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.
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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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Chic Western Studded Faux Leather Booties
Level up the trendy vibes of your 'fits with these faux leather booties accented with a western stitched design and chic studded embellishments. They feature an above-the-ankle height with pull tabs, a square-shaped toe, an inner zipper closure for effortless styling, and a stacked block heel.
Fit & Features
- Stacked block heel
- Faux leather material
- Western stitched design, studded embellishments
- Above-the-ankle height, pull tabs
- Square toe
- Inner zipper closure
- Runs true to size
Style Number/Barcode: 07403-1806
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Mode Faux Fur Lined Platform Slippers
Turn on cozy mode by slipping on these faux fur lined platform slippers!
Fit & Features
- Faux suede material with faux fur lining
- Closed round toe
- Slip-on design
- Platform foam sole
- Runs true to size
Style Number/Barcode: 07405-0188
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Fave Faux Nubuck Block Heels
The perfect day-to-night shoe, these classic nubuck block heels elevate every outfit in a sleek design secured with a buckle closure.
Fit & Features
- Block heel
- Faux nubuck material
- Open almond toe, toe strap
- Thin adjustable ankle strap, buckle detail
- Closed back
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5057
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Untamed Glam Leopard Print Block Heels
You can't be tamed in these leopard print block heels featuring a platform sole and a luxe fit breathable cushioned insole. Pair with a handbag.
Fit & Features
- Block heel
- Faux nubuck material
- Open almond toe, single strap over the toe
- Adjustable ankle strap with metal buckle
- Leopard print
- Platform sole
- Luxe fit breathable cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5058
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sassy Moment Snake Print Block Heels
Step into these snake print block heels to add sass to your look. They feature a platform sole and a luxe fit breathable cushioned insole for comfort. Pair with a little black dress.
Fit & Features
- Block heel
- Faux leather material
- Open almond-toe, single strap over the toe
- Adjustable ankle strap with small buckle
- Platform sole
- Luxe fit breathable cushioned insole
- Snake print
- Runs true to size
Style Number/Barcode: 07401-5059
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Endlessly Sleek Multi-Strap Block Heels
The styling possibilities with these strappy block heels are endless! Pair with a chic jumpsuit for dinner and drinks.
Fit & Features
- Slant block heel
- Faux leather material
- Open-almond toe
- Multi-strap design
- Adjustable criss-cross straps
- Runs true to size
Style Number/Barcode: 07401-5063
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Cozy Faux Fur Criss-Cross Slides
Fit & Features
- Flat sole
- Faux fur material
- Easy slip-on design
- Round toe
- Wide criss-cross straps over the toe
- Runs true to size
Style Number/Barcode: 07405-0186
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Sheer Mesh Sling-Back Stiletto Pumps
These chic slingback stiletto pumps give every outfit a modern flair with a sheer mesh design. Style with cute socks.
Fit & Features
- Stiletto heel
- Sheer mesh material
- Closed pointed toe
- Thin adjustable sling-back strap, buckle detail
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5054
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Fave Buckle Strap Faux Leather Ankle Booties
Bring the edge with these buckle strap faux leather ankle booties perfect for styling with a coat.
Fit & Features
- Block heel
- Patent faux leather material
- Ankle-high design
- Square toe
- Elastic gore, buckle strap accent
- Inner zipper closure
- Runs true to size
Style Number/Barcode: 07403-1805
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Patent Faux Leather Strappy Stiletto Heels
Turn heads in chic patent faux leather strappy stiletto heels. With an open pointed toe and luxe cushioned insole, these heels are your go-to for glam vibes. Adjustable ankle strap included!
Fit & Features
- Stiletto heel
- Patent faux leather material
- Open pointed toe
- Asymmetric thin strappy design
- Thin adjustable ankle strap, buckle detail
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5056
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Classic Cropped Denim Jacket
This trendy classic cropped denim jacket features a collared neckline with a button-down front, long sleeves with a single button detail you can cuff, buttoned chest pockets, and a fitted silhouette. Layer over a basic crop top for everyday styling.
Fit & Features
- Cotton-blend denim fabric, moderate stretch
- Collared neckline
- Button-down front
- Long sleeves with single-button detail
- Buttoned chest pockets
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06203-0560
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Made To Sparkle Eight-Pack Ring Set
This sparkly stackable eight-pack ring set features various glitter, rhinestone, and sleek designs that dress up any look.
Fit & Features
- Eight-pack ring set
- Various glitter, rhinestone, and sleek designs
Style Number/Barcode: 07004-0410
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual Cool Girl Cargo Denim Mini Skirt
A casual denim mini skirt in a cool cargo design and form-hugging fit perfect for styling with a long sleeve top and statement coat.
Fit & Features
- Denim fabric, washed design
- High-rise waist, belt loops
- Dual front button closures
- Dual side cargo flap pockets
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-0223
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Vibes Knit Cropped Puffer Vest
Comfy and cozy will be your vibe in this soft knit cropped puffer vest featuring a sleeveless collared neckline, a complete zip front, and adjustable drawcords at the hem for a chic cinched look. Layer over a long sleeve top with jeans and sneakers!
Fit & Features
- Soft knit fabric, minimal stretch
- Sleeveless collared neckline
- Zip-front
- Adjustable drawcords
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0522
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Wonder Mid-Rise Wide-Leg Denim Jeans
Your new favorite chic mid-rise denim jeans are designed with a flattering wide-leg silhouette that is perfect for pairing with pointed-toe shoes.
Fit & Features
- Denim fabrication
- Mid-rise waist
- Single button and hidden zipper closure
- Traditional five-pocket with belt loop design
- Flared wide-leg hem
- Runs true to size
Style Number/Barcode: 06602-0533
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Memorable Vibe Strapless Plaid Pleated Mini Dress
A strapless plaid mini dress features a form-hugging fit with a sassy pleated hem. Perfect for back-to-school styling.
Fit & Features
- Plaid print, woven fabric, slight stretch
- Strapless folded neckline
- Back zipper closure
- Form-hugging fit
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5862
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charming Direction Sleeveless Plaid Romper
A sleeveless plaid romper features a square neckline adorned with a velvet bow and a flattering form-hugging fit that leads to the flared short-length hem. Perfect for back-to-school styling.
Fit & Features
- Plaid print, knit fabric, minimal stretch
- Square neckline, velvet bow, shoulder straps
- Form-hugging fit
- Flared short-length hem
- Shorts lining
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Romper in size small is 29" shoulder to hem with an 8" front rise and a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06503-1214
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breezy Boho Sheer Lace Asymmetric Maxi Skirt
Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties.
Fit & Features
- Sheer lace fabric with mini-length knit lining, plenty of stretch
- High-rise waist
- Ruching, adjustable drawstring
- High side slit
- Asymmetric maxi-length hem
- Flowy fit
- Runs true to size
Style Number/Barcode: 06501-1065
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Autumn Attitude Strapless Pleated Plaid Mini Dress
Embrace the new season in this plaid mini dress featuring a strapless neckline, form-hugging silhouette, and a flirty pleated mini-length hem. Perfect for back-to-school and styling with flats.
Fit & Features
- Plaid pattern, knit fabric, moderate stretch
- Strapless folded neckline
- Form-hugging silhouette
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5863
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Road Race Cropped Graphic Tee
Rev up your engine for this cute and sassy graphic tee featuring edgy lace-up sides and a cropped hem. Style with high-rise shorts.
Fit & Features
- Cotton fabric, moderate stretch
- Crew neckline
- Short sleeves
- Lace-up sides
- Eagle graphic, script reading "America Tour 1997, Road Race 79, Thrill Seeker's Delight Speedway"
- Cropped relaxed fit
- Runs true to size
Style Number/Barcode: 06002-1931
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rough Rider Lace-Up Graphic Tee
Channel that trendy western vibe with this cropped graphic tee featuring a crew neck, short sleeves, bold lace-up sides, and a cowboy and horse graphic in desert scenery with the script "Rough Rider" in a rope-like font. Style with distressed jeans and booties!
Fit & Features
- Cotton fabric, moderate stretch
- Crew neckline, short sleeves
- Cowboy and horse graphic, desert scenery
- Script reading "Rough Rider"
- Lace-up sides
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-1932
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Vibe Pearl Trim Heart Drop Earrings
Amp up the sweet glam vibes of your everyday looks with these adorable heart drop earrings embellished with a dainty faux pearl trim! Style with a charm necklace.
Fit & Features
- Small textured heart post
- Chain-link connector
- Drop design, large textured heart
- Faux pearl trim
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2101
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In The Details Six Pack Earrings Set
A six pack earrings set featuring three studs and three mini hoop earrings with various styles and designs perfect for everyday wear.
Fit & Features
- Six pack earrings set
- One pair faux pearl studs, post-back closure
- One pair heart studs, post-back closure
- One pair rhinestone studs, post-back closure
- One pair sleek mini hoops, post-back closure
- One pair twist mini hoops, post-back closure
- One pair rhinestone mini hoops, post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2097
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Buckle Halter Strap Faux Leather Crop Top
This western-chic top features a V-neckline, a halter strap with engraved buckle accents, and a fitted cropped hem for a snatched look. The smooth faux leather fabric adds some edge to the trendy style.
Fit & Features
- Faux leather fabric with moderate stretch
- V-neckline
- Halter strap with adjustable buckle accents
- Back hook-eye closures
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2612
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale