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.

  • 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
  • Buckle Up Lug Sole Block Heel Booties

    Buckle up in these bold booties for a chic 'fit! They feature an ankle-high design, a trendy lug sole, sturdy block heel, and a buckle accent. Pair these booties with your fave pair of skinny jeans for an elongated look.

    Fit & Features

    • Ankle-high design with back pull tabs
    • Almond toe
    • Lug sole
    • Block heel
    • Inner zipper closure
    • Strap and buckle detail
    • Faux nubuck material

    Style Number/Barcode: 07403-1219

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab and Chic Faux Suede Lace-Up Boots

    Step out in these fab boots that are perfect to style with your favorite ribbed knit mini dress for a casual date night. The boots feature a below the knee fit, a lace-up back, an almond toe, and a low block heel. The boots are composed of a faux suede material.

    Fit & Features

    • Below the knee fit
    • Lace-up back 
    • Almond toe
    • Low block heel
    • Faux suede material 

    Style Number/Barcode: 07402-0590

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Posh Glen Check Mini Skirt

    Look oh-so-posh in this chic mini skirt! It features a high waist, a short, curve-hugging fit, a side slit, and a gray-hued glen check pattern with a pink accent throughout. Pair this skirt with a basic long sleeve crop top and booties for an elevated everyday 'fit.

    Fit & Features

    • High waist
    • Back zipper closure
    • Mini length, form-hugging silhouette
    • Side slit
    • Glen check pattern
    • Woven fabric with no stretch

    Style Number/Barcode: 06401-0290

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashionista Babe Snake Print Booties

    Elevate your look with booties that slay! These must-have booties feature an around the ankle fit, goring at each side, a snake print, a pointed toe, and a short block heel. Complete your look with a ribbed midi dress. 

    Fit & Features

    • Around the ankle fit
    • Goring at each side
    • Snake print
    • Pointed toe
    • Short block heel

    Style Number/Barcode: 07403-1215

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Sherpa Trucker Jacket

    Cozy on up in this trendy sherpa trucker jacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a relaxed, comfortable fit. The jacket also features denim patch front pockets and denim fabric hems. Layer this must-have over your fave basic bodysuit and pair it with high rise mom jeans for a casually chic everyday 'fit.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned denim patch pockets
    • Denim fabric hems
    • Relaxed fit
    • Faux sherpa fabric with a knit lining
    • Moderate stretch

    Style Number/Barcode: 06201-0199

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Confident In Camo Cropped Jacket

    Showcase your confidence in this trendy camo cropped jacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a cropped, raw cut hem. Pair this jacket with classic black skinny jeans and heeled booties for a casual night out.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Dual front buttoned pockets
    • Cropped, raw cut hem
    • Allover camouflage print
    • Twill woven fabric with no stretch

    Style Number/Barcode: 06204-0745

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Vixen Snake Print Stiletto Heel Boots

    Vamp up your look with head-turning boots that command attention. The boots feature a below the knee fit, a snake print, a pointed toe, and a stiletto heel. The boots are composed of brushed faux leather material. The interior is lined and lightly padded for comfort. Complete the look with a ribbed mini dress. 

    Fit & Features

    • Below the knee fit
    • Snake print
    • Pointed toe
    • Stiletto heel
    • Brushed faux leather exterior
    • Lined, lightly padded

    Style Number/Barcode: 07402-0294

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale