2026 Fall Outfit Trends

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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.

  • Caged In Style Block Heeled Booties

    Get caged in an edgy, chic style with these must have block heeled booties!

    • Peep toe
    • Caged design with cut out detailing
    • Open back
    • Adjustable ankle strap
    • Block heel
    • Faux suede material | Faux leather insole lining

    Style Number/Barcode: 07403-0243

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zipped and Trendy Cargo Jumpsuit

    Zip up in this trendy jumpsuit that is oh so stylish! The jumpsuit features a zippered front, chest pockets, long sleeves, an elastic waistband, and a straight leg fit with cargo styled pockets. Complete your look with chunky sneakers for a casual vibe. 

    Fit & Features

    • Zippered front
    • Chest pockets
    • Long sleeves
    • Elastic waistband
    • Straight leg 
    • Cargo pockets

    Style Number/Barcode: 06502-0447

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Isn't She Glam Rhine T-Necklace

    Dress up in this delicate t-shape necklace featuring a rhinestone chain with faceted faux diamond gems and a lobster clasp closure. Complete the look in a sultry low-cut dress for a dressy occasion.

    Fit & Features

    • Rhinestone chain
    • Faux faceted diamond gems
    • Lobster clasp closure
    • T-Shape design

    Style Number/Barcode: 07002-1227

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Chill Off The Shoulder Mini Dress

    Keep your look casual and chill but still cozy for the cooler months in this off the shoulder mini dress! It features long fitted sleeves, a short, form-hugging fit, and a soft, cashmere-like fabric that offers plenty of stretch. Pair this dress with chunky sneakers for an adorable everyday look.

    Fit & Features

    • Off the shoulder fold-over neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Soft brushed knit fabric with plenty of stretch
    • Stretchy knit lining

    Style Number/Barcode: 05102-0951

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Zippered Plaid Pants

    Keep it stylish in plaid pants that are all the rage this season. The pants feature a plaid print,  high rise waist, faux zippered pockets, and a skinny leg fit. The pants are composed of a lightweight woven fabric that offers a slight stretch. Complete your look with a basic black bodysuit

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Faux zippered pockets
    • Plaid print
    • Skinny leg fit
    • Woven fabric
    • Form hugging fit, slight stretch 

    Style Number/Barcode: 06402-0290

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple Glam Layered Coin Necklace

    Add some simple glam to your everyday look with this trendy necklace! It features two layers, the first a choker style chain link with dainty cascading stud detailing, and the second a longer chain link with textured accents and a center coin charm. Pair this necklace with a basic tee and style it up with gold hoop earrings.

    Fit & Features

    • Two chain layered design
    • Shorter choker style chain
    • Longer chain with center coin charm
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-0619

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zipped In Basics Cropped Jacket

    Zip up in this casually cute jacket that is perf for nailing those low-key vibes. The jacket features a zippered front, long sleeves with elastic cuffs, a hoodie, and a cropped hem with bungee drawstrings. Complete the look with a bodysuit, biker shorts, and combat boots.

    Fit & Features

    • Zippered front
    • Long sleeves with elastic cuffs
    • Hoodie
    • Cropped hem 
    • Bungee-cord drawstrings
    • Knit fabric with minimal stretch

    Style Number/Barcode: 06202-0119

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Fierce Fashionista Snake Wide Leg Pants

    Keep it fierce with pants that make a stylish statement! The pants feature a snake print, a high-rise waist with a tie waist belt, a straight leg, and a flared wide leg hem. The pants are composed of a sheer mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and sandals.

    Fit & Features

    • High rise waist
    • Tie-waist belt 
    • Straight leg, flared hem
    • Snake print
    • Sheer mesh fabric, shorts length knit lining  
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0393

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Multi Belt Pack

    Bring it back to basics with a sleek belt to cinch your look! The multi-pack includes three belts that feature a double O-Ring buckle and a sleek faux leather band. Includes two solid-hued belts and one animal print belt. Complete look with high waist jeans.

    Fit & Features

    • Includes three belts
    • Double O-Ring buckle
    • Faux leather
    • Neutral hues
    • Animal print

    Style Number/Barcode: 07301-0230

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Front Crop Top

    Keep it trendy with a cute crop top for your next date night! The top features a plunging V-neckline with a twist-front accent, long sleeves, and a cropped hem. The top is composed of a textured woven fabric that offers a form-hugging fit with slight stretch. Complete look with high waist pants

    Fit & Features

    • Plunging V-neckline
    • Twist-front accent 
    • Long sleeves
    • Cropped hem 
    • Textured woven fabric 
    • Form-hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0934

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Stunner Over The Knee Faux Suede Boots

    Show off your chic style with boots that make each step a stunning one! The boots feature an over-the-knee fit, tie-back ties, an almond toe, and a block heel. The boots are composed of a faux suede material. Complete look with a mini skirt and crop top. 

    Fit & Features

    • Over the knee fit
    • Tie back ties
    • Almond toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0716

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Luxe Life Peep Toe Platform Heels

    Live that luxe life with heels that elevate your outfits! The heels feature an open back, an adjustable ankle strap, a peep toe, a wide platform, and a block heel. The heels are composed of a felt-like material and a faux leather insole lining. Complete look with a formal satin dress.

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Peep toe
    • Wide platform
    • Block heel 
    • Felt-like material
    • Runs true to size

    Style Number/Barcode: 07401-3682

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Trend Marble Ruched Short Dress

    Stay on trend with a short dress that creates a head-turning moment! The dress features a fab marble print, a sleeveless square neckline, spaghetti straps, ruching, and a short-length hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges and a cropped denim jacket. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Marble print
    • Ruching down the sides
    • Mini-length hem 
    • Lined smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4455

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect In Plaid High-Rise Pants

    It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms. 

    Shop The Matching Top: Perfect In Plaid Crop Tank

    Fit & Features

    • High-rise elasticized waist
    • Faux zipper pockets
    • Plaid print
    • Skinny-leg design
    • Cotton fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0413

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Statement Rhinestone Ring Set

    Make a statement in this rhinestone seven-pack ring set. It features one snake ring and six dainty rings in various styles. Complete the look in a stylish sweater dress and boots.

    Fit & Features

    • Seven-pack set
    • One snake ring
    • Six dainty rings in various styles
    • Rhinestone embellishments

    Style Number/Barcode: 07004-0243

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Falling For Plaid Fleece Shacket

    Fall for this classic plaid shacket perfect for keeping stylish on chilly days. It features button-cuffed long sleeves, a collared neck, button-down front, flap pockets, and a relaxed fit scoop hem. The shacket is composed of soft woven wool-blend fabric with no stretch. Perfect for styling with jeans and knee-high boots.

    Fit & Features

    • Button-cuffed long sleeves
    • Collared neck, flap pockets
    • Button-down front
    • Relaxed fit, scoop hem
    • Plaid pattern
    • Wool blend fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1305

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stuck In The 60s Mesh Short Dress

    Embrace your mod style in this 60s-inspired printed mesh dress featuring an off-the-shoulder neckline, ruched long sleeves, and side seams to accentuate your curves along the bodycon, short-length silhouette. Complete the look in chunky platform heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Ruched long sleeves
    • Side ruched seams
    • Bodycon silhouette
    • Short-length hem
    • Printed mesh fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2120

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Cargo Skinny Pants

    Show off your cool-girl style in these trendy cargo skinny pants. They feature a mid-rise waist, a button-front closure, faux cargo-style flap pockets, and a tapered, form-hugging fit. The woven cotton-blend fabric has no stretch. Style with a graphic tee and combat boots.

    Fit & Features

    • Mid-rise waist
    • Belt loops
    • Hidden zipper, button-front closure
    • Front pockets, faux cargo-style flap pockets
    • Skinny-leg silhouette, form-hugging fit
    • Woven cotton-blend fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jay High-Rise Wide Leg Jeans By Windsor Denim

    Easy, breezy, and effortlessly cool slip into the Jay jeans by Windsor denim designed to showcase your edgy-cute style! They feature a flattering high-rise waist, front distressed accents, and knee rips along the wide-leg silhouette. The jeans are crafted from a medium wash with vintage-inspired color fading for the perfect worn-in fit and feel. Complete the look in sleek pointed-toe booties.

    Fit & Features

    • High-rise waist
    • Front distressed accents, knee rips
    • Wide-leg silhouette
    • Hidden front five-button fly
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0380

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catch Of The Day Caged Lug Sandals

    Look what caught your eye! These faux leather sandals are perfect for edging up your everyday style. They feature a sleek round toe, a caged strap design, a lug sole, and dual ankle buckle closures. Complete the look in trendy boyfriend jeans.

    Fit & Features

    • Round toe
    • Caged strap design
    • Lug sole
    • Dual ankle buckle closures
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1144

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feels Like Love Floral Jacquard Satin Romper

    This satin romper will elevate your feelings of love for fashion! Featuring a sultry off-the-shoulder neckline and flowy peasant long sleeves, a front lace-up design, and a fitted elasticized waist atop ruffled and layered shorts. The romper is designed with a romantic floral jacquard pattern on silky satin woven fabric. Complete the look with statement earrings for a dinner out with friends!

    Fit & Features

    • Off-the-shoulder neckline, peasant long sleeves, elastic cinched hems
    • Lace-up front design, tie closure
    • Fitted, elasticized waist
    • Ruffled and layered shorts
    • Floral jacquard pattern
    • Satin woven fabric, partial woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0314

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Natural Patent Leather Basic Heels

    Feel confident in these stylish basic heels every fashionista needs! Features a square toe, curved toe strap, slender block heel, and adjustable ankle strap with buckle closure, these timeless classics will have you stepping out in style. Complete the look with a trendy purse for day or night plans! 

    Fit & Features

    • Square toe
    • Curved toe strap
    • Slender block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4568

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Slit Midi Skirt

    Create the perfect basics closet by adding this smooth knit midi skirt to your lineup! It features a sleek and flattering high-rise waist, a bodycon fit, and a sultry side high slit along the midi-length hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-butterfly feel. Style with the matching top for a complete look!

    Shop Matching Top: Smooth Silhouette Crop Tube Top

    Fit & Features

    • High-rise waist
    • Bodycon fit
    • High side slit
    • Midi-length hem
    • Double-lined, butterfly soft knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 06501-0849

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance