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.

  • It Girl Faux Suede Block Heels

    Stay on trend with heels that complete your casual and formal outfits! The heels feature an adjustable ankle strap with a circular buckle, an open almond toe with a strap over the toe, and a block heel. 

    Fit & Features

    • Adjustable ankle strap 
    • Circular buckle 
    • Open almond toe
    • Strap over the toe 
    • Block heel 
    • Faux suede material

    Style Number/Barcode: 07401-2953

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Button Up Chic Midi Dress

    Button up in a cute midi dress that keeps it casual and chic! The dress features a sweetheart neckline, short sleeves, a tie-front bodice with a cutout, a faux button-down front, and a midi-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules. 

    Fit & Features

    • Sweetheart neckline
    • Short sleeves
    • Tie-front bodice, cutout 
    • Faux button-down front
    • Midi length silhouette
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1087

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Impression High Rise Frayed Boyfriend Jeans

    Make a trendy first impression with jeans that slay! The jeans feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, heavy destruction, relaxed boyfriend leg, and a frayed hem. Complete look with a bodysuit and mules. 

    Fit & Features 

    • High rise waist
    • Single-button with hidden zipper closure 
    • Traditional five-pocket with belt loop design 
    • Heavy destruction 
    • Relaxed boyfriend leg, frayed hem 
    • Minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06602-0262

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Snake Print Tie Front Top

    Bring that edgy glamour with a cute tie-front top! The top features a V-neckline, a tie-front hem, short flutter sleeves, a snake print with metallic threading throughout, and a cropped hem. The top is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans. 

    Fit & Features

    • V-neckline
    • Tie-front hem
    • Short flutter sleeves
    • Cropped hem
    • Snake print, metallic threading 
    • Chiffon fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1039

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Wide Leg Overalls

    Channel those girl next door vibes with classic overalls that are perf to layer with your favorite tee! The overalls feature a sleeveless square neckline, shoulder straps, a front kangaroo pocket, adjustable drawstring belt, side pockets, and a flared wide leg. The overalls are composed of a denim fabric that offers a relaxed fit with slight stretch. 

    Fit & Features

    • Sleeveless square neckline, shoulder straps
    • Front kangaroo pocket
    • Adjustable drawstring belt
    • Side pockets
    • Flared wide leg
    • Denim fabric 
    • Relaxed fit, slight stretch, runs true to size 

    Style Number/Barcode: 06602-0252

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Cropped Fleece Hoodie

    Keep it basic and cozy with a fleece hoodie that is comfy for lounging in! It features a drawstring hoodie, long sleeves, and a cropped hem. The hoodie is composed of a soft-to-the-touch fleece fabric that offers a relaxed fit with moderate stretch. Complete the look with the matching shorts.

    Shop Matching Drawstring Shorts: Basic High Waist Fleece Shorts

    Shop Matching Elastic Shorts: Casual Trendsetter Fleece Shorts

    Fit & Features

    • Drawstring hoodie
    • Long sleeves
    • Cropped hem
    • Fleece fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0868

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Turnlock Quilted Diamond Crossbody

    Keep on trend with a crossbody to carry all your essentials close to you! The crossbody features a small rectangular body, a fold-over closure with a turn-lock fastening, a quilted diamond pattern, and a chain-link shoulder strap. Complete look with a bodysuit and mini skirt. 

    Fit & Features

    • Rectangular body
    • Fold-over closure 
    • Turn-lock 
    • Quilted diamond pattern 
    • Chain-link shoulder strap

    Style Number/Barcode: 07203-0649

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love The Look Lace-Up Mini Skirt

    You'll fall in love with the trendy lace-up detail of this mini skirt! It features a high-rise waist, a back zipper closure, a front lattice lace-up design, and a short, form-hugging silhouette. Style this skirt with a cute crop top and mules.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Front lattice lace-up design
    • Mini-length, form-fitting silhouette
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0328

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffled Romance Floral Skater Dress

    Fall head over heels for a pretty floral dress that brings the charm! The dress features a wrap V-neckline, long sheer sleeves with smocked cuff, an elastic waistband with tie-waist belt, and a skater silhouette with a ruffled hem. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with mules and gold hoops. 

    Fit & Features

    • Floral print, wrap V-neckline
    • Long sheer sleeves, smocked cuff
    • Elastic waistband, tie-waist belt
    • Skater silhouette, ruffled hem
    • Lined chiffon fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1075

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Cute Lattice Back Sweater

    Style up this cozy cute cable knit sweater for the perf fall look! It features a wide crew neckline, long sleeves, an adorable lattice back detail, and a mid-length, relaxed fit. The cable knit fabric offers a moderate stretch and is super soft for comfortable wear. Complete the outfit with faux leather pants and booties.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Lattice back, tie closure
    • Mid-length, relaxed fit
    • Cable knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1078

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Charge Faux Leather Mini Skirt

    Take charge with a mini skirt that takes your look to the next level! The skirt features a high-rise waist and a mini-length silhouette. The skirt is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer.

    Shop Matching Blazer: Take Charge Faux Leather Cropped Blazer

    Fit & Features

    • High rise waist
    • Mini length 
    • Faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0325

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Cutout Boyfriend Jeans

    Elevate your look to the next level with trendy boyfriend jeans! The jeans feature a high-rise waist, a cutout waistband detail, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, and a boyfriend leg with raw edge hem. Complete look with a crop top and combat boots.  

    Fit & Features

    • High rise waist 
    • Cutout waistband detail 
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design
    • Boyfriend leg, raw edge hem
    • Relaxed fit, runs true to size

    Style Number/Barcode: 06602-0253

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Cozy Chenille Sweater

    This adorable chenille knit sweater is casually chic and oh-so-cozy! It features a ribbed turtleneck, long dolman-style sleeves with cuffed hems, button detailing down the sides, and an oversized, relaxed fit. Pair this sweater with faux leather pants and booties.

    Fit & Features

    • Ribbed turtleneck
    • Long dolman sleeves, cuffed hems
    • Buttons down the sides
    • Chenille knit fabric
    • Oversized fit

    Style Number/Barcode: 06005-1073

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Moment Sherpa Knit Shacket

    Create a cozy moment in a shacket that keeps it casual and stylish. The shacket features a collared neckline, a multi-button down front, two chest pockets with single-button closure, long sleeves, and a longline length with rounded hem. The shacket is composed of a faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with a scarf and ankle booties. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets with single-button closure
    • Longline length with rounded hem 
    • Faux sherpa knit fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0232

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Essential Fleece Trench Coat

    Layer up in this essential trench coat that elevates your style. The trench features a collared neckline with lapel accent, long sleeves, lightly padded shoulders, a single button closure, a tie waist belt, and a longline length. The trench is composed of a lined fleece fabric that offers a relaxed fit with minimal stretch. Complete look with boots. 

    Fit & Features

    • Collared neckline with lapel accent
    • Long sleeves, lightly padded shoulders
    • Single-button closure, tie-waist belt
    • Longline length 
    • Lined fleece fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0227

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So The Drama High Rise Destructed Boyfriend Jeans

    These jeans are so the drama for the girl that's extra AF! The jeans feature a high rise waist, a multi-button down front, a traditional five-pocket with belt loop design, heavy destruction, a boyfriend leg with raw edge hem. Complete look with a bodysuit and mules.

    Fit & Features

    • High rise waist
    • Multi-button down front
    • Traditional five-pocket with belt loop design
    • Heavy destruction
    • Boyfriend leg, raw edge hem
    • Relaxed fit, minimal stretch

    Style Number/Barcode: 06602-0251

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Chill Plaid Shacket

    Keep it casual and chill with a shacket that brings those girl next door vibes. The shacket features a plaid print, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, and a longline length with a rounded hem. The shacket is composed of a soft faux wool fabric that offers a relaxed fit with a minimal stretch. Complete look with thigh-high boots. 

    Fit & Features

    • Plaid print
    • Collared neckline
    • Long sleeves with button cuff
    • Multi-button down front
    • Two chest pockets
    • Longline length, rounded hem
    • Faux wool fabric, relaxed fit, minimal stretch 

    Style Number/Barcode: 06204-1034

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locking Knit Down Sherpa Long Trench Coat

    Lock down a chic look with a trench coat that brings the drama to your look! The trench features a collared neckline, long sleeves with an adjustable buckle cuff, a double-breasted button closure, a tie waist belt with loops, hidden side pockets, and a below-the-knee length. The trench coat is composed of faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete the look with a ribbed knit dress and thigh-high boots.

    Fit & Features

    • Collared neckline
    • Long sleeves, adjustable buckle cuff
    • Double-breasted button closure
    • Tie waist belt with loops, hidden side pockets
    • Sherpa knit fabric, satin lining
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0288

    Category Name: 2026 Fall Outfit Trends

    Price: $33.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Illusion Stripe Faux Fur Jacket

    Stay on trend with a jacket that is part casual, part glam! The jacket features a collared neckline, a zipper front with multi-button closure, long sleeves, side pockets, and an illusion stripe design. Complete look with a bustier and high waist jeans. 

    Fit & Features

    • Collared neckline
    • Zipper front, multi-button closure
    • Long sleeves
    • Side pockets
    • Illusion stripe design 
    • Faux fur fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06201-0220

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Casual Chic Faux Fur Jacket

    Keep it casually chic with a fab jacket to nail those effortless vibes! The jacket features a collared neckline, long sleeves, a multi-row hook and eye closure, long sleeves, hidden side pockets, and is composed of a lined faux fur fabric. The jacket offers a relaxed fit with minimal stretch. Complete the look with a bodysuit and boyfriend jeans.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Multi-row hook and eye closure 
    • Hidden side pockets
    • Lined faux fur fabric 
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0223

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Feelin It Floral Bustier
    You'll have everyone feelin' it in this super flirty bustier! It features a floral print, sweetheart neckline, and adjustable removable spaghetti straps. Wear it with high-waisted shorts and a crossbody for brunch with the girls. The bustier offers a form hugging fit with minimal stretch.

    Fit & Features
    • Adjustable removable spaghetti straps
    • Sweetheart neckline, padded cups
    • Flexible boning 
    • Cropped hem
    • Floral print
    • Hook and eye back closure
    • Fits true to size

    Style Number/Barcode: 06003-1396

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timeless Sophistication Belted Faux Wool Coat

    Keep it timelessly chic with a coat that layers perfectly over your dressy outfits! The coat features a collared neckline with lapel accents, long sleeves, a cinching tie waist belt with belt loops, and hidden side pockets. The coat is composed of an unlined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with a cabby hat and thigh-high boots. 

    Fit & Features

    • Collared neckline with lapel accents
    • Long sleeves
    • Tie waist belt with loops
    • Hidden side pockets 
    • Faux wool fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0224

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Extra Faux Fur Vest

    Show off how extra you are with a vest that is perf to layer over your cozy knit tops this season! The vest features a sleeveless bodice, a draped open front, and a longline length. The vest is composed of a lined faux fabric that offers a relaxed fit with minimal stretch. 

    Fit & Features

    • Sleeveless bodice
    • Draped open front 
    • Longline length 
    • Lined faux fur fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0218

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale