$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Always A Trio Three Pack Earrings Set

    This chic three pack hoop earrings set is always a must-have accessory! From daytime outings to nights on the town or dressy evenings, these hoop earrings elevate every look.

    Fit & Features

    • Three pack hoop earrings set
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000043

    Category Name: $20 & Under Sale

    Price: $13.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandy Shores Tropical Floral Maxi Skirt

    This vibrant tropical floral maxi skirt will transport you to the sandy shores of a tropical paradise. With its stunning print and flattering high-rise waist, this skirt is perfect for any summer occasion. Pair with the matching top.

    Fit & Features

    • Tropical floral print, stretchy knit fabric
    • Strapless neckline
    • Fitted crop hem
    • Runs true to size

     

    Shop the Matching Top: Sandy Shores Tropical Floral Crop Top

    Style Number/Barcode: 06501-000049

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Babe Faux Suede Cowboy Hat

    Live out your country babe dreams in this trendy faux suede cowboy hat featuring a faux leather band with stone accents and a tie-back design.

    Fit & Features

    • Faux suede material
    • Structured top
    • Curved brim
    • Faux leather band, stone accents
    • Tie-back detail

    Style Number/Barcode: 07302-000036

    Category Name: $20 & Under Sale

    Price: $3.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl Buckle Strap Shoulder Bag

    Trendy girls like you need this sleek shoulder bag featuring a wide strap with a buckle accent and a top zipper closure to keep your essentials secure.

    Fit & Features

    • Faux leather material
    • Long rectangular design
    • Long shoulder strap
    • Wide strap, buckle accent
    • Top zipper closure

    Style Number/Barcode: 07203-000030

    Category Name: $20 & Under Sale

    Price: $4.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Afterparty Approved Sequin Beaded Mini Dress

    Built to outshine the disco ball, this dress does the most in the best way. With shimmer, shape, and a head-turning back, it's your go-to for every RSVP!

    Fit & Features

    • Sequin beaded embellished, mesh fabric, stretchy knit lining
    • V-neckline
    • Bungee spaghetti straps
    • Bungee strappy open back
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000172

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Attitude Crew Neck Lace-Up Mini Dress

    Serving attitude from every angle. This bodycon mini dress levels up your vibe with side lace-up cutouts and a sleek crew neckline—made to flirt, stun, and repeat.

    Fit & Features

    • Faux suede fabric, minimal stretch
    • Crew neck
    • Back zipper and hook-eye closure
    • Side lace-up cutouts
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000175

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer And Stun Rhinestone Denim Skort

    Casual meets glam in the best way possible. This rhinestone denim skort sparkles and shines at concerts, parties, and nights out! 

    Fit & Features

    • Light wash denim fabric
    • All-over rhinestone embellishments
    • Mid-rise waist, form-hugging fit
    • Front skirt overlay, shorts bottom
    • Front button and hidden zipper closure
    • Four-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-000053

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Lights Buckle Heel Mules

    Meet the heels that do it all—these buckle strap mules bring sleek shine with a modern square toe that’s made for night-outs, rooftop drinks, and every spotlight moment in between.

    Fit & Features

    • 3.5" wide stiletto heel
    • Square toe
    • Buckled strap
    • Cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000164

    Category Name: $20 & Under Sale

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here For Romance Lace Hair Bow Clip

    Romance your tresses with this sheer lace hair bow clip!

    Fit & Features

    • Sheer lace hair bow
    • Clip closure

    Style Number/Barcode: 07006-000026

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ever So Charmed Hair Bow With Pearl Chain

    Dress up your tresses with this hair bow featuring delicate faux pearl chains.

    Fit & Features

    • Hair bow
    • Faux pearl chains
    • Clip closure

    Style Number/Barcode: 07006-000024

    Category Name: $20 & Under Sale

    Price: $2.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Vibe Organza Hair Bow Clip

    Perfect for styling for everyday wear or special occasions, this organza hair bow clip adds something cute to your updo! 

    Fit & Features

    • Organza bow
    • Clip closure

    Style Number/Barcode: 07006-000018

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Specs Cat Eye Blue Light Glasses

    Add a cute look to your 'fit with these cat eye glasses with blue light clear lenses to help protect your eyes while looking at a phone, computer, or touch screen device! 

    Fit & Features

    • Cat eye frames
    • Clear blue light lenses

    Style Number/Barcode: 07008-000034

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gloss And Bow Block Heel Loafers

    Classic meets playful—these patent loafers get a girly twist with satin bows and chunky block heels that keep them modern.

    Fit & Features

    • Block heel
    • Square toe
    • Satin bow accent
    • Loafer silhouette
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-000001

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chomp Vibes Only Two-Tone Baseball Cap

    Big bite energy incoming. This Chomp two-tone baseball cap is your go-to for game days, Gator pride, and any moment that calls for a little sporty sass.

    Fit & Features

    • Structured cotton material
    • Two-tone design
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Chomp"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000043

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Noelle Beaded Open Back Bodycon Mini Dress

    Special Occasion

    Bold yet refined, the Noelle glitter mesh mini dress makes an entrance with its sleek high neckline, curve-hugging silhouette, and daring open back. Equal parts chic and sultry, it’s the perfect after-dark statement dress.

    Fit & Features

    • Beaded embellishments, mesh-lined fabric
    • Mock neck
    • Fitted long sleeves
    • Open back, lower zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, bachelorettes, birthdays, date nights, cocktail parties, milestone celebrations

    Style Number/Barcode: 05001-000167

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Gator Mode Florida Two-Tone Baseball Cap

    From stadium seats to off-duty vibes. This Florida two-tone baseball cap is giving sporty-cute energy for tailgates, campus hangs, or any moment you feel like repping the Gators® with style.

    Fit & Features

    • Structured cotton material
    • Two-tone design
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Florida"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000042

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Varsity Mood Tennessee Two-Tone Baseball Cap

    For when your outfit needs just a little attitude. This Tennessee two-tone baseball cap brings that sporty-chic vibe—perfect for laid-back days, tailgates, or casually flexing school spirit.

    Fit & Features

    • Structured cotton material
    • Two-tone design
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Tennessee"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000048

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Campus Cool Texas Two-Tone Baseball Cap

    This baseball cap’s got big “see ya at kickoff” energy. The bold "Texas" embroidery and two-tone design make it the ultimate cool-girl accessory for class, campus, or catching rays.

    Fit & Features

    • Structured cotton material
    • Two-tone design
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Texas"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000056

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bullseye Faux Suede Cowboy Hat

    Perfect for making a statement at rodeos, festivals, or everyday wear, this cowboy hat combines classic charm with edgy flair. The unique bull accent band adds a bold, rugged touch, while the trendy tie-back closure adds a cute touch.

    Fit & Features

    • Bull accent band with tie-back closure
    • Wide curved brim
    • Faux suede material

    Style Number/Barcode: 07302-000059

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Michigan® Tailgating Club Baseball Cap

    Repping the University of Michigan™ never looked this good. Whether you're tailgating with the crew or just vibing through your weekend plans, this two-tone baseball cap adds instant cool to any 'fit.

    Fit & Features

    • Structured cotton material
    • Two-tone design
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Michigan® Tailgating Club"
    • "M®" logo patch at side panel
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000050

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bayou Babe LSU® Tailgating Club Baseball Cap

    Big tailgate energy only—this LSU® cap brings school pride with a side of cool. Pair it with denim and iced coffee for that effortless, game-day-it-girl vibe.

    Fit & Features

    • Structured cotton material
    • Round paneled top, button accent
    • Short curved brim
    • Front embroidery reads, "Bayou Bengals™ Tailgating Club"
    • "LSU®" embroidery at side panel
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000061

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped in Luxe Faux Fur Jacket

    This cropped faux fur jacket ties at the neck with a satin ribbon for the perfect mix of cozy and glam. The ultimate layering piece for celebrations, cold nights out, or when you want to look like a gift.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Long sleeves
    • Collared neckline with satin ribbon tie
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000003

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Player Two-Tone Baseball Cap

    Not just a cap—a whole attitude. This two-tone baseball cap keeps your look casual while the embroidered phrase does the talking for you.

    Fit & Features

    • Two-tone design
    • Round top
    • Short curved brim
    • Front embroidery reads, "My favorite player is the hot one"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000064

    Category Name: $20 & Under Sale

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fairy Glow Rhinestone Mini Dress

    Giving glass-slipper sparkle but make it ethereal. This fairy dress turns up the charm in a rhinestone-embellished, bodycon silhouette that hugs in all the right places and brings enchanted energy to every Halloween party!

    Fit & Features

    • Rhinestone, mirror bead-embellishments
    • Mesh fabric, sewn-in knit lining
    • V-neckline. adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Sheer side mesh inserts
    • Bodycon fit, uneven mini-length hem
    • Runs true to size

    Style Number/Barcode: 05001-000175

    Category Name: $20 & Under Sale

    Price: $39.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale