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.

  • Ella High-Rise Destructed Cropped Jeans

    Your style is on the rise with these '90s inspired cropped jeans! They feature a high-rise waist, distressed detailing with slits at the knees, an on-trend straight-leg fit, and a cropped hem. The medium wash denim fabric has a color fade effect for the perfect worn-in look. Complete the outfit with a bodysuit and mules.

    Fit & Features

    • High-rise waist
    • Five-pocket and belt loop design
    • Single-button and zipper closure
    • Straight-leg relaxed fit, cropped hem
    • Distressing, knee slits
    • Medium wash denim fabric, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0266

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Everyday Faux Leather Block Heels

    Slay in basic heels that are perfect for everyday workwear outfits or for that upcoming bridal shower! The heels feature a closed-back, an adjustable ankle strap, a block heel, and an open square toe with a single strap over the toe. Heels are composed of a faux leather material.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Block heel
    • Open square toe
    • Single strap over the toe
    • Faux leather material

    Style Number/Barcode: 07401-3023

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk It Out Nubuck Peep Toe Stiletto Heels
    Walk it out in style with this pair of stiletto heels! It features a peep toe front, side zipper closure, and stiletto heel. Wear them with leather pants and a bodysuit for an eye-catching look.

    Fit & Features
    • Peep toe 
    • Side zipper closure
    • Stiletto heel
    • Fits true to size 

    Style Number/Barcode: 07403-1257

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classically Chic Brushed Knit Duster

    Keep it classically chic with a duster that is part comfy and part chic. The duster features an open draped front, long sleeves, and a flowy long length. The duster is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching jumpsuit. 

    Shop Matching Jumpsuit: Classically Chic Brushed Knit Jumpsuit

    Fit & Features

    • Draped open front
    • Long sleeves
    • Long length 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0210

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy And Chill Faux Fur Jacket

    Chill out in this cozy jacket that is perf to layer with your favorite prints this season! The jacket features a mock neck, a zippered front, long sleeves with a ribbed cuff, and a ribbed hem. The jacket is composed of a faux fur fabric that offers a form hugging fit with minimal stretch. Complete look with ankle booties.

    Fit & Features 

    • Mock neck 
    • Zippered front 
    • Long sleeves, ribbed cuff
    • Ribbed hem 
    • Lined faux fur fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0238

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Polished And Chic Faux Wool Trench Coat

    Keep it polished and chic with a trench that brings the sophistication to your look! The coat features a lapel collar, a drape open front, a removable belt with loops, side pockets, long sleeves, and a mid-thigh length. The jacket is composed of a faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with thigh-high boots and a bodysuit. 

    Fit & Features

    • Lapel collar, draped open front 
    • Removable belt with loops
    • Side pockets
    • Long sleeves
    • Mid-thigh length 
    • Faux wool fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06201-0241

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Trendy Look Clear Crossbody Purse

    Achieve an on-trend chic look with this fab crossbody! The purse features a rectangular fold-over design with a turn-lock closure, a faux leather and chain detailed shoulder strap, a clear exterior with a contrast faux leather trim, and an included faux leather pouch to hold all your essentials. Style this bag with clear mules.

    Fit & Features

    • Rectangular fold-over design
    • Turn-lock closure
    • Faux leather and chain shoulder strap
    • Clear exterior, contrast faux leather trim
    • Included faux leather pouch

    Style Number/Barcode: 07203-0662

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Instant Classic Collared Knit Bodysuit

    Channel a classy look with a collared bodysuit that raises the bar! The bodysuit features a v-neck, a multi-button down front, and a thong bottom with dual snap-button closure on rib-knit fabric. Complete look with mom jeans and faux leather booties. 

    Fit & Features

    • Sleeveless, collar v-neckline
    • Front button closures
    • Thong bottom, dual snap button closure
    • Rib-knit fabric, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 06005-1088

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet And Sultry Vibes Mesh Midi Dress

    Bring the sweet and sultry vibes to your night-out look in this stunning mesh midi dress. It features an off-the-shoulder sweetheart neckline with a ruffled trim, short sleeves, padded cups, ruched detailing, and a mid-length, curve-hugging silhouette with a chic side slit. Style this dress with hoop earrings and clear heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, ruffled trim
    • Short sleeves, padded cups
    • Back zipper and hook and eye closure
    • Ruched detailing
    • Mid-length, form-hugging fit, side slit
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1661

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cutie Henley Crop Top

    This adorable henley crop top is perf for achieving that casual-cute everyday look! It features a notched V-neckline, long dolman-style sleeves, and a cropped, relaxed fit. Complete the outfit with a plaid skater skirt and booties.

    Fit & Features

    • Notched V-neckline
    • Long dolman sleeves
    • Cropped, relaxed fit
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1089

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serious Chills Quilted Puffer Wubby Jacket

    You take chilly days seriously stylish in this puffer longline jacket! It features long cuffed sleeves, a hoodie drawstring neckline, zipper closure, flap pockets, and a reversible design. The jacket is composed of a quilted puffer/wubby knit fabric with no stretch. Style with a casual top and jeans.

    Fit & Features

    • Long cuffed sleeves
    • Hoodie drawstring neckline
    • Zipper closure, flap pockets
    • Reversible design
    • Longline hem
    • Quilted puffer/wubby knit fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06201-0237

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classically Chic Brushed Knit Jumpsuit

    Keep it classically chic with a jumpsuit that is part comfy and part chic. The jumpsuit features a sleeveless V-neckline, spaghetti straps, and a skinny leg fit. The jumpsuit is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching duster and slides. 

    Shop Matching Duster: Classically Chic Brushed Knit Duster

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Skinny leg fit
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0620

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated And Trendy Lace-Up Booties

    Elevate your cute looks with this trendy pair of faux leather booties. They feature a closed almond-shaped toe, a front lace-up design, an inner zipper closure, an ankle-high fit, a lug sole, and a tall block heel. Style these booties with a casual dress and a faux leather jacket.

    Fit & Features

    • Almond-shaped toe
    • Lace-up design
    • Inner zipper closure
    • Ankle-high fit
    • Lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1256

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Chic Faux Leather Booties

    Keep it chic with basic booties that complete your layered outfits. The booties feature an around the ankle fit, a pointed toe, a back zipper closure, and a low block heel. The booties are composed of a faux leather material. Complete look with a chunky oversized sweater and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Back zipper closure
    • Low block heel 
    • Faux leather material 

    Style Number/Barcode: 07403-1254

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Chic Lace Up Block Heel Booties

    Keep it chic and edgy with booties that complement your layers just right! The booties feature a zippered back, a lace-up front with small metal grommets, an open square toe, and a thin block heel. The booties are composed of a faux suede material. Complete look with a plaid skirt and tie-front top.

    Fit & Features

    • Zippered back 
    • Lace-up front, small metal grommets
    • Open square toe
    • Thin block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1253

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pumpkin Spice Cable Knit Sweater

    Grab your PSL in this stylish cable knit sweater! It features dolman long sleeves, a crew neckline, and a relaxed crop fit. The soft fabric offers minimal stretch. Finish your fall look with jeans.

    Fit & Features

    • Dolman long sleeves
    • Crew neckline
    • Relaxed crop fit
    • Cable knit design
    • Soft fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1080

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Chic Moment Stiletto Booties

    Have a major chic moment when you step out in these stiletto booties! They feature a pointed peep toe, a trendy lace-up front design, an inner zipper closure, and a sleek stiletto heel. Style these faux leather booties with oversized sunglasses.

    Fit & Features

    • Pointed peep toe
    • Lace-up front design
    • Inner zipper closure
    • Stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07403-1252

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Poised Lace Up Block Heels

    Keep it poised in stylish heels that bring that sophisticated look to your outfit! The heels feature a closed-back, lace-up straps, an open almond toe with a strap over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt.

    Fit & Features

    • Closed-back
    • Lace-up straps
    • Open almond toe, strap over the toe
    • Block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-2986

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Radiant And Chic Rhinestone Ring Set

    Accessorize your night-out looks with this radiant ring set to get those glamorous and chic vibes! The set features six rhinestone embellished rings in various designs, from simple bands to statement diamond and chevron-shaped styles. Pair this set with sleek hoop earrings.

    Fit & Features

    • Six rings
    • Varying designs
    • Rhinestone embellishments

    Style Number/Barcode: 07004-0153

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Seamless Midi Sweater Dress

    Chic and seamless, this sweater dress is perf for creating a simple yet elevated look. It features a sleeveless scoop neckline, adjustable spaghetti straps, a mid-length, curve-hugging silhouette, and a sultry thigh-high side slit. Style this dress with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Mid-length, form-fitting silhouette
    • High side slit
    • Sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1085

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy And Tapered High Waist Paperbag Pants

    Keep on trend with tapered pants that are perfect to take you from day to night! The pants feature a high-rise paper bag waist, a tie-waist belt, dual slide hook, hidden zipper closures, slant pockets, faux back pockets, and a tapered leg silhouette. The pants are composed of a twill knit fabric that offers a form-hugging fit with minimal stretch. Complete look with a bodysuit and mules. 

    Fit & Features

    • High-rise paper bag waist
    • Removable tie-waist belt, belt loop accents
    • Dual slide hook and hidden zipper closure
    • Slant pockets, faux back pockets
    • Tapered leg silhouette
    • Twill knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0669

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Chic Cut Out Mini Dress

    Create a perf casual-chic look with this must-have mini dress. It features a sweetheart neckline, long fitted sleeves, an adjustable drawstring at the bust, a sultry waist cutout, ruching, and a short, form-hugging silhouette. Style this dress with sneakers.

    Fit & Features

    • Sweetheart neckline
    • Long fitted sleeves
    • Adjustable drawstring at the bust
    • Waist cutout, ruching
    • Mini-length, form-fitting silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4095

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Chic Ruched Mini Dress

    Simple and chic, this ruched mini dress is an essential to have in your closet. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, back ruched detailing, and a short, curve-hugging silhouette. Style this dress with hoop earrings and trendy mules.

    Fit & Features

    • Sleeveless V-neckline
    • Wrap-front design
    • Spaghetti straps
    • Back ruched detailing
    • Mini-length, form-hugging fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-3876

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Lace Up Block Heels

    Take your look to the next level with heels that dare to go bold! The heels feature an open back, lace-up ties, a strappy design, an open square toe, and a thin block heel. The heels are composed of a faux leather material. Complete look with a matching top and skirt set.

    Fit & Features

    • Open back
    • Open square toe
    • Lace-up ties
    • Thin block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2948

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale