2026 Fall Outfit Trends

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.

  • Keep on Moving On Basic Sneakers

    Move on to the next big thing in these basic sneakers that keep it chic and casual. The sneakers feature a lace-up front, an almond toe, and a jelly insole detail. Complete look with biker shorts and an oversized tee. 

    Fit & Features

    • Lace-up front
    • Almond toe
    • Jelly insert within sole

     


    Please be advised that these sneakers run 1 size too small.

    Style Number/Barcode: 07407-0183

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On the Go Chunky Sneakers

    Throw on these sneakers for the girl on the go! The sneakers feature a lace-up front, pull tabs at the back, and a chunky platform sole. Complete your look with a tie dye matching separates to nail those casual vibes. 

    Fit & Features

    • Lace-up front
    • Almond toe
    • Pull tabs at the back 
    • Chunky platform sole
    • Faux leather material

    Style Number/Barcode: 07407-0181

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Trendy Pastel Chunky Sneakers

    Keep your look trendy with these of the moment pastel chunky sneakers! They feature a textured sole, lace-up front and pull tabs to easily put on. Pair these adorable sneaks with biker shorts for the perf athleisure vibe.

    Fit & Features

    • Round toe
    • Lace-up front
    • Textured sole
    • Pull tabs
    • Multi-colored

    Style Number/Barcode: 07407-0180

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rock My Soul Oversized Graphic Tee

    Give your everyday look an edgy vibe in this oversized graphic tee! It features a relaxed fit with a center eagle graphic with the script, "Rock My Soul Until Dawn." The cotton fabric offers moderate stretch. Pair this trendy tee with distressed mom jeans for an effortless, girly rocker look.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Oversized, relaxed fit
    • Center graphic
    • Cotton fabric with moderate stretch

    Style Number/Barcode: 06002-0648

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Trendy Moment Chunky Sneakers

    Have a major trendy moment in these cute chunky sneakers! They feature a lace-up front, a textured chunky sole, gold mesh material, and speckled detailing allover the sole. Pair these sneakers with some comfy biker shorts and an oversized graphic tee for an elevated everyday 'fit.

    Fit & Features

    • Round toe
    • Lace-up front
    • Gold mesh material
    • Holographic detail
    • Textured chunky sole with allover speckled detailing

    Style Number/Barcode: 07407-0184

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Getaway Duffel Bag

    Treat yourself to a getaway with the girls and pack all of your essentials in a glam duffel bag! Pair this bag with your fave faux fur coat and booties.

    Black Glitter Bag

    • Top zipper closure with top faux leather handles
    • Detachable adjustable shoulder strap
    • Zippered exterior pocket
    • Single zippered pocket and two pouches on the interior
    • Gold metal purse feet at the bottom
    • Exterior is composed of combination PU material and polyester backing
    • Woven nylon lining


    Holographic Bag

    • Top zipper closure with two handles
    • Detachable shoulder strap
    • Clear Holographic body
    • Gold metal purse feet at the bottom
    • PVC-like material

    Style Number/Barcode: 07203-0404

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Caged Below The Knee Stiletto Boots

    Give yourself a majorly chic look in these caged stiletto boots! They feature a below the knee fit with a detailed caged front design and a thin stiletto heel. Let these be the statement of your outfit by wearing them with a basic little black dress.

    Fit & Features

    • Under the knee fit
    • Open almond toe
    • Front caged design
    • Back zipper closure
    • Stiletto heel
    • Faux nubuck material

    Style Number/Barcode: 07402-0226

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On to the Next Chunky Sneakers

    Let these sneakers take on to the next stylish moment! The sneakers feature a lace-up front, an almond toe, and a two-tone design. Complete your look with an oversized tee and biker shorts.

    Fit & Features

    • Almond toe
    • Pull tabs at the back 
    • Two-tone design 
    • Lace-up front
    • Chunky textured sole

    Style Number/Barcode: 07407-0177

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Colorful Chunky Sneakers

    Level up your everyday look with these trendy colorful chunky sneakers! They feature a lace-up front, a textured sole and pull tabs to easily put on. Pair these adorable sneaks with high waist denim and a simple tee to elevate your basic 'fit.

    Fit & Features

    • Round toe
    • Lace-up front
    • Side zipper accent
    • Textured sole
    • Pull tabs
    • Multi-colored

    Style Number/Barcode: 07407-0176

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slip On Stretch Knit Sneakers

    Slip-on these sneakers to create a casually cute streetwear outfit with matching separates. The sneakers feature an easy slip-on design, a ribbed ankle, a stretch knit body, and a textured chunky sole. 

    Fit & Features

    • Slip-on design 
    • Ribbed ankle cuff
    • Stretch knit body
    • Almond toe
    • Textured chunky sole 

    Style Number/Barcode: 07407-0179

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Slip On Stretch Knit Sneakers

    Slip-on these sneakers to create a casually cute streetwear outfit with matching separates. The sneakers feature an easy slip-on design, a ribbed ankle, a stretch knit body, and a textured chunky sole.

    Fit & Features

    • Slip-on design
    • Ribbed ankle cuff
    • Stretch knit body
    • Almond toe
    • Textured chunky sole

    Style Number/Barcode: 07407-0178

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Sleeveless Ruched Mini Dress

    Create a sleek impression in this mini dress to stun on your next night out! The dress features a sleeveless square neckline, tank-like straps, ruched side seams, and a mini length silhouette. Complete look with a chunky statement necklace. 

    Fit & Features

    • Sleeveless square neckline
    • Tank straps
    • Ruched side seams
    • Smooth knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-1045

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Tie Front Plaid Skinny Pants

    Get a chic office-ready look in these adorable plaid skinny pants! They feature a flattering high rise waist with a V cut out in the front, a tie front detail, and a flattering, tapered fit. Pair these pants with strappy heels and you'll be a major boss babe.

    Fit & Features

    • High rise waist with front V cut out
    • Tie front
    • Skinny leg fit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06402-0264

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Chic Wrap Front Crop Top

    Wrap yourself in this simply chic crop top for the perfect everyday 'fit! It features a flattering V neckline and a wrap front with a side tie detail. The ribbed knit fabric provides plenty of stretch for comfortable wear. Pair this trendy basic with distressed denim for a go-to look.

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Wrap front with side tie detail
    • Cropped
    • Ribbed knit fabric with plenty of stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-2792

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Music To My Ears Drawstring Crop Top

    Bring the good vibes in this crop that will have you rocking your outfit! The crop top features a graphic that reads: "Rock Music" that is accented with angels wings and sweet roses. The crop features drawstrings at the sides to adjust as needed. Complete outfit with a plaid skirt and boots. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: "Rock Music"
    • Angel wings with roses graphic
    • Cropped hem 
    • Drawstring at each side
    • Jersey knit fabric, moderate stretch 

    Style Number/Barcode: 06002-0559

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy In Plaid Double Slit Mini Skirt

    Get a preppy, pretty look in this trendy plaid mini skirt! Featuring a form-hugging fit and double front slits, this skirt is perf for your next party. Simply add on an adorable crop top and strappy heels for a go-to look.

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Double front slits
    • Plaid woven fabric

    Style Number/Barcode: 06401-0254

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Plaid Perfection Skinny Pants

    Keep it posied in plaid pants that bring the chic factor to your outfits! The pants feature a high waist, a tie waist belt, a trendy plaid print, and a skinny leg fit with a tapered hem. Complete your look with a black top and mules. 

    Fit & Features 

    • High rise waist
    • Tie waist belt
    • Plaid print
    • Skinny leg fit
    • Tapered cuff

    Style Number/Barcode: 06402-0265

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zipped In Basics Cropped Jacket

    Zip up in this casually cute jacket that is perf for nailing those low-key vibes. The jacket features a zippered front, long sleeves with elastic cuffs, a hoodie, and a cropped hem with bungee drawstrings. Complete the look with a bodysuit, biker shorts, and combat boots.

    Fit & Features

    • Zippered front
    • Long sleeves with elastic cuffs
    • Hoodie
    • Cropped hem 
    • Bungee-cord drawstrings
    • Knit fabric with minimal stretch

    Style Number/Barcode: 06202-0119

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over-The-Knee Socks

    Add a touch of sexiness to your look with these classic over-the-knee socks! They hit right above the knee for a chic look. Pair them with your fave mini skirt and lace-up heeled booties.

    Fit & Features

    • Knit fabric
    • Hit right above the knee

    Style Number/Barcode: 07306-0064

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cutie Knit Jacket

    Zip up in this casually cute jacket for a quick coffee run! The jacket features a zippered front, a collared neckline, and a drawstring hem. The jacket is composed of a super soft brushed knit fabric that offers a relaxed fit. Complete the look with a basic tee and jeans.

    Fit & Features

    • Collared neckline
    • Zippered front
    • Long sleeves with elastic banded hems
    • Dual front pockets
    • Drawstring hem
    • Brushed knit fabric with moderate stretch
    • Relaxed fit 

    Style Number/Barcode: 06202-0118

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Mesh and Ruffled Lace Bodysuit

    Channel romance in a lacy bodysuit that brings the charm. The bodysuit features a plunging scoop neckline, ruffled shoulder straps, and a floral print bodice. Complete look with high waist jeans. 

    Fit & Features

    • Sleeveless scoop neckline
    • Drawstring accent at the center of the bodice
    • Ruffled shoulder straps 
    • Floral print 
    • Mesh and lace fabric
    • Form hugging fit

    Style Number/Barcode: 06001-2957

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playful Plaid Tie Waist Romper

    Keep it playful in a chic plaid romper for your next date night. The romper features a sleeveless V-neckline with spaghetti straps, a chic tie-waist belt, and fitted cheeky shorts. Complete your look with chunky sneakers. 

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Plaid print
    • Tie waist belt
    • Cheeky shorts
    • Lightweight woven fabric
    • Form hugging fit

    Style Number/Barcode: 06403-0132

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Tie Dye Moment Crew Neck Sweater

    Have a major tie dye moment in this trendy crew neck sweater! It features an overall relaxed, comfortable fit with a wrap back detail. The lightweight knit fabric is perf for transitioning into the fall season. Pair with denim and some chic white booties for an elevated look.

    Fit & Features

    •  Crew neckline
    • Long sleeves
    • Wrap back detail
    • Lightweight knit fabric
    • Allover tie dye print

    Style Number/Barcode: 06005-0874

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Collared Cropped Cardigan

    Amp up your everyday style with this trendy collared cropped cardigan! It features an overall form-hugging fit and a ribbed sweater knit fabric for comfort. Pair this adorable top with biker shorts for the perf back to school 'fit.

    Fit & Features

    • Collared
    • V neckline
    • Button-down front
    • Long fitted sleeves
    • Cropped
    • Ribbed sweater knit fabric

    Style Number/Barcode: 06005-0873

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance