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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Delicate Luxe Ring Multi Pack
Add a dainty touch to your look with rings that can be stacked or worn alone. The multi-pack includes six rings that feature sleek bands and mini rhinestones. Complete look with a bustier and mom jeans.
Fit & Features
- Includes six rings
- Sleek bands
- Mini rhinestones
Style Number/Barcode: 07004-0224
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Basic Ribbed Knit Crop Top
Style up this sultry basic ribbed knit crop top for an everyday chic vibe! It features a V-neckline with a partial snap-button front, long fitted sleeves, a majorly cropped hem with a fitted silhouette, and a cross-strap design that ties in the back. Pair this top with high-rise denim and cute sneakers.
Fit & Features
- V-neckline, partial snap-button front
- Long fitted sleeves
- Majorly cropped hem
- Cross-strap design, ties in the back
- Form-hugging fit
- Ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06005-1209
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Stunner Over The Knee Faux Suede Boots
Show off your chic style with boots that make each step a stunning one! The boots feature an over-the-knee fit, tie-back ties, an almond toe, and a block heel. The boots are composed of a faux suede material. Complete look with a mini skirt and crop top.
Fit & Features
- Over the knee fit
- Tie back ties
- Almond toe
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0716
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic In The City Faux Leather Jumpsuit
Get a total city chic look in this sleek faux leather jumpsuit. It features a sleeveless V-neckline with a wrap-front design, halter spaghetti straps, a high waist with a tie-front belt, and straight pant legs. Style this jumpsuit with a cute clutch and strappy mules.
Fit & Features
- Sleeveless V-neckline, wrap-front design
- Halter spaghetti straps, tie at the back of the neck
- Hidden back zipper and hook and eye closure
- High waist, tie-front belt, two front and back pockets
- Straight pant legs
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0400
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Need That Over-The-Knee Stacked Heel Boots
Trust us, you need this chic pair of over-the-knee boots! It features a lace-up back detail, stacked heel, and an almond toe. Wear them with a leather skirt and crop top for total baddie vibes.
Fit & Features
- Stacked heel
- Lace-up back detail
- Almond toe
- Fits true to size
Style Number/Barcode: 07402-0713
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Walk It Out Scunched Over-The-Knee Boots
Walk this way in style with this pair of faux leather over-the-knee boots! They feature a scrunched design, a stiletto heel, and an almond toe. Wear them with a mini skirt and bodysuit for a night on the town.
Fit & Features
- Faux leather fabrication
- Almond toe
- Scrunched detail
- Stiletto heel
- Fits true to size
Style Number/Barcode: 07402-0711
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Step Out In Style Over-The-Knee Boots
Step out in style this season in these chic over-the-knee boots. They feature an almond-shaped toe, an inner zipper closure, a platform, and a block heel. Pair these boots with a sweater dress and a faux leather jacket.
Fit & Features
- Almond-shaped toe
- Inner zipper closure
- Platform
- Block heel
- Over-the-knee design, tie-back detail
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07402-0706
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feline Fierce High-Slit Midi Skirt
You'll be feelin' fab and fierce in this adorable leopard printed midi skirt. It features a high-rise waist, a chic high front slit, and a mid-length, relaxed silhouette. Style this skirt with a basic bodysuit and cute mules.
Fit & Features
- High-rise waist, elastic-band
- High front slit
- Mid-length, relaxed silhouette
- Lightweight knit fabric, moderate stretch
- Leopard print
- Runs true to size
Style Number/Barcode: 06501-0513
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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Chic Staple Over-The-Knee Boots
These trendy over-the-knee boots will be a chic staple in your wardrobe this season. They feature a pointed toe, a tall block heel, a form-fitting over-the-knee design, and a tie closure at the top. Style these boots with a cute sweater and a plaid skirt.
Fit & Features
- Pointed toe
- Block heel
- Form-fitting over-the-knee design
- Tie closure
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07402-0717
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Vibes Babydoll Dress
Effortless and chic, this babydoll dress is perf for casual days where you still want to dress up. It features a V-neckline, three-quarter length sleeves, and a short, flowy silhouette with a tiered design. Style this dress with cute mules.
Fit & Features
- V-neckline
- Three-quarter length sleeves, cinched hems
- Mini-length, flowy babydoll fit
- Tiered design
- Woven crepe fabric, textured pattern
- Runs true to size
Style Number/Barcode: 05102-4294
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strut Worthy Faux Leather Booties
The world is your catwalk in the faux leather booties. They feature a pointed toe, zipper closure, block heel, and faux leather exterior. Compliment your look in a high-low dress.
Fit & Features
- Pointed toe
- Block heel
- Zipper closure
- Above the ankle length
- Faux leather
- Runs true to size
Style Number/Barcode: 07403-1364
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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Rhinestone Butterfly Multi Ring Pack
Keep it fluttery and fab with rings that showcase your charming side! The ring pack includes seven rings that feature rhinestone embellished butterflies and sleek rhinestone bands. Complete look with a ribbed mini dress and ankle booties.
Fit & Features
- Includes a total of seven rings
- Three butterfly rings
- Four rhinestone bands
- Rhinestones
Style Number/Barcode: 07004-0223
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Lady Velvet Over-The-Knee Boots
You'll look luxe all day long in this pair of velvet over-the-knee boots! They feature an almond toe, block heel, and back lace-up detail. Pair them with cutoffs and a crop top for a head-turning look.
Fit & Features
- Velvet fabrication
- Almond toe
- Block heel
- Back lace-up detail
- Fits true to size
Style Number/Barcode: 07402-0704
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Babe Over-The-Knee Stacked Heel Boots
You'll be a major babe all day long in this pair of over-the-knee boots! They feature a lace-up back, an almond toe, and a stacked heel. Wear them with a bustier and distressed denim for a must-have look.
Fit & Features
- Lace-up back
- Almond toe
- Stacked heel
- Fits true to size
Style Number/Barcode: 07402-0714
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always Chic Over-The-Knee Heeled Boots
Your look will always be chic in these on-trend over-the-knee boots. They feature an almond-shaped toe, a sleek block heel, a form-hugging fit, and a tie closure. Style these boots with a basic mini dress and a faux leather jacket for the perf fall 'fit.
Fit & Features
- Over-the-knee design
- Almond-shaped toe
- Block heel
- Form-hugging fit
- Tie closure
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07402-0715
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Butterfly Glamour Rhinestone Hoops
Bring the glamour with hoops that radiate your chic style! The hoops feature a sleek large hoop, mini butterfly charms, and rhinestones. Complete look with a corset and high waist jeans.
Fit & Features
- Large hoop
- Mini butterfly charms
- Rhinestones
- Omega-back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-1035
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylishly Sassy Pleated Corduroy Mini Skirt
Keep it sassy with a mini skirt that brings the style! The skirt features a high-rise waist, pleating, and a mini-length hem. The skirt is composed of a corduroy knit fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and combat boots.
Fit & Features
- High rise waist
- Pleating
- Mini length hem
- Corduroy fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06301-0100
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty in Plaid Wubby Jacket
Keep it pretty in a plaid jacket to layer up with! The jacket features a collared neckline, a zipper front closure, a plaid print, long sleeves, and composed of a wubby fabric. Complete your look with a crop top and high waist jeans.
Fit & Features
- Plaid print
- Collared neckline
- Zipper front closure
- Long sleeves
- Lined wubby knit fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0286
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy And Fab Block Heels
These cute block heels will bring a trendy and fab style to your everyday look! They feature an open almond-shaped toe, a toe strap and ankle strap with a scalloped design, a back zipper closure with a tassel detail, and a comfortable block heel. Pair these faux microsuede heels with a blouse and paper bag pants for the perf workwear outfit.
Fit & Features
- Open almond-shaped toe
- Toe strap and ankle strap, scalloped design
- Back zipper closure, tassel detail
- Block heel
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07401-3512
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Layered In Glam Charm Necklace
Trendy glam will be your vibe with this layered charm necklace! It has a four-row design featuring a thick chain with partial mini rhinestone embellishment, a sleek snake chain, a dainty chain with small coin charms, and a dainty chain with a center rhinestone-adorned butterfly charm. Style this necklace with simple stud earrings.
Fit & Features
- Four-row layered design
- Thick chain, partial mini rhinestone embellishment
- Snake chain
- Thin chain, coin charms
- Thin chain, butterfly charm, rhinestone embellishment
- Adjustable chain with a lobster clasp closure
Style Number/Barcode: 07002-0991
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruched Babe Mock Neck Bodycon Dress
Flaunt your babe status in this bodycon dress! It features long sleeves, a mock neckline, a ruched front, and a short-length hem. The dress is composed of a soft knit fabric with a moderate stretch
Fit & Features
- Long sleeves
- Mock neckline
- Ruched front
- Short-length hem, bodycon style
- Soft knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4290
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off The Chain Stiletto Heels
Your look will be off the chain with stilettos that slay! The heels feature a chunky chain-link ankle strap, an open square toe with a chain-link over the toe, and a stiletto heel. The heels are composed of a faux leather material. Complete look with a romper and a crossbody.
Fit & Features
- Chunky chain link ankle strap
- Open square toe
- Chain link over the toe
- Stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3470
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Moment Faux Wool Panama Hat
Create a bold moment with a hat that answers the call for adventure, babe! The hat features a traditional Panama design, a trendy ribbon around the brim, and is composed of a faux wool material. Complete look with a babydoll dress and ankle booties for those bohemian vibes.
Fit & Features
- Traditional Panama design
- Ribbon trim
- Faux wool material
Style Number/Barcode: 07302-0383
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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The Everyday Long Sleeve Knit Duster
From coffee runs to relaxing at home, this duster is the perfect go-to style! The duster features a draped open front, long sleeves, a flowy long length, and purl knit fabric with a moderate stretch. Style with the matching high-rise waist.
Shop Matching Pants: The Everyday Wide-Leg Knit Pants
Fit & Features
- Draped open front
- Long sleeves
- Long length
- Purl knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0252
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance