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.

  • On The Wild Side Leopard Satin Cami Crop Top

    Take a walk on the wild side in this leopard crop top to spice up any outfit! It boasts a romantic lace sweetheart neckline and shoulder straps, an edgy lace-up back design, and a fitted crop hem. Complete the look in a denim skort.

    Fit & Features

    • Leopard print, woven fabric
    • Lace trim shoulder straps
    • Lace trim sweetheart neckline
    • Lace-up back
    • Side zipper closure
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2578

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Babe Long Sleeve Sweater Knit Topper

    Keep cozy and look like a babe in this sweater knit topper crafted on soft fabric with long sleeves and an ultra-cropped hem. Complete the look with a crop top.

    Fit & Features

    • Ribbed sweater knit fabric, plenty of stretch
    • Crew neckline
    • Long sleeves with tapered hems
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2197

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blooming Beauty Tapestry Lace-Up Cropped Corset Top

    Let your style bloom in this cropped corset that features a strapless sweetheart neckline with a velvet lace-up front for a secure fit, a floral tapestry jacquard woven fabric, and hook-eye back closures. Complete the outfit with jeans.

    Fit & Features

    • Floral jacquard tapestry woven fabric, no stretch
    • Strapless sweetheart neckline
    • Velvet lace-up front
    • Hook-eye back closures
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2577

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Essence Satin Bow Floral Corset Top

    This floral corset top features charming shoulder straps with satin bows, a square neckline, and a cropped-length hem perfect for pairing with a high-rise skirt. The woven material offers a unique floral pattern to elevate your everyday style.

    Fit & Features

    • Non-stretch woven fabric with floral pattern
    • Shoulder straps with satin bows
    • Square neckline
    • Flexible boning
    • Multiple back hook-eye closures
    • Cropped form-hugging fit
    • Runs small

    Style Number/Barcode: 06003-2582

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Allure Drop Waist Bubble Hem Woven Skort

    The woven skort features a trendy drop waist silhouette with an elastic bubble hem for that adorable flared-out look layered over knit shorts. Style with a corset top and strappy mules to give off a darling allure.

    Fit & Features

    • Structured woven fabric with stretchy knit lining
    • Drop waist silhouette
    • Side zipper with hook-eye closure
    • Elastic bubble hem
    • Knit shorts lining
    • Skort in size small has an 11" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0579

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Perfection Ruffled Floral Chiffon Skort

    A floral chiffon skort features a flattering high-rise waist with a side tie for trendiness and a faux wrap ruffled mini-length hem. Perfect for styling with a basic top and boots.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit shorts lining
    • High-rise waist with side tie
    • Form-hugging fit
    • Faux wrap ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0571

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Evening Look Strappy Nubuck Block Heels

    These nubuck heels are essential for a chic evening look! They feature a sleek square toe, dual straps, a block heel to elevate the style, and a cushioned footbed for ultimate comfort. Complete the look with a chic hair accessory.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Dual straps
    • Cushioned footbed
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-5011

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorably Chic Lace Trim Plaid Mini Dress

    This adorable plaid mini dress features sheer lace trims at the neckline and hem and a center bow detail to add a chic touch of femininity. The bodycon silhouette will hug your gorgeous curves, a perfect option for date night.

    Fit & Features

    • Plaid printed woven fabric with sheer lace trims, moderate stretch
    • Square neckline with small bow detail
    • Spaghetti strap
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5838

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Certified Charmer High Rise Snake Mini Skirt

    Charm everyone in this faux leather snake mini skirt featuring a flattering high-rise waist and bodycon silhouette. Perfect for styling with boots for any occasion.

    Fit & Features

    • Snake pattern, faux leather fabric
    • High rise waist
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0691

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spooky Chic Pearl Skeleton Hands Cropped Tank Top

    Get bad to the bone in a spooky costume! The ribbed cropped tank top features a sleeveless scoop neckline and faux pearl-embellished skeleton hands at the bust. Complete your costume with a faux leather skort, rhinestone earrings, and boots.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Sleeveless scoop neckline
    • Cropped hem, form-hugging fit
    • Faux pearl-embellished skeleton hands
    • Runs true to size

    Style Number/Barcode: 06002-1904

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Admirable Style High-Rise Ponte Mini Skort

    Bring on the compliments in this high-rise skort featuring a flattering A-line silhouette and mini-length hem. The smooth ponte knit fabric offers a polished look and plenty of stretch.

    Fit & Features

    • Ponte knit fabric, shorts lining, moderate stretch
    • High-rise waist
    • A-line silhouette
    • Mini-length hem
    • Skort has a 11.5” front rise with a 1.5” inseam
    • Runs true to size

    Style Number/Barcode: 06503-1194

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Perfection Faux Wool Long Coat

    Layer on the chic style with this plaid long coat designed with structured faux wool fabric with a smooth woven lining. It features a classic lapel collar, long sleeves with buttoned strap accents, a double-breasted button design, and a long-line hem with a relaxed fit. Style with the matching mini skort!

    Shop Matching Skort: Plaid Perfection Faux Wool Mini Skort

    Fit & Features

    • Plaid faux wool fabric with smooth woven lining, no stretch
    • Lapel collar
    • Long sleeves with buttoned straps
    • Double-breasted button design
    • Dual lined front pockets
    • Long-line hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0492

    Category Name: 2026 Fall Outfit Trends

    Price: $33.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Fave Faux Leather Cropped Trucker Jacket

    This sleek faux leather trucker jacket features a collared neckline, long sleeves detailed with slit accents, a complete button-up front, and a cropped hem with a relaxed fit. Edge up your casual look and style with ankle booties!

    Fit & Features

    • Coated faux leather fabric with minimal stretch
    • Collared neckline
    • Long sleeves with slit accents
    • Button-up front
    • Dual chest pockets
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1870

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Style Acid-Wash Denim Skort

    Flaunt an edgy style in this mid-rise denim skort with a mini-length skirt overlay and hidden shorts for coverage. Pair with cute flats and a crop top.

    Fit & Features

    • Acid-wash denim fabric
    • Mid-rise waist
    • Back zipper closure, dual back pockets
    • Mini-length overlay, side slit
    • Hidden shorts
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0414

    Category Name: 2026 Fall Outfit Trends

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, XL

  • Edgy Mood High Rise Skinny Jeans

    Bring the edge in these high rise skinny jeans with trendy slit knee accents on denim fabric. Pair with an oversized jacket.

    Fit & Features

    • Denim knit fabrication
    • High-rise waist
    • Single button with hidden zipper closure
    • Traditional five-pocket with belt loop design
    • Slit accents at knees
    • Skinny leg fit 
    • Runs true to size

    Style Number/Barcode: 06602-0530

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On-Trend High-Rise Cargo Acid Wash Jeans

    These on-trend cargo acid wash jeans feature a high-rise waist, cool zippered pockets at the front and cargo pockets on each side, and a straight-leg silhouette offering a laidback relaxed fit. Style with a graphic tee and booties!

    Fit & Features

    • Acid wash denim fabric
    • High-rise waist, belt loops
    • Front button and hidden zipper closure
    • Zippered front pockets, cargo side pockets
    • Straight-leg silhouette, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06602-0529

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise the Bar Mid-Rise Cargo Skort

    Raise the bar in this denim mini skort featuring a classic cargo design for a trendy touch and a bodycon fit. Pair with a crop top.

    Fit & Features

    • Denim fabrication with moderate stretch
    • Mid-rise waist, belt loops
    • Single button with hidden zipper closure
    • Cargo side pockets
    • Mini skirt overlay, hidden shorts
    • Skort in size small has an 8" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0281

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delightful Impact Corset Slit Chiffon Midi Dress

    A sleeveless chiffon midi dress boasts a sweetheart tie neckline, a corset-inspired bodice with a lace-up back, and a front slit for a stylish flair. Perfect for styling with heels for a dressy occasion.

    Fit & Features

    • Burnout pattern, chiffon fabric lined with stretchy knit
    • Sweetheart tie neckline, shoulder straps
    • Underwire bust, side zipper and hook-eye closure
    • Corset bodice, lace-up back
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3591

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortlessly Chic Faux Suede Bomber Jacket

    Layer on this chic faux suede bomber jacket with dual front pockets for convenience and a relaxed silhouette perfect for styling over a crop top and skirt.

    Fit & Features

    • Faux suede fabric with woven lining, minimal stretch
    • Ribbed hems
    • Flat collared neckline
    • Long sleeves, elasticized cuffs
    • Front zipper closure
    • Dual front buttoned pockets
    • Runs true to size

    Style Number/Barcode: 06204-1865

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walking The City Moto Striped Crop Jacket

    This faux leather moto jacket features long sleeves, a standing collar neckline, and a trendy striped design and cropped hem. Perfect for layering over a LBD.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Long sleeves, button cuffs
    • Standing collar neckline with dual buttons
    • Front zip-up closure
    • Striped design
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06204-1864

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cute Plaid Woven Cropped Shacket

    Cozy cute will be your fall vibe in this adorable plaid woven shacket featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, and large buttoned chest pockets. The cropped relaxed fit is perf for layering over a basic tee and styling with high-rise jeans.

    Fit & Features

    • Plaid woven fabric with no stretch
    • Collared
    • Long sleeves with single button detail
    • Button-down front
    • Large buttoned chest pockets
    • Cropped relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1859

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Treasure Abstract Print Corset Top

    A sleeveless corset top features a flattering square neckline, flexible boning to snatch your figure, and a fitted crop hem. The woven lined fabric offers a unique abstract print.

    Fit & Features

    • Abstract print, woven lined fabric, no stretch
    • Square neckline
    • Tank shoulder straps
    • Flexible boning
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-2567

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Impression Striped V-Neck Sweater Crop Top

    Make a preppy impression in this sweater crop top featuring cozy long sleeves and a striped V-neckline. The knit fabric offers comfortable stretch and softness perfect for pairing with your favorite bottoms and boots.

    Fit & Features

    • Soft and stretchy knit fabric
    • Long sleeves
    • Striped V-neckline
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2055

    Category Name: 2026 Fall Outfit Trends

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Please Striped Pleated Knit Skort

    A high-rise knit skort features a preppy pleated silhouette and a striped mini-length hem. Perfect for back-to-school or any casual plans.

    Shop Matching Top And Sweater: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Button Crop Sweater

    Fit & Features

    • Stretchy knit fabric, shorts lining
    • High-rise waist
    • Pleated silhouette
    • Striped mini-length hem
    • Skort has a 9.5" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1248

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free