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.

  • Edgy Chic Bomber Jacket

    Keep it edgy-chic in this padded jacket to layer with all your fab outfits this season. The jacket features a ribbed collared neckline, a center zippered front, long sleeves, a zippered pocket on the left sleeve, and side pockets with snap button closures. The jacket adds a pop of color with a contrast lining. The padded jacket is composed of a brushed cargo-like fabric that offers a relaxed fit with a slight stretch. Complete look with a beanie

    Fit & Features

    • Ribbed collared neckline
    • Zippered center front
    • Long sleeves with ribbed cuff
    • Zippered pocket on the left sleeve
    • Side pockets with snap button closures
    • Contrast-colored lining
    • Brushed cargo-like fabric, relaxed fit, slight stretch 

    Style Number/Barcode: 06204-0715

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab Steps Pointed Toe Sock Booties

    Step out in these fab sock booties on your coffee run or going into the office! They feature a pointed toe, block heel, and a knit compression ankle. Style with trousers.

    Fit & Features

    • Pointed toe
    • Block heel
    • Knit compression ankle
    • Faux suede
    • Runs true to size

    Style Number/Barcode: 07403-1330

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Layers Flannel Shacket

    Bring on the trendy layers with this cozy flannel shacket! It features a collared neckline, long sleeves, a complete button-down front, chest pockets, and a cropped, relaxed fit. The woven fabric has an all-over plaid pattern for the perfect fall vibes. Style this shacket with a basic tee and denim.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Button-down front
    • Two chest pockets
    • Cropped, relaxed fit
    • Woven fabric, no stretch, plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1255

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Cowgirl Bralette

    Embrace your country roots in glam fashion in this cowgirl bralette! It features a sweetheart neckline, adjustable spaghetti straps, rhinestone fringe and embellishments, lightly padded cups, and back hook-eye closures. Complete the look in a panama hat and mini skirt.

    Fit & Features

    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Rhinestone fringe and embellishments
    • Lightly padded cups
    • Back hook-eye closures
    • Seamless knit design
    • Runs true to size

    Style Number/Barcode: 06001-4431

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Impressions Six-Pack Ring Set

    Make a glam impression accessorizing with this ring set featuring six styles each with various designs, colored stones, and rhinestone accents. Complete the look in chic earrings.

    Fit & Features

    • Six-pack ring set
    • Various design
    • Colored stones
    • Rhinestone accents

    Style Number/Barcode: 07004-0306

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In My Feels Fuzzy Sweater

    Catch this fuzzy sweater, not feels this season! It features a V neckline, long sleeves and a rounded high-low hemline. Sweater is composed of a soft to the touch knit fabric that offers a relaxed fit with a moderate stretch.

     

    Style Number/Barcode: 06001-2034

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Untamed Chic Faux Leather Cropped Moto Jacket

    The faux leather cropped moto jacket features a lapel collar, a zippered front closure, long sleeves with a buckled cuff accent, and a belted cropped hem with a double buckle design. Complete look with high waist jeans. 

    Fit & Features

    • Faux leather fabric with woven lining, no stretch
    • Lapel collar
    • Zipper front closure
    • Long sleeves, buttoned shoulder straps, buckle cuff accent
    • Belted cropped hem, double buckle design
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1918

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Falling For You Velvet Burnout Mini Dress

    You'll totally fall for the chic details of this trendy mini dress. It features a sleeveless cowl neckline, spaghetti straps, and a short, fitted silhouette. The sheer knit fabric includes a full lining and has an all-over velvet burnout floral pattern. Style this dress with a faux leather jacket and mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Mini-length, form-fitting silhouette
    • Sheer knit fabric, full knit lining, moderate stretch
    • Velvet burnout floral pattern
    • Runs true to size

    Style Number/Barcode: 05101-1201

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevate the Game Denim Slit Midi Skirt

    Elevate your style game with this denim midi dress to bring those classic 90s babe vibes! It features a flattering high-rise waist, a hip-hugging fit, a center-front high slit, and a midi-length hem. The jean skirt is composed of a premium rigid dark wash denim fabric with no stretch. Complete the look with sleek booties.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Center-front high slit, midi-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium rigid dark wash denim, no stretch
    • Runs true to size

    Style Number/Barcode: 06601-0082

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunday Funday Faux Suede Heel

    Take some time this weekend for a Sunday fun-day because girl we know you deserve it! And really whether it's Sunday, or not, these booties feel good any day of the week!

    • Point toe
    • Skinny square heel
    • Faux suede
    • Side zipper
    • Ankle fit
    • Soft knit inner lining

    Style Number/Barcode: 07403-0128

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • You're The One Bodycon Midi Dress

    There's truly no one like you bb girl! With a statement single strap and a figure-hugging fit, you'll be feeling fierce in this basic ribbed dress! 

    Fits & Features

    • One Shoulder Strap 
    • Slanted Neckline
    • Midi Length Hem 
    • Ribbed Knit Fabric 
    • Figure Hugging I Moderate Stretch

    Style Number/Barcode: 05102-0685

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Diva Halter Jumpsuit

    Showcase your fashion diva side in this fab denim jumpsuit! It features a sleeveless V-neckline with a wrap-front design, halter spaghetti straps, a high waist with a tie-front belt, a form-hugging silhouette, and pant legs with a flared hem. Style this jumpsuit with clear heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Halter spaghetti straps
    • Back zipper and hook and eye closure
    • High waist, tie-front belt
    • Front and back pockets
    • Form-hugging fit, flared hem
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0235

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High-Rise Cargo Boyfriend Jeans

    Keep it casually chic with a pair of cargo jeans that are perf for those lowkey vibes. The jeans feature a high-rise waist, a single-button with zipper closure, belt loops, front and back pockets, cargo pockets, and a straight leg fit. Complete look with a crop top and chunky sneakers.

    Fit & Features

    • High-rise waist, elastic banded back
    • Single-button with hidden zipper closure 
    • Belt loops, front and back pockets
    • Cargo pockets
    • Straight leg fit
    • Denim fabric, no stretch, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06602-0278

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Next Level High Slit Midi Skirt

    Take your look to the next level with a skirt that brings out your sassy side! The skirt features an elastic high-rise waist, a high side slit, and a midi-length silhouette. The skirt is composed of lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: The Next Level O-Ring Crop Top

    Fit & Features

    • Elastic high rise waist
    • High side slit
    • Midi length silhouette
    • Lurex knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0554

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sixties Style Belted Crepe Pants

    Throw it back to the sixties in these modern-style high-rise crepe pants perfect for work or play! They feature an adjustable belt with buckle closure, hidden side pockets, a straight-leg silhouette, and a tapered hem. Complete the look in a basic v-neck bodysuit and pumps.

    Fit & Features

    • High-rise waist
    • Hidden front hook-eye and zipper closures
    • Adjustable belt with buckle closure
    • Hidden side pockets
    • Straight-leg silhouette, tapered hem
    • Crepe woven fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06402-0520

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Vibes Pinstripe Cropped Vest

    Create an iconic look and have a major it-girl moment in this pinstripe cropped vest! It features a sleeveless V-neckline, wide tank shoulder straps, three front button closures, two front faux pockets, an angled cropped hem, and a fitted silhouette. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants for weeknights after the office or weekend plans with your friends!

    Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser ShortsIconic Vibes Pinstripe Trouser Pants

    Fit & Features

    • Sleeveless bodice, V-neckline, wide tank shoulder straps
    • Vertical curved seams down the bust and front
    • Three front button closures, two front faux pocket slits
    • Angled cropped hem, fitted silhouette
    • Pinstripe pattern
    • Woven fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1639

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Sophistication High Rise Cargo Trouser Pants

    Check cool sophistication off your to-do list! These cargo trouser pants are perfect for dressing up your look. They feature a flattering high-rise waist with pleat detailing, hidden side pockets, a hip-hugging fit, lower-side flap pockets, and a slim straight-leg silhouette. Complete the look in a statement corset top for cocktail hour!

    Fit & Features

    • High-rise waist, pleat detailing
    • Hidden side pockets, belt loop accents
    • Hidden front zipper and hook-eye closure
    • Hip-hugging fit, lower side flap pockets
    • Slim straight-leg silhouette
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1320

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Popular Cutie Long Sleeve Crop Denim Shacket

    Layer on this cute crop denim shacket and watch your popularity soar! It features long sleeves with button cuffs and a collar neckline, button-down closures, flap pockets for convenience, and a flattering cropped hem. Complete the look in a trendy midi skirt for any casual plans!

    Fit & Features

    • Twill denim fabric, non-stretch
    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down closure
    • Flap pockets
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1806

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out Of Sight Chelsea Booties
    Introducing our Out Of Sight Chelsea boots! They have a close-fitting, ankle-high design with an elastic side panel, an almond toe, and a block heel. Composed of a faux nubuck material.

    Style Number/Barcode: 07403-0174

    Category Name: 2026 Fall Outfit Trends

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dressed To Impress Belted Trench

    You're always dressed to impress, and this chic belted trench will not disappoint.

    Fits & Features

    • Front Lapel Collar
    • Quarter Length Sleeves With Buttons To Cuff
    • Elastic Banded Back
    • Tie Front Belt
    • Flowy, Relaxed Fit 
    • Longline Hem
    • Lightweight Woven Fabric With No 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: 06204-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gianna Formal Glitter Skater Dress

    Special Occasion 

    Gianna glows and commands the room with her iridescent glitter and her skater silhouette is perfect for dancing the night away! Pair her with chrome heels and your fav highlight for a captivating glow! 

    Fit & Features 

    • Plunging V-Neckline 
    • Spaghetti Straps | Cross Back Design 
    • Hidden Side Pockets
    • Lined Glitter Woven Fabric
    • Skater Silhouette
    • Form Hugging Fit 
    • Slight Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05101-0568

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brushed Knit Double Layered Romper

    Style up this adorable double layered romper for the fall season! It features a flirty layered look with a tie front detail and a soft to the touch, brushed knit fabric. Pair it with clear heeled mules for a gorgeous date look.

    Fit & Features

    • Long sleees
    • Crew neckline
    • Large keyhole back cut out with top button closure
    • Tie front detail
    • Double layered detail
    • Brushed knit fabric

    Style Number/Barcode: 06503-0144

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ever So Chic Knit Sweater

    Look ever so chic in this adorable knit sweater, a staple for the fall and winter seasons! It features a trendy mock neckline with cute cable knit detailing down the sleeves. Pair this sweater with a mini skirt to add some stylish flair.

    Fit & Features

    • Mock neckline
    • Long loose sleeves with cable knit detailing and ribbed cuffs
    • Mid-length hem
    • Knit fabric

    Style Number/Barcode: 06005-0876

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Long Sleeve O-Ring Wrap Front Crop Top

    Style up this adorable wrap front crop top with high waist black denim for a chic look! The top features long fitted sleeves, a front O-ring belted accent and a very soft, lightweight knit fabric with plenty of stretch. Wear this cute 'fit to a casual date night with bae.

    Fit & Features

    • Wrap front V-neckline
    • Long fitted sleeves
    • Front O-ring belted accent
    • Cropped
    • Soft to the touch knit fabric with plenty of stretch

    Style Number/Barcode: 06001-2858

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance