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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Ready To Stun Faux Leather Block Heels
Get ready to stun with heels that make your look stand out! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a crop top and mini skirt set.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open almond toe, clear strap over toe
- Block heel
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07401-3168
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's A Trendy Babe Faux Leather Heels
Stay on trend with heels that take your look to the next level! The heels feature an open back, an adjustable ankle strap, an open square toe with a clear PVC strap, and a block heel. Complete look with a bustier and a faux leather mini skirt.
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: 07401-3164
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic Plaid Cropped Blazer
Keep it preppy with a plaid blazer that elevates your look! The blazer features a plaid print, a collared neckline with lapel accents, a single button closure, long sleeves, and a cropped hem. The blazer is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Preppy Chic Plaid Mini Skirt
Fit & Features
- Plaid print
- Collared neckline, lapels
- Single-button closure
- Long sleeves
- Cropped hem
- Lightweight woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1077
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Essential Over The Knee Faux Suede Boots
Lace-up in these must-have boots that complete your layered outfits! The boots feature an over-the-knee fit, a tie-back accent with elastic goring, an inner zipper closure, an almond toe, and a block heel. The boots are composed of a faux suede material. Complete your look with a long sleeve mini dress and plaid coat.
Fit & Features
- Over the knee fit
- Tie-back accent with elastic goring
- Inner zipper closure
- Almond toe
- Block heel
- Faux suede material
Style Number/Barcode: 07402-0337
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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Walk It Out Faux Suede Lace Up Boots
Walk it out in style with boots that dress up your layered outfits! The boots feature an over-the-knee fit, a lace-up back, an inner zipper closure, an almond toe, and a low-stacked heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and faux leather mini skirt.
Fit & Features
- Over the knee fit
- Lace-up back
- Inner zipper closure
- Almond toe
- Low stacked heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0343
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Chic Over-The-Knee Lace Up Boots
Keep your look oh so chic in this pair of over-the-knee boots! They feature a lace-up back detail, an almond toe, and a block heel. Pair with leather shorts and a crop top for an edgy babe look.
Fit & Features- Over-the-knee length
- Lace-up back detail
- Almond toe
- Block heel
- Fits true to size
Style Number/Barcode: 07402-0305
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clear Things Up PVC Strap Block Heels
Take the time to clear things up in this chic pair of block heels! They feature a clear PVC strap, block heel, and buckled ankle strap. Wear them with a bodycon dress to get them talking.
Fit & Features- PVC strap
- Buckled ankle strap
- Block heel
- Fits true to size
Style Number/Barcode: 07401-3162
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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Fall In Faux Leather Block Heel Booties
Fall in line with cute booties that will have you ready for fall! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete look with a shacket and jeans.
Fit & Features
- Around the ankle fit
- Inner zipper closure
- Pointed toe
- Low block heel
- Faux leather material
Style Number/Barcode: 07403-1270
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Head Over Heels Faux Patent Leather Booties
You'll fall head over heels for these super chic booties! They're made from faux patent leather with an almond toe, block heel, and side zipper closure. Wear them with a plaid mini dress and crossbody for throwback vibes.
Fit & Features
- Block heel
- Almond toe
- Side zipper closure
- Faux patent leather
- Fits true to size
Style Number/Barcode: 07403-1271
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take It On Lace-Up Booties
Take on the day in style in this pair of faux leather booties! They feature a lace-up vamp, an almond toe, and a block heel. Wear them with a crop top and distressed denim for an edgy look.
Fit & Features
- Lace-up vamp
- Almond toe
- Block heel
- Side zipper closure
- Fits true to size
Style Number/Barcode: 07403-1285
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Walk It Out In Style Faux Leather Boots
Walk it out in style with boots that elevate your outfit! The boots feature a knee-high length, a square toe, an inner zipper closure, and a block heel. The boots are composed of a faux leather material. Complete look with a sweater and mini skirt.
Fit & Features
- Below the knee length
- Square toe
- Inner zipper closure
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0324
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Fab Faux Fur Coat
Bundle up in this cozy fab faux fur coat that instantly elevates any look! It features a lapel collar, long sleeves, front pockets, a relaxed fit, and an all-over leopard print pattern. Layer this coat over a basic mini dress and complete the look with ankle booties.
Fit & Features
- Lapel collar
- Long sleeves
- Open front
- Front pockets
- Relaxed fit
- Faux fur fabric, leopard print
- Runs true to size
Style Number/Barcode: 06201-0256
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Western Vibes Faux Leather Boots
Home on the range in style wearing these faux leather boots! They feature a pointed toe, block heel, zipper closure, and smooth, faux leather exterior. Perfect for styling with skinny jeans.
Fit & Features
- Pointed toe
- Block heel
- Zipper closure
- Knee-high length
- Faux leather exterior
- Runs true to size
Style Number/Barcode: 07402-0322
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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Basic Chic PVC Block Heel
Keep it basic and chic with heels that take your look to the next level! The heels feature an open back, an adjustable ankle strap, an open square toe with a clear PVC strap, and a block heel. The heels are composed of a faux leather material. Complete look with a blouse and midi skirt.
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: 07401-3163
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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Trendy Lug Sole 50/50 Boots
Stay on trend with boots the complete your layered outfits! The boots feature a below-the-knee fit, an inner zipper closure, an almond toe, a lug sole, and a block heel. The boots are composed of a 50/50 composition of faux suede and a stretchy knit material. Complete look with an oversized sweater and high waist jeans.
Fit & Features
- Below the knee fit
- Inner zipper closure
- Almond toe
- Lug sole
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0335
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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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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Into It Layered Chain Anklet
You'll be so into it with this layered chain anklet! It features layered chains with hanging cross charms and rhinestone accents. Wear it with PVC strap heels for a clearly chic look!
Fit & Features
- Layered chains
- Hanging cross
- Rhinestone accents
Style Number/Barcode: 07003-0267
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lace Up Faux Leather Combat Boots
Lace-up in basic combat boots that bring the edge to your look! The boots feature an around the ankle fit, a lace-up front, an open almond toe, an inner zipper closure, and a low block heel. The boots are composed of a faux leather material. Complete look with a chunky cable knit sweater with high waist jeans.
Fit & Features
- Around the ankle fit
- Lace-up front
- Open almond toe
- Inner zipper closure
- Low block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1277
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Gal Patent Faux Patent Leather Combat Boots
Channel those punk rock vibes babe in this pair of combat boots! They're made of faux patent leather with an almond toe, block heel, and lug sole. Wear them with a ripped crop top and distressed denim for an edgy look.
Fit & Features
- Almond toe
- Faux patent leather material
- Lug sole
- Fits true to size
Style Number/Barcode: 07403-1281
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Chic Faux Suede Boots
Rock a classic look with boots that pull your look together. The boots feature an over-the-knee fit with a back tie accent, an inner zipper closure, a pointed toe, and a block heel. The boots are composed of a faux suede material. Complete look with a shacket and skinny jeans.
Fit & Features
- Over the knee fit, back tie accent
- Inner zipper closure
- Pointed toe
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0314
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Long Story Short Faux Suede Boots
To simply put it, these faux suede boots belong in your lineup! They feature an almond toe design, side zipper closure, above-the-knee length, and block heel. Style with skinny jeans.
Fit & Features
- Almond toe design
- Side zipper closure
- Block heel
- Above-the-knee length
- Faux suede exterior
- Runs true to size
Style Number/Barcode: 07402-0326
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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Basic Essential Ribbed Knit Midi Dress
This ribbed knit midi dress is a basic essential you need in your closet that you can dress up or down. It features a sleeveless square neckline, spaghetti straps, a mid-length, curve-hugging silhouette, and a stylish side slit. Keep this dress casual with sneakers, or elevate the look with chic mules.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Form-hugging fit
- Side slit, midi-length hem
- Double-lined rib knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4961
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Gal Patent Faux Patent Leather Combat Boots
Channel those punk rock vibes babe in this pair of combat boots! They're made of faux patent leather with an almond toe, block heel, and lug sole. Wear them with a ripped crop top and distressed denim for an edgy look.
Fit & Features
- Almond toe
- Faux patent leather material
- Lug sole
- Fits true to size
Style Number/Barcode: 07403-1280
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Trendy Below-The-Knee Boots
Step up your winter wardrobe with these sleek and trendy below-the-knee boots. They feature a pointed toe, an inner zipper closure, and a block heel. Style these boots with a sweater dress and a chic trench.
Fit & Features
- Pointed toe
- Inner zipper closure
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0329
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free