2026 Fall Outfit Trends

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.

  • Major Babe Off The Shoulder Sweater Dress

    Showcase your major babe status in this chic sweater dress! It features an off the shoulder neckline with a fold-over detail, long fitted sleeves, and a mini length, curve-hugging silhouette. Pair this dress with thigh-high boots for an adorable date night look.

    Fit & Features

    • Off the shoulder neckline
    • Fold-over detail
    • Long fitted sleeves
    • Short, form-hugging fit
    • Angora knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0811

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Basic Ribbed Knit Leggings

    Bring it back to basics in leggings that are perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching crop top, duster, and face mask. 

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0454

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fave Frayed Cropped Denim Jacket

    Your new fave cropped denim jacket for sure! This adorable jacket features a collared neckline, a button-up front, and a trendy frayed cropped hem. Layer on over a cute cami and faux suede mini skirt for that everyday fall vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves with buttons to cuff
    • Button-up front
    • Buttoned pockets
    • Frayed cropped hem
    • Denim fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0097

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scoop Neck Ribbed Knit Crop Top

    Bring it back to basics in a crop top that is perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching leggings, duster, and face mask.

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-like straps
    • Ribbed knit fabric
    • Cropped hem
    • Matching leggings sold separately

    Style Number/Barcode: 06001-2896

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zipped and Trendy Cargo Jumpsuit

    Zip up in this trendy jumpsuit that is oh so stylish! The jumpsuit features a zippered front, chest pockets, long sleeves, an elastic waistband, and a straight leg fit with cargo styled pockets. Complete your look with chunky sneakers for a casual vibe. 

    Fit & Features

    • Zippered front
    • Chest pockets
    • Long sleeves
    • Elastic waistband
    • Straight leg 
    • Cargo pockets

    Style Number/Barcode: 06502-0447

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Long Sleeve Duster

    Layer up in a cute duster to lounge in! the duster features a draped open front, long sleeves, long length, and is composed of a ribbed knit fabric. Complete your look with the matching crop top, high waist leggings, and face mask.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • Draped open front
    • Long sleeves
    • Ribbed knit fabric
    • Long length
    • Matching crop top and leggings sold separately

    Style Number/Barcode: 06202-0114

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Ribbed Knit Face Mask

    Keep it safe and stylish with a face mask that goes with all your favorite looks! The mask features a solid neutral hue, earloops for a comfortable fit, and composed of a ribbed knit material. Complete your look with the matching crop top, high waist leggings, and duster.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Fit & Features

    • This is not a medical-grade mask nor is a substitute for medical-grade equipment 
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.
    • Solid neutral hue
    • Earloops
    • Ribbed knit material

    Style Number/Barcode: 07305-0184

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Buttoned Up Off The Shoulder Midi Dress

    Get all buttoned up in this adorable off the shoulder midi dress! It features a complete button-down front with a curve-hugging, mid-length fit. Perfect for everyday, pair this dress with heeled booties to take your look into fall.

    Fit & Features

    • Off the shoulder neckline
    • Short fitted sleeves
    • Complete button-down front
    • Mid-length, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0943

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Taking Knit To The Next Level Sleeveless Catsuit

    Elevate your night out with a catsuit that strikes a glam vibe. The catsuit features a sleeveless square neckline, a sexy midriff cut out, sleek spaghetti straps, and a fitted skinny leg with a tapered hem. The catsuit is composed of a brushed knit fabric that offers a form hugging fit. Complete look with clear mules. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Midriff cutout 
    • Skinny leg fit with a tapered hem
    • Brushed knit fabric
    • Form hugging fit

    Style Number/Barcode: 06502-0452

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Clear Two Tone Chunky Sneakers

    Clearly stay on trend in these chunky sneakers. These sneakers feature a trendy chunky sole, a clear tonal insert accent to provide dimension, lace-up straps, and pull tabs to quickly slip-on. Pair these sporty sneakers with your favorite casual dress or fab sets.

    Fit & Features

    • Chunky sole
    • Round toe
    • Clear tonal accent at sole
    • Lace-up straps
    • Pull tabs

    Style Number/Barcode: 07407-0174

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • The Every Day Ribbed Tie Waist Cardigan

    Layer up every day in a cute cardigan to create those oh so stylish back to school outfits. The cardigan features a draped open front, a cinching tie waist belt, and a flowy long length. Complete your look with chunky sneakers and a ribbed mini dress. 

    Fit & Features

    • Drape open front
    • Long sleeves
    • Cinching tie waist belt
    • Flowy long length
    • Ribbed knit fabric
    • Relaxed fit
    • Moderate stretch 

     

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

    Style Number/Barcode: 06005-0807

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Vibes Seamless Bodysuit

    Get those effortless and cool basic vibes in this seamless bodysuit! Featuring adjustable spaghetti straps for comfortable wear and a flattering V-neckline, this bodysuit would be perf paired with cargo-style joggers and chunky sneakers. Wear this look as an everyday 'fit that your whole squad will love.

    Fit & Features

    • Adjustable spaghetti straps
    • V-neckline
    • Seamless T-shirt fabric
    • Runs true to size

    Style Number/Barcode: 06002-0625

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Passion Surplice Chiffon Bodysuit

    Show your floral passion in a bodysuit that brings the charm. The bodysuit features a surplice neckline, a gorgeous floral print, and a partially open back with a tie strap accent a the nape of the neck. The bodysuit is composed of an airy chiffon fabric that offers a relaxed fit with minimal stretch. Complete your outfit with high waist jeans and mules. 

    Fit & Features

    • Surplice neckline
    • Long sleeves
    • Floral print
    • Partially open back with tie strap accent
    • Unlined chiffon fabric
    • Contrast thong bottom
    • Relaxed fit, minimal stretch 

     

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

    Style Number/Barcode: 06003-1026

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Everyday Ruched Knit Mini Dress

    Get an effortless everyday 'fit in this adorable ruched knit mini dress! It features trendy ruched detailing with drawstrings and can be worn as a mini or midi. Dress it up with clear mules for a date night or keep it casual with some chunky sneakers for a shopping trip.

    Fit & Features

    • Tank-like shoulder straps
    • High rounded neckline
    • Ruched detailing
    • Drawstrings at hem
    • Form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-1018

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Destructed Boyfriend Denim Jacket

    Everyone needs a good destructed boyfriend denim jacket! This one features a button-up front and distressed detailing throughout. Layer over a graphic tee and some black skinny jeans for an edgy date look.

    Fit & Features

    • Collared neckline
    • Long sleeves with buttons to cuff
    • Button-up front
    • Buttoned pockets
    • Destructed detailing
    • Denim fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0098

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetter Moment Biker Romper

    Create a trendsetting moment in a romper that slays! The romper features a collared neckline with a zippered front, chest pocket accents, long sleeves, and a biker short length hem. Complete look with chunky sneakers for a trendy streetwear look. 

    Fit & Features

    • Collared neckline
    • Chest pockets accent
    • Hood
    • Zippered front
    • Long sleeves
    • Biker short length hem

    Style Number/Barcode: 06503-0171

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Camo Cutie Button-Front Jacket

    Hey cutie! Layer on this button-front camo jacket to add some edge to your adorable look. It features long cuffed puff sleeves to give some trendiness to your vibe. Pair with distressed black denim for a go-to look this fall season.

    Fit & Features

    • Collared neckline
    • Complete button-down front
    • Long cuffed puff sleeves
    • Buttoned front pockets
    • Camouflage woven fabric

    Style Number/Barcode: 06204-0712

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The One Belted Flannel Shacket

    This shacket is the one you need to get those cozy vibes going! The shacket features a collared neckline, two chest pockets, a multi-button down front, a tie waist belt with belt loops, and a plaid print. Complete your look with black skinny jeans.

    Fit & Features

    • Collared neckline
    • Two chest pockets, multi-button down front
    • Long sleeves
    • Tie-waist belt, side pockets
    • Plaid print  
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06204-0710

    Category Name: 2026 Fall Outfit Trends

    Price: $30.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Moving On Faux Leather Lucite Booties

    Move on from basic to chic in booties that elevate your looks! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a narrow lucite block heel. Complete your look with high waist jeans and an oversized sweater. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Narrow lucite block heel
    • Faux leather material

    Style Number/Barcode: 07403-0311

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed And Chic Chenille Sweater

    Add a little edge to your everyday look with this chic distressed chenille sweater! It features a V neckline, long dolman-style sleeves, and a trendy destructed hem. Pair this sweater with faux leather joggers and heeled booties for a cozy holiday party 'fit.

    Fit & Features

    • V Neckline
    • Long dolman sleeves
    • Destructed hem
    • Relaxed fit
    • Chenille knit fabric with minimal stretch

    Style Number/Barcode: 06005-0802

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyelash Knit Biker Shorts

    Keep it casual in biker shorts that is oh so chic and cozy! The shorts feature a high rise fit, a mid-thigh length, and composed of an eyelash knit fabric. Complete your loungewear outfit with the matching crop top and chunky sneakers. 

    Shop Matching Crop Top: Eyelash Knit Crop Top

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Eyelash knit fabric
    • Moderate stretch 
    • Matching crop top sold separately 

    Style Number/Barcode: 06503-0170

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Vibes Knit Midi Dress

    Rock those basic vibes in a dress that keeps it comfortable and chic. The everyday dress features a sleeveless bodice, a v-neckline with notched detail, and a midi length silhouette. Complete your look with chunky sneakers and a chunky necklace to create a trendy streetwear look. 

    Fit & Features

    • Sleeveless bodice
    • V-neckline with notched detail 
    • Midi length silhouette
    • 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: 05102-0924

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Wrap Around Bishop Sleeve Crop Top

    Bring on the chic vibes in this must-have wrap around crop top! It features trendy long bishop style sleeves and a tie front detail to pull your 'fit together. Pair with mom jeans and strappy mules for a go-to brunch look.

    Fit & Features

    • Long bishop style sleeves with cinched hems
    • Wrap front
    • V neckline
    • Tie front detail
    • Cropped
    • Ribbed knit fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2786

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Poised In Plaid Tie Waist Skinny Pants

    Look posh and poised in these chic plaid tie waist skinny pants! They feature a high rise waist with a tie front detail and a flattering skinny leg fit. Wear them to the office and you can easily transition them for happy hour afterward. Pair with a cute blouse and classic block heels.

    Fit & Features

    • High rise waist
    • Tie front accent
    • Back zipper closure
    • Skinny leg fit
    • Plaid print

     

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

    Style Number/Barcode: 06402-0269

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance