2026 Fall Outfit Trends

Loading...

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.

  • Plaid It Up Crop Top
    Play up your look with stylish plaid in this chic crop top! It features a sleeveless bodice, tank-like adjustable shoulder straps, a square neckline, a partial stretchy smocked back, and a cropped hem. The top is composed of a woven fabric and showcases a trendy all over plaid print with hues of navy blue, brown, and ivory. Complete your look with the matching pants!

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0151

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ditsy Botanical Tube Top
    Embrace your sweet side! This top has a straight strapless neck line. It is composed of a soft knit material, that is fully smocked for maximum stretch! The ruffled hem hits mid waist in a peplum fashion.

    Style Number/Barcode: 06003-0229

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Ya Out Cowl Neck Midi Dress

    Girl, look at you! Everyone's eyes will be locked on you in this pretty midi! Slip into some mules and add a panama hat for a chic look! 

    Fits & Features

    • Spaghetti Straps I Strappy Back
    • Cowl Neckline 
    • Midi Length Hem 
    • Smooth, Satin-Like Fabric 
    • Relaxed Fit I Minimal Stretch 
    • Zipper Not Included 

    Style Number/Barcode: 05102-0484

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fancy Gal Tassel Crossbody Bag

    You're a fancy gal at heart and will love this tassel crossbody bag! It features a chic quilted design and comfortable crossbody chain. Pair with your favorite jeans and basic top to elevate your look!

    Fit & Features

    • Rectangular shape | Quilted design
    • Top zipper closure
    • Tassel accent
    • Removable crossbody chain strap

    Style Number/Barcode: 07203-0385

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitter Goals Fishnet Stiletto Heel Booties

    Glow on girl in these chic booties that bring the glamour to your favorite outfits! The booties feature a glitter embellished fishnet body, a faux suede trim, and a stylish stiletto heel. Complete your look with a ribbed mini dress and rhinestone earrings

    Fit & Features

    • Around the ankle length
    • Zippered back 
    • Glitter fishnet body
    • Pointed toe 
    • Faux suede trim 
    • Stiletto heel 

    Style Number/Barcode: 07403-0373

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy High Waist Ribbed Knit Leggings

    Keep it cozy in a trendy high waist leggings for your next day in lounging this season. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your look with the matching crop top.

    Shop Matching Crop Top: Trendy Twist Ribbed Knit Crop Top

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric with plenty of stretch
    • Matching crop top sold separately

    Style Number/Barcode: 06502-0434

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Floral Face Mask With Earloops

    Stay safe but keep it cute with this printed mask! The mask features a velvet material, a floral print, and earloops for a comfortable fit. Complete look with a sleek bodysuit.

    Fit & Features

    • Floral print
    • Velvet material
    • Earloops
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.

    Face masks are final sale merchandise and may not be returned or exchanged.

    Style Number/Barcode: 07305-0208

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Cropped Button Down Jacket

    Level up your jacket game with a chic cropped jacket to layer over your favorite ribbed knit dresses. The jacket features a collared neckline, a multi-snap button closure, two chest pockets, and a cropped hem. The jacket is composed of a sturdy twill-knit fabric that offers a relaxed fit with minimal stretch.

    Fit & Features

    • Collared neckline
    • Multi-snap button closure
    • Matte button finish
    • Two chest pockets
    • Long sleeves
    • Cropped hem
    • Twill-knit fabric, relaxed fit, slight stretch 

    Style Number/Barcode: 06204-0760

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Knee Slit Skinny Jeans

    These high rise knee slit skinny jeans are the essential pair of denim you need this season! Featuring a flattering high waist and a tapered, skinny leg fit, these jeans are perf for your everyday 'fit. Pair them with a button-down bodysuit for a cute and casual look.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Distressed detailing at the knees
    • Skinny leg fit
    • Denim fabric

    Style Number/Barcode: 06602-0168

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut To The Chase Cutout Tank Crop Top

    Cut to the chase and add this crop top to your weekly rotation! Perfect for fun under the sun and nights out, this tank top features a sleeveless square neckline, wide shoulder straps, a low-cut back, and a sexy underbust cutout on stretchy rib knit fabric. Complete the look with a micro mini skirt for an on-trend style!

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Low-cut back
    • Underbust cutout
    • Cropped hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1640

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Effortlessly Chic High Rise Destructed Jogger

    Create those effortless chic vibes with joggers that perfect for everyday! The joggers feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, heavy destruction, and a straight leg with elastic hem. Complete look with a crop top and chunky sneakers

    Fit & Features 

    • High rise waist 
    • Single-button with hidden zipper closure 
    • Traditional five-pocket with belt loop design 
    • Heavy destruction 
    • Straight leg fit, elastic hem 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06602-0230

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    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
  • Simple Glam Dainty Ring Pack

    Accessorize your looks with this dainty ring set for a simple glam vibe. The pack features nine rings with varying chic designs, including mini rhinestone embellishment and a chain-link detail connecting two of the rings. Complete your outfits with sleek hoop earrings.

    Fit & Features

    • Nine rings
    • Various designs
    • Rhinestone embellishment
    • Chain-link detail

    Style Number/Barcode: 07004-0210

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Drawn In Ruched Mini Skirt

    Get drawn in with this fab skirt that enhances curves where you want it most! The mini skirt features a high-rise waist, ruching, and a drawstring. Complete look with a bodysuit and mules. 

    Fit & Features

    • High rise waist
    • Ruching 
    • Drawstring
    • Mini length 
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0519

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Chelsea Lug Sole Booties

    The classic Chelsea bootie in a trendy lug sole! This bootie features a round toe design, block heel, and elasticized inserts for easy on/off styling on a faux suede material. Complete your edgy-chic look with distressed jeans. 

    Fit & Features

    • Round-toe design
    • Block heel
    • Elasticized inserts for easy on/off styling
    • Lug sole
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1338

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Streets Tie Waist Mini Skirt

    Imagine you in this mini skirt, with a latte, and walking the city streets in style! It features a high-rise, tie waist with belt loop accents, front zipper closure, and a short-length hem. The faux leather fabric offers a moderate stretch. Complete the look with a sleek long sleeve top. 

    Fit & Features

    • High-rise
    • Tie-waist, belt loop accents
    • Front zipper closure
    • Short-length hem
    • Faux leather fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0401

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied To You Crepe Skort Romper

    You'll simply adore this crepe skort romper for a girl's night! It features an off-the-shoulder neckline, short sleeves, princess seam bodice, a front tie-waist, and skirt overlay with a slit accent. Complete the look in new heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Short sleeves
    • Princess seam bodice
    • Front tie-waist
    • Front skirt overlay, slit accent, shorts lining
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-1007

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Elegance Rhinestone Earrings

    Bring elegance in a major way with these rhinestone earrings. They feature a stud with a two-row fringe and a post-back closure. Complete the look with a sleek purse.

    Fit & Features

    • Stud inset
    • Two-row fringe
    • Rhinestones
    • Post-back closure 

     

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

    Style Number/Barcode: 07001-1201

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Diva Glow Glitter Caged Romper

    Embrace your diva glow and shine all night in this glitter romper featuring an on-trend, sleeveless, square neckline, spaghetti straps, a caged open-back design, and flowy shorts. Complete the look with a statement handbag.

    Fit & Features

    • Sleeveless, square neckline
    • Spaghetti straps
    • Caged, open-back design
    • Flowy shorts
    • Glitter lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-0281

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Getaway Girl Rib Knit Cutout Jumpsuit

    For all the girls going on a getaway this rib knit jumpsuit will keep you flawless on the island or European adventure! The jumpsuit features a sleeveless V-neckline, spaghetti straps, a flirty bust knot tie accent, a cutout waist and back design, and a flattering straight-leg silhouette. Complete the look in PVC mules for a seamless-chic style!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Bust knot tie accent
    • Cutout waist and back
    • Straight-leg silhouette
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2340

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Sparkle Pearl Buckle Belt

    Give off a chic sparkle with this trendy embellished statement belt. It features a faux leather front, a center O-ring buckle with rhinestone and faux pearl embellishments, and a stretchy elastic back. Style over an oversized blazer with knee-high boots.

    Fit & Features

    • Faux leather front
    • O-ring buckle
    • Rhinestone and faux pearl embellishments
    • Stretchy elastic back

    Style Number/Barcode: 07301-0543

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Ribbed Knit Midi Dress

    Style up this casual chic ribbed knit midi dress for every day! It features a mock neckline, short sleeves, a midi-length hem, a form-hugging fit, and a high front slit. Complete the look with hoop earrings and ankle booties.

    Fit & Features

    • Mock neckline
    • Short sleeves
    • Midi-length hem
    • Fitted bodycon silhouette
    • Front slit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4739

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Layers Necklace Set

    Layer on the luxe vibes with this trendy-glam necklace set! The pack features five varying necklaces at different lengths you can wear separately or together for a stunning look. The five necklaces include a choker necklace with large rhinestone embellishments, a dainty rhinestone embellished layer, a chunky chain-link necklace, a twisted chain layer, and a flat snake chain necklace. Style this set with simple stud earrings.

    Fit & Features

    • Five-pack necklace set
    • Different lengths
    • Rhinestone embellishments
    • Various chain-link designs
    • Adjustable chains, lobster clasp closures

    Style Number/Barcode: 07002-1289

    Category Name: 2026 Fall Outfit Trends

    Price: $1.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale