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.

  • Ribbed Knit Tie Front Wrap Top
    Wrap yourself in simple style with this ribbed knit top! It features a wrap front V neckline with a side tie detail, long fitted sleeves, and a mid-length, form hugging fit. The knit fabric offers plenty of stretch.

    Style Number/Barcode: 06001-2112

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Mock Neck Biker Short Romper

    This trendy mock neck romper will elevate your basic look for sure! Featuring an overall curve-hugging fit and a sultry back keyhole cut out, this romper would look so good paired with chunky sneakers and some gold hoop earrings. Wear on a casual day date with your squad.

    Fit & Features

    • Sleeveless
    • Mock neckline
    • Back keyhole cut out
    • Mid-length shorts
    • Form-hugging fit
    • Knit fabric

    Style Number/Barcode: 06503-0190

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Faux Leather Crop Top

    Channel an edgy look with a crop top that is made for a bold babe! The crop top features a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching skirt. 

    Shop Matching Skirt: So Haute Ruched Faux Leather Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Back zipper and hook and eye closure
    • Cropped hem
    • Lined faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1366

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mad About Plaid Skinny Pants

    Go mad over these cute plaid pants! They feature an elastic high-rise waist, a trendy plaid print, and a skinny leg fit. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and combat boots

    Fit & Features

    • Elastic high rise waist
    • Plaid print
    • Skinny leg fit
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Links Chain Strap Midi Dress

    This stylish midi dress entered the chat! It features a sleeveless V-neckline with trendy chain link shoulder straps, a bodycon silhouette, and a front slit on stretchy, double-lined ribbed knit fabric. Complete the look in clear strap heels.

    Fit & Features

    • Sleeveless V-neckline
    • Chain link shoulder straps
    • Bodycon silhouette
    • Front slit
    • Midi-length hem
    • Double-lined, rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4773

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Luxe Lurex Knit Pants

    Get cozy in the luxe lurex knit pants. With a mid-rise drawstring waist and straight-leg fit, these pants are your go-to for effortless style and comfort.

    Fit & Features

    • Lurex knit fabrication
    • Mid-rise waist
    • Drawstring waist
    • Straight-leg fit
    • Runs true to size

    Style Number/Barcode: 06502-2556

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Energy Over The Knee Boots

    Embody a sleek fashion sense in these over-the-knee boots perfect for elevating your fit! They feature an almond toe, block heel, inner side zipper closure, and an adjustable drawcord. Complete the look in a trendy sweater dress.

    Fit & Feature

    • Almond toe
    • Block heel
    • inner side zipper closure
    • Over-the-knee length shaft
    • Adjustable drawcord
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0833

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bella High Rise Skinny Jeans
    Oasis by Eunina


    Work your stellar sense of style in these must have Bella skinnies! The jeans feature a high rise waist, a single button with zipper closure, a traditional five pocket with belt loop design, a skinny leg fit with tapered ankle with light distressed detailing. Jeans offer a form hugging fit with a moderate stretch.

    Style Number/Barcode: 06602-1679

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied to Basics Faux Suede Booties

    Fall back on basic booties that are the perfect touch for your layered outfits this season. Style with a cozy cardigan and high waist jeans for a cute outfit for your next coffee run. The booties feature a tie back closure, an almond toe, and a block heel. The booties are composed of a faux suede material. 

    Fit & Features

    • Around the ankle-length
    • Tie back closure
    • Almond toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-0358

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Paperbag Window Pane Pants

    Stun with statement pants that bring the chic factor to your outfits. The pants feature a high rise paperbag waist, a tie-waist belt, slant pockets, and a trendy windowpane design. Complete your look with a crop top

    Fit & Features

    • High rise paperbag waist
    • Tie waist belt 
    • Slant pockets
    • Window-pane design 
    • Skinny leg fit
    • Form-hugging fit

    Style Number/Barcode: 06402-0283

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chain Chic High Waist Faux Leather Pants

    Keep it chic with high waist pants that bring that edgy glam! The pants feature a high-rise waist, a single button with zipper closure, dual chain-link closures at the hip, and a straight leg fit. The pants are composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a crop top and mules

    Fit & Features

    • High rise waist 
    • Single-button with hidden zipper 
    • Traditional five-pocket with belt loop design 
    • Dual chunky chain link closure at hips
    • Straight leg
    • Faux leather fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06502-0545

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab In Ruche Ribbed Knit Top

    Keep it fab in a ruched top that is part casual, part chic! The top features a V-neckline, long sleeves, a ruched center, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and ankle booties

    Fit & Features

    • V-neckline
    • Ruched center
    • Long sleeves
    • Cropped hem
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3821

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Dye Dolman Sleeve Crop Top

    Keep it trendy in a tie-dye crop top that gives off major boho vibes. The top features a round neckline, short dolman sleeves, a drawstring cropped hem, and an all-over tie-dye pattern. Complete your look with the matching shorts or matching joggers and face mask. 

    Shop Matching Shorts: Tie Dye High Waist Shorts

    Shop Matching Joggers: Tie Dye High Rise Joggers

    Shop Matching Face Mask: Tie Dye Facial Mask With Earloops

    Fit & Features

    • Round neckline 
    • Short Dolman sleeves
    • Drawstring cropped hem 
    • Tie-dye pattern
    • Matching shorts sold separately
    • Matching face mask sold separately

    Style Number/Barcode: 06002-0525

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Moment Stiletto Booties

    Have a sassy moment in these sultry and stylish stiletto booties. They feature an almond-shaped peep toe, a front lace-up design, an inner zipper closure, and a sleek stiletto heel. Wear these booties with a faux leather mini skirt for your next night out.

    Fit & Features

    • Above the ankle design
    • Almond-shaped peep toe
    • Front lace-up design
    • Inner zipper closure
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07403-1259

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Contemporary Over The Knee Boots

    Elevate your contemporary style in these over-the-knee boots featuring a sleek almond toe, block heel, side zipper closure, and top tie-back drawstring that lets you customize the fit on faux suede material. Complete the look in a cute crop denim jacket. 

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Over-the-knee style
    • Tie-back customizable drawstring
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0734

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux-Ever Stylin' Denim Jacket

    Keep it stylish and cozy with a denim jacket to create some chic layered outfits this season! The jacket features a collared neckline, a multi-button down front, chest pockets, side pockets, and a faux fur lining with a hood. Complete your look with a crew neck sweater and sneakers

    Fit & Features

    • Collared neckline
    • Multi-button down front, long sleeves with faux fur cuff
    • Chest pockets and side pockets
    • Faux fur lining
    • Hood
    • Denim fabric 
    • Relaxed fit

    Style Number/Barcode: 06203-0092

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • LA Vibes Corduroy Baseball Cap

    Rep the city in cozy-cool style—this two-tone corduroy baseball cap brings a laidback fall twist to your streetwear fits. Perfect for coffee runs, stadium days, or just topping off your ‘fit with West Coast flair.

    Fit & Features

    • Curved brim with contrast panel design
    • Classic baseball cap silhouette
    • Embroidered Los Angeles front detail
    • Adjustable back strap

    Style Number/Barcode: 07302-000191

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Bohemian Glam Top

    Wrap yourself in a glam top that brings those bohemian vibes! The top features a bohemian-inspired paisley print, a plunging wrap V-neckline, tie-waist hem, and long sleeves. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist leggings.

    Fit & Features

    • Bohemian-inspired paisley print
    • Wrap V-neckline
    • Tie-waist hem
    • Long sleeves
    • Smooth knit fabric
    • Form hugging fit, moderate stretch

    Style Number/Barcode: 06001-3436

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Class Is Timeless Necklace And Earrings Set

    A timeless necklace and earrings set to give your dress a classy finish! The set features a dainty chainlink necklace with a cubic zirconia charm, lobster clasp closure, and matching stud earrings with a cubic zirconia stone and post-back closure. Complete the look with an embellished purse for a formal event.

    Fit & Features

    • Necklace and earrings set
    • Necklace, dainty chainlink
    • Cubic zirconia charm, lobster clasp closure
    • Stud earrings
    • Cubic zirconia stone, post-back closure

     

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

    Style Number/Barcode: 07002-1583

    Category Name: 2026 Fall Outfit Trends

    Price: $14.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cold Times Hoodie Puffer Jacket

    Embrace the perfect blend of style and functionality with this hoodie puffer jacket perfect for the chilly season! Featuring puffy long sleeves with elasticized cuffs, a hooded neckline with a front collar and dual snap-button closures for extra protection, hidden front snap-button and zipper closures, hidden side zipper pockets, and adjustable drawcord elasticized hem. The jacket is designed from insulated nylon-woven lined fabric that's water resistant and helps keep you warm and protected from the elements. Complete the look in cute boots.

    Fit & Features

    • Puffy long sleeves, elasticized cuffs
    • Hooded neckline, front collar with dual snap-button closures
    • Hidden front snap-button and zipper closures
    • Hidden side zipper pockets
    • Adjustable drawcord elasticized hem
    • Insulated nylon-woven lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0464

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Chic Shirt Dress

    Showcase a sultry chic look in this sleek shirt dress! It features a collar, long sleeves with detailed buttons, a plunging V neckline, a high waist seam leading to ruched detailing along the side, and a short, mini length. The dress is composed of a smooth satin-like fabric with minimal stretch.

    Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size small. 

    Style Number/Barcode: 05101-0270

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taking Knit Easy Biker Shorts

    Take it easy in these knit biker shorts to create low-key casual outfits. The shorts feature a high rise waist and a mid-thigh length. Complete look with chunky sneakers and a long sleeve crop top

    Fit & Features

    • High rise waist
    • Mid-thigh length 
    • Knit fabric
    • Form hugging fit 
    • Moderate stretch 

    Style Number/Barcode: 06503-0183

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frilled and Flirty Cropped Ribbed Cami

    Keep it flirty in a frilly cami tank. This must-have cropped cami tank features a scoop neckline, spaghetti straps, and a frilly lettuce-edge hem. Complete your look with the matching jacket to layer with and a pair of high waist jeans

    Shop Matching Jacket: Frilled and Flirty Ribbed Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cropped hem 
    • Lettuce-trim hem
    • Ribbed knit fabric 

     

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0564

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Flare High-Rise Distressed Jeans

    Elevate your everyday style in these distressed high-rise jeans. They feature a high-rise waist, a straight leg with flared hem, distressing throughout, and slits at hem. The jeans are composed of a combination of cotton denim and spandex fabric that offers a form hugging fit with minimal stretch. Complete the look with a crop sweater and hoops.

    Fit & Features

    • High-rise waist
    • Straight leg, flared hem
    • Distressed accents throughout
    • Form hugging fit
    • Minimal stretch, runs true to size
    • Single-button closure, zipper placket, belt loops
    • Traditional five-pocket design

    Style Number/Barcode: 06602-0328

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance