$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.

  • Laren Metallic Halter Mermaid Formal Dress

    Special Occasion

    Designed to captivate from every angle, the Laren metallic knit mermaid gown brings sleek drama to the moment. A plunge halter neckline with hardware draws the eye, while an open bar back and fluid floor-length hem create a striking, sculpted finish.

    Fit & Features

    • Metallic knit-lined fabric with plenty of stretch
    • Plunge halter neckline with statement hardware detail
    • Cutout waist design, back zipper and hook-eye closure
    • Open bar back for an elevated, modern reveal
    • Mermaid floor-length silhouette
    • Runs true to size 

     

    Where to Wear:

    Destination weddings, vacations, getaways, luxury resort celebrations, anniversary dinners, fashion-forward occasions, cocktail parties

    Style Number/Barcode: 05002-000993

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Plans Out West Cowboy Hat

    Booked, busy, and somewhere out west. This cowboy hat pulls every look together with that effortless cool vibe—perfect for bachelorettes, festivals, and last-minute road trips.

    Fit & Features

    • Classic cowboy hat silhouette
    • Curved wide brim
    • Braided band with longhorn charm, studs, and tie design
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000277

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun Chaser Crochet Maxi Skirt Coverup

    Serving just enough skin with every step. This crochet maxi skirt coverup brings the drama with chic cutouts, a high front slit, and an easy throw-on fit that’s made for beach clubs, poolside pics, and last-minute vacation plans.

    Fit & Features

    • Crochet knit fabric, moderate stretch
    • Mid-rise waist
    • Dual O-ring cutout accents
    • High-cut front slit
    • Maxi-length flowy silhouette
    • Runs true to size

    Style Number/Barcode: 07105-000057

    Category Name: $20 & Under Sale

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Rodeo Graphic Tank Top

    Cue the country playlist. This rodeo graphic tank features nailhead trim and a notch flyaway hem that gives your casual look a little western attitude, whether you're headed to a concert, festival, or just feeling the vibe.

    Fit & Features 

    • Soft cotton-blend stretch knit fabric
    • Sleeveless notch cutout scoop neckline
    • Front graphic with script "Rodeo Wild West"
    • Notch cutout crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000487

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Energy Bandana Satin Scarf

    Bad hair day? Never heard of her. This paisley bandana satin scarf ties it all together—literally—whether you’re styling it as a headwrap, neck accent, or bag charm for your next out-the-door plan.

    Fit & Features

    • Satin woven fabric, no stretch
    • Paisley bandana print
    • Versatile tie styling

    Style Number/Barcode: 07305-000075

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Look Linen-Blend Tie-Front Vest

    Casual plans just got a little cuter. This linen-blend tie-front vest keeps it breezy and put-together, whether you’re out for coffee or styling it up for last-minute plans. Pair with the matching trouser pants.

    Shop Matching Bottoms: Effortless Look Linen-Blend Trouser Pants

    Fit & Features

    • Linen-blend woven fabric
    • Sleeveless collared design
    • Tank shoulder straps
    • Plunging V-neckline, tie-front closure
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000131

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Divinely Draped Dainty Layered Cross Necklace

    This dainty layered cross necklace gives effortlessly elevated with just the right amount of sparkle for your daily slay or date night display.

    Fit & Features

    • Two-row layered design
    • Short dainty chain with beaded accents
    • Long dainty chain with engraved cross pendant, rhinestone embellishments
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000059

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Vibes Textured O-Ring Chain Belt

    Achieve a trendy vibe accessorizing with this textured O-ring chain belt secured with a lobster clasp closure. Pair with a mini skirt.

    Fit & Features

    • Metal chain-link design
    • Large O-rings
    • Textured O-rings
    • Lobster clasp closure
    • Adjustable fit

    Style Number/Barcode: 07301-1236

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day To Night Skater Mini Dress

    From daytime events to evening celebrations, this skater mini dress keeps it easy and flattering with adjustable straps and dart seams that create a flared look. Just add heels or strappy sandals.

    Fit & Features

    • Textured woven fabric with stretch
    • Square neckline, lined bust
    • Adjustable spaghetti straps
    • Flared skater silhouette with godet seams
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001226

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreams Come True V-Neck Ponte Mini Dress

    The perfect ponte mini dress for a dreamy silhouette! The sleek bodycon silhouette accentuates your figure while decorative faux flap pockets add a touch of chic detail. Style with heels for day or night plans.

    Fit & Features

    • Ponte fabric, sewn-in knit lining
    • V-neckline
    • Wide shoulder straps
    • Back zipper hook-eye closure
    • Faux flap front pockets
    • Bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000138

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes on You Lace Trim Mini Dress

    This one understands the assignment. A sweetheart neckline with lace trim and a flirty drop-waist skirt that moves just right—polished up top, playful from every angle.

    Fit & Features

    • Woven rayon fabric with smooth structured feel, sewn-in knit panty lining
    • Strapless sweetheart neckline with lace trim detail, non-slip grip lining
    • Back zipper and hook-eye closure
    • Fitted bodice with center lace inset
    • Drop waist seam for a flattering silhouette
    • Tiered skater skirt with mini length
    • Runs true to size

    Style Number/Barcode: 05102-000517

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Roxanne Satin A-Line Ball Gown

    Special Occasion

    The Roxanne gown brings polished drama with an effortless feel. Crafted from satin with a notch sweetheart neckline and a pleated A-line floor-length hem, it balances classic elegance with thoughtful detail.

    Fit & Features

    • Premium satin fabric, voluminous tulle and woven linings
    • Sweetheart neckline with wired notch, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Hidden side pockets
    • Pleated A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, milestone birthday events, debutante balls, black tie galas, quinceañeras, elegant weddings, formal red-carpet occasions

    Style Number/Barcode: 05004-000002

    Category Name: $20 & Under Sale

    Price: $199.90

    Availability: Out of Stock

    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: 05103-5041

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Rhinestone Necklace, Earrings, And Bracelet Set

    Sparkle with all the luxe vibes in this gorgeous rhinestone necklace, earrings, and bracelet matching set at your next black-tie affair.

    Fit & Features

    • Necklace, earrings, and bracelet set
    • Round collar necklace, single row of rhinestones, stacked rhinestone center design
    • Back adjustable chain with lobster clasp closure
    • Short duster earrings, three-row rhinestone fringe design
    • Post-back closures
    • Dainty bracelet, single row of rhinestones, two-row rhinestone center design
    • Back adjustable chain with lobster clasp closure

     

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

    Style Number/Barcode: 07002-2127

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Plans Animal Print Cutout Maxi Dress

    Not a subtle entrance kind of dress. This animal print maxi dress hugs your curves with a flirty open back and lace-up detail that’s made for vacations, sunset dinners, and cocktail bars with the girls.

    Fit & Features

    • Animal print, mesh fabric lined with knit
    • Sweetheart neckline, twist bust
    • Spaghetti straps
    • Strappy open back
    • Cutout bodice
    • Curve-hugging, maxi hem
    • Runs true to size

    Style Number/Barcode: 05103-000611

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pam Glitter Strappy Mermaid Ball Gown

    Special Occasion

    For the entrance that lingers long after you’ve passed through the room, the Pam glitter mesh mermaid gown is pure after-dark elegance. Designed with a sculpted corset bodice, strappy open back, and a softly flared silhouette finished with a bonded hem, it’s the kind of look that feels both polished and unforgettable at any formal affair.

    Fit & Features

    • Glitter mesh fabric with lining
    • Sweetheart neckline, padded bra cups
    • Dual spaghetti straps
    • Open strappy back design, zipper and hook-eye closure
    • Sheer corset-structured bodice, flexible boning
    • Mermaid silhouette, bonded floor-length hem with a train
    • Runs true to size

     

    Where to Wear:

    Prom, black tie balls, galas, grand weddings, big birthday events, awards night, red-carpet occasion

    Style Number/Barcode: 05005-000010

    Category Name: $20 & Under Sale

    Price: $49.97 $229.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle In Bloom Rhinestone Leaf Necklace And Earrings Set

    Meet the necklace and earrings set that pulls your whole look together without even trying. The rhinestone leaf details give off that subtle, chic shimmer that makes every outfit look instantly elevated.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace with single row of rhinestones, leaf-shaped rhinestone accents
    • Center lariat design
    • Lobster clasp closure with extender
    • Linear duster earrings with single row of rhinestones, leaf-shaped rhinestone accents
    • Post-back closures

     

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

    Style Number/Barcode: 07002-000258

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Only Charm Necklace

    A little bold, a little sweet—the perfect combo for your anything-but-basic vibe. This charm necklace mixes hearts, cherries, dice, and more to make every outfit feel personal.

    Fit & Features

    • Chain-link design
    • Multiple charms including bows, a cowboy boot, hearts, a playing card, a horseshoe, dice, cherries, an angel, and an 8-ball
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000192

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Afterparty Chic Cowl Neck Midi Dress

    It’s giving red carpet energy, minus the entourage. This slinky cowl neck midi dress hugs in all the right places and flares out just enough to serve drama with stiletto heels!

    Fit & Features

    • Slinky knit fabric with moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Flared trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000606

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Energy Layered Cross Chain Necklace

    Good vibes, great shine—this layered cross-chain necklace is all about glam energy! Perfect for stacking with your everyday 'fits or leveling up your night-out look.

    Fit & Features

    • Two-row chain-link layered necklace
    • Shorter dainty chain with small cross details
    • Longer dainty chain with larger cross accent, rhinestone embellishments
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000126

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Allure Halter Cowl Neck Midi Dress

    You'll be serving allure at your next happy hour in this curve-flaunting midi dress featuring a plunging cowl neck with a bar strap accent and open back with sleek tie-back straps.

    Fit & Features

    • Smooth knit fabric, high stretch, knit lining
    • Sleeveless plunge cowl neckline, bar strap accent
    • Tie-back halter straps
    • Open back, lower tie-back spaghetti straps
    • Form-hugging fit
    • Midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000033

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poolside Proof High-Cut Bikini Bottoms

    This one hits before you even hit the water. These bikini bottoms feature a clean high V-cut accent for a trendy vibe made for sun-soaked plans. Pair with the matching top.

    Shop The Matching Top: Poolside Proof Hoop Detail Bandeau Bikini Top

    Fit & Features

    • Sleek knit-lined fabric
    • Bandeau halter-style neckline with ties
    • Removable padding
    • Hoop insert
    • Runs true to size
    • Returns are not accepted without the hygienic liner

    Style Number/Barcode: 07105-000023

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: L

    Product Badge:
    • Sale
  • Saintly Chic Cross Pendant Necklace

    A little celestial, a little edgy—this rosary-inspired necklace brings instant cool-girl drama to any look. Wear it solo for effortless statement vibes or layer it up to lean into full trend-setter territory.

    Fit & Features

    • Beaded chain
    • Embellished cross pendant detail
    • Lobster clasp closure

    Style Number/Barcode: 07002-000230

    Category Name: $20 & Under Sale

    Price: $3.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Day Invites Eyelet Knit Skater Dress

    This adorable eyelet knit skater dress will have you instantly weekend-ready. The short dress hugs up top, flares just right, and is basically made for last-minute brunches and sunny day invites.

    Fit & Features

    • Eyelet knit fabric with knit lining, high stretch
    • Sleeveless V-neckline
    • Halter tie-back straps, partially open back
    • Drop waist design, V-shaped seam
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000476

    Category Name: $20 & Under Sale

    Price: $31.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale