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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Back to Basics Knit Mini Dress
Bring it back to basics in a dress that keeps it casual and cute. The dress features a crew neckline, long sleeves, and a mini length silhouette with a rounded hem. The dress is composed of cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.
Fit & Features
- Crew neckline
- Long sleeves
- Mini length silhouette
- Rounded hem
- Cotton knit fabric
- Relaxed fit
- Moderate stretch
Style Number/Barcode: 06002-0654
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In the Clear Knit Sneakers
Keep it sporty and chic in these knit sneakers that are perfect for creating stylish streetwear outfits. The sneakers feature a knit body, an almond toe, and a lace-up front. The sole features a trendy clear gel design with a textured grip. Complete look with biker shorts and a ribbed crop top.
Fit & Features
- Knit body
- Almond toe
- Lace-up front
- Clear gel sole
- Pull tabs at the ankle
Style Number/Barcode: 07407-0187
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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Tied To Style Plaid Skinny Pants
Make sure your stylish look is on point in these plaid skinny pants! They feature a high rise waist with a front V cut and an adorable tie front detail. Pair these pants with heeled booties for an office-ready look.
Fit & Features
- High rise waist with front V cut
- Tie front accent
- Back zipper closure
- Tapered pant legs
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06402-0267
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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Fashionably Chic Plaid Skinny Pants
Get a fashionably chic vibe, perf for the office, in these plaid skinny pants! They feature a flattering high rise waist with a front V cut and a tie front detail. Pair these pants with a form-hugging bodysuit for an adorable look.
Fit & Features
- High rise waist with front V cut
- Tie front accent
- Back zipper closure
- Tapered pant legs
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06402-0266
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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Stacked On Basics Faux Leather Block Heel Booties
Stack up on basic booties that add that chic touch to your fab outfits! The booties feature an around the ankle fit, a pointed toe, vertical line detail at the back of the ankle, and a block heel. The booties are composed of a faux leather material. Complete look with a boat neck sweater and high waist jeans.
Fit & Features
- Around the ankle fit
- Pointed toe
- Vertical line detail at the back of the ankle
- Block heel
- Inner zipper closure
- Faux leather material
Style Number/Barcode: 07403-0511
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Croc Embossed Envelope Clutch
Style up your chic 'fit with this trendy croc embossed envelope clutch! It features a foldover design with a chain tassel accent and an included faux leather and chain link shoulder strap to convert it to a crossbody. Pair this purse with a sleek bodysuit and high waist pants for an elevated look.
Fit & Features
- Foldover design
- Faux leather and chain link top detail leading to metal tassel accent
- Included faux leather and chain link shoulder strap
- Croc embossed faux leather material
Style Number/Barcode: 07203-0696
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Faux Leather Cabby Hat
Keep on trend in a cabby hat that provides the finishing touch to your look. The hat features a traditional cabby design, a belted buckle accent, and composed of faux leather material. Complete your look with a jacket and high waist jeans.
Fit & Features
- Traditional cabby design
- Short brim
- Belted buckle accent
- Faux leather material
Style Number/Barcode: 07302-0275
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slay In Basics Crew Neck Bodysuit
Slay in a basic bodysuit that keeps your looks on point! The bodysuit features a crew neckline, shoulder pads, and a cheeky bottom. The bodysuit is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans.
Fit & Features
- Sleeveless crew neckline
- Shoulder pads
- Cheeky bottom
- Smooth knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06001-2825
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Intentions Smocked Knit Floral Crop Top
Show off your sweet side in a floral crop top that brings the charm. The crop top features a plunging V-neckline, a partially smocked bodice, and a pretty floral print. Complete your look with high waist jeans and ankle booties.
Fit & Features
- Plunging V-neckline
- Partially smocked knit bodice
- Long sleeves
- Floral print
- Cropped hem
- Open back with back ties
- Form hugging fit, moderate stretch
Style Number/Barcode: 06003-1035
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Destructed Cropped Skinny Jeans
Stand out in skinny jeans that bring the edge! These must-have jeans feature a high rise fit, destructed detailing with knee slits, and a skinny leg fit with a raw edge hem. Complete look with a ribbed crop top.
Fit & Features
- High rise waist
- Single-button with zipper closure
- Traditional five-pocket with belt-loop design
- Moderate destructed detailing with knee slits
- Skinny leg fit with raw edge hem
- Dark wash denim fabric
- Form hugging fit
Style Number/Barcode: 06602-0187
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fall For Faux Suede Stacked Heel Boots
Fall for these stylish boots to dress your layered looks in. The boots feature a below the knee fit, a pointed toe, a low stacked heel, and composed of faux suede material. Complete your look with a cardigan and cabby hat.
Fit & Features
- Below the knee fit
- Pointed toe
- Inner zipper closure
- Low stacked block heel
- Faux suede material
Please be advised that these boots run a 1/2 size too small.
Style Number/Barcode: 07402-0239
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Stun On Them Cropped Skinny Jeans
Stun on them in skinny jeans that bring low-key glam to your every day looks. Step out for that next coffee run in style with skinny jeans that feature a high rise waist, slight destruction, and a cropped hem. Complete your look with a cute crop top and sporty sneakers.
Fit & Features
- High rise waist
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
- Slight destruction
- Skinny leg
- Cropped hem
Style Number/Barcode: 06602-0167
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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Lace Back Stiletto Boots
Girl, it's time to make a statement! These boots are composed of faux suede material and hit over the knee, they have a pointed toe, and a zipper at one side. They have a lace-up detail at the back with gold detailing leading up. They are a perfect addition to your wardrobe for the cold weather! Complete look with a sweater dress.
Fit & Features
- Over-the-knee fit
- Pointed toe
- Lace-up back
- Faux suede material
- Zipper closure
Style Number/Barcode: 07402-0233
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty In Plaid Knit Mini Dress
Get a pretty, picture-perfect look in this adorable plaid knit mini dress! It features a trendy square neckline and a short, curve-hugging silhouette. Layer on a chic jacket over this dress and style it up with heeled booties for a fall night out.
Fit & Features
- Spaghetti straps
- Square neckline
- Short, form-hugging fit
- Allover plaid print
- Knit fabric with plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-1049
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Deep V Neck Ribbed Bodysuit
Bring the sultry vibes in a bodysuit that takes the plunge. The bodysuit features a plunging surplice neckline, long bishop sleeves, and composed of a ribbed knit fabric. Complete your look with high waist jeans.
Fit & Features
- Plunging V-neckline
- Long bishop sleeves
- Ribbed knit fabric
- Relaxed fit
- Moderate stretch
Style Number/Barcode: 06001-2826
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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High Rise Button Up Skinny Jeans
Button up in cute jeans that are perfect to wear every day! Style with a floral blouse and mules to create an effortlessly stylish date night outfit. The jeans feature a high rise waist, a multi-button up front, moderate destruction, and a skinny leg with a raw edge hem.
Fit & Features
- High rise waist
- Multi-button down front
- Traditional five-pocket with belt loop design
- Moderate destruction
- Medium wash denim fabric
- Skinny leg fit with raw edge hem
Style Number/Barcode: 06602-0173
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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Always Stylish Faux Suede Stiletto Booties
You'll always be stylish in these chic faux suede booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these heels with a curve-hugging midi dress for a sexy look for a night out.
Fit & Features
- Almond toe
- Tall platform
- Lug sole
- Stiletto heel
- Inner zipper closure
- Ankle-high design
- Faux suede material
Style Number/Barcode: 07403-0472
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fierce Babe Leopard Print Stiletto Booties
Showcase a majorly fierce look babe in these bold leopard print booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these booties with high rise black skinny jeans and a faux leather jacket for a night out.
Fit & Features
- Almond toe
- Tall platform
- Lug sole
- Stiletto heel
- Inner zipper closure
- Ankle-high design
- Faux suede material with all-over leopard print
Please be advised that these booties run one size too small.
Style Number/Barcode: 07403-0463
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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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Mid-Rise Destructed Skinny Jeans
These mid-rise destructed skinny jeans will be a fall staple in your closet! They feature destructed detailing at the knees and a skinny leg fit with a raw cut hem. Wear this pair of denim with a chic cropped sweater and heeled booties for an adorable look.
Fit & Features
- Mid-rise waist
- Front button closure
- Traditional five-pocket and belt loop design
- Distressed detailing
- Skinny leg fit with a raw cut hem
- Denim fabric
Style Number/Barcode: 06602-0170
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off The Shoulder Ribbed Cutout Mini Dress
Stun in a mini dress that showcases curves in all the right places. Perfect for your next date night, this ribbed dress is a must! The dress features an off the shoulder neckline, fitted long sleeves, and a mid-drift cutout to show off a hint of skin. The dress is composed of a ribbed knit fabric with vertical seams that streamline the silhouette. Complete your night out outfit with hoop earrings.
Fit & Features
- Off the shoulder neckline
- Fitted long sleeves
- Mid-drift cutout
- Vertical seams
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0820
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Diva Lace-Up Booties
You're such a stylish diva, and these block heeled booties are perf to elevate your everyday style! They feature a trendy pointed toe, a lace-up front, and an inner zipper closure. Pair these fab booties with your favorite ribbed knit mini dress and distressed denim jacket.
Fit & Features
- Above the ankle design
- Pointed toe
- Lace-up front
- Block heel
- Inner zipper closure
- Lycra material
Style Number/Barcode: 07403-0498
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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Croc Embossed Chain Link Shoulder Bag
You'll be a major trendsetter in this chic croc embossed shoulder bag! It features an extra large chain link strap and a croc embossed faux leather material. Pair this statement bag with a sleek satin top for a gorg date night look.
Fit & Features
- Extra large chain link strap
- Croc embossed faux leather material
Style Number/Barcode: 07203-0412
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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Level Up Mid Rise Frayed Cropped Jeans
Elevate your denim outfits in jeans that take your look to the next level. The jeans feature a mid-rise fit, moderate destructed detailing, and a cropped hem. Complete your look with a bustier and door knocker earrings.
Fit & Features
- Mid-rise fit
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
- Moderate destructed detailing
- Cropped hem
- Medium wash denim fabric
Style Number/Barcode: 06602-0169
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance