2026 Fall Outfit Trends

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.

  • Feline Fierce High-Slit Midi Skirt

    You'll be feelin' fab and fierce in this adorable leopard printed midi skirt. It features a high-rise waist, a chic high front slit, and a mid-length, relaxed silhouette. Style this skirt with a basic bodysuit and cute mules.

    Fit & Features

    • High-rise waist, elastic-band
    • High front slit
    • Mid-length, relaxed silhouette
    • Lightweight knit fabric, moderate stretch
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 06501-0513

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Staple Over-The-Knee Boots

    These trendy over-the-knee boots will be a chic staple in your wardrobe this season. They feature a pointed toe, a tall block heel, a form-fitting over-the-knee design, and a tie closure at the top. Style these boots with a cute sweater and a plaid skirt.

    Fit & Features

    • Pointed toe
    • Block heel
    • Form-fitting over-the-knee design
    • Tie closure
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0717

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Vibes Babydoll Dress

    Effortless and chic, this babydoll dress is perf for casual days where you still want to dress up. It features a V-neckline, three-quarter length sleeves, and a short, flowy silhouette with a tiered design. Style this dress with cute mules.

    Fit & Features

    • V-neckline
    • Three-quarter length sleeves, cinched hems
    • Mini-length, flowy babydoll fit
    • Tiered design
    • Woven crepe fabric, textured pattern
    • Runs true to size

    Style Number/Barcode: 05102-4294

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Worthy Faux Leather Booties

    The world is your catwalk in the faux leather booties. They feature a pointed toe, zipper closure, block heel, and faux leather exterior. Compliment your look in a high-low dress. 

    Fit & Features

    • Pointed toe
    • Block heel
    • Zipper closure
    • Above the ankle length
    • Faux leather
    • Runs true to size

    Style Number/Barcode: 07403-1364

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Butterfly Multi Ring Pack

    Keep it fluttery and fab with rings that showcase your charming side! The ring pack includes seven rings that feature rhinestone embellished butterflies and sleek rhinestone bands. Complete look with a ribbed mini dress and ankle booties.

    Fit & Features

    • Includes a total of seven rings
    • Three butterfly rings
    • Four rhinestone bands
    • Rhinestones

    Style Number/Barcode: 07004-0223

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Lady Velvet Over-The-Knee Boots
    You'll look luxe all day long in this pair of velvet over-the-knee boots! They feature an almond toe, block heel, and back lace-up detail. Pair them with cutoffs and a crop top for a head-turning look.

    Fit & Features
    • Velvet fabrication
    • Almond toe
    • Block heel
    • Back lace-up detail
    • Fits true to size

    Style Number/Barcode: 07402-0704

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Babe Over-The-Knee Stacked Heel Boots
    You'll be a major babe all day long in this pair of over-the-knee boots! They feature a lace-up back, an almond toe, and a stacked heel. Wear them with a bustier and distressed denim for a must-have look. 

    Fit & Features
    • Lace-up back
    • Almond toe
    • Stacked heel
    • Fits true to size 

    Style Number/Barcode: 07402-0714

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Chic Over-The-Knee Heeled Boots

    Your look will always be chic in these on-trend over-the-knee boots. They feature an almond-shaped toe, a sleek block heel, a form-hugging fit, and a tie closure. Style these boots with a basic mini dress and a faux leather jacket for the perf fall 'fit.

    Fit & Features

    • Over-the-knee design
    • Almond-shaped toe
    • Block heel
    • Form-hugging fit
    • Tie closure
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0715

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Butterfly Glamour Rhinestone Hoops

    Bring the glamour with hoops that radiate your chic style! The hoops feature a sleek large hoop, mini butterfly charms, and rhinestones. Complete look with a corset and high waist jeans. 

    Fit & Features

    • Large hoop
    • Mini butterfly charms
    • Rhinestones 
    • Omega-back closure

     

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

    Style Number/Barcode: 07001-1035

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Sassy Pleated Corduroy Mini Skirt

    Keep it sassy with a mini skirt that brings the style! The skirt features a high-rise waist, pleating, and a mini-length hem. The skirt is composed of a corduroy knit fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and combat boots.

    Fit & Features

    • High rise waist 
    • Pleating
    • Mini length hem 
    • Corduroy fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06301-0100

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty in Plaid Wubby Jacket

    Keep it pretty in a plaid jacket to layer up with! The jacket features a collared neckline, a zipper front closure, a plaid print, long sleeves, and composed of a wubby fabric. Complete your look with a crop top and high waist jeans.

    Fit & Features

    • Plaid print
    • Collared neckline
    • Zipper front closure
    • Long sleeves
    • Lined wubby knit fabric
    • Form hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0286

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy And Fab Block Heels

    These cute block heels will bring a trendy and fab style to your everyday look! They feature an open almond-shaped toe, a toe strap and ankle strap with a scalloped design, a back zipper closure with a tassel detail, and a comfortable block heel. Pair these faux microsuede heels with a blouse and paper bag pants for the perf workwear outfit.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap and ankle strap, scalloped design
    • Back zipper closure, tassel detail
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-3512

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layered In Glam Charm Necklace

    Trendy glam will be your vibe with this layered charm necklace! It has a four-row design featuring a thick chain with partial mini rhinestone embellishment, a sleek snake chain, a dainty chain with small coin charms, and a dainty chain with a center rhinestone-adorned butterfly charm. Style this necklace with simple stud earrings.

    Fit & Features

    • Four-row layered design
    • Thick chain, partial mini rhinestone embellishment
    • Snake chain
    • Thin chain, coin charms
    • Thin chain, butterfly charm, rhinestone embellishment
    • Adjustable chain with a lobster clasp closure

    Style Number/Barcode: 07002-0991

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Babe Mock Neck Bodycon Dress

    Flaunt your babe status in this bodycon dress! It features long sleeves, a mock neckline, a ruched front, and a short-length hem. The dress is composed of a soft knit fabric with a moderate stretch

    Fit & Features

    • Long sleeves
    • Mock neckline
    • Ruched front
    • Short-length hem, bodycon style
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4290

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off The Chain Stiletto Heels

    Your look will be off the chain with stilettos that slay! The heels feature a chunky chain-link ankle strap, an open square toe with a chain-link over the toe, and a stiletto heel. The heels are composed of a faux leather material. Complete look with a romper and a crossbody.

    Fit & Features

    • Chunky chain link ankle strap
    • Open square toe
    • Chain link over the toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3470

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Moment Faux Wool Panama Hat

    Create a bold moment with a hat that answers the call for adventure, babe! The hat features a traditional Panama design, a trendy ribbon around the brim, and is composed of a faux wool material. Complete look with a babydoll dress and ankle booties for those bohemian vibes. 

    Fit & Features

    • Traditional Panama design 
    • Ribbon trim 
    • Faux wool material 

    Style Number/Barcode: 07302-0383

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Everyday Long Sleeve Knit Duster

    From coffee runs to relaxing at home, this duster is the perfect go-to style! The duster features a draped open front, long sleeves, a flowy long length, and purl knit fabric with a moderate stretch. Style with the matching high-rise waist.

    Shop Matching Pants: The Everyday Wide-Leg Knit Pants

    Fit & Features

    • Draped open front
    • Long sleeves
    • Long length
    • Purl knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0252

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Everyday Wide-Leg Knit Pants

    From coffee runs to relaxing at home, these wide-leg pants are the perfect go-to style! They feature a high-rise elastic waistband, relaxed fit, and purl knit fabric with a moderate stretch. Style with the matching duster. 

    Shop Matching Duster: The Everyday Long Sleeve Knit Duster

    Fit & Features

    • High-rise elastic waistband
    • Wide-leg silhouette
    • Relaxed fit
    • Purl knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0694

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring That Knit Crop Top

    Bring those baddie vibes babe in this super-flattering knit crop top! It features thin straps and criss-cross back straps. Wear it with the matching bodycon skirt for a night out to remember! 

    Shop Matching Skirt: Bring That Ruffle Asymmetrical Midi Skirt

    Fit & Features

    • Thin spaghetti straps
    • Criss-cross back straps
    • Square neckline
    • Cropped hem
    • Form hugging fit, moderate stretch 
    • Fits true to size

    Style Number/Barcode: 06001-3665

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring That Ruffle Asymmetrical Midi Skirt

    Bring that sweet and sassy style with this must-have bodycon skirt! It features a front ruffle detail and high side slit. Wear it with the matching crop top for chic night out on the town! 

    Shop Matching Crop Top: Bring That Knit Crop Top

    Fit & Features 

    • High rise waist
    • High side slit
    • Form hugging fit, moderate stretch 
    • Ruffle front detail
    • Fits true to size 

    Style Number/Barcode: 06501-0511

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Energy Satin Mini Dress

    Bring that it girl energy to your look in this sleek satin mini dress. It features a sleeveless sweetheart neckline with a twist-front design, a built-in padded bust, a center keyhole cutout, spaghetti straps, ruched detailing down the sides, and a short, curve-hugging, bodycon silhouette. Style with clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Twist-front design, padded bust, keyhole cutout
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • Ruching down the side seams
    • Mini-length, form-fitting silhouette
    • Smooth satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1284

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out And About Panama Hat

    Get ready to look stylish and chic as you are out and about with this on-trend Panama hat! It features a wide flat brim and a basic ribbon band. Pair this hat with sleek hoop earrings.

    Fit & Features

    • Wide flat brim
    • Basic ribbon band
    • Faux wool material

    Style Number/Barcode: 07302-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seams Come True Tie Front Top

    Stun with a cute tie front top that is everything, babe! The top features a plunging tie-front, long sleeves, contrast seams, 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 the matching mini skirt and mules. 

    Shop Matching Mini Skirt: Seams Come True Mini Skirt

    Fit & Features

    • V-neckline
    • Tie-front bodice
    • Long sleeves
    • Contrast seams
    • Cropped hem 
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06202-0251

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Seams Come True Mini Skirt

    Stun with a cute mini skirt that is everything, babe! The skirt features a high-rise waist, contrast seams, and a mini-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching tie front top and mules.

    Shop Matching Tie Front Top: Seams Come True Tie Front Top

    Fit & Features

    • High rise waist
    • Contrast seams
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0512

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale