$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.

  • 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
  • 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
  • Support Day Drinking Trucker Hat

    Blocking the sun and bad vibes. This cheeky trucker hat is made for mimosas at noon and questionable decisions by 3.

    Fit & Features

    • Embroidered script reads "Support Day Drinking"
    • Wide curved brim
    • Sheer mesh back panel
    • Adjustable snap back closure

    Style Number/Barcode: 07302-000065

    Category Name: $20 & Under Sale

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paint the Town Halter Abstract Mini Dress

    From the front to the back—it’s a serve. This mini brings major energy with a cowl halter neckline and open back that does the most.

    Fit & Features

    • Abstract print, knit fabric, lined, moderate stretch
    • Plunge cowl halter neckline, spaghetti strap tie
    • Open back, spaghetti strap tie
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000179

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In Chain Link Belt

    Statement piece, secured. This bold-link belt brings an instant edge to your favorite dresses or bottoms!

    Fit & Features

    • Chunky chain with high-shine finish
    • Rectangular link design
    • Lobster clasp closure

    Style Number/Barcode: 07301-000052

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life's A Party Strappy Back Sequin Mini Dress

    Get ready to impress at every party in this sequin mini dress that makes heads turn in a bodycon silhouette and a strappy open back!

    Fit & Features

    • Sequin embellished pattern, mesh-lined fabric
    • V-neckline
    • Dual spaghetti straps
    • Strappy open back
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000173

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Glam Sequin Lace-Up Bodycon Mini Dress

    All glam, all you—this sequin bodycon mini dress brings major sparkle with a daring lace-up back. Designed to hug every curve, it’s your go-to for nights that call for pure confidence.

    Fit & Features

    • Mesh fabric with knit lining
    • Sequin embroidered swirl pattern
    • Sleeveless V-neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000184

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool-Girl Chic Velvet Halter Skater Dress

    Luxe meets cool-girl in this velvet halter skater dress—sleek on top, flirty on the bottom, and totally ready for your next night out. Chic, effortless, and made to turn every invite into an occasion.

    Fit & Features

    • Velvet fabric, moderate stretch
    • Sleeveless V-neckline, surplice design
    • Halter straps, partially open back
    • Pleated waist
    • Tiered fit-and-flare silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000177

    Category Name: $20 & Under Sale

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied Up In Style Bow Stretch Bracelet

    Low-key luxe with a girly pop. This bow stretch bracelet brings soft girl charm with effortlessly cool vibes.

    Fit & Features

    • Stretch design
    • Bow accents

    Style Number/Barcode: 07003-000047

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Silhouette Ruffled Lace Mini Dress

    Strut in and show off a sassy silhouette in this adorable lace mini dress featuring a strapless neckline, drop waist, and tiered ruffled design.

    Fit & Features

    • Sheer lace fabric with knit lining, moderate stretch
    • Strapless straight neckline, no-slip strip
    • Hidden side zipper with hook-eye closure
    • Drop waist
    • Tiered ruffled design
    • Mini-length hem, A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000184

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale