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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All Buttoned Up Off The Shoulder Midi Dress
Get all buttoned up in this adorable off the shoulder midi dress! It features a complete button-down front with a curve-hugging, mid-length fit. Perfect for everyday, pair this dress with heeled booties to take your look into fall.
Fit & Features
- Off the shoulder neckline
- Short fitted sleeves
- Complete button-down front
- Mid-length, form-hugging fit
- Ribbed knit fabric
Style Number/Barcode: 05102-0943
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Casual Vibe Sherpa Denim Jacket
Cozy and casual, this sherpa denim jacket would look so good layered over a crop top and distressed denim! The denim jacket features a faux sherpa hood and long sleeves with a complete button-down front. Wear this jacket as part of your everyday 'fit!
Fit & Features
- Faux sherpa hood and long cuffed sleeves
- Complete button-down front
- Two front buttoned pockets
- Two vertical pockets
- Relaxed fit
- Denim fabric
Style Number/Barcode: 06203-0095
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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Ribbed Knit Long Sleeve Cropped Sweater
This ribbed knit long sleeve cropped sweater is the must-have basic of the season! It features a flattering V neckline with long fitted sleeves, a form-hugging fit, and a cropped hem. Pair this essential top with a plaid mini skirt and thigh high boots for an elevated everyday look.
Fit & Features
- V neckline
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Ribbed sweater knit fabric
- Plenty of stretch
Style Number/Barcode: 06005-0742
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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Cute And Casual Basic Joggers
Keep it cute and casual in these must-have basic joggers! They feature a high rise elastic banded waist with a front drawstring, zippered front pockets, and a relaxed fit with a tapered ribbed jogger hem. Pair these adorable joggers with chunky sneakers for a shopping trip with the squad.
Shop Matching Hoodie: Cute And Casual Zip-Up Hoodie
Fit & Features
- High rise elastic banded waist
- Front drawstring
- Zippered front pockets
- Relaxed fit
- Tapered ribbed jogger hem
- Knit fabric with moderate stretch
Style Number/Barcode: 06502-0495
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Fab Faux Fur Coat
Bundle up in this cozy fab faux fur coat that instantly elevates any look! It features a lapel collar, long sleeves, front pockets, a relaxed fit, and an all-over leopard print pattern. Layer this coat over a basic mini dress and complete the look with ankle booties.
Fit & Features
- Lapel collar
- Long sleeves
- Open front
- Front pockets
- Relaxed fit
- Faux fur fabric, leopard print
- Runs true to size
Style Number/Barcode: 06201-0256
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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Spotted Cheetah Print Faux Fur Jacket
It's tough to fly under the radar in this cheetah print jacket! It features cuffed long sleeves, a collared neckline, asymmetrical front hidden zipper, side pockets, faux fur lining, and a ribbed hem with a moderate stretch. Style with a mini dress.
Fit & Features
- Cuffed long sleeves
- Collared neckline
- Asymmetrical front hidden zipper
- Side pockets
- Cheetah print
- Ribbed hem with a moderate stretch
- Lined faux fur
- Runs true to size
Style Number/Barcode: 06201-0257
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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Fashion Square Toe Booties
These square toe booties will always be in fashion! They feature a block heel, side zipper, and an above-the-ankle length on faux leather material. Complete the look in a stylish sweater dress.
Fit & Features
- Square toe, block heel
- Side zipper
- Above-the-ankle length
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1435
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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Checkin' It Twice Plaid Mini Skort
This plaid mini skort is so cute you'll be checking yourself out twice in the mirror! It features a flattering high-rise waist, a front skirt overlay with a slit accent, a bodycon silhouette, and shorts lining. The plaid printed woven fabric has a moderate stretch. Complete the look in a sultry corset top for day or evening plans!
Fit & Features
- High-rise waist, elastic waistband
- Front skirt overlay, slit accent
- Shorts lining, mini-length hem
- Plaid print
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06403-0354
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Aries Knot Front Cropped Tee
It's true what they said - Aries are the life of the party! Pair this cropped graphic tee with some high rise denim and sneaks to keep it cute & casual!
Fit & Features
- Crew neckline
- Short sleeves
- Cropped | Knot front detail
- Center script reading "Aries are the life of the party"
- Cotton blend fabric | Moderate stretch
Style Number/Barcode: 06002-0451
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Destructed Skinny Jeans
Casually slay your everyday look in these must-have high rise destructed skinny jeans! They feature a flattering high waist, trendy distressed detailing, and a raw cut hem. Complete the look with some heeled mules for an elevated vibe.
Fit & Features
- High rise waist
- Traditional five-pocket and belt loop design
- Front button closure
- Destructed detailing down the front
- Raw cut hem
- Denim fabric
Style Number/Barcode: 06602-0186
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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Cozy Knit Off-The-Shoulder A-Line Mini Dress
Channel that cute and cozy vibe in this adorable soft ribbed knit mini dress featuring an off-the-shoulder straight neckline with a fold-over design, long fitted sleeves, and a short A-line silhouette. Style with knee-high boots for a fall date!
Fit & Features
- Soft ribbed knit fabric
- Off-the-shoulder straight neckline, fold-over design
- Long fitted sleeves
- Mini-length A-line fit
- Runs true to size
Style Number/Barcode: 05102-5892
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Surplice Sweetie Tie Waist Sweater
Show off your sweet side in a sweater that is oh so adorable! The sweater features a surplice neckline, long sleeves, and a chic tie waist belt. Complete look with a pair of high waist jeans and ankle booties.
Fit & Features
- Surplice V-neckline
- Long sleeves
- Cropped hem
- Tie waist belt
- Soft knit fabric with plenty of stretch
- Relaxed fit
Style Number/Barcode: 06005-0762
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready For My Close Up Ruched Mini Dress
Get ready for your closeup with a mini dress that will have you picture-perfect ready! The dress features a collared neckline with a wrap V-neck bust, long sleeves, ruching, and a mini-length silhouette. The dress is composed of a partially lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Collared neckline
- Wrap V-neck bust
- Long sleeves
- Ruching
- Mini length silhouette
- Partially lined mesh fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05101-1264
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Cozy Eyelash Knit Cropped Cardigan
This trendy eyelash knit cropped cardigan will have you feeling so cozy this season! It features a V-neckline leading to a button-down front, long fitted sleeves, and a fitted cropped hem. The ultra-soft and fuzzy ribbed eyelash knit fabric offers plenty of stretch for comfortable wear. Style this cardigan with high-rise jeans and ankle booties for a coffee run with your bestie!
Fit & Features
- V-neckline
- Complete button-down front
- Long fitted sleeves
- Fitted cropped hem
- Ribbed eyelash knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1860
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All About The Stripes Cropped Sweater
With this cozy knit sweater, it's all about the stripes, and you of course! It features a crew neckline, long dolman style sleeves, and a cropped, relaxed and comfortable fit. Pair this sweater with a faux leather skirt and over the knee boots to edge up your 'fit.
Fit & Features
- Ribbed crew neckline
- Long dolman style sleeves
- Cropped, relaxed fit
- Marled sweater knit fabric
- Striped print
Style Number/Barcode: 06005-0858
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Sleek Sleeveless Ruched Mini Dress
Create a sleek impression in this mini dress to stun on your next night out! The dress features a sleeveless square neckline, tank-like straps, ruched side seams, and a mini length silhouette. Complete look with a chunky statement necklace.
Fit & Features
- Sleeveless square neckline
- Tank straps
- Ruched side seams
- Smooth knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 05102-1045
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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Winter Breeze Faux Fur Knit Beanie
Keep warm from that winter breeze in this adorable chunky knit beanie! It features a twisted cable knit pattern, a fold-over design, and an adorable faux fur pom accent. Style with an oversized sweater.
Fit & Features
- Twisted cable knit pattern
- Fold-over design
- Faux fur pom
Style Number/Barcode: 07302-1324
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Coated Camo Leggings
These coated camo leggings will pull your chic athleisure look together! They feature a high rise banded waist, a neutral camouflage print with a sleek coated finish, and a form-hugging fit to show off your curves. A must-have for running everyday errands, style with a basic cami and some chunky sneakers.
Fit & Features
- High rise waist
- Coated camouflage print
- Form-hugging fit
- Knit fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0402
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Edgy Appeal Mid Rise Cropped Skinny Jeans
Bring edgy appeal in jeans that bring the drama to your outfits! The jeans feature a mid-rise waist, heavy destruction throughout, and a cropped hem with raw edge detail. Complete look with a crop top and ankle booties.
Fit & Features
- Mid-rise fit
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
- Heavy destruction
- Skinny leg fit
- Cropped hem with raw edge detail
- Form hugging fit
Style Number/Barcode: 06602-0160
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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On the Edge High Rise Destructed Boyfriend Jeans
Bring the edge in these jeans to show off your edgy side! The jeans feature a high rise waist, heavy destruction throughout, and a boyfriend fit with a cropped hem. Complete look with a flannel top to channel those fall vibes.
Fit & Features
- High rise waist
- Single-button and zipper closure
- Traditional five-pocket and belt loop design
- Heavy destruction throughout
- Boyfriend fit with a cropped hem
- Black denim wash fabric
Style Number/Barcode: 06602-0178
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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High Rise Destructed Boyfriend Jeans
Take on the day in destructed jeans that bring the edge. The jeans feature a high rise waist, moderate destruction on the left leg, and a boyfriend fit with a cropped hem. Complete your look with a long sleeve ribbed top.
Fit & Features
- High rise waist
- Single-button and zipper closure
- Moderate destruction on the left leg
- Boyfriend fit
- Cropped hem
- Black denim fabric
Style Number/Barcode: 06602-0176
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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What Would You Do Without Me Graphic Tee
Keep it cheeky in the what would you do without me graphic t-shirt top. With a sassy script and comfy cotton fit, this cropped tee is your new go-to for effortless vibes.
Fit & Features
- Cotton fabric with moderate stretch
- Crew neckline
- Short cap sleeves
- Cursive script reading, "What would you do without me?"
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-2019
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Life Open Back Crop Top
Live that chic life with a top that reveals a hint of skin. The crop top features a mock neck, long sleeves, a sexy open back with ruched drawstrings, and a cropped hem. The top is composed of a slinky knit fabric that offers a form hugging fit with a moderate stretch. Complete look with flared pants and mules.
Fit & Features
- Mock neck
- Long sleeves
- Open back with ruched drawstrings
- Cropped hem
- Slinky knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3859
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Status Knit Detail Boots
Level up your trendy status with these faux leather combat boots. They feature a round toe with a lace-up front, ribbed knit detailing at the ankle, a lug sole, and a short block heel. Style these boots with a cropped sweater and a cute mini skirt.
Fit & Features
- Round toe
- Lace-up front design
- Ribbed knit detailing at the ankle
- Lug sole, short block heel
- Above the ankle design
- Faux suede and knit material
- Runs true to size
Style Number/Barcode: 07403-1520
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance