$20 & Under Sale

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.

  • Shooting Star Rhinestone Ear Cuff

    Written in the stars—literally. These cascading rhinestone star earrings finish with a chic ear cuff, giving you that dreamy, celestial sparkle from top to bottom.

    Fit & Features

    • Rhinestone-embellished
    • Cascading star design
    • Post-back closure
    • Ear cuff bottom detail

     

    Earrings are final sale and may not be returned or exchanged

    Style Number/Barcode: 07001-000143

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Blossom Floral Stud Earrings

    Fresh, flirty, and effortlessly glamorous. These cubic zirconia flower stud earrings offer a brilliant shine for that perfect pop of luxe. They’re sweet enough for brunch and bold enough for date night.

    Fit & Features

    • Cubic zirconia stones
    • Polished shine
    • Post-back closure
    • Flower design

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000221

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Out Muse Abstract Print Mesh Maxi Skirt

    Your night-out look just leveled up. This abstract print mesh maxi skirt features sheer mesh fabric with a mini-length lining for a sultry look that pairs effortlessly with the matching halter top.

    Shop Matching Top: Night Out Muse Abstract Print Halter Top

    Fit & Features

    • Sheer mesh fabric, mini-length knit lining, high stretch
    • Abstract print
    • High-rise waist
    • Maxi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000077

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: S, L

    Product Badge:
    • Sale
  • Weekend Plans Mid-Rise Cut-Off Denim Shorts

    Denim that knows you’ve got plans. These mid-rise cut-off denim shorts hug just right with a lived-in feel that works from coffee runs to last-minute hangs.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Five-pocket and belt loop design
    • Front button with hidden zipper closure
    • Distressed detailing, cut-off hem
    • Runs true to size

    Style Number/Barcode: 06603-000191

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, L, XL

    Product Badge:
    • Sale
  • Sunlit Shine Stone Thong Sandals

    Minimal effort, maximum polish—these sandals are your throw-on-and-go kind of cute. Designed with stone embellishments and a sleek thong silhouette, they instantly elevate your vacation or weekend look.

    Fit & Features

    • Square toe
    • Colored stone-embellishments, thong strap
    • Cushioned insole
    • Flat sole
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000069

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Moment Cubic Zirconia Earrings

    These cubic zirconia earrings bring just the right amount of sparkle to elevate wedding guest looks, formal dresses, and every dressy occasion.

    Fit & Features

    • Cubic zirconia stones
    • Teardrop and square-shaped designs
    • Post-back closure
    • Linear silhouette

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000375

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Fit Ruffled Lace Mini Skort

    Floaty, flirty, and just dramatic enough. This ruffled lace mini skort brings movement, texture, and a little romance to every step and your adorable 'fits.

    Fit & Features

    • High-rise waist, ruching
    • Mini skort silhouette
    • Tiered ruffled overlay
    • Long side ruffle detail
    • Lace fabric, moderate stretch
    • Hidden fitted shorts for coverage
    • Runs true to size

    Style Number/Barcode: 06503-000209

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Resort State Of Mind Crochet Mini Dress

    Consider this your out-of-office wardrobe in dress form. This crochet halter mini hugs in all the right places with a bodycon fit and lace-up back, making it perfect for sunset dinners, beach city strolls, and spontaneous weekend plans.

    Fit & Features

    • Crochet knit fabric, lined
    • Halter neckline
    • Bodycon mini-length silhouette
    • Lace-up back detail
    • Runs true to size

    Style Number/Barcode: 06005-000370

    Category Name: $20 & Under Sale

    Price: $8.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, TEAL

    Available Size: S, M, XS, L

    Product Badge:
    • Sale
  • Lowkey Chic Short Sleeve V-Neck Top

    Low effort, high impact. This short sleeve V-neck top hugs in all the right places with a ruched waist and smooth knit feel that makes denim look instantly chic and styled.

    Fit & Features

    • Smooth knit fabric, high stretch
    • V-neckline
    • Short cap sleeves
    • Ruched waist
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000508

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Night Lace Trim Corset Halter Top

    Your new favorite date night top. This sultry lace trim corset halter top flatters your figure and exudes romance! 

    Fit & Features

    • Lace fabric, sewn-in knit lining
    • Plunge lace trim halter neckline with ties
    • Underwire bust, flexible boning
    • Corset fitted bodice, side zipper and hook-eye closure
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06001-000059

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Down High-Rise Denim Skort

    Elevate your style in this statement high-rise denim skort showcasing buckle detailing that flaunts a cute Western vibe!

    Fit & Features

    • Medium wash denim fabric
    • High-rise waist
    • Back zipper and hook-eye closure
    • Buckle front detailing
    • Bodycon fit
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-0428

    Category Name: $20 & Under Sale

    Price: $14.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MED, DENIM, BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Serving Attitude Belted Halter Top

    Serving attitude with every step—this belted halter top is giving bold with a side of edge. The cropped, curve-hugging fit and cutout detail make it a go-to for nights out or statement daytime looks. Style with the matching mini skort.

    Shop Matching Bottoms: Serving Attitude Belted Mini Skort

    Fit & Features

    • Cotton-blend denim fabric
    • Sleeveless V-neckline, halter strap with elastic detail
    • Partially open back, lower stretchy smocked back
    • Belted accent under the bust
    • Front cutout, grommet trim
    • Cropped form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000306

    Category Name: $20 & Under Sale

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, L

    Product Badge:
    • Sale
  • Windsor x Von Dutch Americana Trucker Hat

    A little rebellious, a little iconic—exactly the vibe. This Von Dutch trucker hat levels up any look with bold star graphics and that effortless cool you throw on and don’t overthink.

    Fit & Features

    • Classic trucker hat silhouette
    • Von Dutch embroidered logo patch and star graphic details
    • Wide curved brim
    • Mesh back panel
    • Adjustable snap-back closure for a snug fit

    Style Number/Barcode: 07302-000285

    Category Name: $20 & Under Sale

    Price: $23.97 $48.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Opulent Crush Gem Jewelry Set

    Bold, rich, and ready to steal the whole room—this colored gem teardrop rhinestone set brings instant drama in the chicest way. The shimmering stones and delicate chain work together to create a look that feels luxurious without trying too hard.

    Fit & Features

    • Teardrop cut colored gem and rhinestone trim jewelry set
    • Matching earrings, necklace, and bracelet
    • High-shine rhinestone accents throughout
    • Lobster clasp closures
    • Post-back closures 

     


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-000501

    Category Name: $20 & Under Sale

    Price: $14.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: NS

    Product Badge:
    • Sale
  • Off The Radar Camouflage Straight Leg Denim Jeans

    It'll be hard for people not to notice you in these cool camouflage denim jeans with an on-trend mid-rise waist and convenient cargo pockets.

    Fit & Features

    • Camouflage print, denim fabric, no stretch
    • Mid-rise waist
    • Straight-leg silhouette
    • Cargo side pockets
    • Front button and zipper closure, belt loops, pockets
    • Runs true to size

    Style Number/Barcode: 06602-000001

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Shine Statement Earrings

    These statement round earrings make any outfit feel instantly elevated. Bold yet polished, they’re the perfect pair for dinner dates, celebrations, or turning your casual fit into a statement.

    Fit & Features

    • High shine finish
    • Oversized round design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000153

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Escape Aviator Sunglasses

    These aviator sunglasses are the finishing touch for poolside selfies, coffee runs, and pretending you’re off the grid for the weekend.

    Fit & Features

    • Aviator silhouette
    • Clear tinted lenses
    • Lightweight frame
    • 100% UV protection

    Style Number/Barcode: 07008-000180

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacation Glow Beaded Stiletto Heel Sandals

    Serving sunset plans and cute outfit pics only. These beaded stiletto heel sandals bring all the playful detail with a barely-there fit that instantly elevates your going-out looks.

    Fit & Features

    • Faux leather material
    • Strappy silhouette
    • Adjustable ankle strap
    • Beaded front strap detail
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-000642

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Look Scuba High Waist Shaper Shorts

    Streamline your silhouette and look sculpted with these high waist shaper shorts. Made with a sleek scuba nylon fabric offering plenty of stretch, these shaper shorts will provide a firm compression fit for that smooth look you love. They feature an ultra high-rise waist for coverage and a mid-thigh length with a slimming effect. Layer under a bodycon dress for your next night out.

    Fit & Features

    • Stretchy scuba nylon fabric
    • Ultra high-rise waist
    • Mid-thigh length
    • Compression fit
    • Runs true to size

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07102-0335

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, NUDE, BLACK-2

    Available Size: XL, S, M, L

    Product Badge:
    • Sale
  • Poolside Ready Starfish Strap Sandals

    Booked, busy, and beach-bound—these are coming with you. Designed with a cushioned insole and starfish accent, these thong strap flat sandals keep every step cute from pool days to weekend escapes.

    Fit & Features

    • Almond toe
    • Thong toe strap with starfish accent
    • Luxe fit cushioned insole
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000070

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Layers Lace Ruffle Mini Skort

    A little sweet, a little daring. This tiered ruffle lace mini skort brings soft texture and flirty movement, while the built-in shorts keep you comfortable for festivals or daytime plans.

    Fit & Features

    • Lace fabric
    • Mid-rise waist
    • Tiered ruffles
    • Mini-length hem
    • Built-in shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000225

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN, BLACK

    Available Size: L, XS, S, M

    Product Badge:
    • Sale
  • Country Vibe Straw Cowboy Hat

    Cue the country playlist and the last-minute road trip invite. This straw cowboy hat brings just enough attitude to denim cutoffs, graphic tees, and the cutest floral dresses.

    Fit & Features

    • Woven straw material
    • Structured top
    • Wide curved brim
    • Thin twisted rope band, tie-back design
    • Interior strings for adjustable fit

    Style Number/Barcode: 07302-000294

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine On Repeat Rhinestone Three-Pack Earring Set

    Low effort, high shine—this earring set is made for mixing, matching, and switching up the vibe. From subtle sparkle to eye-catching movement, these earrings handle everyday plans and last-minute nights out with ease.

    Fit & Features

    • Three-pack earrings set
    • Round rhinestone stud earrings
    • Small thin hoop earrings with rhinestone clovers
    • Front-to-back long chain earrings with rhinestone clovers
    • Post-back closures

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000262

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • No Second Guess Faux Leather Straight Leg Pants

    Clean lines, confident feel, zero hesitation. These faux leather straight leg pants polish up any look while keeping things effortless from day plans to late nights.

    Fit & Features

    • Faux leather fabrication with smooth finish
    • Mid-rise waistband with button and zip closure
    • Straight leg silhouette with tailored fit
    • Functional front and back pockets
    • Runs true to size

    Style Number/Barcode: 06402-000023

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale