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.

  • Modern Icon Oversized Faux Leather Belted Moto Jacket

    Serve modern iconic vibes in this oversized faux leather moto jacket with trendy belted and buckle accents and a cropped hem that flaunts your figure. Pair with jeans.

    Fit & Features

    • Faux leather fabric with woven lining, no stretch
    • Collared neckline with lapels
    • Zippered lined front pockets
    • Long sleeves
    • Belted accent with buckle and metal grommets
    • Cropped hem 
    • Oversized fit

    Style Number/Barcode: 06204-1901

    Category Name: 2026 Fall Outfit Trends

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring It Back Faux Suede Booties

    Bring it back to basics with fab booties that complete your layered outfits! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Low block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1409

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

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

    Keep it classy with a mini skirt that hits the style mark! The skirt features a plaid print, pleats, and a skater silhouette. Complete look with a cardigan and combat boots for a look that's on-trend!

    Fit & Features

    • Plaid print
    • Pleats
    • Skater hem 
    • Brushed knit fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0335

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Basic Mock Neck Mini Dress

    This mini dress is the perfect day-to-night style! It features long sleeves, a mock neckline, and a bodycon silhouette designed to accentuate your curves. Complete the look with a necklace.

    Fit & Features

    • Long fitted sleeves
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem 
    • Runs true to size

    Style Number/Barcode: 05102-4281

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slit Happens Faux Suede Midi Skirt

    This faux suede midi skirt happens to be very stylish for coffee runs and beyond! It features a high-rise waist, front slit accent, zipper closure, and a fitted midi hem. Complete the look with chic booties and a handbag.

    Fit & Features

    • High-rise waist, slit accent
    • Fitted, midi hem
    • Zipper closure
    • Faux suede fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0425

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Details Faux Leather Platform Booties

    You may want to get a close look to admire the details on these faux leather platform booties! They feature an almond toe, block heel, side knit panels, and zipper closure with an above-the-ankle shaft. Complete your edgy-girl look with a moto jacket!

    Fit & Features

    • Almond toe
    • Block heel
    • Platform sole
    • Side knit panels and zipper closure
    • Above-the-ankle shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1568

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The One High Waist Plaid Pants

    These pants are the ones you need to stay on-trend, girl! The pants feature a plaid print, a high rise elastic banded waist, and a skinny leg fit. Complete your look with a bodysuit and ankle booties.

    Fit & Features

    • High rise elastic banded waist
    • Plaid print
    • Skinny leg fit
    • Form-hugging fit
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 06502-0507

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ella High-Rise Destructed Cropped Jeans

    Your style is on the rise with these '90s inspired cropped jeans! They feature a high-rise waist, distressed detailing with slits at the knees, an on-trend straight-leg fit, and a cropped hem. The medium wash denim fabric has a color fade effect for the perfect worn-in look. Complete the outfit with a bodysuit and mules.

    Fit & Features

    • High-rise waist
    • Five-pocket and belt loop design
    • Single-button and zipper closure
    • Straight-leg relaxed fit, cropped hem
    • Distressing, knee slits
    • Medium wash denim fabric, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0266

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Polished And Chic Faux Wool Trench Coat

    Keep it polished and chic with a trench that brings the sophistication to your look! The coat features a lapel collar, a drape open front, a removable belt with loops, side pockets, long sleeves, and a mid-thigh length. The jacket is composed of a faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with thigh-high boots and a bodysuit

    Fit & Features

    • Lapel collar, draped open front 
    • Removable belt with loops
    • Side pockets
    • Long sleeves
    • Mid-thigh length 
    • Faux wool fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06201-0241

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Fashion Tie Waist Wide-Leg Jumpsuit

    Take care of business in this high fashion jumpsuit featuring long sleeves, an off-the-shoulder neckline, tie waist, and wide-leg silhouette. Composed of rib knit fabric with a moderate stretch. Perfect for styling with a blazer.

    Fit & Features

    • Long sleeves
    • Off-the-shoulder neckline
    • Tie-waist
    • Wide-leg silhouette
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-0744

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Add Some Edge Moto Denim Jacket

    Add some edge to your everyday looks with this moto denim jacket featuring a lapel collar and zip-front design, long sleeves with snap buttons to cuff and zippered accents, and a chic belted waist. Layer over a basic top with a mini skirt and booties.

    Fit & Features

    • Cotton-blend denim fabric, no stretch
    • Lapel collar
    • Zip-front closure
    • Long sleeves with snap buttons, zippered accents
    • Dual zippered pockets, belted waist
    • Mid-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06203-0553

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Merrow Edge Knit Bodysuit

    With an adorable merrow edge trim, this bodysuit is perfect for layering. It features a mock neck, long fitted sleeves, and a thong bottom with dual snap button closures. The sheer knit fabric offers plenty of stretch and a form-fitting style.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2142

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle and Bling Stiletto Heels

    Bring the dazzle in these heels that command the room! The heels feature mini rhinestones throughout, a faux microsuede trim, an open almond toe, and a sleek stiletto heel. Complete your luxe look with a sleek satin dress and earrings

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open almond toe with a single strap over the toe
    • Mini rhinestones
    • Wide platform 
    • Stiletto heel
    • Faux microsuede trim 

    Style Number/Barcode: 07401-2337

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Every Day Knit Mini Dress

    Keep it cute in a basic mini dress that is perfect to wear any day! The dress features an off the shoulder neckline with a boat neck bust, short sleeves, and composed of a flattering knit fabric. Complete your outfit with sleek stilettos and a cute crossbody.

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Boat neckline
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch

    Style Number/Barcode: 05102-0892

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Faux Suede Block Heeled Boots

    These over the knee faux suede boots are the essential shoe you need this fall season! They feature a trendy almond toe and a sturdy block heel. Wear these with a flirty flowy mini dress for a nice dinner out.

    Fit & Features

    • Almond toe
    • Block heel
    • Inner zipper closure
    • Over the knee design
    • Back tie closure
    • Faux suede fabric

     

    Please be advised that these boots run small. Fit model recommends one size up.

    Style Number/Barcode: 07402-0189

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sea Slayin' Cabby Hat
    You keep slayin' in this high-seas inspired hat. This cap features a faux leather contrast, a braided detail with button detail, and has a textile main.

    Style Number/Barcode: 07302-0016

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sequin Snake Print Mini Skirt

    Sequins and snake print, could this mini skirt get any trendier?! Pair with the matching crop top to complete the look!

    Shop Matching Top: Sequin Snake Print Crop Top

    Fit & Features

    • High rise elastic banded waist
    • Short, form hugging fit
    • Front slit
    • All over sequins
    • Snake print
    • Knit fabric | Moderate stretch
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

      Style Number/Barcode: 06501-0173

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Rhine Or Shine Strappy Heels

      Rain or shines, these strappy heels will always have you looking fab! They have a back zipper closure, an open toe with a multi-strap design and rhinestone embellishments, a high stiletto heel, and a shiny PU material. 

      Style Number/Barcode: 07401-1976

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Tied to Basics Ribbed Knit Scoop Neck Mini Dress

      Get tied to basics in a ribbed mini dress that is oh too gorgeous! The dress features a scoop neckline, tie spaghetti straps, and composed of a ribbed knit fabric that hugs curves in all the right places. Complete your casually cute look with stud earrings and block heels.

      Fit & Features

      • Scoop neckline
      • Tie spaghetti straps
      • Mini length silhouette
      • Ribbed knit fabric
      • Form hugging fit
      • Moderate stretch

      Style Number/Barcode: 05102-0978

      Category Name: 2026 Fall Outfit Trends

      Price: $7.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chunky Chain Link Rhinestone Bracelet

      Glam up your look with a bracelet that dazzles up your outfit! The bracelet features a chunky chain link design that is embellished with mini rhinestones. Complete your look with a matching set

      Fit & Features

      • Chunky chain link design
      • Mini rhinestone embellishments 

      Style Number/Barcode: 07003-0209

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $11.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Layer On The Cozy Cable Knit Sweater

      Layer on the cozy with this chic sweater! The sweater features a turtle neck, long sleeves, and a cropped hem with scalloped trim. The sweater is composed of a cable knit that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and ankle booties.

      Fit & Features

      • Turtle neck 
      • Long sleeves
      • Cropped hem, scalloped trim 
      • Cable knit 
      • Relaxed fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06005-1164

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • High Appeal Mock Neck Bodycon Mini Dress

      A must-have basic for the upcoming season! This dress features fitted long sleeves, a mock neck, a flattering bodycon silhouette, and a mini-length hem. It's composed of a cotton-blend knit fabric with a moderate stretch for comfort. Complete the look in strappy heels for a birthday brunch!

      Fit & Features

      • Fitted long sleeves
      • Mock neck
      • Bodycon silhouette
      • Mini-length hem
      • Cotton-blend knit fabric
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-5153

      Category Name: 2026 Fall Outfit Trends

      Price: $19.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Public Affair Peplum Corset Top

      Your next girl's night out won't be complete without this chiffon peplum top! It's designed with sheer puff long sleeves, a plunging neckline, a corset-style bodice with a hook-eye closure, and a flirty peplum ruffled hem. Style with high-rise bottoms.

      Fit & Features

      • Sheer puff long sleeves
      • Plunging V-neckline
      • Corset-style bodice with hook-eye closure
      • Peplum ruffled hem
      • Lined chiffon fabric with minimal stretch 
      • Runs true to size

      Style Number/Barcode: 06003-1325

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • String Me Along Mesh Crop Bustier

      Turn heads in this mesh crop bustier to showcase sultry vibes! It features long sleeves with slit cuffs, a sweetheart neckline, ruched built-in padded cups with underwire and criss-cross straps, and a corset-style bodice with flexible boning and back zipper closure. Complete the look in boyfriend jeans and earrings.

      Fit & Features

      • Long sleeves with slit cuffs
      • Sweetheart neckline, criss-cross straps
      • Ruched built-in padded bust, underwire
      • Corset bodice, flexible boning
      • Back zipper closure, cropped hem
      • Mesh fabric, partial lining, minimal stretch
      • Fits true to size

      Style Number/Barcode: 06001-4390

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance