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.

  • Chic Turtleneck Sweater Dress

    Get a chic look this season with this undeniably stylish sweater dress. It features a turtleneck, long fitted sleeves, and a short, flattering curve hugging fit. The ribbed knit fabric has plenty of stretch.

    Style Number/Barcode: 06005-0348

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Girl Cropped Moto Jacket

    Hey girl! Showcase a gorgeous 'fit by layering on this chic cropped moto jacket. It features a lapel collar neckline with stud detailing, a complete zip front, and a cropped, form-fitting style. Pair this jacket with a basic bodysuit and high rise skinny jeans for that perfect fab fall look.

    Fit & Features

    • Lapel collar neckline with stud detailing
    • Shoulder tab accents
    • Complete zip front
    • Long sleeves
    • Zippered side pockets
    • Cropped, tapered fit
    • PU fabric

    Style Number/Barcode: 06204-0736

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Trendsetter Plaid Mini Dress

    Keep your everyday look on-trend in this preppy plaid mini dress! It features a collared V-neckline, short sleeves, a short, form-hugging silhouette, and is composed of a knit fabric with a moderate stretch. Style this dress with a denim jacket and sneakers for the perf cute and casual outfit.

    Fit & Features

    • Collared V-neckline
    • Short sleeves
    • Mini-length, form-hugging fit
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4244

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Mood Peep Toe Booties

    Showcase a chic style with these on-trend booties. They feature an almond-shaped peep toe, an inner zipper closure, an above the ankle design, and a sturdy block heel. Pair these booties with a cute shoulder bag.

    Fit & Features

    • Almond-shaped peep toe
    • Inner zipper closure
    • Above the ankle design
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1482

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living The Luxe Life Rhinestone Hoop Earrings

    Live in luxe with hoops that add a chic touch to your favorite looks! The earrings feature a chunky hoop design adorned with mini rhinestones. Complete your look with matching separates and chunky sneakers

    Fit & Features

    • Chunky design
    • Rhinestones

     

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

    Style Number/Barcode: 07001-0668

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Fashionista Over The Knee Block Heel Boots

    You'll be a fierce fashionista in these elongating over the knee boots! They feature a sturdy block heel and a fab allover leopard print. Pair these stylish boots with a stunning little black dress for a gorgeous look.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Block heel
    • Inner zipper closure
    • Tie back detail
    • Faux suede fabric
    • Allover leopard print

     

    Please be advised that these boots run small. Fit model recommends one size up.

    Style Number/Barcode: 07402-0190

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Ribbed Knit Face Mask

    Keep it safe and stylish with a face mask that goes with all your favorite looks! The mask features a solid neutral hue, earloops for a comfortable fit, and composed of a ribbed knit material. Complete your look with the matching crop top, high waist leggings, and duster.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Fit & Features

    • 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.
    • Solid neutral hue
    • Earloops
    • Ribbed knit material

    Style Number/Barcode: 07305-0184

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In the Clear Knit Sneakers

    Keep it sporty and chic in these knit sneakers that are perfect for creating stylish streetwear outfits. The sneakers feature a knit body, an almond toe, and a lace-up front. The sole features a trendy clear gel design with a textured grip. Complete look with biker shorts and a ribbed crop top.

    Fit & Features

    • Knit body
    • Almond toe 
    • Lace-up front 
    • Clear gel sole
    • Pull tabs at the ankle 

    Style Number/Barcode: 07407-0187

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffled Romance Floral Skater Dress

    Fall head over heels for a pretty floral dress that brings the charm! The dress features a wrap V-neckline, long sheer sleeves with smocked cuff, an elastic waistband with tie-waist belt, and a skater silhouette with a ruffled hem. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with mules and gold hoops. 

    Fit & Features

    • Floral print, wrap V-neckline
    • Long sheer sleeves, smocked cuff
    • Elastic waistband, tie-waist belt
    • Skater silhouette, ruffled hem
    • Lined chiffon fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1075

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Scorpio Season Graphic Crop Tee

    It's time to celebrate the season of the Scorpio! This graphic crop tee features cap sleeves, a crew neck, and a front script that reads, "It's The Scorpio In Me" printed on soft and stretchy jersey knit fabric. Complete the look in a faux leather mini skirt for a party!

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front script reads, "It's The Scorpio In Me"
    • Cropped hem
    • Soft and stretchy
    • Jersey knit fabric
    • Fits true to size

    Style Number/Barcode: 06002-1475

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hook and Eye Corset Crop Top

    Get hooked on this corset top that adds a sultry appeal to any look. This crop top features a flattering square neckline, supportive tank straps, and a corset-designed bodice with hook and eye-front closures to help accentuate your hourglass figure. The rayon blend fabric has a moderate stretch to help create a structured fit that forms to your curves. Style this corset crop top with high-rise jeans for a casually chic ensemble or pair it with a flirty mini skirt for a sexy date night look.

    Fit & Features

    • Square neckline, tank straps
    • Strapless or adhesive bra recommended
    • Corset-style seams, flexible boning
    • Hook-eye front closures
    • Cropped hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1046

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Heights Fishnet Rhinestone Over-The-Knee Boots

    Take your style to new heights in these over-the-knee boots! The faux suede boots feature a pointed toe, a stiletto heel, and closed ankle, and a sheer fishnet overlay with sparkly rhinestone embellishments on a thigh-high shaft with a non-slip grip lining trim. Complete the look in a sexy short dress for a night out or dressy party!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Sheer fishnet rhinestone-embellished overlay
    • Over-the-knee shaft length, non-slip grip lining trim
    • Closed ankle
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0918

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Own Knit Ruched Mini Dress

    Own your gorgeous look in this adorable knit mini dress! It features a trendy mock neckline, ruched detailing down the back, and a sexy curve-hugging fit. Pair this dress with some chic heels for a night out.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Open back
    • Ruched back detailing
    • Short, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0971

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On the Rise Super High Waist Skinny Jeans

    Elevate your denim game in jeans that slay! These must-have jeans feature a super high rise waist, heavy destructed detailing, and skinny leg fit. Complete your look with a cozy cardigan

    Fit & Features

    • Super high rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket and belt loop design
    • Heavy destruction throughout
    • Skinny leg 
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06602-0198

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Trendy Reversible Shacket

    Be the trendy member of your squad in this adorable cozy shacket! It has a reversible design, with a corduroy fabric on the exterior and a soft woven flannel fabric on the interior. The jacket features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, top buttoned pockets on the exterior, and lower front pockets on the interior. Layer this relaxed-fitting shacket over a knit mini dress and pair it with chunky sneaks.

    Fit & Features

    • Reversible style
    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets on the exterior
    • Lower front pockets on the interior
    • Corduroy and woven flannel fabrics with no stretch

    Style Number/Barcode: 06204-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paisley Chic High Waist Pants

    Show off your boho side with cute flared pants that are perf for festival season! The pants feature a paisley print, a high-rise waist, and a straight leg fit with a wide leg hem. The pants are composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.

    Shop Matching Crop Top: Paisley Chic Lace Up Crop Top

    Fit & Features

    • High rise waist
    • Paisley print
    • Straight leg
    • Wide leg hem
    • Smooth knit

    Style Number/Barcode: 06502-0624

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Wild Leopard Knit Vest

    Channel your wild side with a vest that can be layered over your favorite long sleeve tops. The vest features a trendy leopard print, a sleeveless V-neckline, and a ribbed hem. The vest is composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with combat boots.

    Fit & Features

    • Sleeveless V-neckline
    • Leopard print
    • Ribbed hem 
    • Knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1110

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute In Paisley Off-The-Shoulder Blouse

    You can never go wrong with this paisley blouse for any daytime outing. It features an off-the-shoulder neckline, puff long sleeves, and a cropped hem. The top is composed of lined chiffon fabric with no stretch. Pair with high-rise jeans.

    Fit & Features

    • Puff long sleeves
    • Off-the-shoulder neckline
    • Paisley pattern
    • Cropped hem
    • Lined chiffon fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1677

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flannel Weather Plaid Shacket

    It's officially flannel weather and this plaid shacket is just the ticket! It features cozy long sleeves with button cuffs, a collared neckline, button-flap pockets, and a button-down front. The shacket is composed of a soft-woven fabric with no stretch. Complete the look in skinny jeans.

    Fit & Features

    • Button cuffed long sleeves
    • Collared neckline
    • Button-flap pockets
    • Button-down front
    • Plaid pattern, soft-woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1272

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sun's Out Halter Button Mini Dress

    Sun's out, shoulders out! This halter mini dress is perfect for a sunny day out and about. It features a sleeveless bodice, collared neckline, a partial open-back, button-down front, and a bodycon silhouette on sweater rib-knit fabric. Complete the look in a dainty ring set. 

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, halter collared neckline
    • Partial open-back
    • Button-down front
    • Bodycon silhouette
    • Mini-length hem
    • Sweater rib-knit 
    • Runs true to size

    Style Number/Barcode: 06005-1463

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Breaking News Denim Slit Mini Skirt

    You'll make the headlines in this newspaper mini skirt! It features a high-rise waist, a flattering bodycon silhouette, and a slit accent along the fitted hem on rigid denim fabric with minimal stretch. Complete the look with a basic tee and crop jacket for a cute everyday style!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Newspaper print, rigid denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06601-0172

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Cool Slit Maxi Dress

    Stroll outside looking casually cool and cute in this basic maxi dress design with a sleeveless scoop neck with bungee spaghetti straps, a form-hugging silhouette, and a high-cut side slit. Complete the look in a crop denim jacket and sneakers.

    Fit & Features

    • Sleeveless scoop neck
    • Bungee spaghetti straps
    • Form-hugging
    • High-cut side slit
    • Maxi-length hem
    • Rib-knit fabric, lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4883

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • '90s Style Low-Rise Relaxed Fit Jeans

    Channel that trendy '90s vibe with these low-rise relaxed fit jeans! They feature a low-rise waist, front pockets, dual back pockets with buttoned flap designs, a '90-inspired straight-leg silhouette, and a relaxed fit. The medium-wash denim fabric features a color fade effect. Style these jeans with a corset top and clear mules for a casual-chic look to grab drinks!

    Fit & Features

    • Low-rise waist
    • Front pockets
    • Dual back pockets, buttoned flap designs
    • '90s style straight-leg silhouette, relaxed fit
    • Belt loops, button-front and hidden zipper closure
    • Medium-wash denim fabric, color fade effect, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0477

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Stylish And Classic Plaid Mini Dress

    This stylish mini dress features a classic plaid print and a bodycon silhouette in soft knit fabric. Its square neckline, spaghetti straps, and mini-length hem make it perfect for a trendy, dressy look for layering. Style with a chic moto jacket and boots for an evening out!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Plaid print, knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5411

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale