$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.

  • Ardell Faux Lash Trios

    Create your own custom lash look with this faux lash trio set! The set includes 32 falsies in both short and medium lengths, allowing you to mix and match for endless eye-catching looks.

    Fit & Features

    • Faux lash trio with 32 falsies
    • Included short and medium lash lengths
    • Easy 3-step application process
    • Build full looks, accents, or fill in the gap
    • Lightweight design 

     

    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: 07307-000019

    Category Name: $20 & Under Sale

    Price: $2.97 $5.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Solange Sweetheart Bodycon Rhinestone Formal Dress

    Special Occasion

    Ultra glamorous and sparkling, the Solange rhinestone formal dress makes an entrance with a flattering bodycon silhouette and high side slit for effortless movement into the room!

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • All-over tonal rhinestone embellishments
    • Sleeveless sweetheart neckline, padded bust with underwire
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Floor-length hem, high-cut side slit, bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black-tie galas, upscale milestone events, romantic date nights, and red-carpet functions.

    Style Number/Barcode: 05002-9278

    Category Name: $20 & Under Sale

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Flirt Tube Ruffled Midi Dress

    It’s giving effortless flirt. This tube midi dress hugs your curves and brings drama to the hem—aka your go-to for date nights or semi-formal occasions!

    Fit & Features

    • Smooth knit fabric, bust lining, moderate stretch
    • Tube neckline
    • Form-hugging silhouette
    • Ruffled midi hem
    • Runs true to size

    Style Number/Barcode: 05101-000326

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Style Lace-Up Eyelet Skater Dress

    Show off the sweetest style at your weekend plans in this airy eyelet skater dress! Designed with a lace-up bust and fit-and-flare silhouette, pair with a charm necklace.

    Fit & Features

    • Woven eyelet fabric
    • Sleeveless square neckline, lace trim, lace-up bust design
    • Pleating at the bodice, back zipper closure
    • Thin adjustable tank shoulder straps
    • High waist seam
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3951

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XXS

    Product Badge:
    • Sale
  • Ivy Glitter Sequin Lace-Up Ball Gown

    Special Occasion

    Made for nights that call for glamour with ease, the Ivy catches the light with every step and never feels overdone. Glitter sequin mesh shapes a flowing A-line silhouette, finished with a lace up back and subtle pockets perfect for keeping your hands warm.

    Fit & Features

    • Glitter, sequin, mesh fabric, tulle and woven lining
    • V-neckline, padded bra cups, adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Corset-structured corset waist trim, flexible boning
    • Hidden side pockets
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, balls, gala, big birthday events, grand milestone celebrations

    Style Number/Barcode: 05004-000011

    Category Name: $20 & Under Sale

    Price: $219.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Center Of It All Cowl Neck Maxi Dress

    You don’t need an introduction in this one. This cowl neck maxi dress drapes just right with a curve-hugging fit and open back that feels both bold and effortless.

    Fit & Features

    • Sleek knit fabric, high stretch
    • Sleeveless plunging cowl neckline
    • Halter tie-back spaghetti straps
    • Thin metal O-ring hardware accents
    • Open back
    • Maxi-length bodycon silhouette, back slit detail
    • Runs true to size

    Style Number/Barcode: 05101-000880

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunlit Muse Paillette Sequin Mini Cover-Up

    Shimmer that catches the light and refuses to be subtle. This paillette sequin bikini cover-up features a side tie closure that keeps the fit adjustable for beach days, poolside lounging, or sunset photos. Style with the matching bikini top and bottoms.

    Shop Matching Set: Sunlit Muse Paillette Sequin Bikini Top, Sunlit Muse Paillette Sequin Bikini Bottoms

    Fit & Features

    • Mesh fabric, smooth sewn-in knit lining, moderate stretch
    • Paillette sequin embroidery
    • Side tie closure
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07105-000037

    Category Name: $20 & Under Sale

    Price: $12.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Sparkling Layered Necklace Set

    Why settle for one when you can have two—this layered necklace set brings the glam without the effort. Sleek chains meet rhinestone sparkle for the ultimate stack-and-slay moment.

    Fit & Features

    • Two-piece layered necklace set
    • Mixed chains with rhinestone detailing
    • Lobster clasp closures with extenders

    Style Number/Barcode: 07002-000101

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Stun Lace Trim Bodycon Mini Dress

    This stunning ruched mesh mini dress features a lace sweetheart neckline with a ruched draped overlay, dainty lace trim spaghetti straps, and a bodycon silhouette to hug your gorgeous curves. Style with stiletto heels for a formal date night!

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Lined lace sweetheart neckline with lace trim, padded bust
    • Lace trim adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Ruched draped overlay, ruched side seams
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5827

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated It Girl Paisley Satin Scarf

    Instant outfit elevation, zero overthinking required. This satin paisley scarf brings that cool vintage energy with a silky feel and endless tie options—hair, neck, or bag, for when the group chat says “last-minute plans.”

    Fit & Features

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

    Style Number/Barcode: 07305-000084

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crush Season Ruffle Mini Dress

    The kind of dress that accidentally steals the whole weekend. This floral chiffon mini dress features a ruffle trim sweetheart neckline, layered tiered ruffles, and a floaty fit that looks unreal with heels, boots, or sandals.

    Fit & Features

    • Floral pattern, chiffon fabric, woven lining
    • Ruffle trim sweetheart neckline, underbust seams
    • Detachable and adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Tiered layered ruffle silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001484

    Category Name: $20 & Under Sale

    Price: $46.00 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Invite Ready Ruffle Satin A-Line Mini Dress

    Cue the invite—you already know what you’re wearing. This ruffled satin A-line mini dress brings that floaty, flirty feel with just enough structure to keep it polished from brunch to wherever the day takes you.

    Fit & Features

    • Textured woven satin fabric
    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Front cascading ruffled design
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001384

    Category Name: $20 & Under Sale

    Price: $44.00 $62.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Soft Glam Sequin Lace Strapless A-Line Dress

    Soft glam, but make it unforgettable. This sequin lace strapless A-line dress features a sweetheart neckline with a knotted center and flirty cutout, and a twirl-worthy silhouette made for parties, date nights, and every RSVP on your calendar.

    Fit & Features

    • Sheer lace fabric with lining
    • Subtle clear sequin embroidery
    • Strapless sweetheart neckline, knotted center design, ruching
    • Back zipper closure
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000944

    Category Name: $20 & Under Sale

    Price: $38.00 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sunny Days Crochet A-Line Mini Dress

    Booked, packed, and already planning the outfit. This A-line mini dress with a crochet bust overlay and lace-up back brings that effortless Euro summer vibe with a flirty, easy fit.

    Fit & Features

    • Linen-like fabric, smooth woven lining
    • V-neckline, crochet bust overlay, tie bust front
    • Spaghetti straps
    • Strappy tie-back design
    • Princess seam, A-line mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000494

    Category Name: $20 & Under Sale

    Price: $35.00 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Here To Stun Twist-Front Cutout Mini Dress

    Step up your night-out vibe and stun in this smooth knit mini dress featuring a plunging V-neckline with a twist-front bust design and a sultry keyhole cutout at the waist. The bodycon silhouette will flaunt your gorgeous curves.

    Fit & Features

    • Double-lined smooth knit fabric, plenty of stretch
    • Plunge V-neckline, twist-front bust
    • Keyhole waist cutout
    • Long fitted sleeves
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5801

    Category Name: $20 & Under Sale

    Price: $24.00 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S

    Product Badge:
    • Sale
  • After Hours Shine One Shoulder Sequin Mini Dress

    When the invite says dress up, this is the answer. This sequin mini dress brings just enough drama with a sleek, sculpted fit that was made for late nights and flash photos.

    Fit & Features

    • Allover sequin fabric with sewn-in knit lining
    • One-shoulder neckline with a single adjustable strap
    • Side zipper and hook-eye closure
    • Bodycon silhouette that hugs through the hips
    • Flattering ruching
    • Front slit for ease of movement
    • Runs true to size

    Style Number/Barcode: 05103-000734

    Category Name: $20 & Under Sale

    Price: $38.00 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Retro Crush Floral Chiffon Mini Dress

    Serving vintage flirt energy in this floral mini dress. It brings the vibe with a breezy A-line fit, playful cutouts, and a tie-front bust made for sunny days.

    Fit & Features

    • Vintage-inspired floral print
    • Chiffon fabric, smooth woven lining
    • V-neckline, tie-front bust, adjustable spaghetti straps
    • Stretchy smocked back panel
    • Side cutouts along the bodice
    • A-line fit, ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000775

    Category Name: $20 & Under Sale

    Price: $35.00 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LAVENDER

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Polished But Fun Skater Mini Dress

    Clean, classic… and cuing all the compliments. This striped skater mini dress brings that tailored, put-together vibe with a cinched bodice and flared skirt perfect for sunny days.

    Fit & Features

    • Striped pattern, linen-like woven fabric
    • Square neckline, spaghetti straps
    • Hidden side pockets
    • Skater mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000776

    Category Name: $20 & Under Sale

    Price: $40.00 $56.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Daring Sleek O-Ring Cutout Bodycon Mini Dress

    Dare to showcase a sultry allure in this smooth knit mini dress designed with a plunging V-neckline, a sleek asymmetric metal O-ring accent at the bust, and dual side cutouts that lead to a bold open lower back. The ruching on the bodycon silhouette will flaunt your stunning figure.

    Fit & Features

    • Smooth double-lined knit fabric, plenty of stretch
    • Plunge V-neckline, padded bust, asymmetric metal O-ring accent
    • Spaghetti straps
    • Dual side cutouts leading to open lower back
    • Ruched detailing
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5856

    Category Name: $20 & Under Sale

    Price: $28.00 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Going Out Ruched Sash Mini Dress

    This mesh mini dress is already in your weekend lineup. A ruched silhouette with a sweetheart neckline and front sash that shapes and smooths in all the right places for date nights.

    Fit & Features

    • Mesh-lined fabric with stretch
    • Sweetheart twist neckline
    • Front sash layered design
    • Back zipper closure
    • Ruched bodycon mini silhouette
    • Runs true to size

    Style Number/Barcode: 05103-001044

    Category Name: $20 & Under Sale

    Price: $39.00 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • In Your Good Graces Halter Mini Dress

    Sweet, but make it a little unexpected. This halter mini skims your shape with a soft, textured feel and a lace trim hem that adds just enough detail for showers, graduations, or dressy brunch plans.

    Fit & Features

    • Textured chiffon fabric, sewn in knit stretchy lining
    • High halter neckline with tie straps
    • Open back
    • Bodycon mini silhouette
    • Lace trim hem
    • Runs true to size

    Style Number/Barcode: 05102-000794

    Category Name: $20 & Under Sale

    Price: $32.00 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: M, L

    Product Badge:
    • Sale
  • RSVP To Romance Floral Maxi Dress

    The dress that somehow makes every plan feel worth showing up for. This floral flutter sleeve maxi dress pairs delicate ruffle details with a figure-skimming fit that's ready for bridal showers, brunch reservations, and every pretty occasion in between.

    Fit & Features

    • Mesh fabric with full-length lining
    • Floral print
    • Sweetheart neckline, ruched bust, tie detail
    • Ruffled trim, short ruffled flutter sleeves
    • Back zipper closure
    • Maxi-length hem, form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001265

    Category Name: $20 & Under Sale

    Price: $38.00 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: M, L

    Product Badge:
    • Sale
  • Weekend Romance Floral Cotton Midi Dress

    Feels like a soft yes to every plan on your calendar. This flowy ruffle midi dress brings an easy, romantic fit with a smocked waist and tie back, perfect for brunch, showers, or vacations.

    Fit & Features

    • Dainty floral pattern, cotton woven fabric and lining
    • Sleeveless ruffle trim V-neckline
    • Button front bust accents, stretchy smocked panel
    • Tie-back design
    • A-line silhouette, ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001392

    Category Name: $20 & Under Sale

    Price: $46.00 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Twist And Turn Sweetheart Mini Dress

    This is your “text me when you get there” dress. The sweetheart neckline with a twisted bust detail and subtle cutout keeps it flirty, while the bodycon fit does what it needs to do—no extra effort required.

    Fit & Features

    • Smooth knit fabric
    • Strapless sweetheart neckline
    • Keyhole cutout
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000760

    Category Name: $20 & Under Sale

    Price: $28.00 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M, L

    Product Badge:
    • Sale