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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Sleek Vibes Side Slit Mini Skirt
Get those sleek and chic vibes with this trendy mini skirt! It features a high rise waist, a hidden back zipper closure, a front seam detail leading to a sultry side slit, and a short, form hugging fit. Skirt is composed of a faux leather fabric with moderate stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0065
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Unpredictable Lace Up Boots
Walk our way in a pair of boots that give you confidence! This pair features a lace up detail at the top with metal eyelets, a round toe, and a lug sole and heel. Boots are composed of a faux leather material and include a zipper closure at one side.Style Number/Barcode: 07403-0143
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: Out of Stock
Product Badge:- Ships Free
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Ever So Matte High Heel Booties
Bring some class today with a pair of booties that have a matte and striking finish! They feature an almond toe with an ankle high fit. They have a zipper closure at the side, and a tall heel. They are composed of a faux nubuck material.Style Number/Barcode: 07403-0142
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: Out of Stock
Product Badge:- Ships Free
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Curves Ahead Bandage Midi Dress
Showcase curves in this showstopping dress! The dress features a sweetheart neckline, adjustable narrow straps, a narrow waist band accent and a trumpet midi silhouette. Dress is composed of a stretchy bandage ponte fabric that offers a curve hugging fit.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0138
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Standard Chain Set
Layer with classic links that pair perfectly with your outfit, day or night. This two pack features a set of Figaro-style link chains with lobster-clasp closure.Style Number/Barcode: 07002-0125
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Sultry Crop Top
Stay ever so sleek and sultry in this basic crop! The top features a sleeveless bodice, tank-like shoulder straps, a scoop neckline, a rounded back, and a cropped hem. The top is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching midi skirt!
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1669
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce Flair Midi Skirt
Bring some fierce flair to your look with this trendy printed midi skirt! It features a high rise waist paired with a flowy flared fit. The skirt is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06401-0064
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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Striped Stunner Crop Tee
You are a baddie in stripes! This top has a crew neck, short sleeves, and a cropped hem that hits at the rib area. The vertical stripes alternate in size. Tee is composed of a soft knit material 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: 06002-0143
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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Ditsy Botanical Tube Top
Embrace your sweet side! This top has a straight strapless neck line. It is composed of a soft knit material, that is fully smocked for maximum stretch! The ruffled hem hits mid waist in a peplum fashion.Style Number/Barcode: 06003-0229
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wrap Waist Ribbed Crop Top
Break through your everyday look with something unique like this wrap waist crop top! It features a crew neckline, long sleeves, and a form-fitting style with a wrap design that can tie at the front and the back. Pair this top with high waist distressed denim for a casual-cute look.
Fit & Features
- Long fitted sleves
- Cropped
- Wrap waist tie detail
- Ribbed knit fabric
- Plenty of stretch
- Form-hugging fit
Style Number/Barcode: 06002-0196
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Zebra Silky Knot Headband
Lend your look a little animal style with this perennially chic zebra-patterned headband. It's made from a silky fabric with contrast grosgrain tips and features a top knot detail.Style Number/Barcode: 07006-0059
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Satin Utility Jumpsuit
Make major style moves in this trendy chic utility jumpsuit. It features a collar, a deep V wrap front neckline, short cuffed sleeves, top buttoned pockets, a high waist seam, a front double D ring belt, an elastic banded back, a hidden front zipper, slanted front pockets, and straight pant legs. The jumpsuit is composed of a smooth satin-like fabric with no stretch.Style Number/Barcode: 06402-0084
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Frisky Faux Fur Vest
Get a little frisky with your style! Toss on this fuzzy vest for the perfect layered look.
Fits & Features
- Open front
- Sleeveless arms
- Mid-length hemline
- Vest is fully lined
- Composed of a faux fur material
- Slight stretch with relaxed fit
Brown: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Pink: Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06201-0078
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Moto Crew Neck Top
Show your wild and free side! This crew neck top features a vintage moto design with slashed cut outs down the center. Top hits mid waist and is composed of a jersey knit material 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: 06002-0201
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fall In Love Thigh High Boots
Boots feature a thigh high design with elastic cut out detailing lacing up the back. With a stiletto skinny heel and a point toe, these heels scream fall! They are composed of a faux suede material and also have a zipper at the side that make is easy to take on and off.
Style Number/Barcode: 07402-0050
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cutie Cadet Cargo Pants
Ma'am, yes ma'am! Strut your stuff in these high-rise cargo pants featuring an elasticized waist and wide belt loops for accessorizing. Designed with utility pockets throughout and elasticized leg openings, this piece channels major military aesthetics. Pair with dad sneakers or your go-to combat boots for an IG worthy fit.Style Number/Barcode: 06302-0062
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Traditional Sherpa Lined Long Flannel
Introduce some faux fur into your look! Designed with a collared neckline, long sleeves, functioning buttons down the center, and a traditional breast pocket. This flannel features a long hem and is fully lined with a faux sherpa for the coziest soft inside!Style Number/Barcode: 06204-0235
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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Belted Cutie Cargo Pants
Belt up in these cute must haves to stay on trend bby! They feature a high rise belted waist, a single button with zipper closure, slant pockets, large utility-styled pockets and a straight leg fit with an elastic cuffed hem. Pants are composed of a sturdy cargo knit fabric that offers a relaxed fit with a slight stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06302-0060
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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Walk My Way Quilted Faux Suede Booties
Walk our way with all that style boo! These fall inspired booties are designed with an almond toe, a lug style sole with a high heel, a wrap around pin buckle detailing, and lace up center that starts with eyelets and leads into metal circular hooks. Booties have a zipper closure and feature a quilted detailing at the sides. They are composed of a faux suede material and a faux leather lining.Style Number/Barcode: 07403-0132
Category Name: 2026 Fall Outfit Trends
Price: $28.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Shaggy Faux Fur Jacket
This stylish shaggy faux fur jacket is a must have for the fall fashion season. It features long sleeves, a high round neck, hook and eye front closures, and a relaxed and comfortable fit. Jacket is lined with a stretchy knit fabric.Style Number/Barcode: 06201-0069
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lightweight Puffer Jacket
Take your sporty look up a notch!
Fits & Features
- Front zip closure
- Long sleeves
- Slant hand pockets
- Mid-length hemline
- Nylon composition
- Relaxed fit I Minimal Stretch
- Packable and includes pouch for storage
Black: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Neon Yellow: Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06201-0068
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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Matte Jelly Cross-Body Purse
Keep it sleek with this cross body to complete your look! Purse is composed of a jelly matte V quilted body, a fold over flap with fasten closure and dainty attached chain that can be either a cross body single strap or double up and make it a shoulder strap. Inside of purse includes a divider for a little extra organization.Style Number/Barcode: 07203-0182
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Over The Knee Block Heel Boots
Throw on a mini skirt and some over the knee boots for the cutest fall look eva eva! These faux suede boots feature a block heel, an almond toe, an inner side zipper, and a lace up detail at the top.Style Number/Barcode: 07402-0005
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce And Chic Midi Skirt
Keep it chic while also giving off a major fierce vibe with this trendy printed midi skirt. It features a high rise waist, a wrap front with a side tie and pleated details, and a flowy, relaxed fit. The skirt is composed of a lightweight satin-like fabric with no stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06401-0061
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance