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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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
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In A Snap Long Sleeve Ribbed Dress
Look stylish in a snap with this long sleeve dress as your base for creating fire styles! It features a v-neckline with snap-button closures, a bodycon silhouette, and a mini-length hem. Composed of a rib-knit fabric with a moderate stretch. Complete the look with booties and a cropped jacket.
Fit & Features
- Long sleeves
- V-neckline, snap-button closure
- Bodycon silhouette
- Mini-length hem
- Rib-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1034
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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Effortless And Edgy Vibes Denim Jacket
Layer on the effortless and edgy vibes with this denim jacket! It features a collared neckline, long sleeves, a button-down front, distressed detailing, and a long line relaxed fit. Style this jacket over your fave casual dress and complete the look with combat boots.
Fit & Features
- Collared neckline
- Long sleeves, cuffed hems
- Buttoned chest pockets
- Complete button-down front
- Denim fabric, distressed detailing, frayed hem
- Long line silhouette, relaxed fit
- Runs true to size
Style Number/Barcode: 06203-0138
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Throw It Back Acid Wash Cropped Denim Jacket
Throw it back with this 90's inspired denim jacket! The jacket features a collared neckline, a multi-button down front, chest pockets, long sleeves with single-button closure, and a cropped hem. The jacket is composed of an acid wash denim fabric that offers an oversized fit with minimal stretch. Complete look with a graphic tee and ankle booties.
Fit & Features
- Collared neckline
- Multi-button down front
- Chest pockets
- Long sleeves with single-button closure
- Cropped hem
- Acid wash denim fabric
- Oversized fit, minimal stretch, runs true to size
Style Number/Barcode: 06203-0135
Category Name: 2026 Fall Outfit Trends
Price: $37.97
Availability: Out of Stock
Product Badge:- Ships Free
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Living In Luxe Lurex Bustier
Live that luxe life with a glitzy bustier! The bustier features a sleeveless sweetheart neckline, spaghetti straps that lead to cross back, lace-up back, and a cropped hem. The bustier is composed of a crochet lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans.
Fit & Features
- Sleeveless sweetheart neckline
- Spaghetti straps, cross back
- Lace-up back
- Cropped hem
- Lurex knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1033
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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Cozy Prep Collared Sweater
Cozy on up this fall while still keeping your look preppy with this cute collared sweater. It features a V-neckline with a trendy polo collar, long dolman-style sleeves, and a mid-length, relaxed fit. The soft ribbed knit fabric offers a moderate stretch for comfortable wear. Style this sweater with dark wash denim and booties.
Fit & Features
- V-neckline
- Polo collar
- Long dolman sleeves, tapered hems
- Mid-length, relaxed fit
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1300
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Chic Ruched Faux Leather Mini Skirt
Turn up the heat in this super sexy mini skirt! It's made from smooth faux leather with a ruched front design. Wear it with the matching crop top to dance the night away with the girls.
Shop Matching Top: So Haute Faux Leather Crop Top
Fit & Features- High-rise waist
- Back zipper and hook and eye closure
- Faux leather fabrication
- Mini-length
- Ruched
- Form-hugging, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0322
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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So Chic Faux Leather Crop Top
Channel an edgy look with a crop top that is made for a bold babe! The crop top features a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching skirt.
Shop Matching Skirt: So Haute Ruched Faux Leather Mini Skirt
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Back zipper and hook and eye closure
- Cropped hem
- Lined faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1366
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale