$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.

  • Lucky Number Halter Tank Top

    Serving jersey vibes with a little extra attitude. This fitted halter tank top pairs sporty graphics with a curve-hugging fit, making it an easy pick for world soccer games, casual hangs, and everything in between.

    Fit & Features

    • Stretch cotton-blend knit fabric
    • Sleeveless V-neckline, contrast trim
    • Tie-back halter spaghetti straps, open back
    • "9" front graphic
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000564

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Goal Getter Argentina Halter Top

    Straight to the starting lineup. This halter top shows up for your favorite Argentina team with a curve-hugging fit that slays at watch parties and weekend plans.

    Fit & Features

    • Stretch cotton-blend knit fabric
    • Sleeveless V-neckline, contrast trim
    • Tie-back halter spaghetti straps
    • Open back, lower graphic script reads "Argentina"
    • "9" front graphic
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000565

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Team Canada Halter Tank Top

    Whether you're headed to a world soccer watch party or casual plans, this halter top brings the energy. The sporty graphic design, bold color contrast, and flattering V-neck fit make it the kind of piece that turns a casual outfit into the plan.

    Fit & Features

    • Stretch cotton-blend knit fabric
    • Sleeveless V-neckline, contrast trim
    • Tie-back halter spaghetti straps
    • Open back, lower graphic script reads "Canada"
    • "9" front graphic
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000566

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: L

    Product Badge:
    • Sale
  • Senorita Mesh Strappy Mini Dress

    Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual adjustable spaghetti straps, tie-neck closure
    • Side and back ruched seams
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Mesh fabric, brushed soft knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05103-4919

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Sparkle Bow Studs

    These rhinestone bow stud earrings bring the perfect blend of sweet and sparkly. With their delicate bow silhouette and shimmering stones, they add a touch of glam to any outfit.

    Fit & Features

    • Dainty bow-shaped stud earrings
    • Shimmering rhinestone detailing
    • Post-back closure 

     

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

    Style Number/Barcode: 07001-000236

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Icon Living Chain Strap Shoulder Bag

    A sleek and iconic chain strap shoulder bag for keeping your essentials close and outfit on point.

    Fit & Features

    • Chain shoulder strap
    • Top zipper closure
    • Spacious interior
    • Faux leather material

    Style Number/Barcode: 07203-000001

    Category Name: $20 & Under Sale

    Price: $11.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Claire Lace-Up Sequin Mermaid Dress

    Special Occasion

    Radiate endless shine and gorgeous glamour in the Claire mermaid dress crafted with intricate sequin embroidery in a stunning scroll pattern. You'll turn heads with the mesh lace-up back design and floor-sweeping hem with godet accents.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining
    • Sequin embroidery, scroll pattern
    • Sleeveless scoop neckline, padded bra cups
    • Adjustable spaghetti straps
    • Mesh lace-up back design, zipper and hook-eye closure
    • Floor-length mermaid silhouette, mesh godets
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black-tie parties, and celebratory birthdays.

    Style Number/Barcode: 05002-9003

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Factor Wrap-Front Faux Leather Skort

    Level up the chic factor of your going-out look with this form-hugging wrap-front faux leather skort. It features a high-rise waist, a wrap-front design with an asymmetric hem layered over fitted shorts, a sleek faux buckle strap accent, and a hidden back zipper closure for a secure fit. Style a crop top and ankle booties for a trendy rooftop bar vibe!

    Fit & Features

    • Faux leather fabric with minimal stretch
    • High waist
    • Asymmetric faux wrap-front
    • Fitted shorts
    • Faux buckle strap detail
    • Back zipper
    • Runs true to size

    Style Number/Barcode: 06403-0460

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Girl Sparkle Butterfly Necklace and Earrings Set

    Soft girl glam, but make it effortlessly darling. With a delicate butterfly necklace and rhinestone stud earrings, it’s your go-to glow-up for brunch dates, bestie hangs, or your next OOTD post.

    Fit & Features

    • Necklace and earrings set
    • Dainty chain necklace, rhinestone butterfly charm
    • Lobster clasp closure and extender
    • Small round rhinestone stud earrings
    • Post-back closures

     

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

    Style Number/Barcode: 07002-000030

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Sense Bodycon Mini Skirt

    Upgrade your perfect sense of style in this faux leather mini skirt in a flattering bodycon fit that'll put your curves on display!

    Fit & Features

    • Faux leather fabric
    • High-rise waist
    • Bodycon fit
    • Mini-length hem
    • Front button and hidden zipper closure
    • Runs true to size

    Style Number/Barcode: 06401-0745

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rebel Chic Faux Leather Wide-Leg Jumpsuit

    A rebel chic faux leather wide-leg jumpsuit pant with a plunging wired V-neckline and padded bra cups. Sleeveless with a straight-leg fit, it's your go-to for fearless style.

    Fit & Features

    • Faux leather fabrication
    • Plunging wired v-neckline, padded bra cups
    • Sleeveless 
    • Straight-leg
    • Wide-leg hem
    • Runs true to size

    Style Number/Barcode: 06402-1450

    Category Name: $20 & Under Sale

    Price: $26.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Match Point Oversized Denim Jacket

    This oversized denim jacket keeps it casual-cool with contrast stitching and a structured fit—perfect for everyday styling or weekend plans.

    Shop The Matching Skort: Match Point Mid-Rise Denim Skort

    Fit & Features

    • Denim fabric, no stretch
    • Relaxed long sleeves
    • Collar neckline
    • Front zip-up closure
    • Front flap button pockets
    • Oversized silhouette
    • Runs true to size

    Style Number/Barcode: 06203-000016

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ardell Demi Wispies Lashes 5 Pack

    Glam up your eyes with these gorgeous lashes. The Ardell Demi Wispies lashes offer a natural, long feathered and glamorous look, are easy to apply, and are even reusable! Perfect for your next sexy night out outfit like a sultry crop top and mini skirt. The lashes work best for large and deep-set eyes. Don't forget to pick up the eyelash glue! 

    Fit & Features

    • Long, feathered natural look
    • Reusable 
    • Includes 5 sets of eyelashes
    • Eyelash glue sold separately

     

    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: 07307-0372

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silvia Off-The-Shoulder Formal Dress

    Special Occasion

    Effortlessly glamorous, the Silvia off-the-shoulder gown features a sweetheart neckline with a sparkling hardware detail and artful ruching that sculpts your silhouette. The sleek, floor-length hem is finished with a subtle slit, making it a perfect match for evenings that call for modern elegance.

    Fit & Features

    • Smooth knit-lined stretch fabric
    • Off-the-shoulder neckline, short-sleeve cuffs
    • Hardware detail
    • Form-hugging silhouette, subtle side slit accent
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, rehearsal dinners, engagement parties, formal celebrations, red-carpet events, milestone parties, anniversaries

    Style Number/Barcode: 05002-000180

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impressive Nature Flower Linear Earrings

    Naturally standout in these flower linear earrings perfect for dressing up a little black dress!

    Fit & Features

    • Flower linear design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-2295

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layer It Luxe Multi Strand Necklace

    Your layering game just leveled up. This multi-strand necklace adds instant sparkle and dimension, whether you’re styling it solo or stacking with your faves.

    Fit & Features

    • Mixed chain layered styles with textured details
    • Dainty disc and rhinestone accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-000114

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic 'Fit Studded Hot Shorts

    Create an iconic 'fit for concerts and festivals with these curve-hugging hot shorts featuring a low-rise waist, front studded trim, and cheeky fit.

    Fit & Features

    • Woven fabric, moderate stretch
    • Low-rise elasticized waist
    • Front-studded trim
    • Cheeky form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000021

    Category Name: $20 & Under Sale

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Rhinestone Lariat Necklace And Earrings Set

    This luxe jewelry set features a V-shaped collar necklace with a gorgeous rhinestone embellished design and short cascading lariat. The duster earrings feature a matching rhinestone design for a seamless glam look.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace, back adjustable chain with lobster clasp closure
    • Single row of mini rhinestones, round rhinestones with mini rhinestone outline
    • Short lariat, teardrop rhinestone accent
    • Short duster earrings, post-back closures
    • Round rhinestones and teardrop rhinestone accent, mini rhinestone outline

     

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

    Style Number/Barcode: 07002-1919

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One Take V-Neck Ruffle Skater Romper

    One take in this skater romper and you'll be so obsessed! With a flirty tie back design and flattering skater silhouette, this romper will be your favorite style for brunch to parties!

    Fit & Features

    • Knit fabric, moderate stretch
    • Adjustable spaghetti straps
    • Ruffle V-neckline
    • Tie-back design
    • Skater silhouette
    • Ruffle layered short-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1143

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fairytale Daze Strappy Back Chiffon Skater Dress

    This stunning skater dress is the perfect blend of effortless and ethereal. It is designed with flirty ruffles and a strappy tie-back that turns heads at parties!

    Fit & Features

    • Chiffon fabric, woven lining
    • V-neckline, spaghetti straps
    • Strappy tie-back, lower zipper and hook-eye closure
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4097

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Darling Strapless Tie Waist Satin Romper

    A strapless satin romper features a corset bodice with flexible boning, a flirty tie waist, and a ruffled layered short-length silhouette. Perfect for the school dance or a party.

    Fit & Features

    • Jacquard pattern, satin fabric, no stretch
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning, tie waist
    • Layered ruffled short-length silhouette
    • Romper has an 11" rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0581

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Encore Rhinestone Bow Heels

    These heels are here for your grand entrance—glitter mesh, a rhinestone bow strap, and a chic almond toe all wrapped into a sky-high block platform. They bring that playful, ultra-glam vibe that turns every step into a moment.

    Fit & Features

    • 3.5" Block heel
    • Almond toe silhouette
    • Rhinestone bow strap detail
    • Closed ankle design for a secure fit with buckle closure strap
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000415

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Links for Days Layered Chain Necklace

    The kind of chain that makes every 'fit feel expensive. This layered chain necklace serves effortless edge with a touch of glam featuring a chunky chain and sleek paperclip chain.

    Fit & Features

    • Two-row layered design
    • Chunky chain
    • Paperclip chain
    • Back lobster clasp closure with extender

    Style Number/Barcode: 07002-000021

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blinged Out Babe Rhinestone Hot Shorts

    Create a flashy 'fit that will be party-ready with these rhinestone cheeky hot shorts! They feature a high-rise waist with a back zipper closure, all-over mini rhinestone studded embellishments, and a cheeky, form-hugging fit. The woven fabric includes a sewn-in knit lining and has minimal stretch. Style with a cropped bustier and metallic heels!

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • All-over mini rhinestone studded embellishments
    • Cheeky, form-hugging fit
    • Woven fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0322

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale