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.

  • The Next Level Faux Leather Jumpsuit

    Take your look to the next level with a jumpsuit that dares to go bold! The jumpsuit features a collared neckline with zippered front, short sleeves, zippered chest pockets, an elastic waistband, side pockets, and a straight leg fit. The jumpsuit is composed of a faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties

    Fit & Features

    • Collared neckline, zippered front
    • Short sleeves
    • Zippered chest pockets
    • Elastic waistband
    • Side pockets
    • Straight leg fit
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06402-0371

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style It Up Faux Suede Block Heels

    Style up your look with heels that elevate your outfit! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe, strap over the toe
    • Thin block heel
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07401-3732

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Perfection Mid Rise Denim Mini Skort

    A trendy denim mini skort features a flattering mid-rise waist, bodycon fit, and skirt overlay with shorts lining. Perfect for styling with a basic tee for back-to-school.

    Fit & Features

    • Dark wash denim fabric, minimal stretch
    • Mid-rise waist
    • Bodycon mini-length silhouette
    • Skirt overlay, shorts lining
    • Front button and hidden zipper closure
    • Skort has a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0413

    Category Name: 2026 Fall Outfit Trends

    Price: $34.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Best Seller
  • Peep This Chic Cutout Booties

    Check out these chic nubuck booties and imagine all the ways you'd style them! They feature an almond peep toe, platform sole, stacked thin block heel, cutout sides, and an adjustable buckle strap and back zipper closure. Complete the look in a wide-leg jumpsuit for cocktail hour.

    Fit & Features

    • Almond peep toe
    • Platform sole
    • Stacked thin block heel
    • Cutout sides
    • Adjustable buckle strap and back zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1567

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belted Cutie Cargo Pants

    Belt up in these cute must haves to stay on trend bby! They feature a high rise belted waist, a single button with zipper closure, slant pockets, large utility-styled pockets and a straight leg fit with an elastic cuffed hem. Pants are composed of a sturdy cargo knit fabric that offers a relaxed fit with a slight stretch.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0060

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Faux Leather Suspender Mini Skirt

    A suspender skirt is all you need for a classically chic outfit! Perfect for creating a fab back to school outfit, layer with your favorite long sleeve ribbed top and ankle booties. The suspender skirt features a scoop neckline, spaghetti tie straps, and a mini length silhouette. 

    Fit & Features 

    • Sleeveless scoop neckline
    • Spaghetti tie-straps
    • Mini length silhouette
    • Faux leather fabric
    • Form hugging fit 

    Style Number/Barcode: 06401-0292

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Girl Wide-Leg Cargo Twill Pants

    These trendy wide-leg cargo twill pants are the of-the-moment style to have in your closet this season! They feature a high-rise waist, adjustable thin straps on each side, two large front pockets, a wide-leg silhouette, and a relaxed fit. The cargo pants are composed of a brushed twill fabric. Complete your casually cool look with a corset top and clear mules.

    Fit & Features

    • High-rise waist, hidden front zipper closure
    • Two adjustable thin straps
    • Two large front pockets
    • Wide-leg silhouette
    • Relaxed fit
    • Brushed twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0789

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Command Platform Faux Leather Over-The-Knee Boots

    You'll be in command of the style scene in these sleek platform over-the-knee boots! They feature a fitted over-the-knee design, an inner zipper closure for easy on-and-off styling, a round toe, a trendy platform lug sole, and a block heel. The faux leather material will give off an edgy chic sheen. Pair these boots with a cargo mini dress!

    Fit & Features

    • Fitted over-the-knee design
    • Inner zipper closure
    • Round toe
    • Platform lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0940

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Snake Bustier Crop Top

    Stand out in this bold print! The crop top features a plunging bustier neckline, wide shoulder strap and a cropped hem. Top is composed of a faux leather fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. Be sure to pick up the matching skirt to complete your look! 

     

    Style Number/Barcode: 06003-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Chic Style Mini Skirt

    Get wrapped in chic style with this trendy mini skirt! It features a high-rise waist, a back zipper closure, side ruched detailing, and a short, curve-hugging silhouette. The sheer mesh fabric has a full lining and offers a moderate stretch. Complete the look with the matching crop top.

    Shop Matching Top: Wrapped In Chic Style Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Back zipper and hook and eye closure
    • Side ruching
    • Mini-length, form-fitting silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0559

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring The Chill Cable Knit Beanie

    The cold won't bother you in this cable knit beanie featuring a faux fur pom and interior lining with a fold-over hem. Complete your cozy fit with a knit sweater.

    Fit & Features

    • Faux fur pom and lining
    • Cable knit design
    • Fold-over hem

    Style Number/Barcode: 07302-0388

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crushing On You Knit Midi Skirt

    They'll all be crushing on you in this cute and trendy midi skirt! It features a high-rise waist, a midi-length hem with a high side slit, and a form-hugging fit. The ribbed knit fabric offers plenty of stretch. Style with your fave crop top and mules.

    Fit & Features

    • High-rise banded waist
    • Midi-length hem
    • High side slit
    • Form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0779

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Refresh Low Block Heel Mules

    These chic low block heel mules are a fab style refresh! They feature an open square toe, a wide banded strap, an open back for easy on-and-off styling, and a low block heel. Complete your look with chunky hoop earrings and a mini handbag.

    Fit & Features

    • Open square-shaped toe
    • Wide banded toe strap
    • Open back, on-and-off styling
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4223

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Silhouette Lace Trim Plaid Mini Dress

    Flirty and adorable, this plaid woven mini dress features a sleeveless sweetheart neckline with a dainty eyelet lace and ribbon trim and front bow detail, spaghetti straps, and a short form-hugging silhouette to highlight your curves. Style with hoop earrings and sleek mules.

    Fit & Features

    • Plaid woven-blend fabric with moderate stretch, knit lining at the bust
    • Sweetheart neckline with lace and ribbon trim, front bow detail
    • Ruched bust, underbust seam
    • Spaghetti straps
    • Mini-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5934

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Taking Care Of Business Belted Coat

    Take care of business like a lady in this luxe coat! It features a collar, long sleeves, a drape open front, a belted waist, lined side pockets and a below the knee length. Coat is composed of a faux wool fabric that offers a relaxed fit with minimal stretch.

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

    Style Number/Barcode: 06201-0061

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $52.90

    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
  • Ready For My Close Up Mini Skirt

    Get ready for your closeup in a stunning mini skirt that is all the rage! The skirt features a high-rise waist, a mini side slit, and a mini-length hem. The skirt is composed of a faux patent leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and heels. 

    Fit & Features

    • High rise waist
    • Mini side slit
    • Mini length hem
    • Faux patent leather fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0372

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shine Slouch Stiletto Boots

    Shimmer and shine with every step in these slouch stiletto boots featuring a pointy toe, all-over rhinestone embellishments, under-the-knee length, and a side zipper closure on faux suede material. Complete the look in a sassy mini dress.

    Fit & Features

    • Slouched design
    • Pointy toe
    • Stiletto heel
    • Rhinestone embellishments
    • Under-the-knee length
    • Side zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0848

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Knit Beanie
    Keep it snug and cozy by adding in a beanie! With a classic design, and a head hugging fit, it easily becomes your favorite way to complete your chilly day look!

    Style Number/Barcode: 07302-0027

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy Chic Ribbed Knit Top

    Comfy chic is your total vibe. This mid-length top features an off the shoulder square neckline, long dolman style sleeves, and a relaxed fit. The ribbed knit fabric offers plenty of stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1954

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Essential Cargo Anorak

    This cotton cargo anorak is such an everyday essential! Layer on the hooded jacket over all your stylish 'fits for a classic chic look.

    Fit & Features

    • Drawstring hood
    • Complete zip and button down front
    • Long sleeves | Single button detailing
    • Interior drawstring at the waist
    • Drawstring at back hem
    • Slanted front pockets
    • Cotton cargo fabric | No stretch

    Style Number/Barcode: 06204-0526

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Front Chiffon Peplum Top

    This gorgeous chiffon peplum top is perf for wanting to elevate your everyday style! It features a flattering V neckline and a chic tie front detail. Wear this top with a pair of light wash denim to keep it casual yet still stylish.

    Fit & Features

    • V neckline
    • Long sleeves
    • Tie front detail
    • Small back keyhole cut out
    • Peplum mid-length hem
    • Chiffon fabric

    Style Number/Barcode: 06003-1069

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $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
  • So Classic High Rise Boyfriend Jeans

    Channel a classic look with jeans that are perf to dress down for a casual look! The jeans feature a high-rise waist, a multi-button front, a traditional five-pocket with belt loop design, and a boyfriend leg. Complete look with a bodysuit and chunky sneakers. 

    Fit & Features

    • High rise waist
    • Multi-button front closure
    • Traditional five-pocket with belt loops
    • Boyfriend leg
    • Denim fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06602-0292

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance