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.

  • All Buttoned Up High-Rise Flare Denim Jeans

    A pair of denim jeans that effortlessly hug your curves for the perfect silhouette! Your new favorite jeans feature a flattering high-rise waist, front seam detailing down the front, a hip-hugging fit, and a raw flared hem. Crafted on dark wash denim fabric, they offer a slight stretch and a vintage-inspired color fading. Complete the look in a bodysuit for day or night plans!

    Fit & Features

    • High-rise waist
    • Front seam detailing down the front
    • Hip-hugging fit
    • Raw flared hem
    • Front five-button fly closures, belt loop accents
    • Dark wash denim, color fading, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0467

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Along For The Ride Faux Leather Biker Jacket

    Look edgy for the ride in this faux leather biker jacket whether you're a passenger or behind the wheel! Featuring a mock neckline with snap-button closure, long sleeves with zipper cuffs, a front zipper closure, faux zipper pockets, and a cropped hem with a snap-button strap, this cool faux leather jacket is the perfect way to take your style to the next level. Complete the look with knee-high boots.

    Fit & Features

    • Long sleeves, zipper cuffs
    • Mock neckline, snap-button closure
    • Front zipper closure, faux zipper pockets
    • Cropped hem, snap-button closure strap
    • Faux leather fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1685

    Category Name: 2026 Fall Outfit Trends

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Best Seller
  • Nothin' But Necessities Double C-Ring Belt 2 Pack

    Having a go to set of belts is a life necessity and this two pack has you covered! Style with a tucked in top and high waist denim!

    • 2 pack of belts
    • One ivory | One black
    • Double C golden buckle detail
    • Faux leather

    Style Number/Barcode: 07301-0167

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Two Tone Floral Face Mask

    Stay safe, but keep it cute with this printed mask!

    • Floral Print
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale 

     

    Style Number/Barcode: 07305-0103

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Strappy Back Bodysuit

    Get a stunning, sultry look in this basic bodysuit that you can create a trendy 'fit around! The cross back strap detailing, low scoop neckline, and curve hugging fit are oh so flattering. Perfect for a low key movie night! Pair with a distressed denim mini skirt and some chic shades!

    Fit & Features

    • Thin cross back spaghetti straps
    • Open back
    • Low scoop neckline
    • Snap button closure
    • Form hugging fit
    • Knit fabric

     

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

    Style Number/Barcode: 06001-2649

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Vixen Over-The-Knee Boots

    You'll be a total stylish vixen in these sultry over-the-knee boots! They feature an almond-shaped toe, a partial inner zipper closure, a tall platform, a sleek stiletto heel, and a tie-back detail. Pair these boots with a casual dress to amp up the look.

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Stiletto heel
    • Over-the-knee design, tie-back detail
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0407

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cutie Striped Cardigan

    Cozy up in this adorable striped cardigan! It features long sleeves, an open front, dual front pockets, and a relaxed, comfortable fit. The ribbed knit fabric showcases an all-over striped pattern in tones that bring the fall vibes! Style this cardigan over a casual dress with over-the-knee boots.

    Fit & Features

    • Long blouson sleeves
    • Open front
    • Dual front pockets
    • Relaxed fit
    • Ribbed knit fabric, striped pattern
    • Runs true to size

    Style Number/Barcode: 06005-1100

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Fab Faux Fur Vest

    This faux fur vest will make you look oh-so-chic and fab! It features an open front with a relaxed fit and is composed of a plush faux fur fabric with a smooth lining and an all-over leopard print. Layer this vest over your fave mini dress and complete the look with sultry thigh-high boots.

    Fit & Features

    • Sleeveless
    • Open front
    • Relaxed fit
    • Lined faux fur fabric, no stretch
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 06201-0266

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Peep Your Business Stacked Heel Booties

    Watch everyone glance your way in these cute suede booties featuring an open almond toe, zipper closure, stacked block heel, on microsuede material. Perfect for styling with a bodycon dress.

    Fit & Features

    • Open almond toe
    • Zipper closure
    • Stacked block heel
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1421

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Distressed High-Rise Ankle Jeans

    These trendy distressed ankle jeans are a closet staple for casual everyday looks. They feature a high-rise waist with skinny leg fit, destructed detailing at the knees, and a raw cut ankle hem. Style with a basic crop top or fitted bodysuit.

    Fit & Features

    • High-rise waist
    • Skinny leg fit
    • Destructed knees, raw hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Dark wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0296

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set The Curve Square Neck Maxi Dress

    Set the tone for flaunting your curves in this essential maxi dress perfect for day or night styling! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a sexy center-back high slit on double-lined knit fabric with a buttery soft feel. Complete the look with a crop denim jacket and sandals for a sunset dinner date!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Bodycon silhouette
    • Center back high slit
    • Maxi-length hem
    • Double-lined knit fabric
    • Buttery soft and stretchy
    • Runs true to size

    Style Number/Barcode: 05102-5200

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Texture Babe Bell Sleeve Tie-Front Crop Top

    Look and feel like a total babe in this textured crop top perf for spicing up your everyday style! It features bell long sleeves, an open tie-front design, and a cropped hem on sheer mesh fabric with texture stitching. Complete the look in sleek faux leather shorts for a night out!

    Fit & Features

    • Bell long sleeves
    • Open tie-front design
    • Cropped hem
    • Sheer mesh fabric, texture stitching
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0410

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Varsity Vibes Sweater Topper

    Serving varsity energy with a side of cozy-cutie. This sweater knit topper will keep your outfit looking trendy with your favorite bralette and denim jeans.

    Fit & Features

    • Sweater knit fabric
    • Long sleeves with stripes
    • V-neckline
    • Eight-stitched design
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-000095

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cadet Cutie Cargo Pocket Mini Dress

    Rise up in rank looking cute in this mini dress! The short dress features a sweetheart neckline, adjustable spaghetti straps, cargo-flap pockets along the bust, snap-button down closures, belt loop accents and side pockets, and a flattering bodycon silhouette. Complete the look in sleek hoop earrings for a day out with the girls!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Cargo-flap pockets along the bust
    • Snap-button down closures
    • Belt loop accents, side pockets
    • Bodycon silhouette, mini-length hem
    • Texture woven fabric, minimal stretch
    • Runs small, recommend to size up

    Style Number/Barcode: 05102-5441

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Cool Off-The-Shoulder Sweater Top

    Embrace the cool weather looking flirty in this sweater top! Perfect for everyday styling, this top features slouchy long sleeves, a foldover neckline, and a slim fit silhouette on ultra-fuzzy and soft knit fabric. Complete the look with denim jeans.

    Fit & Features

    • Slouchy long sleeves
    • Foldover off-the-shoulder neckline
    • Slim fit silhouette
    • Ultra-fuzzy and soft sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1820

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute Aesthetic Cargo Puffer Jacket

    Get adorably cute and cozy in this puffer jacket for the perfect aesthetic! It features comfortable long sleeves with elastic cuffs, a standing collar neckline with front zipper closure, cargo flap pockets with snap-button closures, and an elasticized crop hem. The jacket is composed of an insulated woven-lined fabric that helps to protect you warm and protected from the elements. Complete the look in lug boots.

    Fit & Features

    • Long sleeves, elastic cuffs
    • Standing collar neckline
    • Front zipper closure
    • Cargo flap pockets, snap-button closures
    • Elasticized crop hem
    • Insulated woven lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0439

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best In Style Cropped Hoodie

    Get voted best in style with this sporty chic hoodie! It features a drawstring hood, long dolman style sleeves, and a cropped, raw cut hem. The hoodie is composed of a soft knit fabric and showcases an all over trendy colorblock pattern.

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

    Style Number/Barcode: 06002-0139

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall In Line Longline Anorak

    Miss me with those cold-weather blues! Fall in line with a lightweight jacket that's a true closet staple.

    Fits & Features 
    • Zipper & Snap Button Front
    • Fixed Hood
    • Long Sleeves With Elastic Cuffs
    • Toggle Drawstring At The Waist
    • Functional Button Flap Hand Pockets 
    • Curved Hem I Longline Design
    • Relaxed, Slightly Over-Sized Fit 

      Black: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Olive: Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 06204-0224

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Mad Over Plaid Mini Skirt
      You'll be totally mad over plaid with this trendy mini skirt! It features a high rise elastic banded waist paired with a short, curve hugging fit. The skirt is composed of a knit fabric with an adorable all over plaid print, and offers plenty of stretch.

      Style Number/Barcode: 06501-0125

      Category Name: 2026 Fall Outfit Trends

      Price: $4.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • On Point High Waist Leggings

      Keep your look on point with high waist leggings that slay! The leggings feature a high-rise waist, a ruched back, and a skinny leg fit with a tapered hem. The pants are composed of a Ponte-like knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and clear heels

      Fit & Features

      • High rise waist
      • Ruched back 
      • Skinny leg fit
      • Ponte-like knit fabric 
      • Form hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06402-0394

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Keep It Casual Over The Knee Boots

      Keep it casual with boots that pair with your favorite casual outfits! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, and a low block heel. The boots are composed of a faux suede material. Complete look with an open-back sweater and skinny jeans. 

      Fit & Features

      • Over the knee fit
      • Tie-back accent
      • Inner zipper closure 
      • Almond toe
      • Low block heel
      • Faux suede material 
      • Runs true to size

      Style Number/Barcode: 07402-0358

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Metallic Shine Lace-up Stiletto Heels

      Show off major shine with these fab metallic stiletto heels! They feature an open toe with an asymmetrical strappy design, thin straps that lace up around the ankle, a sleek stiletto heel, and a textured chrome finish. Style with a bodycon dress and hoop earrings.

      Fit & Features

      • Open almond-shaped toe
      • Asymmetrical strappy design
      • Thin straps, lace-up around the ankle
      • Adjustable buckle detail
      • Stiletto heel
      • Textured chrome finish, faux leather insole
      • Runs true to size

      Style Number/Barcode: 07401-4034

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Casually Preppy Plaid Crop Top

      Step up your fall wardrobe with this casually preppy crop top! Featuring a sleeveless square neckline, thin tank shoulder straps, a cropped hem, a form-hugging fit, and an all-over plaid print, this sweater knit top is perfect for keeping it chic. Style with the matching cardigan.

      Shop Matching Cardigan: Casually Preppy Plaid Cardigan

      Fit & Features

      • Sleeveless square neckline
      • Tank shoulder straps
      • Cropped hem, form-hugging fit
      • Plaid print
      • Soft sweater knit fabric, ribbed trims, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06005-1459

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Parisian Beauty Wool Beret

      Look and feel like a Parisian beauty accessorizing with this wool beret perfect for styling with a sleek crop blazer for a city-girl look.

      Fit & Features

      • Classic beret style
      • Wool material

      Style Number/Barcode: 07302-1347

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale