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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Casual Vibes High-Rise Skinny Jeans
Bring the casual vibes to your everyday look with these high-rise skinny jeans. They feature a high-rise waist, a destructed detailing, and a skinny-leg fit that cuts off at the ankle. The medium-wash denim fabric offers a form hugging fit with minimal stretch. Style these jeans with a cute crop top and sneakers.
Fit & Features
- High-rise waist
- Destructed detailing
- Skinny-leg fit, ankle-cut hem
- Medium wash denim fabric
- Form hugging fit, minimal stretch, runs true to size
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
Style Number/Barcode: 06602-0331
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Perfect Swirls V-Neck Mini Dress
Perfectly swirled and smoothed to perfection! Showcase a head-turning look in this sleeveless mini dress featuring a v-neck, bungee spaghetti straps, bodycon silhouette, slit accent, and a marble print on brushed knit fabric. Complete the look in lace-up heels for a summer party.
Fit & Features
- Sleeveless, v-neck, bungee spaghetti straps
- Bodycon silhouette
- Slit accent
- Mini-length hem
- Marble print
- Brushed knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4660
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Day Trippin' Acid Wash Denim Jacket
Have yourself a daytime adventure in a denim jacket that slays! This acid wash jean jacket features long sleeves with button cuffs, a collared neckline, flap pockets, and an elasticized cinched back hem. Complete your trendy look in a bodysuit and jeans.
Fit & Features
- Long sleeves, button cuffs
- Collared neckline, flap pockets
- Button-down front closures
- Cropped length
- Elasticized cinched back hem
- Acid wash denim
- Runs true to size
Style Number/Barcode: 06203-0479
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flip The Switch Low-Rise Straight Leg Denim Jeans
Set the fashion trend rocking these low-rise straight-leg jeans featuring an eye-catching flip-style waist, front distressed accents, and a raw cut hem. Complete the look in a sleeveless top and heels.
Fit & Features
- Low-rise flip-style waist
- Front distressed accents
- Straight-leg silhouette
- Raw cut hem
- Front button and hidden zipper closure
- Five-pocket styling, belt loops
- Cotton fabric, no stretch
- Runs true to size
Style Number/Barcode: 06602-0399
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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Simply Cute Faux Wool Beret
Add this sweet and simple faux wool beret to elevate your everyday style! Complete the look in a sweater dress, coat, and knee-high boots.
Fit & Features
- Classic beret style
- Faux wool material
Style Number/Barcode: 07302-1348
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sincerely Love Corduroy Jumpsuit
You'll sincerely love this corduroy jumpsuit for all of your fall festivities! The jumpsuit features short sleeves, a collar neckline, zipper front closure, a tie-waist belt with belt loops, and a straight-leg silhouette. Complete the look in pointed-toe booties.
Fit & Features
- Short sleeves
- Collar neckline
- Zipper front closure
- Tie-waist belt with belt loops
- Straight-leg silhouette
- Corduroy woven non-stretch fabric
- Fits true to size
Style Number/Barcode: 06302-0684
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cutely Charming One-Shoulder Crop Top
Go ahead and strut your cute and charming self in this sleeveless crop top to elevate your basics collection! It boasts a one-shoulder neckline with a cinch detail, and a fitted crop hem on stretchy rib knit fabric. Complete the look in a denim midi skirt and sandals!
Fit & Features
- Stretchy rib knit fabric
- One-shoulder neckline
- Tank strap with cinch detail
- Fitted crop length hem
- Runs true to size
Style Number/Barcode: 06002-1909
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy On Down Faux Sherpa Block Heel Booties
Be bold and cozy in these faux sherpa booties! Crafted from faux suede and sherpa, these comfy yet chic booties feature a pointed toe and block heel for an eye-catching look. Plus, the foldover styling makes it easy to pull on and off! Complete the look in a trendy jacket for a pumpkin patch or coffee with friends!
Fit & Features
- Faux suede pointed-toe, block heel
- Faux sherpa foldover design
- Pull on-and-off styling
- Runs true to size
Style Number/Barcode: 07402-0954
Category Name: 2026 Fall Outfit Trends
Price: $27.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Nothing But Love Mesh Floral Surplice
Romance is well and alive this season with this alluring mesh top. This blouse features a deep surplice front, elasticized sleeve openings, a semi-sheer back and fully lined front. It's made of a mesh fabric with plenty of stretch.Style Number/Barcode: 06001-1404
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All The Fuzz Cropped Pullover Sweater
Stay cozy in the chilly temps this season with a cute pull over! This sweater features a round neckline, narrow long sleeves and a cropped hem. Sweater is composed of a soft knit fabric with eyelash and wide ribbed detailing. Pair with your fav high waist skirt and thigh high boots!
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0071
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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Leopard Mock Neck Crop Top
Show a little sass girl! We encourage it! This mock neck top is designed with long sleeves, a cropped hem that hits mid torso, and is composed of a cotton like material that offers moderate stretch and showcases our fave leopard print pattern. Pair with your fav satin midi skirt, or denim!
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-1861
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Comfy-Chic Ribbed Knit Midi Dress
Look so comfy-chic in this adorable ribbed knit midi dress! It features a deep V neckline, adjustable spaghetti straps, and a mid-calf length curve-hugging fit. Pair this dress under a sleek faux leather moto jacket and accessorize with a layered necklace for a date night out.
Fit & Features
- V neckline
- Adjustable spaghetti straps
- Mid-length, form-hugging fit
- Ribbed knit fabric
Style Number/Barcode: 05102-1041
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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Belted Baddie Faux Leather Moto Jacket
Show off your baddie side with a jacket that can be layered to create chic night out outfits. The moto jacket features a collared neckline, an asymmetrical zipper front, faux zippered pocket, faux small pocket, side pockets, and a belted waist. Complete look with a ribbed midi dress and combat boots.
Fit & Features
- Collared neckline
- Asymmetrical zippered front
- Faux zippered pocket
- Faux small pocket with snap button closure
- Side pockets
- Long sleeves, belted waist
- Lined faux leather fabric, form-hugging fit, slight stretch
Style Number/Barcode: 06204-0740
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Totally Basic Vibes Ribbed Crop Top
Rock basic vibes in a crop top that is part cute and part casual. The crop top features a mock neckline, long sleeves, and a ladder back detail. The top is composed of a ribbed knit fabric that offers a form hugging fit with slight stretch. Complete look with high waist joggers.
Fit & Features
- Mock neck
- Long sleeves
- Ladderback design
- Cropped hem
- Ribbed knit fabric
- Form hugging fit
- Slight stretch
Style Number/Barcode: 06001-2969
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Rise Cutout Boyfriend Jeans
Elevate your look to the next level with trendy boyfriend jeans! The jeans feature a high-rise waist, a cutout waistband detail, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, and a boyfriend leg with raw edge hem. Complete look with a crop top and combat boots.
Fit & Features
- High rise waist
- Cutout waistband detail
- Single-button with hidden zipper closure
- Traditional five-pocket with belt loop design
- Boyfriend leg, raw edge hem
- Relaxed fit, runs true to size
Style Number/Barcode: 06602-0253
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sleek Flared High Waist Pants
Channel a sleek look that is perf for nailing those chic workwear outfits. The pants feature a high-rise waist, sleek cross-straps at the waist, and a straight leg fit with a flared hem. The pants are composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with a blouse and blazer.
Fit & Features
- High-rise waist
- Cross-straps at the waist
- Straight leg fit
- Flared hem
- Crepe fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0680
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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Trendy Vibes Lace-Up Sock Booties
Bring those trendy vibes to your casual 'fit with these cool sock booties. They feature a round toe, a front lace-up design, a chunky lug sole, and an above the ankle fit. Style these booties with a mini dress and a cute denim jacket.
Fit & Features
- Round toe
- Lace-up design
- Lug sole
- Above the ankle fit
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1436
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Move Shoulder Bag
Minimalist with a twist—this shoulder bag elevated any look. The smooth faux leather finish and mixed-metal chain detail make it the perfect purse for day or night.
Fit & Features
- Top shoulder strap with chain accents
- Top zipper closure
- Spacious lined interior
- Smooth faux leather material
Style Number/Barcode: 07203-2102
Category Name: 2026 Fall Outfit Trends
Price: $25.90
Availability: Out of Stock
Product Badge:- Ships Free
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Walk It Out Faux Suede Booties
Walk it out in style with booties that take your look to the next level! The booties feature a mid-calf fit, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with a plaid top and high waist jeans.
Fit & Features
- Mid-calf fit
- Pointed toe
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1455
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Slit Attraction Cutout Mini Skirt
Attract all the attention in this bodycon mini skirt featuring a high-rise waist and side slit cutout design on slinky-knit-lined fabric with plenty of stretch. Complete your fabulous look in a crop top and heels.
Fit & Features
- High-rise waist
- Side slit cutout design
- Bodycon silhouette
- Mini-length hem
- Slinky-knit-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0698
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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A Night In Satin Wrap Mini Skirt
Have a chic night in this satin mini skirt designed to flaunt your curves in a flattering, high-rise elasticized waist, asymmetrical wrap front, and bodycon silhouette. Complete your party look in a bustier and strappy heels.
Fit & Features
- High-rise elasticized waist
- Asymmetrical wrap front
- Bodycon silhouette
- Mini-length hem
- Smooth satin fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06501-0750
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Walk The Halls Corduroy Crop Jacket
Walk the halls confidently knowing your fit is on trend in the corduroy crop jacket! It features a relaxed silhouette, long sleeves with button cuffs, a collar neckline, button-down front closures, flap pockets, and a raw hem with an elastic back. Complete the look in new boyfriend jeans.
Fit & Features
- Long sleeves with button cuffs
- Collar neckline
- Front button-down closures
- Flap pockets
- Cropped raw hem with elastic back
- Corduroy fabric
- Fits true to size
Style Number/Barcode: 06204-1510
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Chill Crew Neck Knit Dress
You'll feel effortlessly chill in this basic midi dress perfect for looking cute on the go! It features short sleeves, a crew neck, a bodycon silhouette, a side slit accent, and a knee-length hem. The dress is composed of a soft hacci rib knit fabric with plenty of stretch. Style with trendy flat sandals for grabbing coffee!
Fit & Features
- Short sleeves
- Crew neck
- Bodycon silhouette
- Side slit accent
- Knee-length hem
- Hacci rib knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5190
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Marsha Formal Long Sleeve Pleated Cutout Dress
Special Occasion
Make your memorable mark in the Marsha formal dress as a sultry sight for all the sore eyes! She features pretty long peasant sleeves, a plunge-open neckline with a hoop insert, a cutout waist, and a flattering slim silhouette, high front slit, and floor-length hem. The formal dress is composed of a pleated knit fabric with a stretchy short knit lining. Complete the look with dangly earrings and a clutch for a dressy event!
Fit & Features
- Peasant long sleeves
- Plunge open neckline, hoop insert, cutout waist
- Back zipper and hook-eye closure
- Slim silhouette, high front slit, floor-length hem
- Pleated knit fabric, stretchy short knit lining
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05002-6980
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale