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.

  • Set For Good Vibes Joggers

    Set yourself up for good vibes in joggers that keep it cute and casual for your next coffee run! The joggers feature a flattering high rise fit, a skinny leg, and a tapered hem. Complete your look with the matching crop top and chunky sneakers. 

    Shop Matching Crop Top: Set For Good Vibes Knot Crop Top

    Fit & Features

    • High rise fit
    • Skinny leg fit
    • Smooth knit fabric
    • Form hugging fit
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0459

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Basic Crew Neck Tee

    Keep it basic in a tee that is perfect for creating a chic streetwear outfit for your next outing. The tee features a crew neckline, short sleeves, and an over-sized fit. Complete your basic outfit with the matching biker shorts, layered dainty necklaces, and chunky dad sneakers. 

    Shop Matching Biker Shorts: Feeling Basic Biker Shorts

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Over-sized fit 
    • Smooth knit fabric
    • Moderate stretch 
    • Matching shorts sold separately 

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0536

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Stunner Flocked Bustier Bodysuit

    Style up this stunning floral flocked bodysuit featuring a sweetheart neckline and a form-hugging fit perfect for wearing with high-rise bottoms.

    Fit & Features

    • Flocked floral design, mesh knit fabric, minimal stretch
    • Sleeveless sweetheart neckline, adjustable straps
    • Built-in padded bust
    • Bustier-style bodice
    • Thong-cut bottom, dual snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-2902

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • What's The Scoop Ribbed Knit Crop Top

    Serve up the tea in a fab crop top that slays. The top features a scoop neckline, a cropped hem with an under band accent, and composed of a ribbed knit fabric. Complete your look with high waist pants. 

    Fit & Features

    • Scoop neckline
    • Cropped hem 
    • Under band at the midriff 
    • Long sleeves
    • Ribbed knit fabric
    • Form hugging fit 

    Style Number/Barcode: 06001-2912

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Tie Waist Crop Top

    Keep your everyday 'fit on trend with this adorable tie dye crop top! Featuring a small front cut out with a tie front waist, you can easily wear this top to lounge in or to hang out with the squad. Pair it with high waist joggers and chunky sneakers for a laid-back, chill look.

    Fit & Features

    • Crew neckline
    • Long sleeves with cinched hems
    • Partial front cut out
    • Tie front waist
    • Cropped
    • Tie dye knit fabric

    Style Number/Barcode: 06002-0632

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy High Waist Flared Pants

    Keep on trend with cute high waist pants that keep your look on point. The pants feature a high rise waist, side pockets, and a flared wide leg. The pants are composed of a soft to the touch modal fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Trendy Twist Knit Crop Top

    Fit & Features

    • High rise waist
    • Side pockets
    • Straight leg with a flared hem
    • Modal knit fabric
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0460

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Wrapped Up In Chic Style Bodysuit

    Get all wrapped up in the chicest of styles in this bodysuit! It features long fitted sleeves, a wrap front, and a deep V neckline. Dress it up with a faux leather mini skirt and booties or keep it more casual with skinny jeans and sneakers.

    Fit & Features

    • Long fitted sleeves
    • Deep V neckline
    • Surplice front
    • Viscose crepe fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2777

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flowy Floral Woven Midi Dress

    Create an effortlessly pretty look in this floral woven midi dress! It features a trendy tie front detail and a flattering flowy mid-length silhouette. Pair the dress with block heels and gold hoops for the perfect date night outfit.

    Fit & Features

    • V neckline
    • Tie front detail
    • Three-quarter length flowy sleeves
    • Front waist cut out
    • Mid-length flowy fit
    • Floral printed woven fabric

     

    Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0962

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Satin and Faux Leather Corset Crop Top

    Keep it chic but add some edge in this stunning satin and faux leather corset top! It features a cropped, fitted look with a satin top and a faux leather corset detail. Pair this trendy top with denim for a casual slay.

    Fit & Features

    • Collared V-neckline
    • Pleated detailing
    • Long loose cuffed sleeves, shoulder pads
    • Satin top
    • PU corset with seam detailing
    • Cropped fit
    • Runs true to size

    Style Number/Barcode: 06003-1112

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crushing On You Velvet Biker Shorts

    We're totally crushing on these biker shorts! Create a cute look with these biker shorts that feature a high rise waist, a mid-thigh fit, and composed of velvet fabric. Complete look with a white crop top and sneakers. 

    Fit & Features

    • High rise waist
    • Mid-thigh fit
    • Crushed velvet fabric
    • Form hugging fit

    Style Number/Barcode: 06503-0176

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Chill Off The Shoulder Mini Dress

    Keep your look casual and chill but still cozy for the cooler months in this off the shoulder mini dress! It features long fitted sleeves, a short, form-hugging fit, and a soft, cashmere-like fabric that offers plenty of stretch. Pair this dress with chunky sneakers for an adorable everyday look.

    Fit & Features

    • Off the shoulder fold-over neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Soft brushed knit fabric with plenty of stretch
    • Stretchy knit lining

    Style Number/Barcode: 05102-0951

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keepin' Knit Basic Long Sleeve Top

    Keep it basic in a cozy top that is low-key and stylish! This must-have top features a crew neckline, long sleeves, and is composed of a soft-to-the-touch cashmere-like fabric. Complete your look with the matching joggers and chunky sneakers.

    Shop Matching Joggers: Keepin' Knit Basic Joggers

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cashmere-like fabric
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2893

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Glen Check Woven Mini Skirt

    Chic and of the moment, this glen check woven mini skirt is a must for your fall wardrobe. It features a flattering high rise waist and a trendy double slit front detail. Wear with an off the shoulder bodysuit and some chunky sneakers for that casual cute fall look.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Double front slit detail
    • Short, curve-hugging fit
    • Glen check print
    • Woven fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0252

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Open Lace-Up Back Crop Top

    This open lace-up back crop top is a trendy upgrade from your basic top. It features a sultry open back with a lower lace-up detail and a form-hugging ribbed knit fabric. Wear with some mom jeans and your fave pair of heeled booties for a casual girl's night out.

    Fit & Features

    • Scoop neckline
    • Short sleeves
    • Open back
    • Lower lace-up detail
    • Cropped
    • Ribbed knit fabric
    • Form-hugging fit

     

    Black and Olive Tops: Model is 5'8" with a 30" bust,  23" waist and 35" hips. She is wearing a size small.

    Burgundy Top: Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2770

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Puff Sleeve Perfection Crop Top

    Keep it preppy and poised in a crop top that brings sophistication to your cold-weather look. The crop features a crew neckline, long puff sleeves, a cropped hem with cross-over strap accents. The top is composed of a sweater knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a plaid mini skirt.

    Fit & Features

    • Crew neckline
    • Long puff sleeves
    • Cropped hem
    • Cross-over strap accent at the hem
    • Knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0821

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Tie-Front Mini Sweater Dress

    Wrap yourself in the cozy elegance of this long-sleeve mini sweater dress. The dress features a flattering wrap design with a side tie that cinches at the waist, enhancing your silhouette. Crafted from a soft ribbed knit fabric, it offers both warmth and style, making it perfect for chilly days. The plunging V-neckline adds a touch of allure, while the Dolman-shaped sleeves maintain a chic and sophisticated look. Ideal for any autumn or winter occasion, this sweater dress pairs beautifully with boots or heels for a stylish seasonal ensemble.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Wide V-neckline
    • Long sleeves
    • Backstrap accent
    • Wrap front and back
    • High waist seam with tie-front detail
    • Short, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1555

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Cute Button-Front Corduroy Jacket

    Get a casually cute vibe in this trendy button-front corduroy jacket! It features long cuffed puff sleeves to add a casual-chic look to your 'fit. Pair this jacket with biker shorts and chunky sneakers for an of the moment look.

    Fit & Features

    • Collared neckline
    • Complete button-down front
    • Long cuffed puff sleeves
    • Corduroy fabric

    Style Number/Barcode: 06204-0714

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Babe Off The Shoulder Sweater Dress

    Showcase your major babe status in this chic sweater dress! It features an off the shoulder neckline with a fold-over detail, long fitted sleeves, and a mini length, curve-hugging silhouette. Pair this dress with thigh-high boots for an adorable date night look.

    Fit & Features

    • Off the shoulder neckline
    • Fold-over detail
    • Long fitted sleeves
    • Short, form-hugging fit
    • Angora knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0811

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Basic Ribbed Knit Leggings

    Bring it back to basics in leggings that are perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching crop top, duster, and face mask. 

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0454

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fave Frayed Cropped Denim Jacket

    Your new fave cropped denim jacket for sure! This adorable jacket features a collared neckline, a button-up front, and a trendy frayed cropped hem. Layer on over a cute cami and faux suede mini skirt for that everyday fall vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves with buttons to cuff
    • Button-up front
    • Buttoned pockets
    • Frayed cropped hem
    • Denim fabric

     

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

    Style Number/Barcode: 06203-0097

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scoop Neck Ribbed Knit Crop Top

    Bring it back to basics in a crop top that is perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching leggings, duster, and face mask.

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-like straps
    • Ribbed knit fabric
    • Cropped hem
    • Matching leggings sold separately

    Style Number/Barcode: 06001-2896

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zipped and Trendy Cargo Jumpsuit

    Zip up in this trendy jumpsuit that is oh so stylish! The jumpsuit features a zippered front, chest pockets, long sleeves, an elastic waistband, and a straight leg fit with cargo styled pockets. Complete your look with chunky sneakers for a casual vibe. 

    Fit & Features

    • Zippered front
    • Chest pockets
    • Long sleeves
    • Elastic waistband
    • Straight leg 
    • Cargo pockets

    Style Number/Barcode: 06502-0447

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Long Sleeve Duster

    Layer up in a cute duster to lounge in! the duster features a draped open front, long sleeves, long length, and is composed of a ribbed knit fabric. Complete your look with the matching crop top, high waist leggings, and face mask.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • Draped open front
    • Long sleeves
    • Ribbed knit fabric
    • Long length
    • Matching crop top and leggings sold separately

    Style Number/Barcode: 06202-0114

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Ribbed Knit Face Mask

    Keep it safe and stylish with a face mask that goes with all your favorite looks! The mask features a solid neutral hue, earloops for a comfortable fit, and composed of a ribbed knit material. Complete your look with the matching crop top, high waist leggings, and duster.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Fit & Features

    • This is not a medical-grade mask nor is a substitute for medical-grade equipment 
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.
    • Solid neutral hue
    • Earloops
    • Ribbed knit material

    Style Number/Barcode: 07305-0184

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free