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.

  • Second Look Turtleneck Open Back Sweater

    This cozy crop sweater will make everyone do a double-take! Featuring slouchy long sleeves with ribbed cuffs, a turtle neckline, and a cute surplice open back design on a relaxed silhouette on ultra-soft knit fabric. Complete the look in a mini skirt and your favorite boots for a coffee date or pumpkin patch.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Turtle neckline
    • Surplice open back
    • Relaxed silhouette, cropped hem
    • Ultra-soft rib knit sweater fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1744

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Fun Paper Bag Shorts
    Keep your 'fit flirty and fun with these adorable paper bag shorts! They feature a high rise paper bag style waist, a tie front belt, front slanted pockets, and fitted shorts. The bottoms are composed of a shiny faux leather fabric with moderate stretch.

    Style Number/Barcode: 06403-0029

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glide By Lace Skater Dress

    Saunter into the room and steal the show in this lovely lace dress! Skater style features adjustable cross-back spaghetti straps, a seamed, scalloped lace sweetheart bodice, and a swingy, high-low skirt. Dress is fully lined, slips on, and is made from a woven lace-mesh material with a hint of stretch.

    Style Number/Barcode: 05101-8670

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Over The Knee Boots
    Channel your inner pop star with these over the knee denim boots! They feature a point toe, chunky block heel, a zipper closure, and a slouch effect. They are composed of a light washed denim. Definitely a fierce addition to your closet!

    Style Number/Barcode: 07402-0051

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tobi High Rise Mom Jeans

    Oasis by Eunina

    Indulge in the mom jean trend! Or is it a trend because we can live in mom jeans forevaaa. They feature a super high rise waist, the traditional five pocket and belt loop design, a front button and zipper closure, distressed detailing at the knees and upper thigh, and a relaxed fit. The light wash jeans are composed of a denim fabric with 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: 06602-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Doll It Up Open Back Ribbed Sweater

    Embrace a modern twist on knitwear with this double V-neck sweater. The deep V-neckline at the front and back offers a hint of allure, while the soft ribbed texture provides both warmth and a flattering fit that accentuates the waist. This long-sleeve sweater is a stylish choice for both casual and sophisticated looks. It's a versatile piece that pairs seamlessly with anything from denim to high-waist trousers, making it a must-have for your seasonal wardrobe.

    Fit & Features

    • Surplice neckline
    • Long dolman sleeves
    • Partially open back with bar strap accent
    • Banded crop hemline
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1761

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Moment Scoop Neck Mini Dress

    Create a sultry moment in a mini dress that slays! The dress features a sleeveless scoop neckline, a contrast piping detail at the waist, and a mini length silhouette. Complete your night out outfit like with hoop earrings and clear heels

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Contrast piping detail at the waist
    • Mini length silhouette
    • Form hugging knit fabric with a subtle sheen
    • Moderate stretch 

     

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-1338

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cutie Sherpa Knit Denim Jacket

    Layer up, bby! This denim jacket is perfect to chase those winter blues away. The jacket features a collared neckline, long sleeves, multi snap button front closure, two chest pockets, side pockets, soft to the touch sherpa hood, and a cozy sherpa knit lining. The jacket features a relaxed fit with minimal stretch. Style with a bodysuit and skinny leg jeans. 

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Two chest pockets
    • Multi-button down closure
    • Side pockets
    • Sherpa knit lining
    • Light wash denim fabric

    Style Number/Barcode: 06203-0096

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Cozy Oversized Chenille Sweater

    Channel cozy vibes in this must-have sweater! The sweater features a trendy turtle neck, long sleeves, a multi-button side seam accent. The sweater is composed of a soft to the touch chenille fabric that offers an oversized fit with a moderate stretch. 

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Multi-button closure at the side seams
    • Chenille fabric
    • Oversized fit 
    • Moderate stretch 

    Style Number/Barcode: 06005-0713

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Casual Criss-Cross Crop Top

    Keep it super casual in a top that is is too cozy to pass up! The top features a wide round neckline, long sleeves, and a cropped hem with criss-cross straps at the waist. The top is composed of a soft to the touch cashmere-like fabric that offers a relaxed fit with a moderate stretch. Complete look with leggings.

    Fit & Features

    • Round neckline
    • Long sleeves
    • Cropped hem
    • Criss-cross straps at the waist
    • Cashmere-like fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06001-2995

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Real Paperbag Tie Waist Shorts
    Stay ready for all the events on your social calendar with this pair of paperbag shorts! They're made in smooth faux leather with a flattering high waist fit and a waist tie. Tuck a bodysuit into them for an effortlessly chic vibe. 

    Fit & Features
    • Faux leather material
    • High waist fit
    • Waist tie
    • Fits true to size

    Style Number/Barcode: 06403-0162

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Chic Ribbed Knit Mini Dress

    Make a chic impression with a mini dress that gives off those effortlessly chic vibes! The dress features a sleeveless collared neckline, a button-down front, contrasting hued trim, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless collared neckline
    • Button-down front
    • Contrasting hued trim
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0990

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Camo Cutie Destructed Shacket

    Keep on trend with a shacket that brings a stylish edge! The jacket features a camo print, a collared neckline, long sleeves with a raw edge cuff, a multi-button down front, two chest pockets with button closure, heavy destruction throughout, and a raw edge hem. Complete look with a bodysuit and combat boots

    Fit & Features

    • Camo print
    • Collared neckline
    • Long sleeves, raw edge cuff
    • Multi-button down front
    • Two chest pockets with button closure
    • Heavy destruction, raw edge hem
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1006

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Locked In High Waist Ponte Pants

    Lock in a stylish look with flared pants that elevate your style! The pants feature a high-rise waist, a vertical seam that runs from waist to hem on each leg, and a straight leg with a flared hem. The pants are composed of a Ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a button-down blouse and mules

    Fit & Features

    • High rise waist
    • Vertical seam waist to hem
    • Straight leg 
    • Flared hem
    • Ponte-knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0676

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Faux Suede Over-The-Knee Boots

    These classic faux suede boots will be a chic staple this season! They feature an over-the-knee design, a round toe, a flat sole, a partial inner zipper closure, and a tie-back detail. Style these boots with your fave sweater dress.

    Fit & Features

    • Over-the-knee design
    • Round toe
    • Flat sole
    • Inner zipper closure
    • Tie-back detail
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0365

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Fierce Leopard Midi Skirt

    Your wardrobe can't be tamed with the addition of this leopard midi skirt ready for a night on the prowl! Show your wild side in this high-rise skirt featuring a back zipper closure, a curve-hugging silhouette, and a high-cut front slit, composed of crepe chiffon-lined woven fabric. Complete the look in a twist crop top and strappy heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Curve-hugging silhouette
    • High-cut front slit, midi-length hem
    • Leopard print
    • Crepe chiffon fabric, lined, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0467

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vivacious Vixen Snake Mini Skirt

    Strut like the vivacious vixen you are in this snake print mini skirt featuring a curve-flaunting design, high-rise waist, and front slit accent on stretchy jersey knit fabric. Complete the look in a long sleeve crop top and mules for dinner and drinks!

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Snake print
    • Stretchy jersey knit fabric
    • Fits true to size

    Style Number/Barcode: 06501-0746

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Move It To The Music Mini Dress

    Move it and groove it to the music in this sassy mini dress featuring a sleek, sleeveless, v-neck, spaghetti straps, open-back with lace-up detail, form-fitting silhouette, and a swirl print woven fabric. Complete the look in platform lucite heels.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Open-back, lace-up detail
    • Form-fitting
    • Mini-length hem
    • Swirl print, woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4522

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Posh Plaid Coat

    You'll look pretty and posh this winter season with your new fave faux wool coat! It features a lapel collar, long sleeves, faux front pockets, and a chic plaid pattern. Layer this coat over a basic bodysuit with a faux leather mini skirt.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Faux front pockets
    • Faux wool fabric, no stretch
    • Plaid pattern
    • Runs true to size

    Style Number/Barcode: 06201-0279

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Sleek Moves Over-The-Knee Stiletto Boots

    Make sleek moves in these chic over-the-knee stiletto boots! They feature a pointed toe, a thin stiletto heel, dual buckle accents at the ankle and knee, and an inner zipper closure. Style with a sweater dress and hoop earrings.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Stiletto heel
    • Dual buckle accents
    • Partial inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0850

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Boot Camp Denim Cargo Joggers

    Step up as a stylish cadet in these denim cargo joggers! The pants feature a flattering high-rise waist, side pockets, and lower cargo flap pockets with dual button closures, a jogger-style leg, and a pull strap along the cuff. Complete the look with the matching jacket for casual hangs or school! 

    Shop Matching Jacket: Fashion Boot Camp Denim Bomber Jacket

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure, belt loop accents
    • Side pockets, lower cargo flap pockets, dual button closures
    • Jogger-style leg
    • Pull tab straps along the cuff
    • Denim woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06302-0780

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swag in Shag Knit Cardigan

    Too cozy and cute in this adorable shaggy cardi! This ultra-soft cardigan features an open front with a single hook closure, a relaxed fit, and is composed of a knit fabric with shaggy accents. 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: 06005-0047

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Lace Up Booties
    Show up with all the right fall vibes! These ankle booties are designed with an almond toe, a medium height block heel, and an inner zipper at one side. Outer is designed with a lace up detail. Composed of a faux suede material.

    Style Number/Barcode: 07403-0105

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Fine In Floral Mesh Crop Top

    You'll be lookin' fine in fresh floral in this gorg mesh crop top! Pair with a bralette underneath for chic lewk bb!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Sheer mesh fabric | All over floral print
    • Plenty of stretch | Form hugging fit
    • Undergarment not included

    Style Number/Barcode: 06001-2636

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale