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.

  • Keep On Keepin' On Distressed Denim Mini Skirt

    Keep on keepin' on, and look cute on an everyday basis of course! This distressed mini has us daydreaming of summer day adventures, farmers markets, and coffee dates!

    Fit & Features

    • High waist fit
    • Button + Zipper closure
    • Raw hemline
    • Distressed detailing
    • Traditional pockets + Belt loops
    • Short hemline
    • Medium wash denim | Slight stretch

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.  

    Style Number/Barcode: 06601-0011

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Vibes Mid-Rise Barrel Jeans

    Street style but make it effortless. These barrel jeans serve up a relaxed fit with just the right edge for everyday wear.

    Fit & Features

    • Medium wash denim fabric
    • Mid-rise waist
    • Relaxed barrel silhouette
    • Subtle seam detailing at the knee
    • Front button closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000039

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Double Striped Skinny Dress Pants

    Raise your standards in high waist pants. The dress pants feature a high rise waist, an inverted triangle inset, and a cinching tie waist belt. The all-over double stripe pattern elongates and flatters while keeping you on-trend. The high waist leads to a skinny leg fit with a tapered hem. Complete outfit with a basic top and heels for a business casual vibe. 

    Fit & Features

    • High rise waist 
    • Inverted triangle inset
    • Cinching tie waist belt 
    • Double stripe pattern 
    • Skinny leg fit, tapered hem  

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

    Style Number/Barcode: 06402-0227

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make A Splash Tie Dye Crop Top

    Make a splash in a tie-dye crop top that brightens up your looks! The top features a tie-dye pattern, a crew neckline, and a cropped hem. Complete your casually cute look with joggers

    Fit & Features

    • Crew neckline
    • Tie-dye print 
    • Long sleeves
    • Cropped hem 
    • Jersey knit fabric

    Style Number/Barcode: 06001-2820

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Check Ya Later Plaid Flannel Shacket

    This plaid flannel shacket will make you look effortlessly stylish! With long sleeves, button cuffs, and a classic collar neckline, you'll be the talk of the town. Featuring a button-down front, front pocket, and oversized silhouette, and is crafted on soft flannel woven fabric with a classic plaid print you'll adore this season. Style with sleek leggings and boots for the perf cold-weather fit'!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front, pocket
    • Oversized silhouette
    • Soft flannel woven fabric
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1609

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Big On Plaid Cropped Jacket

    Hop on that plaid trend with a jacket that is perf to layer over your casually cute outfits! The jacket features a plaid print, a collared neckline, a multi snap-button front closure with a matte finish, two large chest pockets, long sleeves, and a cropped hem. The jacket is composed of a knit fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties.

    Fit & Features

    • Plaid print
    • Collared neckline
    • Multi snap button front closure, matching button closure at back 
    • Two large chest pockets
    • Long sleeves, cropped hem
    • Knit fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1028

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stun on Em' Cropped Denim Jacket

    Create a stunning impression with a cute jacket to layer your look with! The jacket featured a collared neckline, a multi-button down front, small chest pockets, light destruction, and a cropped hem. Complete look with a bodysuit and mini skirt for a stylish look. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Chest pockets
    • Long sleeves
    • Light destruction 
    • Cropped hem
    • Light-medium wash denim fabric 

    Style Number/Barcode: 06203-0120

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Confident Babe Mesh Mock Neck Bodysuit

    Look and feel like a total confident babe in this mesh long sleeve bodysuit! Take your style to the next level with this bodysuit featuring a sheer mock neckline, sheer fitted long sleeves, a knit form-hugging silhouette, and a cheeky bottom with snap button closures. Complete the look in sleek faux leather leggings for a concert!

    Fit & Features

    • Sheer fitted long sleeves
    • Sheer mock neckline
    • Knit form-hugging silhouette
    • Cheeky bottom, snap-button closures
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5107

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Basics Cropped Turtleneck Sweater

    Layer on those cozy basics with a sweater that is perf for grabbing a PSL! The sweater features a turtleneck, long sleeves, and a cropped hem. The sweater is composed of a knit fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties

    Fit & Features

    • Turtleneck 
    • Long sleeves
    • Cropped hem 
    • Cable knit fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1294

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leave Em' Breathless Sweater Dress

    Leave your crush breathless when they see you in this spicy sweater mini dress! It features an off-the-shoulder neckline, long sleeves, a cutout bust, and a bodycon silhouette. Complete the look in thigh-high boots for everyday slay! 

    Shop More Sweater Styles: The Sweater Collection

    Fit & Features

    • Off-the-shoulder neckline
    • Long sleeves
    • Cutout bust
    • Bodycon silhouette
    • Mini-length hem
    • Ribbed-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1456

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Distressed Details Denim Jacket

    It's all in the details! This denim jacket is a must for all your layered outfits this season. The jacket features a collared neckline, distressed detailing, two small chest pockets, button-down front, and side pockets. Complete look with ankle booties.

    Fit & Features

    • Collared neckline
    • Moderate distressed detailing
    • Long sleeves
    • Two small chest pockets
    • Button-down front
    • Side 
    • Medium-wash denim fabric 
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 06203-0107

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple Lace Back Knit Crop Top

    This simple yet stylish knit crop top has a stunning lace back detail to amp up your trendy look! Pair with some jeans to keep it casual or a faux leather mini skirt to add some edge!

    Fit & Features

    • Short sleeves
    • Square neckline
    • Lace up back detail | Tie closure
    • Cropped
    • Brushed knit fabric | Moderate stretch
    • Form hugging fit

    Style Number/Barcode: 06001-2599

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Streak Faux Suede Block Heels

    When your shoes need to bring just as much drama as your outfit—these block heel sandals deliver with a glam hardware accent and sleek ankle strap. Perfect for pairing with everything from minis to wide-leg pants.

    Fit & Features

    • 4" Block heel
    • Almond toe
    • Twist strap with hardware trim
    • Adjustable ankle strap with buckle closure
    • Cushioned insole
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000404

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keepin' Knit Trendy Crop Top

    Keep your casual look on-trend with this cute long sleeve crop top. It features a crew neckline, a cropped, form-hugging fit, and is composed of a lightweight stretchy ribbed knit fabric with contrasting exposed seams. Style this top with faux leather joggers and chic mules for an elevated vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Contrasting exposed seams
    • Runs true to size

    Style Number/Barcode: 06001-3758

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Retro Feels Ruched Tie Dye Mini Dress

    Throw it back in a retro dress that gives us groovy feels. The dress features a sleeveless square neckline, a tie-dye print, and mini length silhouette with ruched drawstrings to customize fit or create an asymmetrical hem. Complete your outfit with trendy block heels and fringe earrings

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Tie-Dye print 
    • Mini length silhouette 
    • Ruched drawstring
    • Smooth knit fabric 

     

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

    Style Number/Barcode: 05102-0845

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek High Rise Skinny Jeans

    Keep it sleek and stylish with a pair of jeans that are part edgy, part glam! The jeans feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket design with belt loops, moderate destruction, and a skinny leg fit. Complete look with a graphic tee and mules. 

    Fit & Features

    • High rise waist
    • Single-button with hidden zipper closure
    • Traditional five-pocket design with belt loops
    • Moderate destruction 
    • Skinny leg 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06602-0224

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Basic Sweater Knit Bodysuit

    Step up your look with this elevated basic bodysuit! Featuring a sleeveless crew neckline, an asymmetrical cutout above the bust, and a form-hugging fit, you can effortlessly transition this bodysuit from day to night. Style with high-rise denim and heeled booties for every day, and faux leather pants and mules for nights out.

    Fit & Features

    • Sleeveless crew neckline
    • Asymmetrical cutout above the bust
    • Thong bottom, dual snap-button closure
    • Ribbed sweater knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1550

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Knit Cable Sweater Dress

    A fashionista like you needs to set the trends! Step it up this season in this staple cable knit sweater dress featuring a ribbed mock neck and long sleeves, a bodycon silhouette, and a short-length hem. Style with knee-high boots and a jacket to complete the look!

    Fit & Features

    • Ribbed mock neck and long sleeves
    • Bodycon silhouette
    • Short-length hem
    • Cable knit design
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1564

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Layers Rib Knit Bolero

    A casually perfect rib knit bolero to layer over your new autumn 'fits! It features fitted long sleeves, an open front design, and an ultra-cropped hem on stretchy rib knit fabric. Complete the look in chic boots for a stroll downtown or a coffee run!

    Fit & Features

    • Fitted long sleeves
    • Open front design
    • Ultra cropped hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1736

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleeveless Twill Tie Waist Catsuit

    Own your style in a fierce catsuit. Perfect for your next night out with bae, the sleeveless catsuit features a straight neckline, a partially open back a cinching tie-waist belt. The vertical seams that lead from bust to hem create a flattering illusion and lead to the skinny straight leg fit. Adorn the jumpsuit with towering stilettos and rhinestone accessories for amped glam. 

    Fit & Features

    • Strapless neckline
    • Partially open back 
    • Tie-waist belt 
    • Vertical seams
    • Skinny leg fit
    • Twill knit fabric
    • Form hugging fit, moderate stretch  

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    Style Number/Barcode: 06402-0196

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layer On Those Basics Sweater Vest

    Layer on this sweater vest to elevate your workwear outfits or give you casual fits a dressy feel. The vest features a sleeveless V-neckline, an oversized fit, and a ribbed hem with dual mini side slits. The vest is composed of a knit fabric that offers plenty of stretch.  

    Fit & Features

    • Sleeveless V-neckline
    • Oversized fit
    • Ribbed hem
    • Dual side slits
    • Knit fabric
    • Plenty of stretch 

    Style Number/Barcode: 06005-1029

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wide Neck Cable Knit Sweater
    You need all the sweaters in your life, but especially this one! It features a wide neckline, long dolman style sleeves, and a mid-length, relaxed and comfortable fit. The soft cable knit fabric offers moderate stretch.

    Style Number/Barcode: 06005-0331

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Print Bell Sleeve Top

    Stylish and sassy, this snake print top is perfect for your next party. It features a wrap front V neckline, long flowy bell sleeves, a tie front detail, and a mid-length hem. The top is made of a lightweight knit fabric with moderate stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1780

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Glam Platform Block Heels

    The perfect heels for this new season! With an elevated platform sole and sleek block heel, they’re your go-to for weekday nights and weekend plans.

    Fit & Features

    • 4" Block heel
    • Square toe
    • Criss cross straps
    • Platform sole
    • Closed ankle, adjustable strap with buckle closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000441

    Category Name: 2026 Fall Outfit Trends

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free