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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Sail Away Square-Neck Top
Get on board with the silhouette of the season! This abbreviated black top features medium-width shoulder straps, a square neckline, and seam detail at bust. Don't forget to pair it with the matching high-waist pants! Top is made from a lightweight crepe material with moderate stretch.Style Number/Barcode: 06001-1663
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pop of Color Chunky Sneakers
Add a pop of color in chunky sneakers. The must-have colorful sporty sneakers feature a round toe, lace-up front, and a chunky sole. Pair these fun sneakers with a set that slays.
Fit & Features
- Bright pastel hue
- Lace-up front
- Round toe
- Chunky sole
Style Number/Barcode: 07407-0034
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Belted Paperbag Pants
Keep it business casual in chic pants that bring the style. The pants feature a belted high rise waist, slant pockets, and a straight leg with a cropped hem. Complete your look with a long sleeve black top and mules.
Fit & Features
- Belted high rise waist
- Slant pockets
- Front zipper closure
- Straight leg with a cropped hem
Style Number/Barcode: 06402-0263
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Girl On The Go Tote Bag
You've got places to be and this animal print tote is here to keep you chic through it all! It's designed with dual top handles, interior lining, and interior pockets to hold all your essentials. Wear it with a sundress and take on the weekend!
Fit & Features
- Dual top handles
- Interior pockets
- Lining
- Animal print
Style Number/Barcode: 07203-0760
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Dual top handles
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Making Stylish Moves Lucite Mules
Clearly stay on-trend with mules that are perf to take you from day to night! The mules feature an open back, an open square toe with a PVC strap over the toe, an additional PVC strap, and a lucite block heel. The heels are composed of a faux leather and PVC material. Complete look with a blazer and skirt combo for a cute workwear outfit!
Fit & Features
- Open back
- Open square toe
- PVC strap over the toe, additional PVC strap
- Lucite block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3329
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Must-Have Basic Biker Shorts
Show off your curves but keep it casual in this pair of biker shorts! They're composed of a soft knit with plenty of stretch and an elastic waist. Wear with a graphic tee for a relaxed rocker babe look.
Fit & Features
- High-rise elastic waist
- Soft knit
- Plenty of stretch
- Figure-hugging fit
- Runs true to size
Style Number/Barcode: 06503-0341
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Cutie Henley Crop Top
This adorable henley crop top is perf for achieving that casual-cute everyday look! It features a notched V-neckline, long dolman-style sleeves, and a cropped, relaxed fit. Complete the outfit with a plaid skater skirt and booties.
Fit & Features
- Notched V-neckline
- Long dolman sleeves
- Cropped, relaxed fit
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1089
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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Stylish Wrap Pleat Detail Mini Skirt
A stylish wrap skirt is all you need to add a unique touch to your look! It features a high-rise waist, zipper closure, pleat detail, and a fitted, mini-length hem. Composed of a textured knit fabric with a moderate stretch. Perfect for styling with a cute long sleeve top.
Fit & Features
- High-rise waist, zipper closure
- Wrap front, pleat detail
- Fitted, mini-length hem
- Texture knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06401-0375
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Point Me To Chic Stiletto Booties
These stiletto booties are sure to point you in a chic direction! They feature a trendy almond peep toe, side zipper closure, and an above-the-ankle length fit on faux leather material. Complete the look in a bodycon dress and blazer.
Fit & Features
- Almond peep toe
- Side zipper closure
- Stiletto heel
- Faux leather material
Style Number/Barcode: 07403-1526
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Knit Girl Cold Shoulder Sweater
If you're a girl who loves her knit sweaters this one is for you! The cold shoulder sweater features cozy long sleeves with ribbed cuffs, a turtle neckline, a relaxed fit, and a cropped hem ribbed knit fabric. Complete the look in a skirt and knee-high boots.
Fit & Features
- Long sleeves, ribbed cuffs
- Turtle neckline
- Cold shoulder accents
- Relaxed fit
- Cropped hem
- Ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06005-1588
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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Pretty And Posh Tweed Bustier Top
Pretty and posh, create an iconic look with this tweed bustier top! It features a sleeveless sweetheart neckline with a bustier-style bodice, a built-in padded bust, thin tank shoulder straps, and a fitted cropped hem. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching mini skirt!
Shop Matching Bottoms: Pretty And Posh Tweed Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline, bustier-style bodice
- Built-in padded bust
- Tank shoulder straps, back zipper closure
- Fitted cropped hem
- Plaid pattern, tweed knit fabric, smooth knit front lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4858
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Done-In-One Parachute Cargo Overalls
A cool and effortless done-in-one style! These on-trend parachute overalls feature a square neck, adjustable straps with button closures, trendy cargo flap pockets, side zipper closure, and adjustable elastic cuffs so you can customize the fit. The overalls are designed with contrast stitched seams on woven cotton fabric. Complete the look in a basic tee and sneakers for casual plans!
Fit & Features
- Sleeveless square neck
- Adjustable straps, button closures
- Cargo flap pockets, side zipper closure
- Relaxed silhouette, adjustable elastic cuffs
- Contrast stitched seams
- Woven cotton fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0792
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Edge Wide-Leg Cargo Pants
It's always a good day to create edgy-cute fits' in these cargo pants! They feature a high-rise elasticized waist with side pockets, a flattering wide-leg silhouette, and four flap cargo pockets with pull-tab closures, and an adjustable drawcord cuff lets you customize the style. Complete the look in a graphic tee for the movies or errands!
Fit & Features
- High-rise elasticized waist, side pockets
- Wide-leg silhouette
- Four cargo flap pockets, pull-tab closures
- Adjustable drawcord cuff
- Lightweight woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0803
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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Lissi Formal Lace And Sequin Dress
Bring the sparkle as you shine in our Lissie dress! She features a dazzling sequin embellished lace bodice, a round neckline, a plunging sweetheart neckline and fitted unlined long sleeves. Her slim fit bodice leads to a midi length silhouette accented with a side slit. Dress is composed of a combination crepe and lace fabric that offers a curve hugging fit with a moderate stretch. Includes a knit lining and back zipper closure.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0234
Category Name: 2026 Fall Outfit Trends
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Say It With Fray Plaid Tunic
Let your cute and trendy 'fit speak for itself with this plaid tunic. It features a collar, a slight V neckline, a complete button down front, long sleeves with frayed hem and buttons to cuff, top buttoned pockets, and an overall relaxed fit with a frayed hem. The top is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06003-0060
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Zip Up Mini Skirt
Zip it up with this sexy faux leather mini skirt. This skirt features textured faux leather with a silver front zipper closure. It's unlined and has minimal stretch with faux side seam pockets.Style Number/Barcode: 06401-0045
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Captivating Charm Statement Earrings
Bring the captivating charm with these embellished statement earrings. They feature a thin linear post with a cascading attached snake charm. The earrings showcase all-over mini rhinestone embellishment. Style these earrings with a sleek clutch.
Fit & Features
- Linear post
- Attached snake charm
- Rhinestone embellishment
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1085
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fall For Floral Skater Dress
Fall for floral this season with this undeniably adorable skater dress! It features a sleeveless bodice, spaghetti straps that lead to a dual cross back, a plunging wired V neckline, a high waist seam, and a flowy skater skirt. Dress is composed of a knit fabric and showcases a flocked floral pattern of velvet against the knit background.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0109
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Reusable Floral Face Mask With Earloops
Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a fresh floral print, and earloops for a comfortable customized fit.
Fit & Features
- Floral pattern
- Earloops
- Wash before and after use is recommended
- Not a medical-grade mask
- Final Sale
Style Number/Barcode: 07305-0114
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Everyday Wide-Leg Knit Pants
From coffee runs to relaxing at home, these wide-leg pants are the perfect go-to style! They feature a high-rise elastic waistband, relaxed fit, and purl knit fabric with a moderate stretch. Style with the matching duster.
Shop Matching Duster: The Everyday Long Sleeve Knit Duster
Fit & Features
- High-rise elastic waistband
- Wide-leg silhouette
- Relaxed fit
- Purl knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0694
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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Coffee Date Ribbed Knit Midi Dress
This soft ribbed knit midi dress is perfect for fall coffee dates! It features a collared V-neckline, long fitted sleeves, a partial faux button-down front, a midi-length hem with a high front slit, and a form-hugging fit. Style with knee-high boots for a chic autumn look.
Fit & Features
- Collared V-neckline
- Long fitted sleeves
- Partial faux button-down front
- Midi-length hem, front slit
- Fitted silhouette
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4740
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fall Into Floral Mini Dress
Fall in love with floral in this mini dress that is oh so chic. It features a mock neckline, long sheer sleeves with elastic banded cuffs, and a stretchy smocked body with a short hem. Dress offers a form hugging fit. Zipper not included.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0342
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Down To Business Belted Trench
Get down to business like the boss babe you are in this chic belted trench!
Fit & Features
- Lapel collar
- Long sleeves
- Rain guard
- Belt with double D ring buckle
- Front vertical pockets
- Back slit
- Polyester woven fabric
Taupe: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0475
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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Scoot N' Boogey Fringe Tan Cowboy Boots
Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!
- Knee high fit
- Pointed toe
- Croc embossed
- Cowboy design
- Padded lining
- Inner zipper closure
- Faux Leather
Please be advised this style runs 1/2 big.
Style Number/Barcode: 07402-0167
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale