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.

  • Cargo Cutie Faux Wrap Mini Skort

    Take charge in this cute cargo skort perfect for taking care of business! It features a high-rise waist, belt loop accents, a faux wrap front with a hidden snap button closure, front hidden hook-eye and zipper closure, a cargo-style flap pocket, and a short-length hem. The skort is composed of smooth twill woven-lined fabric. Complete the look with the matching blazer.

    Shop Matching Blazer: Cargo Cutie Structured Crop Blazer

    Fit & Features

    • High-rise waist, belt loop accents
    • Faux wrap front, hidden snap button closure
    • Hidden front hook-eye and zipper closure
    • Cargo-style flap pocket
    • Short-length hem
    • Lined smooth twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0270

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Front Line Mock Neck Bodycon Dress

    In this sultry bodycon dress, you'll be taken to the front of the line! It features long sleeves with thumb holes, a mock neck with dual button closures, a back keyhole accent, and a mini-length hem, and is composed of a slinky double-lined knit fabric. Complete the look in statement heels.

    Fit & Features

    • Long sleeves with thumb holes
    • Mock neck with dual button closures
    • Back keyhole accent
    • Bodycon silhouette
    • Mini-length hem
    • Slinky double-lined knit fabric, moderate stretch

     

    Please be advised that the plum dress runs small. Fit model recommends one size up. The khaki dress runs true to size.

    Style Number/Barcode: 05103-4862

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Casual Everyday Ribbed Knit Midi Dress

    This ribbed knit midi dress is cute, casual, and perf for everyday styling! It features a sleeveless V-neckline, spaghetti straps, a midi-length hem with a side slit accent, and a form-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Pair with a cropped denim jacket and strappy mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline
    • Spaghetti straps
    • Side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-4934

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Deck The Halls Glam Scarf Top

    Deck the halls with your glamorous self in this metallic scarf top featuring a dazzling rhinestone halter detachable strap, cowl square neckline, tie-back closure, and a cropped hem. Complete the look in a fringe mini skirt for a party!

    Fit & Features

    • Sleeveless cowl square neckline
    • Rhinestone detachable halter strap
    • Cropped hem
    • Tie-back closure
    • Metallic knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4680

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce Flair Leopard Print Bodysuit

    Bring that fierce flair to your next night out in this sultry knit bodysuit! It features a mock neckline, a small back keyhole cutout, long fitted sleeves, a cheeky bottom, and an all-over velvet burnout leopard print design. The semi-sheer knit fabric offers plenty of stretch. Style with faux leather pants and clear heels.

    Fit & Features

    • Mock neckline
    • Back button closure, keyhole cutout
    • Long sleeves
    • Cheeky bottom, dual snap button closure
    • Form-hugging fit
    • Velvet burnout leopard print design
    • Semi-sheer knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4678

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkle Like A Star Sequin Crop Top

    Twinkle like the star you are in this sequin crop top perfect for your next night out! The top features a sleeveless cowl neckline, open-back, and dual tie-back closures on mesh-lined knit fabric. Complete the look with matching bottoms.

    Shop The Matching Bottoms: Twinkle Like A Star Sequin Pants

    Fit & Features

    • Sleeveless cowl neckline
    • Open-back
    • Dual tie-back closures
    • Cropped hem
    • Sequin mesh-knit fabric, lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4681

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Gingham Plaid Mini Skirt

    This chic gingham plaid mini skirt will give you that cool-girl vibe! It features a high-rise waist, side pockets, a short, fitted silhouette, and an all-over trendy gingham print. Style with a basic bodysuit and over-the-knee boots.

    Fit & Features

    • High-rise waist
    • Side pockets
    • Form-hugging, mini-length hem
    • Hidden side zipper closure
    • Gingham plaid print, woven fabric. minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0525

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twinkle Like A Star Sequin Pants

    Twinkle like the star you are in these sequin pants perfect for your next night out! The high-rise pants feature a hip-hugging silhouette and a flared hem on mesh-lined knit fabric. Complete the look with the matching top.

    Shop The Matching Top: Twinkle Like A Star Sequin Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging silhouette
    • Flare hem
    • Sequin mesh-knit fabric, lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-2240

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kimberly Formal Flocked Mesh A-Line Dress

    Special Occasion

    Beautifully bold and stunning! The Kimberly formal dress will capture every heart at galas and black tie functions! She stuns in a sleeveless V-neckline with a sheer mesh insert, a padded and pleated bust, adjustable spaghetti straps that cross along the open back, and an empire waist that leads to her flattering A-line silhouette with a floor-length hem. The formal dress is composed of a flocked velvet pattern mesh fabric with a stretchy knit lining and dual front slits. Complete the look with dangly rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Padded and pleated bust, back zipper and hook-eye closure
    • Adjustable spaghetti straps, open back, cross back straps
    • Empire waist, A-line silhouette, floor-length hem
    • Flocked velvet pattern on sheer mesh
    • Stretchy knit lining, dual front slits
    • Runs true to size

    Style Number/Barcode: 05002-6819

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stuck In The 60s Mesh Short Dress

    Embrace your mod style in this 60s-inspired printed mesh dress featuring an off-the-shoulder neckline, ruched long sleeves, and side seams to accentuate your curves along the bodycon, short-length silhouette. Complete the look in chunky platform heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Ruched long sleeves
    • Side ruched seams
    • Bodycon silhouette
    • Short-length hem
    • Printed mesh fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2120

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cargo Cutie Structured Crop Blazer

    Take charge in this cute crop blazer perfect for taking care of business! It features long sleeves, a lapel collar neckline, shoulder pads for a structured fit, a cargo-style flap pocket, a faux front pocket, and one hidden button and one front button closure. The blazer is composed of smooth twill woven-lined fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Cargo Cutie Faux Wrap Mini Skort

    Fit & Features

    • Long sleeves, shoulder pads
    • Lapel collar neckline
    • Cargo-style flap pocket, one faux pocket
    • One hidden button and one front button closure
    • Cropped hem
    • Lined smooth twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1553

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Trendy Cargo Mini Skirt

    This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules.

    Fit & Features

    • Mid-rise waist, hidden front buttons, zipper closure
    • Included removable belt, double grommet design
    • Dual cargo-style side pockets
    • Mini-length hem
    • Fitted silhouette
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0071

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crushing On You Knit Midi Skirt

    They'll all be crushing on you in this cute and trendy midi skirt! It features a high-rise waist, a midi-length hem with a high side slit, and a form-hugging fit. The ribbed knit fabric offers plenty of stretch. Style with your fave crop top and mules.

    Fit & Features

    • High-rise banded waist
    • Midi-length hem
    • High side slit
    • Form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0779

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • City Chic Checkered Mini Skirt

    Show off a city chic look perf for a stroll downtown in this woven checkered mini skirt. It features a high-rise fit with a belted waist, a short, form-hugging silhouette, and a classic checkered window pane pattern. Style with a basic bodysuit and an oversized blazer.

    Fit & Features

    • High-rise fit, hidden size zipper closure
    • Belted waist, rectangular buckle
    • Mini-length hem
    • Form-hugging fit
    • Checkered window pane pattern
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0522

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid For You Belted Mini Skirt

    Fall for this trendy plaid mini skirt this autumn! It features a high-rise, belted waist with buckle closure and belt loops, hidden side zipper closure, and a form-hugging silhouette. Complete the look in knee-high boots.

    Fit & Features

    • High-rise
    • Belted waist, belt loops
    • Hidden side zipper closure
    • Form-hugging
    • Mini-length hem
    • Plaid pattern, smooth woven fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0523

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute In Checkered Faux Sherpa Jacket

    Achieve a cute streetwear style layering on this checkered hoodie jacket featuring long sleeves, an open-front design, hidden side pockets, oversized silhouette, crafted on faux sherpa-lined fabric. Complete the look in edgy booties.

    Fit & Features

    • Long sleeves
    • Hoodie neckline
    • Open-front design
    • Hidden lined side pockets
    • Oversized silhouette
    • Checker pattern, faux sherpa fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0360

    Category Name: 2026 Fall Outfit Trends

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Donna Formal Velvet Long Mermaid Dress

    Special Occasion

    Luxe velvet is the start of the show on the Donna formal dress designed to make jaws drop! Perfect for bridesmaids, school dances, and elegant soirees. She features a sleeveless square neck, a lightly padded bust, a stunning lace-up back, a mermaid silhouette, and a skin-flaunting high front slit along her floor-length hem. The formal dress is composed of a luxuriously soft velvet-lined knit fabric with a moderate stretch. Style with a sparkly clutch and earrings to complete the look.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Lightly padded bust
    • Lace-up back, zipper and hook-eye closure
    • Mermaid silhouette, front slit, floor-length hem
    • Lined velvet fabric, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-4540

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Mood Plaid Mini Skirt

    Get in the fall mood with this posh plaid mini skirt! It features a high-rise waist, side pockets, a short, fitted silhouette, and an all-over chic plaid print. Style with a cropped sweater and ankle booties.

    Fit & Features

    • High-rise waist
    • Side pockets
    • Hidden side zipper and hook-eye closure
    • Form-hugging, mini-length hem
    • Plaid print, woven fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0515

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Of Times Scoop Neck Midi Dress

    Have the best of times with the girls in this sleek and sultry midi dress you'll love dressing up! It features a sleeveless scoop neck with spaghetti straps and a bodycon silhouette composed of double-lined slinky knit fabric. Complete the look in a chic jacket and heels.

    Fit & Features

    • Sleeveless scoop neck
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Double-lined slinky knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2100

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sophistication Satin Trouser Shorts

    Show off a major sleek and sophisticated style in these woven satin trouser shorts. They feature a high-rise waist, a back zipper closure, and a chic, fitted silhouette. The smooth satin fabric will give your 'fit that luxe look. Pair with the matching blazer and platform heels.

    Shop Matching Blazer: Sleek Sophistication Satin Blazer

    Fit & Features

    • High-rise waist
    • Hidden back zipper closure
    • Fitted silhouette
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0293

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cool Girl High Slit Ribbed Knit Maxi Dress

    Showcase a casual cool girl style in this curve-hugging maxi dress. Designed with a stretchy ribbed knit fabric, it features a sleeveless crew neckline, tank shoulder straps, a trendy side cutout at the waist to showcase some skin, and an alluring thigh-high side slit on the maxi-length hem. Complete your look with clear mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Crew neckline
    • Tank shoulder straps
    • Side cutout at the waist
    • High side slit
    • Runs true to size

    Style Number/Barcode: 05102-4906

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Vintage Vibe Graphic Mini Dress

    Get that vintage vibe you've been longing for with this graphic mini dress perfect for festivals, concerts, and bar nights! It features short sleeves, a crew neck, front graphic detail with slash accents, and a fitted short-length hem. Complete the look in an edgy moto jacket and boots.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Front graphic detail, slash accents
    • Fitted short-length hem
    • Soft jersey knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1476

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Trend Collared Mini Dress

    Totally timeless and trending, this collared mini dress will be such a staple in your year-round closet! It features long fitted bell sleeves with split cuffs, a V-neckline, a bodycon silhouette, and side and center front ruching that puts your curves on display! Complete the look in chic booties.

    Fit & Features

    • Long fitted bell sleeves with split cuffs
    • Collared V-neckline
    • Bodycon silhouette
    • Center and side ruching
    • Mini-length hem
    • Stretchy smooth knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4899

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scorpio Season Graphic Crop Tee

    It's time to celebrate the season of the Scorpio! This graphic crop tee features cap sleeves, a crew neck, and a front script that reads, "It's The Scorpio In Me" printed on soft and stretchy jersey knit fabric. Complete the look in a faux leather mini skirt for a party!

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front script reads, "It's The Scorpio In Me"
    • Cropped hem
    • Soft and stretchy
    • Jersey knit fabric
    • Fits true to size

    Style Number/Barcode: 06002-1475

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale