$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
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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.
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Floral Fun Tie Back Skater Dress
Look absolutely sweet and chic in this floral skater dress! It's the perfect attire for brunch with your girls or the upcoming baby and bridal showers!
Fits & Features
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Spaghetti Straps
- Square Neckline
- Tie Back I Low Open Back
- Mini Length Hem I Skater Style Silhouette
- Knit Fabric I Fully Lined I Floral Print
- Moderate Stretch
Style Number/Barcode: 05101-0408
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spaghetti Straps
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Felicity Scallop Neck Taffeta High Low Dress
Special Occasion
From top to bottom, our Felicity brings flair and drama with her scalloped neckline and full high-low hem. Crafted from taffeta fabric, a glowing pretty sheen gives her a luxe vibe. Compliment her with some gorgeous drop earrings and a sparkling clutch!
Fits & Features
- Adjustable Spaghetti Straps
- Scalloped V Neckline I Princess Seams
- Back Zipper With Hook & Eye Closure
- High-Low Hem I Partial, Mini Length Lining I Petticoat
- Tafetta Fabric I Pretty Sheen Finish
- Moderate Stretch
Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0938
Category Name: $20 & Under Sale
Price: $14.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Caris Rhinestone Trim Satin Dress
Special Occasion
Feel like an absolute princess in our stunning Caris! Her plunging V neckline leads to a gorgeous arrangement of twinkling rhinestones along the waist. You'll be twirling around nonstop in her dramatic and voluminous ball gown. Finish the look off by adding some rhinestone earrings!
Fits & Features
- Spaghetti Straps With Mesh Insets
- Plunging V Neckline & Back I Lightly Padded Bust
- Hidden Hand Pockets
- Rhinestone Trim At The Waist
- Floor Length Hemline I Ball Gown Silhouette I Petticoat
- Satin-Like Fabric I Fully Lined
- Moderate Stretch
Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05004-0086
Category Name: $20 & Under Sale
Price: $9.97 $189.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Spaghetti Straps With Mesh Insets
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Own It Molded Swim Top
Work it bb girl! Look absolutely killer in this sexy swim suit. Make sure you grab those matching bottoms before you check out!
Shop Matching Top: Own It Hipster Swim Bottoms
Fits & Features
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Wide Adjustable Straps With Metal Eyelet Design
- Back Metal Bar Clasp Closure
- Molded Padded Ribbed Bust
- Matching Bottoms Sold Separately
Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07104-0425
Category Name: $20 & Under Sale
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wide Adjustable Straps With Metal Eyelet Design
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Island In The Sun Bow Front Swim Top
Get caught under the rays in a sweet striped swim suit! Pair with bright orange lipstick and live your best life! Don't forget to pick up your matching swim bottoms!
Shop Matching Swim Bottoms: Island In The Sun Bow Front Swim Top
Fit & Features
- Sweetheart neckline
- Tie front detail
- Halter tie spaghetti straps
- Striped pattern
- Lined | Removable padding
- Moderate stretch
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07104-0460
Category Name: $20 & Under Sale
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Twist It Out Swim Bottoms
Give your a look a twist this season with this vibrant piece that is perf for your next vacation! Pair these bottoms with the matching top for the perf look!
Shop Matching Top: Twist It Out Swim Top
Fit & Features
- High Rise Waist
- Waist Cut Out
- Twist Front Accent
- Cheeky Bottom
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0572
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Good Vibes Only Hipster Swim Bottoms
You'll bring only the good vibes in these simple & sexy swim bottoms! Pair with the matching top for an all togther gorgeous look.
Shop Matching Top: Good Vibes Only Lace Front Swim Top
Fit & Features
- Hipster style design
- Cheeky bottom
- Ribbed fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0604
Category Name: $20 & Under Sale
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fringe Benefits Swim Bottoms
Fringe is one trend you'll want to commit to this season! Work on that glow in these fierce fringe swim bottoms! Don't forget to pick up the matching top!
Shop Matching Top: Fringe Benefits Bikini Top
Fit & Features
- Mid Rise Fit
- Hipster Fit
- Fringe Trim
- Cheeky Bottom
- Moderate Stretch
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0602
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Just Add Water High Waist Swim Bottoms
Girl, it's about time you pack your bags and head somewhere warm! Just make sure you pick up the matching swim top to complete these bottoms!
Fits & Features
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High Waist Fit
- Adjustable Tie Sides
- Fully Lined
- Moderate Stretch
- Matching Top Sold Separate
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0574
Category Name: $20 & Under Sale
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Fit
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Zarina Floral Embroidery Halter Ball Gown
Special Occasion
Dazzle them all in our regal Zarina! Her fitted bodice features gorgeous floral embroidery with rhinestone accents that twinkle and shine in the light. Look and feel like a princess by pairing her up with rhinestone earrings!
Fits & Features
- Halter Design With Hook & Eye Closure I Plunging V Neckline
- Mesh Lined Bodice With Floral Embroidery Rhinestone Details
- Back Zipper WIth Hook & Eye Closure
- Hidden Hand Pockets
- Floor Length Satin-Like Skirt I Ball Gown Silhouette I Petticoat
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05005-0018
Category Name: $20 & Under Sale
Price: $9.97 $209.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glow Up Hipster Swim Bottoms
You'll totally glow girl in these hipster swim bottoms! Pair with the matching lace front swim top and get ready to own that beach!
Shop Matching Top: Glow Up Lace Front Swim Top
Fit & Features
- Hipster design
- Side tie closures
- Cheeky bottom
- Fabric has slight sheen
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0601
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Then Sour Lemon Swim Bottoms
Are you sweet or sour? Lay out poolside in the cutest lemon print swim suit, and sip that lemonade! Don't forget to pick up your matching swim top!
Shop Matching Top: Sweet Then Sour Lemon Swim Top
Fit & Features
- Low rise fit
- Cheeky bottom
- Fully lined
- Lemon print pattern
- Moderate stretch
Model is 5'8" with 34" bust, 24" waist and 37" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0610
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Low rise fit
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Glow Up Lace Front Swim Top
You'll totally glow girl in this lace front swim top! Pair with the matching hipster bottoms and get ready to own that beach!
Shop Matching Bottoms: Glow Up Hipster Swim Bottoms
Fit & Features
- Adjustable halter spaghetti strap | Strap is removable
- Padded molded cups
- Lattice front | Tie closure
- Back tie closure
- Fabric with a slight sheen
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07104-0454
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Babe Next Door Gingham Swim Bottoms
Embrace your girl next door vibes with a sweet gingham two piece! So cute when you pair with red lipstick and cat eye sunnies! Don't forget to pick up your matching swim top!
Fit & Features
- Mid-rise fit
- Tie sides
- Cheeky bottom
- Moderate stretch
- Gingham pattern
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0608
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rock The Boat Tie Side Hipster Swim Bottoms
When they see you in this....girl, you're going to be causing a commotion! Make sure you pick up the matching top for a finished look!
Shop Matching Top: Rock The Boat Lace Up Triangle Swim Top
Fits & Features
-
Mid-Rise Waist
- Lattice Tie Sides
- Hipster Fit I Cheeky Coverage
- Ribbed I Fully Lined
- Matching Top Sold Separately
Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0577
Category Name: $20 & Under Sale
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mid-Rise Waist
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In The Spotlight Heat Stone Mesh One Piece Swimsuit
Show off those curves and let them stare because you in this swimsuit...you'll always be in the spotlight!
Fits & Features
- One Piece Swimsuit
- High Round Sheer Mesh Neckline I Plunging V
- Heat Stone Embellishments At The Front
- Removable Padded Bust
- Sheer Mesh Insets At The Side
- Low Open Back I Cheeky Bottoms
Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07109-0199
Category Name: $20 & Under Sale
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Giannina Off Shoulder Glitter Shine Ball Gown
Special Occasion
Turn heads in our sparkling Giannina! Her off-shoulder neckline trails into a cascading ruffle trim hem leading to a front slit. Made from a glitter woven fabric, a dual-tone sheen finishes the look. Match her shine with a matching pair of rhinestone earrings and a sparkly cuff.
Fits & Features
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Off Shoulder Straps
- V Neckline I Padded Bust I No Slip Interior Strip
- Hidden Hand Pockets
- Back Zipper With Hook & Eye Closure
- Floor Length Hemline I Petticoat I Cascading Ruffle Leads To Front Slit
- Glitter Woven Fabric I Fully Lined I Changes Color In The Light
- Form Hugging Fit I Moderate Stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05004-0108
Category Name: $20 & Under Sale
Price: $9.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Off Shoulder Straps
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Sol Seeker High Waist Swim Bottoms
Frolic in the waves and lounge under that sun bb girl! The heat is finally here and you'll want to be keeping your cool in the Sol Seeker swim suit! Don't forget to add the matching swim top to cart and a pair of sunnies

Shop Matching Top: Sol Seeker Wired Swim Top
Fits & Features
- High Waist Fit
- Elastic Waist
- High Cut Design
Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0576
Category Name: $20 & Under Sale
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Let The Good Times Roll Wired Swim Top
Step out in a two piece and let the good times roll through! Perfect for a bronzed goddess like yourself, don't forget to pick up your matching swim bottoms!
Shop Matching Bottoms: Let The Good Times Roll Swim Bottoms
Fit & Features
- Padded cup design
- Wired
- Adjustable spaghetti straps
- Bar hook closure
- Minimal stretch
Model is 5'8" with 34" bust, 24" waist and 37" hips. She is wearing a size small.
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07104-0334
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Under The Sun Hipster Swim Bottoms
Get ready to bask under the sun & showcase what a stunna' you are in these hipster swim bottoms! Pair with the matching top for a bright and bold look.
Shop Matching Top: Under The Sun Tank Swim Top
Fit & Features
- Hipster design
- Criss cross cut out sides
- Cheeky bottom
- Ribbed knit fabric
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0558
Category Name: $20 & Under Sale
Price: $8.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Under The Sun Tank Swim Top
Get ready to bask under the sun & showcase what a stunna' you are in this tank swim top! Pair with the matching bottoms for a bright and bold look.
Shop Matching Bottoms: Under The Sun Hipster Swim Bottoms
Fit & Features
- Adjustable spaghetti straps
- Wired V front
- Hook back closure
- Ribbed knit fabric
- Light padding
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07104-0410
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cassia Lace-Up Back Off Shoulder Satin Dress
Special Occasion
Sleek satin fabric add an element of luxury to this stunning dress. With chic details like her pleated off-shoulder sleeves, lace-up back, and front slit, Cassia is an elegant choice for any of your special events.
Fits & Features
- Off Shoulder Sleeves With Pleated Accents | Adjustable Spaghetti Straps
- Sweetheart Neckline | Padded Bust
- Lace-Up Back | Back Zipper With Hook & Eye Closure
- Floor Length Hemline | A-Line Silhouette | Front Slit
- Fully Lined, Satin-Like Fabric
- Moderate Stretch
Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0632
Category Name: $20 & Under Sale
Price: $19.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Terri Floral Printed Lace Up Back Ball Gown
Special Occasion
Make bold floral moves in our gorgeous Terri ball gown! With her lace up back detailing and floor length printed skirt, you'll look absolutely breathtaking! Pair with gold jewelry and an enevelope clutch for the most perf look.
Fit & Features
- Adjustable spaghetti straps
- Square neckline | Princess seams
- Lattice back | Tie closure
- Hidden hand pockets
- High waist | Floor length ball gown skirt
- Blooming floral print
- Single layer of tulle | Woven lining
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05004-0031
Category Name: $20 & Under Sale
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boho Cutie Crochet Swim Bottom
Channel good vibes this season and escape to an island paradise in these one of a kind swim bottoms! Don't forget to pick up the matching top to complete your lewk!
Shop Matching Top: Boho Cutie Crochet Swim Top
Fit & Features
- Mid-Rise Fit
- Crochet Trim
- Side Tie Accents
- Bohemian Stripe Pattern
- Cheeky Coverage
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0596
Category Name: $20 & Under Sale
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale