2026 Fall Outfit Trends

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STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

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.

  • Basic Notch Front Tank Bodysuit

    Take it up a notch in a basic bodysuit! The bodysuit features a sleeveless bodice for warmer weather, tank-like shoulder straps that offer plenty of support, and a top-notch detail to elevate this basic bodysuit. The bodysuit includes a thong bottom with dual snap button closures. Keep it casual with some distressed denim or go a little dressier with a satin midi skirt.

    Fit & Features

    • Tank-like shoulder straps
    • Square neckline, notch detail
    • Thong bottom, dual snap button closures
    • Knit fabric
    • Moderate stretch
    • Form hugging fit

    Style Number/Barcode: 06002-0435

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Mesh Puff Sleeve Top

    Keep it chic with a top that brings the glam! The top features a square neckline, long puff sleeves, ruching, and a mid-length hem. The top is composed of a sheer unlined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with flared pants and a mini crossbody

    Fit & Features

    • Square neckline
    • Long puff sleeves
    • Ruching
    • Mid-length hem 
    • Unlined mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-4057

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Staple Wide-Fit Block Heels

    This chic pair of block heels are a classic staple you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux leather material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux leather material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3899

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Date Vibes Satin Cropped Blouse

    Get a dreamy-chic look for date night with this sleek satin cropped blouse! It features a deep V-neckline with a wrap-front, long peasant sleeves with smocked hems, a lace-up back design, and a cropped, form-hugging fit. The lightweight woven satin fabric has no stretch. Style with faux leather pants and heels.

    Fit & Features

    • V-neckline, wrap-front
    • Long peasant sleeves, tapered smocked hems
    • Lace-up back design, tie closure
    • Cropped hem, form-hugging fit
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1831

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Run Leopard Booties
    These fall ready booties are composed of a faux suede, and showcase a dark toned and subtle leopard print pattern. They have an almond toe, a zipper closure at the side and a short block heel.

    Style Number/Barcode: 07403-0051

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Espresso Martini Please Baseball Cap

    This baseball cap tells everyone exactly what you want! It features a wide brim, an embroidered front script that reads "Espresso Martini Please", and an adjustable back strap for a snug fit. Complete the look with platform sneakers.

    Fit & Features

    • Wide brim
    • Embroidered front script "Espresso Martini Please"
    • Adjustable back strap

    Style Number/Barcode: 07302-1668

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Mock Neck Bodysuit

    The perfect bodysuit for winter! It features a mock neck with a merrow edge trim, long fitted sleeves, and a thong bottom with dual snap button closures. The ribbed knit fabric offers plenty of stretch and a form-fitting style.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0315

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleeveless Sweetheart Neck Corset Lace Jumpsuit

    Keep it chic in a lace jumpsuit. Go from the office to happy hour in a statement jumpsuit. This jumpsuit features a sleeveless sweetheart neckline, a corset-like bodice and adjustable spaghetti straps that lead to a partially open back. The lined bodice features a two-tone lace fabric and piping detailing. The relaxed fit bodice leads to a pair of straight-leg pants with a flared hem. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Corset-like bodice with piping accents
    • Adjustable spaghetti straps
    • Partially open back 
    • Straight leg pants with a flared hem 
    • Form hugging fit

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0381

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Real Ribbed Knit Cami

    Keep it real with a cute cami to complete your effortlessly chic looks! The cami features a sleeveless scoop neckline, spaghetti straps, and composed of a ribbed knit fabric. Complete look with the matching cardigan and high waist jeans.

    Shop Matching Cardigan: Keeping Knit Real Ribbed Knit Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0963

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Lace-Up Block Heel Booties

    You'll be cozy and cute all day long in this pair of faux leather booties. They feature a lace-up vamp, an almond toe, and a stacked heel. Wear them with a sweater dress and hoop earrings for a perfectly Fall look.

    Fit & Features

    • Lace-up vamp
    • Almond toe
    • Stacked heel
    • Fits true to size

    Style Number/Barcode: 07403-1419

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy And Chic Satin Mini Skirt

    Get a luxe look in this dreamy and chic satin skirt! It features a high-rise waist, ruched detailing with an adjustable drawstring leading to a side slit, and a mini-length, curve-hugging silhouette. Style this skirt with the matching crop top for your next girl's night out.

    Shop Matching Top: Dreamy And Chic Satin Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook and eye closure
    • Ruched detailing, adjustable drawstring
    • Side slit
    • Short, form-fitting silhouette
    • Smooth satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0350

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Glam Lug Sole Ankle Booties

    Bring that edgy glamour with booties that bring the attitude to your look! The booties feature an around the ankle fit, an inner zipper closure, an almond toe, a lug sole, and a low block heel. The booties are composed of a faux leather material. Complete look with a graphic tee and cargo pants. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure 
    • Almond toe
    • Lug sole
    • Low block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1437

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's A Stunner Faux Leather Crossbody

    Create a head-turning statement in a crossbody that brings the chic factor to your look! The crossbody features a large rounded body with scrunched detailing, chunky chain link handles and composed of a faux leather material. Complete look with a long sleeve mini dress and mules

    Fit & Features

    • Large rounded body 
    • Scrunched detailing
    • Chunky chain link handles
    • Detachable shoulder strap 
    • Faux leather material 

    Style Number/Barcode: 07203-0471

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out Trendy Stiletto Sock Booties

    Step out in style in these trendy stiletto sock booties. They feature a dramatic pointed toe, faux suede material at the front, an above-the-ankle ribbed knit sock design, and a sleek faux suede stiletto heel. Pair these booties with a mini skirt and cropped sweater.

    Fit & Features

    • Pointed toe
    • Faux suede material at the front
    • Above-the-ankle ribbed knit sock design
    • Faux suede stiletto heel
    • Runs true to size

    Style Number/Barcode: 07403-1448

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What's The Ruche Mesh Mini Dress

    The latest dish everyone will be talking about is you in this mesh mini dress! Hit the town with the girls in this spicy little number featuring a sleeveless, square neck, adjustable spaghetti straps, and all-over ruched seams that complement the bodycon silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • All-over ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4444

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Front Line Mock Neck Bodycon Dress

    In this sultry bodycon dress, you'll be taken to the front of the line! It features long sleeves with thumb holes, a mock neck with dual button closures, a back keyhole accent, and a mini-length hem, and is composed of a slinky double-lined knit fabric. Complete the look in statement heels.

    Fit & Features

    • Long sleeves with thumb holes
    • Mock neck with dual button closures
    • Back keyhole accent
    • Bodycon silhouette
    • Mini-length hem
    • Slinky double-lined knit fabric, moderate stretch

     

    Please be advised that the plum dress runs small. Fit model recommends one size up. The khaki dress runs true to size.

    Style Number/Barcode: 05103-4862

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top Notch Cargo Twill Crop Bomber Jacket

    Top-notch function and fashion! This twill crop bomber jacket lets you layer on a cool and convenient style. This jacket offers slouchy long sleeves with elasticized cuffs, a trendy collar neckline, and a front hidden zipper and snap-button closures for functional style plus, cargo flap pockets to keep your hands warm and an adjustable drawstring crop hem let you customize the fit. Complete the look with the cargo skort for casual plans!

    Shop Matching Bottoms: Top Notch Cargo Twill Mini Skort

    Fit & Features

    • Twill woven cotton fabric
    • Cargo pockets
    • Hidden front zipper and snap-button closures
    • Oversized crop silhouette
    • Adjustable drawstring hem
    • Runs true to size

    Style Number/Barcode: 06204-1693

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Sleek Faux Leather Cargo Pants

    Keep it casually sleek in these faux leather cargo pants to edge up your everyday style! They feature a flattering high-rise waist with side pockets, a wide-leg silhouette, and trendy cargo flap pockets. Complete the look in a cute corset top and mules for grabbing dinner and drinks!

    Fit & Features

    • High-rise waist
    • Wide-leg silhouette
    • Side pockets, hidden front zipper, button closure
    • Cargo flap pockets
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1361

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual and Chic Ribbed Tie Waist Jumpsuit

    Keep it casually chic in a jumpsuit that is part cozy and part glam. The jumpsuit features a sleeveless scoop neckline, tank-like straps, and a tie waist belt. The relaxed fit bodice leads to a straight leg fit. The jumpsuit is composed of soft to the touch ribbed cashmere-like fabric that offers a relaxed. Style jumpsuit with chunky sneakers and earrings

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-straps
    • Tie-waist belt
    • Straight leg fit
    • Cashmere-like fabric 
    • Relaxed fit 

    Style Number/Barcode: 06502-0399

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Cropped Denim Jacket

    Get a classic look by layering on this adorable cropped denim jacket! It features a complete button-down front and a trendy oversized cropped fit. Pair this jacket with a plaid mini skirt for a casual-chic everyday look.

    Fit & Features

    • Collared
    • Long sleeves with buttons to cuff
    • Complete button-down front
    • Cropped, oversized fit
    • Denim fabric

    Style Number/Barcode: 06203-0088

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish-Chic Twill Mini Skirt

    This stylish-chic twill mini skirt will be the perfect new addition to your closet. It features a high-rise waist with a small front V-cut design, a trendy zip-front, zippered pockets, and a short, curve-hugging fit. Pair this skirt with a basic bodysuit and cute mules.

    Fit & Features

    • High-rise waist
    • Small front V-cut design
    • Zip-front
    • Two zippered pockets
    • Mini-length, form-hugging fit
    • Twill fabric
    • Runs true to size

    Style Number/Barcode: 06301-0080

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Trends Eyelash Knit Mini Dress

    Slip into a cozy mini dress that keeps you on trend, babe! The dress features a sleeveless scoop neckline, spaghetti straps, and a mini-length silhouette with a ribbed hem. The dress is composed of an eyelash knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching cardigan.

    Shop Matching Cardigan: Cozy Trends Eyelash Knit Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Mini length silhouette
    • Ribbed hem
    • Eyelash knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1170

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    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
  • Babe In Pointed Toe Boots

    Walk tall babe in these PU pointed-toe boots featuring a stylish and sleek under-the-knee silhouette with a block heel and side zipper closure. Complete the look with a boyfriend blazer.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper closure
    • Under-the-knee length
    • PU material
    • Runs true to size

    Style Number/Barcode: 07402-0796

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free