Fall Edit
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.
HomeFall Edit

Product Recommendations
STYLE SPOTLIGHT
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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Too Cool Contrast Trim Faux Leather Sneakers
These faux leather sneakers are too cool for school! Kick back in these exclusive shoes featuring a round toe and lace-up placket for a perfect fit. A cool contrast trim for added style and a comfortable footbed and rubber insole. Complete the look with a zip-up hoodie for casual plans.
Fit & Features
- Round toe
- Lace-up placket
- Contrast trim
- Comfortable footbed
- Rubber insole
- Runs true to size
Style Number/Barcode: 07407-0225
Category Name: Fall Edit
Price: $28.90
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic Plaid Mini Skirt
Keep it preppy with a plaid mini skirt that elevates your look! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching cropped blazer.
Shop Matching Blazer: Preppy Chic Plaid Cropped Blazer
Fit & Features
- Plaid print
- High-rise waist
- Mini side slit
- Mini-length
- Lightweight woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0331
Category Name: Fall Edit
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Modern Chic One-Shoulder Crop Top
A modern and chic crop top features an asymmetrical one-shoulder neckline with ruched seams. Perfect for styling with high-rise jeans and mules.
Fit & Features
- Double-lined modal blend knit fabric, moderate stretch
- One-shoulder asymmetrical neckline
- Ruched seams
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06001-5457
Category Name: Fall Edit
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Western Heart Faux Suede Cowboy Hat
Show your love for Western style with this faux suede cowboy hat featuring a unique heart charm trim and a classic curved brim. Include adjustable ties hidden on the inside for a tighter fit. Style with a graphic tank top and shorts for a rodeo or country bar!
Fit & Features
- Heart charm trim
- Classic curved brim
- Faux suede material
- Adjustable ties for tighter fit
Style Number/Barcode: 07302-1674
Category Name: Fall Edit
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Chic Over-The-Knee Boots
These fitted over-the-knee boots are so effortlessly chic. They feature an almond-shaped toe, a block heel, and an inner zipper closure. The boots are composed of a half faux suede and half stretchy knit composition. Style with a sweater dress and a trendy boater hat.
Fit & Features
- Over-the-knee fitted design
- Almond-shaped toe
- Block heel
- Partial inner zipper closure
- Half faux suede and half stretchy knit composition
- Runs true to size
Style Number/Barcode: 07402-0812
Category Name: Fall Edit
Price: $12.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic High-Rise Straight-Leg Boyfriend Jeans
This classic pair of straight-leg boyfriend jeans will become your new favorite staple. They feature a high-rise waist, a trendy boyfriend-style design with a snug fit at the waist and a straight-leg silhouette, a chic clean denim design, and front button-down closures. The cotton-blend denim fabric has minimal stretch. Style these jeans for every day with a cropped sweater and ankle booties or a crop top and mules!
Fit & Features
- High-rise waist
- Boyfriend-style straight-leg silhouette
- Clean denim design
- Five-pocket and belt loop design
- Top front button, hidden front button-down closures
- Cotton-blend denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0481
Category Name: Fall Edit
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Chic Surplice Open Back Sweater
Layer up in a chic sweater this season that slays! This must-have sweater features a turtle neckline, a stunning open back with a wrap surplice design, and long flowy sleeves. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with fab ankle booties.
Fit & Features
- Turtle neck
- Open back with surplice design
- Long sleeves
- Knit fabric
- Relaxed fit
- Moderate stretch
Style Number/Barcode: 06005-0788
Category Name: Fall Edit
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sound The Alarm High Slit Denim Maxi Skirt
Attract all the attention onto you in this denim maxi skirt to showcase your fashionista style! The denim skirt features a flattering high-rise waist, a stunning high-rounded front slit, and a form-hugging fit on rigid medium wash denim fabric. Complete the look in a cute crop top and heels for a daytime outing!
Fit & Features
- High-rise waist
- Front high rounded-slit design
- Form-hugging fit
- Front button and hidden zipper closure
- Five-pocket styling, belt loop accents
- Rigid medium wash denim fabric, no stretch
- Runs true to size
Style Number/Barcode: 06601-0175
Category Name: Fall Edit
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Expedition Cargo Pocket Crop Bomber Jacket
Wherever you're headed, layer this stylish crop bomber jacket for weekend trips or adventures! This fashionable jacket features long sleeves, a snap button collar, and a front zipper closure that secures the style. The cargo flap pockets and adjustable drawcord cropped hem elevate your look while the twill woven fabric keeps you comfortable. Complete the look in denim jeans.
Fit & Features
- Twill woven fabric
- Collar neckline with snap-button closure
- Front zipper closure, flap pockets
- Bomber silhouette
- Adjustable drawcord crop hem
- Runs true to size
Style Number/Barcode: 06204-1701
Category Name: Fall Edit
Price: $49.90
Availability: Out of Stock
Product Badge:- Sale
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Major Babe Edgy Cropped Graphic Tee
Showcase what a major babe you are in this stylishly edgy graphic tee! It features a notched front V neckline with a trendy knot front detail and a center motorcycle graphic. Pair this crop top with a faux leather mini skirt and combat boots to get that total rocker-chic vibe.
Fit & Features
- Short sleeves
- Notched front V neckline
- Knot front detail
- Center motorcycle graphic
- Cropped
- Form-fitting style
- Cotton fabric with moderate stretch
Style Number/Barcode: 06002-0580
Category Name: Fall Edit
Price: $6.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All That Denim Slit Midi Skirt
A classic denim midi skirt is what you're all about! Featuring a flattering high-rise waist with a distressed accent, a form-hugging silhouette, a trendy center front slit, and a midi-length hem on medium-wash denim fabric with a color fade effect. Complete the look in cute booties for a concert or fall festival!
Fit & Features
- High-rise waist
- Form-hugging silhouette, distressed accent
- Center front slit
- Midi-length hem
- Front button and hidden zipper closure, five-pocket styling, belt loops
- Medium wash denim fabric, color fade effect, no stretch
- Runs true to size
Style Number/Barcode: 06601-0176
Category Name: Fall Edit
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Asymmetrical Hem Mini Skirt
Let this skirt take your look to the next level! The skirt features a high rise waist, a plaid print, and an asymmetrical hem. Complete look with bodysuit and ankle booties.
Fit & Features
- High rise waist
- Plaid print
- Asymmetrical hem
Style Number/Barcode: 06501-0323
Category Name: Fall Edit
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Showstoppin' Staple Long Sleeve Maxi Dress
Put your curves on display in this basic maxi dress perfect for dressing up or down! The long dress features fitted long sleeves, a classic crew neck, and a flattering bodycon silhouette on hacci rib knit fabric. Complete the look with strappy heels and a purse!
Fit & Features
- Hacci rib knit fabric, plenty of stretch
- Fitted long sleeves
- Crew neckline
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-5331
Category Name: Fall Edit
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Out For The Day High-Rise Cargo Pants
Achieve stylish functionality with these high-rise cargo straight-leg pants. Crafted from lightweight and breathable woven fabric, they feature side pockets and lower flap cargo pockets, and an adjustable drawcord hem so you customize the style. Complete the look in a basic crop top for a day out!
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Side pockets, faux back flap pockets
- Lower cargo flap pockets
- Straight-leg silhouette, adjustable drawcord hem
- Lightweight woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0798
Category Name: Fall Edit
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Casually Cozy Basic Joggers
Get an effortless, casual, and cozy look in these basic joggers! They feature a high rise elastic banded waist with a front adjustable drawstring, slanted zippered front pockets, and a relaxed fit with a tapered jogger hem. Pair these joggers with chunky sneakers for a perf look for a girl on the go like you!
Shop Matching Jacket: Casually Cozy Zip Front Jacket
Fit & Features
- High rise elastic banded waist
- Front adjustable drawstring
- Slanted zippered front pockets
- Relaxed fit
- Tapered jogger hem
- Knit fabric with soft lining and moderate stretch
Style Number/Barcode: 06502-0493
Category Name: Fall Edit
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Season Staple Denim Print Faux Leather Shoulder Bag
Trendy with a chic structure, this denim print faux leather shoulder bag is a staple for the season. Designed with a medium-wash denim print on smooth faux leather material, this bag is a fabulous must-have! It features a small half-moon shape with curved seam accents, a snap button closure with a buckle strap accent, a top zipper closure to secure your essentials in the spacious woven interior, and an adjustable shoulder strap. Pair with the matching heels for a seamlessly stylish 'fit!
Shop Matching Heels: Season Staple Denim Print Faux Leather Stiletto Heels
Fit & Features
- Faux leather material with medium-wash denim print
- Small half-moon design
- Snap button closure with buckle strap accent
- Top zipper closure
- Woven interior with pouch and zippered pocket
- Adjustable shoulder strap
- Black is solid faux leather material
Style Number/Barcode: 07203-2018
Category Name: Fall Edit
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Casual Distressed Boyfriend Jeans
These classic casual boyfriend jeans are the perfect pair of everyday denim. They feature a high-rise waist, distressed detailing with trendy slits at the knees, and a relaxed fit. The denim fabric offers a rigid fit with no stretch. Style these jeans with a cute flannel and combat boots.
Fit & Features
- High-rise waist
- Boyfriend leg
- Distressed accents, knee slits
- Traditional five-pocket and belt loop design
- Single front button and hidden zipper closure
- Non-stretch denim fabric
- Fits true to size
Style Number/Barcode: 06602-0329
Category Name: Fall Edit
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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New Expression Square Toe Slingback Patent Flats
Express yourself with these new and stylish patent leather flats to elevate your everyday look! These trendy flats feature a closed contrast square toe and an adjustable slingback ankle strap with buckle closure for a secure fit. The low-block heel adds a touch of sophistication while the cushioned insole provides all-day comfort. Complete the look in a blazer for a posh vibe!
Fit & Features
- 1" Low Block Heel
- Contrast closed square toe
- Adjustable slingback ankle strap, buckle closure
- Patent leather material
- Runs true to size
Style Number/Barcode: 07405-0070
Category Name: Fall Edit
Price: $24.90
Availability: Out of Stock
Product Badge:- Ships Free
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Your Favorite Puffer Crop Jacket
Head into the colder season in your new favorite puffer crop jacket! It features long sleeves, a standing collar, side pockets, a front zipper, and a back draw cord for a customizable fit. The jacket this composed of an insulated nylon woven fabric designed to help keep you cozy and protected from the elements! Complete the look in trendy skinny jeans and booties.
Fit & Features
- Long sleeves
- Standing collar neckline
- Side pockets, front zipper closure
- Back adjustable drawcord
- Cropped length
- Insulated nylon-woven lined fabric
- Fits true to size
Style Number/Barcode: 06201-0344
Category Name: Fall Edit
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casually Cute Basic Short Sleeve Bodysuit
Look and feel casually cute in this basic bodysuit that makes the perfect essential! It features short sleeves, a crew neck, a form-hugging fit, and a thong bottom with dual snap-button closures, and is crafted on soft brushed knit double-lined fabric. Style with cargo pants for an on-trend look!
Fit & Features
- Short sleeves
- Crew neck
- Form-hugging fit
- Thong bottom, dual snap-button closures
- Brushed knit double-lined fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1598
Category Name: Fall Edit
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flat Thigh High 50/50 Boots
Half faux suede, half stretchy nylon, these boots are designed for comfort and style! Featuring a round toe, and a short block heel, with an inner side zipper for easy off and on! Pair with your fav over-sized tee, or with the perfect fall dress!Style Number/Barcode: 07402-0028
Category Name: Fall Edit
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Daring Diva Faux Leather Booties
Showcase your diva-style with booties that slay, babe! The booties feature a mid-calf length, an inner zipper closure, a pointed toe, and a block heel. The booties are composed of a faux patent leather material. Complete look with a bustier and a mini skirt.
Fit & Features
- Mid-calf fit
- Inner zipper closure
- Pointy toe
- Block heel
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07403-1349
Category Name: Fall Edit
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Admirable Style High-Rise Ponte Mini Skort
Bring on the compliments in this high-rise skort featuring a flattering A-line silhouette and mini-length hem. The smooth ponte knit fabric offers a polished look and plenty of stretch.
Fit & Features
- Ponte knit fabric, shorts lining, moderate stretch
- High-rise waist
- A-line silhouette
- Mini-length hem
- Skort has a 11.5” front rise with a 1.5” inseam
- Runs true to size
Style Number/Barcode: 06503-1194
Category Name: Fall Edit
Price: $24.90
Availability: In Stock
Available Color: BLACK, IVORY
Available Size: XS, S, M, L
Product Badge: -
All About Knit Sherpa Shacket
Cuddle up in a knit shacket that brings on those cozy vibes! The shacket features a collared neckline, long sleeves, a multi-button down front, two chest pockets with single-button closures, hidden side pockets, and a rounded hem. The shacket is composed of a sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with trendy thigh-high boots and a cabby hat.
Fit & Features
- Collared neckline
- Long sleeves
- Multi-button down front
- Two chest pockets
- Hidden side pockets, rounded hem
- Faux sherpa knit fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1172
Category Name: Fall Edit
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance