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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Strut In Style Slouched Under-The-Knee Boots
Conquer the scene in these under-the-knee boots. With a chic slouched design, pointed toe, and comfy block heel, these boots are your go-to for effortless glam.
Fit & Features
- 3” block heel, 8” leg opening, 15” shaft height
- Faux suede material
- Under-the-knee height
- Pointed toe
- Slouched design, pull tabs
- Partial inner zipper closure
- Comes in Black, Brown, and Leopard Print
- Runs true to size
Style Number/Barcode: 07402-1076
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Here To Slay Under-The-Knee Block Heel Boots
Fit & Features
- 3” block heel, 7.5” leg opening, 16” shaft height
- Half faux leather, half spandex material
- Under-the-knee height
- Square toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1079
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cool Girl Energy Camo Cargo Pants
Fit & Features
- Camouflage twill woven fabric, no stretch
- Mid-rise waist, belt loops, back buckle strap accents
- Hidden front zipper with button closure
- Dual front pockets, dual faux back pockets, large side flap pockets
- Straight-leg fit, drawstring ankle
- Pants in size small have a 10" front rise with a 31" inseam
- Runs true to size
Style Number/Barcode: 06302-0845
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Stride Buckle Strap Ankle Booties
Fit & Features
- 3” block heel, 5" leg opening, 4.5" shaft height
- Faux leather material
- Ankle-high
- Pointed toe
- Dual strap design with buckle detailing, cutout accents
- Back zipper closure
- Comes in Black and Leopard print
- Runs true to size
Style Number/Barcode: 07403-1838
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Of-The-Moment Stiletto Ankle Booties
Chic and stylish, these of-the-moment ankle booties are designed with a faux suede material accented with an elastic gore detail for added stretch and a top buckle strap design. They feature a pointed toe, an inner zipper closure for effortless styling, and a short stiletto heel.
Fit & Features
- Short stiletto heel
- Faux suede material
- Ankle-high length
- Pointed toe
- Elastic gore, buckle strap detail
- Inner zipper closure
- Runs true to size
Style Number/Barcode: 07403-1843
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Look Under-The-Knee Moto Boots
Edge up your fall 'fits with these under-the-knee moto boots designed with a trendy faux leather material with a cool vintage-tone look. They feature a round toe, a buckle strap design, an inner zipper closure for effortless styling, and a low block heel for comfort.
Fit & Features
- Low block heel
- Faux leather material
- Under-the-knee length
- Round toe
- Buckle strap design
- Inner zipper closure
- Runs a half size too big
Style Number/Barcode: 07402-1083
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Moment Faux Croc-Embossed Criss-Cross Platform Heels
Have trendy moments in these criss-cross platform heels crafted from sleek faux leather with croc-embossing. Pair with a party dress.
Fit & Features
- 3.5" Block heel
- Faux leather material
- Faux croc-embossing
- Open almond toe
- Criss-cross straps over toe
- Platform sole
- Runs true to size
Style Number/Barcode: 07401-5211
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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It Girl Faux Leather Lace-Up Stiletto Heels
Channel your inner It-girl with heels that elevate your fits' The patent faux leather heels feature an open pointy toe with single strap design, lace-up straps, and a sexy stiletto heel. Complete with a faux leather skirt and long sleeve blouse!
Fit & Features
- 3.5" Stiletto heel
- Patent faux leather material
- Open pointy toe
- Single strap design
- Lace-up straps
- Runs true to size
Style Number/Barcode: 07401-5208
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Classic Pump Stiletto Heels
Step out like a boss babe or dazzle at date night with classic pump heels that feature a closed pointy toe and a sexy stiletto heel. Complete with an LBD and blazer to take you from day to night!
Fit & Features
- Stiletto heel
- Faux suede material
- Closed pointy toe
- Runs true to size
Style Number/Barcode: 07401-5203
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slay The Scene Under-The-Knee Block Heel Boots
Fit & Features
- 3” stacked block heel, 8” leg opening,14” shaft height
- Half faux leather, half faux suede material
- Pointed toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1075
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: Out of Stock
Product Badge:- Ships Free
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On the Move Block Heel Ankle Booties
Take on the day in style with on the move block heel ankle booties. Featuring a chic square toe and comfy block heel, these booties are your go-to for effortless flair.
Fit & Features
- 3” stacked block heel, 5” leg opening, 6” shaft height
- Square-shaped toe
- Inner zipper closure
- Black and Brown are faux leather
- Leopard print is faux microsuede
- Runs true to size
Style Number/Barcode: 07403-1842
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual Trend Faux Suede Slip-On Clogs
Casual and currently trending, these faux suede slip-on clogs are perfect for low-key days. Pair with a cropped jacket.
Fit & Features
- Faux suede material
- Closed round toe
- Buckle strap detail
- Slip-on design
- Flat sole
- Runs true to size
Style Number/Barcode: 07405-0219
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Stunner Criss-Cross Platform Block Heels
Create a major stunning moment with platform heels that bring the drama! The open almond-toe heels feature criss-cross straps over the toe, a platform sole, a sturdy block heel, and an adjustable ankle strap. Complete the look with a fitted midi skirt!
Fit & Features
- 3.5" Block heel
- Faux microsuede material
- Open almond toe
- Criss-cross straps over the toe
- Platform sole
- Adjustable ankle strap with buckle
- Runs true to size
Style Number/Barcode: 07401-5209
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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Feelin' Edgy Buckle Strap Moto Booties
These edgy sleek faux leather moto booties feature an above-the-ankle length with a round toe, a chic dual buckle strap design, an inner zipper closure for effortless styling, and a low block heel for comfortable wear. Pair with hoop earrings.
Fit & Features
- Low block heel
- Faux leather material
- Above-the-ankle length
- Round toe
- Dual buckle strap design
- Inner zipper closure
- Runs true to size
Style Number/Barcode: 07403-1844
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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Trendy Era Drop Waist A-Line Mini Dress
Enter your trendy era with this woven mini dress featuring a sleeveless square neckline and a halter strap accented with a buckle trim detail. The drop waist design leads to a short pleated A-line silhouette.
Fit & Features
- Woven fabric
- Square neckline
- Halter strap with buckle trim detail
- Partially open back, zipper closure
- Drop waist design
- Mini-length pleated A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5974
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Chic Long Sleeve Ruched Top
Effortlessly chic long sleeve ruched top is your go-to for sleek vibes. With a square neckline and fitted sleeves, it's perfect for any occasion. Feel fabulous and own the moment!
Fit & Features
- Smooth nylon knit fabrication
- Square neckline
- Fitted long sleeves
- Ruching
- Mid-hem length
- Runs true to size
Style Number/Barcode: 06001-5569
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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Step It Up Mid-Rise Twill Cargo Pants
Step up your everyday style in these mid-rise cargo pants with trendy pockets and a unique drawstring ankle that lets you customize the look. Pair with a crop top and sneakers.
Fit & Features
- Twill-cargo woven fabric, no stretch
- Mid-rise waist with belt loops, single button with hidden zipper closure
- Dual front pockets, faux back flap pockets
- Side buttoned cargo flap pockets
- Drawstring accent at ankle
- Pants in size small have a 9.5" front rise with a 32" inseam
- Runs true to size
Style Number/Barcode: 06302-0844
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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Roaring Glam Sleeveless Leopard Print Cropped Corset
Elevate your look in this sleeveless leopard print cropped corset top. Featuring sheer mesh, flexible boning, and ruching, it's your go-to for fierce, fearless vibes.
Fit & Features
- Sheer mesh fabric with knit lining, moderate stretch
- Leopard print
- Strapless straight neckline
- Flexible boning, back zipper with hook-eye closure
- Front and back ruching
- Fitted angled cropped hem
- Runs true to size
Style Number/Barcode: 06001-5567
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Moto Graphic Fleece Pullover Sweatshirt
Edge up your casual everyday 'fit with this trendy fleece pullover sweatshirt designed with moto-inspired graphics on the front and down the sleeves. It features a crew neckline, long sleeves, and a mid-length hem with a comfy relaxed fit.
Fit & Features
- Cotton-blend fleece fabric, soft interior, moderate stretch
- Ribbed hems
- Crew neckline
- Long sleeves
- Moto-inspired graphics on the front and sleeves
- Mid-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06002-1991
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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So Retro Pleated Plaid Skort
Dare to be different in this pleated plaid skort. With a high-rise waist, mini button accents, and hidden shorts, it's the perfect blend of chic and playful for your next adventure.
Fit & Features
- Woven-knit fabrication
- High-rise waist
- Mini button accents at the waist, side zipper closure
- Plaid print
- Pleated mini skirt overlay
- Hidden shorts
- Runs true to size
Style Number/Barcode: 06403-1080
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Western Sleek Knee-High Block Heel Boots
Flaunt your style in western sleek knee-high block heel boots. With a stacked heel, pointed toe, and pull tabs, these boots are your go-to for a chic, confident stride.
Fit & Features
- Stacked block heel
- Distressed faux leather material
- Knee-high
- Pointed toe
- Partial inner zipper closure
- Pull tabs
- Runs true to size
Style Number/Barcode: 07402-1070
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Back To Basics Cropped Long Sleeve Top
Step up your style game with this cropped long sleeve top. Featuring a stretchy knit, square neckline, and cropped hem, this top is your go-to for effortless chic vibes.
Fit & Features
- Stretchy double-lined knit fabrication
- Square neckline
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06002-1989
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Leopard Print Lace Bust Strappy Back Top
Fit & Features
- Stretchy knit fabric with leopard print
- Sweetheart neckline, structured underwire, sheer lace bust overlay
- Adjustable spaghetti straps
- Partially open back with caged strappy design, lace trim, hook-eye closures
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5563
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Chic Abstract Striped Knit Long Sleeve Top
Dive into chic vibes of this abstract striped knit long sleeve top. Featuring a square neckline and cropped hem, it's your go-to for a form-hugging fit.
Fit & Features
- Sweater knit fabric
- Abstract striped jacquard pattern
- Square neckline
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2176
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free