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 Up Waffle Knit Sweater
Cozy up in a knit sweater that is perf for those chilly days! The sweater features a mock neck, long sleeves with a ribbed cuff, and a matching ribbed hem. The sweater is composed of a waffle knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and ankle booties.
Fit & Features
- Mock neck
- Long sleeves, ribbed cuff
- Ribbed hem
- Waffle knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1032
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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Trendy-Chic Long Sleeve Cropped Topper
This trendy-chic cropped topper will level up your fall and winter looks. It features a turtleneck with a fold-over design, long tapered balloon sleeves, and a majorly cropped hem. Layer this topper over your fave casual dresses or tops for an elevated vibe.
Fit & Features
- Turtleneck, fold-over design
- Long balloon sleeves, tapered hems
- Majorly cropped hem
- Ribbed sweater knit fabric
- Runs true to size
- The top and dress pictured with the topper are not included
Style Number/Barcode: 06005-1025
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Layer On Those Basics Sweater Vest
Layer on this sweater vest to elevate your workwear outfits or give you casual fits a dressy feel. The vest features a sleeveless V-neckline, an oversized fit, and a ribbed hem with dual mini side slits. The vest is composed of a knit fabric that offers plenty of stretch.
Fit & Features
- Sleeveless V-neckline
- Oversized fit
- Ribbed hem
- Dual side slits
- Knit fabric
- Plenty of stretch
Style Number/Barcode: 06005-1029
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buckled Up Denim Square Toe Block Heels
Channel retro babe vibes in this pair of block heels! They're designed with an open square toe, fun buckle detail and denim fabrication. Wear them with a jumpsuit to dance the night away.
Fit & Features
- Open square toe
- Block heel
- U-shaped buckle accent
- Denim material
- Runs true to size
Style Number/Barcode: 07401-2792
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Chain Trim Crossbody Purse
Stylishly elevate your look with this chic crossbody purse. It features a rectangular shape with a fold-over design, a turn-lock closure, a trendy chain trim, a top handle, and an adjustable shoulder strap. Complete the outfit with cute mules.
Fit & Features
- Rectangular shape
- Fold-over design
- Turn-lock closure
- Chain trim
- Top handle
- Adjustable and detachable shoulder strap
Style Number/Barcode: 07203-0581
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute And Cozy Cable Knit Sweater
Cozy on up in this adorable cable knit sweater! It features long blouson sleeves with tapered hems, a V-neckline with a trendy twist-front detail, a cute cable knit pattern, and a mid-length, relaxed fit. Style this sweater with dark wash denim and booties.
Fit & Features
- Long blouson sleeves, tapered hems
- V-neckline
- Twist front design
- Cable knit pattern
- Mid-length, relaxed fit
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1009
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off-The-Shoulder Ribbed Knit Mini Dress
Channel those effortless chic vibes with this sweater mini dress that slays! The dress features an off-the-shoulder neckline, a faux button-down front, long sleeves, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Off-the-shoulder neckline
- Faux button-down front
- Long fitted sleeves
- Lettuce edge hems
- Mini-length silhouette
- Ribbed knit fabric, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1015
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Style Moves Wrap-Front Top
Make sassy style moves in this bold snake print dressy top! It features a V-neckline with a wrap-front design, long blouson sleeves, and a mid-length hem with a tie-front accent. Complete the outfit with dark wash denim and strappy heels.
Fit & Features
- V-neckline, wrap-front design
- Long blouson sleeves
- Mid-length hem
- Tie-front at waist
- Slinky knit fabric, plenty of stretch
- Snake print
- Runs true to size
Style Number/Barcode: 06001-3335
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take Charge Faux Leather Cropped Blazer
Take charge with a blazer that takes your look to the next level! The blazer features an open front with single-button closure, long sleeves, lightly padded shoulders, and a cropped hem. The blazer is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Take Charge Faux Leather Mini Skirt
Fit & Features
- Open front, single-button closure
- Long sleeves
- Lightly padded shoulders
- Cropped hem
- Lined faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-0989
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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Trendy Oversized Faux Leather Blazer
Keep it trendy with a blazer that layers on the style! The blazer features a collared neckline with lapel accents, a double-breasted button design, lightly padded shoulders, long sleeves, faux front pockets, and a long hem. The blazer is composed of a lined faux leather fabric that offers a relaxed fit with minimal stretch. Complete the look with a bustier and high waist pants.
Fit & Features
- Collared neckline, lapel accents
- Double-breasted button design
- Lightly padded shoulders, long sleeves
- Faux front pockets, long hem
- Lined faux leather fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0991
Category Name: 2026 Fall Outfit Trends
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Good Vibes High Rise Boyfriend Jeans
Bring the good vibes to your casual everyday look with these trendy boyfriend jeans! They feature a high-rise waist, a straight leg, major destructed detailing at the knees, and a relaxed fit. The light wash denim fabric offers minimal stretch. Style these jeans with a cute crop top and clear heels.
Fit & Features
- High-rise waist
- Straight leg
- Destructed detailing at the knees
- Relaxed fit, minimal stretch
- Light wash denim fabric
- Traditional five-pocket and belt loop design
- Hidden zipper and front button closure
- Runs true to size
Style Number/Barcode: 06602-0241
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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Faux Suede Lug Sole Block Heels
Lug it out with heels that make a chic statement! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a lug platform, and a block heel. The heels are composed of a faux suede material. Complete look with a romper.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open almond toe, strap over the toe
- Lug platform
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-2782
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paisley Dreams Chiffon Crop Top
Keep it dreamy in a crop top that channels those wanderlust vibes! The top features an off-the-shoulder neckline, a paisley print, long bell sleeves, and a cropped hem. Complete the look with high waist jeans and mules.
Fit & Features
- Off the shoulder neckline
- Paisley print
- Long bell sleeves
- Cropped hem
- Chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1361
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High-Rise Distressed Boyfriend Jeans
Create a dramatic moment with distressed jeans that add an edge to your look! The medium-wash denim jeans feature a flattering high-rise waist and a boyfriend silhouette with trendy knee slits. Complete the look with a crop top and combat boots.
Fit & Features
- High-rise waist
- Boyfriend silhouette
- Knee slit accents
- Multi-button down closures
- Five-pocket styling, belt loop accents
- Medium-wash denim, slight stretch
- Runs true to size
Style Number/Barcode: 06602-0240
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: MEDIUM, DENIM
Available Size: 1, 3, 5, 7, 9, 11, 13
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Sassy Vibes Snake Print Crop Top
This trendy snake print crop top will bring sassy vibes to your stylish look! It features a handkerchief design with a square neckline, halter spaghetti straps, an open back, and a cropped fit. Complete the outfit with mom jeans and clear heels.
Fit & Features
- Handkerchief design
- Square neckline
- Halter spaghetti straps
- Open back
- Cropped fit
- Knit fabric, snake print
- Runs true to size
Style Number/Barcode: 06001-3321
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snake Charmer Side Slit Mini Skirt
Charm everyone in the room instantly in this figure-flattering mini skirt! It's designed with a captivating snake print, mini length, and front slit. Wear it with a crop top and lace-up heels for a super sultry look.
Fit & Features
- Mini length
- Animal print
- Front slit
- Runs true to size
Style Number/Barcode: 06501-0424
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Level Up Snake Crop Top
Level up your night with a chic crop top! The top features a sleeveless square neckline, a snake print, spaghetti straps, a lace-up back, and a cropped hem. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Level Up Snake Ruched Mini Skirt
Fit & Features
- Sleeveless square neckline
- Snake print
- Spaghetti straps
- Lace-up back
- Cropped hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3312
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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Plunging Into Basics Surplice Jumpsuit
Take the plunge into a basic jumpsuit that keeps it part casual, part stylish. The jumpsuit features a sleeveless wrap V-neckline with spaghetti straps, an elastic waistband, hidden side pockets, and a straight leg fit with an elastic hem. The jumpsuit is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with mules and statement earrings.
Fit & Features
- Sleeveless wrap V-neckline
- Spaghetti straps
- Elastic waistband
- Hidden side pockets
- Straight leg fit with elastic hem
- Lightweight woven fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0202
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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Chic Staple Chiffon Trench
Layer on this chic style staple for your one-of-a-kind looks! The trench features a draped open front, a lapel collar, fitted long sleeves that streamline, and a removable tie waist belt that cinches. The trench is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch. Complete your look with a basic bodysuit and high waist jeans.
Fit & Features
- Draped open front, lapel collar
- Fitted long sleeves
- Removable tie-waist belt
- Long length
- Chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0969
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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Twist And Stun Knot Back Sweater
Add a trendy twist with a sweater that keeps it casually chic! The sweater features a V-neckline, long sleeves, and a twist-knot accent at the back with a bar strap. The sweater is composed of soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with skinny jeans and ankle booties.
Fit & Features
- V-neckline
- Long sleeves
- Twist-knot accent at back
- Bar strap
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1000
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Basic Lattice Back Tunic
For the perf everyday fall look, this cozy basic knit tunic is a definite must. It features a crew neckline, long dolman-style sleeves, a trendy lattice-back design, and a relaxed and comfortable fit. Style this tunic with faux leather leggings and combat boots.
Fit & Features
- Crew neckline, ribbed hem
- Long dolman-style sleeves, tapered ribbed hems
- Lattice-back design
- Relaxed fit, rounded hem
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1006
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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Sleek And Chic Mini Tote
Sleek and chic, this faux leather mini tote is perf for a night out! It features trendy O-ring handles and a detachable chain shoulder strap to convert the tote into a crossbody purse and a spacious satin-lined interior. Complete the look with strappy heels.
Fit & Features
- O-ring handles
- Detachable chain shoulder strap
- Spacious satin-lined interior, one pocket
- Faux leather material
Style Number/Barcode: 07203-0557
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Londyn Formal High Slit Convertible Dress
Special Occasion
Showcase your unique style with a convertible formal dress that allows you to show off multiple styles! Londyn features a large slit at the bodice that allows you to create a one-shoulder neckline, boat neckline, halter neck, or an off-the-shoulder neckline. The slim-fit bodice leads to a curve-hugging A-line silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels and a clutch.
Fit & Features
- Large slit at the bodice
- Multiple ways to wear neckline
- A-line silhouette
- High side slit
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1301
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dainty Rhinestone Butterfly Charm Necklace
Layer on this dainty charm necklace for an effortlessly pretty look! It features a thin chain with a center butterfly accent with baguette-shaped rhinestone embellishment and a chic rhinestone outline. Complete the look with simple stud earrings.
Fit & Features
- Thin dainty chain
- Center butterfly charm
- Baguette-shaped rhinestones
- Rhinestone outline
Style Number/Barcode: 07002-0750
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance