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.

  • 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
  • As If Moment Tweed Crop Blazer

    Have your iconic as-if moment looking major in this 90s-inspired tweed crop blazer featuring long sleeves, shoulder pads for structure, a lapel collar neckline, a front button closure, and a chic plaid pattern. Style with the matching bottoms to complete the look!

    Shop Matching Skirt: As If Moment Tweed Mini Skirt

    Shop Matching Shorts: As If Moment Tweed Fitted Shorts

    Fit & Features

    • Long sleeves, shoulder pads
    • Lapel collar neckline
    • Front button closure
    • Cropped hem
    • Plaid pattern
    • Tweed fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1566

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essence Of Cool Faux Leather Skirt

    You'll be the essence of cool-girl vibes arriving in this faux leather mini skirt featuring a sleek high-rise waist, hidden side zipper closure, and a pleated flared hem. Complete the look in a basic crop tee.

    Fit & Features

    • High-rise waist
    • Hidden side zipper closure
    • Pleated flare hem
    • Short-length
    • Non-stretch faux leather
    • Woven shorts lining
    • Fits true to size

    Style Number/Barcode: 06401-0511

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Girl Faux Leather Ruffle Skort

    Flirty with some edge, elevate your night out in this faux leather skort featuring a mid-rise waist, hidden side zipper, front ruched seam, and a ruffled short hem. Complete the look in a cute mesh crop top.

    Fit & Features

    • Mid-rise waist
    • Hidden side zipper closure
    • Front ruched seam
    • Ruffled short hem
    • Faux leather fabric, shorts lining, no stretch
    • Fits true to size

    Style Number/Barcode: 06403-0264

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie On The Scene Mock Neck Crop Top

    You'll be the only cutie in sight wearing this trendy basic! The mock neck top features long sleeves, a cropped hem, and a space-dye pattern on waffle knit fabric. Complete the look in faux leather pants.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Cropped hem
    • Space-dye pattern
    • Waffle knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1464

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Free Spirit Distressed Graphic Tee

    Show off your free-spirited style with this edgy distressed graphic tee. It features a crew neckline, short sleeves, a front motorcycle and floral graphic with the script "Freedom Spirit," slashed detailing, and a cropped, raw-cut hem. Style this tee with dark-wash denim and combat boots.

    Fit & Features

    • Crew neckline, short sleeves
    • Motorcycle and floral graphic
    • Script that reads, "Freedom Spirit"
    • Slashed detailing
    • Cropped, raw-cut hem, form-hugging fit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1469

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie In the Room Mesh Crop Top

    You'll be the cutie in the room in this mesh crop top featuring puff sheer long sleeves, a v-neckline, a front center ruched drawcord with tie closure, and a mesh overlay. Complete the look in dark wash skinny jeans.

    Fit & Features

    • Puff sheer long sleeves
    • V-neckline
    • Front center ruched drawcord with tie closure
    • Cropped hem
    • Mesh overlay, partial lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4632

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ashleigh Formal Crepe A-Line Dress

    Special Occasion

    Celebrate a special moment in the Ashleigh formal dress for red-carpet events or bridesmaids! She radiates a sultry style featuring a sleeveless sweetheart neckline, wide adjustable shoulder straps, a lightly padded bust, a princess seam bodice, an A-line silhouette with a pleated side seam, and faux wrap floor-length hem with a slit accent. The formal dress is composed of a lined crepe fabric with minimal stretch. Style with a sparkly clutch and heels to complete the look!

    Fit & Features

    • Sleeveless sweetheart neckline, wide adjustable shoulder straps
    • Back zipper and hook-eye closure
    • Lightly padded bust, princess seam bodice, bra optional
    • Pleated side seam, A-line silhouette
    • Faux wrap floor-length hem, slit accent
    • Lined crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-3735

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale