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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Out And About Twill Cropped Vest
This casual-chic twill cropped vest is perf for those summer days spent out and about. It features a sleeveless collared neckline, a complete snap button-down front, chest pockets, and a cropped hem for that trendy touch. Designed with a relaxed fit, layer over a basic bodysuit with jean shorts!
Fit & Features
- Twill woven fabric with minimal stretch
- Sleeveless collared neckline
- Button-down front
- Chest pockets
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1753
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Strut Faux Leather Knee-High Stiletto Boots
Fit & Features
- 3" Stiletto heel, 7.5" leg opening, 13.5" shaft height
- Patent faux leather material
- Knee-high design
- Pointed toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-000033
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BROWN, BLACK
Available Size: 5.5, 6, 6.5, 7, 8.5, 9, 10
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Keeping Knit Casual Off the Shoulder Ribbed Mini Dress
Keep it casual and fab in a mini dress that is so easy to style for your next day out with the squad. The dress features an off the shoulder neckline with a popover detail and composed of a ribbed knit fabric that enhances curves with a moderate stretch. Complete your casual outfit with ankle booties and hoop earrings.
Fit & Features
- Off the shoulder neckline
- Popover detail
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 05102-0859
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Radiant Rhinestone Trim Denim Mini Bag
Add a touch of radiance to any outfit with this denim mini bag! The front flap is adorned with eye-catching rhinestone trim, while the snap-button closure keeps your belongings secure. With a top handle and detachable crossbody chain strap, this bag offers both style and versatility. Stay organized with the spacious interior and convenient pocket. Complete the look with matching heels.
Shop Matching Heels: Radiant Rhinestone Strappy Block Heels
Fit & Features
- Rhinestone trim along front flap
- Snap-button closure
- Top handle, detachable crossbody chain strap
- Spacious interior with pocket
- Denim material
Style Number/Barcode: 07203-1958
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Example V-Neck Belted Slit Midi Dress
You'll be the best-dressed babe in this sultry-chic midi dress at cocktail parties! With its cap sleeves and plunge V-neckline, this dress is sure to turn heads. The belted waist accentuates your figure along the bodycon silhouette, while the front slit adds a touch of allure to the midi-length hem. Complete the look with sleek stiletto heels.
Fit & Features
- Smooth knit fabric
- Plunge V-neckline
- Cap sleeves
- Belted waist
- Bodycon fit
- Front slit
- Runs true to size
Style Number/Barcode: 05101-3612
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede Pointed Toe Sock Booties
Add these basic faux suede sock booties to your fall and winter wardrobe for a chic look! They feature an ankle-high design, a trendy pointed toe, and a sturdy block heel. Pair these booties with mom jeans and a chunky knit sweater for a cute 'fit you can wear all day, everyday!
Fit & Features
- Ankle-high design
- Pointed toe
- Block heel
- Faux suede material
Style Number/Barcode: 07403-0574
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply The Best V-Neck Bow Seamless Tank Top
Experience simply the best with this seamless tank top to elevate your basics collection! Perfect for layering or wearing alone when lounging, this crop top boasts a flirty trim along the V-Neckline with a bow and ruched bust seam, and a fitted hem on buttery soft rib knit stretchy fabric. Complete the look with a midi skirt and oversized top.
Fit & Features
- Seamless buttery soft rib knit stretchy fabric
- Bow and ruched bust seam
- Trim detailing
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 07109-0392
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mesh Muse Midi Dress
Be a total muse in mesh with this sexy midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a rounded neckline, a square back with a zipper and hook and eye closure, ruched detailing along each side, and a mid-length, flattering curve hugging fit. The garment is composed of a sheer mesh with a knit lining and features a sultry back slit.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0270
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Can't Deny Strapless Cargo Mini Dress
Cargo will forever be a classic and this strapless mini dress is no exception! It features trendy contrast stitched seams, a flattering bodycon silhouette, side cargo-style flap pockets, and a mini-length hem on textured knit fabric. Style with a cute crop jacket for a casual dinner and movie!
Fit & Features
- Strapless neckline
- Back zipper and hook-eye closure
- Contrast stitched seams
- Bodycon silhouette
- Side cargo-style flap pockets
- Textured knit fabric, moderate stretch
- Mini-length hem
Style Number/Barcode: 05102-5377
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Binz Mini Skirt
You're so classic. This bodycon mini skirt features an elasticized waist with a hidden band. Constructed of a shiny stretch fabric, this piece has plenty of wiggle room while hugging your feminine curves. Skirt is unlined. Complete your look with the matching crop top!Style Number/Barcode: 06501-0061
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Cool Girl High Slit Ribbed Knit Maxi Dress
Showcase a casual cool girl style in this curve-hugging maxi dress. Designed with a stretchy ribbed knit fabric, it features a sleeveless crew neckline, tank shoulder straps, a trendy side cutout at the waist to showcase some skin, and an alluring thigh-high side slit on the maxi-length hem. Complete your look with clear mules.
Fit & Features
- Stretchy ribbed knit fabric
- Crew neckline
- Tank shoulder straps
- Side cutout at the waist
- High side slit
- Runs true to size
Style Number/Barcode: 05102-4906
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Destroyed Denim Long Line Jacket
A casual staple gets elevated with a longer cut and statement-making details. The jacket has a relaxed fit and features a standard collar, snap-button closure at the front, long cuffed sleeves, strategically distressed detailing at front and back, and a rounded frayed hem. The jacket is made from a cotton blend with little to no stretch. Complete your look with biker shorts and ankle boots.
Fit & Features
- Collared neckline
- Snap button closure at the front
- Long cuffed sleeves
- Strategically distressed detailing
- Rounded frayed hem
- Light denim fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06203-0016
Category Name: 2026 Fall Outfit Trends
Price: $34.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Out West Faux Suede Fringe Moto Jacket
A stylish faux suede moto jacket with fringe detailing that causes a scene at concerts, festivals, and trips to the West!
Fit & Features
- Faux suede fabric
- Long sleeves
- Lapel collar neckline
- Fringe detailing
- Moto style
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-000014
Category Name: 2026 Fall Outfit Trends
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All The Attention Collared Cargo Mini Dress
Capture all the attention in this structured and chic cargo mini dress! It features a sleeveless collared neckline, a complete zip-front design creating a V-neckline, a faux belted waist, large cargo-style side pockets, a mini-length hem, and a streamlined form-hugging fit. The woven fabric offers minimal stretch. Style this mini dress with hoop earrings and clear heels.
Fit & Features
- Sleeveless collared neckline
- Complete zip-front, V-neckline
- Faux belted waist, large cargo side pockets
- Mini-length hem
- Form-hugging fit
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5103
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild And Fierce Crop Top
Give off major wild and fierce vibes in this fab crop top! It features a high neckline, long fitted sleeves, and a cropped hem with a sultry snake print. The top is composed of a knit fabric that offers plenty of stretch. Complete your going out look with the matching mini skirt!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-0976
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Staple Piece Scoop Neck Bodysuit
This staple bodysuit is a must-have in every fashionista's closet! The sleeveless bodysuit features front and back scoop necklines, wide shoulder straps, and a thong-cut bottom with a snap button closure. The bodysuit is composed of a double-lined stretchy knit fabric. Complete the look in high-rise jeans and mules.
Fit & Features
- Sleeveless, front and back scoop necklines
- Wide shoulder straps
- Thong-cut bottom
- Snap button closures
- Double-lined stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06002-1410
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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Tobi High Rise Destructed Mom Jeans
Oasis by Eunina
These Tobi High Rise Destructed Mom Jeans are such a trendy vibe you need in your closet ASAP! They feature a high waist, destructed knee detailing, and a mom jean fit. Perf for everyday wear with your fave graphic tee and clear mules!
Fit & Features
- High rise waist
- Front button closure
- Traditional five pocket and belt loop design
- Destructed knee detailing
- Mom jean fit
- Denim fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06602-0119
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy and Chic Ribbed Surplice Jogger Jumpsuit
Keep it chic and cozy in a jumpsuit that keeps your look on point this season! Perfect for a chill lounge look or creating a head-turning streetwear outfit. The jumpsuit features a plunging surplice neckline, long sleeves, an elastic waist with a tie-waist belt to create a customized fit, trendy side pockets, and composed of a smooth to the touch cashmere-like ribbed fabric. Complete your look with chunky sneakers and layers of dainty necklaces.
Fit & Features
- Surplice neckline
- Long sleeves
- Elastic waist with adjustable drawstrings
- Side pockets
- Straight leg
- Cashmere-like feel, ribbed fabric
- Relaxed fit, moderate stretch
Black Jumpsuit: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.
Charcoal and Brown Jumpsuits: Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0426
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On That Basic Vibe Corduroy Jacket
Stay on that basic yet stylish vibe in this adorable corduroy jacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a form-fitting style. Pair this jacket with mom jeans and chunky sneaks to keep it cute and casual.
Fit & Features
- Collared neckline
- Long sleeves with single buttons to cuff
- Complete button-down front
- Top buttoned pockets
- Corduroy fabric with no stretch
- Form-fitting stye
Style Number/Barcode: 06204-0746
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy-Cute Plaid Flannel Top
Button up in this cozy-cute plaid flannel top! It features a collared neckline, long sleeves, and an oversized, relaxed fit. Style this top with leggings and combat booties for the perfect everyday outfit.
Fit & Features
- Collared neckline
- Long sleeves, single-button details
- Complete button-down front
- Chest pocket
- Oversized, relaxed fit
- Plaid print
- Lightweight woven fabric, no stretch
Style Number/Barcode: 06003-1672
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle Ride Skater Dress
Keep it cool in this breezy-beautiful skater dress! It features adjustable spaghetti straps, a seamed V neck bodice, tiers of ruffle trim at the bust, waist, thigh and hem, and an A-line skirt with back zip. Dress is fully lined and made from a lightweight Tencel-blend with natural crinkle-effect and little to no stretch.
Style Number/Barcode: 05102-0329
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gorgeous Girl Faux Wrap Front Ribbed Mini Dress
You'll look oh so gorgeous in this wrap front ribbed mini dress! Featuring a deep V neckline and a ribbed knit fabric that will hug your curves, this dress is perf for a night out. Pair with some large hoop earrings and heels to complete the vibe.
Fit & Features
- Bungee spaghetti straps
- Deep V neckline
- Faux wrap front with asymmetric hem
- Ruched detailing
- Short, form-hugging fit
- Ribbed knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0818
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keeping Knit Chic Mock Neck Ruched Mini Dress
Keep it chic in a ruched dress that elevates your night out outfit! The dress features a mock neck, fitted long sleeves, and a ruched side drawstring. Complete your night out look with clear heels.
Fit & Features
- Mock neck
- Fitted long sleeves
- Ruched side drawstring
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0904
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendsetter Alert Coated Faux Leather Flared Pants
Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top.
Fit & Features
- Coated faux leather fabrication
- High-rise waist
- Single button with hidden zipper closure
- Straight-leg fit
- Flared hem
- Runs true to size
Style Number/Barcode: 06402-1456
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L