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.

  • Make A Debut Plaid Strapless Pleated Mini Dress

    Make a debut in classic plaid and on-trend silhouette! This plaid mini dress is sure to stand out from any crowd. Featuring a strapless neckline, form-hugging bodice, belt loop accents, and a flirty pleated mini-length hem. Complete the look in lug boots for an edgy vibe!

    Fit & Features

    • Strapless neckline
    • Back zipper closure
    • Form-hugging bodice
    • Belt loop accents
    • Pleated mini-length hem
    • Plaid print, woven fabric, knit lining at the bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5415

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Shine Fishnet Rhinestone Heels

    Ignite your shine in these statement stiletto pumps to make your going-out look sparkle! The heels feature clear PVC closed pointed-toe and side, and a faux suede closed ankle with an attached sheer fishnet stocking adorned with shimmering rhinestones in a thigh-high length. Style with a glam handbag to complete your outfit for a party!

    Fit & Features

    • Clear PVC closed pointed-toe and side
    • Faux suede closed ankle
    • Attached sheer fishnet rhinestone stocking
    • Thigh-high length, non-slip grip lining
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-4632

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Josie Mid Rise Skinny Jeans

    Oasis By Eunina

    Introducing your new favorite skinnies. These jeans feature a high waist, zip fly, 5-pocket styling and light destruction detail. They're made of a stretchy denim and have a body-hugging fit.

    Style Number/Barcode: 06602-0004

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lookin' Fine In Floral Mesh Crop Top

    You'll be lookin' fine in fresh floral in this gorg mesh crop top! Pair with a bralette underneath for chic lewk bb!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Sheer mesh fabric | All over floral print
    • Plenty of stretch | Form hugging fit
    • Undergarment not included

    Style Number/Barcode: 06001-2637

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Stunner Faux Wool Boater Hat

    Keep it trendy with a boater hat that completes your effortless outfits! The hat features a traditional Panama design, a short brim, and a cute ribbon trim. The hat is composed of a faux wool material. Complete look with a bodysuit and cargo pants. 

    Fit & Features

    • Panama design 
    • Short brim
    • Ribbon trim 
    • Faux wool material 

    Style Number/Barcode: 07302-0378

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Denim Diva Sleeveless Tie Waist Jumpsuit

    Dare to impress in a denim jumpsuit that stuns for your next date night! The jumpsuit features a sleeveless plunging scoop neckline, a zippered front, a tie waist belt with belt loops and a straight leg fit with a flared hem. Complete your look with fringe earrings and wedge heels

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-like shoulder straps
    • Zippered front
    • Tie-waist belt with belt loop
    • Slant pockets
    • Straight-leg fit with a flared hem
    • Form hugging denim fabric, 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: 06602-0196

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh And Fab Houndstooth Skort

    Channel a classy fab look with a chic skort that can dress up your casual outfits this season. The skort features a houndstooth pattern, a high-rise waist, a faux skirt overlay, and wide-leg cheeky shorts. The skort is composed of a woven knit fabric that offers a form-hugging fit with minimal stretch. Complete look with a bustier and lug boots.

    Fit & Features

    • Houndstooth pattern
    • High-rise waist
    • Faux skirt overlay 
    • Wide-leg cheeky shorts
    • Woven knit fabric 
    • Form-hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06403-0193

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's The Boss Zip Front Blazer

    You're clearly the boss looking so profesh-chic in this woven blazer! It features long sleeves, shoulder pad accents to provide structure, a collared V-neckline, an exposed front zipper closure with a center slit, and ruching to accentuate your curves. The smooth woven fabric offers a moderate stretch. Complete the look in sleek leather pants and mules for a cocktail event!

    Fit & Features

    • Long sleeves
    • Shoulder pad accents
    • Collared V-neckline
    • Exposed front zipper closure
    • Center slit, ruching
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1477

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Highly Sophisticated Sweater Dress

    This sleeveless sweater dress brings sultry-sophistication to every occasion! It features a halter neckline, side cutouts on the bodice, and a form-fitting silhouette on a mini-length hem. Complete the look in a classy blazer and heels.

    Fit & Features

    • Sleeveless, halter neckline
    • Side cutouts
    • Form-fitting silhouette
    • Mini-length hem
    • Soft sweater knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1377

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • 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
  • Daytime Adventure Utility Denim Romper

    Your next daytime adventure calls for this trendy utility denim romper! Featuring slouchy long sleeves with elasticized cuffs, a collar neckline, button-down front closures, dual chest, and back pockets, belt loop accents along the waist, and a short-length cuffed hem. The romper is composed of premium denim fabric with minimal stretch. Complete the look with trendy sunglasses and sandals!

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Collar neckline, button-down front closures
    • Dual chest and back pockets
    • Belt loop accents along the waist
    • Short-length cuffed hem
    • Premium denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0353

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Luxe Look Velvet Bodycon Mini Dress

    Capture that luxe look perfect for dressy dinners or parties with this smooth velvet mini dress! It features a square neckline, short puff sleeves, an alluring open back with an elastic bar strap design, a mini-length hem, and a bodycon silhouette. The luxe velvet fabric offers plenty of stretch. Style with rhinestone duster earrings and metallic heels.

    Fit & Features

    • Square neckline
    • Short puff sleeves, elastic cinched hems
    • Open back, elastic bar straps
    • Mini-length hem
    • Bodycon silhouette
    • Velvet fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2811

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Platform Block Heel Booties

    Level up your look in these chic block heel booties! Featuring a stylish platform and a sleek block heel, these booties are perfect for your next party. Simply pair them with a LBD and stunning statement earrings for a gorgeous look.

    Fit & Features

    • Almond toe
    • Platform
    • Thin block heel
    • Dual zipper detailing
    • Faux nubuck material

    Style Number/Barcode: 07403-0380

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Trend Faux Fur Vest

    Stay on trend with a fab vest to layer your looks with! The vest features a sleeveless bodice, an open front, and hidden side pockets. The vest is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with ankle booties.

    Fit & Features

    • Draped open front
    • Sleeveless bodice
    • Single-hook fasten closure 
    • Hidden side pockets
    • Lined faux fur fabric 

    Style Number/Barcode: 06201-0154

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Charge Faux Leather Cropped Blazer

    Take charge with a blazer that takes your look to the next level! The blazer features an open front with single-button closure, long sleeves, lightly padded shoulders, and a cropped hem. The blazer is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching mini skirt.

    Shop Matching Mini Skirt: Take Charge Faux Leather Mini Skirt

    Fit & Features

    • Open front, single-button closure
    • Long sleeves
    • Lightly padded shoulders
    • Cropped hem
    • Lined faux leather fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-0989

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Extra Space Rectangle Handbag

    This cute handbag has the extra space you desire to keep your necessities within reach! It features square top handles, a rectangular body, a detachable shoulder strap, croc faux leather material, snap-button closure, and a spacious lined interior with a zipper pocket. Complete the look in a boss babe blazer and trouser pants.

    Fit & Features

    • Square top handles
    • Rectangular body
    • Detachable shoulder strap
    • Snap-button closure
    • Spacious lined interior, zipper pocket
    • Croc faux leather material

    Style Number/Barcode: 07203-1106

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Poised Tie-Waist Romper

    Create a chic and poised look in this classic tie-waist romper. It features a V-neckline with a pleated wrap-front design, long fitted sleeves, a high waist with a flattering tie-front belt, and fitted shorts. Complete the outfit with strappy mules.

    Fit & Features

    • V-neckline
    • Pleated wrap-front design
    • Long fitted sleeves
    • High waist, tie-front belt
    • Fitted shorts
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0320

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stunning Faux Leather Boots

    Keep your look sleek and stunning with boots that dare to show off your bold style! The boots feature a thigh-high fit, an inner zipper closure, an open back, a peep toe with a square-shaped platform, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Thigh-high fit
    • Inner zipper closure
    • Open back
    • Peep toe, square-shaped platform
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0767

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Skeleton Lace-Up Crop Top

    Bring the spooky sultry vibes this Halloween in this sheer mesh crop top! It features a crew neckline, long fitted sleeves, a trendy lattice lace-up front, a cropped fit, and a contrasting skeleton hands graphic. Complete your costume party look with a faux leather mini skirt and thigh-high boots!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Lattice lace-up front, tie closure
    • Fitted crop hem
    • Skeleton hands graphic
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1393

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Mood For Drama Stiletto Booties

    These chic stiletto booties will have you in the mood for drama! They feature a trendy pointed toe, a sleek fitted design, a tall stiletto heel, and a marabou feather trim at the ankle. Style with glitzy rhinestone jewelry.

    Fit & Features

    • Fitted ankle booties
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Marabou feather trim at the ankle
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1585

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Press Pause Faux Leather Corset Bodysuit

    You'll wanna press pause cause you'll be obsessed with how you slay in this faux leather corset bodysuit perfect for a night out. It features a sleeveless sweetheart neckline, adjustable and detachable spaghetti straps, ruched bust, fitted bodice, and mesh thong bottom with dual snap-button closures. Complete the look in straight-leg jeans.

    Fit & Features

    • Sleeveless sweetheart neck
    • Adjustable and detachable spaghetti straps
    • Ruched bust, back zipper closure
    • Corset-style fitted bodice
    • Mesh thong bottom, dual snap-button closure
    • Faux leather non-stretch lined fabric
    • Runs true to size

    Style Number/Barcode: 06003-1972

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Me More Mini Dress

    They're going to miss you all the more as you leave the room in this stunning LBD! The ruched detailing will flatter your gorgeous figure.

    Fit & Features

    • Long loose sheer sleeves | Elastic banded hems
    • Deep V neck and back | Ruffle trim
    • Hidden back zipper | Hook and eye closure
    • All over ruched detailing
    • Dual drawstrings at the hem
    • Short, form hugging fit
    • Mesh top | Stretchy knit skirt

    Style Number/Barcode: 05103-1296

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Velvet Burnout Spaghetti Strap Mini Dress

    Chic and oh so stylish, this velvet burnout mini dress is a must-have for fall! It features a trendy cowl neckline, spaghetti straps, and a form-hugging fit to enhance your curves. Pair this dress with some strappy heels for a gorgeous night out look.

    Fit & Features

    • Spaghetti straps
    • Cowl neckline
    • Short, form-hugging fit
    • Velvet burnout fabric with floral print

    Style Number/Barcode: 05101-0860

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance