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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Rocky High-Rise Destructed Boyfriend Jeans
Strut in the Rocky High-Rise Destructed Boyfriend Jeans and make it known who the true trendsetter is! Featuring a high waist and destructed detailing, this pair of denim is perf for a shopping day. Take your look up a notch for a nice dinner by adding on heels and a mini tote!
Fit & Features
- Denim fabric, moderate stretch
- High-rise waist
- Destructed detailing
- Boyfriend fit
- Button-front closure, hidden zipper closure
- Traditional five-pocket and belt loop design
- Runs true to size
Style Number/Barcode: 06602-0065
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sequin Snake Print Mini Skirt
Sequins and snake print, could this mini skirt get any trendier?! Pair with the matching crop top to complete the look!
Shop Matching Top: Sequin Snake Print Crop Top
Fit & Features
- High rise elastic banded waist
- Short, form hugging fit
- Front slit
- All over sequins
- Snake print
- Knit fabric | Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06501-0173
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Cat Eye Flat Top Sunglasses
Give your look a chic edge with these trendy cat eye sunnies!
- Flat top design
- Plastic frame
- Dark tinted lenses
- 100% UV Protection
Style Number/Barcode: 07008-0681
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Angora Knit Mock Neck Sweater
Bundle up in this adorable angora knit sweater! It featutres a mock neck, long dolman style sleeves, and a mid-length, relaxed fit. The fuzzy knit fabric has moderate stretch.Style Number/Barcode: 06005-0589
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layered Cutie Cable Knit Cardigan
Layer up in this essential cardigan! It features a drape open front, long sleeves and ribbed hem. The all over cable knit fabric offers a cozy oversized fit with a moderate stretch and a soft to the touch feel.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06005-0384
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic In Corduroy Mini Skirt
Trendy and chic, this corduroy mini skirt will pair well with your fave tops! It features a high rise waist, a hidden back zipper and hook and eye closure, a front slit, and a short, form hugging fit. The corduroy fabric has moderate stretch and includes a knit lining.Style Number/Barcode: 06501-0168
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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No Rulez Rhinestone Stiletto Heels
No rulez here bby, you wear what you want and you do what you want!
- Point toe stiletto heels
- Rhinestone detailing
- Two bands
- Ankle strap
- Zipper closure at back
- Faux leather
Style Number/Barcode: 07401-0864
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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Preciously Plaid High Waist Mini Skirt
Shop Matching Blazer: Preciously Plaid Cropped Blazer
Keep it rad in plaid my babe! We are obsessed with plaid this season, and this mini skirt has just the touch that were looking for! Designed with a high waist fit, faux buttons down the side, and a zipper closure at the back. Skirt is composed of a soft knit material that offers no stretch. Don't forget the matching blazer to complete the look!
Style Number/Barcode: 06401-0135
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce And Fab Snake Print Bodysuit
Elevate your everyday look with this fierce and fab snake print bodysuit! It features long fitted sleeves, a crew neckline, and a partial covered bottom with dual snap button closures. Bodysuit is composed of a smooth knit fabric with plenty of stretch.Style Number/Barcode: 06001-2145
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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Corduroy Faux Fur Trucker Jacket
Mix and match with textures! This corduroy jacket is a season must have! Designed with a sherpa lining, long sleeves, a collared neckline, and smooth metal button closures down the center. Jacket features faux breast pockets, and a hem that hits just passed the waist line. Composed of a faux fur lining and a cordoroy outer offering no stretch and a form fit.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06204-0349
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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Ambitious Af Faux Leather Cross-Body Purse
Baby you are ambitious af, and you are on the go! This is the perfect go-to faux leather bag for the essentials of a busy boss babe!
- Rectangular structure
- Square flap closure
- Detachable chain shoulder strap
- Faux leather
Style Number/Barcode: 07203-0197
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Comfy Cable Knit Sweater
Comfy and cozy, this thick cable knit sweater is perfect for snuggling up with a cup of hot chocolate! It features a wide round neckline, long dolman style sleeves, and a mid-length hem with an oversize, relaxed fit. The knit fabric offers moderate stretch.Style Number/Barcode: 06005-0365
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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Breanne Printed Floral Chiffon A-Line Dress
Special Occasion
Give our gorgeous Breanne dress a twirl with her flowy floral A-line skirt! She features a wrap front V neckline, a flattering high waist, and a sheer skirt with a short lining. Stun as the guest of honor at your next fall wedding and pair with some sleek heels and gold hoop earrings.
Fit & Features
- Thin shoulder straps
- Wrap front
- Deep V neck and back with a zipper closure
- High waist
- Flowy overlap A-line skirt
- Short lining
- Floral printed chiffon fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0703
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Merrow Edge Knit Bodysuit
With an adorable merrow edge trim, this bodysuit is perfect for layering. It features a mock neck, long fitted sleeves, and a thong bottom with dual snap button closures. The sheer knit fabric offers plenty of stretch and a form-fitting style.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-2142
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tiny & Textured Shimmer Hoops
These hoop earrings have a hint of shimmer to them and are the perfect detail to complete your look. They feature a dainty textured design that is unique from your typical hoop earrings. A great accessory for girl's night, pair these hoops with a crop top and faux leather mini skirt for an edgy vibe.
Fit & Features
- Thin textured design
- Slight shimmer
- Hook and loop closure, post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-0116
Category Name: 2026 Fall Outfit Trends
Price: $6.90
Availability: Out of Stock
Product Badge:- Ships Free
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Oh So Sporty Lightweight Jacket
Get sporty and keep it cute at the same time! This lightweight jacket is designed with an exaggerated collar with drawstrings, long sleeves that are banded at the wrist band, and a silver zipper closure down the center. Hem reaches at the waist line and has a drawstring detailing as well. Jacket is composed of a soft knit material that offers no stretch with a relaxed fit. Pockets are faux.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0336
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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Shades Of Gray Plaid Scarf
Designed with a checkered plaid pattern, and open ends with fringe this fuzzy scarf offers the coziest feel with a stylish finish!Style Number/Barcode: 07305-0062
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It Cute Sis Tee
Keep it cute, sis! This tee says it all with a trendy graphic, crew neckline, short sleeves, and a mid-length hem. The soft knit fabric 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: 06002-0248
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Frayed So Acid Wash Cropped Denim Jacket
The styling possibilities will be endless with this trendy denim jacket! It features a collared neckline, long sleeves with button cuffs, a complete button-down front, dual chest pockets, a cropped relaxed fit with a raw edge frayed hem, and is composed of an acid wash denim fabric with destructed detailing. Pair it over a basic crop top with faux leather pants to add some flair.
Fit & Features
- Pointed collared neckline
- Long sleeves, button cuffs
- Button-down front
- Dual chest patch pockets, button closures
- Cropped relaxed fit, raw edge frayed hem
- Acid wash denim fabric, destructed detailing, moderate stretch
- Runs true to size
Style Number/Barcode: 06203-0037
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spiced Latte Plaid Fringe Blanket Scarf
Look like a cute little PSL with the perfect blanket scarf! Designed with a large over-sized fit, frayed edges, and a tartan plaid pattern. Composed of a soft knit fabric that offers no stretch.Style Number/Barcode: 07305-0067
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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Cozy Feels Plaid Blanket Scarf
Get cozy and cuddle up with a large blanket scarf! Designed with frayed edges and a tartan plaid pattern this scarf is a great way to add warmth and style at the same time! Scarf is composed of a soft woven fabric.Style Number/Barcode: 07305-0069
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smocked Waist Cropped Blouse
The smocked waist of this chic blouse gives it a total trendy factor. It features long sleeves with elastic banded cuffs, a square neck, slight pleated detailing, a stretchy smocked waist, and a cropped hem with a ruffle trim. The top is composed of a cotton blend fabric.Style Number/Barcode: 06003-0526
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Fur Infinity Scarf
Introduce some faux fur into your winter closet! This scarf features a closed infinity design that showcases a beautiful pastel tone and is composed of faux fur!Style Number/Barcode: 07305-0060
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy And Chill Knit Joggers
Take your look from glam to cozy in these comfy joggers! They feature a mid rise fit, a smocked waist with drawstring detail, slant pockets and a straight leg fit with ribbed hem. Joggers are composed of a soft to the touch brushed knit fabric that offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06502-0227
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance