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.

  • Elevated Sleek Faux Leather Blazer

    Layer on this elevated sleek faux leather blazer for a city-chic vibe. It features a lapel collar, long cuffed sleeves, front pockets, and a relaxed silhouette. The patent faux leather fabric offers a moderate stretch. Style with hoop earrings and a chain necklace.

    Fit & Features

    • Lapel collar
    • Long sleeves, cuffed hems
    • Front pockets
    • Long-length hem
    • Relaxed fit
    • Patent faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1485

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Showcase Allure Faux Leather Platform Heeled Booties

    Showcase allure as you take the night in stride with these fabulous faux leather platform heeled booties. They feature an above-the-ankle height, a round toe, an inner zipper closure, a bold platform sole, and a tall block heel. The booties are composed of a patent faux leather material. Style with a sleek mini dress for your next night out.

    Fit & Features

    • Above-the-ankle height
    • Round toe
    • Inner zipper closure
    • Platform sole
    • Tall block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1674

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • High Waist Paperbag Skinny Dress Pants

    Keep it chic and dressy with these paper bag waist pants perfect for any occasion. These high-waist pants feature a self-tie belt to help cinch your waist, slanted front pockets, and a skinny-leg fit with a tapered hem. Make a lasting impression for a polished office ensemble or sleek date night outfit. Pair these paper bag pants with a long-sleeve blouse and strappy heels for a fierce and sultry look.

    Fit & Features

    • High-rise paper bag waist
    • Hidden front zipper closure
    • Tie-front belt
    • Slanted front pockets
    • Pleated detailing
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-1168

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Ahead One-Shoulder Tunic Top

    You'll always be ahead of the trends in this one-shoulder tunic top perfect for elevating your everyday look! It features a fitted long sleeve, a side ruched adjustable drawstring atop a flirty slit, and a long hem on stretchy rib knit fabric. Style with the matching bottoms.

    Shop Matching Bottoms: Always Ahead High Rise Flare Pants

    Fit & Features

    • One shoulder neckline
    • Fitted long sleeve
    • Side ruched adjustable drawstring
    • Side slit, long hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4978

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Up Long Chenille Fuzzy Scarf

    Cozy up in the cutest chenille fuzzy scarf that you can style up or down depending on your look! It features a long design that you can effortlessly layer over your adorable cold-weather wardrobe. The scarf is made from a plush, ultra-soft chenille knit material that offers plenty of stretch for the comfiest wear. Pair with a button-down coat and trendy boots.

    Fit & Features

    • Long design 
    • Ultra-soft chenille knit material
    • Plenty of stretch

    Style Number/Barcode: 07305-0454

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunday Funday Baseball Cap

    The perfect baseball cap to show your gameday energy! It features a classic curved wide brim and a front embroidery that reads, "Sunday Funday" with a football. Complete the look in a trendy denim jacket to root for your team in style!

    Fit & Features

    • Classic baseball cap design
    • Curved wide brim
    • Front embroidery reads, "Sunday Funday" with a football
    • Adjustable back strap, metal clip closure

    Style Number/Barcode: 07302-1537

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Operation Cute Wide-Leg Cargo Sweatpants

    Pull off a cute operation in these cargo sweatpants! They feature a high-rise elasticized drawstring waist with tie, hidden side pockets, back flap pockets, and three lower flap pockets along the wide-leg silhouette on smooth scuba knit fabric. Complete the look with the matching hoodie for lounging or running errands!

    Shop Matching Jacket: Looking Sweet Corset Crop Hoodie

    Fit & Features

    • High-rise elasticized drawstring tie waist
    • Hidden side pockets
    • Back flap pockets
    • Three lower flap pockets
    • Wide-leg silhouette
    • Smooth scuba knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2400

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Read It Paperbag Pants
    Make a modern statement in these tapered trousers! Pants feature an elasticized, paperbag waist with removable tie, cargo-style pockets at hips, and a slim, straight-leg silhouette. Pants have a more relaxed fit through the hip and thigh and are made from a soft woven fabric with little to no stretch.

    Style Number/Barcode: 06302-0023

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyelash Knit Crop Top

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

    Shop Matching Biker Shorts: Eyelash Knit Biker Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Cropped hem
    • Eyelash knit fabric
    • Matching shorts sold separately

    Style Number/Barcode: 06005-0805

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Distressed Straight Boyfriend Jeans

    We've found the essential pair of straight boyfriend jeans you need to add to your cart ASAP! They feature a high rise waist with major distressed detailing for a trendy vibe. Complete your look with a chic crop top for a casual, everyday look you can wear to hang with your squad.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Major destructed detailing down the front
    • Straight boyfriend fit
    • Denim fabric

    Style Number/Barcode: 06602-0166

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Checkered Mini Skirt

    Elevate your style in a plaid skirt that is all the rage! The skirt features a high rise waist, a checkered houndstooth print, and a side slit. Complete your look with a black long sleeve top.

    Fit & Features

    • High rise waist
    • Side slit
    • Checkered houndstooth print
    • Mini length silhouette 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06401-0288

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Chic Faux Leather Pointy Toe Booties

    Make a chic statement in this pair of faux leather booties! They're designed in a smooth faux leather with a pointed toe and block heel. Wear them with a sweater dress for the ultimate Fall babe look.

    Fit & Features

    • Ankle fit
    • Pointed toe
    • Block heel
    • Faux leather
    • Runs true to size

     

    Style Number/Barcode: 07403-1365

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Casual Vibe Sherpa Denim Jacket

    Cozy and casual, this sherpa denim jacket would look so good layered over a crop top and distressed denim! The denim jacket features a faux sherpa hood and long sleeves, two chest pockets, side pockets, and a complete button-down front. Wear this jacket as part of your everyday 'fit!

    Fit & Features

    • Faux sherpa hood and long cuffed sleeves
    • Complete button-down front
    • Two front buttoned pockets
    • Two slant pockets
    • Relaxed fit, minimal stretch
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0156

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ring The Alarm Mini Skirt

    Sound the alarm in this hot mini skirt! The high waist skirt features an all-over faux coated leather, vertical seams to create an hourglass illusion, and a mini length that offers a form-hugging fit with a moderate stretch. Complete this head-turning look with a chic crop top and a pair of booties.

    Fit & Features

    • High-rise waist
    • Vertical seams
    • Mini-length silhouette
    • Curve-hugging fit
    • Coated, faux leather fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-1347

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Sassy Snake Knit Duster

    Keep it sleek and stylish with a duster that is perf to layer over your everyday looks! The duster features a trendy snake print, a drape open front, long sleeves, and a longline length. The duster is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with boots

    Fit & Features

    • Snake print
    • Draped open front
    • Long sleeves
    • Longline length
    • Knit fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0207

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Distress High-Rise Flared Jeans

    In distress but make it fashion! These high-rise flared jeans feature a high-rise waist, a straight leg with majorly flared hems, moderate distressing, and a form-hugging fit. The jeans are composed of a dark cotton blend fabric that offers little stretch.  Complete the look with a chic long sleeve bodysuit. 

    Fit & Features

    • High-rise waist
    • Straight leg, flared hem
    • Distressed accent throughout
    • Form hugging fit, minimal stretch, fits true to size
    • Cotton blend fabric
    • Single-button closure, zipper placket, belt loops
    • Traditional 5-pocket design

    Style Number/Barcode: 06602-0336

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Glam Cabby Hat

    Bring elevated glam vibes to your look with this chic cabby hat! It features a traditional cabby hat design with a short brim and a sleek chain-link detail. The tweed material has a stylish metallic thread woven throughout. Pair this hat with hoop earrings.

    Fit & Features

    • Traditional cabby hat design
    • Short brim
    • Chain and stud details
    • Tweed material, metallic thread detailing
    • Smooth woven lining

    Style Number/Barcode: 07302-0451

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Chain-link Faux Leather Booties

    Step out looking fab in booties that elevate your outfits! The booties feature a mid-calf length, an inner zipper closure, a chunky chain-link accent, a peep toe, and a stiletto heel. The booties are composed of a faux leather material. Complete look with a bustier and a wrap skirt. 

    Fit & Features

    • Mid-calf length 
    • Inner zipper closure
    • Chunky chain-link accent 
    • Peep toe 
    • Stiletto heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1432

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Seriously Chic Woven Long Blazer

    Compliment your outfit in this seriously chic woven long blazer to give instant boss babe vibes! It features long sleeves, a lapel collared neckline, an open-front design, button-down closures, belted waist, and front pockets. Perfect for styling with PVC strap heels.

    Fit & Features

    • Long sleeves
    • Lapel collared neckline
    • Open-front design
    • Button-down closures
    • Belted waist, front pockets
    • Longline hem
    • Fits true to size

    Style Number/Barcode: 06204-1417

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Electric Satin Swirl Corset Top

    Showcase an electrifying look in this satin swirl corset top featuring a sleeveless sweetheart neckline, adjustable spaghetti straps, hidden front hook-eye closures, a cropped hem, and a back zipper closure. Style with edgy faux leather leggings.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Hidden front hook-eye closures
    • Cropped hem
    • Back zipper closure
    • Swirl print, satin fabric
    • Fits true to size

    Style Number/Barcode: 06003-1976

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pour The Whiskey Graphic Crop Tee

    Show off what kind of a girl you are! This graphic crop tee features cap sleeves, a crew neck, and front text that reads, "Whiskey Bent And Hell Bound" printed on soft and stretchy jersey knit fabric. Complete the look in trendy distressed jeans for happy hour!

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front text that reads, "Whiskey Bent And Hell Bound"
    • Cropped hem
    • Jersey knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1460

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetly Glam Sweater Mini Dress

    This sweater mini dress showcases your sweet glam side! It features a sleeveless, halter neckline, bodycon silhouette, and asymmetrical side cutout with rhinestone trim. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, halter neckline
    • Bodycon silhouette
    • Asymmetrical side cutout, rhinestone trim
    • Mini-length hem
    • Smooth sweater knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1568

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Choose Your Vibe Cargo Trouser Pants

    Are you feeling dressy or casual? Whatever the vibe, these cargo trouser pants are perf for creating all sorts of 'fits! They feature a flattering high-rise waist, a hip-hugging fit, a slim leg silhouette, and trendy cargo flap pockets on smooth woven fabric. Complete the look with a trendy denim jacket.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Slim leg silhouette
    • Hidden side waist pockets, lower cargo flap pockets
    • Front button and hidden zipper closure, belt loop accents
    • Smooth woven non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06402-1325

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hit The Jackpot Mid-Rise Straight-Leg Denim Jeans

    You've hit the jackpot when it comes to denim! These must-have jeans are both flattering and currently trending. Features a flattering mid-rise waist, straight-leg silhouette, and carpenter-style pocket details, and is crafted from vintage-inspired rigid dark wash denim fabric with a slight stretch. Complete the look with a basic bodysuit and mules for a movie date!

    Fit & Features

    • Mid-rise waist
    • Straight-leg silhouette
    • Carpenter-style pocket details
    • Front button and hidden zipper closure
    • Seven-pocket styling, belt loop accents
    • Dark wash denim, rigid, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0456

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance