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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Right On Cue Crepe Skort Romper
Step out in this crepe skort romper and watch the heads turn! It features a sleeveless, v-neck, spaghetti straps, a high waist seam, and an envelope front design with shorts underneath. Complete the look in bold earrings for a daytime outing.
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- High waist seam
- Envelope front design
- Cheeky shorts
- Crepe-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06503-1001
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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Undeniable Beauty One-Shoulder High Slit Knit Maxi Dress
Showcase your undeniable beauty in this chic one-shoulder high slit maxi dress! Designed with a double-lined knit fabric offering plenty of stretch, this long dress will hug your gorgeous curves with its bodycon silhouette. It features an asymmetric one-shoulder neckline with a trendy ruched overlay, a high-cut side slit to showcase some leg, and a maxi-length hem. Style with statement earrings and stiletto heels.
Fit & Features
- Stretchy double-lined knit fabric
- Asymmetric one-shoulder neckline, ruched overlay
- High side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3536
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Take A Peek Nubuck Lace-Up Booties
One peek at these nubuck booties and you'll have to add them to your cart! They feature an almond peep toe, stacked block heel, lace-up front placket, side zipper closure, and fit above the ankle. Complete the look in a sweater dress for your weekend plans!
Fit & Features
- Almond peep toe
- Stacked block heel
- Lace-up front placket
- Side zipper closure
- Above-the-ankle
- Nubuck material
- Runs true to size
Style Number/Barcode: 07403-1612
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Denim Babe Belted Long Jean Jacket
Look and feel like a babe in this forever classic denim jacket! It features long sleeves with buttoned cuffs, a collar neckline, a button-down front, distressed accents throughout, four-pocket styling, a belted waist, and a longline hem. Complete the look in a basic bodysuit for a coffee run!
Fit & Features
- Long sleeves, buttoned cuffs
- Collar neckline
- Button-down front
- Four-pocket styling
- Belted waist, longline hem
- Distressed denim fabric, no stretch
- Fits true to size
Style Number/Barcode: 06203-0194
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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My Lane Corduroy Faux Sherpa Collar Crop Jacket
Take a walk down style lane in this corduroy crop jacket essential for the chilly season ahead! It features long sleeves with button cuffs, a faux sherpa collar, button-down front and flap pockets, and a back elasticized cinch hem. Layer over a basic top and currently trending cargo pants.
Fit & Features
- Long sleeves, button cuffs
- Faux sherpa collar
- Button down front, flap pockets
- Cropped hem
- Back elasticized cinch hem
- Corduroy fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1690
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Ease Wide-Leg Canvas Trouser Pants
Fall in love with the effortless ease of these woven trouser pants! Crafted with the perfect blend of style and comfort, it features a flattering high-rise back-smocked elasticized waistband and wide-leg silhouette, side pockets, and pleating down the front for a touch of classic flair on canvas woven fabric. Style with a basic smooth knit top and your go-to heels!
Fit & Features
- High-rise smocked elasticized waistband
- Front buttons and hidden zipper closures
- Belt loop accents, side pockets
- Front pleating, wide-leg silhouette
- Canvas woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0804
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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Chic For The Season Cable Knit Tube Top
This cozy cable knit tube top is a chic style pick for the season! It features a strapless straight-across neckline, a curved cropped hem, and a form-hugging fit. The cable knit fabric has an ultra-soft feel and offers plenty of stretch. Complete your look with the matching bolero and a faux leather mini skirt for a fab holiday party look.
Shop Matching Bolero: Chic For The Season Cable Knit Bolero
Fit & Features
- Strapless straight-across neckline
- Curved cropped hem
- Form-hugging fit
- Ultra-soft cable knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1794
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede Azalea Wang Chap Boots
Azalea WangThe Wild West ain't got nothin' on you! These black chap boots have an adjustable belt, and side straps connecting to thigh-high boots. Boots have a partial back and side zipper closures, high block heels, an almond toe, and is composed of a faux suede material.
Style Number/Barcode: 07402-0676
Category Name: 2026 Fall Outfit Trends
Price: $80.97 $98.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sequin Stiletto Snake Booties
Step aside girl, snake print sequin booties?! YES. Designed with a point toe, an over the ankle fit, and a zipper closure. They feature a sexy high stiletto heel and are composed of a snake print material adorned in clear reflective sequins. Obsessed.Style Number/Barcode: 07403-0118
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Over-Sized Blanket Scarf
Wrap yourself in warmth and style! Designed with an animal print pattern and composed of a soft knit material with fringe at the ends, this scarf is a definite go to! Pair with your basics for an easy way to amp up your look!Style Number/Barcode: 07305-0033
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lace Up Ribbed Knit Crop Top
Style comes second nature to you, so obvi this crop top is a must-have. It features a scoop neckline, long fittted sleeves, a complete lace up front, and a cropped hem. The ribbed knit fabric offers moderate stretch and a form hugging fit.
Model is 5'7" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0275
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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Flowy Long Sleeve Knit Duster
Keep it stylish in a flowy duster to layer with all your favorite pieces for a casual day out. This must-have duster features a draped open front, long sleeves, and a long flowy length. Complete your look with a basic tee and high waist jeans for an effortlessly put-together look.
Fit & Features
- Draped open front
- Fitted long sleeves
- Long, flowy length
- Knit fabric
- Relaxed fit
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06202-0092
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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See Me Shining Glitter Off-The-Shoulder Mini Dress
Shine on the dance floor in this glitter mini dress designed to own the spotlight! With a flirty off-the-shoulder neckline, sheer long sleeves, and a bodycon fit, you'll have every eye on you.
Fit & Features
- Glitter mesh fabric, sewn-in knit lining, moderate stretch
- Off-the-shoulder sweetheart neckline
- Adjustable spaghetti straps
- Sheer fitted ruched long sleeves
- Ruched and padded bust, sheer bodice, trim
- Side ruched seams, bodycon silhouette, mini-length hem
- Runs true to size
Style Number/Barcode: 05103-5214
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Going Places Peep Toe O-Ring Mules
Make moves and go places with the right pair of heels! Style with cut off dress pants and a button up, or dress down with cut off denim and an over-sized tee!
- Square peep toe
- O-ring buckle detail
- Slide on fit
- Block heel
- Textured snake embossing
Style Number/Barcode: 07403-0230
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Babe Leopard Print Mini Skirt
You'll be a total sassy babe in this fierce leopard print mini skirt! It features a flattering high rise waist and a sultry front slit. Pair it with a basic crop top and some chic booties for a night out with your girls.
Fit & Features
- High rise waist
- Short, form-hugging fit
- Front slit
- Leopard print
- Knit fabric
Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0298
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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Chic In Plaid Knit Mini Skirt
Get a chic look in pretty plaid in this must-have mini skirt for fall! It features a curve-hugging silhouette with a trendy side slit. Pair this skirt with a bodysuit and strappy heels for a go-to casual date night look.
Fit & Features
- High rise waist
- Short, form-hugging fit
- Side slit
- Allover plaid print
- Knit fabric
Style Number/Barcode: 06501-0311
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tied To Style Plaid Skinny Pants
Make sure your stylish look is on point in these plaid skinny pants! They feature a high rise waist with a front V cut and an adorable tie front detail. Pair these pants with heeled booties for an office-ready look.
Fit & Features
- High rise waist with front V cut
- Tie front accent
- Back zipper closure
- Tapered pant legs
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06402-0267
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Beaded Babe Clear Stiletto Heels
Walk the walk in this pair of super chic stiletto heels! They feature an eye-catching clear beaded stiletto heel, an open toe, and clear PVC straps. Capture all the attention in the room when you wear them with a bodycon dress.
Fit & Features
- Clear PVC straps
- Clear beaded heel detailing
- Stiletto heel
- Open toe
- Runs true to size
Style Number/Barcode: 07401-3440
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Oh So Trendy Lug Sole Booties
You'll be oh so trendy in this pair of faux leather booties! They feature a lug sole, gore inserts, and a block heel. Tuck them into your favorite denim and sweater for a casual everyday look.
Fit & Features
- Faux leather
- Lug sole
- Gole side inserts
- Block heel
- Fits true to size
Style Number/Barcode: 07403-1335
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Butterfly Charm Ribbed Knit Cami
Bring the charm with a fab cami that shows off your sweet side! The cami features a sleeveless V-neckline, spaghetti straps, metal butterfly charms down the center of the bodice, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans and chunky sneakers.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Metal butterfly charms
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1224
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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Casual Cutie Faux Leather Block Heels
Keep it cute and chic with heels that complement your casual and dressy outfits. The heels feature an open back, an adjustable ankle strap, an open square toe with a clear PVC strap over the toe, and a block heel. The heels are composed of faux leather material. Complete look with a moto jacket, bodysuit, and skinny jeans for a casual night out look.
Fit & Features
- Open back
- Adjustable ankle strap
- Open square toe, clear PVC strap over the toe
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3165
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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Back To Basics High Waist Leggings
Bring your look back to basics with leggings that are part casual, part chic. The leggings feature an elastic high-rise waist, vertical seams on each leg, and a skinny leg fit with a tapered hem. Complete look with a moto and ankle booties for an off-duty look!
Fit & Features
- Elastic high rise waist
- Vertical seams on each leg
- Skinny leg fit
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0738
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Purrfect Look Leopard Print Booties
Get a purrfect look that you can wear from day to night with these trendy booties. They feature a pointed toe, an inner zipper closure, a thin block heel, and a fab leopard print design. Style these booties with sleek hoop earrings.
Fit & Features
- Pointed toe
- Inner zipper closure
- Thin block heel
- Leopard print
- Runs true to size
Style Number/Barcode: 07403-1454
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Midnight Mesh Glitter A-Line Party Dress
Go from dusk til' dawn in this glitter party dress! Perfect for dressy events, this sizzling style features a cowl neckline, spaghetti straps, a crisscross back, and a show-stopping a-line silhouette. Top it off with the sparkling glitter mesh fabric, and you've got a totally stunning look! Complete the look with earrings and heels.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps, crisscross back
- A-line silhouette
- Short-length hem
- Glitter mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2632
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale