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.

  • Keep It In Check Plaid Coat

    Keep your stylish look in check with this adorable plaid coat! It features a lapel collar with an open front and a mid-length hem. Pair this coat with a basic bodysuit and heeled booties for a city-chic look.

    Shop Matching Bottoms: Keep It In Check Plaid Mini Skirt

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Open front
    • Lined side pockets
    • Mid-length hem with a back slit
    • Allover plaid print
    • Brushed polyester fabric with moderate stretch

    Style Number/Barcode: 06201-0166

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Glitter Detail Combat Booties

    Add a little sparkle to your style in these edgy-glam combat booties! They feature an above the ankle design with back pull tabs, a round toe, a lace-up front, a lug sole, and a short heel. The booties are composed of a glitter material with patent faux leather accents. Pair these booties with a mini dress and a faux fur coat.

    Fit & Features

    • Above the ankle design with back pull tabs
    • Round toe
    • Lace-up front
    • Lug sole
    • Short heel
    • Glitter material
    • Patent faux leather accents

    Style Number/Barcode: 07403-0405

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Casual Oversize Basic Tee Shirt

    Keep it casual with a basic tee that is perfect for lounging in or creating a chic streetwear outfit. The tee features a crew neckline, short sleeves, and an oversized fit. Style with biker shorts and chunky sneakers for a low-key vibe. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Oversized fit
    • Cotton knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06002-0644

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy And Stunning Ruched Mini Skirt

    Look oh so sassy and stunning in this curve-hugging ruched mini skirt! It features a flattering high-rise waist with ruched detailing and side ties. Wear with a sexy crop top and some stiletto heels for a gorg going out look.

    Fit & Features

    • High-rise waist
    • Short, form-hugging fit
    • Ruched detailing
    • Side ties
    • Knit fabric with a pretty sheen
    • Runs true to size

    Style Number/Barcode: 06501-0292

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off The Shoulder Button Down Mini Dress

    This adorable off the shoulder button down mini dress is perfect for transitioning to the cooler fall months! Featuring long fitted sleeves and a curve-hugging fit, pair this knit dress with some chunky sneakers for a trendy chic look.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Button-down front
    • Short, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0828

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Chill V-Neck Sweater

    Chill this weekend in this cute V-neck sweater! It features trendy dolman style sleeves and an overall relaxed, comfortable fit. Pair this adorable fall essential with a plaid mini skirt for the perfect back-to-school look.

    Fit & Features

    • V-neckline
    • Long dolman sleeves
    • Large front pocket
    • Mid-length, relaxed fit
    • Sweater knit fabric

    Style Number/Barcode: 06005-0869

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Paperbag Window Pane Pants

    Stun with statement pants that bring the chic factor to your outfits. The pants feature a high rise paperbag waist, a tie-waist belt, slant pockets, and a trendy windowpane design. Complete your look with a crop top. 

    Fit & Features

    • High rise paperbag waist
    • Tie waist belt 
    • Slant pockets
    • Window-pane design 
    • Skinny leg fit
    • Form-hugging fit

    Style Number/Barcode: 06402-0283

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Chic Plaid Mini Skirt

    Showcase your sweet and chic side in this adorable plaid mini skirt! Featuring a flattering high rise waist and trendy side slit, this skirt would pair perfectly with some heeled booties. A definite must-have for a cute daytime date look.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Small side slit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06401-0267

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Stacked Block Heel Booties

    These basic booties are the finishing touch you need for your layered outfits this season. The booties feature an around the ankle fit, goring inset at the ankle, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete your look with a chunky cable knit sweater and mom jeans. 

    Fit & Features

    • Around the ankle fit
    • Goring inset at the ankle
    • Pointed toe
    • Low block heel
    • Faux suede material 

     

    Please be advised that these booties run a 1/2 size too small.

    Style Number/Barcode: 07403-0404

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Cozy Cable Knit Ribbed Crop Top

    Keep it cozy in a crop top that keeps your look on point this season. Perfect for your next coffee run with bae, style this crop top with the matching cardigan. The crop top features a sleeveless square neckline, tank-like straps, and a contrasting white-trim hem. The crop top is composed of a cable-knit fabric that offers a relaxed fit with a moderate stretch. 

    Shop Matching Cardigan: So Cozy Cable Knit Ribbed Cardigan

    Fit & Features

    • Sleeveless square neckline
    • Tank-like straps
    • Cable knit fabric 
    • Contrasting white-hued trim
    • Relaxed fit
    • Moderate stretch 
    • Matching cardigan sold separately 

    Style Number/Barcode: 06005-0866

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Dye Lug Combat Booties

    These booties are part edgy and part bohemian to make them a true one of a kind! The booties feature a bright multicolored tie-dye pattern, a lace-up front, and a lug sole. The boots are composed of faux leather material. Complete your look with an oversized basic tee and biker shorts. 

    Fit & Features

    • Multi-colored tie-dye pattern
    • Lace-up front with bungee laces
    • Pull tabs at the back
    • Lug sole
    • Inner zipper closure
    • Almond toe
    • Faux leather material 

    Style Number/Barcode: 07403-0403

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hype It Up Crop Top

    This crop top brings all the hype for your outfit. The crop top features a round neckline, fitted long sleeves, and a cropped hem. Complete your look with high waist biker shorts and chunky sneakers. 

    Fit & Features

    • Round neckline
    • Fitted long sleeves
    • Cropped hem 
    • Smooth knit fabric
    • Form hugging fit

     

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2814

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Button-Front Ribbed Knit Henley Top

    This button-front ribbed knit henley is the must-have basic you need for the season. Featuring long fitted sleeves and a comfy ribbed knit fabric, this top will pair perfectly with some high waist denim or cargo joggers. Wear this look on a shopping trip with your squad.

    Fit & Features

    • Button-down front creating a V-neckline
    • Long fitted sleeves
    • Mid-length, form-fitting silhouette
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-0558

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Comfy-Chic Ribbed Knit Midi Dress

    Look so comfy-chic in this adorable ribbed knit midi dress! It features a deep V neckline, adjustable spaghetti straps, and a mid-calf length curve-hugging fit. Pair this dress under a sleek faux leather moto jacket and accessorize with a layered necklace for a date night out.

    Fit & Features

    • V neckline
    • Adjustable spaghetti straps
    • Mid-length, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-1041

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Satin Faux Wrap Mini Skirt

    Sleek and sassy, this satin faux wrap mini skirt is the must-have satin piece you need this season! It features a flattering high rise waist and a flowy A-line fit with a slightly flared hem. Pair this skirt with a statement crop top for a gorgeous fall vibe.

    Fit & Features

    • High rise waist
    • Faux wrap front with tie at waist
    • A-line fit
    • Satin woven fabric

    Style Number/Barcode: 06401-0266

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic And Chic Long Sleeve Topper

    This basic yet so chic long sleeve topper is the trendy piece you need in your closet! It features long fitted sleeves and can top off any adorable cropped tank. Pair this topper with some chic joggers and add on some sunnies for that effortless, cool vibe.

    Fit & Features

    • Long fitted sleeves
    • Knit fabric
    • Spaghetti strap top not included

    Style Number/Barcode: 06001-2819

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Let's Keep It Chic Moto Sherpa Jacket

    Keep your 'fit chic and on trend by layering on this stylish moto jacket! It features a faux leather fabric with a sheen and a faux sherpa collar and cuffs. It also includes a belt at the waist for an added edgy detail. Pair this jacket with a basic bodysuit and denim for the perf look to go hang with your squad.

    Fit & Features

    • Faux sherpa lapel collar with stud detailing
    • Long sleeves with faux sherpa cuffs
    • Front zipper
    • Zippered front pockets
    • Belted waist accent
    • PU fabric with sheen
    • Faux sherpa lining

    Style Number/Barcode: 06201-0163

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Babe Belted Plaid Mini Skirt

    Look like such a babe in this chic belted plaid mini skirt! Featuring an overall form-hugging fit and an of the moment plaid print, this skirt is a season staple. Pair it with a cute crop top and mules for an adorable day date look.

    Fit & Features

    • High rise waist
    • Belted waist
    • Short, form-hugging fit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06401-0268

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Plaid Cargo Skinny Pants

    Keep it poised in plaid pants to create a preppy look! The pants feature a high rise waist, a plaid print, cargo-styled pockets, and a skinny leg fit. Complete your look with a cute crop top and ankle booties. 

    Fit & Features

    • High rise fit
    • Plaid print
    • Cargo-styled pockets
    • Skinny leg fit 
    • Front zipper closure 

    Style Number/Barcode: 06402-0282

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Luxe Cropped Velvet Tank

    Lounge in a luxe velvet cropped tank that brings the glam! The tank features a plunging V-neckline, adjustable spaghetti straps, padded cups, and a cropped hem. The tank is composed of a ribbed velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching joggers. 

    Shop Matching Joggers: So Luxe High Rise Velvet Joggers

    Fit & Features

    • Sleeveless V-neckline
    • Padded cups
    • Adjustable spaghetti straps
    • Cropped hem
    • Ribbed velvet fabric
    • Form hugging fit, moderate stretch 
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2952

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Classy Sleeveless Mini Dress

    Class up your basic mini dress with details that stand out! The dress features a sleeveless crew neckline, dramatic shoulder pads, and a mini length silhouette. The dress is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with chunky sneakers for a casual vibe.

    Fit & Features

    • Crew neck
    • Sleeveless bodice
    • Shoulder pads
    • Mini length silhouette
    • Cotton knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 05102-1033

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara High Rise Cropped Skinny Jeans

    Oasis By Eunina 

    Take your look to the next level in skinny jeans that are too chic to pass up! The jeans feature a high rise waist, a single button with zipper closure, and moderate destruction throughout. Complete your look with ankle booties and a faux fur vest. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket and belt loop design
    • Moderate destruction
    • Skinny leg fit, cropped hem
    • Medium-wash denim fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06602-0175

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About Ruched Faux Suede Ankle Booties

    We're all about ankle booties that slay this season. These stylish booties feature an around the ankle fit with ruched detailing, an almond toe, and a sturdy block heel. The ankle booties are composed of a faux suede material. Complete look with a cardigan, high waist skinny jeans, and a cabby hat.

    Fit & Features

    • Around the ankle fit
    • Ruched ankle detail
    • Inner zipper closure
    • Almond toe
    • Block heel
    • Faux suede material



    Please be advised that these boots run one size too small.

    Style Number/Barcode: 07403-0399

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Houndstooth Scoop Neck Mini Dress

    Stay on-trend in a mini dress that slays this season. The dress features a sleeveless scoop neckline, sleek spaghetti straps, a houndstooth print, and a mini length silhouette. Complete your look with a faux fur jacket. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Houndstooth print
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05102-1036

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance