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.
-
Making Bold Moves Lucite Block Heels
You'll be making major bold moves in these trendy lucite block heels! They feature a leopard printed patent faux leather material to make your look all the more fierce. Pair with a little black dress and let your heels make the statement at your next party.
Fit & Features
- Open almond toe with a toe strap
- Clear wide band over the top
- Open back
- Leopard printed patent PU material
- Thin lucite block heel
Please be advised that these heels run small. Fit model recommends one size up.
Style Number/Barcode: 07401-2416
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Fashionista Faux Fur Vest
You'll be a total chic fashionista when you layer on this adorable faux fur vest! It features an open front with multiple hook and eye closures, a mid-length hem, and a relaxed fit. Wear this vest over a long sleeve bodysuit with dark wash denim for the perf trendy winter-time vibe.
Fit & Features
- Sleeveless
- Open front with multiple hook and eye closures
- Lined pockets
- Mid-length hem
- Relaxed fit
- Soft faux fur fabric with a smooth nylon lining
- No stretch
Style Number/Barcode: 06201-0137
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Over The Knee Faux Suede Block Heeled Boots
These over the knee faux suede boots are the essential shoe you need this fall season! They feature a trendy almond toe and a sturdy block heel. Wear these with a flirty flowy mini dress for a nice dinner out.
Fit & Features
- Almond toe
- Block heel
- Inner zipper closure
- Over the knee design
- Back tie closure
- Faux suede fabric
Please be advised that these boots run small. Fit model recommends one size up.
Style Number/Barcode: 07402-0189
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ever So Edgy Lug Sole Heeled Boots
Look ever so edgy in these chic lug sole heeled boots! They feature a trendy ankle sock detail and a sleek faux leather material. Pair these boots with distressed denim and a graphic tee to go hang with the squad.
Fit & Features
- Cotton ankle sock detail
- Lug sole
- Block heel
- PU material
Style Number/Barcode: 07403-0362
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fierce Fashionista Over The Knee Block Heel Boots
You'll be a fierce fashionista in these elongating over the knee boots! They feature a sturdy block heel and a fab allover leopard print. Pair these stylish boots with a stunning little black dress for a gorgeous look.
Fit & Features
- Over the knee design
- Almond toe
- Block heel
- Inner zipper closure
- Tie back detail
- Faux suede fabric
- Allover leopard print
Please be advised that these boots run small. Fit model recommends one size up.
Style Number/Barcode: 07402-0190
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High Rise Houndstooth Plaid Mini Skirt
Keep it preppy in a plaid skirt that keeps your look on point! The skirt features a trendy houndstooth plaid pattern and a mini side slit. Complete your outfit with a tie waist crop top and sneakers to nail that casual look.
Fit & Features
- High rise waist
- Houndstooth plaid pattern
- Mini length silhouette
- Mini side slit
Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0299
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stay Chic High Rise Skinny Jeans
Level up your everyday look with these chic skinny jeans! They feature a figure-flattering high rise waist with front seam detailing and a skinny leg fit for an elongated look. Pair these jeans with a cute crop top for a look you can wear to hang with your squad.
Fit & Features
- High rise waist
- Back zipper closure
- Front seam detailing
- Skinny leg fit
- Denim fabric
Style Number/Barcode: 06602-0197
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
The Classic Wool Beret
Look très chic with a classic beret! The beret features a classic beret-styled brim and composed of a wool knit material. Complete look with a black crop top.
Fit & Features
- Beret design
- Wool knit material
Style Number/Barcode: 07302-0237
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Glitz And Glimmer Faux Wrap Front Crop Top
Get all that glitz and glimmer in this gorgeous crop top! It features a faux-wrap front creating a flattering V neckline and is composed of a shimmery lurex knit fabric. Pair this top with denim and rhinestone earrings to give your everyday look a touch of glam.
Fit & Features
- Long fitted sleeves
- Faux wrap front
- V neckline
- Tie front detail
- Cropped
- Shimmery lurex knit fabric
Style Number/Barcode: 06001-2857
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Long Sleeve O-Ring Wrap Front Crop Top
Style up this adorable wrap front crop top with high waist black denim for a chic look! The top features long fitted sleeves, a front O-ring belted accent and a very soft, lightweight knit fabric with plenty of stretch. Wear this cute 'fit to a casual date night with bae.
Fit & Features
- Wrap front V-neckline
- Long fitted sleeves
- Front O-ring belted accent
- Cropped
- Soft to the touch knit fabric with plenty of stretch
Style Number/Barcode: 06001-2858
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Draw Me In Ribbed Crop Top
Get drawn in to this cute crop top! The top features a V-neckline with notched detail, a center drawstring, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with biker shorts.
Fit & Features
- V-neckline with notch detail
- Center drawstring
- Long sleeves
- Cropped hem
- Ribbed knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06002-0587
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bad Influence Cropped Graphic Tee
Take your edgy look up a notch with this cute cropped graphic tee! It features a center script in bold reading, "Bad Influence," and a soft jersey knit fabric. Pair this tee with high rise denim and some heeled booties to make a stylish statement.
Fit & Features
- Crew neckline
- Short sleeves
- Center graphic
- Knot front detail
- Cropped
- Jeresy knit fabric
Style Number/Barcode: 06002-0582
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Cozy French Terry Knit Crop Top
Keep it cute and casual in this cozy french terry knit crop top! It features an oversized fit and a cropped hem. A must-have for lounging around the house or for a cute lunch date look by adding on some chic shades and a layered necklace.
Shop Matching Joggers: Basic Mood High Waist Joggers
Fit & Features
- Crew neckline
- Long sleeves with ribbed hems
- Cropped, oversized fit
- French terry knit fabric
- Moderate stretch
Style Number/Barcode: 06002-0707
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Basic Mood High Waist Joggers
We're in the mood for basic joggers this season. Keep it cozy and chic in this staple piece that features a high rise waist, a drawstring accent, slanted pockets, and a straight leg with an elastic cuff. Complete your basic look with the matching crop top, layers of dainty jewelry, and chunky dad sneakers.
Shop Matching Crop Top: Basic Mood Cropped Crew Neck Top
Shop Matching Top: Cozy French Terry Knit Crop Top
Fit & Features
- High rise waist
- Drawstring waist
- Slanted pockets
- Straight leg with elastic cuff
- Relaxed fit
- Moderate stretch
- French terry knit fabric with moderate stretch
Style Number/Barcode: 06502-0497
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Keepin' Knit Cute And Casual Crop Top
Keep it cute and casual in this adorable everyday crop top! Featuring an off the shoulder slight V neckline with a crossover detail, this crop top will pair perfectly with your fave high waist mom jeans. Wear this top on a fun outing with your squad.
Fit & Features
- Off the shoulder slight V neckline
- Long fitted sleeves
- Crossover front detail
- Cropped hem
- Brushed ribbed knit fabric
Style Number/Barcode: 06001-2853
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Sassy Babe Leopard Print Mini Skirt
You'll be a total sassy babe in this fierce leopard print mini skirt! It features a flattering high rise waist and a sultry front slit. Pair it with a basic crop top and some chic booties for a night out with your girls.
Fit & Features
- High rise waist
- Short, form-hugging fit
- Front slit
- Leopard print
- Knit fabric
Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0298
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Basic Long Sleeve Crepe Turtleneck Bodysuit
Elevate your outfits effortlessly with our turtleneck bodysuit, perfect for layering your look to perfection. This bodycon long-sleeve top offers both chic style and cozy comfort, thanks to its smooth knit fabric. Crafted from double-lined crepe knit material, it provides a sculpted fit that accentuates your curves. The bodysuit silhouette ensures a polished, tucked-in appearance, making it ideal for workwear ensembles or any layered outfit.
Fit & Features
- Turtle neck
- Long fitted sleeves
- Thong-cut bottom
- Dual snap button closures
- Double-lined
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-2810
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Stylish And Smocked Puff Sleeve Top
Elevate your everyday casual style in this stylish and smocked top! It features trendy puff sleeves, a stretchy smocked waist detail, and a mid-length, form-hugging fit. Pair this top with high rise distressed denim for an effortless look.
Fit & Features
- Long puff sleeves with elastic banded hems
- Scoop neckline
- Pleated detailing at bust
- Stretchy smocked waist
- Mid-length, form-hugging fit
- Stretchy ribbed knit fabric
Style Number/Barcode: 06001-2862
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Tequila Time Crop Top
It will be tequila time for sure when you wear this adorable graphic tee! Featuring a center graphic reading, "Mas Por Favor Tequila," this top is perfect for a night out. Pair with a curve-hugging faux leather mini skirt for a trendy 'fit.
Fit & Features
- Crew neckline
- Short sleeves
- Center graphic
- Knot front detail
- Cropped
Style Number/Barcode: 06002-0583
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Patent Faux Leather Thigh-High Heeled Boots
Keep it sexy and chic in these patent faux leather thigh-high heeled boots! They feature a trendy square toe and a form-hugging fit for a sleek look. Pair with a little black dress for a bombshell vibe you can wear on a night out.
Fit & Features
- Thigh-high design
- Square toe
- Block heel
- Inner zipper closure
- Patent PU material
Style Number/Barcode: 07402-0188
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Perfection In Plaid Side Slit Mini Skirt
Make your 'fit total perfection in this adorable plaid mini skirt! With a trendy side slit and a short, form-hugging silhouette, this skirt is a must-have to wear to a brunch date. Pair with some chunky sneakers to get a more casual-cute look.
Fit & Features
- High rise waist
- Small side slit
- Short, form-hugging fit
- Allover plaid print
- Knit fabric with plenty of stretch
Style Number/Barcode: 06501-0297
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Feelin' Basic V Neck Knit Mini Dress
Sometimes it's a good thing to be basic! This knit mini dress features a deep V neckline and a short, flattering, curve-hugging fit. Keep it casual with some chunky sneakers and gold hoops for a day date with bae.
Fit & Features
- Spaghetti straps
- V neckline
- Square back
- Mini length silhouette
- Double-lined knit fabric
Style Number/Barcode: 05102-0880
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Such A Dream Tie Dye Ruched Mini Dress
You'll look like such a dream in this trendy tie dye mini dress! It features ruched detailing with side ties and a form-fitting style that will hug your curves. Pair this dress with some sleek gold hoops and chunky sneakers for that perf everyday vibe.
Fit & Features
- Crew neckline
- Short sleeves
- Ruched detailing
- Side ties at hem
- Short, form-hugging fit
- Tie dye print
- Knit fabric
Style Number/Barcode: 05102-0867
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Feelin' Trendy Tie Dye Midi Dress
This trendy tie dye knit midi dress is ready for you to style up! Featuring a sleeveless high neckline and a curve-hugging mid-length silhouette, you can easily take this dress from day to night. Layer on a denim jacket and some chunky sneakers for a casual-chic date look.
Fit & Features
- High rounded neckline
- Mid-length silhouette
- Form-hugging fit
- Tie dye print
- Knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0866
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale