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.

  • Basic Mood Cropped Crew Neck Top

    We're in the mood for a basic top this season. Keep it cozy and chic in this staple piece that features a crew neckline, a cropped hem, and composed of a soft to the touch french terry fabric. Complete your basic look with the matching joggers, layers of dainty jewelry, and chunky dad sneakers.

    Shop Matching Joggers: Basic Mood High Waist Joggers

    Fit & Features

    • Crew neckline
    • Sleeveless bodice
    • Cropped hem 
    • Relaxed fit
    • Moderate stretch 
    • French terry fabric

     

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

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

    Style Number/Barcode: 06002-0590

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frilled and Flirty Cropped Ribbed Cami

    Keep it flirty in a frilly cami tank. This must-have cropped cami tank features a scoop neckline, spaghetti straps, and a frilly lettuce-edge hem. Complete your look with the matching jacket to layer with and a pair of high waist jeans. 

    Shop Matching Jacket: Frilled and Flirty Ribbed Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cropped hem 
    • Lettuce-trim hem
    • Ribbed knit fabric 

     

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0564

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crossover Chic Crop Top

    Keep it cute in a crop top that brings the details! The cotton knit fabric crop top features a crew neckline, short sleeves, and a crossover detail at the hem. Complete your outfit with high waist pants and boots. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Crossover detail at the hem
    • Cotton knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06002-0544

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

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

    Oasis by Eunina

    Give your skinny jeans a chic update in this must-have pair! Perfect for styling with your favorite basic tops for a casual day out or dressing up with a bodysuit for a night out. The jeans feature a high rise waist, a flattering medium wash and a skinny tapered leg with light destruction. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Traditional five-pocket with belt loop design
    • Light-medium wash denim fabric
    • Light destructed detailing
    • Skinny tapered leg
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06602-0180

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Bold Croc Embossed Faux Leather Jacket

    Want to feel bold with your look? Layer on this faux leather jacket for a chic, trendy vibe! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a cropped, relaxed fit. The jacket has gold detailed statement buttons and is composed of a croc-embossed faux leather fabric. Pair this jacket with high rise black skinny jeans for a night out.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets and lower side pockets
    • Dual buttoned strap detailing at hem
    • Cropped, relaxed fit
    • Croc-embossed PU fabric with no stretch

    Style Number/Barcode: 06204-0776

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Plaid Zip Front Pants

    Casually slay your holiday look this season in these plaid pants! They feature a high rise elastic banded waist, a trendy zip front detail with an O-ring accent, and a tapered, skinny leg fit. The pants are composed of a stretchy knit fabric for comfortable wear. Pair these pants with ankle booties and a cropped knit sweater.

    Fit & Features

    • High rise elastic banded waist
    • Zip front with O-ring accent
    • Tapered skinny leg fit
    • Knit fabric
    • Plenty of stretch
    • Plaid print

    Style Number/Barcode: 06402-0296

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Baddie Faux Leather Trench Dress

    Yes babe, this faux leather trench dress was made for a baddie like you! It features a collared neckline, long loose sleeves with tapered hems, a complete snap button-down front, a high waist, and a short, form-hugging fit. Pair this edgy dress with some combat boots for a night out.

    Fit & Features

    • Collared neckline
    • Long loose sleeves with tapered hems
    • Complete snap button-down front
    • High waist
    • Front pockets
    • Short, form-hugging fit
    • PU fabric with an all-over sheen and moderate stretch

    Style Number/Barcode: 06204-0774

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Glam Faux Patent Leather Quilted Crossbody

    Keep it effortlessly glam with a quilted crossbody! The crossbody features a small rectangular body, a fold-over closure, a quilted diamond pattern, and composed of a faux patent leather material. Complete look with a bodysuit and high waist jeans.

    Fit & Features

    • Small rectangular body
    • Fold-over closure 
    • Quilted diamond pattern 
    • Faux patent leather material 
    • Thick shoulder strap 

    Style Number/Barcode: 07203-0489

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perf Look In Plaid Oversized Cropped Jacket

    Get a perf look for a casual everyday style in this plaid jacket! It features a collared neckline, long sleeves, a complete zip front, and a cropped, oversized fit. Pair this jacket with light wash denim and heeled booties for a trendy feel.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Complete zip front
    • Cropped, oversized fit
    • Lined front pockets
    • Plaid print
    • Brushed woven fabric with no stretch and a smooth lining

    Style Number/Barcode: 06204-0773

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Babe Faux Suede Boots

    Bring it back to basics in boots that are pef for everyday! The boots feature a below the knee fit, a back tie accent, an almond toe, and composed of a faux suede material. Complete look with a ribbed mini dress and a moto jacket. 

    Fit & Features

    • Below the knee fit
    • Back tie accent
    • Inner zipper closure 
    • Almond toe
    • Faux suede material 

    Style Number/Barcode: 07402-0297

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Fierce Tie Front Top

    You'll be feelin' fierce and fashionable in this trendy top! It features long blouson sleeves with elastic banded hems, a V neckline, a tie front closure, and a cropped, form-hugging fit. The top is composed of a mesh fabric with an all-over leopard print velvet burn out pattern. Pair this top with a mini skirt and thigh-high boots.

    Fit & Features

    • Long blouson sleeves with elastic banded hems
    • V neckline
    • Tie front closure
    • Cropped, form-fitting style
    • Mesh fabric with moderate stretch
    • All-over leopard print velvet burn out pattern

    Style Number/Barcode: 06202-0132

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamour Diva Large Hoops Three-Pack

    Glam up your look with hoops that make a bold statement with your look. The pack includes three pairs of large hoops that vary in design. One pair features a sleek flat metal design, one pair features a textured design, and one pair features a geometric flat metal design. Complete look with a ruched mini dress and mules for a date night look.

    Fit & Features

    • Three pairs of large hoops
    • Flat metal design 
    • Textured design 
    • Geometric design
    • Omega closures

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-0758

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Look Snake Print Block Heel Booties

    Complete your gorgeous look by adding on these trendy snake print booties! They feature an almond-shaped peep toe, an open back, a block heel, and an inner zipper closure. Pair these booties with a little black dress and a faux leather jacket for a night out.

    Fit & Features

    • Above the ankle design
    • Almond-shaped peep toe
    • Open back
    • Block heel
    • Inner zipper closure
    • Snake print
    • Faux leather material

    Style Number/Barcode: 07403-1216

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Chic Vibes Faux Leather Pants

    Get major sleek and chic vibes when you style up these faux leather pants! They feature a high rise elastic banded waist, trendy front pockets, and a tapered leg fit. Pair these pants with a bodysuit and clear mules for the perfect happy hour look.

    Fit & Features

    • High rise elastic banded waist
    • Back zipper and hook and eye closure
    • Front pockets
    • Tapered leg fit
    • Pu fabric with moderate stretch

    Style Number/Barcode: 06402-0294

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In The City Faux Suede Trench

    Get a city-chic look in this fashionable faux suede trench! It features a lapel collar, long sleeves, a tie front belted waist, and a mid-length, relaxed fit. Layer this trench over a little black dress for a happy hour date with your squad.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belt
    • Mid-length, relaxed fit
    • Smooth faux suede fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0767

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Straps Faux Leather Lug Booties

    Strap up in chic booties that bring major attitude to your look. The booties feature an around the ankle fit, a multi-strap design, a front center closure, an inner zipper closure, an almond toe with lug platform, and a block heel. The booties are composed of a faux leather material. Complete look with a graphic tee.

    Fit & Features

    • Around the ankle fit
    • Front zipper closure
    • Inner zipper closure
    • Multi-strap design 
    • Almond toe
    • Lug platform
    • Block heel

    Style Number/Barcode: 07403-1223

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Chic Corduroy Belted Jacket

    You'll be lookin' oh-so-chic in this adorable corduroy jacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a belted waist with a statement buckle detail. Layer this jacket over a classic pair of high rise skinny jeans for a casual yet stylish vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Buttoned top pockets
    • Belted waist
    • Mid-length distressed hem with strap detailing
    • Corduroy fabric with no stretch

    Style Number/Barcode: 06204-0757

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashionably Frayed Denim Jacket

    Layer on this fashionably frayed denim jacket to add an edge to your classic everyday look! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a frayed hem. Pair this jacket over a knit mini dress and style it with chunky sneakers.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned chest pockets
    • Side pockets
    • Frayed hem
    • Cotton blend fabric with no stretch

    Style Number/Barcode: 06203-0112

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Poised Plaid Kitten Heel Booties

    Keep it poised in plaid booties that is perf for a trendsetter like you! The booties feature an around the ankle fit, a plaid print, a pointed toe, and a stiletto kitten heel. Complete look with a bodysuit and cuffed jeans. 

    Fit & Features

    • Around the ankle fit
    • Plaid print
    • Pointed toe
    • Stiletto kitten heel
    • Back zipper closure 

    Style Number/Barcode: 07403-1222

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check on It Plaid Mini Skirt

    Check you out, babe! The skirt features a high rise elastic banded waist, a checkered plaid print, a mini side slit, and a mini length silhouette. The skirt is composed of lightweight knit fabric that offers a form-hugging fit. Complete the look with a bodysuit and ankle booties.

    Fit & Features

    • High rise elastic banded waist
    • Checkered plaid print
    • Mini side slit
    • Mini length silhouette
    • Form-hugging fit
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06501-0354

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trendsetter Lug Sole Block Heel Booties

    Everyone in your squad will be coming to you for trendy style advice when you wear these chic block heel booties! They feature an ankle-high design, a round toe, zipper detailing on each side, a lug sole, and a low block heel. Pair these booties with high rise skinny jeans and a cropped sweater.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Zipper detailing on each side
    • Lug sole
    • Low block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-1220

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Belted Peplum Blazer

    Layer on this faux leather blazer to add an edgy-chic vibe to your workwear look! It features subtle shoulder pad detailing, long fitted sleeves, front hook and eye closures, a belted waist, and a peplum hem. Pair this blazer with a curve-hugging pencil skirt for an elevated look, perf for a boss babe like you!

    Fit & Features

    • Subtle shoulder pad detailing
    • Long fitted sleeves
    • Front hook and eye closures
    • Belted waist
    • Peplum hem
    • PU fabric with plenty of stretch

    Style Number/Barcode: 06204-0761

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Fab Plaid Lug Booties

    Keep it so fab in plaid booties that too glam to pass up! The booties feature a trendy plaid print, an around the ankle fit, goring at the back of the ankle, an almond toe, and a lug sole. Complete look with a faux leather mini skirt and crop top. 

    Fit & Features

    • Plaid print
    • Mid-calf fit
    • Lace-up front
    • Goring at the back of the ankle
    • Almond toe
    • Lug sole

    Style Number/Barcode: 07403-1221

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Cropped Button Down Jacket

    Level up your jacket game with a chic cropped jacket to layer over your favorite ribbed knit dresses. The jacket features a collared neckline, a multi-snap button closure, two chest pockets, and a cropped hem. The jacket is composed of a sturdy twill-knit fabric that offers a relaxed fit with minimal stretch.

    Fit & Features

    • Collared neckline
    • Multi-snap button closure
    • Matte button finish
    • Two chest pockets
    • Long sleeves
    • Cropped hem
    • Twill-knit fabric, relaxed fit, slight stretch 

    Style Number/Barcode: 06204-0760

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance