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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Preppy Trendsetter Layered Tunic
Showcase that preppy-chic vibe that is trending this fall with this adorable tunic. It features a layered design with a collared V-neckline, long sleeves with single-button details, a sweater vest overlay with a cable knit pattern, and a long hem to create the illusion of a layered look. Style this tunic with black leggings and booties.
Fit & Features
- Layered design
- Collared V-neckline
- Long sleeves, single-button details
- Sweater vest overlay, cable knit pattern
- Long hem, relaxed fit
- Woven fabric, sweater knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1106
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Polished And Chic Faux Wool Trench
Keep it polished and chic with a coat that can be layered over your sophisticated outfits! The coat features a collared neckline, a removable belt with belt loops, hidden side pockets, and a mid-thigh length. The coat is composed of a faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with a bodysuit and high-rise pants.
Fit & Features
- Collared neckline
- Long sleeves
- Removable belt with belt loops
- Hidden side pockets
- Mid-thigh length
- Faux wool fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0261
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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Edgy Perfection Lace-up Heeled Combat Booties
These sleek and trendy heeled combat booties are edgy perfection! They feature an above-the-ankle fit, an almond toe, a lace-up front design, an elastic gore detail and pull tab accent at the ankle, an inner zipper closure, and a tall block heel with a lug sole. Style these faux leather booties with a chic crossbody bag.
Fit & Features
- Above-the-ankle fit
- Almond-shaped toe
- Lace-up front design
- Elastic gore detail and pull tab accent, inner zipper closure
- Block heel, lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1667
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Crocheted With Love Off Shoulder Dress
This dress is all about the loving things! So show some love with its endearing off shoulder neckline, long fitted sleeves, and a short bodycon fit. The dress is composed of a fully lined, crochet 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: 05101-0104
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Tie Front Cut Out Dress
The trendy tie front cut out mini is your new go-to everyday dress! It features a high round neckline, long fitted sleeves, a front tie detail with a waist cut out below, and a short, form hugging fit. The dress is composed of a ribbed knit fabric with plenty of stretch and a lining.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0198
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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No Shade Cat Eye Sunglasses
You won’t have time to throw shade when you’re busy looking bomb in these sunnies!
- Cat Eye Design
- Plastic Frame
Style Number/Barcode: 07008-0786
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Chic Surplice Jumpsuit
Keep it casually chic in a cozy jumpsuit that is perfect for lounging or creating a stylish streetwear outfit. The jumpsuit features a plunging surplice neckline, long sleeves with ribbed cuff, an elastic waist with adjustable drawstrings to create a customized fit, trendy side pockets, and composed of a smooth to the touch cashmere-like fabric. Complete your look with chunky sneakers and layers of dainty necklaces.
Fit & Features
- Surplice neckline
- Long sleeves
- Elastic waist with adjustable drawstrings
- Side pockets
- Straight leg
- Cashmere-like feel fabric
- Relaxed fit, moderate stretch
Black Jumpsuit: Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Tan Jumpsuit: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06502-0431
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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A Chic Moment Open Toe Ankle Booties
Have a major chic moment in these adorable open toe ankle booties! They feature an open back detail and a sturdy block heel. Pair these with some high waist paper bag pants for an office-ready look.
Fit & Features
- Open toe
- Open back
- Block heel
- Inner zipper closure
- Faux nubuck material
Style Number/Barcode: 07403-0389
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Talker Satin Tie-Front Top
Let this satin top do the talking! Step out in this silky satin crop top featuring long bell sleeves, a collared v-neckline, and tie-front closure. Complete the look in sleek faux leather pants.
Fit & Features
- Long bell sleeves
- Collared v-neckline
- Tie-front closure
- Cropped hem
- Silky satin fabric
- Fits true to size
Style Number/Barcode: 06204-1430
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Best Of Friends Color Block Sweater
You and this cozy sweater will be the best of friends! The sweater top features color block long sleeves, a crew neck, a ribbed-knit design, and a relaxed fit hem. Complete the look in skinny jeans.
Fit & Features
- Color block long sleeves
- Crew neck
- Relaxed silhouette
- Ribbed-knit design
- Comfortable and soft fabric
- Fits true to size
Style Number/Barcode: 06005-1521
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Knott Love Halter Cutout Midi Dress
You'll fall for this halter midi dress with just one look! Featuring a sleeveless, halter neck with tie-back closure, a trendy knot cutout bodice that shapes the bodycon silhouette. Complete the look in classy nubuck heels.
Fit & Features
- Sleeveless, halter neck, tie-back closure
- Knot cutout bodice
- Bodycon silhouette
- Midi-length hem
- Soft and stretchy knit fabric
- Fits true to size
Style Number/Barcode: 05102-4322
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Looking Sweet Corset Crop Hoodie
Look and feel sweet in this crop hoodie perfect for layering over your casual outfits! The hoodie features slouchy long sleeves, a hoodie neckline, a front zipper closure, a corset-seam bodice for a snatched appearance, and a fitted crop hem on smooth scuba knit fabric. Complete the look with the matching sweatpants for coffee runs or errands!
Shop Matching Bottoms: Operation Cute Wide-Leg Cargo Sweatpants
Fit & Features
- Slouchy long sleeves
- Hoodie neckline
- Front zipper closure
- Corset-seam bodice
- Fitted crop hem
- Smooth scuba knit fabric
- Runs true to size
Style Number/Barcode: 06202-0424
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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Coziest Cutie Oversized Cable Knit Cardigan
The perfect cold-weather cable knit cardigan to layer over all of your cute outfits! The sweater features slouchy long sleeves with rib knit cuffs, an open front design, and an oversized silhouette on soft and cozy cable knit fabric. Complete the look in boots for casual day or night plans!
Fit & Features
- Slouchy long sleeves, rib knit cuffs
- Open front design
- Oversized silhouette
- Soft cable knit fabric
- Runs true to size
Style Number/Barcode: 06005-1827
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Slick Style Faux Leather Cropped Puffer Jacket
Amp up your cold-weather 'fits with this faux leather cropped puffer jacket that brings a slick style. It features a collared neckline, long sleeves with cinched hems, a zip and button-down front, a cropped cinched hem, and a relaxed fit. The sleek faux leather fabric features a quilted puffer design. Layer this jacket over a mock neck bodysuit with cargo pants and combat boots!
Fit & Features
- Collared neckline
- Long sleeves, cinched hems
- Complete zip-front
- Button-down front
- Cropped cinched hem, relaxed fit
- Quilted puffer design, faux leather fabric
- Runs true to size
Style Number/Barcode: 06201-0377
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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Brat Graphic Cropped Tee
You've got opinions and you say what's on your mind. If that makes you a brat...then embrace it in this form-fitting graphic tee! Shirt features a crew neck, short sleeves, and a bold contrast graphic. Tee is cut for a cropped silhouette and made from pure cotton with a fair amount of stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0181
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Belted Cropped Faux Leather Moto Jacket
A chic faux leather moto jacket is necessary in everyone's closet! Layer this belted cropped one over all of your 'fits to elevate your look.
Fit & Features
- Collared | Stud detailing
- Asymmetric zip front
- Long sleeves | Zipper accents
- Zippered pockets | Small snap button faux pocket
- Belted waist
- Cropped
- PU fabric | Smooth lining
Style Number/Barcode: 06204-0450
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Embrace The Chill Mock Neck Sweater Tunic
Embrace the chill in style! This sweater tunic features a sleeveless, mock neck design on a form-fitting silhouette and mini-length hem. Composed of a soft eyelash knit fabric with a moderate stretch. Complete the look in an oversized blazer.
Fit & Features
- Sleeveless, mock neck
- Form-fitting silhouette
- Mini-length hem
- Soft eyelash knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1113
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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Stylish Folk Faux Suede Cutout Top
Achieve stylish western vibes in this faux suede top! Featuring long sleeves, a mock neck, and a front cut out on a cropped hem. Complete the look with a chic faux leather skirt.
Fit & Features
- Long sleeves
- Mock neck
- Front cut out
- Cropped hem
- Faux suede fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06001-3740
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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Casual Days Ribbed Knit Pants
These cute and comfy ribbed knit pants are perf for your casual days grabbing coffee! They feature a high-rise elasticized waist, a form-hugging fit, an on-trend flared-leg silhouette, and offer a moderate stretch. Style with a crop top or a basic bodysuit.
Fit & Features
- High-rise elasticized waist
- Form-hugging fit
- Flared-leg silhouette
- Ribbed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-1650
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual-Cool Utility Denim Jumpsuit
Casual-cool is your go-to vibe for everyday styling! This trendy utility denim jumpsuit is just your type. It features a collared V-neckline with a zip-front design, short sleeves, dual buttoned chest pockets, a fitted high waist with adjustable buttoned side straps, dual front and back pockets, and a straight-leg silhouette. The cotton-blend denim fabric offers a moderate stretch. Complete your look with ankle booties.
Fit & Features
- Collared V-neckline, zip-front
- Short sleeves. dual buttoned chest pockets
- Fitted high waist, adjustable buttoned side straps
- Dual front and back pockets
- Straight-leg silhouette
- Cotton-blend denim fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0454
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Edge It Up Faux Leather Biker Boots
Edge up your fall 'fits with this pair of trendy faux leather biker boots. They feature an above-the-ankle height with a square toe, dual straps with buckle accents, a low block heel for comfortable wear, and are made from a smooth faux leather material. Style these biker boots with a bomber jacket and hoop earrings.
Fit & Features
- Above-the-ankle height
- Square toe
- Dual buckled straps
- Low block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1718
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It Together Wristlet Wallet
This chic wristlet wallet keeps your must-haves together and compliments every outfit! It features a mini silhouette, an o-ring attached handle, a top zipper closure, croco faux leather material, and a spacious interior. Style with a statement blouse for a girl's day.
Fit & Features
- Mini silhouette
- O-ring attached handle
- Top zipper closure
- Croco faux leather material
- Spacious interior
Style Number/Barcode: 07201-0090
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Two-Tone Faux Leather Over-The-Knee Boots
These trendy two-tone faux leather boots are a chic staple for the new season. They feature a fitted over-the-knee height with a pointed toe, an inner zipper closure for easy on-and-off styling, a block heel, and a sleek two-tone design with half faux leather and half smooth spandex materials. Pair these boots with a sweater dress for a cool winter vibe.
Fit & Features
- Over-the-knee height
- Pointed toe
- Inner zipper closure
- Block heel
- Two-tone design
- Half faux leather material, half smooth spandex material
- Runs true to size
Style Number/Barcode: 07402-0920
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute Vibes Only Plaid Long Shacket
Channel only the cutest vibes in this trendy plaid long shacket! It features a collared neckline, long sleeves, a complete button-down front, a single chest pocket, and a long-line hem with a relaxed fit. The plaid printed lined woven fabric has a minimal amount of stretch. Complete the look with the matching skort and over-the-knee boots.
Shop Matching Bottoms: Cute Vibes Only Plaid Envelope Skort
Fit & Features
- Collared neckline
- Long sleeves, button details
- Button-down front
- Chest pocket
- Long-line hem, relaxed fit
- Plaid print, lined woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1660
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale