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.
-
First Impression High Rise Frayed Boyfriend Jeans
Make a trendy first impression with jeans that slay! The jeans feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, heavy destruction, relaxed boyfriend leg, and a frayed hem. Complete look with a bodysuit and mules.
Fit & Features
- High rise waist
- Single-button with hidden zipper closure
- Traditional five-pocket with belt loop design
- Heavy destruction
- Relaxed boyfriend leg, frayed hem
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0262
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Business Peep Toe Lattice Booties
Take care of business in chic style with these peep-toe booties! They feature an almond toe, stacked block heel, lattice front with lace-up, on faux suede material. Complete the look in a trendy sweater dress.
Fit & Features
- Almond peep toe
- Stacked block heel
- Lattice front, lace-up
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1438
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Casual-Chic Fleece Crop Top
This casual-chic crop top is the perf cozy essential! It features a crew neckline, long sleeves, and a lower back cutout with an adjustable drawstring. The knit fabric has a soft fleece lining and moderate stretch. Style this top with your fave pair of jeans and sneakers.
Fit & Features
- Crew neckline
- Long sleeves, tapered hems
- Lower back cutout, adjustable drawstring, tie detail
- Cropped, form-hugging fit
- Knit fabric, fleece lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1062
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
An Evening Out Floral Platform Block Heels
Elevate your evening out look with these stunning platform heels! They feature an almond toe, a floral and beaded embellished toe strap, a chunky platform sole and block heel, and an adjustable ankle strap with buckle closure on faux suede material. Style with an envelope clutch for a black tie occasion!
Fit & Features
- Almond toe
- Floral and beaded embellished toe strap
- Chunky platform sole and block heel
- Adjustable ankle strap, buckle closure
- Slightly cushioned footbed
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-4515
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dreaming In Marble Asymmetrical Midi Dress
Finished with a gorgeous marble print, this midi dress will be the star of the night! The knee-length dress features a sleeveless V-neckline, adjustable spaghetti straps, a crisscross back, and a bodycon silhouette and side ruched seam that flatters your curves, while the asymmetrical midi-length hem and high side slit show off your legs. Style the midi dress with basic stiletto heels for a sunset dinner.
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Crisscross back
- Bodycon silhouette
- Side ruched seam, high side slit
- Asymmetrical midi-length hem
- Marble print, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5274
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Best Behavior Patent Strappy Block Heels
You'll be on your best fashion behavior in these patent leather block heels! The heels feature an open almond toe, dual asymmetrical toe straps, and crisscross ankle straps with buckle closure, a block heel, and a closed ankle on patent leather material. Style the heels with a chic clutch for a dressy occasion!
Fit & Features
- Open almond toe
- Asymmetrical toe straps
- Crisscross ankle straps with buckle closure
- Block heel
- Closed ankle
- Patent leather material
- Runs true to size
Style Number/Barcode: 07401-4573
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Playing For Keeps Cargo Straight Leg Denim Jeans
You'll want to keep these cargo denim jeans on rotation! The jeans feature a flattering mid-rise waist with an adjustable belt, a straight-leg silhouette, and six cargo-style flap pockets on premium denim fabric with slight stretch. Complete the look in a sassy corset top for a bar crawl with friends!
Fit & Features
- Mid-rise waist
- Adjustable belt, buckle closure
- Straight-leg silhouette
- Six cargo flap pockets
- Front button and hidden zipper closure, belt loops
- Premium denim fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06302-0771
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic Structure Faux Leather Cargo Midi Skirt
The chic structure of this sleek faux leather cargo midi skirt makes it an of-the-moment staple. It features a high-rise waist, front and back pockets, two large cargo-style side pockets, a midi-length hem with a center front slit, and a form-hugging fit. The buttery smooth faux leather fabric has a moderate stretch. Style this midi skirt with a graphic tee and ankle booties for an edgy look.
Fit & Features
- High-rise waist, belt loops
- Hidden front zipper, button closure
- Front and back pockets, cargo-style side pockets
- Midi-length hem, center front slit
- Form-hugging fit
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0628
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keeping Knit Basic Cropped Sweater
Fall back on basics to make an effortlessly gorge statement! The top features a sleeveless bodice, a turtleneck, a single vertical seam along the center and a cropped hem. Garment is composed of a sweater knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0100
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Leopard Print Open Back Sweater
Stay cozy but also a little sassy in this adorable leopard print sweater! It features a crew neckline, long sleeves with ribbed cuffs, a large open back detail, and a mid-length, relaxed fit with a ribbed hem. The sweater is composed of a soft knit fabric, offering moderate stretch.
Style Number/Barcode: 06005-0339
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
High Standards Long Blazer
Make money moves in a power blazer babe! With your high standards, and your stunning lewks, you are going places!
Fit & Features
- Collared neckline
- 3/4 Sleeves
- Long hemline
- Open design
- Hidden pockets
- Polyester knit | Moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0481
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Classic and Chic Plunging V-Neck Catsuit
Keep it chic in a sleek jumpsuit that brings the sophistication for your next night out look. The plunging catsuit features a plunging V-neckline, spaghetti straps for a secure fit, and skinny straight-leg pants that elongate and flatter. Complete your sleek look with clear heels and a lariat necklace.
Fit & Features
- Plunging v-neckline
- Spaghetti straps
- Skinny straight-leg pants with a tapered hem
- Lower back zipper closure
- Stretchy milled woven fabric
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06402-0230
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Dancer Spirit Lace-Up Block Heels
Elegant and chic, switch your ballet shoes for these lace-up heels featuring a square toe, and block heel. Complete the look in a chiffon skater dress.
Fit & Features
- Square toe
- Block heel
- Lace-up tie closure
- Runs true to size
Style Number/Barcode: 07401-3773
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Flutter Some Hearts Rhinestone Stud Earrings
You'll be sure to flutter some hearts in these stunning rhinestone stud earrings! Featuring a rhinestone-encrusted butterfly wing post, pair these studs with a flirty skater dress for that girly chic vibe.
Fit & Features
- Stud earrings
- Butterfly wing post design
- Rhinestone adorned
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0666
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Dainty Chain Choker and Star Charm Multi Pack
Layer on with chic chokers to add a pop of glam to your casual looks! The multi-pack includes four dainty chain-link chokers, with one featuring a flat star charm. Layer on or wear chokers alone for a stunning look. Complete with a cozy loungewear set and chunky sneakers.
Fit & Features
- Includes 4 chokers
- Dainty chain-link
- Flat star charm on one choker
- Lobster clasp closure
Style Number/Barcode: 07002-0378
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Faux Suede Stiletto Sock Booties
Looking to amp up your everyday basic 'fit? These faux suede sock booties are a definite must-have. Featuring a trendy pointed toe and sleek stiletto heel, they will elevate any look. Pair them with a curve-hugging midi dress for a chic vibe.
Fit & Features
- Pointed toe
- Inner zipper closure
- Stiletto heel
- Sock bootie design
- Faux suede fabric
Style Number/Barcode: 07403-0368
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Basic Fringed Infinity Scarf
Wrap yourself in a basic infinity scarf to go with your favorite layered looks! The scarf features an infinity design with a fringed hem. Complete look with a long sleeve top and ankle booties.
Fit & Features
- Infinity design
- Fringe hem
- Soft to the touch knit material
Style Number/Barcode: 07305-0147
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
-
Faux Leather Slouched Knee-High Boots
Channel your diva with a pair of knee-high boots! Designed with an almond toe, a sole with a low heel, and a knee-high fit with a slouched detailing at the sides. Boots have a zipper closure and are composed of faux leather. Complete your look with a ribbed midi dress.
Fit & Features
- Knee-high length
- Almond toe
- Low heel
- Slouched detailing
- Faux leather material
Style Number/Barcode: 07402-0218
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Seams Come True Mini Skirt
Stun with a cute mini skirt that is everything, babe! The skirt features a high-rise waist, contrast seams, and a mini-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching tie front top and mules.
Shop Matching Tie Front Top: Seams Come True Tie Front Top
Fit & Features
- High rise waist
- Contrast seams
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0512
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Back To Basics Knit Hoodie
Bring your look back to basics with a hoodie that keeps it casual and comfy! The hoodie features a zippered front, a hood, long sleeves, side pockets, and a cropped hem. The hoodie is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers.
Shop Matching Joggers: Back To Basics Knit Joggers
Fit & Features
- Zippered front
- Hood
- Long sleeves
- Side pockets
- Cropped hem
- Knit fabric
- Relaxed fit, moderate stretch, runs true to size
Style Number/Barcode: 06202-0196
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
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
-
Play Fair High-Rise Camouflage Cargo Pants
These camouflage pants play fair everywhere you wear them! Featuring a high-rise waist, a flattering wide-leg silhouette, cargo-style flap pockets, and a trendy camouflage print on woven fabric. Style the cargo pants with a basic bodysuit top and mules for a day out!
Fit & Features
- High-rise waist
- Wide-leg silhouette
- Front button, hidden zipper closure, belt loop accents
- Side pockets, lower cargo-style flap pockets
- Back faux flap pockets
- Camouflage print, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0786
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keep It Tight Faux Leather Slit Midi Skirt
A faux leather midi skirt that keeps your look sleek and tight! It features a flattering high-rise waist, a form-hugging silhouette, a sultry side slit, and a fitted hem. Complete the look in a basic bodysuit and jacket for a birthday dinner and cocktails!
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Side slit
- Midi-length fitted hem
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0593
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Lattice Work Nubuck Block Heel Booties
These nubuck booties will give you such a high-fashion look! They feature an open almond toe, closed block heel, back zipper closure, and a lattice design. Complete the look in a sleek midi dress for cocktail hour.
Fit & Features
- Open almond toe
- Closed block heel
- Back zipper closure
- Lattice design
- Nubuck material
- Runs true to size
Style Number/Barcode: 07403-1450
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale