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.

  • Sweet As You Off-The-Shoulder Lace-Up Crop Top

    This off-the-shoulder crop top is as sweet as you! This stunning top features an off-the-shoulder neckline and short-sleeve cuffs for a flirty touch. The lace-up front adds a unique detail, while the cropped hem and stretchy smocked bodice provide a flattering fit. Complete the look in denim shorts.

    Fit & Features

    • Stretchy smocked knit fabric
    • Off-the-shoulder neckline
    • Lace-up front
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5335

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Sophistication Crepe Trench Coat

    Keep it so sophisticated in a trench coat that is perfect for creating chic workwear outfits. The trench coat features a traditional lapel collar, quarter-length sleeves, a draped open front, and an above the knee fit. The trench coat is composed of a crepe knit fabric that offers a relaxed fit. Complete look with clear mules.

    Fit & Features

    • Lapel collar
    • Ruched 3/4 length sleeves
    • Draped open front 
    • Above the knee length
    • Crepe knit fabric

    Style Number/Barcode: 06204-0727

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Moto Chic Buckled Faux Leather Ankle Booties

    Give your outfit some chic edge in these faux leather ankle booties with trendy buckle accents and an inner zipper closure that secures the style. Complete the look with a faux leather jacket.

    Fit & Features

    • 2.5" Stacked block heel, 5.5" leg opening, 4.5" shaft height
    • Faux leather material
    • Square-shaped toe
    • Inner zipper closure
    • Dual moto strap detail with metal hoop insert
    • Runs true to size

    Style Number/Barcode: 07403-1822

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Breeze Peep Toe Booties

    It's starting to feel like Fall with these faux nubuck peep-toe booties! They feature an almond toe, zipper closure, stiletto heel, and ankle-length fit. Compliment your look with a cozy sweater and leggings. 

    Fit & Features 

    • Almond peep-toe design
    • Zipper closure
    • Faux nubuck exterior
    • Stiletto heel
    • Ankle length
    • Runs true to size

    Style Number/Barcode: 07403-1471

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beyond Precious V-Neck Ruffle Babydoll Dress

    You'll be looking beyond precious in this babydoll dress - the perfect summer staple!  The ruffle trim shoulder straps and v-neckline create a delicate and alluring look, while the ruffled babydoll silhouette and side pockets add a touch of playful charm to the short-length hem. Complete the look in trendy sandals.

    Fit & Features

    • Woven fabric, bust lining, no stretch
    • Ruffle trim shoulder straps
    • V-neckline
    • Ruffle babydoll silhouette
    • Side pockets
    • Runs true to size

    Style Number/Barcode: 05102-5422

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charmed Finish Faux Leather Bow Hair Clip Set

    Add a charmed finish to your look with this faux leather bow hair clip set featuring two adorable clips for your day-to-day hairstyles! Complete the look in sandals for any occasion.

    Fit & Features

    • Faux leather hair bow clips
    • Two piece set

    Style Number/Barcode: 07006-0449

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Babe Wide Leg Linen Trouser Pants

    No work and all play are the vibes of these linen trouser pants perfect for casual days out to catching your flight out of town! These must-have linen pants feature a flattering high-rise waist, convenient side pockets to keep your phone or hands warm, and a wide-leg silhouette. Complete the look in the matching cropped vest or corset and sandals.

    Shop Matching Tops:
    Cutest Babe Halter V-Neck Corset Crop Top
    Cutest Babe Strapless Linen Bustier
    Cutest Babe Button Up Linen Vest

    Fit & Features

    • Linen-blend woven fabric
    • High-rise waist
    • Front button and hidden zipper closure
    • Side pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0811

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strap In Thong Buckle Mules

    The heel that knows how to keep it classy but still turn heads. With a sleek square toe, thong strap, and ankle buckle, these mules are ready for everything from hotel brunches to date night.

    Fit & Features

    • 3" Thin block heel
    • Square toe
    • Thong strap
    • Adjustable ankle buckle strap
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000511

    Category Name: 2026 Fall Outfit Trends

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Girl Aesthetic Denim Trucker Jacket

    Layer on this denim trucker jacket for a cool girl aesthetic! It features a trendy corduroy trim collar and front pockets while the cropped cinch hem lets you flaunt your figure. Pair with high-rise bottoms.

    Fit & Features

    • Cotton-blend denim fabric, no stretch
    • Collared neckline with corduroy trim
    • Long sleeves with elasticized cuffs
    • Button-down front
    • Buttoned chest pockets
    • Cropped elastic cinched hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06203-0557

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Suede Lace Up Booties

    Lace-up in these must-have booties! These versatile booties are perfect for chic date night outfits or a casual outfit for running errands in. The booties feature an around the ankle fit, a lace-up front, an almond toe, and a block heel. Complete your outfit with skinny jeans and a chic off the shoulder top 

    Fit & Features

    • Around the ankle fit with pull tabs
    • Lace-up front
    • Inner zipper closure
    • Almond toe 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07403-0359

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Fierce Mixed Metal Chain Link Belt

    Fit & Features

    • Chain-link design
    • Mixed metal 
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07301-1189

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Booties

    Keep your look on point with booties that add that stylish touch to your layered outfits. The booties feature a mid-calf fit, a pointed toe, and a block heel. Complete look with an oversized sweater and leggings.

    Fit & Features

    • Mid-calf fit
    • Pointed toe 
    • Block heel
    • Stretch knit material 
    • Runs true to size

    Style Number/Barcode: 07403-1416

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Flair Faux Leather Buckle Strap Flats

    Add an edgy flair to your fall 'fits with these faux leather flats featuring a closed pointed toe, dual buckle straps, and an open back for effortless on-and-off styling. Pair with a chic shoulder bag.

    Fit & Features

    • Faux leather material
    • Closed pointed toe
    • Dual buckle straps
    • Open back, on-and-off styling
    • Flat sole
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07405-0202

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Poised Paper Bag Wide Leg Pants

    So poised and polished, elevate your workwear in these chic essential paper bag woven pants featuring a high-rise pleated waist, front hidden zipper closure, tie-front belt and loop accents, side pockets, and a hip-hugging wide-leg silhouette. Complete the look in sleek strappy mules.

    Fit & Features

    • High-rise pleated paper bag waist
    • Front hidden zipper closure
    • Tie-front belt, loop accents
    • Side pockets
    • Hip-hugging, wide-leg silhouette
    • Smooth woven fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06402-0474

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Casual High-Rise Distressed Dad Jeans

    These dad jeans will give you an effortlessly casual and cute look! They feature a flattering high-rise waist and a baggy leg fit with trendy distressing. Complete the look with a bodysuit.

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Single button and front zipper closure
    • Distressing and knee slit accents
    • Baggy leg fit
    • Runs true to size

    Style Number/Barcode: 06602-0544

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Invested To Style Faux Wool Long Vest

    Invest in your new cold weather style with this faux wool long vest perfect for layering over cute 'fits! It features a sleeveless lapel collar neckline, an open front design, hidden side pockets with satin lining for keeping your hands warm, and a long-length hem. Complete the look in essential faux leather booties.

    Fit & Features

    • Sleeveless lapel collar neckline
    • Open front design
    • Hidden side pockets, satin lining
    • Long-length hem
    • Faux wool fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0386

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Journey High-Rise Straight-Leg Denim Jeans

    Take a stylish journey in these denim jeans featuring a flattering high-rise waist and pintuck detailing along the straight-leg silhouette. Perfect for styling with a basic top for any occasion.

    Fit & Features

    • Medium wash denim fabric, non-stretch
    • High-rise waist
    • Pintuck detailing, straight-leg silhouette
    • Front button and hidden zipper closure
    • Five-pocket styling
    • Jeans have a 12” front rise with a 30” inseam
    • Runs true to size

    Style Number/Barcode: 06602-0535

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuter Crop Long-Sleeve Tee
    Basics get a boost with a tee in a modern cropped cut with all-over skinny ribbing. Tee features a V neck, long sleeves, and a curved hem. Shirt is made from an ultra-soft rayon blend with a fair amount of stretch.

    Style Number/Barcode: 06002-0211

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Era Tie-Front Denim Mini Skort

    Giving Y2K with a new twist. This denim mini skort is short, sassy, and made to be seen—perfect for content days or leveling up your weekend 'fit.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Five-pocket and belt loop design
    • Dual front button closures, tie-front belt
    • Grommet detailing
    • Fitted mini-length overlay, hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000084

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Attitude Metallic Snake Print Kitten Heels

    Show off a glam attitude your next girl's night in these fabulous kitten heels! Designed with a metallic snake print on faux leather material, these heels will spark up all the compliments. They feature an open square-shaped toe, an asymmetric strappy design across the foot, adjustable ankle and heel straps with a buckle closure, and a short kitten heel for comfortable wear. Style with rhinestone fringe earrings.

    Fit & Features

    • 2" Kitten heel
    • Faux leather upper with metallic snake print
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle and heel straps with buckle
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5005

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Crew Neck Maxi Dress

    This simple yet stunning ribbed knit maxi dress is a must for your fab fall look. Featuring a high crew neckline and a flattering curve-hugging silhouette, this dress can easily be dressed up with some strappy heels or down with a pair of chunky sneakers. Wear on a casual date night with bae.

    Fit & Features

    • High crew neckline
    • Tank-like shoulder straps
    • Form-hugging fit
    • Side slit
    • Maxi length
    • Ribbed knit fabric

     

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0870

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Plaid Zip Front Pants

    Casually slay your holiday look this season in these plaid pants! They feature a high rise elastic banded waist, a trendy zip front detail with an O-ring accent, and a tapered, skinny leg fit. The pants are composed of a stretchy knit fabric for comfortable wear. Pair these pants with ankle booties and a cropped knit sweater.

    Fit & Features

    • High rise elastic banded waist
    • Zip front with O-ring accent
    • Tapered skinny leg fit
    • Knit fabric
    • Plenty of stretch
    • Plaid print

    Style Number/Barcode: 06402-0296

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Style Tie-Back Bodycon Slit Zebra Midi Dress

    This sleeveless bodycon midi dress features a flattering scoop neckline and spaghetti straps that shape the tie-back design and a side slit. The stretchy knit material boasts a zebra print perfect for brunch or parties.

    Fit & Features

    • Stretchy knit material, zebra print, sewn-in knit lining
    • Scoop neckline
    • Spaghetti straps
    • Tie-back design
    • Side slit
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5830

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Fridays Halter Midi Dress

    Bring the heat this summer in this sultry midi dress on a Friday night out! It features an off-the-shoulder, halter neckline, a cinched bust with cutout accents, a form-fitting silhouette, and a flirty side slit. Complete the look in strappy mules.

    Fit & Features

    • Off-the-shoulder, halter neckline
    • Cinched bust, cutout accents
    • Form-fitting silhouette
    • Side slit, midi hem
    • Texture knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4444

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale