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 Over Ruffled Skater Dress

    Get an adorable all over ruffled look in this pretty little skater dress. It features long sleeves with elastic banded ruffle cuffs, a deep V neckline with a ruffle trim, a hidden back zipper and hook and eye closure, ruffle tiered detailing, and a flowy skater skirt. The dress is composed of a linen fabric with no stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05102-0321

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Things Femme Faux Suede Booties

    Keep it femme and romantic with a touch of edge when you style these point toe booties with your cut off denim!

    • Ankle fit
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Silver hardware
    • Faux suede

    Style Number/Barcode: 07403-0236

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Buckle Denim Mini Skirt

    Buckle down in a cute denim skirt to create those effortlessly casual vibes! Step out for coffee with the bestie in this skirt that features a high rise waist, a double buckle detail, a mini side slit and composed of light wash denim. Complete your look with a crop top and sneakers.

    Fit & Features

    • High rise waist
    • Double buckle accent
    • Mini side slit
    • Light wash denim fabric 
    • Form hugging fit 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small. 

     

    Style Number/Barcode: 06601-0033

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Your Move Velvet Bodycon Party Dress

    Make your move tonight in this luxe velvet party dress! It features a sleeveless V-neckline, spaghetti straps, a flattering bodycon silhouette, and a pleated side seam that creates the faux wrap mini-length hem. Complete the look in lace-up heels for a dressy celebration!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Pleated side seam
    • Bodycon silhouette
    • Faux wrap mini-length hem
    • Soft velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2547

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise It Up High Rise Skinny Jeans

    Elevate your style with these skinny jeans to create edgy and glam outfits. The jeans feature a high rise waist, moderate destruction, and a skinny leg fit with a tapered hem, Complete your look with a ribbed sweater and ankle booties

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket and belt loop design
    • Moderate destructed detailing 
    • Skinny leg fit with a tapered hem
    • Medium wash denim fabric 
    • Form-hugging fit

    Style Number/Barcode: 06602-0194

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Button Detail High Waist Shorts

    Style up these chic button detail shorts as you transition into the fall season! They feature a high-rise waist, faux button accents down the front, and a form-hugging fit. Style with a bodysuit and clear mules.

    Fit & Features

    • High-rise waist
    • Faux button details
    • Form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1002

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • True Colors Snake Print Scrunchie

    Show your devious side with this sly, tan scrunchie! The hair tie has a classic scrunchie design paired with a faux scarf tie for the perfect wrap appearance. The hair tie features a smooth bunched fabric that has a trendy snake print you can't live without!

    Style Number/Barcode: 07006-0885

    Category Name: 2026 Fall Outfit Trends

    Price: $8.87 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slashed Rock N' Roll Tee Shirt

    Bring the edge in this slashed tee! The tee features a crew neckline, short sleeves, and a graphic that reads: "Rock N' Roll" with a motorcycle graphic. Complete your look with a high waist skirt

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: "Rock N' Roll" with motorcycle 
    • Cropped hem 
    • Cotton knit fabric
    • Form hugging fit 

    Style Number/Barcode: 06002-0474

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Glam Button Down Mini Dress
    Channel that effortless glam with a mini dress that stuns! The dress features a collared neckline, a button-down front, long sleeves, shoulder pads, and a mini-length silhouette. The dress is composed of a slinky lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and sleek hoops.

    Fit & Features

    • Collared neckline
    • Button-down front
    • Long sleeves
    • Shoulder pads
    • Mini length silhouette
    • Lurex-knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4264

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fringe Benefits Oversized Denim Jacket

    Not just a denim jacket—this one enters the chat with a vibe! With an oversized fit and fringe that moves when you do, it’s made for festivals, photo ops, and showing up unannounced. 

    Fit & Features

    • Denim cotton fabric
    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front closures
    • Oversized fit, front pockets
    • Fringe trim across front and back
    • Runs true to size

    Style Number/Barcode: 06203-000009

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rebel Chic Faux Fur Moto Jacket

    Bring the edge this season in this faux fur jacket. It features a collared neckline, long sleeves, an asymmetrical front zipper, side pockets, and a cropped hem. This jacket is composed of lined faux fur fabric and has a form-hugging fit. Complete the look with a bodysuit.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Asymmetrical front zipper
    • Zippered side pockets
    • Cropped hem
    • Lined faux fur fabric, form-hugging fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0248

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Basic Crew Knit Top

    Roll with the basic crew in this top that keeps it casual! The top features a crew neckline, long sleeves, and a cropped hem. The top is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with plaid pants and combat boots

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3835

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Motorcycle Babe Graphic Crop Tee

    Ride like a babe wearing this graphic crop tee! It features short sleeves, a crew neck with a slit and safety pins, and a front script that reads "Classic American Motorcycles" on stretchy jersey knit fabric. Complete your edgy look in distressed denim jeans.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Slit with safety pins
    • Front graphic script reads "Classic American Motorcycles"
    • Cropped hem
    • Stretchy jersey knit
    • Runs true to size

    Style Number/Barcode: 06002-1442

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning In Lace Cami Top

    Slip on this silky cami to create a simply gorgeous look! The top features a V neckline with an unlined lace trim, narrow shoulder straps and a racer back. Top is composed of a silk-like fabric that offers a relaxed fit with minimal stretch. 

    Style Number/Barcode: 06003-0144

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Got Edge Faux Leather Chain Belt

    She's got edge, she'z a ride or die, and the belt is a tell all! Get those edgy vibes going when you pair with a cropped graphic tee, and high waist jean shorts!

    • Faux leather
    • Swag chain design
    • Adjustable pin buckle closure

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.  

    Style Number/Barcode: 07301-0126

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Right Path Wide-Leg Trouser Pants

    You'll be going down the right fashionable path in these high-rise trouser pants featuring side pockets, front pleated seams, and a chic wide-leg silhouette on smooth woven lined fabric. Complete the look in a bustier and blazer.

    Fit & Features

    • High-rise waist
    • Hidden front zipper and hook-eye closure
    • Side pockets
    • Front pleated seams
    • Wide-leg silhouette
    • Smooth woven-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0538

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute In Checkered Faux Sherpa Jacket

    Achieve a cute streetwear style layering on this checkered hoodie jacket featuring long sleeves, an open-front design, hidden side pockets, oversized silhouette, crafted on faux sherpa-lined fabric. Complete the look in edgy booties.

    Fit & Features

    • Long sleeves
    • Hoodie neckline
    • Open-front design
    • Hidden lined side pockets
    • Oversized silhouette
    • Checker pattern, faux sherpa fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0360

    Category Name: 2026 Fall Outfit Trends

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moving On Faux Leather Lucite Booties

    Move on from basic to chic in booties that elevate your looks! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a narrow lucite block heel. Complete your look with high waist jeans and an oversized sweater

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Narrow lucite block heel
    • Faux leather material

    Style Number/Barcode: 07403-0311

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling So Extra Filigree Large Hoops

    Feel so extra in these hoops that bring the drama. The hoops feature an extra-large hoop and a filigree design. Complete your outfit with a cute bustier and high waist pants

    Fit & Features

    • Extra-large hoops
    • Filigree design 

     

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

    Style Number/Barcode: 07001-0390

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Basic Biker Shorts

    Keep it basic with shorts that are perfect for creating a chic streetwear outfit for your next outing. The biker shorts feature a high rise waist and a mid-thigh length. Complete your basic outfit with the matching crew neck tee, layered dainty necklaces, and chunky dad sneakers

    Shop Matching Tee: Feeling Basic Crew Neck Tee

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Smooth knit fabric
    • Moderate stretch 
    • Matching tee sold separately 

     

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

    Style Number/Barcode: 06503-0157

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool Girl Chic Striped Faux Leather Jacket

    Hop on the style train with the cool girl chic striped faux leather jacket. Rock those stripes and studded collar, zip up, and flaunt the fitted cropped hem. It's your new go-to vibe!

    Fit & Features

    • Faux leather fabric with smooth woven lining, no stretch
    • Striped design down the shoulders and sleeves
    • Standing collar neckline with studded detailing and button closure
    • Zip-front
    • Dual zippered lined pockets, back buckle and button strap detailing
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1924

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • New In Town Mid-Rise Distressed Crop Skinny Jeans

    Make a stylish first impression in these must-have cropped skinny jeans. They feature a mid-rise waist, a skinny-leg fit, distressed accents, and a color fade effect for the perfect worn-in fit and feel. The denim fabric offers a moderate stretch for comfortable wear. Complete the look in an oversized blazer and sparkly earrings.

    Fit & Features

    • Mid-rise waist
    • Five-pocket and belt loop design
    • Front button and zipper closure
    • Skinny-leg fit, cropped hem
    • Distressed detailing
    • Denim fabric, color fade effect, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06602-0281

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Things Up Wrap Mini Skirt

    Shake your everyday look by adding a statement snake print to your neutral palette! 

    Fits & Features

    • High Rise, Elastic Waist
    • Decorative Side Tie
    • Asymmetrical Wrap Front 
    • Form-Hugging Fit 
    • Knit Fabric With All Over Snake Print 
    • Moderate Stretch

    Style Number/Barcode: 06501-0180

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Babe Zip-Front Jumpsuit

    Hey babe, showcase those trendy retro vibes in this stylish denim jumpsuit! It features a sleeveless square neckline, a zip-front detail, tank shoulder straps, a flattering high waist, and fitted pant legs with a flared hem. Complete the outfit with sleek hoop earrings and cute sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Zip-front detail
    • Tank shoulder straps
    • High waist
    • Fitted pant legs, flared hem
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0285

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale