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.

  • Side Ties Turtleneck Sweater Top

    Your new favorite sweater top for wearing on those brisk autumn days! The sleeveless tank top features a turtleneck, cutout sides with tie closures, and a cropped hem on rib-knit fabric. Complete the look in flare pants and heels.

    Fit & Features

    • Sleeveless
    • Turtleneck
    • Cutout sides with tie closures
    • Cropped hem
    • Sweater rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1121

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New In Town Mid-Rise Distressed Crop Skinny Jeans

    Make a stylish first impression in these must-have cropped skinny jeans. They feature a mid-rise waist, a skinny-leg fit, distressed accents, and a color fade effect for the perfect worn-in fit and feel. The denim fabric offers a moderate stretch for comfortable wear. Complete the look in an oversized blazer and sparkly earrings.

    Fit & Features

    • Mid-rise waist
    • Five-pocket and belt loop design
    • Front button and zipper closure
    • Skinny-leg fit, cropped hem
    • Distressed detailing
    • Denim fabric, color fade effect, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06602-0281

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Swag Chain Belt Two Pack

    Keep it sleek with a belt that cinches your look together! The belt pack includes two belts that feature a metal U-shaped buckle and a metal swag chain accent. The belts are composed of faux leather. Complete look with a denim dress and mules. 

    Fit & Features

    • Pack includes two belts
    • Metal U-shaped buckle
    • Metal swag chain accent
    • Adjustable 
    • Runs true to size

    Style Number/Barcode: 07301-0315

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor Distressed Cropped Skinny Jeans

    The Taylor cropped skinny jeans are a stylish staple you need in your closet. They feature a high-rise waist, distressing with destructed detailing at the knees, a skinny-leg fit, and a cropped, destructed, and frayed hem. The medium wash denim fabric offers a moderate stretch for comfortable wear. Pair these jeans with a basic tee and sneakers for a casual everyday 'fit.

    Fit & Features

    • High-rise waist
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Skinny-leg fit
    • Distressing, destructed detailing at the knees
    • Cropped, destructed, and frayed hem
    • Medium wash denim fabric, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06602-0282

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Beauty Chiffon Jumpsuit

    Showcase your effortless beauty in this chic and sophisticated chiffon jumpsuit! It features a flattering wrap-front V-neckline, long sheer bishop sleeves, a tie-front belt to highlight the waist, and a fitted silhouette with flared pant legs. Style this jumpsuit with sleek hoop earrings.

    Fit & Features

    • Wrap-front V-neckline, pleated detailing
    • Long sheer bishop sleeves
    • High waist, tie-front belt
    • Fitted silhouette, flared pant legs
    • Chiffon and knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0636

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High-Rise Cargo Boyfriend Jeans

    Keep it casually chic with a pair of cargo jeans that are perf for those lowkey vibes. The jeans feature a high-rise waist, a single-button with zipper closure, belt loops, front and back pockets, cargo pockets, and a straight leg fit. Complete look with a crop top and chunky sneakers.

    Fit & Features

    • High-rise waist, elastic banded back
    • Single-button with hidden zipper closure 
    • Belt loops, front and back pockets
    • Cargo pockets
    • Straight leg fit
    • Denim fabric, no stretch, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06602-0278

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Leather Long Shacket

    Layer up in this essential shacket that is perf to layer with your fave plaid tops this season. The shacket features a collared neckline, a multi-button down front, long sleeves, two large chest pockets, and a long length. The shacket is composed of a lined faux leather fabric that offers a relaxed fit with a moderate stretch.

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets 
    • Long sleeves
    • Long length 
    • Faux leather fabric, relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1066

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetting Babe Cropped Sweater

    You'll be a total trendsetting babe this fall season with this multi-colored striped sweater. It features a crew neckline, long sleeves, and a cropped hem on sweater rib-knit fabric. Style with high-rise denim and a cute Panama hat.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem
    • Multi-colored striped pattern
    • Sweater rib-knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1111

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty Chain Coin Charm And Cross Necklace Set

    Layer on the style with a trendy necklace that brings the glam to your look! The pack includes four necklaces that create a layered five-row design, two coin charms, and a rhinestone embellished cross charm. Complete look with a bustier and high waist jeans. 

    Fit & Features

    • Pack includes four necklaces
    • Dainty chain link, snake chain
    • Two coin charms
    • Cross charm
    • Rhinestones 
    • Lobster clasp closure 

    Style Number/Barcode: 07002-0849

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Embrace The Chill Mock Neck Sweater Tunic

    Embrace the chill in style! This sweater tunic features a sleeveless, mock neck design on a form-fitting silhouette and mini-length hem. Composed of a soft eyelash knit fabric with a moderate stretch. Complete the look in an oversized blazer.

    Fit & Features

    • Sleeveless, mock neck
    • Form-fitting silhouette
    • Mini-length hem
    • Soft eyelash knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1113

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Wild Leopard Knit Vest

    Channel your wild side with a vest that can be layered over your favorite long sleeve tops. The vest features a trendy leopard print, a sleeveless V-neckline, and a ribbed hem. The vest is composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with combat boots.

    Fit & Features

    • Sleeveless V-neckline
    • Leopard print
    • Ribbed hem 
    • Knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1110

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Christina Lace-Up Back Velvet Dress

    Special Occasion

    Make a dramatic entrance at your next soiree in the chic Christina velvet formal long dress. She features a sleeveless square neckline, thin shoulder straps, an open back with a cross-back lace-up strappy design, a fitted, floor-length silhouette, and a sultry thigh-high front slit. Add some sparkle with rhinestone earrings and complete the look with a sleek clutch.

    Fit & Features

    • Sleeveless square neckline, thin shoulder straps
    • Padded bust, no bra required
    • Open back, cross-back lace-up strappy design
    • Lower back zipper and hook and eye closure
    • Fitted, floor-length silhouette, high front slit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1552

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Baddie Fringe Faux Leather Moto

    Live on the edge babe with a moto jacket that gives off those baddie vibes! The moto features a collared neckline, an asymmetrical zipper front, zippered side pockets, long sleeves, and a fringe detail throughout. The jacket is composed of a lined faux leather fabric that offers a form hugging fit with minimal stretch. Complete look with a graphic tee and combat boots.

    Fit & Features

    • Collared neckline 
    • Asymmetrical zipper front
    • Zippered side pockets
    • Long sleeves
    • Fringe detail throughout
    • Lined faux leather fabric 
    • Form hugging fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06204-1065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Retro Style Moment Denim Jumpsuit

    Have a fab retro style moment in this figure-flattering denim jumpsuit! It features a sleeveless subtle V-neckline, chic chain detail shoulder straps, trendy seam detailing, and a fitted high waist with flared pant legs. Complete the look with clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Chain detail shoulder straps
    • Back zipper closure
    • Seam detailing
    • Fitted high waist, flared pant legs
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0276

    Category Name: 2026 Fall Outfit Trends

    Price: $32.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Glamour Quilted Crossbody Purse

    Accessorize your everyday look with this chic crossbody purse that will bring a glam style to your outfits. It features a rectangular shape with a quilted front design, a top zipper closure, a trendy tassel accent, and a detachable chain shoulder strap. Complete the look with pretty earrings.

    Fit & Features

    • Rectangular shape
    • V-shaped quilted front design
    • Top zipper closure
    • Woven lining, single zippered pocket
    • Tassel keychain
    • Detachable chain shoulder strap
    • Faux leather material

    Style Number/Barcode: 07203-0683

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Icon Denim Jumpsuit

    You'll be the total style icon of your squad in this retro-chic denim jumpsuit. It features a sleeveless sweetheart neckline, spaghetti straps, a flattering high waist with dual waist cutouts, and flared pant legs. Complete the outfit with hoop earrings and cute mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • High waist, dual waist cutouts
    • Two back zipper closures
    • Flared pant legs
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0274

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasons Change Argyle Crop Sweater

    Get ready for sweater weather with this argyle crop sweater featuring long sleeves, a crew neckline on soft-knit fabric with minimal stretch. Complete your look with faux leather leggings and boots. 

    Fit & Features

    • Long sleeves, crew neckline
    • Argyle striped design
    • Cropped hem
    • Soft-knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1109

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • City Girl Faux Wool Trench Vest

    Make your way downtown in this stylish trench vest! It features a sleeveless, lapel collar neckline, a belted waist, side pockets, and a long-length hem. The smooth faux wool fabric will give any outfit a polished look. Style with a long sleeve top and jeans.

    Fit & Features

    • Sleeveless design
    • Lapel collar neckline
    • Side pockets
    • Belted waist
    • Long-length hem
    • Smooth faux wool fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0245

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rebel Chic Faux Fur Moto Jacket

    Bring the edge this season in this faux fur jacket. It features a collared neckline, long sleeves, an asymmetrical front zipper, side pockets, and a cropped hem. This jacket is composed of lined faux fur fabric and has a form-hugging fit. Complete the look with a bodysuit.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Asymmetrical front zipper
    • Zippered side pockets
    • Cropped hem
    • Lined faux fur fabric, form-hugging fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0248

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual-Chic Long Sleeve Cropped Topper

    Layer on this casual-chic cropped topper to stylishly elevate your look. It features a turtleneck with a fold-over design, long bell sleeves, and a majorly cropped hem. Pair this topper with a basic bodysuit and a faux suede mini skirt.

    Fit & Features

    • Turtleneck, fold-over design
    • Long bell sleeves
    • Majorly cropped hem
    • Ribbed sweater knit fabric
    • Runs true to size
    • The top pictured with the topper is not included

    Style Number/Barcode: 06005-1108

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Geometric Chic Tie Front Top

    Keep it chic with a geometric top that keeps you on-trend! The top features a geometric print, a plunging V-neckline, long sleeves, a tie-front hem, and a cropped hem. The top is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with high waist faux leather pants and mules.

    Fit & Features

    • Geometric print
    • Plunging V-neckline
    • Long sleeves
    • Tie-front hem
    • Cropped
    • Sheer chiffon fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1057

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated And Chic Faux Leather Trench

    Layer on an elevated and chic style with this faux leather trench. The jacket features a lapel collar, long sleeves, side pockets, a tie-front belt to cinch the waist, and a mid-length, relaxed fit. The smooth faux leather fabric has a moderate stretch. Complete the look with heeled booties.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Side pockets
    • Tie-front belt
    • Mid-length, relaxed fit
    • Lined faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1062

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Beauty Wool Trench Coat

    Hey beauty! Bundle up in this posh wool trench coat that will elevate your winter look. It features a collared neckline, long sleeves, a partial button-down front, and a long line silhouette. Layer this coat over a sweater dress and complete the outfit with over-the-knee boots.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Partial snap button-down front
    • Faux front pockets
    • Long line silhouette
    • Wool exterior, woven lined interior, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0253

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First In Class Plaid Mini Dress

    Keep it classy with a plaid dress that is perf for making a stylish first impression. The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels. 

    Fit & Features

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

    Style Number/Barcode: 05102-4169

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free