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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Stylish Energy Marble Mesh Dress
Radiate major stylish energy in this marble print mini dress featuring a sleek, sleeveless square neck with bungee spaghetti straps, a bodycon silhouette, and a sheer mesh overlay with lining. Complete the look braid strap mules.
Fit & Features
- Sleeveless, square neck, bungee spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Marble print
- Sheer mesh overlay, lining
- Fits true to size
Style Number/Barcode: 05102-4523
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Staple Faux Leather Block Heel Booties
These smooth faux leather block heel booties are a stylish staple for the new season! They feature an ankle-high height, a pointed toe, an inner zipper closure for easy on-and-off wear, and a stacked low block heel. The booties are composed of a faux leather material. Style with a crop top and your favorite pair of denim for the cutest everyday 'fit!
Fit & Features
- Ankle-high height
- Pointed toe
- Inner zipper closure
- Stacked low block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1698
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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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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Keepin' Knit Chic Midi Sweater Dress
Keep it chic and stylish in this knit midi sweater dress, a perf transitional piece into the new season! It features a curve-hugging fit and a mid-length silhouette. Pair the dress with some trendy heeled booties for that must-have fall look.
Fit & Features
- V neckline
- Tank-like shoulder straps
- Mid-length silhouette
- Form-hugging fit
- Ribbed sweater knit fabric
Style Number/Barcode: 06005-0832
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy High Waist Flared Pants
Keep on trend with cute high waist pants that keep your look on point. The pants feature a high rise waist, side pockets, and a flared wide leg. The pants are composed of a soft to the touch modal fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Trendy Twist Knit Crop Top
Fit & Features
- High rise waist
- Side pockets
- Straight leg with a flared hem
- Modal knit fabric
- Matching crop top sold separately
Style Number/Barcode: 06502-0460
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Lace Detail Cropped Cardigan
This chic lace detailed cropped cardigan is perf for transitioning your wardrobe to winter fashion! It features long fitted sleeves, a dainty lace trim, a button-down front, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Complete the outfit with jeans and the matching tank for an effortless everyday look.
Shop Matching Top: Chic Lace Detail Cropped Tank
Fit & Features
- Long fitted sleeves
- Lace trim
- Button-down front
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0205
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cuddle Up Cable Knit Sweater
Cuddle up in this cozy-chic cable knit sweater! It features a ribbed mock neckline, long dolman-style sleeves with cable knit detailing, and a relaxed, comfortable fit. Style this sweater with leggings and booties.
Fit & Features
- Ribbed mock neckline
- Long dolman sleeves, cable knit detailing
- Ribbed hems
- Relaxed fit
- Knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1096
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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Cozy Days Long Plaid Shacket
Channel a cozy chic look with a shacket to layer over your favorite basics! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, a below-the-knee length, and dual side slits at the hem. The shacket is composed of a lined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with boots!
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front, two chest pockets
- Long sleeves, single-button cuff
- Below the knee length, dual side slits at hem
- Lined faux wool fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-0938
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy Muse Pleated Mini Skirt
Showcase your stylish influence with this preppy pleated mini skirt! It features a high-rise fitted waist, chic pleated detailing, and a short, flared-out silhouette. Style with a basic bodysuit and knee-high boots.
Fit & Features
- High-rise fitted waist
- Back zipper, hook and eye closure
- Pleating
- Mini-length hem
- Flared-out silhouette
- Smooth woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0509
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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Salute Your Style Camouflage Belted Trench
Take your style to a commanding place! This fashion-forward camouflage trench is the perfect fall essential. It features long sleeves with belt loops and a buttoned strap, a lapel collar neckline, a button-down front, an adjustable belted waist with buckle closure, front pockets, and a longline hem. The trench coat is designed with heavy distressing throughout for an edgy look and is composed of a cotton woven fabric. Layer over your casual 'fit and style with sleek booties.
Fit & Features
- Long sleeves, belt loop cuffs, buttoned strap
- Lapel collar neckline, button-down front
- Adjustable belted waist, buckle closure
- Longline hem, front pockets
- Heavy distressing, camouflage print
- Woven cotton fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1626
Category Name: 2026 Fall Outfit Trends
Price: $28.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Look Again Ponte High-Rise Cargo Joggers
Reinvent your wardrobe with these ponte joggers perfect for everyday styling! The jogger pants feature a modern, high-rise waist, and a slim relaxed leg silhouette for an ultra-flattering fit. Plus, all the functional details you need—side and back pockets, cargo-style flap pockets, elasticized cuffs, and pintuck seams down the front for added flare. Complete the look in a basic long sleeve top and pumps for a casual business lunch or meeting up with the girls!
Fit & Features
- High-rise waist, belt loop accents
- Hidden front hook-eye and zipper closure
- Side and back pockets, cargo-flap pockets
- Pintuck seams down the front
- Slim, relaxed fit silhouette, elasticized cuffs
- Smooth ponte knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2402
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stay Fab Feather Bag
Keep your look fab and trendy with this eye-catching bag. It features a top kiss lock closure, an included chain-link shoulder strap, and all-over feathers. Style with sleek hoops and strappy stilettos.
Fit & Features
- Top kiss lock metal closure
- Detachable chain-link shoulder strap
- Feather details
Style Number/Barcode: 07203-1081
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Down To Business Belted Trench Coat
Get down to business 'cause you a boss! Make some power moves in this stylish trench coat.
Fits & Features
- Zip Front Closure
- Long Sleeves
- Mock Neckline
- Buttoned Breast Lapels & Shoulders
- Removable Belt At Mid Waist I Slant Hand Pockets
- Flared Hem I Slit At Center Front
- Crepe Composition
Red: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Burgundy: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0147
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ardell Wispies Lashes
Glam up your eyes with these gorgeous lashes! The Ardell Wispies lashes offer a natural, long feathered, and glamorous look, are easy to apply, and are even reusable! The Deluxe pack includes two pairs of lashes, clear white DUO adhesive, and a lash applicator. Perfect for your next special occasion or night out! Complete the look in a floor-length formal dress and sparkly glitter heels to create a glamorous outfit.
Fit & Features
- Deluxe lash pack
- Two pairs of lashes
- One eyelash DUO adhesive glue
- One lash applicator tool
- How-to-apply instructions included
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07307-0265
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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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City Chic Plaid Longline Blazer
Channel a city chic vibe with a blazer to layer over your trendy outfits. The blazer features a plaid print, a collared neckline, quarter-length sleeves, and a knee-length hem. The blazer is composed of knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.
Fit & Features
- Collared lapel neckline
- 3/4 sleeves
- Longline length
- Plaid print
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1127
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Sophistication Faux Leather Beret
Keep on trend in a beret that provides the finishing touch to your look! The hat features a traditional beret design and is composed of a faux leather material. Complete your look with a trench coat and boots.
Fit & Features
- Traditional beret design
- Faux leather material
Style Number/Barcode: 07302-0429
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All Business Sweater Mini Dress
All business with some pleasure! Take this sweater mini dress from office hours to happy hour. It features a sleeveless, v-neck, and a form-fitting silhouette. Complete the look with a chic clutch.
Shop More Styles: The Sweater Collection
Fit & Features
- Sleeveless, v-neck
- Form-fitting silhouette
- Mini-length hem
- Sweater rib-knit
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1529
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Luxurious Views Satin Sweetheart Corset Top
Treat yourself to the ultimate luxury in this satin corset top! Form-fitting and chic, this corset top hugs curves with flexible boning inserts and a flattering sweetheart neckline. Dual wide shoulder straps, a back zipper and hook-eye closure complete the look. Style with high-rise jeans for dinner and cocktails!
Fit & Features
- Sleeveless sweetheart neckline
- Dual wide shoulder straps
- Back zipper and hook-eye closure
- Flexible boning
- Cropped hem
- Silky satin-lined fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06003-2279
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Coolness In Check Faux Sherpa Bomber Jacket
Keep your coolness in check with this faux sherpa bomber jacket perf for casual styling! It features a collared neckline, long sleeves with tapered hems, a zip-front design, lined side pockets, and a relaxed fit. The lined cozy faux sherpa fabric features a trendy checkered print pattern. Layer this bomber jacket over a crop top with faux leather pants and combat boots!
Fit & Features
- Collared neckline
- Long sleeves, tapered hems
- Complete zip-front design
- Dual lined side pockets
- Relaxed fit
- Checkered print, faux sherpa fabric, smooth woven lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0409
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Sleek Faux Leather Wide-Leg Pants
These on-trend faux leather wide-leg pants will have you feeling sleek and chic! They feature a high-rise waist with a tie-front design, a hip-hugging fit, and a wide-leg silhouette. The smooth faux leather fabric offers a moderate stretch. Complete your elevated look with a cropped bustier and clear heels!
Fit & Features
- High-rise waist
- Tie-front design
- Hip-hugging fit
- Wide-leg silhouette
- Faux leather fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2449
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Winter Dreams Faux Leather Sherpa Puffer Vest
Your dream for the perfect winter closet has arrived! This puffer vest is a layering essential featuring a sleeveless design, collar neckline, zipper front closure, lined pockets to keep your hands warm, and an elasticized crop hem. The puffer vest is crafted from a faux leather insulated fabric with a cozy faux sherpa lining to help keep you warm. Complete the look in boots for a coffee run and errands!
Fit & Features
- Sleeveless, collar neckline
- Zipper front closure
- Lined pockets
- Elasticized crop hem
- Faux leather insulated fabric
- Faux sherpa lining
- Runs true to size
Style Number/Barcode: 06201-0403
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Foxy Lady Slinky Dress
Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0151
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy Chic Vibe Crossbody Purse
Elevate your everyday 'fits with this preppy chic crossbody purse. It features a fold-over design with a turn-lock closure, a chain-link shoulder strap, and a quilted exterior. Style with a jumpsuit and a structured blazer.
Fit & Features
- Rectangular shape
- Fold-over design
- Turn-lock closure
- Chain-link shoulder strap
- Faux leather material, quilted design
- Single pouch
Style Number/Barcode: 07203-1010
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale