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.

  • Make A Statement Faux Leather Combat Boots

    Yes girl, make a stylish statement in these trendy combat boots! They feature an allover patent faux leather material with bright multi-colored laces and stitching. Pair these boots with a basic mini dress for an edgy vibe.

    Fit & Features

    • Round toe
    • Multi-colored lace-up front
    • Pull tabs
    • Inner zipper closure
    • Platform
    • Lug sole
    • Patent faux leather material

    Style Number/Barcode: 07403-0352

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Satin Clear Strap Bodysuit

    This sleek satin bodysuit will level up your sultry look! It features clear adjustable spaghetti straps, a flattering scoop neckline and a form-hugging fit to enhance your curves. Pair this bodysuit with a pair of chic faux leather pants to keep it of the moment and trendy.

    Fit & Features

    • Clear adjustable spaghetti straps
    • Scoop neckline
    • Thong bottom with dual snap button closure
    • Stretchy satin-knit fabric

    Style Number/Barcode: 06001-2846

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Print Crew Neck Sweater

    Stand out this season in a sweater that brings the fierce factor to your fit! The sweater features a crew neck, long sleeves, a leopard print pattern, and composed of a soft to the touch knit fabric. Complete your fit with a trendy hat and distressed jeans. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Leopard print pattern
    • Knit fabric 
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06005-0714

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Distressed Cropped Sweater

    Get a stylishly distressed look in this of the moment cropped sweater! It features a crew neckline, long dolman style sleeves, and a relaxed, cropped fit. The hems are destructed for a trendy feel. Pair this sweater with a classic pair of denim for an effortless, everyday look.

    Fit & Features

    • Crew neckline
    • Long dolman style sleeves
    • Relaxed, cropped fit
    • Distressed hems
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0711

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Cozy Oversized Chenille Sweater

    Channel cozy vibes in this must-have sweater! The sweater features a trendy turtle neck, long sleeves, a multi-button side seam accent. The sweater is composed of a soft to the touch chenille fabric that offers an oversized fit with a moderate stretch. 

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Multi-button closure at the side seams
    • Chenille fabric
    • Oversized fit 
    • Moderate stretch 

    Style Number/Barcode: 06005-0713

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied to Basics Faux Suede Booties

    Fall back on basic booties that are the perfect touch for your layered outfits this season. Style with a cozy cardigan and high waist jeans for a cute outfit for your next coffee run. The booties feature a tie back closure, an almond toe, and a block heel. The booties are composed of a faux suede material. 

    Fit & Features

    • Around the ankle-length
    • Tie back closure
    • Almond toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-0358

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Destructed Mom Jeans

    Keep on trend with mom jeans with standout deets! The jeans feature a high rise waist, heavy destruction throughout, and a cropped hem. Complete your look with a cute crop top! 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket and zipper closure
    • Heavy destruction throughout 
    • Cropped hem 
    • Dark wash denim fabric 

    Style Number/Barcode: 06602-0195

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic O-Ring Belt Ribbed Knit Crop Top

    Casual chic will be your total vibe in this O-ring belt crop top! Featuring a comfy ribbed knit fabric and front O-ring accent, this crop top is a must-have elevated basic. Pair it with denim for an adorable everyday look.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cropped
    • Front banded hem with small cut out and O-ring accent
    • Ribbed knit fabric

    Style Number/Barcode: 06001-2847

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop of Pink Chunky Sneakers

    Keep it pretty in pink with sneakers that bring a pop of glam to your trendy streetwear look! The sneakers feature a round toe, a lace-up front, a two-tone design, and a chunky sole. Complete your look with skinny jeans and a crop top.

    Fit & Features

    • Round toe
    • Lace-up front
    • Two-tone design
    • Pull tabs at the ankle
    • Chunky sole

    Style Number/Barcode: 07407-0164

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Cargo Jogger Pants

    Bring on the casual-chic vibes with these trendy cargo jogger pants! They feature a flattering high rise waist and large cargo-style pockets with strap detailing. Great for every day, pair these with a basic crop top and sneaks for a chill coffee date.

    Fit & Features

    • High rise waist
    • Belt loops
    • Front button closure
    • Slanted front pockets
    • Large cargo style pockets with strap detailing
    • Cinched jogger hem
    • Cargo woven fabric

    Style Number/Barcode: 06302-0157

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Plaid High Waist Joggers

    These plaid high waist joggers couldn't get any more perfect for fall! They feature large cargo pocket detailing and a trendy jogger hem. Pair with a basic cami and classic block heels to a coffee shop with bae!

    Fit & Features

    • High rise waist
    • Front button closure
    • Slanted front pockets
    • Large cargo side pockets
    • Cinched jogger hem
    • Plaid print
    • Woven fabric

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0165

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Chill In Chenille Cropped Sweater

    Keep it chill in this adorable chenille cropped sweater! It features a flattering V neckline with dolman style sleeves and a relaxed fit. Pair this cute top with high waist distressed denim and heeled booties for that perfect fall 'fit.

    Fit & Features

    • V neckline
    • Long dolman style sleeves
    • Cropped, relaxed fit
    • Soft chenille fabric

    Style Number/Barcode: 06005-0708

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lead With Style Cargo Detail Leggings

    Lead your squad with style in these trendy cargo detail leggings! They feature a high rise waist, cargo-style side pockets, and a tapered fit. Pair these leggings with a faux leather jacket and chunky sneaks.

    Fit & Features

    • High rise waist
    • Cargo-style side pockets
    • Tapered fit
    • Soft knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06502-0415

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Cozy Boat Neck Sweater

    Look oh-so-chic while still being cozy in this adorable sweater! It features a wide boat neckline that can be worn off the shoulder, long puff sleeves with tight hems and an overall relaxed, comfortable fit. Pair this sweater with dark wash denim and heeled booties for the perfect fall look.

    Fit & Features

    • Wide boat neckline
    • Long puff sleeves with tight hems
    • Relaxed fit
    • Textured knit fabric

    Style Number/Barcode: 06005-0712

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Just Chillin' Tie Waist Catsuit

    Get ready to chill out at home in this adorable catsuit! It features a tie waist, jogger pants and a soft knit fabric. Pair this adorable loungewear piece with chunky sneakers to get that casually cute vibe.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Cinched tie waist
    • Front pockets
    • Jogger pants
    • Knit fabric

    Style Number/Barcode: 06502-0410

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 6 Rhinestone Crawler Stud Earrings

    Add a hint of shine with earrings to dress up your casual looks! The studs feature a crawler design and a single row of 6 rhinestones. Complete your look with high waist skinny jeans and chunky sneakers. 

    Fit & Features

    • Crawler design
    • Single row of 6 rhinestones
    • Post-back closure 

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0673

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layered Chain Link Eye Charm Necklace

    Layer on the trendy glam in this chain link necklace! It features a double layered design with a shorter, thicker chain and a longer, dainty chain showcasing a small eye charm embellished with rhinestones. Pair this cute necklace with a basic tee and denim to subtly dress up your everyday 'fit.

    Fit & Features

    • Dual layered design
    • Shorter, thicker chain
    • Longer, dainty chain with small embellished eye charm

    Style Number/Barcode: 07002-0541

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Spotted Leopard Print Duster

    Layer on this stylishly spotted leopard print duster to get a trendy chic look! It features a long flowy fit with a cool distressed hem. Pair over a midi sweater dress for an adorable look.

    Fit & Features

    • Long sleeves
    • Front pockets
    • Flowy fit
    • Distressed hem
    • Allover leopard print
    • Sweater knit fabric with minimal stretch

    Style Number/Barcode: 06005-0706

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Everday Faux Suede Stacked Booties

    These booties are perfect for your every day chic outfits! Step out to grab your favorite latte or create a fab back to school outfit with these essential booties! The booties feature an around the ankle fit, goring panels for a comfortable fit, an almond toe and low stacked block heel. Complete your look with cuffed jeans and an off the shoulder top. 

    Fit & Features

    • Around the ankle fit with pull tabs
    • Almond toe 
    • Goring panels 
    • Low stacked block heel
    • Faux suede material

    Style Number/Barcode: 07403-0354

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Fur Long Line Jacket

    Stun in a faux fur jacket to layer with all your chic style staples. The jacket features a collared neckline, long sleeves, a single button-down front, lined side pockets, and a long line length. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a trendy plaid mini dress and ankle booties. 

    Fit & Features

    • Collared neckline
    • Single button-down front
    • Long sleeves
    • Hidden side pockets 
    • Long-line length
    • Lined faux fur fabric

    Style Number/Barcode: 06201-0120

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fab Fleece Belted Trench Coat

    Keep it so fab in a trench coat to create chic layered outfits this season. The trench coat features a lapel collared neckline, long sleeves, a belted waist with belt loops, and side pockets. The trench coat is composed of a fleece knit fabric. Complete look with a ribbed midi dress and ankle booties. 

    Fit & Features

    • Collared lapel collar
    • Long sleeves
    • Belted waist with belt loops
    • Side pockets
    • Fleece knit fabric

    Style Number/Barcode: 06201-0117

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Strappy Square Toe Platform Heels

    Stylish and strappy, these platform heels are a trendy upgrade from your typical block heel. They feature an of the moment square toe, a wrap around the ankle strappy design, and a sturdy block heel. Pair these statement shoes with a simple mini dress and add some gold hoops to glam it up.

    Fit & Features

    • Square toe
    • Thin clear toe strap
    • Wrap around strappy design
    • Tie back closure at ankle
    • Open back
    • Platform
    • Block heel

    Style Number/Barcode: 07401-2415

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Fashionista Long-Line Faux Fur Vest

    Yes babe, you'll be a major fashionista in this adorable faux fur vest! Featuring a long-line design, layer this fall staple over denim and accessorize with heeled booties for a gorgeous look.

    Fit & Features

    • Sleeveless
    • Long-line design
    • Front pockets
    • Faux fur fabric

    Style Number/Barcode: 06201-0112

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Mood Surplice Jogger Jumpsuit

    Keep it low-key in a casual jumpsuit to head out in for the girl that's always on the go. The jumpsuit features a wrap V-neckline, long sleeves, a drawstring elastic banded waist, and a skinny jogger leg. The jumpsuit is composed of a soft knit fabric that offers a relaxed fit. Complete look with chunky sneakers.

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Drawstring elastic banded waist
    • Skinny jogger leg
    • Soft knit fabric with moderate stretch
    • Relaxed fit

    Style Number/Barcode: 06502-0408

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale