$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.

  • Flirt First Flutter Sleeve Crop Top

    A little flounce, a lot of attitude. This flutter sleeve crop top brings the cinched tie-front detail and shoulder-baring fit your jeans have been waiting for.

    Fit & Features

    • Gauze woven fabric
    • Sweetheart neckline
    • Cinched tie-front design
    • Short flutter sleeves, can be worn off-the-shoulder
    • Smocked back
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000065

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: S

    Product Badge:
    • Sale
  • Linked Luxe Plunge Hoop Bodysuit

    Not subtle, and that’s the point. This bodysuit brings a deep cowl neckline and statement hoop detail that creates a jaw-dropping moment.

    Fit & Features

    • Slinky knit fabric
    • Choker plunge cowl neckline, hoop inserts
    • Sleeveless
    • Thong bottom
    • Dual snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-000412

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go With The Flow Paisley Satin Scarf Top

    Perfect for any sunny day plans, this paisley satin scarf top flaunts your boho vibe! The strapless design and tie-back provide a flattering fit, while the luxurious satin fabric adds a chic touch.

    Fit & Features

    • Paisley print, satin woven fabric
    • Strapless neckline
    • Tie-back design
    • Cropped pointed hem
    • Runs true to size

    Style Number/Barcode: 06003-000104

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NUDE

    Available Size: M

    Product Badge:
    • Sale
  • Starlit Shimmer Mini Skort

    This sequin mini skort brings full sparkle mode with every move—perfect for pairing with its matching top or styling solo when you’re ready to out-glam the crowd.

    Shop The Matching Top: Starlit Shimmer Halter Top

    Fit & Features

    • Sequin-embellished mesh fabric, stretchy knit shorts lining
    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000067

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Glow Cubic Zirconia Earrings

    These linear CZ leaf earrings bring a hint of romantic sparkle — delicate stones arranged in a cascading leaf pattern that catches the light with every move. They’re the perfect pair for dressing up your neckline without overpowering your look.

    Fit & Features

    • Linear cubic zirconia stones, leaf-inspired design
    • Light-catching stone arrangement
    • Drop earring silhouette
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000247

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Vibe Ruched Knit Tube Top

    Show off the cutest vibe in this trendy tube top with ruching down the sides for a flattering silhouette. Perf for styling with your fave pair of denim!

    Fit & Features

    • Cotton-blend knit fabric, moderate stretch
    • Strapless straight neckline
    • Ruched side seams
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000512

    Category Name: $20 & Under Sale

    Price: $22.90

    Availability: In Stock

    Available Color: MOCHA-2, RED-2, BLUE

    Available Size: XS, S, M, L

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

    Rock that classic trucker vibe with this Von Dutch staple trucker hat—the perfect blend of retro cool and everyday shade. Pair it with your fave looks for any plans.

    Fit & Features

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

    Style Number/Barcode: 07302-000248

    Category Name: $20 & Under Sale

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Rules Lace-Up Lace Tunic Top

    Get swept off your feet with the romantic allure of this lace tunic top, designed with a pretty lace-up front and flowy silhouette with a cute ruffle trim.

    Fit & Features

    • Sheer lace fabric, bust knit lining
    • V-neckline, adjustable spaghetti straps
    • Lace-up front design
    • Flowy silhouette
    • Ruffled trim, open front slit design
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06003-000285

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky Layers Rhinestone Clover Anklet

    A little sparkle and a little luck. This rhinestone clover anklet layers effortlessly with heels, sandals, or slides that call for subtle shine.

    Fit & Features

    • Two-row design
    • Varying chain designs
    • Rhinestone-embellished clover charm
    • Lobster clasp closure with extender

    Style Number/Barcode: 07003-000214

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tailgate Days Sequin Georgia® Mini Skirt

    Serving sparkle with a side of school spirit. This sequin mini skirt hugs your curves and screams game day glam—because basic is banned.

    Fit & Features

    • Sequin embellished fabric, sewn-in satin woven lining, minimal stretch
    • High-rise elasticized waistband
    • Side zipper closure
    • Varsity-inspired Georgia® text on back
    • Mini-length hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-000013

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Look Sequin Leopard Print Hot Shorts

    Create a sassy look for your next night out in these leopard print hot shorts featuring a high-rise waist and a cheeky form-hugging fit. The all-over sequin embroidery adds a cool glam vibe to the sultry style.

    Fit & Features

    • Leopard print woven fabric with knit lining, plenty of stretch
    • All-over clear sequin embroidery
    • High-rise waist
    • Side zipper with hook-eye closure
    • Cheeky form-hugging fit
    • Shorts in size small have an 11" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0634

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Faux Fur Mini Skort

    This faux fur mini skort is the cutest cold-weather flex — plush on the outside, stretchy knit shorts on the inside, and flirty enough to dress up or down. It’s comfort meets glam with zero effort required.

    Fit & Features

    • Soft faux fur exterior, sewn-in knit lining
    • Mini skort silhouette
    • Side zipper and hook-eye closure
    • Stretchy knit shorts lining
    • Comfortable, pull-on fit
    • Runs true to size

    Style Number/Barcode: 06403-000101

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetheart Territory Belt

    Add a little country charm to your look. This faux leather belt features an engraved triple-heart buckle with antique gold detailing—perfect for adding western flair to denim, dresses, and fall outfits that call for a statement.

    Fit & Features

    • Engraved triple heart buckle
    • Antique-inspired detailing
    • Faux leather material
    • Adjustable fit

    Style Number/Barcode: 07301-000271

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Cute To Miss Heart Cutout Mini Skirt

    Short, sweet, and impossible to ignore. This heart cutout mini skirt adds a flirty twist to any 'fit, with a flowy drape that keeps things effortless from first plan to last.

    Fit & Features

    • Mid-rise waist
    • Heart-shaped metal hardware detail at the waist
    • Mini-length hem
    • A-line silhouette
    • Smooth knit fabric with high stretch
    • Runs true to size

    Style Number/Barcode: 06501-000108

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Edge Concho Chain Belt

    Low effort outfit, instantly styled. This concho chain belt adds that cool girl edgy detail that pulls everything together, from denim to flowy dresses.

    Fit & Features

    • Chain-link design
    • Oval-shaped metal concho accents
    • Etched detailed design
    • Lobster clasp closure with extender
    • Adjustable fit

    Style Number/Barcode: 07301-000368

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydream Studded Cowboy Boots

    These cowboy boots bring a fresh twist to classic western style. Soft microsuede, intricate stitching, and subtle stud accents give them a perfect vintage vibe with a polished feel.

    Fit & Features

    • 3” Stacked block heel, 7.5” leg opening, 12.5” shaft
    • Pointed-toe
    • Western-inspired stitch detailing
    • Pull tabs for easy on/off styling
    • Inner side zipper closure
    • Studded top trim
    • Smooth microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-000119

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Summer Vibes Wrap-Front Romper

    Show off a fresh summer vibe in this elevated and chic woven romper. It features a sleeveless V-neckline, tank shoulder straps that lead to an open back with a cross-back lace-up design, a lower back cutout, a flattering high waist seam, a ruched wrap-front design with a short skirt overlay, and fitted shorts. Style with espadrille wedges for a cute daytime party look.

    Fit & Features

    • Sleeveless V-neckline
    • Tank shoulder straps
    • Open back, cross-back lace-up design, tie closure
    • Lower back cutout, zipper and hook-eye closure
    • High waist seam, ruched wrap-front, short skirt overlay, fitted shorts
    • Lined smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0407

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time Out Referee Faux Leather Lace-Up Hot Shorts

    Call the shots as a chic referee this Halloween in these smooth faux leather hot shorts that feature a low-rise waist with a lace-up front and a cheeky form-hugging fit. Complete your costume with the striped crop top, rhinestone whistle, football rhinestone clutch, and over-the-knee socks.

    Fit & Features

    • Smooth faux leather fabric, moderate stretch
    • Low-rise waist
    • Front lace-up design
    • Back zipper with hook-eye closure
    • Cheeky form-hugging fit
    • Shorts in size small have a 9" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0625

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Flare High-Rise Coated Pants

    Showcase your curves on these stylish faux leather pants perfect for elevating your everyday look! They feature a high-rise waist, form-fitting silhouette, and a flared hem. The coated faux leather fabric has minimal stretch. Complete the look in a chic bodysuit and heels.

    Fit & Features

    • High-rise waist
    • Form-fitting, flared hem
    • Front button and hidden zipper closure
    • Belt loop accents
    • Two faux front pockets, back pockets
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0481

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desert Daydream Concho Band Cowboy Hat

    Western flair with a polished twist. This cowboy hat brings instant outfit elevation with a structured shape and statement concho band perfect for festivals and everyday styling.

    Fit & Features

    • Classic cowboy hat silhouette
    • Wide curved brim
    • Faux leather band with concho accents
    • Inner adjustable strings for a snug fit
    • Faux suede material

    Style Number/Barcode: 07302-000242

    Category Name: $20 & Under Sale

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Icon Belted Hot Shorts

    Minimal effort, maximum impact. These belted hot shorts contour with a mid-rise fit and bold waist detail that pulls everything together—just add a sleek top and faux leather boots.

    Fit & Features

    • Smooth woven fabric, moderate stretch
    • Mid-rise waist
    • Wide belted design
    • Cheeky hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000114

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun Chaser Crochet High Slit Maxi Skirt

    Booked the trip, packed the crochet, no further questions. This crochet maxi skirt brings breezy texture, scalloped details, and a high-cut side slit that was made for vacation photos and rooftop plans. Pair with the matching crop top.

    Shop Matching Top: Sun Chaser Crochet Crop Top

    Fit & Features

    • Crochet knit fabric, moderate stretch
    • Scalloped hem
    • High-rise waist, tie-front detail
    • High-cut side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000127

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Desert Daze Paisley Cutout Halter Top

    Festival lineup secured, outfit obviously handled. This paisley cutout halter top stretches and sculpts so you can dance all day, while the angled hem and open back keep it bold enough for golden hour pics and after-dark sets.

    Fit & Features

    • Knit fabric, high stretch
    • Sleeveless V-neckline
    • Halter strap, partially open back
    • Paisley cutout design
    • Cropped angled front hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07109-000016

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutesy Perfection Ruffled Lace Mini Skort

    This ruffled lace mini skort is cutesy perfection for your summer outfits! Designed with a drop waist and tiered ruffled overlay, style with a crop top and cowboy boots.

    Fit & Features

    • Sheer lace fabric
    • Drop waist design
    • Tiered ruffled mini-length overlay
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06501-000013

    Category Name: $20 & Under Sale

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Sale