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.

  • Totally Fab Faux Leather Pants

    Elevate your looks with these fab sleek faux leather pants! They feature a high-rise fitted waist, a back zipper closure, and a trendy wide-leg silhouette. Style with a cropped corset top and hoop earrings.

    Fit & Features

    • High-rise fitted waist
    • Back zipper closure
    • Wide-leg silhouette
    • Smooth faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0470

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty And Chic Plaid Romper

    Showcase your flirty side in a chic plaid romper that is perf for fall. It features a sleeveless V-neckline with a twist-front design, spaghetti straps, a keyhole cutout below the bust, a high waist, and flowy shorts. Style this romper with cute booties.

    Fit & Features

    • Sleeveless V-neckline
    • Twist-front
    • Spaghetti straps
    • Keyhole cutout
    • High waist, flowy shorts
    • Knit fabric, moderate stretch, plaid print
    • Runs true to size

    Style Number/Barcode: 06503-0429

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Motor City Chain Trim Graphic Tee

    Create an edgy-glam look perf for concerts with this embellished graphic tee! It features a crew neckline with a V-cut design with layered chain trims and safety pin accents, short sleeves, a front motorcycle and wings graphic with the script "Motor City," a raw-cut cropped hem, and a relaxed fit. The cotton-blend fabric offers a moderate stretch. Style with distressed denim shorts and cowboy boots.

    Fit & Features

    • Crew neckline, V-cut design
    • Layered chain trims, safety pins
    • Short sleeves
    • Motorcycle and wings graphic, script that reads, "Motor City"
    • Raw-cut cropped hem, relaxed fit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1566

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That's A Wrap Cropped Sweater

    Wrap it up in this wardrobe essential that can be dressed up or down. This cropped sweater top is designed with a wrap styling and side tie closure. Its medium-weight, rib knit fabric is ideal for all seasons and has plenty of stretch. Pair with jeans or statement bottoms for an eye-catching look.

    Model is 5'6" with a 33" bust, 24" waist, and 33" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0021

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't You Want Me Dress

    They're gonna want you AND your dress! This tank dress features adjustable shoulder straps with a back tie closure and ruched sides. It's structured with a bodycon fit and hits at the mid-thigh. Fully lined and made of a comfy, textured jersey knit fabric for dressing up or down.

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

    Style Number/Barcode: 05102-0258

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lightweight Knit Crop Pullover
    This pullover features a v neckline, long sleeves that are dolman style sleeves, and a cropped hem that rises up at the center front. Top is composed of a knit material adorned with glitter that offers a light weight material that offers moderate stretch.

    Style Number/Barcode: 06005-0099

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake A Look Booties
    Have them all take a second look at you in these trendy booties! They feature an around the ankle fit, elastic gorring at the sides, a pointy toe and block heel. Booties are composed of a faux leather material featuring a trendy animal print.

    Style Number/Barcode: 07403-0205

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dotted Devotion Belted Long Duster

    We're simply devoted to this cute duster! Layer this duster with your basic top and skinny jeans for a casually put-together look for brunch! The duster features a trendy swiss dot design, long sleeves and a belted waist with loops.

    Fit & Features

    • Draped open front
    • Swiss dot pattern
    • Belt with loops
    • Long sleeves
    • Flowy long length 

     

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

    Style Number/Barcode: 06204-0572

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kailey High Rise Bermuda Shorts

    Oasis by Eunina

    Channel chic vibes in shorts that are anything but basic! The shorts feature a high rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, and a Bermuda length. Complete look with a sleek bodysuit and strappy sandals

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design
    • Bermuda length with fringed hem
    • Light-medium acid wash
    • Form hugging fit
    • Moderate stretch 

     

    Style Number/Barcode: 06603-0144

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy In Plaid Belted Coat

    Look pretty and preppy in this adorable plaid belted coat! It features a lapel collar, double button-down detailing, and a tie front belt to cinch your waist. The allover plaid print will give you a classic-chic vibe. Wear this coat with a chunky knit beanie for a cute winter night out look.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Double button-down detailing
    • Tie front belt
    • Faux front pocket
    • Mid-length hem
    • Thick woven fabric with an allover plaid print

    Style Number/Barcode: 06201-0190

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sporty-Chic Knit Mini Dress

    Get a sporty-chic style with this adorable knit mini dress. It features a collared V-neckline with a zip-front, short sleeves, and a mini-length, curve-hugging silhouette. The lined knit fabric offers plenty of stretch. Complete the look with trendy mules.

    Fit & Features

    • Collared V-neckline, zip-front
    • Short sleeves
    • Mini-length hem
    • Form-hugging fit
    • Lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4152

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Little Bit Of Everything Hoops Multipack

    Rock a pair of hoops for your glam and basic moods! This multipack features three pairs of hoops that feature a filigree design, a basic flat metal, and a glitter embellished design. Complete look with a romper and hoops for a brunch-ready look! 

    Fit & Features

    • Pack includes three pairs of hoops
    • Filigree 
    • Basic 
    • Glitter
    • Omega back closure 

     

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

    Style Number/Barcode: 07001-0715

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zip Front Faux Leather Skirt

    A zip front faux leather skirt is necessary to amp up your wardrobe! Dress up for a night out with the squad while keeping it chic in this skirt. Style this high waist skirt with a pop of animal print and sleek stiletto heels. The skirt features a center zippered front, a short fitted look, and composed of faux leather fabric. 

    Fits & Features

    • High rise fit
    • Complete zip front
    • Pleated details
    • Short, fitted look
    • Faux leather composition
    • Moderate stretch, form-hugging Style

     

    Black Skirt: Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Red Skirt: Model is 5'9" with a 31.5" bust,  24.5" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06401-1458

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Fab Stiletto Heels

    Clearly these faux leather heels are a fab style choice. They feature an open square-shaped toe, a clear toe strap, a clear adjustable ankle strap, and a sleek stiletto heel. Pair these stilettos with a sleek clutch.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC toe strap
    • Thin adjustable PVC ankle strap, buckle detail
    • Thin PVC heel strap
    • Stiletto heel
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07401-3848

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take The Lead Ruched Snake Bustier

    Take the lead in a bustier that is a major trendsetter, babe! The bustier features a snake print, a sweetheart neckline, a hook and eye front closure, sheer ruched long sleeves, and a cropped hem. The bustier is composed of a lined mesh fabric that offers a form-hugging fit with a slight stretch. Complete look with liquid leggings and mules

    Fit & Features

    • Snake print
    • Sweetheart neckline
    • Hook and eye front closure
    • Ruching
    • Lined mesh fabric 
    • Form-hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3883

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Pleated Mesh Faux Leather Belted Mini Dress

    This chic pleated mesh belted mini dress will elevate your fall style! It features a ruffled mock neckline, long sheer balloon-style sleeves with cinched hems, a high waist seam with a tie-front faux leather belt, ruching down the side seams, and a short, form-hugging silhouette with a ruffled hem. Style with knee-high boots and a crossbody purse.

    Fit & Features

    • Ruffled mock neckline
    • Long sheer balloon sleeves, cinched ruffled hems
    • Back zipper, hook and eye closure
    • High waist seam, tie-front faux leather belt
    • Ruching down the side seams
    • Mini-length form-hugging fit, ruffled hem
    • Sheer pleated mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1793

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Groove Swirl Mock Neck Sweater

    You and this cozy sweater will groove together all season long! It features long sleeves with ribbed cuffs, a mock neckline, a swirl pattern, and a relaxed fit on soft purl knit fabric. Complete the look in jeans and booties.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Mock neckline
    • Swirl pattern
    • Relaxed fit
    • Soft and comfortable
    • Purl knit design, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1553

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Posh Tweed Mini Skirt

    Pretty and posh, create an iconic look with this tweed mini skirt! It features a high-rise waist with a back zipper closure, a mini-length hem, and a form-hugging fit. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching bustier top!

    Shop Matching Top: Pretty And Posh Tweed Bustier Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Mini-length hem
    • Form-hugging fit
    • Plaid pattern, tweed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0834

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunset Ombre Stripe Tie Back Crop Sweater

    You'll be a gorgeous sunset view in this ombre striped sweater! The top features fitted long sleeves, a crew neckline, a form-hugging fit, a cropped hem, and a sassy tie-back design on fuzzy and soft rib knit wool-blend sweater fabric. Complete the look in sleek faux leather pants for a dinner and movie!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Form-hugging fit
    • Crop hem, tie-back design
    • Ombre striped pattern
    • Fuzzy sweater knit wool-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1745

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catch My Drift Over-The-Knee Lug Boots

    Let everyone catch your edgy drift in these over-the-knee lug boots! They feature a round toe, inner zipper closure, a sturdy lug sole and heel, and a top tie-back design on micro faux suede material. Complete the look in a cool moto jacket for an evening in the city!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole and heel
    • Over-the-knee shaft height
    • Top tie-back design
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0936

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Strut Faux Leather Fitted Knee-High Boots

    Show off a sleek strut in these trendy faux leather knee-high boots. They feature a chic fitted knee-high design with an inner zipper closure for easy on-and-off styling, a curved square-shaped toe, and a block heel. Pair these boots with an oversized blazer.

    Fit & Features

    • Fitted knee-high design
    • Curved square toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0929

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Stunner Faux Suede Dress

    Lead your squad with this stylish stunner of a dress! It features a sleeveless bodice, spaghetti straps, a V neckline, a square back with a hidden zipper closure, and a mid-length, form hugging fit. The dress is composed of a smooth faux suede fabric that offers moderate stretch.

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

    Style Number/Barcode: 05102-0199

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual And Cozy Hooded Denim Jacket

    Keep it casual and cozy in this adorable light wash denim jacket! It features a faux sherpa lined hood with a removable faux fur trim. Layer this trendy jacket ove a midi dress and pair it with chunky sneaks for a cute look you can wear to hang with the girls.

    Fit & Features

    • Faux sherpa lined hood
    • Removable faux fur trim
    • Long sleeves with buttons to cuff
    • Complete button-down front
    • Top buttoned pocket
    • Denim fabric with faux sherpa lining

    Style Number/Barcode: 06203-0104

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Extra Large Sleek Hoops

    These extra large hoop earrings are a must-have for your jewelry collection. With their sleek finish, they add the perfect amount of glam to any outfit. The omega closure is great for easy wear. Accessorize with them for a day date with your bae! Pair with a basic tee and your favorite mom jeans to elevate the look.

    Fit & Features

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-0111

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free