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.
Now Trending
STYLE SPOTLIGHT
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.
-
Eternal Cropped Cardigan
You'll be wearing this super-versatile piece forever, bb! This cardigan features an exposed button front with keyhole accents, a v-neckline, side seam slits and allover ribbed fabric. It's a knitted piece with plenty of stretch for a one-size-fits-all fit.Style Number/Barcode: 06005-0233
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Shaggy Long Line Cardigan
'Tis the season for shaggy sweaters! This cardigan offers a popcorn shaggy design, an open front, long sleeves, and a long line hem. The soft knit material offers a toasty warmth and moderate stretch! Cardigan is fully lined.Style Number/Barcode: 06204-0139
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chillin' With You Chenille Sweater
Keep it cute and laid back in cozy chenille! This must have pullover sweater features a V neckline, long sleeves and a distressed cropped hem. Sweater is composed of a chenille fabric that offers a relaxed fit with plenty of stretch.
Style Number/Barcode: 06005-0228
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Taking Care Of Business Belted Coat
Take care of business like a lady in this luxe coat! It features a collar, long sleeves, a drape open front, a belted waist, lined side pockets and a below the knee length. Coat is composed of a faux wool fabric that offers a relaxed fit with minimal stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06201-0061
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Bella High Rise Destructed Skinny Jeans
Oasis by Eunina
Bring the attitude with this destructed pair! It features a high rise fit, a traditional five pocket with belt loop design, a single button with zipper closure, heavy destructed detailing throughout and a skinny leg fit. Jeans are composed of a denim fabric that offers a curve hugging fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size three.
Style Number/Barcode: 06602-0019
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Bella Super High Rise Destructed Jeans
Oasis by Eunina
Give your look a hint of edge with these slashed skinny jeans! They feature a super high rise waist, a traditional five pocket with belt loop design, a single button with zipper closure, destructed detailing throughout, knee slits and a skinny leg fit with cropped leg. Jeans are composed of a stretchy denim fabric that offers a form hugging fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06602-0016
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Pretty In Plaid Faux Fur Jacket
Keep it cozy in trendy plaid this season! The jacket features a flat collar, a zippered down front, long sleeves with elastic cuffs, hidden pockets and an all over plaid print. Jacket is composed of a faux fur fabric that offers a relaxed fit with a slight stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06201-0064
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Classic Knit Beanie
Keep it snug and cozy by adding in a beanie! With a classic design, and a head hugging fit, it easily becomes your favorite way to complete your chilly day look!Style Number/Barcode: 07302-0027
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Precious In Plaid Mini Dress
Make your way into the next season with a perfectly plaid mini dress!
Fits & Features
- Square Neckline
- Thick, Tank Strap
- Mini Length Silhouette
- Smooth Poly Material
- Curve Hugging Fit I Moderate Stretch
- Complete The Look With The Matching Duster (06202-0057)
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0261
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Falling For You Booties
Jump through piles of fall leaves in a pair of booties that give you that fall style! They feature an almond toe, a zipper that is located at the heel, and cut out details at both sides of ankles. Booties are composed of a faux nubuck material and have a block heel.
Style Number/Barcode: 07403-0172
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free
-
Everyday Style Booties
For an everyday easy style, go for a simple pair of booties! They are composed of a nubuck style material, and are designed with a micro hole design, an almond toe, and a block heel that is matching in color.
Style Number/Barcode: 07403-0170
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Snake Print Bucket Hat
Sneak some snake print into your wardrobe this season! Hat is bucket style and features a wide and downwards sloping brim.Style Number/Barcode: 07302-0115
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
In The Nude Stacked Snake Boot
We love our neutral tones! This pair of boots feature a round toe, a lace up detail with gold eyelets, and a side zipper closure. Boots have a lug sole and a stacked block heel. Composed of a faux leather with a neutral snake print pattern.Style Number/Barcode: 07403-0094
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Fur Tiger Bucket Hat
Have a little fun with something unique this season! Bucket hat features a downward brim, and is composed of a faux fur material that is soft, funky, and cute.Style Number/Barcode: 07302-0112
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Faux Leather Cabby Hat
Get ya cabby hat here, girl! This cabby hat features allover faux leather fabric with a button top and short brim.Style Number/Barcode: 07302-0015
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Round And Round Cross Body
This cute bag will take you from day to night! It features a top handle, a circular design and a metal trim throughout the body. Includes a faux leather shoulder strap.Style Number/Barcode: 07203-0114
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Suede Peep Toe Booties
Peep that pedi girl! These open toe booties let you do just that, show off a fresh pedi! Featuring an open heel, peep toe, and an ankle pin buckle closure. Booties are composed of a faux suede material and offer a medium height block heel.
Style Number/Barcode: 07403-0071
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Wrapped In Style Crop Top
Get all wrapped up in a casual chic style with this cute crop! The top features long fitted sleeves, a wrap detail front creating a V neckline, and a cropped hem. The ribbed knit top offers plenty of stretch.Style Number/Barcode: 06001-1633
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Around Town Cross-body Purse
Composed of a thick faux leather material and structured with a round design, we are obsessed with this cross-body purse! Purse includes a zipper closure and a tassel accent. Strap is detachable, and if you prefer to keep it hand held the purse also has gold handle bars as well!Style Number/Barcode: 07203-0113
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
In Command High Heel Boots
Stay in command with boots that put you ahead of the game! These combat style boots feature a lug sole with a block high heel, a lace up design with metal eyelets, a padded cuff at ankle, and a round toe. They are composed of a faux suede material.Style Number/Barcode: 07403-0088
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
In Command High Heel Boots
Stay in command with boots that put you ahead of the game! These combat style boots feature a lug sole with a block high heel, a lace up design with metal eyelets, a padded cuff at ankle, and a round toe. They are composed of a faux suede material.Style Number/Barcode: 07403-0087
Category Name: 2026 Fall Outfit Trends
Price: $30.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Essential Lace Up Booties
With a medium height stacked heel and an almond toe, these booties give us total fall vibes! They are composed of a faux suede material and features a lace up design atop.Style Number/Barcode: 07403-0093
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Handle Me Cross-Body Purse
You know how to handle the latest fashion trends! This purse features a rectangular structured shape, a turn lock closure, and a singular handle. Purse includes a satin lining with a zipper pocket, and a detachable cross-body strap. Composed of a sleek and shiny patent material.Style Number/Barcode: 07203-0093
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Lace It Up Heeled Booties
Fall is calling and these booties are just the touch! They feature a lace up detail, with a zipper at the side, a round toe and a chunky block heel. Boots are composed of a faux suede material.Style Number/Barcode: 07403-0092
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance