$20 & Under Sale

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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.

  • Game Day Sweetheart Georgia® Cropped Tee

    Saturdays are for football and looking cute—this University of Georgia® tee checks both boxes. Cropped and oversized, it’s giving effortless slay from campus strolls to post-game pics.

    Fit & Features

    • Cotton-blend fabric, moderate stretch
    • Crew neckline
    • Relaxed short sleeves
    • Front graphic reads, “Georgia®”
    • Raw-cut cropped hem
    • Oversized fit

    Style Number/Barcode: 06002-000127

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Halftime Hottie Miami™ Cropped Tee

    Game day or any day, this University of Miami® tee is serving varsity babe with a side of cool-girl confidence. Easy to throw on, hard to ignore—consider it your go-to for campus hangs and beyond.

    Fit & Features

    • Cotton-blend fabric, moderate stretch
    • Crew neckline
    • Relaxed short sleeves
    • Front graphic reads, “Miami™”
    • Raw-cut cropped hem
    • Oversized fit

    Style Number/Barcode: 06002-000128

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Touchdown Babe Georgia Bulldogs® Cropped Tank Top

    Snatched, sporty, and ready for anything. This Georgia Bulldogs® cropped tank top hugs you in all the right places and brings the perfect pop of team spirit to your ‘fit.

    Fit & Features

    • Ribbed cotton-blend fabric, high stretch
    • Sleeveless crew neckline
    • Front Georgia Bulldogs® logo graphic
    • Raw-cut cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000137

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Cool Miami™ Cropped Tank Top

    For beach days, game days, or whenever you’re keeping it cool and casual. This University of Miami cropped tank top is stretchy, snatched, and ready to serve sporty-cute energy on demand.

    Fit & Features

    • Ribbed cotton-blend fabric, high stretch
    • Sleeveless crew neckline
    • Front graphic reading, “U Miami™”
    • Raw-cut cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000138

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steal The Scene Halter Mini Dress

    This is what "best dressed" looks like. With a ruched bodice and breezy A-line fit, this halter mini is perfect for date nights, vacays, or twirling at parties.

    Fit & Features

    • Slinky knit stretchy lined fabric
    • Halter V-neckline, tie closure
    • Ruched bodice
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000275

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stir Up The Cuteness Lace Ruffled Mini Dress

    With romantic lace, ruffled edges, and a bold western-style belt buckle, this halter mini dress is ready to stir up trouble—in the cutest way!

    Fit & Features

    • Lace fabric, stretchy knit lining, bodysuit lining with snap-button closures
    • Halter V-neckline, tie closure
    • Back zipper and hook-and-eye closure
    • Skater silhouette
    • Western-style buckle waist belt design
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000235

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep Staring Texas A&M® Open Back Crop Top

    Serving school spirit with a side of sass. This open-back Texas A&M® crop top brings that “I got this” energy for tailgates, parties, and every plan in between.

    Fit & Features

    • Cotton-blend knit fabric, high stretch
    • Crew neckline
    • Short cap sleeves
    • Open back
    • Front logo graphic reads, "Texas A&M®"
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-000117

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play It Bold Faux Leather Crop Top

    Turn up the heat. This faux leather halter top serves major edge with its draped cowl neckline and open back—perfect for when the vibe is bold, confident, and just a little dangerous.

    Fit & Features

    • Faux leather slinky fabric, sewn-in knit stretchy lining
    • Cowl halter neckline with a bar accent
    • Open back design
    • Crop fitted hem
    • Runs true to size

    Style Number/Barcode: 06001-000302

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY, BLACK

    Available Size: M, L, S

    Product Badge:
    • Sale
  • Bruin Babe UCLA® Tie Back Halter Crop

    Serving campus cutie with a sporty twist—this UCLA® halter top brings all the heat with an open back and flirty tie detail.

    Fit & Features

    • Soft stretch fabric
    • Halter neckline with tie-back closure
    • UCLA® front graphic
    • Fitted
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06002-000110

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aaliyah Glitter Mesh Lace-Up Short Dress

    Special Occasion

    Shimmer with every step in the Aaliyah short dress, a glitter-dusted skater dress designed to move effortlessly. The ruched sweetheart bodice and lace-up back add a romantic finish that feels polished yet playful.

    Fit & Features

    • Glitter mesh-lined fabric
    • Sweetheart neckline, ruched bust seam
    • Adjustable spaghetti straps
    • Lace-up back
    • Hidden side pockets
    • Skater silhouette, short-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, milestone celebrations, weddings, engagement parties, fancy brunches, and afternoon tea

    Style Number/Barcode: 05001-000565

    Category Name: $20 & Under Sale

    Price: $39.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elisa Velvet Cutout Mermaid Formal Dress

    Special Occasion

    Sleek, sculpted, and utterly unforgettable — the Elisa formal dress is made to make an entrance. Designed in plush stretch velvet that hugs every curve, it features a plunging neckline, delicate straps, and a sultry bar back cutout for that perfect touch of drama. The mermaid silhouette completes the look with timeless sophistication and modern allure.

    Fit & Features

    • Soft velvet fabric, stretch knit lining
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Cutout back with bar hook strap, zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, holiday parties, evening receptions, engagement dinners, milestone celebrations, red-carpet events, charity balls, luxury hotel soirees

    Style Number/Barcode: 05002-000558

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love At First Step Heart Buckle Stiletto Mules

    Instant crush material. These stiletto mules bring a flirty finish with a heart buckle strap that does the talking, whether you’re heading out late or dressing up a low-effort look.

    Fit & Features

    • Stiletto heel
    • Open square toe
    • Dual strap design
    • Heart-shaped metal buckle at the toe strap
    • Faux nubuck material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000564

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Marlene Velvet V-Neck Mermaid Formal Dress

    Special Occasion

    Elegant, sculpted, and quietly breathtaking — the Marlene formal dress is the definition of sleek evening glamour. Crafted in plush velvet that follows every curve, it features a plunging neckline, delicate straps, and a modern bar-back cutout that adds just the right touch of allure. The mermaid silhouette glides with you, keeping the moment effortless and unforgettable.

    Fit & Features

    • Luxe velvet fabric lined with stretchy knit
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Bar back with clasp closure, cutout accent, zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black tie galas, weddings, formal celebrations, holiday receptions, cocktail soirees, elegant date nights, red-carpet events, upscale parties

    Style Number/Barcode: 05002-000559

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Crystal Hour Square Rhinestone Clutch

    A clutch that does all the talking — this rhinestone-covered square silhouette brings high-shine glamour with zero effort. It’s the perfect finishing touch when your outfit needs that extra hit of sparkle without going overboard.

    Fit & Features

    • Structured square clutch design
    • Allover rhinestone detailing
    • Foldover closure with sleek finish, snap-button closure
    • Detachable chain strap
    • Spacious lined interior
    • Compact handheld silhouette

    Style Number/Barcode: 07204-000044

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artful Drama Floral Open Back Maxi Dress

    Serve artful drama in this halter maxi dress featuring a draped cowl neckline, sultry open back, and a watercolor-inspired floral print. Made for cocktail receptions, weddings, and statement entrances into parties.

    Fit & Features

    • Watercolor floral print, mesh-lined fabric, stretchy
    • Cowl halter neckline, tie closure
    • Open back with tie closure
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000690

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hotline Halter Bodycon Mini Dress

    Major main character energy. This halter mini dress features a daring plunge neckline with heart-shaped grommets and a lace-up front that perfectly blends flirty and fierce.

    Fit & Features

    • Smooth knit stretch fabric
    • Plunge halter neckline, heart-shaped grommet embellishments
    • Front lace-up placket
    • Open back design, zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000553

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Touch of Drama Mesh Mini Dress

    All eyes on the neckline. This off-shoulder mesh mini hugs every curve with a ruched bodycon fit, sheer long sleeves, and a foldover neckline that adds just the right touch of soft drama.

    Fit & Features

    • Mesh-lined fabric, moderate stretch
    • Foldover off-the-shoulder neckline
    • Sheer fitted long sleeves
    • Back zipper and hook-eye closure
    • Ruched bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000695

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Heat Halter Mini Dress

    For when you want to look effortlessly wild. This halter mini dress blends sultry animal-inspired mesh with a flowy handkerchief hem—made for twirling, flirting, and maybe a little trouble.

    Fit & Features

    • Abstract animal print, mesh-lined fabric, moderate stretch
    • Halter V-neckline, tie closure, hardware insert
    • open back
    • Fitted bodice
    • Flowy handkerchief mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000329

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dipped In Gold Sequin Open Back Mini Dress

    Meet the mini that turns every entrance into a moment. This shimmering halter dress drips in gold sequins with a sultry plunge neckline made for lights, cameras, and zero shame in stealing the show. The cowl front contours effortlessly while side cutouts and a tie-back detail bring that glam-but-effortless vibe.

    Fit & Features

    • Fully sequined woven fabric, lining
    • Plunging halter neckline
    • Sleeveless design
    • Open back with tie closures, zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000557

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Without Trying Sequin Bead Mini Dress

    This is the kind of shine that feels effortless, not loud. A sleek strapless mini dress with fluid beading and a draped sash that moves like you planned every detail—even if you didn’t.

    Fit & Features

    • Beaded, sequin mesh-lined fabric with soft shimmer
    • Strapless neckline
    • Bodycon silhouette
    • Side sash detail with fluid movement
    • Mini length hemline
    • Runs true to size

    Style Number/Barcode: 05101-000698

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melina Lace-Up Floral Mini Dress

    Special Occasion

    All eyes on you in the Melina soutache floral mini dress that feels like a bouquet come to life. Designed with a bodycon silhouette and a sultry lace-up back, this dress brings equal parts romance and allure to any party or candlelit dinner!

    Fit & Features

    • Floral soutache design, mesh fabric, stretch knit lining
    • V-neckline, padded bra cups
    • Dual adjustable spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Birthday festivities, bachelorette parties, dressed-up dinners, and formal nights out.

    Style Number/Barcode: 05001-000578

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S

    Product Badge:
    • Sale
  • West Coast Vibes LA Corduroy Baseball Cap

    Easy, breezy, and so LA. This corduroy embroidered baseball cap adds laid-back cool to any ‘fit—perfect for coffee runs, casual hangs, or weekend adventures.

    Fit & Features

    • Classic baseball cap silhouette
    • LA embroidered detail on front
    • Adjustable back strap for a custom fit
    • Soft corduroy material

    Style Number/Barcode: 07302-000192

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Low Key Cool LA Baseball Cap

    Repping the city never looked this effortless. This LA embroidered baseball cap is the laid-back staple you’ll throw on with everything from streetwear fits to off-duty looks.

    Fit & Features

    • Classic baseball cap silhouette
    • Structured curved brim
    • LA embroidered detail on front
    • Adjustable back strap for a custom fit

    Style Number/Barcode: 07302-000195

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Leopard LA Baseball Cap

    West Coast but make it wild. This leopard suede LA embroidered baseball cap is the statement topper your casual ‘fit has been waiting for.

    Fit & Features

    • Classic baseball cap silhouette
    • Soft micro suede finish with leopard print
    • LA embroidered detail on the front
    • Adjustable back strap for a custom fit

    Style Number/Barcode: 07302-000197

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale