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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STYLE SPOTLIGHT
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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High Waist Plaid Dress Shorts
Give your everyday look a dressier vibe in these adorable plaid shorts! They feature a high rise waist and a figure-flattering form-hugging fit. The plaid woven fabric offers plenty of stretch. Pair these shorts with a basic crop top for a day date with bae.
Fit & Features
- High rise waist
- Short, form-hugging fit
- Plaid woven fabric
- Plenty of stretch
Style Number/Barcode: 06403-0139
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Must-Have Over The Knee Block Heel Boots
These chic over the knee boots are a stylish must-have you need to have in your winter wardrobe! They feature a pointed toe with a short block heel, inner zipper closure, and a tie back detail at the top. Pair these boots with a sweater dress for an adorable look for a casual holiday party!
Fit & Features
- Over the knee design
- Pointed toe
- Short block heel
- Inner zipper closure
- Tie back detail
- Faux microsuede material
Style Number/Barcode: 07402-0261
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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Must-Have Ribbed Knit Crop Top
This crop top is a definite must-have you need to have in your closet this season! You can build outfits all around this basic piece. It features long fitted sleeves, a notch front V neckline, and a cropped, form-hugging fit. The brushed ribbed knit fabric offers plenty of stretch. Pair this top with high rise jeans for a casual day, or a plaid skirt for a dressier feel.
Fit & Features
- Long fitted sleeves
- Notch front V neckline
- Cropped hem
- Form-hugging fit
- Brushed ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06001-3004
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Chic Square Toe Stiletto Booties
Trendy and oh-so-chic, these stiletto booties will amp up your fall and winter wardrobe! They feature an ankle-high design with a square toe and a triangle-shaped stiletto heel. Pair these faux microsuede booties with a curve-hugging pencil skirt and a fitted blazer for a stylish workwear look.
Fit & Features
- Ankle-high design
- Square toe
- Triangle-shaped stiletto heel
- Back zipper closure
- Faux microsuede material
Style Number/Barcode: 07403-0564
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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Wild N' Free Faux Leather Lug Booties
Take a walk on the wild side in these edgy booties! The booties feature an around the ankle fit, an elastic gore detail, an ankle strap with buckle detail, a lug sole, and a block heel. The booties are composed of faux leather material. Complete look with high waist jeans and a crop top.
Fit & Features
- Around the ankle fit
- Inner elastic gore detail
- Almond toe
- Ankle strap with buckle detail
- Lug sole
- Block heel
- Faux leather material
Please be advised that these boots run 1 size too small.
Style Number/Barcode: 07403-0567
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Step Up Faux Leather Platform Booties
Step up your style in these perf booties to go with your favorite outfits, The booties feature an around the ankle fit, a double strap design with buckle accent, an inner zipper, a wide platform, and a stacked heel. Complete outfit with a faux leather mini skirt and bustier.
Fit & Features
- Around the ankle fit
- Double strap design with buckle accent
- Inner zipper closure
- Wide platform
- Stacked heel
- Faux leather material
Please be advised that these booties run 1/2 a size small.
Style Number/Barcode: 07403-0588
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Long Sleeve Crew Neck Basic Bodysuit
Keep your look basic yet still so stylish in this long sleeve crew neck bodysuit! It features a stretchy knit fabric that offers a form-hugging fit. Pair this bodysuit with a trendy plaid mini skirt for a chic look you can wear day to day.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Thong bottom with dual snap button closures
- Knit fabric with plenty of stretch
- Form-hugging fit
Style Number/Barcode: 06001-2781
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Destructed Skinny Jeans
Get a trendy everyday look in these high rise destructed skinny jeans! They feature a figure-flattering tapered fit with major distressed detailing down the front. Pair these jeans with a chic crop top and heeled booties for a go-to look to hang with your girls.
Fit & Features
- High rise waist
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
- Destructed detailing
- Skinny leg fit
- Denim fabric with moderate stretch
Style Number/Barcode: 06602-0182
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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Back to Basics Notched Knit Bodysuit
Let this basic bodysuit complete your trendy outfits this season. The bodysuit features a notched V-neckline, long sleeves, and a high rise cut. The bodysuit is composed of a cotton knit fabric that offers a form hugging fit. Complete look with a plaid skirt.
Fit & Features
- Notched V-neckline
- Long sleeves
- High rise cut
- Thong bottom
- Cotton-knit fabric
- Form hugging fit, moderate stretch
- Dual-snap button closure
Style Number/Barcode: 06002-0672
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede Pointed Toe Sock Booties
Add these basic faux suede sock booties to your fall and winter wardrobe for a chic look! They feature an ankle-high design, a trendy pointed toe, and a sturdy block heel. Pair these booties with mom jeans and a chunky knit sweater for a cute 'fit you can wear all day, everyday!
Fit & Features
- Ankle-high design
- Pointed toe
- Block heel
- Faux suede material
Style Number/Barcode: 07403-0574
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trend Alert Houndstooth Cropped Jacket
Hey, girl! Stay on trend with a jacket that brings sets a chic tone! Layer up with this cropped jacket to create a cute back to school outfit. The jacket features houndstooth pattern, two chest pockets with snap button closure, and long sleeves. Complete fit' with a mini skirt.
Fit & Features
- Collared neckline
- Chest pockets with snap button closure
- Long sleeves with snap button cuff
- Multi-button snap closure
- Houndstooth print
- Cropped hem
- Unlined woven knit fabric, relaxed fit, minimal stretch
Style Number/Barcode: 06204-0731
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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Glam Rhinestone Fringe Hoodie
Glam up your hoodie with a hint of sparkle. The hoodie features a drawstring hoodie, long sleeves with a rhinestone fringe, and a rhinestone fringe across the center of the back. The hoodie is composed of a knit fabric that offers a relaxed fit. Complete the look with distressed jeans and chunky sneakers.
Fit & Features
- Drawstring hoodie
- Long sleeves with rhinestone fringe
- Rhinestone fringe across the center of the back
- Knit fabric
- Relaxed fit
Style Number/Barcode: 06002-0671
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Rise Zippered Plaid Pants
Keep it stylish in plaid pants that are all the rage this season. The pants feature a plaid print, high rise waist, faux zippered pockets, and a skinny leg fit. The pants are composed of a lightweight woven fabric that offers a slight stretch. Complete your look with a basic black bodysuit.
Fit & Features
- High rise waist
- Single-button and zipper closure
- Faux zippered pockets
- Plaid print
- Skinny leg fit
- Woven fabric
- Form hugging fit, slight stretch
Style Number/Barcode: 06402-0290
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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Play On Plaid Wubby Knit Jacket
Keep it trendy in a plaid jacket that slays your layered outfits! The jacket features a fab plaid print, a mock neck, a zippered front, long sleeves, and is composed of a cozy wubby fabric that offers a relaxed fit with slight stretch. Complete look with a mock neck midi dress and ankle booties.
Fit & Features
- Mock neck
- Plaid print
- Zippered front
- Long sleeves
- Wubby knit fabric
- Lined, Relaxed fit, minimal stretch
Style Number/Barcode: 06201-0186
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy and Poised Plaid Skinny Pants
Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.
Fit & Features
- Mid-rise fit
- Single-button with zipper closure
- Slant pockets
- Two zippered pockets
- Belt loops
- Plaid print
- Stretchy woven fabric with skinny leg fit
Style Number/Barcode: 06402-0289
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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Keeping Knit Casual Hoodie Mini Dress
Keep it casual in a mini dress that is part cozy and part glam. The hoodie mini dress features a corset bodice with piping detail, long sleeves, a hoodie, and a mini length silhouette. The mini dress is composed of a knit fabric that offers a form hugging fit. Complete look with chunky sneakers.
Fit & Features
- Corset-like bodice with piping seams
- Hoodie
- Long sleeves with ribbed cuff
- Mini length silhouette
- Form hugging fit
Style Number/Barcode: 06002-0670
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tie Waist Plaid Shorts
Cinch your waist in these chic shorts! The shorts feature a plaid pattern. a high rise waist, a tie waist belt with loops. and a cheeky bottom. Complete look with a basic bodysuit.
Fit & Features
- High rise waist
- Tie waist belt with loops
- Plaid print
- Cheeky bottom
- Stretchy lightweight woven fabric
Style Number/Barcode: 06403-0138
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Asymmetrical Hem Mini Skirt
Let this skirt take your look to the next level! The skirt features a high rise waist, a plaid print, and an asymmetrical hem. Complete look with bodysuit and ankle booties.
Fit & Features
- High rise waist
- Plaid print
- Asymmetrical hem
Style Number/Barcode: 06501-0323
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Playfully Poised Plaid Mini Skirt
Keep it poised in a plaid skirt that stuns! The skirt features a high rise waist, a plaid print, and a mini side slit. The skirt is composed of lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with ankle booties.
Fit & Features
- High rise waist
- Plaid print
- Mini side slit
- Lightweight woven fabric
- Form hugging fit, minimal stretch
- Back zipper closure
Style Number/Barcode: 06401-0270
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Leather Ruched Stiletto Boots
Step out in these chic boots that elevate all your outfits. The boots feature a below-the-knee fit, a ruched body, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed midi dress and a moto jacket for a date night.
Fit & Features
- Below the knee fit
- Ruched body
- Inner zipper closure
- Pointed toe
- Stiletto heel
- Faux leather material
Please be advised that these boots run 1/2 a size small.
Style Number/Barcode: 07402-0257
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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Feline Fierce Over the Knee Boots
Strike a fierce impression in boots that slay! The boots feature an over the knee fit, a leopard print, a pointed toe, and a block heel. Complete look with a trendy romper.
Fit & Features
- Over the knee fit
- Pointed toe
- Leopard print
- Block heel
- Faux suede material
Style Number/Barcode: 07402-0256
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Buckle Detail Pointed Toe Block Heel Boots
Elevate your style with these chic block heel boots! They feature a trendy pointed toe, back zipper closure with gold hardware, gold buckle strap accents, and a faux suede and smooth thick nylon material. Pair these boots with a sweater dress for your next holiday party!
Fit & Features
- Below the knee design
- Pointed toe
- Block heel
- Back zipper closure
- Buckle strap accents
- Faux suede and smooth nylon material
Please be advised that these boots run 1/2 a size small.
Style Number/Barcode: 07402-0255
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Twist Front Crop Top
Add a stylish twist to your everyday crop top with this trendy piece! The top features long fitted sleeves, a twist front detail, and a cropped, form-hugging fit. Pair this soft brushed knit top with high rise jeans and chunky sneaks.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Twist front detail
- Cropped, form-hugging fit
- Brushed knit fabric
- Plenty of stretch
Style Number/Barcode: 06001-2993
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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Such A Trendy Vibe Ribbed Knit Crop Top
Get a trendy vibe in this adorable ribbed knit crop top! It features a mock neckline, long fitted sleeves, and a cropped hem with a front drawstring to cinch. Pair this top with high rise faux leather joggers for a stylish and edgy feel.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Cropped, form-hugging fit
- Front drawstring
- Ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06001-2996
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free