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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Cross 'Em Off Pullover Sweater
Cross 'em off your list in this classic crossover-style sweater. This piece features a V-shaped neckline, ribbed trim throughout, and has minimal stretch. Pair with jeans and heels for a sophisticated everyday look.Style Number/Barcode: 06005-0029
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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Sherpa Sleeve Denim Jacket
You don't need to steal your bf's denim jacket now that you've found the perfect fit! Designed with a Sherpa collar, long Sherpa sleeves, and a denim body with a light wash. Traditional breast pockets as well as pockets at the waist as well. Functioning buttons down the center and a hem that hits mid waist.Style Number/Barcode: 06203-0018
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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That's A Wrap Cropped Sweater
Wrap it up in this wardrobe essential that can be dressed up or down. This cropped sweater top is designed with a wrap styling and side tie closure. Its medium-weight, rib knit fabric is ideal for all seasons and has plenty of stretch. Pair with jeans or statement bottoms for an eye-catching look.
Model is 5'6" with a 33" bust, 24" waist, and 33" hips. She is wearing a size small.
Style Number/Barcode: 06005-0021
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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On Fringe Shaggy Cardigan
Get shaggy with this layering must have! Cardigan features an open front with hook closure, long sleeves and an all over shaggy knit fabric. Jacket offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06005-0046
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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Keeping It Knit Chic Top
Keep it chic in trendsetting textures! The sleeveless top features a V neckline with a scalloped trim, a geometric textured trim throughout and a cropped hem. Top is composed of a sweater knit fabric that offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06005-0020
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruched Right Essential Crop Top
Elevate your essentials with a flirty new addition. Top features short sleeves and a deep V neck leading to a ruched front. Crop-style silhouette shows off a hint of skin. Top is made from an ultra-soft jersey knit with moderate stretchStyle Number/Barcode: 06002-0088
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Long Teddy Trench Coat
We are obsessed with teddy coats! No harm in having one in every color right?! This trench is designed with a collared neckline, hidden snap button closures, and a long hemline. Jacket also features traditional pockets and is fully lined. Composed of a faux fur material that offers a relaxed fit with no stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06201-0007
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Two Moods Reversible Bomber Jacket
Who says you have to stick to one mood all the time? This jacket allows you to switch it up if you like! Designed to be reversible, this jacket features a mock neckline, traditional pockets at the sides- both inside and out, a zipper breast pocket, also on both sides, a zipper closure down the center, and a mid waist hem with an adjustable drawstring. One side is composed of a nylon material, and one side is composed of a sherpa offering a relaxed fit and no stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06201-0015
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Zip Front Teddy Jacket
As trendy as it is cozy, this teddy jacket is ready for you to bundle up in! It features a mock neck, long sleeves with elastic banded cuffs and neon zippered pockets, a neon front zip, and a large front pocket with a neon zipper closure. Jacket is composed of a teddy knit fabric with a neon knit lining, offering a relaxed fit with 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: 06201-0014
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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Destructed Mock Neck Pullover
Effortlessly add a little edge to your new satin midi! This pull over sweater is designed with a mock neck, long sleeves, and a cropped hemline with slits at the sides. Composed of a soft knit material that offers moderate stretch and a cozy 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: 06005-0031
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Owning Knit Ribbed Sweater
Own this season with pretty and cozy knits! The sweater features a crew neck, long sleeves, a large chest pocket and a cropped hem. Sweater is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0039
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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Destroyed Denim Long Line Jacket
A casual staple gets elevated with a longer cut and statement-making details. The jacket has a relaxed fit and features a standard collar, snap-button closure at the front, long cuffed sleeves, strategically distressed detailing at front and back, and a rounded frayed hem. The jacket is made from a cotton blend with little to no stretch. Complete your look with biker shorts and ankle boots.
Fit & Features
- Collared neckline
- Snap button closure at the front
- Long cuffed sleeves
- Strategically distressed detailing
- Rounded frayed hem
- Light denim fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06203-0016
Category Name: 2026 Fall Outfit Trends
Price: $34.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Swag in Shag Knit Cardigan
Too cozy and cute in this adorable shaggy cardi! This ultra-soft cardigan features an open front with a single hook closure, a relaxed fit, and is composed of a knit fabric with shaggy accents. Offers moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0047
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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What's Knot To Like Pullover
What's not to like with this total fall-approved knot detail pullover? It features long dolman style sleeves, a V neckline, a trendy knot back with a top bar accent, and an overall relaxed and comfortable fit. Top is composed of a ribbed knit material that offers moderate stretch. Wear with the knot in back for a cute casual vibe or in the front for a more daring look!Style Number/Barcode: 06005-0027
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Knit Your Basic Midi Dress
This adorable casual midi is not your basic knit dress. It features a sleeveless bodice, adjustable spaghetti straps, a scoop neckline, a square back, and a curve hugging, mid-length fit. The dress is composed of a wide ribbed sweater knit fabric that offers plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0023
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux-Ever Fabulous Vest
Forever fabulous, this faux fur vest is oh so chic! It features a sleeveless bodice, tank-like shoulder straps, an open front with hook and eye front closures, and a relaxed and comfortable fit. The vest is composed of a soft faux fur fabric with a smooth woven lining and faux leather side panel detailing.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06201-0813
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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Fuzzy Feels Teddy Coat
Get all those warm and fuzzy feels, pefect for fall, in this trendy teddy coat! It features a collar, a zip front with an O-ring accent, long sleeves with ribbed cuffs, a ribbed cuffed hem, and an overall relaxed fit. Jacket is composed of a faux fur fabric with a smooth woven lining.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06201-0001
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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Say It With Fray Plaid Tunic
Let your cute and trendy 'fit speak for itself with this plaid tunic. It features a collar, a slight V neckline, a complete button down front, long sleeves with frayed hem and buttons to cuff, top buttoned pockets, and an overall relaxed fit with a frayed hem. The top is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06003-0060
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Checking The Boxes Plaid Shirt
Try an elevated take on your fave plaid shirt with this blouse-like button up. Shirt has a longer, slightly relaxed cut perfect for wearing loose or knotted.It features a standard collar, a button front, long cuffed sleeves, and two flap pockets at chest. Shirt is made from a lighter-weight brushed rayon with minimal stretch.Style Number/Barcode: 06003-0051
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Glam Faux Fur Jacket
You take glam to a whole new level! This faux fur jacket features long sleeves, an open front, and a relaxed and comfortable fit. The soft faux fur fabric has no stretch and includes a smooth woven lining.Style Number/Barcode: 06201-0822
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Outdoorsy Plaid Top
Look like a cute little outdoors gal while you sip on your hot cocoa! This plaid top features a surplice design that overlaps and is collarless. Top has long sleeves and includes a snap button closure mid center. Composed of a plaid cotton like knit fabric that offers a lightweight relaxed fit with no stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-9922
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Tube Hoops
Keep it sleek and trendy with a pair of hoops that pair well with everything! This pair has a post back closure, and a tube design.
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0159
Category Name: 2026 Fall Outfit Trends
Price: $9.90
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty And Posh Faux Fur Vest
Pretty and posh, you know how to style it up! This faux fur vest features a sleeveless bodice, tank-like shoulder straps, an open front with hook and eye front closures, and a relaxed and comfortable fit. The vest is composed of a soft faux fur fabric with a smooth woven lining. Get them in all our fall-ready colors!
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06201-0817
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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Sultry And Spotted Midi Dress
Spotted! You in a sleek and sultry midi dress!
Fits & Features
- Adjustable Spaghetti Straps
- Square Back I Structured Sweetheart Neckline With Padding
- Midi Length Silhouette
- Velvet-Like Fabric I Leopard Print Design
- Curve Hugging Fit I Plenty Of Stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0254
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free