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.

  • Such A Babe Belted Plaid Mini Skirt

    Look like such a babe in this chic belted plaid mini skirt! Featuring an overall form-hugging fit and an of the moment plaid print, this skirt is a season staple. Pair it with a cute crop top and mules for an adorable day date look.

    Fit & Features

    • High rise waist
    • Belted waist
    • Short, form-hugging fit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06401-0268

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Plaid Cargo Skinny Pants

    Keep it poised in plaid pants to create a preppy look! The pants feature a high rise waist, a plaid print, cargo-styled pockets, and a skinny leg fit. Complete your look with a cute crop top and ankle booties. 

    Fit & Features

    • High rise fit
    • Plaid print
    • Cargo-styled pockets
    • Skinny leg fit 
    • Front zipper closure 

    Style Number/Barcode: 06402-0282

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Luxe Cropped Velvet Tank

    Lounge in a luxe velvet cropped tank that brings the glam! The tank features a plunging V-neckline, adjustable spaghetti straps, padded cups, and a cropped hem. The tank is composed of a ribbed velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching joggers. 

    Shop Matching Joggers: So Luxe High Rise Velvet Joggers

    Fit & Features

    • Sleeveless V-neckline
    • Padded cups
    • Adjustable spaghetti straps
    • Cropped hem
    • Ribbed velvet fabric
    • Form hugging fit, moderate stretch 
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2952

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Classy Sleeveless Mini Dress

    Class up your basic mini dress with details that stand out! The dress features a sleeveless crew neckline, dramatic shoulder pads, and a mini length silhouette. The dress is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with chunky sneakers for a casual vibe.

    Fit & Features

    • Crew neck
    • Sleeveless bodice
    • Shoulder pads
    • Mini length silhouette
    • Cotton knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 05102-1033

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    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
  • All About Ruched Faux Suede Ankle Booties

    We're all about ankle booties that slay this season. These stylish booties feature an around the ankle fit with ruched detailing, an almond toe, and a sturdy block heel. The ankle booties are composed of a faux suede material. Complete look with a cardigan, high waist skinny jeans, and a cabby hat.

    Fit & Features

    • Around the ankle fit
    • Ruched ankle detail
    • Inner zipper closure
    • Almond toe
    • Block heel
    • Faux suede material



    Please be advised that these boots run one size too small.

    Style Number/Barcode: 07403-0399

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Houndstooth Scoop Neck Mini Dress

    Stay on-trend in a mini dress that slays this season. The dress features a sleeveless scoop neckline, sleek spaghetti straps, a houndstooth print, and a mini length silhouette. Complete your look with a faux fur jacket. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Houndstooth print
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05102-1036

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Moment In Plaid High Waist Mini Skirt

    Create a fab moment in a plaid skirt that wows! The skirt features a high rise waist, a plaid print, and a mini side slit. Complete look with a crop top and thigh high boots. 

    Fit & Features

    • High rise waist 
    • Plaid print
    • Mini side slit
    • Mini length silhouette 

    Style Number/Barcode: 06501-0322

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destructed Knit Long Sleeve Cropped Sweater

    Bring the edge in this crop top! The cropped sweater features a crew neckline, long sleeves, and destruction details at the hem and cuff. Complete your look with high waist jeans.

    Fit & Features

    • Crew neckline 
    • Long sleeves
    • Destructed details at the hem and cuff
    • Cropped hem
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0861

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Snap Front Plaid Skinny Pants

    Keep your style in check with these trendy plaid skinny pants! They feature a flattering high waist with snap button front closures and a tapered leg fit. Pair these pants with a curve-hugging bodysuit and strappy heels for a casual date night look.

    Fit & Features

    • High rise waist
    • Snap button front closures
    • Two zippered front pockets
    • Tapered leg fit
    • Plaid print
    • Woven fabric

    Style Number/Barcode: 06402-0281

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Belted Faux Leather Paper Bag Mini Skirt

    Get a chic, edgy vibe in this trendy belted faux leather mini skirt! It features a flattering paper bag waist and a curve-hugging fit. Pair this skirt with a cute sweater and thigh-high boots for a go-to fall night out look.

    Fit & Features

    • High rise paper bag waist
    • Included belt
    • Short, form-hugging fit
    • PU fabric

    Style Number/Barcode: 06401-0262

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Utility Booties

    Take on the day in these must-have booties! The booties feature an around the ankle fit, a lace-up front, and a textured sole. Complete your look with biker shorts for a casual outfit. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe 
    • Pull tabs at the back ankle
    • Inner zipper closure
    • Textured sole 
    • Faux suede material 

    Style Number/Barcode: 07403-0402

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bella Super High Rise Skinny Ankle Jeans

    Oasis by Eunina

    The Bella Super High Rise Skinny Ankle Jeans are the pair of denim you need to have in your closet! They feature a flattering high waist with slight distressing and an ankle cut hem. Wear these with a cute flowy sweater and heeled ankle boots.

    Fit & Features

    • Super high rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Distressed detailing
    • Skinny leg fit
    • Ankle cut hem
    • Denim fabric

    Style Number/Barcode: 06602-0174

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quilted Faux Leather Buckle Detail Boots

    Style up your winter wardrobe in these chic faux leather boots! They feature a below the knee fit with a quilted faux leather design, side zipper and buckle accents, and a low block heel. Pair these boots with a cute sweater dress for an adorable everyday look.

    Fit & Features

    • Below the knee fit
    • Round toe
    • Side zipper and dual buckle accents
    • Inner zipper closure
    • Low block heel
    • Faux leather material with partial quilted design

     

    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07402-0222

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About The Stripes Cropped Sweater

    With this cozy knit sweater, it's all about the stripes, and you of course! It features a crew neckline, long dolman style sleeves, and a cropped, relaxed and comfortable fit. Pair this sweater with a faux leather skirt and over the knee boots to edge up your 'fit.

    Fit & Features

    • Ribbed crew neckline
    • Long dolman style sleeves
    • Cropped, relaxed fit
    • Marled sweater knit fabric
    • Striped print

    Style Number/Barcode: 06005-0858

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Basic Faux Leather Booties

    Channel those basic vibes in these cute booties to create layered outfits. The booties feature an around the ankle fit, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pull tabs at the back of the ankle
    • Pointed toe
    • Low block heel
    • Faux leather material 
    • Back zipper closure 

    Style Number/Barcode: 07403-0398

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Ribbed Eyelash Knit Sweater

    Casually slay your everyday 'fit in this adorable ribbed eyelash knit sweater! It features an off the shoulder neckline with long fitted sleeves and a form-hugging fit with a cropped hem. Pair this top with distressed denim and chunky sneaks.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Ribbed eyelash knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0854

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slay In Faux Suede Lug Sole Booties

    Lace-up in faux suede booties this season to style with your favorite cardigans and high waist jeans. The booties feature an around the ankle fit, goring accent, lace-up front with mini D-rings, a stacked block heel and lug sole. 

    Fit & Features

    • Around the ankle fit
    • Goring panels
    • Lace-up front with mini D-rings
    • Inner zipper closure 
    • Stacked block heel
    • Lug sole
    • Faux suede material 

     

    Please be advised that these booties run 1 size too small.

    Style Number/Barcode: 07403-0397

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Slouched Knee-High Boots

    Channel your diva with a pair of knee-high boots! Designed with an almond toe, a sole with a low heel, and a knee-high fit with a slouched detailing at the sides. Boots have a zipper closure and are composed of faux leather. Complete your look with a ribbed midi dress.

    Fit & Features

    • Knee-high length
    • Almond toe
    • Low heel
    • Slouched detailing
    • Faux leather material

    Style Number/Barcode: 07402-0218

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Stylish Ruched Mini Dress

    Keep your 'fit stylish and on point in this curve-hugging ruched mini dress! It features long fitted sleeves, a short, form-hugging silhouette and front ruched detailing to create a flattering look. Pair this dress with heeled booties for the perf fall date night.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Front ruched detailing
    • Drawstring at front hem
    • Cotton fabric

    Style Number/Barcode: 05102-1032

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruched To The Maxi Knit Dress

    This sultry long summer-ready dress is ruched to the max! It features a sleeveless bodice, spaghetti straps, a square neck and back, a front and back waist cutout, ruched detailing along the sides, and a floor-length hem with a knee-high side slit. The dress is composed of a stretchy knit with a short knit skirt lining and offers a flattering, curve-hugging fit. Complete your look with wedges and statement earrings. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Front and back cutouts 
    • Ruched dealing 
    • Maxi length silhouette
    • Knee-high slit
    • Form hugging fit, stretchy knit fabric

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0886

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sheer Support Tights

    Keep it sleek and stylish in these sheer support tights! This pair of stockings will keep you firm and are supportive, while also looking classy and chic. Pair with a stunning mini dress for an overall gorgeous look.

    Fit & Features

    • High rise waist
    • Firm and supportive
    • Sheer look

     

    Fashion tape, adhesive bras, adhesive panties, pasties, hosiery, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0067

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chunky Chain Link Rhinestone Bracelet

    Glam up your look with a bracelet that dazzles up your outfit! The bracelet features a chunky chain link design that is embellished with mini rhinestones. Complete your look with a matching set. 

    Fit & Features

    • Chunky chain link design
    • Mini rhinestone embellishments 

    Style Number/Barcode: 07003-0209

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Poised in Plaid Belted Shacket

    Keep it poised in a plaid shacket to usher in those winter vibes. Style this plaid shacket with an adorable top and ankle booties to take you to an upcoming coffee date. The shacket features a collard neckline, a multi-button down front, a belted waist, and a plaid print.

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two small chest pockets
    • Long sleeves
    • Belted waist
    • Plaid print 
    • Corduroy fabric with no stretch

    Style Number/Barcode: 06204-0718

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free