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.

  • Faux Suede Lace Up Combat Booties

    Bring some edge in combat booties that slay! The booties feature a lace-up front with metal grommets, a lug sole, and a statement stacked block heel. Complete your look with high waist jeans and a mesh top.

    Fit & Features

    • Around the ankle length
    • Inner zipper closure
    • Lace-up front with metal grommets
    • Almond toe 
    • Lug sole
    • Stacked block heel
    • Faux suede material

    Style Number/Barcode: 07403-0388

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Trend Hanky Hem Halter Crop Top

    Channel that cool western trend in this faux suede crop top featuring a halter neckline with tie-back straps and a cropped hanky hem with a form-hugging fit. Style with a denim mini skirt and booties.

    Fit & Features

    • Faux suede fabric with plenty of stretch
    • Halter neckline, tie-back spaghetti straps
    • Partial open back
    • Cropped hanky hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2593

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Fancy Quilted Faux Leather Sneakers

    Glam up your sneaker game with these chic high tops! The sneakers feature a high top length, an inner zipper closure, a quilted design, and an almond toe. Complete your look with a fab crop top and a pair of biker shorts

    Fit & Features

    • High-top length 
    • Inner zipper closure
    • Quilted design
    • Almond toe
    • Faux leather material 

    Style Number/Barcode: 07407-0191

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Casual Strappy Flare Pants

    These casual-chic flare pants are perfect for dressing up or down. They feature a high-rise waist with a wrap-around thin strappy design, center-ruched detailing at the front, a form-hugging fit, and a flared-leg silhouette. The ultra soft knit fabric offers plenty of stretch. Style with the matching cropped tank for an effortless look.

    Shop Matching Top: Elevated Casual Ruched Cropped Tank

    Fit & Features

    • High-rise waist
    • Wrap-around thin strappy design, tie closure
    • Center ruching at the front
    • Form-hugging fit
    • Flared-leg silhouette
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2231

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Style Textured V-Neck Maxi Dress

    Instant style delivered to you! This perfect sleeveless maxi dress will be your favorite go-to this season. It features a V-neckline, adjustable spaghetti straps, a hip-hugging fit, a back slit accent, and a flowy long-length hem on textured mesh fabric. Complete the look with door-knocker earrings for for a casual dinner.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Back slit accent
    • Flowy long-length maxi hem
    • Textured mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5082

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Textured Cable Knit Cropped Sweater
    With a warm latte in hand, you'll be ready for fall in this cable knit cropped sweater! It features a round neckline, long dolman style sleeves, and a relaxed and comfortable fit. Sweater is composed of a textured cable knit fabric with moderate stretch.

    Style Number/Barcode: 06005-0257

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 100% Aquarius Tee

    Take 50% Creative and 50% Defiant to create those Aquarius vibes! Pair this cosmically-inspired tee with your fave denim for super casually cute look!

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cotton material | Moderate stretch
    • Script that reads "50% Creative, 50% Defiant, 100% Aquarius"

     

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0359

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rule Breaker Aquarius Graphic Tee

    Rules were made to be broken for an Aquarius bby like you! Pair this tee with a chic high waist skirt to dress up this basic tee! 

    Fit & Features

    • Crew Neckline
    • Short Sleeves
    • Graphic 
    • "An Aquarius Never Follows The Rules"
    • Cropped Hem | Knotted Hem 
    • Cotton Fabric
    • Relaxed Fit | Moderate Stretch 

     

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.


    Style Number/Barcode: 06002-0360

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spaghetti Strap Wide Leg Jumpsuit

    Keep it chic in fab jumpsuit for your next brunch date! The jumpsuit features spaghetti tie straps to create a custom fit, a square neckline with shirring at the bust and a flared culotte leg. Style jumpsuit with clear heels and statement earrings.

    Fit & Features

    • Sleeveless bodice
    • Spaghetti tie straps
    • Square neckline with shirring at the bust
    • Empire waist
    • Flared culotte leg

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06402-0258

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ambitious Af Faux Leather Cross-Body Purse

    Baby you are ambitious af, and you are on the go! This is the perfect go-to faux leather bag for the essentials of a busy boss babe!

    • Rectangular structure
    • Square flap closure
    • Detachable chain shoulder strap
    • Faux leather

    Style Number/Barcode: 07203-0197

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step It Up Cargo Style Mini Skirt

    Step up your fashion game with this cargo style mini skirt! With its flattering form-hugging fit and faux cargo style pockets, it's an elevated basic that is sure to level up your wardrobe. Perf for a daytime date with bae, pair with a cute crop top and some chunky sneakers.

    Fit & Features

    • High rise elastic banded waist
    • Faux cargo style side pockets
    • Short, form-hugging fit
    • Crepe fabric with moderate stretch

    Style Number/Barcode: 06401-0193

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Patent Pointed-Toe Lucite Block Heel Booties

    Show off a chic new look in these stunning patent pointed-toe booties! They feature a trendy clear lucite block heel and a sleek patent finish. Wear with your fave crop top and mom jeans to amp up your casual look.

    Fit & Features

    • Pointed-toe
    • Inner zipper closure
    • Lucite block heel
    • Patent material

    Style Number/Barcode: 07403-0385

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Muse Ruffled Lace Skater Dress

    Be your own adorable muse in this sleeveless skater dress boasting a V-neckline and a ruffled skater silhouette. Complete the look with heels.

    Fit & Features

    • Sheer lace fabric with knit lining, plenty of stretch
    • V-neckline with twist-front bust design, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • V-shaped drop waist
    • Mini-length tiered ruffled skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000191

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Utility Booties

    Take on the day in these must-have booties! The booties feature an around the ankle fit, a lace-up front, and a textured sole. Complete your look with biker shorts for a casual outfit. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe 
    • Pull tabs at the back ankle
    • Inner zipper closure
    • Textured sole 
    • Faux suede material 

    Style Number/Barcode: 07403-0402

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay In Basics Faux Suede Block Heel Booties

    Slay in a basic bootie that elevates your layered outfits. The booties feature an around the ankle fit, a pointed toe, a thin block heel, and composed of a faux suede material. Complete look with a ribbed midi dress and moto jacket

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Thin block heel
    • Inner zipper closure
    • Faux suede material 

    Style Number/Barcode: 07403-0525

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Ruched Stiletto Boots

    Step out in these chic boots that elevate all your outfits. The boots feature a below-the-knee fit, a ruched body, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed midi dress and a moto jacket for a date night.

    Fit & Features

    • Below the knee fit
    • Ruched body
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux leather material 


    Please be advised that these boots run 1/2 a size small.

    Style Number/Barcode: 07402-0257

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up Glam Faux Leather Booties

    Lace-up in these cute booties that are perf to dress up your looks in. The booties feature a lace-up front, an almond toe, and an inner zipper closure. The booties are composed of a faux leather material. Complete look with a bodysuit and mini skirt

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Low block heel
    • Inner zipper closure
    • Faux leather material 

    Style Number/Barcode: 07403-1225

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Point Faux Suede Booties
    The perfect booties for your everyday slay are here! They feature a pointed toe design, block heel, zipper closure, and hit right above the ankle. Style with skinny jeans and a cozy sweater. 

    Fit & Features 
    • Pointed toe design
    • Block heel
    • Size zipper closure
    • Above the ankle length
    • Faux suede 
    • Runs true to size

    Style Number/Barcode: 07403-1501

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's A Gem Fedora Hat

    Chic and glam, this fedora hat is a total must-have. It features a structured top, a wide flat brim, a chain-link trim with emerald-colored gemstones with a mini rhinestone outline, and an emerald-hued interior. Style with a faux leather handbag.

    Fit & Features

    • Structured top
    • Wide flat brim
    • Chain-link trim
    • Emerald-colored gemstones, mini rhinestone outline
    • Emerald-hued interior
    • Faux wool material

    Style Number/Barcode: 07302-1358

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Draw The Line Striped Sweater Midi Dress

    Draw the line at basic and reach for this sensational striped sweater dress! It features a trendy off-the-shoulder neckline, fitted long sleeves, a flattering bodycon silhouette, and dual tie-back closures, and a cutout design. Complete the look with a chic crossbody bag for day or evening plans.

    Fit & Features

    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Dual tie-back closures, cutout design
    • Bodycon silhouette
    • Midi-length hem
    • Striped pattern, stretchy sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5360

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Loves Me Velvet Floral Strapless Crop Top

    With this strapless crop top, you won't be asking yourself if they love you not! It features a mini ruched bust seam, a cropped hem, and a sultry velvet floral burnout pattern with a sewn-in knit lining. Complete the look with the matching bottoms for a date!

    Shop Matching Bottoms: Loves Me Velvet Floral Midi Skirt

    Fit & Features

    • Strapless neckline
    • Mini ruched bust seam
    • Cropped hem
    • Velvet floral burnout pattern
    • Sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4972

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keepin' Knit Stylish Sweater Dress

    Keep your adorable 'fit sassy and stylish with this perfect sweater dress! It features an off the shoulder square neckline, short sleeves, and a curve hugging, mid-length fit. The dress is composed of a ribbed sweater knit fabric that offers plenty of stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0004

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Popcorn Knit Long Cardigan

    Get a little cozy and layer with a cardigan! Featuring long sleeves and an open design with pockets. This cardigan is composed of a knit popcorn material that is soft and lush! This knit offers plenty of stretch and an over-sized fit.

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

    Style Number/Barcode: 06005-0158

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Angora Knit Sweater
    Bundle up in style this season with this adorable angora knit sweater! It features an off the shoulder neckline, long dolman sleeves, and a mid-length hem with a relaxed and comfortable fit. The sweater's fuzzy knit fabric offers moderate stretch.

    Style Number/Barcode: 06005-0328

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance