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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Taking Knit Easy Biker Shorts
Take it easy in these knit biker shorts to create low-key casual outfits. The shorts feature a high rise waist and a mid-thigh length. Complete look with chunky sneakers and a long sleeve crop top.
Fit & Features
- High rise waist
- Mid-thigh length
- Knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06503-0183
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Sassy Block Heel Combat Booties
Keep it sassy in stylish snake print in these of the moment combat booties! They feature a front lace-up design with an edgy lug sole and an allover multi-colored snake print. Pair these with a simple little black dress to let the booties make the statement.
Fit & Features
- Above the ankle fit
- Lace-up front
- Rounded toe
- Inner zipper closure
- Lug sole
- Block heel
- PU material with multi-colored snake print design
Style Number/Barcode: 07403-0391
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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Play On Plaid Skort
Play on in a playful plaid skort! The skort features a high rise waist, a plaid print, and a cheeky fit with skirt overlay. Complete your cute outfit with a black bodysuit and thigh high boots for a night out outfit.
Fit & Features
- High rise waist
- Plaid print
- Skirt overlay
- Cheeky fit
Style Number/Barcode: 06403-0137
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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Trendy Twist Knot Open Back Ribbed Mini Dress
Stun in a dress that makes them take a double-take with bold details! The dress features a crew neckline, fitted long sleeves, and a stunning open back with a twist knot bar strap accent. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.
Fit & Features
- Crew neckline
- Fitted long sleeves
- Open back
- Twist knot bar strap
- Ribbed knit fabric
- Mini length silhouette
- Form hugging fit, moderate stretch
Style Number/Barcode: 05102-0991
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ribbed Knit O-Ring Mini Dress
Keep it chic in a ribbed knit dress that has a stylish twist! The mini dress features a trendy crew neckline, an O-ring accent with waist cutouts, and composed of a ribbed knit fabric that embraces curves. Complete look with clear mules for a head-turning look.
Fit & Features
- Crew neckline
- O-ring accent with waist cutouts
- Fitted long sleeves
- Mini length silhouette
- Ribbed knit fabric
- Form-hugging fit
Style Number/Barcode: 05102-0998
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Tweed Knit Mini Skirt
Keep it trendy in a high waist mini skirt that slays. The skirt features a high rise waist, a mini side slit and composed of a tweed knit fabric. Complete look with a ribbed crop top.
Fit & Features
- High rise waist
- Mini side slit
- Tweed knit fabric
- Form hugging fit
Style Number/Barcode: 06401-0258
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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Denim Diva Over The Knee Block Heeled Boots
Have a major diva moment in these trendy denim over the knee boots! They feature distressed detailing down the front, a tie back detail, and a sturdy block heel. Pair these with a little black dress to let the boots be the statement at your next party.
Fit & Features
- Over the knee design
- Almond toe
- Inner zipper closure
- Block heel
- Washed out destructed detailing down the front
- Tie back accent
- Denim material
Style Number/Barcode: 07402-0201
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Patent Pointed-Toe Lucite Block Heel Booties
Show off a chic new look in these stunning patent pointed-toe booties! They feature a trendy clear lucite block heel and a sleek patent finish. Wear with your fave crop top and mom jeans to amp up your casual look.
Fit & Features
- Pointed-toe
- Inner zipper closure
- Lucite block heel
- Patent material
Style Number/Barcode: 07403-0385
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Level Up Platform Block Heel Booties
Level up your look in these chic block heel booties! Featuring a stylish platform and a sleek block heel, these booties are perfect for your next party. Simply pair them with a LBD and stunning statement earrings for a gorgeous look.
Fit & Features
- Almond toe
- Platform
- Thin block heel
- Dual zipper detailing
- Faux nubuck material
Style Number/Barcode: 07403-0380
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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Viva La Velvet Biker Shorts
Live it up in velvet biker shorts to glam up any outfit! Style with a cute crop top or oversize tee-shirt for a look that's ready to go! The biker shorts feature a high rise waist, a mid-thigh length, and composed of luxe velvet fabric.
Fit & Features
- High rise waist
- Mid-thigh length
- Velvet fabric
- Form hugging fit
Style Number/Barcode: 06503-0184
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brushed Knit Biker Shorts
These brushed knit biker shorts will easily become a fall staple! They feature a flattering high rise waist and a curve-hugging fit with a soft, brushed knit fabric. Pair these trendy shorts with a crop top and chunky sneakers to get that casual it-girl vibe.
Fit & Features
- High rise waist
- Mid-length shorts
- Form-hugging fit
- Brushed knit fabric
Style Number/Barcode: 06503-0180
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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Fierce Fashionista Heeled Sock Booties
Showcase major fierce fashionista vibes in these chic heeled sock booties! They feature a trendy sock bootie design with a sturdy block heel. Pair these with a classic pair of high rise denim for a go-to fall look.
Fit & Features
- Pointed toe
- Block heel
- Inner zipper closure
- Sock bootie design
- Faux suede fabric
Bootie runs small. Size up a whole size up.
Style Number/Barcode: 07403-0384
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede Over The Knee Flat Heel Boots
Get ready for the cooler months in these adorable over the knee flat heel boots! They feature a smooth faux suede material and a tie back detail. Pair these chic boots with a sweater dress for that total fall vibe.
Fit & Features
- Over the knee design
- Almond toe
- Flat heel and sole
- Inner zipper closure
- Faux suede material
- Tie back detail
Boot runs small. Size a half size up.
Style Number/Barcode: 07402-0202
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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Such A Chic Vibe Faux Leather Sneakers
These adorable faux leather sneakers have such a chic vibe! They feature a lace-up front with a thick sole and a PU material. Pair these cute sneaks with medium wash denim for the perfect everyday 'fit.
Fit & Features
- Rounded toe
- Lace-up front
- Thick sole
- PU material
Please be advised that these sneakers run 1 size too small.
Style Number/Barcode: 07407-0175
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped In Style Faux Nubuck Block Heels
Get wrapped in style with these chic heels that dress up all your best outfits! The heels feature an open back, wrap-around straps, an open square toe, a wide strap over the toe, and a narrow block heel. Complete look with a wrap mini dress and laritat necklace.
Fit & Features
- Open back
- Single strap over the back of the ankle
- Wrap-around straps
- Open square toe
- Wide strap over the toe
- Narrow block heel
- Faux nubuck material
Please be advised that these heels run small, purchase one size up.
Style Number/Barcode: 07401-2438
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Distressed Denim Block Heel Booties
Add an edge to your outfit with denim booties that keep your look on point. The booties feature a mid-calf length, a distressed detailing, a denim fabric body, a peep toe, and a stacked block heel. Complete your look with a mini skirt and crop top.
Fit & Features
- Mid-calf length
- Denim fabric body
- Distressed detailing
- Peep toe
- Stacked block heel
Style Number/Barcode: 07403-0381
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Essential Faux Croc Embossed Purse
Add this essential purse for your chic every day look! The purse features a trendy faux croc-embossed design, a top zipper closure, and a shoulder strap. Complete look with a bodysuit and high waist jeans.
Fit & Features
- Croc-embossed design
- Top zipper closure
- Small rectangular body
- Shoulder strap
- Faux leather material
Style Number/Barcode: 07203-0384
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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Untamed and Fierce Faux Nubuck Block Heels
Keep it fierce in heels that let you unleash your inner fashionista. The heels feature an adjustable ankle strap, a trendy narrow block heel, an open square toe with a single strap over the toe. Complete your trendsetting look with a bodycon dress and a cropped blazer.
Fit & Features
- Adjustable ankle strap
- Closed-back
- Open square toe
- Single strap over the toe
- Narrow block heel
- Faux Nubuck material
- Available in Leopard print and Natural
Style Number/Barcode: 07401-2442
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sassy Plaid Suspender Mini Skirt
Give your 'fit a sassy vibe in this plaid suspender mini skirt! It features spaghetti straps, a sultry side slit and a form-hugging style to enhance your curves. Pair this skirt with a fitted long sleeve bodysuit for an overall gorgeous look.
Fit & Features
- Spaghetti straps
- High waist
- Short, form-hugging fit
- Side slit
- Plaid woven fabric
- Moderate stretch
Style Number/Barcode: 06401-0257
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The One Basic One Shoulder Ribbed Mini Dress
This ribbed dress is the one that you can't live without! Dress up this beauty with duster earrings and mules for a glam night out outfit. The dress features a one-shoulder neckline, a ruched mini length silhouette, and composed of a ribbed knit fabric.
Fit & Features
- Sleeveless bodice
- One-shoulder neckline
- Ruched body
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0997
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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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Get On-Trend Long Sleeve Romper
Make sure you are the trendiest member of your squad in this must-have romper! It features long fitted sleeves and an overall curve-hugging silhouette. Add on some chunky sneakers and chic shades for a comfy look you can wear lounging and out and about.
Fit & Features
- Scoop neckline
- Long fitted sleeves
- Form-hugging fit
- Shorts hit mid-thigh
- Knit fabric
Style Number/Barcode: 06503-0181
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lace-Up Faux Suede Over The Knee Boots
Give your 'fit a trendy vibe in these faux suede over the knee boots! They feature an adorable side lace-up detail, an inner zipper closure, and a low heel. Pair these boots with your fave cozy sweater dress for a must-have date night look.
Fit & Features
- Over the knee design
- Round toe
- Low heel
- Inner zipper closure
- Side lace-up detail
- Faux suede material
Please be advised that these boots run small. Fit model recommends one size up.
Style Number/Barcode: 07402-0204
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortlessly Edgy Block Heel Booties
Get an effortlessly edgy look in these faux nubuck block heel booties! They feature an ankle-high design with a chunky lug sole and a tall, sturdy block heel. Pair these booties with dark wash skinny jeans and an oversized sweater for major fall vibes.
Fit & Features
- Ankle-high design
- Round toe
- Inner zipper closure
- Lug sole
- Block heel
- Faux nubuck material
- Partial elastic detail at ankle
Style Number/Barcode: 07403-0386
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale