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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Sea Slayin' Cabby Hat
You keep slayin' in this high-seas inspired hat. This cap features a faux leather contrast, a braided detail with button detail, and has a textile main.Style Number/Barcode: 07302-0016
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cropped And Basic Tank
Fall back on a basic cropped tank to pair with your favorite layers! This versatile top is perfect to mix and match with your favorite jackets and kimonos to create a brunch-ready look or to create a cute work from home outfit. The top features a sleeveless square neckline and spaghetti straps for a secure fit. The top is composed of a smooth knit fabric that offers a relaxed fit. Complete your look with a floral kimono and high waist jeans.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Cropped
- Smooth knit fabric
Black and White Tank: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Red Tank: Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.Tan Tank: Model is 5'8" with 32" bust, 25" waist and 35" hips. She is wearing a size small.
Navy Blue Tank: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1585
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek As Ever Chain Necklace Set
This set includes a set of two herringbone style chain necklaces, thick in style. Layer them and pair with your favorite hoops for a sleek ad trendy weekend look! Necklaces have a lobster clasp closure.Style Number/Barcode: 07002-0112
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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Spotted From Afar Stiletto Boots
Trendsetter spotted ahead! These unbelievably adorable boots feature a point toe, a scrunched knee high design, stiletto heel, and an inner zipper that makes them easy to take off and on. They are composed of a faux suede material that showcases a spotted leopard print design that is textured.Style Number/Barcode: 07402-0071
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Top That Faux Suede Ankle Booties
You can't top a look with suede booties! This pair features an over the ankle fit, an almond toe, a zipper closure and a tall block heel. Composed of a faux suede material that is fitted. Pair with an over-sized tee or hoodie for an edgy street style or even with your fav denim!Style Number/Barcode: 07403-0106
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Seal The Deal Plaid Blazer
Take charge in plaid like the boss you are! The jacket features a plaid print throughout, a flat collar, quarter length puffed sleeves, faux front pockets and a long length. Blazer is composed of a lined textured knit fabric that offers a relaxed fit with a slight stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0190
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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50/50 Block Heel Over The Knee Boots
Half faux suede, half stretchy nylon, these boots are designed for comfort and style! Featuring an almond toe, and a short block heel, with an inner side zipper for easy off and on! Pair with your fav over-sized tee, or with the perfect fall dress!Style Number/Barcode: 07402-0000
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Don't Mess With Me Platform Combat Boots
We don't mess around with our combat boot game! This pair of reaches above ankle and features a lace up at the front, a round toe, a platform lug sole with a short heel, and are composed of a faux leather that has a matte finish.Style Number/Barcode: 07403-0179
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Over The Knee Flat Lace-Up Boots
We are so ready for fall! These boots are composed of a faux suede material, and feature a round toe, an inner zipper, and an over the knee design that has a lace up detail at the top. Pair with your go-to leggings or favorite denim!Style Number/Barcode: 07402-0020
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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Clara High Rise Skinny Jeans
Oasis by Eunina
Elevate your look with these statement jeans! They feature a high rise waist, a traditional five pocket with belt loop design, a single button with zipper, light destructed detailing throughout, a raw edge hem and skinny leg fit. Jeans are composed of a stretchy denim fabric that offers a curve hugging fit.
Style Number/Barcode: 06602-0018
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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Faux Suede Lace Up Booties
Show up with all the right fall vibes! These ankle booties are designed with an almond toe, a medium height block heel, and an inner zipper at one side. Outer is designed with a lace up detail. Composed of a faux suede material.Style Number/Barcode: 07403-0105
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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Could Not Resist Faux Suede Booties
We could not resist the idea of a closet full of booties! This pair is a closet staple with its simple, classic design!
Fit & Features
- Almond toe
- Mid height stacked heel
- Ankle fit
- Elastic Sides for easy off and on
- Faux Suede
Style Number/Barcode: 07403-0178
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make A Move Bomber Jacket
Make a stylish move as you bundle up in this pretty must have! The jacket features a zippered front with O ring accent, a faux fur collar, long sleeves, side pockets with a snap button closure and a ribbed hem. Jacket is composed of a nylon-polyester fabric that offers a form hugging fit with a slight stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0179
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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Cropped And Collared Lightweight Jacket
Lightweight jackets are the best for layering! This cropped jacket is designed with a collared neckline, long sleeves and metal button closures down the center and down the back as well! Composed of a soft light knit material that offers a relaxed fit and no stretch.
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0171
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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Out Of Sight Chelsea Booties
Introducing our Out Of Sight Chelsea boots! They have a close-fitting, ankle-high design with an elastic side panel, an almond toe, and a block heel. Composed of a faux nubuck material.Style Number/Barcode: 07403-0174
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Girl Chenille Pj Leggings
Keep it cozy but also keep it cute, you know? This adorable pair of leggings offer a high waist line and a skinny hem, they are composed of a super soft chenille material that offers a form fit with moderate stretch. Don't forget to pick up the matching top to complete your super cute pj set!
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07103-0038
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Soft and Snug Crop Sweater
Get soft and snug this season with a cozy knit sweater. Sweater features a high neckline, long sleeves, and a cropped hem. Composed of a soft chenille fabric that offers moderate stretch.
Style Number/Barcode: 06005-0229
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mid Rise Skinny Jeans
Keep it cute and simple with a pair of staple skinny jeans! This pair hits mid waist, has two traditional pockets, and belt loops. They have a slightly destructed detail at one knee and lead down to a skinny tapered hem. They offer a form fit and moderate stretch.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06602-0021
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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Drama Mama Patent Booties
Bring the drama mama! These patent booties feature a point toe, a medium height block heel. Heel reaches the ankle with a slanted design and has an inner zipper closure. Composed of a shiny patent material.Style Number/Barcode: 07403-0101
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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All Over Ruffled Skater Dress
Get an adorable all over ruffled look in this pretty little skater dress. It features long sleeves with elastic banded ruffle cuffs, a deep V neckline with a ruffle trim, a hidden back zipper and hook and eye closure, ruffle tiered detailing, and a flowy skater skirt. The dress is composed of a linen 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: 05102-0321
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lil Diablita Crop Top
For the little devil in you. This graphic top features a crew neckline, short sleeves, and a cropped hem that hits mid torso. Script reads "Diablita" in black font, with devil horns decorating the wording.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06002-0222
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Leather Cabby
Hey there cabby baby! You look so adorable when you add a hat to your look! This cabby is fall ready and composed of a faux leather material and designed with a button atop and a small brim at the front.Style Number/Barcode: 07302-0023
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Step Up Combat Rain Boots
Elevate your look with a trendy print! This combat boots feature a mid calf fit, a lace front, a round toe, a textured sole and an all over animal print. Boots are composed of a faux leather material and feature a clear PVC like covering throughout.
Style Number/Barcode: 07403-0113
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Platform Suede Lug Sole Booties
Make a bold statement with your boots this season! This pair of lug boots features an almond toe, a lug boot sole, and an ultra high block heel. They are composed of a faux suede material and have an elasticity at the side that makes them easy to slide off and on, as well as a zipper at one side.
Please be advised that these boots run 1/2 a size small.
Style Number/Barcode: 07403-0073
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance