2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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2025 Fall Outfit Ideas You Can Wear Now
Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.
Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.
No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.
Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.
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Classic Staple High Rise Skinny Jeans
Rock a classic look with high-rise jeans that go with everything! The jeans feature a high-rise waist, single-button closure with hidden zipper closure, traditional five-pocket with belt loop design, and a skinny leg fit. Complete look with a blouse.
Fit & Features
- High rise waist
- Single-button with hidden zipper closure
- Traditional five-pocket with belt loop design
- Skinny leg fit
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06602-0273
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux-Ever Stylin' Mini Skirt
Always stay on trend in a mini skirt! Showcase your style in a high waist skirt that features, an asymmetrical wrap front accent and an all-over coated faux leather fabric. The skirt offers a form-hugging fit with minimal stretch and includes a back zipper closure for a secure fit. Pair this faux leather skirt with a statement twist-front top and strappy heels, perfect for a night out!
Fits & Features
- High-rise waist
- Back zipper closure
- Asymmetrical wrap front
- Form-hugging fit
- Coated faux leather fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06401-1492
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All the Feels Faux Fur Lined Denim Jacket
Cuddle up in this must-have jacket to layer with your favorite flannel tops! The jacket features a multi-button down front, two chest pockets, long sleeves, side pockets, a faux fur hood, and a soft-to-the-touch faux fur lining.
Fit & Features
- Multi-button down front
- Two chest pockets
- Long sleeves
- Side pockets
- Faux fur hood
- Denim fabric, faux fur lining
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06203-0157
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Treat Myself Statement Bow Block Heels
Treat yourself to these faux leather block heels to add a sweet style to your look! They feature a square toe, a statement bow toe strap, and a wrap-around adjustable ankle strap with buckle closure. Complete the look with a gorgeous mini handbag for a wedding or dressy event!
Fit & Features
- Square toe
- Statement bow toe strap
- Wrap-around adjustable ankle strap, buckle closure
- Slightly cushioned footbed
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4354
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic 'Fit Pinstripe Paperbag Dress Pants
Create an elevated and chic 'fit with these pinstripe paperbag dress pants. They feature a high-rise paperbag waist with pleated detailing, a tie-front belt to snatch your silhouette, front pockets, and a tapered skinny-leg fit. The woven fabric features a classic pinstripe pattern for a sophisticated look. Style these dressy pants with a bodysuit and mules to wear from the office to drinks with the squad!
Fit & Features
- High-rise paperbag waist, pleating
- Tie-front belt, hidden front zipper closure
- Dual front pockets
- Tapered skinny-leg fit
- Pinstripe pattern
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1355
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Such A Babe Button Down Midi Dress
Yes babe, you'll totally work it in this chic button down midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a square neck and back, lined and padded cups, flattering horizontal seam detailing along the bust, a hidden back zipper closure, a high rise paper bag waist with a tie front belt, faux button detailing, and a mid-length skirt that offers a form hugging fit. The top is composed of a ribbed linen fabric and the skirt is made from a stretchy knit.
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0245
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She Bad Shaggy Cardigan
Layer your look with texture! This shaggy cardigan does just that! Designed with a v neckline, long sleeves and a cropped hem. Cardigan has a hook and eye closure at the top and is composed of a woven knit material with shaggy detailing throughout.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06005-0048
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fuzzy Zebra Print Cardigan
Wrap yourself in this trendy zebra print cardigan and gain some major style points! It features long sleeves, a drape open front, hidden side pockets, and an overall relaxed and comfortable fit. The fuzzy knit fabric offers moderate stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06005-0344
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Crepe Skater Skirt
Flatter your curves in this must-have skater skirt! Pair with a cozy sweater and some thigh-highs for a cute AF look!
Fits & Features
- High Rise, Elastic Banded Waist
- Pleating Details Throughout
- Mini Length I Skater Silhouette
- Crepe Fabric I Ample Stretch
Style Number/Barcode: 06501-0208
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish And Chic Stiletto Booties
Stylish and oh-so-chic, these stiletto booties are a must-have for a night out with the girls! They feature an open toe design with a sexy stiletto heel. Pair these booties with a curve-hugging bodycon dress for a gorgeous look from head to toe.
Fit & Features
- Open toe
- Dual front cut outs
- Sleek stiletto heel
- Back zipper closure
- Above the ankle height
- Faux nubuck material
Style Number/Barcode: 07403-0382
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Step It Up Snake Print Booties
Step up in these stunning booties that slay every day! The booties feature a faux suede front, faux leather snake embossed back, a pointed toe, and a block heel. Complete look with a chunky sweater and high waist jeans.
Fit & Features
- Around the ankle-length
- Faux suede front
- Faux leather snake embossed back
- Pointed toe
- Block heel
- Inner zipper closure
Please be advised that these booties run 1/2 a size small.
Style Number/Barcode: 07403-0545
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alluringly Chic Tie-Front Top
Style up this tie-front top for an alluringly chic look! It features long fitted sleeves, a V-neckline, a cute tie-front, and a cropped, form-hugging fit. The sheer mesh fabric has an all-over velvet burnout floral pattern for major fall vibes. Layer this top over a basic bodysuit and complete the look with a faux leather mini skirt.
Fit & Features
- Long fitted sleeves
- V-neckline
- Tie-front
- Cropped, form-hugging fit
- Sheer mesh fabric, velvet burnout floral pattern
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0247
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Up Your Look Mini Skirt
Lace-up your look with style with this sexy faux leather skirt that will be an instant staple in your closet! It features a high-rise waist, a hidden back zipper closure, a front lattice detail with a sultry slit, and a short, curve-hugging fit. The skirt is composed of a coated faux leather fabric that offers a moderate stretch. Complete look with a bodysuit for a sleek look.
Fit & Features
- High rise waist, back zipper closure
- Side lattice closure, side slit
- Bodycon silhouette
- Mini length hem
- Coated faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0040
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Life Stiletto Heels
Live that chic life in these fab faux leather heels. They feature an open square-shaped toe, a clear toe strap, a clear adjustable ankle strap, and a sleek stiletto heel. Pair these stilettos with a cute clutch.
Fit & Features
- Open square-shaped toe
- Clear PVC toe strap
- Thin adjustable PVC ankle strap, buckle detail
- Thin PVC heel strap
- Stiletto heel
- Faux leather sole
- Runs true to size
Style Number/Barcode: 07401-3849
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Butterfly Charm Choker Set
Sweet and whimsy! Create a dreamy boho glam look with this two-pack choker set featuring one rhinestone choker and one butterfly charm choker each with a lobster clasp closure. Complete your dressy look with chic earrings.
Fit & Features
- Two-pack choker set
- One rhinestone choker
- One butterfly charm choker
- Each with a lobster clasp closure
Style Number/Barcode: 07002-1271
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Taylor High Rise Skinny Distressed Jeans By Windsor Denim
Love your look all day in the ultra-flattering Taylor jeans by Windsor denim! They feature a high-rise waist, skinny-leg silhouette, knee-distressed accents, and a raw cropped hem on medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a sassy crop blouse for an evening out!
Fit & Features
- High-rise waist
- Skinny-leg silhouette
- Knee-distressed accents
- Raw cropped hem
- Front button closure, five-pocket styling
- Medium wash denim, color fade effect
- Runs true to size
Style Number/Barcode: 06602-0345
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual And Chill Plaid Shacket
Keep it casual and chill with a shacket that brings those girl-next-door vibes. The shacket features a plaid print, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, and a longline length with a rounded hem. The shacket is composed of a soft faux wool fabric that offers a relaxed fit with a minimal stretch. Complete the look with thigh-high boots.
Fit & Features
- Plaid print
- Collared neckline
- Long sleeves with button cuff
- Multi-button down front
- Two chest pockets
- Longline length, rounded hem
- Faux wool fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1657
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cold Babe Faux Sherpa Block Heel Booties
Strut like a babe in these cozy faux leather booties! They feature a square-shaped toe, an inner zipper closure, a platform sole, a tall block heel, and a soft faux sherpa trim to help keep you warm on chilly days. Complete the look with a cozy jacket.
Fit & Features
- Square toe
- Inner zipper closure
- Platform sole
- Tall block heel
- Faux sherpa trim
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1681
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dotted Darling Satin Flare Skirt
Hey doll keep it gorge with a darling dotted pattern! Pair this must-have skirt with a fab blouse for a look that is ready for a brunch with the squad!
Fit & Features
- Elastic High Rise Waist
- Dotted Pattern
- Midi Length Silhouette
- Flared Hem
- Lined Satin Woven Fabric
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 06401-0241
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Angelic Beauty Ruched Mini Dress
Look like such an angelic beauty in this gorgeous ruched mini dress! Featuring a curve-hugging fit with an allover angelic print and front ruched detailing, this dress will make you look oh so dreamy. Pair it with some clear heels for a date night.
Fit & Features
- Adjustable spaghetti straps
- Cowl neckline
- Back zipper closure
- Front ruched detailing with slit and drawstring accent
- Ruffle detail at hem
- Mesh fabric
- Allover angelic print
Style Number/Barcode: 05101-0914
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Satin Cropped Corset Top
Create a stunning look in this sultry satin cropped corset top! It features an off the shoulder neckline with long sleeves with a draped overlay detail and a cropped, form-hugging fit. Pair this chic top with high waist denim to keep it casual or a pair of paper bag pants for an elevated look.
Fit & Features
- Off the shoulder neckline
- Long sleeves with draped overlay detail
- Front seam detailing
- Multiple back hook and eye closures
- Cropped
- Satin fabric
Style Number/Barcode: 06003-1068
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Cozy Vibes Duster
Get major cozy vibes in this adorable flowy duster! It features long fitted sleeves, a mid-length flowy fit and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.
Shop Matching Top: Major Cozy Vibes Cropped Tank
Shop Matching Bottoms: Major Cozy Vibes Wide Leg Pants
Fit & Features
- Long fitted sleeves
- Mid-length hem
- Flowy, relaxed fit
- Textured knit fabric
Style Number/Barcode: 06202-0117
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Style Plaid Long Line Blazer
Layer on this classic plaid blazer to showcase a chic city style. It features a lapel collar, 3/4 length sleeves, front pockets, and a relaxed long-line silhouette. Style over a sweater dress with knee-high boots.
Fit & Features
- Lapel collar neckline
- 3/4 length sleeves
- Dual front pockets
- Open front design
- Long line silhouette
- Plaid print, knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0335
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Basic Long Sleeve Crop Top
This long sleeve crop top is a chic basic you need in your closet this season. It features a deep V-neckline with flattering ruched detailing, long fitted sleeves, and a cropped, form-hugging fit. Style this top with your fave mini skirt and cute mules.
Fit & Features
- V-neckline
- Ruched detailing
- Long fitted sleeves
- Cropped, form-hugging fit
- Jersey knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3648
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free