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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Faux Fur Long Line Jacket
Stun in a faux fur jacket to layer with all your chic style staples. The jacket features a collared neckline, long sleeves, a single button-down front, lined side pockets, and a long line length. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a trendy plaid mini dress and ankle booties.
Fit & Features
- Collared neckline
- Single button-down front
- Long sleeves
- Hidden side pockets
- Long-line length
- Lined faux fur fabric
Style Number/Barcode: 06201-0120
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vintage Moto Graphic Crop Tee
Vintage-inspired and edgy, this graphic crop tee is essential for a cute everyday fit! It features short sleeves, a slit crew neckline, and a front script that reads "Vintage California Moto" along the cropped hem. Complete the look in trendy distressed jeans.
Fit & Features
- Short fitted sleeves
- Slit crew neckline
- Front script, "Vintage California Moto"
- Graphic detailing
- Cropped hem
- Cotton-blend fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1385
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sippin' On Sultry Off The Shoulder Maxi Dress
Strut your sultry self in this off-the-shoulder maxi dress for sipping on cocktails at sunset! It features a strapless neckline, fitted long sleeves, a bodycon silhouette, and a high-side slit along the hem. The dress is composed of a slinky knit and stretchy fabric. Complete the look with block heels.
Fit & Features
- Strapless neckline
- Off-the-shoulder
- Fitted long sleeves
- High-side slit
- Maxi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5124
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Back To Basics Faux Leather Ankle Booties
A basic bootie is all you need to create chic layered outfits this season! The booties feature an ankle-high length, a pointed toe, and a sturdy block heel. The bootie is composed of a smooth faux leather material. Complete your look with a ribbed sweater.
Fit & Features
- Ankle-high length
- Pointed toe
- Block heel
- Inner zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1647
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Ankle-high length
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On The Prowl Faux Fur Jacket
Strike a fierce layered look in a jacket that channels your inner fashionista. The jacket features a collared neckline, long sleeves, side pockets, and a trendy leopard print. The jacket features a faux fur fabric that offers a relaxed fit and includes a knit lining. Complete look with a bodysuit and liquid leggings.
Fit & Features
- Collared neckline
- Long sleeves
- Side pockets
- Leopard print
- Faux fur fabric with knit lining
- Relaxed fit
Style Number/Barcode: 06201-0121
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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Faux Suede Lace-Up Over-The-Knee Boots
Step up your fall fashion with these on-trend over-the-knee boots. They feature an almond-shaped toe, a low heel, an inner zipper closure, and a chic lace-up side detail. Style these boots with dark wash denim and a cozy sweater.
Fit & Features
- Over-the-knee design
- Almond-shaped toe
- Low heel
- Inner zipper closure
- Lace-up side detail
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0690
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Leather Lug Sole Booties With Pouch
Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, an inner zipper closure, a lace-up front, a chunky lug sole. and a removable pouch. The booties are composed of a faux leather material and a faux fur interior lining. Complete look with biker shorts and a shacket.
Fit & Features
- Around the ankle fit
- Lace-up front
- Almond toe
- Removable pouch
- Chunky lug sole
- Faux leather material, faux fur interior lining
- Runs true to size
Style Number/Barcode: 07403-1298
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Casual Crop Top
Keep it casual with a crop top that is perf for every day! The crop top features a crew neckline, long sleeves, dual side slits, and a fitted crop hem on stretchy rib-knit fabric. Complete look in best-selling bottoms for your everyday uniform.
Fit & Features
- Crew neckline
- Long sleeves
- Dual side slit accents
- Crop fitted hem
- Rib-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1070
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Be My Baby Midi Skirt
Baby girl you look so sleek in this pencil skirt! Featuring an elastic banded high rise waist, ruched detailing along each side, and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching top!Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06501-0027
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux-Ever Trendy Hooded Jacket
Get a forever trendy look in this adorable hooded jacket! It features a faux fur fabric with a faux leather contrasting hem. Layer this fab jacket over a crop top and biker shorts for that ultimate it-girl vibe.
Fit & Features
- Hooded
- Long sleeves
- Complete zip front
- Faux leather contrasting hem
- Faux fur fabric
Style Number/Barcode: 06201-0169
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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Everyday Style Faux Leather Booties
Stay on the trends with your everyday style in this pair of faux leather booties! They feature a lug sole, an almond toe, and a block heel. Wear them with a romper and a crossbody for a day at the mall with the girls.
Fit & Features
- Almond toe
- Block heel
- Lug sole
- Fits true to size
Style Number/Barcode: 07403-1334
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Weekend Upgrade High Rise Denim Mini Skort
This skort was made for off-duty days that still deserve a killer outfit. The fitted denim silhouette and subtle side slit bring just the right amount of attitude.
Fit & Features
- Denim fabric
- High-rise waist
- Form-hugging fit
- Side slit accent
- Mini-length hem
- Front button closure, belt loops
- Four-pocket styling
- Runs true to size
Style Number/Barcode: 06603-000042
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Endless Summer Halter Cutout Dress
Embrace the summer vibes in this chic curve-hugging dress! It features a sleeveless halter neckline, an open back, a center knot detail with dual waist cutouts, and an ankle-length, form-fitting silhouette. Style this dress with sleek hoop earrings.
Fit & Features
- Sleeveless halter neckline
- Open back
- Center knot detail
- Dual waist cutouts
- Long, form-hugging fit
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1216
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Elevated Vibes Stiletto Booties
Show off your pedi in these elevated and chic stiletto booties! They feature a square peep toe design, side zipper closure, an above the ankle-length, and a stiletto heel. Complete your look with a stylish bodycon dress.
Fit & Features- Peep toe
- Side zipper closure
- Above the ankle fit
- Stiletto heel
- Lycra material
- Runs true to size
Style Number/Barcode: 07403-1383
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Do You Double Rim Sunglasses
Just do you boo! Show off your style in these oversized shades.
- Round Double Rim
- Oversized Frame
Style Number/Barcode: 07008-0743
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Sleek Over The Knee Boots
Chic and oh so sleek, these over the knee boots are a fall must-have! They feature a half faux leather and half elastic knit material to add a stylish flair to your look. Pair these boots with dark wash skinny jeans for a casual day out.
Fit & Features
- Over the knee design
- Almond toe
- Inner zipper closure
- Flat heel
- Half faux leather and half elastic knit material
Please be advised that these boots run one size small.
Style Number/Barcode: 07402-0177
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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I'm So Rare Marble Long Sleeve Mini Dress
Look one-of-a-kind in this marble print mini dress! The short dress features sheer fitted long sleeves, a crew neck, a flattering bodycon silhouette, and a mini-length hem on marble-printed mesh fabric. Dare to be rare and style the mini dress with a ring set for day or night plans!
Fit & Features
- Sheer fitted long sleeves
- Crew neck
- Bodycon silhouette
- Mini-length hem
- Marble print
- Mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5327
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Go Deep Lace V Bodysuit
Take the plunge in a lace bodysuit with eye-catching extras. Sleeveless suit features a deep V front with mesh and grosgrain-style trim at the neck, waist, and sides and strategic lace overlay panels at chest and middle. Cutout back has a lace upper, thong-style bottom, and snap-button closure. Bodysuit is made from a nylon-blend material with plenty of stretch.
Style Number/Barcode: 06003-0013
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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Go With The Faux Suede Mini Skirt
Get with it and go with this stylishly chic faux suede mini skirt! It features a high rise waist, a complete zip front, and a short, form hugging fit. The skirt offers moderate stretch.Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 06401-0007
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Free Bird Faux Leather Moto Jacket
Yes you free bird show us your edgy side! This faux leather jacket is designed for a baddie! Featuring a collared neckline, long sleeves, three zipper pockets and one mini faux pocket. Jacket is lined with a full red lining, and has metal button detailing at the collar. Hemline hits mid waist and features a belted detail at one side. Jacket is fitted and offers no stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0371
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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Preppy and Poised Plaid Mini Skirt
Create a preppy outfit with a skirt that keeps you looking on-trend, girl! The skirt features a high rise elastic banded waist, a plaid print, and a high side slit. Complete your look with a crop top and ankle booties.
Fit & Features
- High rise elastic banded waist
- Plaid print
- High side slit
- Knit fabric with moderate stretch
Style Number/Barcode: 06501-0327
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feel The Knit Foldover Sweater Top
You'll be feeling this knit sweater top all season long! It features an off-the-shoulder, foldover neckline, long fitted sleeves, and a fitted cropped hem on stretchy ribbed knit fabric. Style this cute sweater top with new denim jeans to complete the look!
Fit & Features
- Off-the-shoulder, foldover neckline
- Long fitted sleeves
- Fitted cropped hem
- Ribbed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1503
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet And Off-The-Shoulder Sweater Skater Dress
Look sweet on chilly days in this darling sweater mini dress featuring a cute folded, off-the-shoulder neckline and forever flattering skater silhouette.
Fit & Features
- Rib knit stretchy fabric
- Folded off-the-shoulder neckline
- Skater silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000013
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Check It Off Straight Leg Pants
Looking for a pair of trendy chic pants to complete your look? Check! These bottoms feature a high rise waist, a tie front accent, and fitted straight pant legs with a flared hem. The pants are composed of a soft knit fabric that offers moderate stretch and feature an all over glen checkered pattern.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0085
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance