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 Microsuede Slip On Sneakers
Keep it casual in sneakers that perfectly pair with your basic essential pieces for an effortlessly put-together look. The sneakers feature an easy slip-on design, an almond toe, and a faux microsuede body. Complete your look with matching separates and a dainty layered necklace.
Fit & Features
- Slip-on design
- Almond toe
- Faux microsuede body
- Elastic goring on each side
- Contrasting white sole
Style Number/Barcode: 07407-0156
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Moment Slip On Sneakers
Keep it casual in sneakers to have a cute look ready in minutes. The sneakers feature an easy slip-on design, a round toe, and a canvas material body. Complete your effortlessly casual look with a statement sleeve crop top and high waist jeans.
Fit & Features
- Slip-on design
- Almond toe
- Canvas material body
- Elastic goring on each side
- Contrasting white sole
Style Number/Barcode: 07407-0157
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped In Stripes Brushed Knit Top
Wrap yourself in a stylish striped top that is always on-trend. The top features a multi-colored striped print, a plunging V-neckline, and a wrap bodice with ties at the hem. The top is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high rise skinny jeans and chunky dad sneakers.
Fit & Features
- Plunging V-neckline
- Wrap bodice with tie straps at the hem
- Multicolored horizontal stripe design
- Long sleeves
- Brushed knit fabric
- Relaxed fit, moderate stretch
Style Number/Barcode: 06001-2950
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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Comfy Vibes Ribbed Knit Jogger Jumpsuit
Get major comfy vibes in this adorable ribbed knit jumpsuit! It features a high rise elastic banded waist with a faux tie front detail, relaxed fitting jogger pants, and a stretchy knit fabric perfect for lounging at home. Pair this jumpsuit with chunky sneakers for a casual look or elevate it with clear heels.
Fit & Features
- Crew neckline
- Short sleeves with rolled hems
- High rise elastic banded waist
- Faux tie front
- Slanted front pockets
- Jogger pants with elastic banded hems
- Ribbed knit fabric with plenty of stretch
Style Number/Barcode: 06502-0471
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Suede Fishnet Ankle Stiletto Booties
Give your look a trendy vibe in these faux suede stiletto booties! They feature a pointed toe, a fishnet ankle design, and a sleek stiletto heel. Pair these chic booties with a basic mini dress for fab 'fit.
Fit & Features
- Pointed toe
- Fishnet ankle design
- Stiletto heel
- Partial faux suede material
Please be advised that these booties run 1/2 a size small.
Style Number/Barcode: 07403-0392
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede Lace Up Combat Booties
Bring some edge in combat booties that slay! The booties feature a lace-up front with metal grommets, a lug sole, and a statement stacked block heel. Complete your look with high waist jeans and a mesh top.
Fit & Features
- Around the ankle length
- Inner zipper closure
- Lace-up front with metal grommets
- Almond toe
- Lug sole
- Stacked block heel
- Faux suede material
Style Number/Barcode: 07403-0388
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede Over The Knee Block Heel Boots
Style it up in chic faux suede in these stylish over the knee boots! They feature a flattering pointed toe, sturdy block heel and half faux suede and half elastic knit material for a unique look. Pair these boots with a cute sweater dress for a date night out with bae.
Fit & Features
- Over the knee design
- Pointed toe
- Inner zipper closure
- Block heel
- Half faux suede, half elastic knit material
Style Number/Barcode: 07402-0207
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strappy And Stylin' Stiletto Heels
Keep it stylish in these strappy stiletto heels! They feature a thin strappy design with an adjustable ankle strap and a sleek stiletto heel. Pair these basic heels with chic dress pants and a flowy blouse for the perfect workwear look.
Fit & Features
- Almond toe
- Thin toe strap
- Strappy design with adjustable ankle strap
- Open back
- Stiletto heel
- Faux nubuck material
Please be advised that these heels run 1 size too small.
Style Number/Barcode: 07401-2458
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lead The Way Faux Leather Over The Knee Boots
Lead the way in in these of the moment faux leather over the knee boots! They feature a trendy pointed toe with a sturdy block heel and inner zipper closure. Pair these boots with an adorable plaid mini skirt for a total it-girl vibe.
Fit & Features
- Over the knee design
- Pointed toe
- Block heel
- Inner zipper closure
- PU material
Style Number/Barcode: 07402-0211
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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Faux Suede Over The Knee Block Heel Boots
Level up your luxe look in these chic faux suede over the knee boots! They feature a sturdy block heel with a cute tie back detail and a slouched fit. Pair these boots with an adorable ribbed knit mini dress for an elevated vibe.
Fit & Features
- Over the knee design
- Almond toe
- Block heel
- Inner zipper closure
- Tie back detail
- Faux suede material
- Slouched fit
Style Number/Barcode: 07402-0213
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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Let's Be Clear PVC Patent Faux Leather Mules
Now let's be clear - these patent faux leather mules couldn't get any cuter! They feature a clear PVC wide band and a short block heel. Pair these mules with paper bag waist pants to elevate your work from home look.
Fit & Features
- Square toe
- Clear PVC wide band
- Short block heel
- Patent faux leather material
Style Number/Barcode: 07401-2456
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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Stylish And Sleek Embossed Block Heels
These stylish and sleek block heels will make your everyday 'fit all the more chic! They feature a faux leather material with an allover embossed print to add some texture. Pair these heels with high rise boyfriend style jeans for an elevated look.
Fit & Features
- Open almond toe
- Thin toe strap
- Around the ankle strap
- Closed back with zipper
- Thin block heel
- PU material with embossed print
Style Number/Barcode: 07401-2452
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe Moment Mini Croc Purse
Elevate in a purse that brings the luxe to your looks. Step out for brunch with this chic must-have purse. The purse features double handles, a fold-over closure, and a faux croc-embossed design. Complete your look with a sleek jumpsuit and clear heels.
Fit & Features
- Double handles
- Fold-over closure
- Mini rectangular body
- Faux croc-embossed pattern
- Detachable shoulder strap
Style Number/Barcode: 07203-0397
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Chic Moment Open Toe Ankle Booties
Have a major chic moment in these adorable open toe ankle booties! They feature an open back detail and a sturdy block heel. Pair these with some high waist paper bag pants for an office-ready look.
Fit & Features
- Open toe
- Open back
- Block heel
- Inner zipper closure
- Faux nubuck material
Style Number/Barcode: 07403-0389
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Casual Slay Block Heel Booties
Casually slay in your trendy 'fit by adding on these block heel booties! They feature a lace-up front, an edgy lug sole and an all-over snake print design. Pair these booties with high rise cropped jeans for a stylish vibe.
Fit & Features
- Above the ankle fit
- Inner zipper closure
- Almond toe
- Lace-up front
- Lug sole
- Block heel
- PU material with allover snake print
Style Number/Barcode: 07403-0390
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 Suede Over The Knee Block Heel Boots
Style it up in chic faux suede in these stylish over the knee boots! They feature a flattering pointed toe, sturdy block heel and half faux suede and half elastic knit material for a unique look. Pair these boots with a cute sweater dress for a date night out with bae.
Fit & Features
- Over the knee design
- Pointed toe
- Inner zipper closure
- Block heel
- Half faux suede, half elastic knit material
Style Number/Barcode: 07402-0206
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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Faux Suede Over The Knee Block Heel Boots
Get a chic, stylish look in these faux suede over the knee boots! They feature a pointed toe with a sturdy thin block heel. Pair these trendy boots with a ruched mini dress for a fall or winter date night.
Fit & Features
- Over the knee design
- Pointed toe
- Thin block heel
- Inner zipper closure
- Faux suede material
Style Number/Barcode: 07402-0209
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Style Croc Embossed Heeled Boots
Yes babe, get that sleek style in these chic croc-embossed boots! They feature a trendy pointy toe and a thin heel with faux leather material. Pair these of the moment boots with an oversized tee and bikers shorts to get that it-girl look.
Fit & Features
- Below the knee design
- Pointy toe
- Thin block heel
- Inner zipper closure
- PU material
- Croc-embossed print
Style Number/Barcode: 07402-0205
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Taking Knit Easy Biker Shorts
Take it easy in these knit biker shorts to create low-key casual outfits. The shorts feature a high rise waist and a mid-thigh length. Complete look with chunky sneakers and a long sleeve crop top.
Fit & Features
- High rise waist
- Mid-thigh length
- Knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06503-0183
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Sassy Block Heel Combat Booties
Keep it sassy in stylish snake print in these of the moment combat booties! They feature a front lace-up design with an edgy lug sole and an allover multi-colored snake print. Pair these with a simple little black dress to let the booties make the statement.
Fit & Features
- Above the ankle fit
- Lace-up front
- Rounded toe
- Inner zipper closure
- Lug sole
- Block heel
- PU material with multi-colored snake print design
Style Number/Barcode: 07403-0391
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Play On Plaid Skort
Play on in a playful plaid skort! The skort features a high rise waist, a plaid print, and a cheeky fit with skirt overlay. Complete your cute outfit with a black bodysuit and thigh high boots for a night out outfit.
Fit & Features
- High rise waist
- Plaid print
- Skirt overlay
- Cheeky fit
Style Number/Barcode: 06403-0137
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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Trendy Twist Knot Open Back Ribbed Mini Dress
Stun in a dress that makes them take a double-take with bold details! The dress features a crew neckline, fitted long sleeves, and a stunning open back with a twist knot bar strap accent. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.
Fit & Features
- Crew neckline
- Fitted long sleeves
- Open back
- Twist knot bar strap
- Ribbed knit fabric
- Mini length silhouette
- Form hugging fit, moderate stretch
Style Number/Barcode: 05102-0991
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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Ribbed Knit O-Ring Mini Dress
Keep it chic in a ribbed knit dress that has a stylish twist! The mini dress features a trendy crew neckline, an O-ring accent with waist cutouts, and composed of a ribbed knit fabric that embraces curves. Complete look with clear mules for a head-turning look.
Fit & Features
- Crew neckline
- O-ring accent with waist cutouts
- Fitted long sleeves
- Mini length silhouette
- Ribbed knit fabric
- Form-hugging fit
Style Number/Barcode: 05102-0998
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Tweed Knit Mini Skirt
Keep it trendy in a high waist mini skirt that slays. The skirt features a high rise waist, a mini side slit and composed of a tweed knit fabric. Complete look with a ribbed crop top.
Fit & Features
- High rise waist
- Mini side slit
- Tweed knit fabric
- Form hugging fit
Style Number/Barcode: 06401-0258
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance