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.

  • Harper Mid-Rise Skinny Denim Jeans

    Designed to fit and flatter your curves, the Harper mid-rise denim jeans will be your go-to on the weekly! They feature on-trend front distressed accents, a skinny-leg silhouette, and an ankle-length hem on premium medium wash denim. Complete the look in a chic ring set and heels.

    Fit & Features

    • Mid-rise waist
    • Front distressed accents
    • Skinny-leg silhouette, ankle-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0362

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off-Duty Cool Mid-Rise Cuffed Denim Jeans

    These denim jeans? Effortlessly laidback with just the right amount of cool. The faded tint and cuffed hem bring vintage vibes, while the straight leg keeps it classic and flattering. 

    Fit & Features

    • Tinted wash denim cotton-blend fabric, slight stretch
    • Mid-rise waist
    • Straight-leg fit
    • Cuffed hem
    • Front button and hidden zipper closure
    • Belt loop accents, five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000038

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All The Trendy Vibes Button-Up Top

    Showcase all the trendy vibes with this chic collared top. It features a complete button-up front, long sleeves with dual button details, a chest pocket, and an all-over square windowpane pattern. Style with the matching bra top and dark wash denim.

    Shop Matching Top: All The Trendy Vibes Bra Top

    Fit & Features

    • Collared neckline
    • Snap button-up front
    • Long sleeves, dual button details at the hems
    • Chest pocket
    • Relaxed fit
    • Square windowpane pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1872

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taylor High-Rise Cropped Skinny Jeans by Windsor Denim

    Form-fitting and on-trend, the Taylor jeans by Windsor denim are a wardrobe staple for the cutest casual looks. They feature a high-rise waist, a skinny-leg silhouette, an ankle crop hem, and lightly distressed detailing at the knees and hem. The denim fabric offers a moderate stretch. Style with a basic bodysuit and mules.

    Fit & Features

    • High-rise waist
    • Skinny-leg silhouette, ankle crop hem
    • Distressing at the knees and hem
    • Five-pocket design, belt loops
    • Front button and hidden zipper closure
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0358

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mission Accomplished Camouflage Bomber Jacket

    Accomplish your mission to achieve cool, streetwear style by layering on this camouflage bomber jacket! It features long sleeves, stretchy elasticized knit cuffs, and collar neckline, zipper front closure, five flap cargo-style pockets with velcro closure, one faux zipper pocket, hidden side pockets, and a relaxed silhouette with a stretchy elasticized back hem. The bomber jacket is designed with a camouflage printed nylon woven fabric with a quilted nylon woven lining and no stretch. Layer over a basic midi dress and sneakers for a movie and lunch!

    Fit & Features

    • Long sleeves, stretchy knit elasticized cuffs and collar
    • Zipper front closure, one faux zipper pockets
    • Five flap cargo pockets, velcro closure, hidden side pockets
    • Relaxed silhouette, stretchy elasticized back hem
    • Camouflage print, nylon woven fabric
    • Quilted nylon woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1629

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Crush High-Rise Gemstone Denim Jeans

    One look at these denim jeans and you'll have a major crush! With a flattering high-rise waist, side cutouts with chain trims lined with beautiful gemstones, and a wide-leg silhouette with a frayed edge hem on medium-wash denim fabric, you'll look and feel so glamorous. Style with a sassy crop top and heels for a casual night out!

    Fit & Features

    • High-rise waist
    • Side cutouts, gemstone chain trims
    • Wide-leg silhouette, frayed edge hem
    • Hidden front zipper, button closure, belt loop accents
    • Five-pocket styling
    • Medium-wash cotton-blend denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0460

    Category Name: 2026 Fall Outfit Trends

    Price: $28.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knotch It Up Mini Dress
    This dress is a cute versatile a piece, dress it up with some strappy heels or throw on your favorite sneaks. This piece features a sleeveless bodice, with U shaped neckline, a knotch cut out at the center of the bust area. The dress has a smooth inner lining and is composed of a soft knit material that is ribbed for a casual style. The hem hits above mid thigh, and is form fitting with a moderate stretch.

     Model is 5'7" with a 32" bust,  23" waist and 34.5" hips. She is wearing a size small.  

    Style Number/Barcode: 06002-0107

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Not So Typical Cubic Zirconia Bollo Bracelet

    Babe your style is not so typical, it's original and high end, and that's why this is the bracelet for you! Layer with your gold watch for a real classy vibe!

    • Circular cubic zirconia stones
    • Adjustable bollo closure
    • Dainty rope chain

    Style Number/Barcode: 07003-0081

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Chic Slashed Cropped Graphic Tee

    Get an edgy-chic vibe you can take from day to night in this must-have graphic tee! The crop top features slashed detailing with a center motorcycle graphic with angel wings and the script, "American Motorcycles, Custom, Vintage, Special." Pair this tee with a plaid skirt for a girly rocker look.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cropped hem
    • Center graphic
    • Slashed detailing
    • Cotton fabric

    Style Number/Barcode: 06002-0526

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pleated Long Sleeve Mesh Duster

    Get it poised in a pleated duster to create some seriously sophisticated layers this season! The duster features a drape open front with a fish hook closure at the center, a pleated front, sheer long sleeves, and a sweeping long length. Complete look with crop top and jeans

    Fit & Features

    • Drape open front
    • Fish hook clasp closure at center
    • Pleated front
    • Sheer long sleeves
    • Long length
    • Mesh fabric
    • Relaxed fit

    Style Number/Barcode: 06202-0100

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Seamless Biker Shorts

    Stylish and seamless, these biker shorts are a closet staple. They feature a flattering high-rise banded waist and a mid-thigh length, form-hugging fit. Complete the outfit with the matching longline bralette for the perf loungewear look.

    Shop Matching Bralette: Stylish And Seamless Longline Bralette

    Fit & Features

    • High-rise banded waist
    • Mid-thigh length, form-hugging fit
    • Seamless ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 07103-0661

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Classic Plaid Mini Dress

    Keep it classy with a plaid mini dress that channels those preppy vibes! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a lined brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with booties.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti strap
    • Plaid print
    • Mini length silhouette
    • Lined brushed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4232

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Girls Drink Tequila Baseball Cap

    Style up this iconic baseball cap for happy hour featuring a trendy two-tone design with an embroidered script reading, "Hot Girls Drink Tequila." Pair with a cute shoulder bag.

    Fit & Features

    • Two-tone design
    • Round top
    • Curved brim
    • Embroidered script reading, "Hot Girls Drink Tequila"
    • Back adjustable strap with metal buckle

    Style Number/Barcode: 07302-1721

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid About It Pleated Romper
    Don't be plaid about it! This super chic pleated romper will have you staying stylish all day. It's designed with a square neckline, thin spaghetti straps, and pleated details. Wear it with hoop earrings and heels for a stylish dinner date. 

    Fit & Features
    • Square neckline
    • Thin spaghetti straps
    • Plaid print
    • Pleated
    • Knit fabric
    • Form hugging fit, moderate stretch 
    • Fits true to size

    Style Number/Barcode: 06503-0335

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Chic Lace-Up Heels

    Lace up in chic heels that add that polished touch to your outfit! The heels feature an open back, lace-up straps, criss-cross straps, an open square toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a blouse and midi skirt

    Fit & Features

    • Open back 
    • Lace-up straps 
    • Criss-cross strap
    • Open square toe
    • Block heel 
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3271

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy And Chill Faux Fur Jacket

    Chill out in this cozy jacket that is perf to layer with your favorite prints this season! The jacket features a mock neck, a zippered front, long sleeves with a ribbed cuff, and a ribbed hem. The jacket is composed of a faux fur fabric that offers a form hugging fit with minimal stretch. Complete look with ankle booties.

    Fit & Features 

    • Mock neck 
    • Zippered front 
    • Long sleeves, ribbed cuff
    • Ribbed hem 
    • Lined faux fur fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0238

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Alone Slit Maxi Skirt

    Cute alone but better together! This rib-knit maxi skirt features a high-rise waist, a curve-hugging silhouette, and an asymmetrical slit hem. Complete the look in the matching top and clear strap heels.

    Shop Matching Top: Knit Alone Mock Neck Top

    Fit & Features

    • High-rise elasticized waist
    • Curve-hugging silhouette
    • Asymmetrical slit
    • Maxi-length hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0685

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Beau Velvet Paisley Dress

    Your new beau for creating a dreamy boho wardrobe! This burnout velvet paisley mini dress features a sleeveless square neck, spaghetti straps, an open-back with lace-up tie closure, and a bodycon silhouette. Complete the look with PVC mules.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Open-back, lace-up with tie closure
    • Bodycon silhouette
    • Mini-length hem
    • Burnout velvet, paisley pattern, knit lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1791

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Warm Up Wrap-Front Ribbed Knit Sweater

    This cozy and stylish wrap-front sweater keeps you warm and looking great! Crafted with soft ribbed knit fabric, it features a V-neckline that can be worn off-the-shoulder for a chic look, a wrap-front design, slouchy long sleeves with ribbed cuffs, and an asymmetric cropped hem. Complete the look with a mini skirt and knee-high boots!

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • V-neckline
    • Wrap-front design
    • Slouchy long sleeves, ribbed cuffs
    • Asymmetric cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-1822

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Necessary Basic Midi Dress

    Because we all need this necessary basic midi in our closet! The dress features a sleeveless bodice, spaghetti straps, a square neck and back, and a mid-length, curve hugging fit. The smooth knit fabric offers plenty of stretch for comfortable wear.

    Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0256

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fuzzy Feels Teddy Coat

    Get all those warm and fuzzy feels, pefect for fall, in this trendy teddy coat! It features a collar, a zip front with an O-ring accent, long sleeves with ribbed cuffs, a ribbed cuffed hem, and an overall relaxed fit. Jacket is composed of a faux fur fabric with a smooth woven lining.

    Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0001

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace It Up Heeled Booties
    Fall is calling and these booties are just the touch! They feature a lace up detail, with a zipper at the side, a round toe and a chunky block heel. Boots are composed of a faux suede material.

    Style Number/Barcode: 07403-0092

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clara High Rise Destructed Fringe Skinny Jeans

    Oasis by Eunina

    Give your skinny jeans an edgy update in this must-have pair! Perfect for styling with your favorite basic tops for a casual day out or dressing up with a bodysuit for a night out. The jeans feature a high rise waist, a flattering medium wash, a skinny tapered leg with light destruction, and a fringed raw edge hem.  

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Traditional five-pocket with belt loop design
    • Light-medium wash denim fabric
    • Light destructed detailing fringe raw-edge hem 
    • Skinny tapered leg
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06602-0179

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Flair Striped Knit Off-The-Shoulder Mini Dress

    Showcase a cozy flair in this mini dress made with striped ribbed knit fabric offering plenty of stretch for comfortable wear. It features an off-the-shoulder neckline with a fold-over design, long fitted sleeves, and a short A-line silhouette for an adorable vibe.

    Fit & Features

    • Striped ribbed knit fabric with plenty of stretch
    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5883

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free