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.

  • Wrapped In Chic Style Twill Mini Skirt

    Get wrapped in chic style with this of-the-moment mini skirt. It features a high-rise waist, a wrap-front design with a large bold rectangular buckle accent, a short front slit, and a mini-length hem with a form-fitting silhouette. The twill fabric includes a sewn-in woven lining. Pair with a corset top and strappy mules.

    Fit & Features

    • High-rise waist
    • Hidden side zipper, hook and eye closure
    • Wrap-front design, large rectangular metal buckle
    • Short front slit
    • Mini-length hem, form-fitting silhouette
    • Twill fabric, sewn-in woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0166

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Class Act Faux Leather Envelope Crossbody Bag

    Keep it classy in this faux leather crossbody bag for day-to-night occasions. It features an envelope flap with snap closure and metal trim, a detachable chain-link strap, and one interior pocket. Complete your look with a sleek blazer and heels.

    Fit & Features

    • Envelope flap, magnetic snap closure
    • Metal trim detail
    • Detachable chain-link strap
    • One interior pocket
    • Saffiano faux leather material, woven lined interior

    Style Number/Barcode: 07203-1304

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Signature Style Platform Block Heel Pumps

    Show off a signature style in these chic platform pumps! These Mary Jane-inspired heels feature a closed almond toe, a criss-cross strap design across the foot, an adjustable ankle strap, a closed back, a platform sole, and a block heel. Pair with a mini handbag.

    Fit & Features

    • Closed almond-shaped toe
    • Criss-cross strap design
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Platform sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4384

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fanciful Girl Satin Sheer Mesh Mini Dress

    Cause commotion looking so fancy in this satin mini dress out on the town! It features a sleeveless square neck, adjustable spaghetti straps, a padded bust, and a sheer mesh waist trim, a flattering bodycon silhouette, and a front ruched seam atop a flirty hem slit. Complete the look with a glitter clutch and jewelry!

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Padded bust, sheer mesh waist trim
    • Bodycon silhouette
    • Front ruched seam, mini-length slit hem
    • Smooth satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5098

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised Glamour Rhinestone Trim Ballet Flats

    Complete your poised glamorous look with these classic rhinestone trim ballet flats. They feature a closed almond-shaped toe, a mini rhinestone-embellished trim for subtle sparkle, a thin adjustable ankle strap with matching rhinestones, a closed back, and a flat sole with a soft cushioned insole for comfortable wear. Style with an envelope clutch.

    Fit & Features

    • Closed almond-shaped toe
    • Mini rhinestone-embellished trim
    • Thin adjustable strap, mini rhinestones, buckle detail
    • Closed back
    • Flat sole, soft cushioned insole
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07405-0038

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! The booties feature an ankle-high length, a pointed toe, and a sturdy block heel. The bootie is composed of a smooth faux leather material. Complete your look with a ribbed sweater. 

    Fit & Features

    • Ankle-high length
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1647

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Up Long Chenille Fuzzy Scarf

    Cozy up in the cutest chenille fuzzy scarf that you can style up or down depending on your look! It features a long design that you can effortlessly layer over your adorable cold-weather wardrobe. The scarf is made from a plush, ultra-soft chenille knit material that offers plenty of stretch for the comfiest wear. Pair with a button-down coat and trendy boots.

    Fit & Features

    • Long design 
    • Ultra-soft chenille knit material
    • Plenty of stretch

    Style Number/Barcode: 07305-0454

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cinch It Together Crepe Corset Trouser Pants

    Cinch your workwear style together in these crepe trouser pants essential for looking sharp and chic! They feature a flattering ultra high-rise corset waist with flexible boning inserts, a back zipper closure, a slim hip-hugging fit, and a straight-leg silhouette. Complete the look in a sleeveless top for in the office!

    Fit & Features

    • Ultra high-rise corset waist, flexible boning
    • Back zipper closure
    • Slim hip-hugging fit
    • Straight-leg silhouette
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2354

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Classic Three-Pack Hoop Earrings

    Simple yet classic, finish your look with these three pack hoop earrings! It features three various-sized pairs of sleek hoop earrings each with an omega closure. Style with block heels for any day or night plans!

    Fit & Features

    • Three-pack hoop earrings
    • Various-sizes
    • Sleek design
    • Each with an omega closure

     

    Earrings are final sale and may not be returned or exchanged. 

    Style Number/Barcode: 07001-1600

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pulling Strings Satin High-Rise Cargo Pants

    No need to pull strings. These satin cargo pants can easily be yours! They feature a flattering high-rise waist with hidden side pockets, a relaxed silhouette, lower cargo-flap pockets, and an adjustable drawstring hem that lets you customize the style. Complete the look in a basic tee and sneakers for off-duty days! 

    Fit & Features

    • High-rise waist
    • Hidden side pockets
    • Relaxed silhouette, lower cargo flap pockets
    • Adjustable drawstring hem
    • Front hidden hook-eye and zipper closure
    • Lined silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1315

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edge Up Your Look Faux Leather Mini Skirt

    Edge up your going-out look with this sleek faux leather mini skirt. It features a high-rise waist, a back zipper closure, a mini-length hem with a chic short side slit, and a form-hugging fit. The smooth faux leather fabric has no stretch. Pair with a corset top and clear heels.

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Mini-length hem
    • Short side slit
    • Form-hugging fit
    • Smooth faux leather fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0584

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Artsy Inspiration Abstract Pleated Satin Crop Top

    This abstract print top will inspire your inner artsy side! It features peasant long sleeves, a sweetheart neckline, a center front ruched drawstring that lets you customize the style, and a cropped hem on pleated satin fabric with bust lining. Complete the look in high-rise jeans for an art show and dinner!

    Fit & Features

    • Peasant long sleeves
    • Sweetheart neckline
    • Center front ruched drawstring
    • Cropped hem
    • Abstract print
    • Pleated satin fabric, bust knit lining
    • Runs true to size

    Style Number/Barcode: 06001-4879

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovely Girl Floral Velvet Crop Bustier

    There she goes looking so lovely in this mesh bustier! It features an off-the-shoulder neckline, short-sleeve cuffs, a ruched bust, flexible boning inserts, and a cropped hem. The bustier is crafted from a partially sheer mesh fabric with a flocked floral velvet pattern. Complete the look in boyfriend jeans and mules for a dinner date!

    Fit & Features

    • Off-the-shoulder neckline, short-sleeve cuffs
    • Ruched bust
    • Flexible boning inserts
    • Cropped hem
    • Flocked floral velvet pattern
    • Partially sheer mesh fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4884

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Spark Rhinestone Bangle Bracelet Set

    Show off a glamorous spark with this glitzy set of rhinestone bangles! The set features five thin bangle bracelets with all-over rhinestone embellishments and a stretchy design. Style with a sleek envelope clutch.

    Fit & Features

    • Set of five thin bangle bracelets
    • All-over rhinestone embellishments
    • Stretchy design

    Style Number/Barcode: 07003-0458

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Fun Nubuck Platform Stiletto Heels

    Step out in these nubuck stiletto heels for a flirty and fun style! The heels feature an open almond toe, a wide toe strap, a platform sole, a stiletto heel, and a closed ankle with an adjustable strap with buckle closure. Complete the look with a chic crossbody bag for day or night plans!

    Fit & Features

    • Open almond toe
    • Platform sole
    • Stiletto heel
    • Closed ankle, adjustable strap, buckle closure
    • Slightly cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4363

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Cute Foldover Twill Mini Skirt

    Take your style back to the cute vibe of the 90s with this twill mini skirt perf for casual hangs! It features a high-rise foldover contrast waist, a hidden front hook, zipper, and button closure, a form-hugging fit, and a mini-length hem. Complete the look in a basic tee.

    Fit & Features

    • High-rise foldover contrast waist
    • Hidden front hook, zipper, and button closure
    • Form-hugging
    • Mini-length hem
    • Twill woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0165

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Charmed Mock Neck Bodycon Mini Dress

    This bodycon mini dress would be charmed to make your acquaintance! A short dress that features fitted bell long sleeves and a mock neckline, and is composed of a rib knit fabric with a sewn-in knit lining. Style the mini dress with a chic crossbody bag for a day date!

    Fit & Features

    • Fitted bell long sleeves
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Rib knit fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5204

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Treat Myself Statement Bow Block Heels

    Treat yourself to these faux leather block heels to add a sweet style to your look! They feature a square toe, a statement bow toe strap, and a wrap-around adjustable ankle strap with buckle closure. Complete the look with a gorgeous mini handbag for a wedding or dressy event!

    Fit & Features

    • Square toe
    • Statement bow toe strap
    • Wrap-around adjustable ankle strap, buckle closure
    • Slightly cushioned footbed
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4354

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dream Big Butterfly Chain Belt

    Build your dream look by accessorizing with this statement chain belt featuring an eye-catching butterfly design with a back adjustable chain and a lobster clasp closure. Style with a flirty ruffled romper for a summer party!

    Fit & Features

    • Butterfly design
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0634

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Heart Faux Suede Cowboy Hat

    Show your love for Western style with this faux suede cowboy hat featuring a unique heart charm trim and a classic curved brim. Include adjustable ties hidden on the inside for a tighter fit. Style with a graphic tank top and shorts for a rodeo or country bar!

    Fit & Features

    • Heart charm trim
    • Classic curved brim
    • Faux suede material
    • Adjustable ties for tighter fit

    Style Number/Barcode: 07302-1674

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set The Curve Square Neck Maxi Dress

    Set the tone for flaunting your curves in this essential maxi dress perfect for day or night styling! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a sexy center-back high slit on double-lined knit fabric with a buttery soft feel. Complete the look with a crop denim jacket and sandals for a sunset dinner date!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Bodycon silhouette
    • Center back high slit
    • Maxi-length hem
    • Double-lined knit fabric
    • Buttery soft and stretchy
    • Runs true to size

    Style Number/Barcode: 05102-5200

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Glam Jelly Satchel Bag

    This trendy jelly satchel bag is the pretty and glam accessory you need for your summer 'fits. It features a small satchel design, dual top zipper closures with cute heart cutouts, dual top handle straps, and a long detachable chain-link shoulder strap. Style with clear heels!

    Fit & Features

    • Small satchel design
    • Dual top zipper closures, heart cutouts
    • Dual top handle straps
    • Detachable chain-link shoulder strap, lobster clasps
    • Jelly material

    Style Number/Barcode: 07203-1293

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Total Mood High-Rise Boyfriend Denim Jeans

    You'll be in the mood to wear these boyfriend denim jeans on the weekly! They feature a flattering high-rise waist, a relaxed leg silhouette, and trendy knee distressed accents. The jeans are crafted from a rigid medium-wash denim fabric with slight stretch. Style with a cute bodysuit and sandals for a casual dinner date.

    Fit & Features

    • High-rise waist
    • Relaxed silhouette, boyfriend style
    • Distressed knee accents
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Rigid medium-wash denim, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0442

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Perfection Patent Faux Leather Handbag

    The chic patent faux leather material of this small handbag makes it sleek perfection! It features a square shape with a fold-over flap, snap-button closure, a top handle strap, a detachable crossbody strap, and a spacious leopard print lined interior with a zipper pocket. Style with a rhinestone ring set.

    Fit & Features

    • Small handbag design
    • Square shape
    • Fold-over flap, snap-button closure
    • Top handle strap
    • Detachable faux leather crossbody strap
    • Patent faux leather material
    • Spacious leopard print lined interior, zipper pocket

    Style Number/Barcode: 07203-1286

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free