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.

  • Especially Cool High-Rise Belted Cargo Denim Jeans

    Your street style will look especially cool in these on-trend cargo denim jeans for your off-duty days! They feature a flattering high-rise belted waist with belt loop accents, five flap pockets, and a straight-leg silhouette on rigid denim fabric. Complete the look in a strapless corset for an afternoon lunch and movie!

    Fit & Features

    • High-rise waist, adjustable belt, buckle closure
    • Straight-leg silhouette
    • Five flap pockets, belt loop accents
    • Hidden front zipper and button closure
    • Rigid denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0448

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara High Rise Cropped Skinny Jeans

    Oasis By Eunina 

    Take your look to the next level in skinny jeans that are too chic to pass up! The jeans feature a high rise waist, a single button with zipper closure, and moderate destruction throughout. Complete your look with ankle booties and a faux fur vest

    Fit & Features

    • High rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket and belt loop design
    • Moderate destruction
    • Skinny leg fit, cropped hem
    • Medium-wash denim fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06602-0175

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Escape Cropped Graphic Tee

    Keep your everyday look effortlessly edgy with this cool graphic tee. It features a crew neckline, short sleeves, slashed detailing, a center eagle graphic with the script "Sweet Escape, Unknown Destination," and a cropped fit with a knot-front detail. Style this tee with denim shorts and combat boots.

    Fit & Features

    • Crew neckline, short sleeves
    • Slashed detailing
    • Center eagle graphic
    • Script that reads, "Sweet Escape, Unknown Destination"
    • Cropped, form-hugging fit, knot-front detail
    • Jersey knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-0950

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chill Temps Plaid Crop Shacket

    When the temps are starting to chill you'll be reaching for this plaid crop shacket to keep cozy and cute! The shacket features long sleeves with button cuffs, a collared neckline, front button-down closures, flap pockets, and a relaxed fit. Complete the look in a basic bodysuit and jeans for a casual hang.

    Fit & Features

    • Long sleeves with button cuffs
    • Collared neckline
    • Front button-down closures
    • Flap pockets
    • Cropped hem, relaxed fit
    • Plaid pattern, non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1436

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Queen Teardrop Rhinestone Earrings

    Glow in these earrings that give your special evening outfits that special touch of glam, fit for a queen! The earrings feature a rhinestone cluster on post and a double-row teardrop rhinestone outline. Complete your stunning special occasion look with a velvet dress and sleek stiletto heels.

    Fit & Features

    • Rhinestone cluster on post
    • Double-row large teardrop outline
    • Rhinestones
    • Post-back closure

     

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

    Style Number/Barcode: 07001-0475

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • B For Babe Crop Letterman Jacket

    Not your football boyfriend's jacket! This crop letterman jacket showcases a modern cropped silhouette featuring faux leather long sleeves, striped cuffs and hem, snap-button down closures, fleece body with a B patch, and side pockets. Complete your school-girl look in a pleated skater skirt

    Fit & Features

    • Faux leather long sleeves
    • Striped cuffs and hem
    • Snap-button down closures
    • Fleece body, B patch
    • Side pockets
    • Cropped length
    • Fits true to size

    Style Number/Barcode: 06201-0318

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Seasonal Style High-Rise Midi Skirt

    Step aside jeans, this midi skirt is here on rotation! It features a high-rise elasticized waistband, a flattering bodycon silhouette, and a midi-length hem on ribbed knit fabric with plenty of stretch. Complete the look with a fab mini handbag for a coffee date or dinner with friends!

    Fit & Features

    • High-rise elasticized waistband
    • Bodycon silhouette
    • Midi-length hem
    • Ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0944

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Lineup Mock Neck High Slit Midi Dress

    This alluring mock neck high slit midi dress needs to be in your winter lineup! It features a mock neckline, long fitted sleeves, a trendy ruched side seam with an adjustable drawstring, an asymmetric midi-length hem creating a high-cut side slit, and a form-hugging silhouette to flaunt your figure. The brushed knit fabric offers plenty of stretch. Style this midi dress with ankle booties!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Ruched side seam, adjustable drawstring
    • Asymmetric midi-length hem, high-cut side slit
    • Form-hugging silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5404

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Essence Metallic Halter Crop Top

    Your true essence is to shine! This metallic crop top will put the spotlight on you. It features a halter plunge V-neckline, an elasticized scrunched neck strap, an underwire bust, flexible boning and hidden hook and eye closures, and an open back. Complete the look in a fab mini skirt for a bachelorette or party!

    Fit & Features

    • Sleeveless halter plunge V-neckline
    • Elasticized scrunched neck strap
    • Underwire bust, flexible boning
    • Hidden hook and eye closures
    • Cropped hem, open back, back zipper and hook-eye closure
    • Metallic lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2241

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bubble Sleeve Open Back Top
    Soft and lightweight, this knit top is a must for fall. It features long bubble sleeves with elastic cuffs, a crew neckline, an open back with a lower tie detail, and a mid-length hem. The ribbed knit fabric offers plenty of stretch.

    Style Number/Barcode: 06001-1830

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Stunner Snake Print Bodysuit

    Get a sassy and stunning look in this on-trend snake print bodysuit. It features a sleeveless one-shoulder neckline, a single spaghetti strap, and a fitted silhouette. Style this bodysuit with a faux leather mini skirt and heels for a night out with the girls.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single spaghetti strap
    • Form-hugging fit
    • Knit fabric, snake print
    • Runs true to size

    Style Number/Barcode: 06001-3270

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Point Faux Leather Booties

    Keep your look on point with booties that elevate your casual outfits. The booties feature an around the ankle fit, elastic goring at the ankle, pointy toe, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed sweater and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Elastic goring at the ankle 
    • Pointy toe
    • Block heel 
    • Faux leather material 
    • Runs true to size 

    Style Number/Barcode: 07403-1449

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Town Knit Cardigan

    Step out like a girl on the town in this cute cardigan that is perf for layering. The cardigan features a draped open front, long sleeves, two large pockets, and a longline length. The cardigan is composed of a knit fabric that offers a relaxed fit with a slight stretch. Complete look with a scarf and boots

    Fit & Features

    • Draped open front
    • Long sleeves
    • Two large pockets
    • Longline length 
    • Knit fabric 
    • Relaxed fit, slight stretch 
    • Runs true to size 

    Style Number/Barcode: 06005-1301

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping It Trendy Plaid High Waist Pants

    Keep it trendy with plaid pants that give your look a fab twist! The pants feature a plaid print, an elastic high-rise waist, and a straight leg with a wide-leg hem. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and crossbody. 

    Fit & Features

    • Plaid print
    • Elastic high rise waist
    • Straight leg
    • Wide leg hem
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0845

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Babe Faux Suede Mini Dress

    Step it up with a mini dress that showcases those trendy-chic vibes! It features a sleeveless scoop neckline, spaghetti straps that lead to a cross-back lace-up design, a fitted high waist seam, and a short, form-fitting silhouette. Style with knee-high boots.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • Fitted high waist seam
    • Mini-length, form-fitting silhouette
    • Smooth faux suede fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4491

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Lowkey Hoops

    Downplay the drama with some simple lowkey hoop earrings. With their thin etched design and easy latch closure, they provide comfortable wear. A definite must-have for happy hour with your girls! Wear them with a flirty midi dress and some trendy clear mules.

    Fit & Features

    • Dainty textured shimmer design
    • Latch closure

     

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

    Style Number/Barcode: 07001-0114

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Options Open O-Ring Midi Dress

    Keep your options open and wear this dress for your weekend plans! It features a sleeveless, v-neck, spaghetti straps, an open-back with an o-ring insert, a bodycon silhouette, and a midi hem on stretchy rib-knit fabric. Complete the look with chic heels.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Open-back, o-ring insert
    • Bodycon silhouette
    • Midi hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4659

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • More Than A Dream Chiffon Corset Crop Top

    Float away in the dreamy chiffon corset top! This fashion blouse features sheer peasant-style long sleeves, a square neckline, hidden front hook and eye closures, a cropped hem, a stretchy smocked back, and a lightweight chiffon fabric for effortless movement. Style the corset top with a sleek pencil midi skirt for a cocktail party!

    Fit & Features

    • Sheer peasant long sleeves
    • Square neckline
    • Hidden front hook and eye closures
    • Cropped hem
    • Stretchy smocked back
    • Chiffon fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 06003-2217

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Allure Rhinestone Faux Leather Over-The-Knee Boots

    These fab rhinestone faux leather boots will bring that glam allure to your night-out looks! They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off wear, a sleek stiletto heel, and all-over rhinestone studded embellishments for that chic sparkle on the faux leather material. Style these boots with a mini dress and rhinestone statement earrings.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Rhinestone studded embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0901

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • True To Me Faux Leather Booties
    It's true to us that you can never have enough booties in your closet! Designed with a slim fit, an almond toe, laces down the center and a zipper closure. These booties have a short heel, a lug sole, and feature a double buckle design around the ankle.

    Style Number/Barcode: 07403-0216

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Knit Right High Slit Maxi Dress

    Get your look right in a knit dress that is perfect for keeping it casual! The dress features a sleeveless crew neckline and a maxi length silhouette with a high side slit. Complete your look with chunky sneakers for a cute coffee run outfit. 

    Fit & Features

    • Crew neckline
    • Sleeveless 
    • Maxi length silhouette
    • High side slit
    • Smooth knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 05102-0883

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Bling Door Knocker Earrings

    You'll for sure bring the bling in these fab door knocker earrings! They feature a round post with a rectangular door knocker design and an overall textured finish. Pair these statement earrings with a faux fur coat for a major fashionista look.

    Fit & Features

    • Round post
    • Rectangular door knocker design
    • Textured detailing


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

    Style Number/Barcode: 07001-0694

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    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
  • Caught In A Floral Gaze Crop Top

    Get caught in a floral gaze with this cute crop top! The top features a floral print, a plunging V-neckline with a tie-front accent, long sleeves, and a cropped hem. The top is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with high waist jeans.

    Fit & Features

    • Floral print
    • V-neckline, tie-front
    • Long sleeves
    • Cropped hem
    • Lightweight woven fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1017

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free