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.
Now Trending
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.
-
Ruched Babe Mock Neck Bodycon Dress
Flaunt your babe status in this bodycon dress! It features long sleeves, a mock neckline, a ruched front, and a short-length hem. The dress is composed of a soft knit fabric with a moderate stretch
Fit & Features
- Long sleeves
- Mock neckline
- Ruched front
- Short-length hem, bodycon style
- Soft knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4290
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Fanciful Girl Satin Sheer Mesh Mini Dress
Cause commotion looking so fancy in this satin mini dress out on the town! It features a sleeveless square neck, adjustable spaghetti straps, a padded bust, and a sheer mesh waist trim, a flattering bodycon silhouette, and a front ruched seam atop a flirty hem slit. Complete the look with a glitter clutch and jewelry!
Fit & Features
- Sleeveless square neck, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Padded bust, sheer mesh waist trim
- Bodycon silhouette
- Front ruched seam, mini-length slit hem
- Smooth satin fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-5098
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Give Me Looks Scoop Neck Wrap Tie Sweater Top
Notice every head turn your way in this sweater crop top perfect for everyday styling! The sweater features fitted long sleeves, a scoop neckline, and a wrap-tie hem on stretchy rib knit fabric. Complete the look with a mini skirt and knee-high boots for a day date.
Fit & Features
- Fitted long sleeves
- Scoop neckline
- Wrap-tie cropped hem
- Stretchy rib knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1758
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cropped Denim Dreams Jacket
We are having dreams of wearing this cropped jacket! This over sized cutie is collared and has silver large buttons. The jacket features two pockets in the front with button closures. It has a frayed hemline and the back has an elastic cinched hem. The medium colored denim material offers minimal stretch.Style Number/Barcode: 06203-0431
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Lead The Way Faux Leather Over The Knee Boots
Lead the way in in these of the moment faux leather over the knee boots! They feature a trendy pointed toe with a sturdy block heel and inner zipper closure. Pair these boots with an adorable plaid mini skirt for a total it-girl vibe.
Fit & Features
- Over the knee design
- Pointed toe
- Block heel
- Inner zipper closure
- PU material
Style Number/Barcode: 07402-0211
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Off the Shoulder Cable Knit Sweater
Stay cozy in this sweater that is perfect to chill out in! The sweater features an off the shoulder neckline, long sleeves, a cropped fit, and composed of a cable knit fabric. Complete your look with distressed jeans.
Fit & Features
- Off the shoulder neckline
- Long sleeves
- Cable knit fabric
- Cropped hem
- Relaxed fit
- Moderate stretch
Style Number/Barcode: 06005-0777
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Bohemian Beauty Surplice Tie Back Top
Wrap yourself in a chic top that brings those bohemian vibes. The top features a plunging wrap V-neckline, long sleeves, and a lower back tie accent. The bohemian print features bold orange, red, and taupe hues. Complete look with high waist jeans.
Fit & Features
- Plunging wrap V-neckline
- Long sleeves
- Bohemian print
- Lower back tie accent
- Lightweight woven fabric
Style Number/Barcode: 06003-1083
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Fall Back In Love Cable Knit Topper
Fall back in love with all things cozy and cute! This cable knit topper is essential for shifting into the new season. It features a ribbed mock neckline and long sleeves with ribbed cuffs on soft and stretchy fabric. Complete the look with the matching top.
Shop Matching Top: Fall Back In Love Cable Knit Crop Top
Fit & Features
- Ribbed mock neckline
- Long sleeves, ribbed cuffs
- Cable knit design
- Soft and stretchy fabric
- Runs true to size
Style Number/Barcode: 06005-1729
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Give Me Cozy Half-Zip Fuzzy Knit Crop Sweater
Cozy up in this fuzzy knit sweater for warm cuddles all day and a cute look! The sweater features slouchy long sleeves with ribbed cuffs, a half-zipper front closure, a foldover collar neckline, and a cropped rib hem. Style with high-rise jeans for school or casual weekend plans!
Fit & Features
- Slouchy long sleeves with ribbed cuffs
- Half-zipper front closure
- Foldover collar neckline
- Cropped rib hem
- Fuzzy knit sweater fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1757
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Knit Girl Thigh-High Block Heel Boots
This thigh-high boot is for every kn" it" girl! It features a sleek pointed toe, block heel, and a thigh-high shaft height on knit material. Complete the look with a chic sweater dress for a dinner party or date night!
Fit & Features
- Pointed toe
- Block heel
- Thigh-high shaft height
- Knit material
- Pull-on-and-off styling
- Runs true to size
Style Number/Barcode: 07402-0892
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Trendy Arrival Denim Moto Jacket
Show up to your weekend plans in this trendy denim moto jacket with a cool faded design. Layer over a crop top paired with your fave jeans.
Fit & Features
- Faded denim fabric with stretch
- Standing collar with button detail
- Long sleeves with button detail
- Front zipper closure
- Dual front faux pockets
- Fitted cropped hem, front button detail
- Runs true to size
Style Number/Barcode: 06203-0575
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Casual Fall Days Flannel Shacket
Layer on this trendy flannel shacket for those casual fall days! It features a collared neckline, long sleeves, a button-down front, buttoned chest pockets, a relaxed fit, and an all-over plaid print. Style with a basic bodysuit, denim, and combat boots.
Fit & Features
- Collared neckline
- Long sleeves, buttons to cuff
- Button-down front
- Buttoned chest pockets
- Relaxed fit
- Plaid print, woven flannel fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1444
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Stretch The Rules High Rise Straight Leg Denim Jeans
Stretch the rules this new season in the perfect pair of denim jeans right here! They feature a high-rise, asymmetrical waist with adjustable button front closures and a straight-leg design on premium denim non-stretch fabric. Complete your trendy look in a high-neck crop top.
Fit & Features
- High-rise asymmetrical waist
- Adjustable button front closures
- Straight-leg design
- Hidden front zipper closure, belt loops
- Five-pocket styling
- Premium denim non-stretch fabric
- Fits true to size
Style Number/Barcode: 06602-0393
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Forever Basic Crew Neck Slit Midi Dress
Forever your basic midi dress with head-turning detail! It features classic cap sleeves, a crew neckline, a flirty cutout back accent, a flattering bodycon silhouette, and a midi-length hem with a high front slit. The soft brushed knit fabric has plenty of stretch. Complete the look with a glam ring set for a family party or casual date!
Fit & Features
- Cap sleeves
- Crew neckline
- Cutout back accent
- Bodycon silhouette
- Midi-length hem, high front slit
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5334
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cute Vibes Only Plaid Envelope Skort
Channel only the cutest vibes in this trendy plaid envelope skort! It features a high-rise waist, a wrap-front design with an asymmetric envelope-style hem, and fitted shorts. The plaid printed woven fabric has no stretch. Complete your look with the matching shacket and over-the-knee boots.
Shop Matching Top: Cute Vibes Only Plaid Long Shacket
Fit & Features
- High-rise waist, back zipper, hook and eye closure
- Wrap-front design
- Asymmetric envelope hem
- Fitted shorts
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0357
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Super Soft Faux Fur Knit Sweater Jacket
Stylin' in comfort- that is the dream, and we are out here making your dreams come true! Designed with a hood, an over-sized collar, pockets, long sleeves with ribbed wrist cuffs, and a hem that hits passed the waist line. Jacket is composed of a faux fur material that is so soft and offers a relaxed over sized fit with moderate stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06201-0095
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Off The Shoulder Button Down Mini Dress
This adorable off the shoulder button down mini dress is perfect for transitioning to the cooler fall months! Featuring long fitted sleeves and a curve-hugging fit, pair this knit dress with some chunky sneakers for a trendy chic look.
Fit & Features
- Off the shoulder neckline
- Long fitted sleeves
- Button-down front
- Short, form-hugging fit
- Ribbed knit fabric
Style Number/Barcode: 05102-0828
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
So Poised Lace Up Block Heels
Keep it poised in stylish heels that bring that sophisticated look to your outfit! The heels feature a closed-back, lace-up straps, an open almond toe with a strap over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt.
Fit & Features
- Closed-back
- Lace-up straps
- Open almond toe, strap over the toe
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-2986
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Daring Chic Cutout Mini Dress
Dare to go bold with a dress that is anything but basic! The dress features a collared neckline, a multi-button down front, long sleeves, dual waist cutouts, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and a crossbody.Fit & Features
- Collared neckline
- Multi-button down front
- Long sleeves
- Dual waist cutouts
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-4276
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Classic Button-Down Linen Top
Everyone needs a classic button-down top in their closet! This lightweight linen top features a collared neckline with a complete button-down front, long sleeves, and a mid-length, relaxed fit. Style this top with a faux leather mini skirt and booties for an edgy vibe.
Fit & Features
- Collared neckline
- Button-down front
- Long sleeves, single-button details
- Mid-length, relaxed fit
- Linen fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1616
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Always In Plaid Woven Crop Shacket
Don't be surprised if you find yourself wearing this plaid crop shacket on repeat! It features long sleeves with button cuffs, a collar neckline, a button-down placket, pockets, and a boyfriend silhouette. Complete the look in knee-high boots for a chic autumn outfit!
Fit & Features
- Long sleeves with button cuffs
- Collar neckline
- Button-down placket, pockets
- Boyfriend silhouette
- Cropped hem
- Plaid pattern, flannel woven fabric
- Fits true to size
Style Number/Barcode: 06204-1454
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
-
Setting The Trend Long Sleeve Cutout Mini Dress
This long sleeve mini dress sets the trend! It features a stylish crew neckline adorned with cutout and lattice accents that capture all the attention and a bodycon silhouette. Complete the look with chic boots.
Fit & Features
- Soft, stretchy rib knit fabric
- Fitted long sleeves
- Crew neckline
- Cutouts with lattice accents
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 06005-2067
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Western Glam Pearl Detail Ankle Booties
Bring the western glam vibes to your everyday 'fits with these trendy ankle booties! They feature an above-the-ankle height with pull tabs on each side, a pointed toe with western-style stitching, mini faux pearl studded embellishments at the ankle, an inner zipper closure for easy on-and-off wear, and a low stacked block heel. The booties are composed of a faux leather material. Pair with hoop earrings.
Fit & Features
- Above-the-ankle-height, pull tabs
- Pointed toe, western-style stitching
- Faux pearl studded embellishments
- Inner zipper closure
- Low stacked block heel
- Faux leather material, woven material at the ankle
- Runs true to size
Style Number/Barcode: 07403-1696
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Platform Suede Lug Sole Booties
Make a bold statement with your boots this season! This pair of lug boots features an almond toe, a lug boot sole, and an ultra high block heel. They are composed of a faux suede material and have an elasticity at the side that makes them easy to slide off and on, as well as a zipper at one side.
Please be advised that these boots run 1/2 a size small.
Style Number/Barcode: 07403-0073
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance