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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Chic Lace Detail Cropped Tank
This chic lace detailed cropped tank is perf for transitioning your wardrobe to winter fashion! It features a sleeveless V-neckline, spaghetti straps, a dainty lace trim, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Complete the outfit with jeans and the matching cardigan for an effortless everyday look.
Shop Matching Cardigan: Chic Lace Detail Cropped Cardigan
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Lace trim
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3410
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Puff Reversible Crop Vest
The perfect reversible vest for keeping stylish and adding a warm layer. It features a sleeveless, standing collar neckline with a zipper closure and adjustable drawstring hem. The padded soft-lined fabric offers no stretch. Complete the look in a trendy long sleeve top.
Fit & Features
- Sleeveless
- Standing collar neckline
- Zipper closure
- Adjustable drawstring hem
- Padded soft-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06201-0207
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On Trend Faux Fur Cow Print Jacket
Stay on trend this season with a jacket that is perf for those layered looks! The jacket features a cow print, a collared neckline, long sleeves with snap button closure at cuff, multi-snap button front closure, two chest faux pockets, and a cropped hem. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a bodysuit and distressed jeans.
Fit & Features
- Cow print
- Collared neckline
- Long sleeves, snap button closure at cuff
- Multi-snap button front closure
- Two faux chest pockets
- Cropped hem, hidden side pockets
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06201-0208
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Camo Cutie Destructed Shacket
Keep on trend with a shacket that brings a stylish edge! The jacket features a camo print, a collared neckline, long sleeves with a raw edge cuff, a multi-button down front, two chest pockets with button closure, heavy destruction throughout, and a raw edge hem. Complete look with a bodysuit and combat boots.
Fit & Features
- Camo print
- Collared neckline
- Long sleeves, raw edge cuff
- Multi-button down front
- Two chest pockets with button closure
- Heavy destruction, raw edge hem
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1006
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The Casual Crew Cropped Sweater
Rock it out in a casual sweater to warm up those chilly days! The sweater features a crew neckline with a raw edge hem, long sleeves, and a cropped hem with a raw edge. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans.
Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Distressing throughout
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1048
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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Chic Cold-Shoulder Knit Sweater
Level up your cozy-chic look with this on-trend sweater. It features a turtleneck, a single cold shoulder design, long dolman-style sleeves, and a relaxed fit. Style this knit sweater with faux leather leggings and booties.
Fit & Features
- Turtleneck, fold-over design
- Asymmetrical cold shoulder
- Long dolman sleeves
- Mid-length, relaxed fit
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1050
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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Grunge And Glam Denim Shacket
Keep it grunge and glam with a denim shacket that brings a major edge! The shacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, heavy destruction throughout, and a longline length with raw edge hem. The shacket is composed of a denim fabric that offers a relaxed fit with minimal stretch. Complete look with boots.
Fit & Features
- Collared neckline
- Multi-button down front
- Two chest pockets
- Long sleeves
- Heavy destruction
- Longline, raw edge hem
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06203-0153
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly Posh Tie-Waist Pants
You'll look perfectly posh in these chic woven pants! They feature a high waist with a front V cut design, a tie-front accent, and form-fitting pant legs. Style these bottoms with a cute bodysuit and mules for a stylish office outfit.
Fit & Features
- High waist, front V cut design
- Tie-front detail
- Back zipper closure
- Form-hugging fit, moderate stretch
- Twill woven fabric
- Runs true to size
Style Number/Barcode: 06402-0338
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trend Alert Acrylic Geometric Purse
Start a trend with a purse that stands out! The purse features a top handle, a hexagon-shaped body with fasten closure, and a semi-transparent finish. Complete look with a form hugging bodycon and heels.
Fit & Features
- Top handle
- Hexagon-shaped body
- Fasten closure
- Semi-transparent finish
- Chain-link shoulder strap
Style Number/Barcode: 07203-0600
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Thinking About You High-Rise Boyfriend Jeans
Leave them thinking about you with these cute jeans! The jeans feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, and a straight leg style with ankle ties at the hem. The jeans offer a relaxed boyfriend fit. Complete the look with a crop top and mules.
Fit & Features
- High-rise waist
- Single-button with hidden zipper closure
- Traditional five-pocket with belt loop design
- Straight leg, ankle ties at the hem
- Relaxed boyfriend fit
- Denim fabric
- Runs true to size
Style Number/Barcode: 06602-0245
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ignite The Night Reversible Bodysuit
Ignite your next night out with a sultry bodysuit that raises the heat with sexy details! The bodysuit features a reversible design, a one-shoulder neckline, a tank-shoulder strap, a cutout, and a contrast bottom. Complete look with high waist jeans and mules.
Fit & Features
- One-shoulder neckline
- Tank shoulder strap
- Cutout
- Reversible design
- Contrast bottom
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3385
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy-Chic Cargo Utility Pants
Get that edgy-chic vibe you've been seeing all over social media with these on-trend cargo pants. They feature a high-rise belted waist, cargo-style side pockets, and a straight leg fit. Style these pants with a basic crop top and combat boots.
Fit & Features
- High-rise belted waist
- Front button, hidden zipper closure
- Cargo-style side pockets, zipper details
- Straight leg fit
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0215
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Stunning Asymmetrical Maxi Skirt
Keep it so stunning with a stylish maxi skirt! The skirt features a high-rise waist, an asymmetrical high side slit, and a maxi-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching tube top.
Shop Matching Top: So Stunning Ruched Tube Top
Fit & Features
- High-rise waist, elastic waistband
- Asymmetrical high side slit
- Maxi-length silhouette
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0428
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Back To Basics Knit Hoodie
Bring your look back to basics with a hoodie that keeps it casual and comfy! The hoodie features a zippered front, a hood, long sleeves, side pockets, and a cropped hem. The hoodie is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers.
Shop Matching Joggers: Back To Basics Knit Joggers
Fit & Features
- Zippered front
- Hood
- Long sleeves
- Side pockets
- Cropped hem
- Knit fabric
- Relaxed fit, moderate stretch, runs true to size
Style Number/Barcode: 06202-0196
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Back To Basics Knit Joggers
Bring your look back to basics with joggers that keep it casual and comfy. The joggers feature a high-rise waist with a drawstring, zippered side pockets, and a straight leg fit with a ribbed hem. Complete look with the matching zipper hoodie.
Shop Matching Hoodie: Back To Basics Knit Hoodie
Fit & Features
- Elastic high rise waist
- Drawstring
- Zippered side pockets
- Straight leg fit
- Knit fabric
- Relaxed fit, moderate stretch, runs true to size
Style Number/Barcode: 06502-0582
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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So Posh Patent Faux Leather Block Heels
Sleek and chic, these posh patent faux leather heels are a definite must-have. They feature an open almond-shaped toe, a toe and ankle strap, a back zipper closure, and a block heel. Style these heels with dress pants and a chic blouse.
Fit & Features
- Open almond-shaped toe
- Toe strap
- Ankle strap
- Back zipper closure
- Block heel
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-2812
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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Faux Real Paperbag Tie Waist Shorts
Stay ready for all the events on your social calendar with this pair of paperbag shorts! They're made in smooth faux leather with a flattering high waist fit and a waist tie. Tuck a bodysuit into them for an effortlessly chic vibe.
Fit & Features
- Faux leather material
- High waist fit
- Waist tie
- Fits true to size
Style Number/Barcode: 06403-0162
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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Boho-Chic Convertible Tube Top
This convertible tube top will give you those boho-chic vibes you've been seeing all over social media! It features a strapless neckline, a cropped, form-hugging fit, and can be worn as a halter, tie-front, or with the ties in the back. Style this versatile top with the matching pants for the perf vacay outfit.
Shop Matching Bottoms: Boho-Chic Wide-Leg Pants
Fit & Features
- Strapless neckline
- Cropped, form-hugging fit
- Versatile styling
- Knit fabric
- Runs true to size
Style Number/Barcode: 06001-3375
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Step Up Camo Long Line Jacket
Step up your casual style with this cute long line camo jacket! It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, distressed detailing, and a long line relaxed silhouette with a frayed hem. Layer this jacket over a mini dress and complete the look with booties.
Fit & Features
- Collared neckline
- Long sleeves, single-button details
- Complete button-down front, buttoned chest pockets
- Distressed detailing
- Long line relaxed fit, frayed hem
- Woven fabric, no stretch, camouflage print
- Runs true to size
Style Number/Barcode: 06204-0998
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Distressed Deets Longline Denim Jacket
Keep it edgy with a denim jacket that brings chic deets! The jacket features a collared neckline, long sleeves, a multi snap button-down front, a long line length, and heavy destruction throughout. The jacket is composed of a denim fabric that offers a relaxed fit with minimal stretch. Complete look with a ribbed mini dress and ankle booties.
Fit & Features
- Collared neckline
- Long sleeves
- Multi-button down front
- Long line length
- Heavy destruction
- Denim fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06203-0141
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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Pep It Up Cable Knit Sweater
Keep it preppy with this varsity-inspired sweater! The cable knit sweater features V-neckline, long sleeves, contrasting striped trim, and a cropped hem. Complete look with a pleated mini skirt.
Fit & Features
- V-neckline
- Long sleeves
- Contrast striped trim
- Cropped hem
- Cable knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1040
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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Sheer And Sultry Lace Bustier
Sheer and sultry, this detailed lace bustier is perf for achieving that chic look! It features a sweetheart neckline with a wired and padded bust, long sheer chiffon bishop sleeves, a satin bodice with sheer lace insets, and a mid-length, form-hugging fit. Style this top with boyfriend jeans and clear heels.
Fit & Features
- Sweetheart neckline, wired and padded bust
- Long sheer chiffon bishop sleeves, elastic cinched hems
- Satin and sheer lace-designed bodice, eyelash lace front hem
- Sheer mesh back
- Mid-length, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1371
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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Second Look Open Back Snake Top
Make them take a second look with a top that brings the drama! The top features a snake print, a mock neck with double button closure at the back, long sleeves, an open back with back ties, and a cropped hem. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with mom jeans and dainty rings.
Fit & Features
- Snake print
- Mock neck, double button closure at back
- Long sleeves
- Open back with back ties
- Cropped hem
- Lightweight woven fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06003-1370
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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Major Destruction Cropped Knit Sweater
Bring the edge to your look with a sweater that dares to go bold! The sweater features a mock neck, long sleeves, heavy destruction throughout, and a cropped hem. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and ankle booties.
Fit & Features
- Mock neck
- Long sleeves
- Heavy destruction
- Cropped hem
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1036
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance