 

          Fit & Features

          • Tiered layered design 
          • Dainty chain 
          • Rhinestone embellished butterfly
          • Rhinestone embellished bar charm

          Style Number/Barcode: 07002-0444

          Category Name: $20 & Under Sale

          Price: $5.97 $12.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Tie Dye High Waist Shorts

          Keep it trendy in tie-dye shorts that give off major boho vibes. The shorts feature an elastic high rise waist, a cheeky fit, and an all-over tie-dye print. Complete your look with the matching top and face mask. 

          Shop Matching Top: Tie Dye Dolman Sleeve Crop Top

          Shop Matching Face Mask: Tie Dye Facial Mask With Earloops

          Fit & Features

          • High rise waist
          • Cheeky fit
          • Tie-dye pattern
          • Matching top sold separately 
          • Matching face mask sold separately  

           

          Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

          Style Number/Barcode: 06503-0145

          Category Name: $20 & Under Sale

          Price: $6.97 $19.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Stripe It Down Ribbed Button Down Midi Dress

          Keep it stunning in a striped dress that wows. Step out for brunch in this midi dress that features an off the shoulder neckline with a sweetheart bust, short sleeves, a button-down front, and narrow horizontal stripes. Complete your look with strappy mules and sleek hoops

          Fit & Features

          • Off the shoulder neckline
          • Sweetheart bust
          • Short sleeves
          • Button-down front
          • Narrow horizontal stripes
          • Midi length silhouette with center front slit
          • Ribbed knit fabric, form-hugging fit


          Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

          Style Number/Barcode: 05102-0795

          Category Name: $20 & Under Sale

          Price: $12.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Boho Flair Floral Stripe Flare Pants

          You'll want to include some boho flair in your outfits as sunnier days are here to stay. Time to bust out those camis and crop tops! 

          Fits & Features

          • High Rise Elastic Waistband 
          • Flare Leg Openings 
          • Brushed Knit Fabric 
          • Floral Stripe Print Design 
          • Form Hugging Fit I Plenty Of Stretch 

          Style Number/Barcode: 06502-0268

          Category Name: $20 & Under Sale

          Price: $9.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Edgy Chic Ponte Knit Joggers

          Edgy chic is the total vibe with these ponte knit joggers! Pair with a graphic tee and some combat boots for that it girl look.

          Fit & Features

          • High rise waist
          • Belt loops
          • Front hidden zipper and dual hook and bar closures
          • Two slanted front pockets | Two faux back pockets
          • Included chain accent
          • Elastic jogger hem
          • Ponte knit fabric | Moderate stretch

          Style Number/Barcode: 06502-0319

          Category Name: $20 & Under Sale

          Price: $6.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Kara High Rise Cuffed Destructed Shorts

          Oasis by Eunina

          With more sun coming our way, It's essential to have a pair of high-rise shorts in your wardrobe! We love to see you pairing this with your favorite top! 

          Fits & Features

          • High Rise Fit
          • Traditional 5-Pocket Styling 
          • Belt Loop Design
          • Button Waist I Zip Fly 
          • Destructed Detailing
          • Frayed, Rolled Cuffs
          • Denim Fabric I Moderate Stretch 

          Style Number/Barcode: 06603-0035

          Category Name: $20 & Under Sale

          Price: $9.97 $29.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Basic Vibes Ribbed Henley Bodysuit

          We're feeling those basic vibes bby! Pair this ribbed bodysuit with some high waist skinny jeans for an effortlessly chic look!

          Fit & Features

          • Plunging V-Neckline 
          • Henley Button-Down Closure 
          • Short Sleeves
          • Lined Ribbed Knit Fabric 
          • Thong Bottom | Snap Button Closure
          • Form Hugging Fit 
          • Moderate Stretch  

           

          Black: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

          Style Number/Barcode: 06002-0369

          Category Name: $20 & Under Sale

          Price: $6.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance