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.
-
Elevated Staple Open Back Long Sleeve Top
An elevated basic open back long sleeve top for effortless style. With a chic back cutout and tie-back design, this top is perfect for coffee runs or any casual plans.
Fit & Features
- Cotton fabric with moderate stretch
- Crew neckline
- Long fitted sleeves
- Back cutout with tie-back design
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06002-1986
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Luxe Touch Flocked Velvet Midi Skirt
Elevate your style with the luxe touch flocked velvet midi skirt. Featuring sheer mesh, floral velvet, and a chic high-rise waist with lace trim and a mini bow. Perfect for any occasion!
Shop Matching Top: Luxe Touch Flocked Velvet Crop Top
Fit & Features
- Sheer mesh fabric with knit lining, moderate stretch
- Floral flocked velvet pattern
- High-rise waist
- Lace trim and mini bow accent at waist
- Center slit at back of hem
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06501-1089
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Luxe Touch Flocked Velvet Crop Top
Nail your look with this velvet crop top with sheer mesh and floral velvet vibes. Featuring a V-neck, lace trim, and adjustable straps, it's your go-to for effortless glam.
Shop Matching Bottoms: Luxe Touch Flocked Velvet Midi Skirt
Fit & Features
- Sheer mesh fabric with knit bust lining, plenty of stretch
- Floral flocked velvet pattern
- Sleeveless V-neckline
- Lace trim with mini bow accent
- Adjustable spaghetti straps
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06001-5560
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sculpted Chic Ruched Halter Top
A ruched halter top with a cowl neckline and beaded tie-back straps. Smooth knit fabric hugs your curves, while the open back adds a flirty touch. Perfect for your next adventure!
Shop Matching Bottoms: Sculpted Chic Ruched Midi Skirt
Fit & Features
- Smooth knit fabric with plenty of stretch
- Cowl neckline with halter tie-back spaghetti straps, beaded detailing
- Ruching
- Open back with lower tie-back spaghetti straps, beaded detailing
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5554
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Chic Detail Off-Shoulder Long Sleeve Top
An off-shoulder crop top crafted from a soft cotton-blend fabric with cozy fitted long sleeves and a form-hugging fit perfect for layering. Pair with a jacket or coat.
Fit & Features
- Cotton-blend fabric, moderate stretch
- Asymmetric off-shoulder neckline
- Long fitted sleeves
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-1982
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Bold Aura Leopard Print Knit Maxi Skirt
Shop Matching Top: Bold Aura Leopard Print Knit Crop Top
Fit & Features
- Leopard print brushed hacci knit fabric, plenty of stretch
- Ruched high-rise waist
- Maxi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-1087
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Leopard print brushed hacci knit fabric, plenty of stretch
-
Cozy Prep Collared Long Sleeve Knit Skater Dress
This preppy skater dress is designed with ribbed sweater knit fabric for all the cozy vibes. It features a henley collared V-neckline with button detailing, long fitted sleeves, and a short pleated skater silhouette for that cute flair.
Fit & Features
- Ribbed sweater knit fabric
- Henley collared V-neckline, button detailing
- Long fitted sleeves
- Mini-length pleated skater silhouette
- Runs true to size
Style Number/Barcode: 06005-2173
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Casual Icon Off-The-Shoulder Long Sleeve Top
Fit & Features
- Nylon knit-lined fabric, plenty of stretch
- Asymmetric off-the-shoulder neckline
- Pleating
- Long fitted sleeves
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5541
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Luxe Impression Velvet Bubble Skort
Let everyone know you're luxe in this velvet bubble skort perfect for styling with boots.
Fit & Features
- Velvet fabrication
- Drop-waist design
- Pleats
- Bubble skirt overlay
- Hidden shorts
- Runs true to size
Style Number/Barcode: 06403-1078
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Keeping Knit Cute One-Shoulder Long Sleeve Mini Dress
Keep it cute for any plans in this bodycon mini dress featuring a sassy one-shoulder neckline, long fitted sleeves for comfort, and crafted on soft hacci brushed knit fabric. Complete the look with sleek heels.
Fit & Features
- Soft hacci knit fabric, high stretch
- One-shoulder neckline
- Long fitted sleeves
- Ruched side seams
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5965
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Sherpa Collared Faux Leather Bomber Jacket
Layer on this sleek faux leather bomber jacket for cozy season featuring a soft faux sherpa collared neckline, long sleeves with ribbed hems, a complete zip front, and a cropped ribbed hem with a relaxed fit. Complete your chic look with booties!
Fit & Features
- Smooth faux leather fabric, smooth woven fabric, ribbed knit hems, minimal stretch
- Faux sherpa collared neckline
- Long sleeves
- Zip front
- Dual large front pockets, hidden snap button closures
- Cropped hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1949
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Modern Minimalist Long Sleeve Midi Dress
Keep it sleek in a smooth knit dress that features a square neckline, fitted long sleeves, and a midi-length hem. Channel those casual vibes when you pair this midi dress with statement sneakers.
Fit & Features
- Smooth knit fabrication
- Square neckline
- Fitted long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5966
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Glam Flair Long Sleeve Lace Top
Level up your style in this long sleeve lace top. Featuring a chic V-neckline and flirty bell sleeves, this top is your go-to for effortlessly fab vibes.
Fit & Features
- Partially lined lace fabrication
- V-neckline
- Unlined long bell sleeves
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06001-000351
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
23 Leopard Print Oversized Graphic Tee
Create an adorable sporty look with this oversized graphic tee designed with a "23" front screen in a stylish leopard print. The top features a V-neckline, short sleeves, and a trendy oversized fit perf for pairing with a mini skirt and boots!
Fit & Features
- Cotton fabric with moderate stretch
- V-neckline
- Short sleeves
- "23" front graphic in leopard print
- Oversized fit
Style Number/Barcode: 06002-1980
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Casual Staple Plaid Flannel Top
This plaid flannel top features a collared neckline with a button-down front, long sleeves you can cuff, a frayed hem, and the perfect oversized fit. Layer this casual staple over a basic top with denim!
Fit & Features
- Plaid cotton woven fabric, no stretch
- Collared neckline
- Button front
- Long sleeves with button details
- Single chest pocket
- Frayed hem
- Oversized fit
Style Number/Barcode: 06003-2676
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Looking Cool Belted And Pleated Mini Skort
Elevate your style with this pleated mini skort. Featuring a high-rise waist, double belt, and pleated overlay, this skort is your go-to for effortless chic vibes.
Fit & Features
- Twill woven fabric
- High-rise waist, double belted front design
- Mini-length pleated overlay
- Side zipper closure
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06303-0290
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Covetable Cutie Contrast Stitch Denim Jacket
This cute cropped denim jacket features a classic collared neckline, a zippered front closure for a secure fit, long sleeves, and a contrast stitch design for everyday styling.
Shop Matching Bottoms: Covetable Cutie High-Rise Denim Mini Skirt
Fit & Features
- Dark wash denim fabric, minimal stretch
- Collared neckline
- Zipper front closure
- Long sleeves with single-button detail
- Contrast stitching
- Cropped fit, button-front closure
- Runs true to size
Style Number/Barcode: 06203-0554
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fresh Lines Sleeveless Pinstripe Mini Tube Dress
Look fresh this season in this strapless pinstripe mini dress boasting a sleek bodycon silhouette and faux front pockets. Pair with chic flats.
Fit & Features
- Woven knit fabrication
- Sleeveless square neckline
- Pinstripe pattern
- Faux front pockets
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-5963
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sculpted Chic Ribbed Knit Midi Dress
The ribbed knit dress features a sweetheart neckline with a twist accent at the bust, long sleeves, and a midi-length hem. Channel a casual vibe with chunky sneakers.
Fit & Features
- Ribbed knit fabrication
- Sweetheart neckline with twist accent
- Long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5962
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Connections Chain Bracelet Multi-Pack
Fit & Features
- Includes five bracelets
- Chain link designs
- Snake chain designs
- Beaded designs
Style Number/Barcode: 07003-0633
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Crafted Luxe Clasp Bangle Bracelet
Fit & Features
- Open-clasp design
- Sleek metal material
Style Number/Barcode: 07003-0632
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Coziest Style Waffle Knit Crew Neck Sweater
Cozy up in this waffle knit sweater designed with warm long sleeves and a relaxed fit, it's essential for styling this chilly season!
Fit & Features
- Waffle knit fabric, ribbed hems
- Crew neckline
- Long sleeves
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2158
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Effortless Vibe Ribbed Knit Long Sleeve Mini Dress
The ribbed knit dress features a scoop neckline with tank-shoulder straps, a faux topper accent with long sleeves, and a mini-length hem. Complete the look with ankle booties.
Fit & Features
- Ribbed knit fabrication
- Scoop neckline
- Tank shoulder straps
- Faux topper detail
- Long sleeves
- Mini length hem
- Runs true to size
Style Number/Barcode: 06005-2161
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: Out of Stock
Product Badge:- Ships Free
-
Cozy Sleek Faux Shearling Trim Moto Jacket
Fit & Features
- Faux leather fabric with faux shearling trims
- Collared neckline, buckle strap accents
- Long sleeves
- Complete zip-front
- Lined zippered front pockets
- Belted waist, relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0556
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale