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.
-
Chill Out Plaid Shacket
Chill out in a cozy shacket to layer over your looks this season! The shacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a long line length. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties.
Fit & Features
- Collared neckline
- Multi-button down front
- Two chest pockets
- Long sleeves
- Longline length, plaid print
- Faux wool fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1278
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Perfect Trio Three Pack Anklets
The perfect trio of anklets to adorn your semi-formal wear! This three-pack set features one snake chain anklet, one rhinestone charm anklet, and a multi-chain link anklet each with a lobster clasp closure. Complete the look in stiletto heels.
Fit & Features
- Three-pack anklet set
- One snake chain anklet
- One rhinestone charm anklet
- One multi-chain link anklet
- Each has a lobster clasp closure
Style Number/Barcode: 07003-0326
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Short Stack Pointed Toe Booties
The perfect bootie to elevate your style! It features a pointed toe, low block heel, and side zipper on faux suede. Complete your look with distressed jeans.
Fit & Features
- Pointed toe
- Low block heel
- Side zipper closure
- Faux suede materials
- Runs true to size
Style Number/Barcode: 07403-1509
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Basics Cropped Turtleneck Sweater
Layer on those cozy basics with a sweater that is perf for grabbing a PSL! The sweater features a turtleneck, long sleeves, and a cropped hem. The sweater is composed of a knit fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties.
Fit & Features
- Turtleneck
- Long sleeves
- Cropped hem
- Cable knit fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1294
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cozy Day Cable Knit Crop Top
Make your day a cozy one with a crop top that is part chic, part comfy. The top features a sleeveless mock neck with frilly trim, a cable knit pattern, and a cropped hem. The top is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.
Shop Matching Maxi Skirt: Cozy Day Cable Knit Skirt
Fit & Features
- Sleeveless mock neck
- Frilly trim
- Cable knit pattern
- Cropped hem
- Knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4036
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Clearly Chic Lucite Heel Boots
These lucite heel boots are clearly a chic choice! They feature an almond toe, thin block heel, a side zipper, hit below the knee. Style with skinny jeans.
Fit & Features
- Almond toe
- Thin lucite block heel
- Side zipper
- Below the knee length
- Faux leather materials
- Runs true to size
Style Number/Barcode: 07402-0778
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Major Elegance Rhinestone Earrings
Bring elegance in a major way with these rhinestone earrings. They feature a stud with a two-row fringe and a post-back closure. Complete the look with a sleek purse.
Fit & Features
- Stud inset
- Two-row fringe
- Rhinestones
- Post-back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-1201
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Chic Mood Faux Suede Booties
Channel a chic mood with booties that elevate your outfit. The booties feature a mid-calf fit, inner zipper closure, an almond toe, a wide platform, and a block heel. The booties are composed of a faux suede material. Complete look with a cardigan and skinny jeans.
Fit & Features
- Mid-calf fit
- Inner zipper closure
- Almond toe
- Wide platform
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1516
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Taylor High Rise Skinny Distressed Jeans By Windsor Denim
Love your look all day in the ultra-flattering Taylor jeans by Windsor denim! They feature a high-rise waist, skinny-leg silhouette, knee-distressed accents, and a raw cropped hem on medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a sassy crop blouse for an evening out!
Fit & Features
- High-rise waist
- Skinny-leg silhouette
- Knee-distressed accents
- Raw cropped hem
- Front button closure, five-pocket styling
- Medium wash denim, color fade effect
- Runs true to size
Style Number/Barcode: 06602-0345
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cowgirl Digs Faux Suede Booties
Dig up your cowgirl style! These faux suede booties feature a western-inspired design on a pointed toe, stacked block heel with a side zipper closure, and an ankle-length fit. Complete the look in a Panama hat for festival season.
Fit & Features
- Pointed toe
- Stacked block heel
- Side zipper closure
- Ankle-length fit
- Faux suede material
- Western-inspired design
- Runs true to size
Style Number/Barcode: 07403-1506
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sleek Trends Faux Leather Tie-Waist Shacket
Hop onto this sleek faux leather shacket and set the trend everywhere you go! It features snap-button cuff long sleeves, a collared neckline, a button-down front, flap pockets with snap-closures, a tie-waist, and a relaxed scoop hem. Complete the look in knee-high boots.
Fit & Features
- Long sleeves, snap-button cuffs
- Collared neckline
- Button-down front
- Flap pockets, snap closures
- Tie-waist, relaxed scoop hem
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1273
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Chic Vixen Snake Faux Leather Boots
Walk it out in boots that showcase your edgy style! The boots feature a snake print, a below-the-knee fit, inner zipper closure, a stacked block heel, and an almond toe. The boots are composed of a faux leather material. Complete outfit with dainty necklaces and a long sleeve ribbed bodycon.
Fit & Features
- Snake print
- Below the knee fit
- Inner zipper closure
- Stacked block heel
- Almond toe
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0775
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cold Weather Cable Knit Cardigan
The perfect cable knit cardigan to look cute on chilly days. It features dolman long sleeves, a v-neckline with button closures, and a relaxed silhouette. Style with ankle booties.
Fit & Features
- Dolman long sleeves
- V-neckline with button closures
- Relaxed silhouette
- Cable knit design
- Runs true to size
Style Number/Barcode: 06005-1293
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Autumn Colors Plaid Shirt
Showcase the season you truly love in this plaid shirt! It features a collared neckline, cuffed long sleeves, a button-down front with a pocket. Perfect for styling with faux leather leggings.
Fit & Features
- Collared neckline, cuffed long sleeves
- Button-down, one front pocket
- Plaid print
- Relaxed fit silhouette
- Soft woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1667
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Flannel Weather Plaid Shacket
It's officially flannel weather and this plaid shacket is just the ticket! It features cozy long sleeves with button cuffs, a collared neckline, button-flap pockets, and a button-down front. The shacket is composed of a soft-woven fabric with no stretch. Complete the look in skinny jeans.
Fit & Features
- Button cuffed long sleeves
- Collared neckline
- Button-flap pockets
- Button-down front
- Plaid pattern, soft-woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06204-1272
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Loops Of Luxe Rhinestone Belt
Enchant the room in this sparkly rhinestone belt featuring a loop design with a lobster clasp closure. Complete the look in a chic dress and blazer.
Fit & Features
- Rhinestone loops
- Lobster clasp closure
Style Number/Barcode: 07301-0426
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Five-Pack CZ Stud Earrings
Create an effortlessly chic touch with this five-pack set featuring multi-sized square and triangle cubic zirconia stud earrings. Complete the look in a sultry jumpsuit for a night on the town.
Fit & Features
- Five-pack set
- Multi-sized triangle and square shapes
- Cubic zirconia stones
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1195
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic And Sassy Snake Print Midi Skirt
Keep your 'fit chic and sassy with this on-trend midi skirt! It features a high waist, a mid-length, form-hugging fit, a stylish side slit, and is composed of a luxe brushed faux suede fabric with an all-over snake print pattern. Complete the look with a cropped blouse and clear heels.
Fit & Features
- High-rise waist, elastic band
- Form-hugging fit
- Side slit
- Brushed faux suede fabric, minimal stretch
- Snake print
- Runs true to size
Style Number/Barcode: 06401-0390
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Set The Trend Hoop Earrings
Set the trend in these sleek hoop earrings featuring a unique texture design with an omega-back closure. Complete the look in a bodysuit and jeans.
Fit & Features
- Textured design
- Omega-back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-1193
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Major Sass Snake Print Skinny Pants
Bring sassy vibes with these on-trend skinny pants! They feature a high-rise waist, a form-hugging fit, and are composed of a luxe brushed faux suede fabric with an all-over snake print pattern. Style these pants with a basic crop top and combat boots.
Fit & Features
- High-rise waist, elastic band
- Form-hugging fit
- Brushed faux suede fabric, minimal stretch
- Snake print
- Runs true to size
Style Number/Barcode: 06402-0433
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Classic And Elevated Faux Suede Trench
Layer on this chic faux suede trench for a classic and elevated vibe. It features a lapel collar, long sleeves, front button details, a cinching tie-front belt, and a short, fitted silhouette. Style this trench over a basic long sleeve top and dark wash jeans.
Fit & Features
- Lapel collar
- Long sleeves
- Front buttons at the waist
- Tie-front belt
- Short, fitted silhouette
- Faux suede fabric
- Runs true to size
Style Number/Barcode: 06204-1259
Category Name: 2026 Fall Outfit Trends
Price: $37.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cold Classic Dolman Sleeve Belted Sweater Dress
Your new classic sweater dress to embrace the cold in style! It features comfy dolman long sleeves, an off-the-shoulder neckline, and a belted waist that accentuates your curves along the short hem. Complete the look in knee-high boots for a stylish coffee run.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Dolman long sleeves
- Off-the-shoulder neckline
- Belted waist
- Bodycon silhouette
- Short-length hem
- Purl knit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1532
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Artful Statement Layered Necklace
This layered necklace is a fierce work of art! Featuring a rhinestone snake pendant, a snake chain, and a chain-link layer with a lobster clasp closure. Complete the look in a bodysuit and jeans for dinner and drinks.
Fit & Features
- Layered design
- Rhinestone snake pendant
- Snake-chain
- Chain-link
- Lobster clasp closure
Style Number/Barcode: 07002-1141
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Trendy Layers Flannel Shacket
Bring on the trendy layers with this cozy flannel shacket! It features a collared neckline, long sleeves, a complete button-down front, chest pockets, and a cropped, relaxed fit. The woven fabric has an all-over plaid pattern for the perfect fall vibes. Style this shacket with a basic tee and denim.
Fit & Features
- Collared neckline
- Long sleeves, single-button details
- Button-down front
- Two chest pockets
- Cropped, relaxed fit
- Woven fabric, no stretch, plaid print
- Runs true to size
Style Number/Barcode: 06204-1255
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free