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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Harper Mid-Rise Frayed Skinny Jeans by Windsor Denim
Forever flattering and so stylish, what more could you ask for? This pair of Harper mid-rise skinny jeans by Windsor Denim feature a skinny-leg silhouette, a clean design with no distressing, and a trendy frayed hem. The medium-wash denim fabric has a vintage-inspired color fade effect and offers a form-hugging fit with a moderate stretch. Style with your favorite bodysuit and clear heels.
Fit & Features
- Mid-rise waist
- Skinny-leg silhouette
- Clean design, no distressing
- Frayed hem
- Five-pocket design, belt loops, front button, hidden zipper closure
- Medium-wash denim fabric, color fade effect
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0356
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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Dog Mom Graphic Crop Tee
Dog lover is an understatement, your fur babies only get the best! This black top features a round neckline, short sleeves, a white contrasting graphic that reads: "Dog Mom" and a knotted bodice. Top is composed of a knit fabric.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06002-0002
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Destructed High-Rise Skinny Jeans
These trendy destructed skinny jeans will be your new fave pair of denim! They feature a high-rise waist, a traditional five-pocket and belt loop design, a front button closure, major destructed detailing, and a skinny leg fit. Style these jeans with casual sneakers.
Fit & Features
- High-rise waist
- Destructed detailing
- Skinny leg fit
- Traditional five-pocket and belt loop design
- Front button closure
- Denim fabric
- Runs true to size
Style Number/Barcode: 06602-0220
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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Bring The Drama Faux Leather Bodycon
Bring the drama in a bodycon that creates a head-turning moment! The dress features a plunging V-neckline, long puff sleeves, a cinching belted waist, and a mini-length silhouette. The dress is composed of a curve-hugging faux leather fabric that offers a moderate stretch. Complete look with clear mules.
Fit & Features
- Plunging V-neckline
- Long puff sleeves
- Belted waist
- Mini length silhouette
- Faux leather fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1320
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Taylor Distressed Cropped Skinny Jeans
The Taylor cropped skinny jeans are a stylish staple you need in your closet. They feature a high-rise waist, distressing with destructed detailing at the knees, a skinny-leg fit, and a cropped, destructed, and frayed hem. The medium wash denim fabric offers a moderate stretch for comfortable wear. Pair these jeans with a basic tee and sneakers for a casual everyday 'fit.
Fit & Features
- High-rise waist
- Five-pocket and belt loop design
- Front button and hidden zipper closure
- Skinny-leg fit
- Distressing, destructed detailing at the knees
- Cropped, destructed, and frayed hem
- Medium wash denim fabric, moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 06602-0282
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Western Romance Embroidered Floral Cowboy Hat
Meet your new fave this embroidered floral cowboy hat. With faux suede and chic floral embroidery, it's perfect for adding flair to any outfit. Adjustable for the perfect fit!
Fit & Features
- Faux suede material
- Wide brim
- Embroidered floral design on the brim and under the brim
- Interior adjustable strings
Style Number/Barcode: 07302-1707
Category Name: 2026 Fall Outfit Trends
Price: $25.90
Availability: Out of Stock
Product Badge:- Ships Free
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Cinched And Chic Belted Trench Coat
Keep it cinched with a chic trench coat that layers over your favorite flared pants! The woven trench coat features a collared lapel neckline, long sleeves with buttoned cuffs, a double-breast button closure, a removable tie-waist belt, side pockets, and a mid-length hem.
Fit & Features
- Collared lapel neckline
- Long sleeves with buttoned cuffs
- Double breast button closures
- Removable tie waist belt, side pockets
- Mid-thigh length
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1078
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alluring Accents Bodycon Mini Dress
You'll love the alluring accents of this trendy-chic bodycon mini dress. It features a sleeveless square neckline, spaghetti straps, a revealing side cutout at the waist, ruching down one side with an adjustable drawstring, and a short, curve-hugging fit. The smooth knit fabric features an all-over snake print pattern. Style this dress with clear heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Side cutout at the waist
- Ruching down one side, adjustable drawstring
- Bodycon silhouette, mini hem
- Snake print, lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4473
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Looking For The One Basic Long Sleeve Maxi Dress
Dare to be bold this season and fall in love with this basic maxi dress! Its fitted long sleeves, crew neckline, and bodycon silhouette hug your figure in all the right places all the way down to the maxi-length hem. The dress is composed of a double-lined rib knit fabric with plenty of stretch. Complete the look in block heels and a handbag for any day or night occasion!
Fit & Features
- Fitted long sleeves
- Crew neckline
- Bodycon silhouette
- Maxi-length hem
- Double-lined rib knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5375
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Essential Ribbed Knit High Slit Midi Dress
Accessorize a ribbed knit midi dress for the perfect fall outfit. The dress features a plunging V-neckline, long fitted sleeves, and a bold high slit. Complete your outfit with thigh-high boots.
Fit & Features
- Ribbed knit fabric with plenty of stretch
- V-neckline
- Long fitted sleeves
- High side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2079
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Play Date High Rise Straight-Leg Pants
Play up a cute and comfy style with these knit pants for all of your casual plans! The pants feature a flattering high-rise banded waist and a straight-leg silhouette on stretchy rib knit fabric. Complete the look with the matching cardigan.
Shop Matching Top: Play Date Sweater Knit Cardigan
Fit & Features
- High-rise banded waist
- Straight leg silhouette
- Stretchy sweater rib knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2391
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layered Cutie Cable Knit Cardigan
Layer up in this essential cardigan! It features a drape open front, long sleeves and ribbed hem. The all over cable knit fabric offers a cozy oversized fit with a moderate stretch and a soft to the touch feel.Style Number/Barcode: 06005-0246
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cosmopolitan Chic Belted Trench Coat
Keep it cute and chic with a light weight trench coat! Not only perfect atop your work wear attire, but can also be dressed down with the right pair of denim and sneakers!
Fit & Features
- Collared neckline
- Double breasted design
- Button closures
- Long sleeves
- Tie waist belt | Long hemline
- Lightweight material | No stretch
- Relaxed fit | Cinched waistline
Style Number/Barcode: 06204-0420
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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Stroll Along Surplice Tie Waist Mini Dress
Stroll along the city streets in this casual mini dress perfect for a day out! The mini dress features relaxed long sleeves with banded cuffs, a V-neckline with a surplice accent, a tie-waist belt, and a flattering bodycon fit on stretchy knit fabric. Complete the look with a crossbody bag.
Fit & Features
- Relaxed long sleeves, banded cuffs
- V-neckline, surplice accent
- Tie-waist belt
- Bodycon fit
- Mini-length hem
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5354
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Attract And Allure Marble Print Midi Dress
Attract and allure in this marble print midi dress that puts your curves on display! It features a high crew neckline, long fitted sleeves, a midi-length hem with a form-hugging silhouette, and an all-over trendy marble print pattern. The sheer mesh fabric includes a full-length sleeveless knit lining. Style this mid-length dress with clear heel mules for a cool-girl vibe for a rooftop bar!
Fit & Features
- Crew neckline
- Long fitted sleeves
- Midi-length hem, form-hugging fit
- Marble print, sheer mesh fabric
- Full-length sleeveless knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5403
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Be Honest Ruched Tie Front Top
Make 'em tell the truth in this sexy tie front bodysuit. This totally on-trend piece features elasticized trim, a tie front, and a bottom snap button closure. It's made of stretchy fabric for the perfect body-hugging fit.
Black: Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Red: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06001-1737
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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Could Not Resist Faux Suede Booties
We could not resist the idea of a closet full of booties! This pair is a closet staple with its simple, classic design!
Fit & Features
- Almond toe
- Mid height stacked heel
- Ankle fit
- Elastic Sides for easy off and on
- Faux Suede
Style Number/Barcode: 07403-0178
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Need For Basics Ribbed Midi Dress
Get your need for basics in a dress that can be dressed up or dressed down for your next day out. The dress features a trendy square neckline, tank-like straps, and a midi length silhouette. Complete your look with clear heels and statement hoop earrings.
Fit & Features
- Sleeveless square neckline
- Tank-like straps
- Midi length silhouette
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0871
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Fab Sleeveless Plaid Mini Dress
Keep it so fab in a plaid dress that impresses! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with combat boots and layer with a long sleeve top.
Fit & Features
- Sleeveless square neckline
- Plaid print
- Spaghetti straps
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4231
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keeping Knit Basic Crop Top
Lay on basics with this fab crop top! The top features a crew neckline, short sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching duster and chunky sneakers.
Shop Matching Duster: Keeping Knit Cozy Basic Duster
Fit & Features
- Crew neckline
- Short sleeves
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-0988
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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Modern Sixties Babe PU Flare Pants
Trend-right with this sixties-inspired PU flare pants featuring a high-rise waist with a front button and hidden zipper closure, side pockets, belt loops, a hip-hugging fit, and pintuck seams down the front. Complete the look in a printed blouse for a party.
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Side pockets, belt loops
- Hip-hugging fit
- Pintuck seams down the front
- Flare-leg silhouette
- Non-stretch PU fabric, lined
- Runs true to size
Style Number/Barcode: 06402-0591
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crisp Breeze Striped Sweater Topper
Crisp breeze? She’s ready. This striped sweater brings cozy charm with a throw-on-and-go fit made for coffee runs, apple picking, or romanticizing your Tuesday errands.
Fit & Features
- Striped pattern, soft knit stretch fabric
- Crew neck
- Long sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000104
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Puffer Crop Jacket
Achieve an effortlessly cool streetwear vibe by styling this puffer crop jacket for a day in the city! It features long sleeves with elasticized cuffs, a collar neckline, a front zipper, and hidden side pockets. The jacket is composed of an insulated nylon-woven fabric designed to help keep you warm and protected from the elements! Complete the look in skinny jeans.
Fit & Features
- Long sleeves with elasticized cuffs
- Collar neckline
- Front zipper, hidden side pockets
- Cropped length
- Insulated nylon-woven fabric
- Fits true to size
Style Number/Barcode: 06201-0340
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Next-Level Cool Satin Bomber Jacket
This smooth satin bomber jacket will make your 'fit next-level cool. It features a ribbed knit collar, long sleeves, a zip-front design, dual faux flap pockets at the chest, a cropped hem with a relaxed fit, and ribbed knit trims. The ultra-smooth satin woven fabric includes a lining and offers minimal stretch. Effortlessly stylish, layer this satin bomber jacket over a mini dress with clear heels for a night out bar-hopping!
Fit & Features
- Ribbed knit collar, long sleeves
- Complete zip-front design
- Dual faux flap pockets
- Cropped hem, relaxed fit
- Ribbed knit trims
- Woven satin fabric, smooth woven lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1653
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free