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.

  • Stylishly Cinched Belted Moto Jacket

    Stylishly cinch your look with this chic moto jacket. It features a collared neckline, long sleeves with zippered accents, an asymmetrical zip front, a belted waist, and a mid-length, fitted silhouette. The smooth faux suede fabric offers minimal stretch. Layer this jacket over a midi dress and complete the look with ankle booties.

    Fit & Features

    • Collared neckline, stud detailing, shoulder strap details
    • Long sleeves, zippered accents
    • Asymmetrical zip front
    • Two zippered pockets, two faux pockets
    • Belted waist, mid-length, form-hugging fit
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1472

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Edge Faux Leather Hoodie

    Bring some major edge to your look with a hoodie that dares to go bold! The hoodie features a zipper front closure, a drawstring hood, long sleeves, and an elastic cropped hem. The jacket is composed of a faux leather fabric that offers a relaxed fit. Complete the look with a bodysuit and skinny jeans.

    Fit & Features

    • Drawstring hood
    • Zipper front closure
    • Long sleeves, hidden side pockets
    • Elastic cropped hem
    • Lined faux leather fabric
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1087

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Chic Belted Faux Wool Coat

    Layer on this chic faux wool coat for an elevated winter look. It features a lapel collar, long sleeves, double-breasted button closures, and a tie-front belt. Style this coat over a casual mini dress with thigh-high boots.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Double-breasted button closures
    • Tie-front belt
    • Side pockets
    • Faux wool fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0262

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Falling For You Velvet Burnout Mini Dress

    You'll totally fall for the chic details of this trendy mini dress. It features a sleeveless cowl neckline, spaghetti straps, and a short, fitted silhouette. The sheer knit fabric includes a full lining and has an all-over velvet burnout floral pattern. Style this dress with a faux leather jacket and mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Mini-length, form-fitting silhouette
    • Sheer knit fabric, full knit lining, moderate stretch
    • Velvet burnout floral pattern
    • Runs true to size

    Style Number/Barcode: 05101-1201

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Casual Over The Knee Boots

    Keep it casual with boots that pair with your favorite casual outfits! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, and a low block heel. The boots are composed of a faux suede material. Complete look with an open-back sweater and skinny jeans. 

    Fit & Features

    • Over the knee fit
    • Tie-back accent
    • Inner zipper closure 
    • Almond toe
    • Low block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0358

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 50/50 Trendy Stunner Over The Knee Boots

    Step out and command the room with trendy boots that make a bold statement! The boots feature an over-the-knee fit, an inner zipper closure, a pointy toe, and a block heel. The boots are composed of a half faux suede and half knit composition. Complete look with a sweater dress and statement earrings. 

    Fit & Features

    • Over the knee fit
    • Inner zipper closure
    • Pointy toe
    • Block heel
    • 50/50 composition 
    • Runs true to size

    Style Number/Barcode: 07402-0350

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Days Sherpa Longline Shacket

    Channel those cozy days with a shacket to layer over your trendy outfits. The shacket features a collared neckline, a multi-button down front, two large chest pockets, side pockets, long sleeves, and a long line hem. The shacket is composed of a sherpa knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two large chest pockets
    • Side pockets
    • Long sleeves
    • Sherpa knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06201-0258

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Chic Must-Have Low Block Heels

    These basic block heels are a chic must-have that will go with everything! They feature an open almond-shaped toe with a strap, an adjustable ankle strap, and a comfortable low block heel. Complete your outfits with sleek hoop earrings.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Closed-back
    • Low block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3176

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twisted Style Glitter Skater Romper

    The glitter knit skater romper features a sleeveless V-neckline with a trendy twist-front design followed by a stylish keyhole cutout. The flowy skirt overlay keeps the shorts lining hidden, and showcases an adorable fit-and-flare silhouette. Complete your glitzy look for a dance with metallic heels.

    Fit & Features

    • Glitter knit fabric with knit lining at the bust, plenty of stretch
    • V-neckline
    • Spaghetti straps
    • Twist-front design with keyhole cutout
    • High waist, flowy skirt overlay, shorts lining
    • Fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 06503-0266

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe And Chic Sherpa Moto Coat

    Oh-so-luxe and chic, this faux sherpa moto coat is perf for this winter season. It features a faux sherpa collared neckline, an asymmetrical zip-front, long sleeves, and strap accents at the hem to further elevate the look. The coat is composed of a faux suede fabric with an ultra-soft faux sherpa lining. Style this coat with a casual mini dress and knee-high boots.

    Fit & Features

    • Lapel collar, faux sherpa
    • Asymmetrical zip-front, faux leather trim
    • Long sleeves
    • Zippered pockets, faux leather trim, smooth lining
    • Faux leather strap accents at the hem
    • Faux suede fabric, faux sherpa lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0259

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Color Block Waffle Knit Sweater

    This cozy color block sweater is the perf trendy option for your everyday 'fit! It features a turtleneck with a fold-over design, long sleeves, a mid-length, relaxed fit, and is composed of a soft waffle knit fabric with a cute color block pattern. Style this sweater with your fave pair of jeans and ankle booties.

    Fit & Features

    • Turtleneck, fold-over design
    • Long sleeves
    • Mid-length hem
    • Relaxed fit
    • Waffle knit fabric, minimal stretch, color block pattern
    • Runs true to size

    Style Number/Barcode: 06005-1129

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clear The Way Patent Leather Crossbody
    They'll be clearing the way for you to strut in when you wear this crossbody! It's made from PVC with faux patent leather trim, a twist-lock closure, and a top handle. Wear with a matching set for a chic finish.

    Fit & Features
    • Clear PVC
    • Faux patent leather trim
    • Top handle
    • Front closure
    • Removable strap

    Style Number/Barcode: 07203-0691

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Edgy Chain Link Booties

    Keep it stylish and edgy with booties that bring the swag to your look! The booties feature an around the ankle fit, an inner zipper closure, a double-row swag chain accent, a square toe, and a thin block heel. Complete look with a sweater and mini skirt.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Double row swag chain accent
    • Square toe 
    • Thin block heel 

    Style Number/Barcode: 07403-1289

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotted Cheetah Print Faux Fur Jacket

    It's tough to fly under the radar in this cheetah print jacket! It features cuffed long sleeves, a collared neckline, asymmetrical front hidden zipper, side pockets, faux fur lining, and a ribbed hem with a moderate stretch. Style with a mini dress. 

    Fit & Features

    • Cuffed long sleeves
    • Collared neckline
    • Asymmetrical front hidden zipper
    • Side pockets
    • Cheetah print
    • Ribbed hem with a moderate stretch 
    • Lined faux fur
    • Runs true to size

    Style Number/Barcode: 06201-0257

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everday Chic Basic Block Heels

    Channel a chic look any day with basic block heels that go with dressy and casual outfits! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a wide platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a matching top and skirt set.

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Wide platform
    • Block heel
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3180

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Vibes Denim And Corduroy Jacket

    Layer on the chill vibes with this cute and casual jacket! It features a collared neckline, long sleeves, a button-down front, a frayed hem, and a relaxed fit. The jacket is composed of denim and corduroy fabrics for a trendy look. Style it with a basic tee, jeans, and classic sneakers.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Complete button-down front
    • Dual buttoned chest pockets
    • Frayed hem
    • Denim and corduroy fabrics, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1081

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Style Lace-Up Boots

    Stack on the style with boots that dare to go bold! The boots feature an over-the-knee fit, a sexy lace-up back, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and high ponytail. 

    Fit & Features

    • Over the knee fit
    • Lace-up back 
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0349

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Textures Long Sleeve Duster

    Keep on trend with a duster that brings flair to your look! The duster features a drape open front, long sleeves, and a flowy long length. The duster is composed of a lined waffle knit fabric that offers a relaxed fit with slight stretch. Complete your look with the matching cropped tank and high waist pants.

    Shop Matching Cropped Tank: Trendy Textures Sleeveless Knit Tank

    Shop Matching Pants: Trendy Textures High Waist Pants

    Fit & Features

    • Draped open front
    • Long sleeves
    • Long flowy length
    • Lined waffle knit fabric
    • Relaxed fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 06202-0288

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One And Only Chenille Sweater

    Make this chic sweater your one and only, babe! The sweater features a V-neckline, long sleeves, and a cropped hem. The sweater is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and boots. 

    Fit & Features

    • V-neckline
    • Long sleeves
    • Cropped hem 
    • Chenille knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06005-1127

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce Leopard Velvet Burnout Corset

    Make a fierce impression with a corset that taps into your wild instincts! The corset features a sleeveless square neckline, adjustable spaghetti straps, contrast seams with flexible boning, and a trendy leopard print. The corset is composed of a lined mesh fabric with flocked velvet. Complete look with high waist jeans and ankle booties.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Contrast seams, flexible boning
    • Hook and eye closures at back
    • Lined mesh fabric, flocked velvet, leopard print
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1476

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • First In Class Plaid Mini Skirt

    Keep it classy with a mini skirt that hits the style mark! The skirt features a plaid print, pleats, and a skater silhouette. Complete look with a cardigan and combat boots for a look that's on-trend!

    Fit & Features

    • Plaid print
    • Pleats
    • Skater hem 
    • Brushed knit fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0335

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On That Retro Vibe Colorblock Mini Dress

    Channel those retro vibes with this fab mini dress! The dress features a colorblock pattern, a crew neckline, long sleeves, a cutout at the midriff with criss-cross straps, dual ruched drawstrings at the hem, and a mini-length silhouette. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Colorblock pattern
    • Crew neckline
    • Long sleeves
    • Cutout at midriff, criss-cross straps
    • Dual ruched drawstrings
    • Mini length silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4192

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eve One-Shoulder Ruched Midi Dress

    Special Occasion

    Sultry and stunning, the Eve midi dress is perf for your next night out. She features a sleeveless one-shoulder neckline, an open back with a strappy lace-up design, ruched detailing, and a mid-length, curve-hugging silhouette with a trendy side drawstring. Style this dress with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Open back, strappy lace-up design
    • Ruching
    • Mid-length, form-hugging fit
    • Side drawstring
    • Knit fabric, addtional mini skirt length lining
    • Runs true to size

    Style Number/Barcode: 05001-0734

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy-Chic Faux Leather Leggings

    Edgy-chic will be your vibe in these sleek faux leather leggings. They feature a high-rise waist, a partial lattice lace-up design starting at the ankles, and a fitted silhouette. Style these leggings with a trendy crop top and clear heels.

    Fit & Features

    • High-rise waist
    • Lattice lace-up design at the ankles
    • Fitted silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-0644

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance