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.

  • Luxe Glitz Faux Patent Leather Heels

    Bring that luxe glitz with heels that take your look to the next level! The heels feature a closed-back, an adjustable ankle strap, a chunky chain link with rhinestones, an open square toe with a strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a bustier and mini skirt.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Chunky chain link
    • Rhinestone
    • Open square toe, strap over the toe
    • Block heel
    • Faux patent leather material, runs true to size

    Style Number/Barcode: 07401-3082

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timelessly Chic Plaid Blanket Scarf

    Keep it timelessly chic with a scarf to add that cozy touch to your outfit. The scarf features a plaid print and an oversized blanket style. Complete look with a bodysuit and ankle booties.

    Fit & Features

    • Plaid print 
    • Oversized blanket style 
    • Brushed knit fabric 

    Style Number/Barcode: 07305-0318

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddly Cute Sherpa Bucket Hat

    Look cuddly and cute in this faux sherpa bucket hat perf for cold days! Complete the look in a comfy jacket.

    Fit & Features

    • Faux sherpa material
    • Traditional bucket hat design

    Style Number/Barcode: 07302-0510

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rugged Chic Lug Sole Boots

    Give your fit' a rugged and chic look in these lug sole boots! Featuring a round toe, zipper closure, below the knee length on PU material. Complete the look in an edgy jacket for a casual day out.

    Fit & Features

    • Round toe
    • Luge sole
    • Zipper closure
    • Below the knee length
    • Pu material
    • Runs true to size

    Style Number/Barcode: 07402-0787

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $53.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Places High Rise Flare Denim Jeans

    Wear these denim jeans to new places! They feature a flattering, high-rise waist and form-fitting hips, distressed knee accents, and a flared hem on vintage-inspired medium wash non-stretch denim fabric. Complete your trendy look in a bodysuit.

    Fit & Features

    • High-rise waist
    • Form-fitting hips
    • Distressed knee accents, flared hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash non-stretch denim
    • Fits true to size

    Style Number/Barcode: 06602-0388

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fab Marble Print Mesh Mini Dress

    Oh so fab, you'll turn heads in this alluring marble print mesh mini dress. It features a sleeveless cowl neckline, adjustable spaghetti straps to customize the fit, a mini-length hem with a cute lettuce-edge trim, and a bodycon silhouette that will hug your natural curves. The airy sheer mesh fabric includes a full knit lining and features an all-over marble print pattern. Style with lace-up heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Mini-length hem, lettuce-edge trim
    • Bodycon silhouette
    • Marble print
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5509

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Varisty Babe Graphic Tunic

    Level up your look to varsity status with this adorable tunic! It features a crew neckline, short fitted sleeves, a center football helmet graphic with a script that reads "New Season," dual waist cutouts with a center O-ring cutout accent, and a short, form-hugging fit. Style with a cute shacket and sneakers.

    Fit & Features

    • Crew neckline, short sleeves
    • Football helmet graphic
    • Script that reads "New Season"
    • Dual waist cutouts, center O-ring cutout
    • Short, form-fitting silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1350

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Florals Mesh Crop Bustier

    This fall calls for this sweet floral mesh bustier you'll adore styling with your fave denim! It features an off-the-shoulder neckline with short sleeve cuffs, a ruched bust with padded cups, and a hidden front hook and eye closures leading to the cropped hem. Complete the look in new jeans for a pumpkin patch!

    Fit & Features

    • Off-the-shoulder neckline
    • Ruched bust, padded cups
    • Short sleeve cuffs
    • Hidden front hook and eye closures
    • Cropped hem
    • Floral mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4412

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glisten Girl Rhinestone Pom Beanie

    Glisten, girl, wherever you go in this rhinestone beanie featuring a faux fur tonal pom, ribbed-knit design, and a cuffed hem. Complete the look in a cozy jacket.

    Fit & Features

    • Rhinestone embellishments
    • Faux fur tonal pom
    • Ribbed-knit design
    • Cuffed hem

    Style Number/Barcode: 07302-0950

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Walk Houndstooth Plaid Blazer

    Walk down the city streets to your favorite coffee shop in this trendy blazer! It features a lapel collar, long sleeves, a long line fitted silhouette, and a plaid houndstooth pattern. The knit fabric offers a moderate stretch. Layer over a sweater dress with ankle booties.

    Fit & Features

    • Lapel collar
    • Long fitted sleeves
    • Front pockets
    • Long line fitted silhouette
    • Plaid houndstooth pattern
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0341

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lowkey Style Cargo Mini Skirt

    Keep your style lowkey edgy and cool in this woven mini skirt for those casual days! It features a flattering high-rise waist, back zipper closure, bodycon silhouette, and trendy side flap pockets along the fitted hem. Complete the look in a basic short sleeve tee and sneakers.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Side flap pockets
    • Mini-length fitted hem
    • Twill-like woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0588

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dare To Be Bold Faux Leather Over-The-Knee Boots

    Dare to be bold with these sleek faux leather over-the-knee boots that are sure to create a fiery 'fit. They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off styling, and a stiletto heel. Pair these faux leather boots with an LBD and gold jewelry for a cool night-out vibe.

    Fit & Features

    • Over-the-knee height, back slit
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0966

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Perfection Open Back Sweater Top

    Simple from the front and perfection on the back! This sweater top features fitted long sleeves, a mock neckline, a cropped hem, and a trendy open back with a twist design on stretchy rib knit fabric. Complete the look in a sleek midi skirt for a dinner date and coffee!

    Fit & Features

    • Fitted long sleeves
    • Mock neckline
    • Cropped hem
    • Open back, twist design
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1756

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Dainty Layered Circle Charm Necklace

    This dainty necklace features two interlocking circle charms and a lobster clasp closure on a layered chain link, making it an exquisite addition to any jewelry collection. Complete the look in a cute sweater and jeans!

    Fit & Features

    • Dainty layered chain link
    • Interlocking circle charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-1643

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Best Match Plaid Slit Mini Skirt

    From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt! It features a high-rise waist, a bodycon silhouette, and a flirty slit accent. The soft woven fabric features a trendy all-over plaid print pattern. Complete the look with the matching cozy shacket and knee-high boots.

    Shop Matching Top: Best Match Plaid Longline Shacket

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Slit accent 
    • Mini-length hem
    • Plaid pattern, soft woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0620

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckled In Sleeveless Mini Dress

    Ready to take this sultry mini for a ride? We thought so! Dress features all-over ribbing and a sleeveless bodice with scoop neck and buckle-detailed shoulder straps. Dress is made from a soft, densely woven material with plenty of stretch.

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

    Style Number/Barcode: 06005-0112

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go With It Ribbed Knit Crop Top

    Go with those casual vibes with a top that is perf for nailing those casual fits! The top features a crew neckline, long sleeves, a lower back tie-back accent, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and chunky sneakers

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Lower-back tie back accent
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1013

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Girl Satin Curved Wire Top

    In the words of Meg herself - you a hot girl! So dress like one with this satin top that features a plunging neckline and underwire cups. It has an exposed back zipper closure and is fully lined with a knit fabric. Garment has no stretch.

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0154

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid Rise Skinny Jeans

    Keep it cute and simple with a pair of staple skinny jeans! This pair hits mid waist, has two traditional pockets, and belt loops. They have a slightly destructed detail at one knee and lead down to a skinny tapered hem. They offer a form fit and moderate stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0021

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layered Cutie Cable Knit Cardigan

    Layer up in this essential cardigan! It features a drape open front, long sleeves and ribbed hem. The all over cable knit fabric offers a cozy oversized fit with a moderate stretch and a soft to the touch feel.

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

    Style Number/Barcode: 06005-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Statement Moto Jacket

     Girl, make a major sleek statement in this oh so trendy moto jacket!

    Fit & Features

    • Collar with stud detailing
    • Long sleeves with zippered accents
    • Asymmetric zippered faux pocket
    • Two vertical zippered pockets
    • Complete zip front
    • PVC fabric | Woven lining

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

    Style Number/Barcode: 06204-0466

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

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

    Cozy and casual will be your go-to vibe in this adorable sherpa denim jacket! It features a faux sherpa lined collar with a complete button-down front and a relaxed fit. Pair this jacket with black high rise skinny jeans for an effortless edgy look.

    Fit & Features

    • Faux sherpa lined collar
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets
    • Front pockets
    • Denim fabric with no stretch

    Style Number/Barcode: 06203-0106

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Edgy High Low Cropped Denim Jacket

    Keep it casually edgy with a denim jacket that you can layer over your edgy looks! The jacket features a collared neckline, two chest pockets, a snap button front, long sleeves, and a high-low hem with frayed trim. Complete look with a crop top and high waist jeans.

    Fit & Features 

    • Collared neckline
    • Two chest pockets
    • Multi snap button front
    • Long sleeves
    • High low hem, frayed trim
    • Denim fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06203-0169

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance