$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.

  • Shimmer Steps Rhinestone Slide Sandals

    A little sparkle goes a long way. These rhinestone strap slide sandals add an easy glow to everyday outfits with a cushioned sole and effortless slip-on fit that works for parties, brunch, or vacation strolls.

    Fit & Features

    • Square toe
    • Multiple rhinestone criss-cross strap design
    • Flat sole
    • Cushioned footbed
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000001

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Essential Platform Lug Boots

    An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort!

    Fit & Features

    • Round toe
    • Platform lug sole
    • Inner zipper closure
    • Under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000016

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Breeze Wide-Leg Pants

    Light, flowy, and just a little flirty—these wide-leg pants get the vibe right every time. The airy feel and easy fit make it your go-to for warm days. Style with the matching tie-front top.

    Shop Matching Top: Soft Breeze Tie-Front Crop Top

    Fit & Features

    • Airy woven fabric, no stretch
    • High-rise waist
    • Dual front pockets
    • Pleated design
    • Wide-leg silhouette
    • Flowy fit
    • Runs true to size

    Style Number/Barcode: 06402-000032

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Detail Rhinestone Heart Pendant Necklace

    Simple at first glance, unforgettable up close. This rhinestone heart pendant chain necklace adds a soft shine that finishes your look without stealing the whole show—easy, polished, intentional.

    Fit & Features

    • Polished-tone layered chain necklace
    • Double-chain design for a stacked look
    • Center rhinestone heart pendant
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000339

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hooked On Sparkle Sequin Texas© Mini Skirt

    She’s got that Longhorns© pride and a whole lot of shimmer. This University of Texas© sequin mini skirt brings big game-day energy, made for standing out in the stands or on the feed.

    Fit & Features

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

    Style Number/Barcode: 06401-000010

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Allure O-Ring Cutout Bodycon Mini Dress

    This is the one you wear when subtle just is not the plan. This cutout bodycon mini dress sculpts with high-stretch textured knit, while the plunging halter neckline and metal O-ring details serve just enough allure for late nights and last-minute plans.

    Fit & Features

    • Textured knit fabric, high stretch
    • Sleeveless plunging scoop neckline
    • Cutouts with metal O-ring accents
    • Halter strap, partially open back
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000298

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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

    Throw it on, instant attitude. This Von Dutch denim trucker hat brings that throwback cool with a breathable fit that finishes off any look.

    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: 07302-000284

    Category Name: $20 & Under Sale

    Price: $18.97 $38.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sculpted And Studded Halter Top

    Sharp, sculpted, and ready for after hours. This studded halter top hugs your shape with a corset-inspired fit that feels confident and just daring enough for a night out or a styled-up denim moment.

    Fit & Features

    • Ponte knit fabric with moderate stretch
    • Halter neckline with deep V front
    • Hook-and-eye front closures
    • Pyramid stud embellishments
    • Structured, corset-inspired bodice
    • Form-hugging fit, angled mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000445

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Little Bow Three-Pack Hair Clip Set

    The cutest way to top off your ‘fit—this three-pack of bow hair claws is equal parts playful and chic. Perfect for quick updos or adding a girly twist to your everyday style.

    Fit & Features

    • Bow-shaped design
    • Side claw clip closure

    Style Number/Barcode: 07006-000068

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out Late Western Buckle Belt

    A little rugged, a little extra, fully outfit changing. This western buckle belt brings instant cool to low-rise denim, maxi skirts, and oversized layers without trying too hard.

    Fit & Features

    • Smooth faux leather material
    • Medium-width belt silhouette
    • Oversized engraved buckle detail
    • Adjustable closure

    Style Number/Barcode: 07301-000447

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Girl Season Hair Bow Clip Set

    Your vision board just called—it wants this hair bow clip set on repeat. The textured woven fabric gives that luxe, dreamy vibe you can throw on for brunch, picnics, or selfie-duty.

    Fit & Features

    • Two-pack hair bow clip set
    • Textured woven material
    • Barrette clip closures

    Style Number/Barcode: 07006-000054

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charm Me Bow Dangle Pearl Earrings

    Serving soft–girl charm with a polished twist, these bow drop earrings bring all the delicate sparkle your jewelry lineup’s been missing. The dainty gold bows flow into slim chain drops finished with glossy faux pearls—aka the perfect balance of cute and chic.

    Fit & Features

    • Dainty gold-tone bow stud design
    • Slim chain drop accent adds delicate movement
    • Faux pearl teardrop charm for an elegant finish
    • Post-back closure 

     

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

    Style Number/Barcode: 07001-000239

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Late Dinner Plans Halter Slit Midi Dress

    Sleek, confident, and zero hesitation required. This rib knit halter midi dress hugs in all the right places with a bodycon silhouette that’s made for plans that deserve a little drama.

    Fit & Features

    • Stretch rib knit fabric
    • Halter neckline with open back finish
    • Bodycon midi dress silhouette
    • Side slit detail
    • Runs true to size

    Style Number/Barcode: 06005-000267

    Category Name: $20 & Under Sale

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, WHITE, MUSTARD, BROWN, BURGUNDY

    Available Size: S, M, L, XS

    Product Badge:
    • Sale
  • Desert Muse Lace-Up Denim Romper

    Serving outfit repeat status. This denim romper combines a corset-inspired silhouette with lace-up detailing for a look that’s equal parts edgy, flattering, and ready for every plans-after-plans kind of night.

    Fit & Features

    • Acid-wash denim fabrication
    • Corset-inspired romper silhouette
    • Strapless neckline
    • Lace-up side detailing with structured seam accents
    • Cheeky shorts
    • Runs true to size

    Style Number/Barcode: 06603-000180

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Upscale Sparkle Sequin Low Back Maxi Dress

    Turn heads with this knit maxi dress, designed to flatter with a sleek bodycon fit and a daring low back. The side slit adds a touch of allure, while shimmering sequins catch the light for unforgettable sparkle!

    Fit & Features

    • Sequin knit sweater fabric, sewn-in knit lining, moderate stretch
    • Scoop neckline, tank shoulder straps
    • Low back design
    • High side slit
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000374

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Seaside Stunner Halter Maxi Dress

    The kind of dress that makes an entrance. With a textured finish, beaded cutout details, and a sleek halter neckline, this maxi dress is perfect for vacations, bridal celebrations, and brunch dates.

    Fit & Features

    • Sweater knit fabric, knit lining
    • Halter neckline, tie straps
    • Cutout bust with beaded accents
    • Center back slit
    • Bodycon maxi silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000326

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky You Charm Hair Clip Set

    A little extra, but in the best way. This hair clip set brings playful polish to your look with just enough shine to catch every double-take.

    Fit & Features

    • Four-pack hair clip set
    • Acetate and metal hair clip design
    • Club, spade, heart, and diamond shapes
    • Single rhinestone embellishments

    Style Number/Barcode: 07006-000125

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy And Bold Tie-Front Top

    Serving vacay looks and all the summer vibes. This tie-front top brings the perfect mix of breezy and bold with its deep V-neckline, flowy sleeves, and ultra-cropped fit made for rooftop drinks, dinner reservations, and every photo in between. Style with the matching wide-leg pants.

    Shop Matching Bottoms: Breezy And Bold Wide-Leg Pants

    Fit & Features

    • Lightweight woven fabric
    • Deep V-neckline
    • Tie-front design
    • Short flowy sleeves
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000130

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MUSTARD

    Available Size: M, L

    Product Badge:
    • Sale
  • Color Me Obsessed Tassel Hoop Earrings

    A little sparkle was never going to be enough. These earrings feature colored baguette-cut rhinestones arranged in a dazzling circular hoop, oversized statement hoops, and tassel details that add a chic statement to your look.

    Fit & Features

    • Colored baguette-cut rhinestones
    • Mini hoop design
    • Statement tassel hoop with baguette-cut stones
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000407

    Category Name: $20 & Under Sale

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: NS

    Product Badge:
    • Sale
  • Handle With Care Lace Up Bustier Top

    Structured, confident, and lowkey addictive. This lace-up bustier top cinches through the waist and serves a clean, sculpted fit that instantly upgrades anything you pair it with.

    Fit & Features

    • Lace trim and partially lined mesh fabric
    • Sweetheart lace halter neckline, underwire bust support
    • Lace-up detailing throughout
    • Side zipper and hook-eye closure
    • Structured bustier bodice, flexible boning
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06001-000405

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out The Door Braided Halter Romper

    This halter romper features a ruched halter V-neckline, flouncy skirt overlay, and an effortless fit that works for coffee runs, vacations, and day plans.

    Fit & Features

    • Linen-like fabric
    • Braided halter neckline and straps
    • Side zipper and hook-eye closure
    • Ruched bodice with drawstring tie
    • Flowy mini-length skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-000210

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M

    Product Badge:
    • Sale
  • Sweet Grace Lace Bustier Top

    Sweet at first glance, confident on the second look. This lace bustier tank blends a delicate neckline with a structured fit that feels equal parts romantic and self-assured—easy to style solo or layered.

    Fit & Features

    • Lace-lined fabric
    • V-neckline with scalloped lace trim
    • Wide shoulder straps
    • Structured bodice with vertical boning
    • Fitted crop length hem
    • Runs true to size

    Style Number/Barcode: 06001-000395

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Packed For Paradise Hair Claw Clip

    A little tropical touch goes a long way. This flower hair claw clip adds an instant vacation-ready vibe to messy buns, sleek twists, and beach-day waves.

    Fit & Features

    • Dual-sided tropical flower designs
    • Sleek metal claw clip closure

    Style Number/Barcode: 07006-000156

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Time Always Square Watch

    This sleek square watch keeps your look polished and pulled together—because showing up cute and on time is kind of your thing.

    Fit & Features

    • Square-shaped watch
    • Adjustable side dial
    • Multi-strand band design
    • Polished finish

    Style Number/Barcode: 07007-000085

    Category Name: $20 & Under Sale

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale