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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Distressed Deets Longline Denim Jacket
Keep it edgy with a denim jacket that brings chic deets! The jacket features a collared neckline, long sleeves, a multi snap button-down front, a long line length, and heavy destruction throughout. The jacket is composed of a denim fabric that offers a relaxed fit with minimal stretch. Complete look with a ribbed mini dress and ankle booties.
Fit & Features
- Collared neckline
- Long sleeves
- Multi-button down front
- Long line length
- Heavy destruction
- Denim fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06203-0141
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Baddie Lug Sole Booties
Showcase an edgy-chic style with these patent faux leather booties. They feature a round toe, a strap with a buckle detail, and a tall lug sole. Pair these booties with a casual mini dress and a trendy shoulder bag.
Fit & Features
- Round toe
- Strap, buckle detail
- Lug sole
- Patent faux leather material
- Runs small to size
Please be advised that these booties run one size too small.
Style Number/Barcode: 07403-1355
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kimberly Formal Flocked Mesh A-Line Dress
Special Occasion
Beautifully bold and stunning! The Kimberly formal dress will capture every heart at galas and black tie functions! She stuns in a sleeveless V-neckline with a sheer mesh insert, a padded and pleated bust, adjustable spaghetti straps that cross along the open back, and an empire waist that leads to her flattering A-line silhouette with a floor-length hem. The formal dress is composed of a flocked velvet pattern mesh fabric with a stretchy knit lining and dual front slits. Complete the look with dangly rhinestone earrings.
Fit & Features
- Sleeveless V-neckline, sheer mesh insert
- Padded and pleated bust, back zipper and hook-eye closure
- Adjustable spaghetti straps, open back, cross back straps
- Empire waist, A-line silhouette, floor-length hem
- Flocked velvet pattern on sheer mesh
- Stretchy knit lining, dual front slits
- Runs true to size
Style Number/Barcode: 05002-6819
Category Name: 2026 Fall Outfit Trends
Price: $29.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mysterious Shine Snake Earrings
These snake earrings solve the case for creating major shine to your vibe! They feature a curvy design with rhinestone insets and a post-back closure. Complete the look in a little black dress.
Fit & Features
- Curvy snake design
- Rhinestone insets
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1338
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Prepped Success Plaid Long Blazer
You'll be prepped for a successful outfit this fall by layering on this faux suede long blazer featuring long sleeves, a lapel collar neckline, an open-front design, and a contemporary houndstooth plaid pattern. The smooth faux suede fabric offers a moderate stretch. Complete your fit with the matching skirt!
Shop Matching Skirt: Prepped Success Plaid Mini Skirt
Fit & Features
- Long sleeves
- Lapel collar neckline
- Open-front design, side pockets
- Long-length hem
- Houndstooth plaid pattern
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1463
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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See Through Me X-Ray Graphic Maxi Dress
See through the ordinary and showcase your unique style! This graphic maxi dress features a scoop neckline, adjustable spaghetti straps, an X-ray graphic bust and front design, a flattering bodycon silhouette, and a back slit on smooth knit fabric. Complete the look in a sassy crop denim jacket for day or night plans!
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps,
- Back zipper and hook-eye closure
- X-ray graphic bust and front design
- Bodycon silhouette, maxi-length hem, back slit
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5297
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kick Up A Storm Faux Leather Western Boots
Kick up a stylish storm in these faux leather western boots! They feature a sleek pointed-toe, inner zipper closure, a block heel, trendy western-inspired stitching, and the perfect under-the-knee length with side pull tabs for easy on-and-off styling. Complete the look with a cowboy hat for a bachelorette or country concert!
Fit & Features
- Pointed-toe, block heel
- Inner zipper closure
- Western-inspired stitching
- Under-the-knee shaft length
- Side pull tabs, easy-on-and-off styling
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0973
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply Sweet Surplice Top
Cute, cropped, and cut for comfort, this breezy blouse will become a new go-to. Top features long, gathered sleeves and a deep V neck leading to a surplice-style bodice with a smocked hem. Top is made from a lightweight rayon with stretch through the waist and hem.Style Number/Barcode: 06003-0152
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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Be My Baby Midi Skirt
Baby girl you look so sleek in this pencil skirt! Featuring an elastic banded high rise waist, ruched detailing along each side, and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching top!Style Number/Barcode: 06501-0072
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keepin' Knit Basic Midi Dress
Sometimes keeping it basic is the best way to go! This knit midi dress features a sleeveless bodice, tank-like shoulder straps, a scoop neck and back, a side slit, and a mid-length, curve hugging fit. The dress is composed of a stretchy knit fabric.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0268
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mini Double O Ring Belt
Accessorize your 'fit with this fierce and trendy belt! It is a khaki hued faux leather belt with a snake print and a gold mini double O ring buckle.Model is 5'9" with a 33" bust, 24" waist and 35.5" hips.
Style Number/Barcode: 07301-0000
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plunging V Neck Puff Sleeve Jumpsuit
Take the plunge in a sleek jumpsuit. Trade-in your LBD for a chic jumpsuit that features a plunging V-neckline, short puff sleeves, and straight-leg pants with a flared hem. The jumpsuit is composed of a form-hugging fabric that offers a moderate stretch. Complete your look with rhinestone earrings and stiletto heels.
Fit & Features
- Plunging V-neckline
- Short puff sleeves
- Straight-leg with a flared hem
- Crepe knit fabric
- Form hugging fit, moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0347
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Step It Up Lug Sole Block Heel Booties
Step up your fashion game with these chic block heel booties! They feature a lace-up front with a trend lug sole. Pair these booties with a floral dress to edge up your vibe for the fall season.
Fit & Features
- Lace-up front
- Inner zipper closure
- Block heel
- Lug sole
- Microsuede material
Style Number/Barcode: 07403-0332
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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Riley Ruched Velvet Formal Dress
Special Occasion
Showcase an elevated and chic style in the gorgeous Riley ruched velvet formal dress! She features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back design, a hip-hugging silhouette with ruching at the waist, and a floor-length hem with a sultry thigh-high front slit. The velvet fabric gives off a luxe vibe. Complete the look with strappy heels and an embellished evening bag.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps, cross-back design
- Hip-hugging silhouette, ruching at the waist
- Floor-length hem, high front slit
- Velvet fabric, lined bust, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7374
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Twist of Plaid Romper
Give your look a trendy twist in a plaid romper! The romper features a sleeveless sweetheart neckline, sleek spaghetti straps, a trendy twist-front accent at the center of the bodice, and a plaid print. The romper is composed of a lightweight woven fabric that offers a form hugging fit. Complete look with chunky sneakers for a casual feel.
Fit & Features
- Sleeveless sweetheart neckline
- Sleek spaghetti straps
- Twist-front accent at the center of the bodice
- Plaid print
- Wide-leg shorts with a skirt overlay
Style Number/Barcode: 06503-0161
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux-Ever Yours Fringe Jacket
This chic faux fur jacket will forever be a staple in your winter wardobe! It features an open front with long sleeves and a yarn fringe fabric. Layer this adorable jacket over a trendy crop top and faux leather pants for an elevated, it-girl vibe.
Fit & Features
- Open front
- Long sleeves
- Yarn fringe fabric
- Relaxed fit
Style Number/Barcode: 06201-0146
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Oversized Def Leppard Band Tee
Rock on, sugar! This band tee showcases your rocker side with chic edge! The top features a crew neckline, short sleeves, and a graphic that features a Def Leppard emblem with the "Hysteria above it. The tee offers an oversized fit with a moderate stretch. Complete look with distressed jeans.
Fit & Features
- Crew neckline
- Short sleeves
- Def Leppard emblem
- Hysteria font above the emblem
- Oversized fit
- Moderate stretch
- Cotton knit fabric
Style Number/Barcode: 06002-0657
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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So Chic Braided Faux Leather Stiletto Heels
Keep it so chic with heels that give your look that fab touch! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a braided strap over the toe, and a stiletto heel. The heels are composed of a faux leather material. Complete look with a mini ruffled dress.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open square toe
- Braided strap over the toe
- Stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3414
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Level Up Faux Suede Stiletto Heel Boots
Level up your boot game with these stunners that make a stylish impression! The boots feature an over-the-knee fit, a trendy loop design, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and high waist jeans.
Fit & Features
- Over the knee fit
- Loop design
- Pointed toe
- Stiletto heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0725
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Behavior High Slit Midi Skirt
Stay on trend with a skirt that creates a major moment! The skirt features an abstract splatter pattern, a high rise waist, a ruched drawstring, a high side slit, and a midi-length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Trendy Behavior Cutout Crop Top
Fit & Features
- Abstract splatter pattern
- High rise waist
- Ruched drawstring
- High side slit
- Midi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06501-0549
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual And Stylish Waffle Knit Bralette
Keep it casual and stylish with a bralette that is so cozy to lounge in! The bralette features a sleeveless V-neckline, narrow shoulder straps, and a cropped hem. The bralette is composed of a waffle knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching leggings.
Shop Matching Leggings: Casual And Stylish Waffle Knit Leggings
Fit & Features
- Sleeveless V-neckline
- Narrow shoulder straps
- Cropped hem
- Waffle knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0608
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Walking On The Fringe Faux Suede Booties
Take a walk on the fringe with these fab booties! The booties feature an around the ankle fit, an inner zipper closure, a fringe trim, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with a graphic tee and skinny jeans.
Fit & Features
- Around the ankle fit
- Inner zipper closure
- Fringe trim
- Pointed toe
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1380
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On The Edge Trendy Lug Sole Bootie
Take your style to the edge in this lug sole bootie featuring a round toe, block heel, on faux leather material. It features elasticized inserts for easy on/off styling. Complete your look with a trench coat and jeans.
Fit & Features
- Round toe
- Block heel
- Elasticized side inserts for easy on/off styling
- Lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1337
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Patent Leather Cabby Hat
Get ya cabby hat here, girl! This cabby hat features allover faux leather fabric with a flat top and short brim. The hat is composed of a faux patent leather material. Complete look with a faux fur jacket and thigh-high boots.
Fit & Features
- Flat top
- Short brim
- Cabby design
- Faux patent leather material
Style Number/Barcode: 07302-0420
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price