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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Cozy In Chenille Sweater
Keep it chic and cozy in chenille! This sweater features a V neckline, long sleeves and a ribbed hem. Sweater is composed of soft to the touch chenille fabric that offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06005-0255
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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Sassy Snaps Ribbed Midi Dress
Keep it sassy as you snap into this must have! The dress features a crew neck, fitted long sleeves, a curve hugging midi length silhouette and a multi row snap button detail on the left side seam. Dress is composed of an unlined ribbed knit fabric that offers a moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0304
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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Distressed To Impress Sweater
You'll be distressed to impress with this knit sweater! It features a V neckline, long sleeves with destructed detailing, and a relaxed fit with a distressed hem. The ribbed knit fabric offers moderate stretch.
Model is 5'7" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0092
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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Brushed Knit Snake Print Hoodie
Get a comfy yet sassy look in this brushed knit snake print hoodie. It features a hood, long sleeves, and a cropped, relaxed and comfortable fit. The brushed knit fabric offers plenty of stretch.
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06002-0235
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casually Cozy Cropped Hoodie
Nothing but comfy cool feels in this hooded pullover! It features a contrasting drawstring hood, cuffed long sleeves, and a cropped hemline. The relaxed fit garment is composed of a poodle knit design with a textured knit lining and offers plenty of stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0205
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirty Babe Drop Waist Bubble Hem Skater Dress
You'll be a total flirty babe in this adorable short dress featuring a sleeveless square neckline with spaghetti straps, a V-shaped drop waist design, and a pleated skater silhouette with the cutest bubble hem. Style with hoop earrings and mules for date night!
Fit & Features
- Ribbed knit bodice, poplin woven skirt with knit lining, moderate stretch
- Square neckline
- Spaghetti straps
- V-shaped drop waist
- Short pleated skater silhouette with bubble hem
- Runs true to size
Style Number/Barcode: 05102-5907
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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Don't Mess With Me Platform Combat Boots
We don't mess around with our combat boot game! This pair of reaches above ankle and features a lace up at the front, a round toe, a platform lug sole with a short heel, and are composed of a faux leather that has a matte finish.Style Number/Barcode: 07403-0179
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glam Girl Square Sunglasses
Add some glam to your look with these sunnies! Rock them with a bikini or a crop top and denim for a chill summer day.
- Plastic Frame
- Think Arms
- Square Lenses
Style Number/Barcode: 07008-0782
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Poised Zip Up Peplum Top
Keep it poised in this peplum top that brings the charm! The top features a sweetheart neckline with a zippered front, fitted long sleeves, a high center slit, and a peplum hem. Style top with high waist pants and mules.
Fit & Features
- Sweetheart neckline
- Zippered front
- Fitted long sleeves
- High center slit
- Peplum hem
Style Number/Barcode: 06204-0439
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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City Slicker Faux Leather Brim Cabby Hat
Look city chic in this faux leather brim cabby hat perfect for styling with a trench and boots.
Fit & Features
- Faux leather brim
- Traditional cabby design
- Canvas material
Style Number/Barcode: 07302-0508
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gone Rogue Wide Leg Corduroy Pants
Let your fall fashion take over by adding these corduroy pants to your daily lineup! They feature a high-rise waist, front button, and hidden zipper closure, belt loop accents, four-pocket styling, and a wide-leg silhouette. Complete your trendy look in a bodysuit and a hat.
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Four-pocket styling
- Belt loop accents
- Wide-leg silhouette
- Non-stretch lined woven corduroy
- Fits true to size
Style Number/Barcode: 06302-0679
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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High Waist Striped Trousers
High waist is the way to go! Featuring an attached self tie belt, a banded fitted high waist line that leads down to a flared leg, and a classy vertical striped pattern. The pants are composed of a knit fabric that offers moderate stretch, and is form fitting towards the waist area. Pair them with some black heels and strut babe!Style Number/Barcode: 06502-0082
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet In Satin Mini Skirt
Hey there sweet thing! Whether it's date night or a night on the town with your babes this mini is bound to add some sweetness to your look! It is high waisted and has a zipper closure at the center back. Hem hits mid thigh and is compose of a satin like material that offers a form fit with minimal stretch. Mini is also fully lined. Pair with some strappy heels the matching top to complete the look!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06401-0026
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Precious Cargo Tie Waist Pants
Take it easy in these utilitarian-chic culotte-cut cropped pants! They feature belt loops with a removable tie waist, single-button and zip front closure, pleat detail at front and pockets at either hip, and wide legs with cargo-style flap pockets on either side. Pants are made from a brushed nylon blend with little to no stretch.Style Number/Barcode: 06302-0039
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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Stylish Zipped Crop Top
Stylishly zip up your cute and casual look with this crop! It features a mock neck, short sleeves, a half zip front with an O-ring detail, and a cropped hem. The ribbed knit top offers plenty of form-fitting stretch.Style Number/Barcode: 06002-0061
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Falling For Knit Midi Dress
Get those fall vibes going in this cute midi dress! It features a sleeveless bodice, a scoop neckline with tank-like straps and a midi length silhouette. Dress is composed of a cable knit fabric that offers a form hugging fit with slight stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0103
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cutie Cadet Cargo Pants
Ma'am, yes ma'am! Strut your stuff in these high-rise cargo pants featuring an elasticized waist and wide belt loops for accessorizing. Designed with utility pockets throughout and elasticized leg openings, this piece channels major military aesthetics. Pair with dad sneakers or your go-to combat boots for an IG worthy fit.Style Number/Barcode: 06302-0062
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bohemian Chic Lace Off-The-Shoulder Skater Dress
Channel that bohemian chic aesthetic in this airy sheer lace skater dress featuring an off-the-shoulder straight neckline with a fold-over design and sheer long fitted sleeves. The trendy V-shaped drop waist seam leads to a short uneven hem with a flowy skater silhouette.
Fit & Features
- Sheer lace fabric with partial knit lining, plenty of stretch
- Off-the-shoulder straight neckline with fold-over design
- Sheer long fitted sleeves
- V-shaped drop waist seam
- Short uneven hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3714
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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High Waist Satin Wide Leg Pants
Stun in sleek satin in these chic wide leg pants. They feature a high rise waistband, a hidden front zipper and hook and bar closure, and long, wide pant legs. Bottoms are composed of a smooth satin-like fabric with a stylish sheen and moderate stretch.Style Number/Barcode: 06402-0037
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Peep Toe Booties
Peep that pedi girl! These booties feature a cut out at the heel as well as an open toe, an adjustable metal pin buckle closure, and a block heel. They are composed of a smooth faux nubuck material. Pair with your favorite jeans or sundress!Style Number/Barcode: 07403-0077
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casually Covered Denim Hoodie Jacket
One less layer? Why not! This jacket fuses two of your fave pieces in one for the perfect casual-chic staple. Jacket features a detachable zip-around drawstring hood tucked into a standard collar, long button-cuff sleeves, a button-up front with two flap pockets at chest and two slash pockets at waist, and an elasticized back hem. Jacket is made from a cotton denim material with little to no stretch.
Style Number/Barcode: 06203-0008
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Still Got Knit Duster
Layer up girl and flaunt your chic looks with this duster! It features a drape open front, long sleeves and a sweeping near-floor length. Duster is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching dress to complete a Fall-inspired look!Style Number/Barcode: 06202-0036
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Sure Your Favorite Bomber Jacket
This stylishly soft faux fur bomber will for sure be your new favorite jacket. It features a hood, long sleeves, ribbed knit cuffs, a front zipper, and a ribbed knit hem. The faux fur fabric has no stretch and includes a woven lining.Style Number/Barcode: 06201-0041
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Vibes Oversized Hoodie
We're feeling those cozy vibes with this oversized hoodie! This must have features a zippered front closure, a drawstring hoodie with surplus ties, long sleeves with ribbed cuffs and an all over oversized fit. Hoodie is composed of a knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06202-0041
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance