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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Josie Mid Rise Destructed Skinny Jeans
Oasis by Eunina
Spill the tea girl in these must have skinny jeans! They feature a high rise waist, a single button with zipper closure, a traditional five pocket with belt loop design, a skinny leg fit with tapered ankle and heavy distressed detailing. Jeans are composed of a denim fabric that offers a form hugging fit with a moderate stretch.Style Number/Barcode: 06602-1692
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Chic Tie Front Top
Casual chic is the way to go with this adorable tie front top. It features a long lapel collar, long sleeves with elastic cuffs, a tie front closure creating a deep V neckline, and a cropped hem. The top is composed of a lightweight, airy textured woven fabric with no stretch.Style Number/Barcode: 06204-0124
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Striped Trousers
High waist is the way to go! Featuring an attached self tie belt, a banded fitted high waist line that leads down to a flared leg, and a classy vertical striped pattern. The pants are composed of a knit fabric that offers moderate stretch, and is form fitting towards the waist area. Pair them with some black heels and strut babe!Style Number/Barcode: 06502-0082
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Little Miss Cozy Shaggy Cardigan
Get cozy in a shaggy cardigan this season! Sweater has a shaggy texture, long sleeves, and a full lining. Hem hits mid length. Sweater is composed of a knit material that offers minimal stretch.Style Number/Barcode: 06204-0131
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Amore Long Belted Trench Coat
Get romantic in a trench this season! Whether it's date night or wine night with the gals this trench gives you an easy go-to night out look. Featuring a large collared neckline, and fitted long sleeves. Trench includes a matching belt attached by belt loops. Hem hits above the knee. Composed of a thick knit material that offers plenty of stretch and a form fit.Style Number/Barcode: 06204-0132
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Set It Off Bomber Jacket
Set off the fall trends with this classic but always trendy bomber jacket! It features a small stand-up collar, a zipper front, long sleeves with ribbed knit cuffs, slit pockets at chest, a banded waist with curved seam detail, and contrast lining.
Model is 5’7” with a 32” bust, 23” waist, and 34.5” hips. She is wearing a size small.
Style Number/Barcode: 06204-0135
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Leather Biker Shorts
Stand out with these statement shorts! They feature a high rise waist, a mid thigh legth and a faux leather fabric throughout. Shorts offer a form hugging fit.Style Number/Barcode: 06403-0022
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Read It Paperbag Pants
Make a modern statement in these tapered trousers! Pants feature an elasticized, paperbag waist with removable tie, cargo-style pockets at hips, and a slim, straight-leg silhouette. Pants have a more relaxed fit through the hip and thigh and are made from a soft woven fabric with little to no stretch.Style Number/Barcode: 06302-0023
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Middle Ground Distressed Skinny Jeans
(Mid) rise to the occasion in these stylish skinnies! Medium-blue jeans feature a button-closure tab waist with belt loops, classic five-pocket styling, whisker detailing at thighs, and strategic distressed detailing at rear, thighs and calves. Jeans taper through legs and are made from a cotton blend with a hint of stretch.Style Number/Barcode: 06602-0012
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Waist Striped Jumpsuit
Serve stunning looks in this chic tie waist striped jumpsuit! It features an off the shoulder square neckline with a popover detail, a high waist with a tie front belt, and flowy wide pant legs. The jumpsuit is composed of a crepe fabric that 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: 06502-0072
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Checks And Balance Long Plaid Coat
Your fall wardrobe isn't complete without the perfect plaid coat. Elevate your look with the Checks And Balance Long coat!
Fits & Features
- Flat Lapel Accent Collar
- Padded Shoulders
- Removable Cinch Tie Waist Belt
- Slip Hand Pockets
- Long Sleeves
- Mid Thigh Length Hem
- Fully Lined I Midweight Knit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0103
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buttoned Up Corduroy Jacket
Button up in this cute must-have corduroy jacket to create trendy layers! The jacket features a multi-button front and a cropped hem with raw edge detail. The back features a stretchy elastic hem for a comfortable fit. Layer over a basic mini dress and dress it up with some gold hoop earrings for a cute and casual date night look.
Fit & Features
- Flat collar
- Long sleeves with a single button to cuff
- Two chest pockets with single-button closures
- Multi-button front, cropped raw hem
- Stretchy elastic back hem
- Corduroy fabric, minimal stretch, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-0121
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bella High Rise Distressed Skinny Jeans
Oasis by Eunina
Become our blue jean babe in these must have skinny jeans! They feature a super high rise waist, a single button with zipper closure, a traditional five pocket with belt loop design, a skinny leg fit with tapered ankle and heavy distressed detailing at the knee. Jeans are composed of a denim fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 06602-0006
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Clara High-Rise Skinny Jeans
Oasis by Eunina
These high-rise cropped skinny jeans are a staple that needs to be in your closet! They feature a high-rise waist, a skinny leg fit, trendy slits at the knees, and a frayed and cropped hem. The jeans are composed of a black denim fabric that offers a moderate stretch and a form-fitting style. Complete the look with a basic bodysuit and clear mules.
Fit & Features
- High-rise waist
- Skinny leg fit
- Slit detailing at the knees
- Frayed ankle-cut hem
- Denim fabric, moderate stretch, form-hugging fit
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
Style Number/Barcode: 06602-1682
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Faux Leather Shorts
Add some serious edge to your chic look with these faux leather shorts. They feature a high rise waist, an exposed half zipper front closure, faux zippered pocket details, and fitted shorts. The bottoms offer moderate stretch and a form hugging fit.Style Number/Barcode: 06403-0021
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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Living In Leopard Print Crop Sweater
At this point we are living our everyday lives in leopard, we just can't stop! This relaxed sweater is designed with a crew neckline, long sleeves, and a cropped hemline. Composed of a woven knit material that offers moderate stretch and relaxed fit and showcases a subtle leopard print pattern.Style Number/Barcode: 06005-0122
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Faux Leather Blazer
Get a chic and sophisticated look in this trendy faux leather blazer! It features a flat lapel collar, a center hook and eye front closure, long fitted sleeves, and a near mid-thigh length. Blazer is composed of a faux leather fabric with a moderate stretch. Layer this blazer over a pair of mom jeans for a casual-chic vibe.
Fit & Features
- Lapel collar
- Long fitted sleeves
- Hook and eye front closure
- Tapered fit
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-0098
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Josie Mid Rise Skinny Jeans
Oasis By Eunina
Introducing your new favorite skinnies. These jeans feature a high waist, zip fly, 5-pocket styling and light destruction detail. They're made of a stretchy denim and have a body-hugging fit.
Style Number/Barcode: 06602-0004
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bella High Rise Skinny Jeans
Oasis by Eunina
Work your stellar sense of style in these must have Bella skinnies! The jeans feature a high rise waist, a single button with zipper closure, a traditional five pocket with belt loop design, a skinny leg fit with tapered ankle with light distressed detailing. Jeans offer a form hugging fit with a moderate stretch.Style Number/Barcode: 06602-1679
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Clara High Rise Destructed Hem Skinny Jeans
Oasis By Eunina
Slay the fall fashion scene with this must have pair of Clara skinny jeans. They feature a high rise waist, the traditional five pocket and belt loop design, a front button closure, form-fitting pant legs, and a trendy destructed ankle hem.Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06602-0008
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bella Super High Rise Skinny Ankle Jeans
Oasis By Eunina
Meet your new favorite new jeans, the Bella!. These ultra-high rise jeans feature an exposed button fly with keyhole accents, belt loops and a 5-pocket styling. Crafted with light destruction throughout, these faded denim jeans have raw cut leg openings.
Style Number/Barcode: 06602-0005
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Call My Name Ribbed Pants
Make them say it loud in these must have pants. They features a ribbed knit with a high elastic waist and a wide leg. Pants are composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch.Don't forget the matching top to complete your look!Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0067
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie-Front Runner Bodysuit
Sweet details lend this bodysuit its effortless chic. Suit features ruffle trim at gathered half sleeves and scoop neckline and a long, decorative tie front. Thong-style bottom and snap-button closure. Suit is made from an ultra-soft material with a fair amount of stretch.Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1430
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basically Basics Crop Top
Its basically always a good time to add a staple basic piece to your closet. This tee features a deep V neckline, a quarter shoulder sleeve and a mid crop hem. The top is composed of a smooth cotton like fabric that offers a moderate stretch with a form fit.Style Number/Barcode: 06002-0192
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance