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.

  • Trendy Staples Scallop Hem Sweater

    This scallop hem sweater is sure to become a trendy staple in your wardrobe! Featuring long sleeves, a fold-over turtleneck, crop silhouette, and a cable knit design. Complete your cold-weather fit with chic leggings.

    Fit & Features

    • Long sleeves
    • Fold-over turtleneck
    • Crop scallop hem
    • Cable knit design
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1126

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Checking The Boxes Plaid Shirt
    Try an elevated take on your fave plaid shirt with this blouse-like button up. Shirt has a longer, slightly relaxed cut perfect for wearing loose or knotted.It features a standard collar, a button front, long cuffed sleeves, and two flap pockets at chest. Shirt is made from a lighter-weight brushed rayon with minimal stretch.

    Style Number/Barcode: 06003-0051

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Move Biker Shorts

    Keep on the go in biker shorts that nail that effortlessly casual vibe down. The biker shorts feature a high rise waist and a mid-thigh length. Complete your look with a casual crop top and chunky dad sneakers for your next coffee run. 

    Fit & Features

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

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06503-0165

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Front Ribbed Knit Mini Dress

    Create a fab moment in a twist knot dress! The dress features a V-neckline with a twist knot accent, long sleeves, and a mini length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit. Complete your look with clear mules

    Fit & Features

    • V-neckline with twist front accent 
    • Long sleeves 
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit 

    Style Number/Barcode: 06005-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Babe Off The Shoulder Sweater Dress

    Showcase your major babe status in this chic sweater dress! It features an off the shoulder neckline with a fold-over detail, long fitted sleeves, and a mini length, curve-hugging silhouette. Pair this dress with thigh-high boots for an adorable date night look.

    Fit & Features

    • Off the shoulder neckline
    • Fold-over detail
    • Long fitted sleeves
    • Short, form-hugging fit
    • Angora knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0811

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All That Glistens Cowl Neck Bodysuit

    Own your glisten and glow! Shine bright in this cowl neck bodysuit showcasing a sultry, sleeveless bodice, rhinestone straps that cross along the open-back design, a thong cut bottom with dual button-snap closures. Complete the look in trendy jeans and mules. 

    Fit & Features

    • Sleeveless, cowl neck
    • Rhinestone straps
    • Open-back, cross strap design
    • Thong cut bottom, dual snap-button closures
    • Slinky knit-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4409

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Own the Moment Patent Heeled Mules

    Strut like the sidewalk is your runway in these patent heeled mules! Perfect for dressing up your everyday slay or for a night out plans.

    Fit & Features

    • Short stiletto heel
    • Pointed toe
    • Luxe fit cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000029

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Mood For Autumn Mini Skirt

    You'll be in the mood for the fall season with this adorable corduroy mini skirt! It features a high-rise fitted waist, a tie-front belt, front pockets, a button-down design, and a short, form-hugging fit. Style with a cropped sweater and ankle booties.

    Fit & Features

    • High-rise waist
    • Tie-front belt
    • Front pockets
    • Front button-down closures
    • Mini-length hem, form-hugging fit
    • Non-stretch corduroy fabric
    • Runs true to size

      Style Number/Barcode: 06301-0136

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Fall Fave Corduroy Crop Jacket

      Your new fave essential this fall will surely be this corduroy jacket! It features long sleeves, a collared neckline, a button-down front, and a cropped hem. Complete the look in the matching skirt and booties for latte runs!

      Shop Matching Skirt: Fall Fave Corduroy Mini Skirt

      Fit & Features

      • Long sleeves
      • Collared neckline
      • Button-down front
      • Cropped hem
      • Corduroy woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06204-1331

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Love On Top Turtleneck Sweater

      You'll love this sweater topper for slays all season long! It features long sleeves, a turtleneck, and an ultra-cropped hem on stretchy rib-knit fabric. Complete the look in a basic tank top.

      Fit & Features

      • Long sleeves
      • Turtleneck
      • Ultra-cropped hem
      • Stretchy rib-knit fabric
      • Fits true to size

      Style Number/Barcode: 06005-1551

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Small Town Girl Puffer Crop Vest

      Whether you're a small-town girl or a city-slicker, this puffer crop vest is essential for adding that extra layer on chilly days! It features a sleeveless standing collar neckline, front zipper closure, side pockets, and a hem drawcord for a customizable fit. The vest is composed of an insulated woven fabric designed to help keep you cozy and protected from the elements! Complete the look in a chenille sweater and jeans!

      Fit & Features

      • Sleeveless standing collar neckline
      • Front zipper closure
      • Side pockets
      • Cropped length
      • Adjustable drawcord hem
      • Insulated woven lined fabric
      • Fits true to size

      Style Number/Barcode: 06201-0323

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Classic Cozy Surplice Cropped Sweater

      This classic cozy cropped sweater is a chic winter season staple! It features a wide V-neckline that can be worn off-the-shoulder, a surplice wrap-front design, long dolman-style sleeves with tapered hems, a cropped hem, and a relaxed comfy fit. Pair this adorable top with a midi skirt and ankle boots for a casual holiday party.

      Fit & Features

      • V-neckline, surplice front design
      • Long dolman sleeves, tapered hems
      • Cropped hem
      • Relaxed fit
      • Sweater knit fabric
      • Runs true to size

      Style Number/Barcode: 06005-1865

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Elevated Cozy Open Back Cropped Sweater

      Amp up your casual looks with this elevated cozy cropped sweater. It features a crew neckline, long sleeves with a trendy cutout patterned trim, a bold open back with tie-back straps, and a cropped relaxed fit. The sweater knit fabric features ribbed hems. Style this cute top with cargo pants and ankle boots.

      Fit & Features

      • Crew neckline
      • Long sleeves, cutout patterned trim
      • Open-back design, tie-back straps
      • Cropped relaxed fit
      • Sweater knit fabric, ribbed hems
      • Runs true to size

      Style Number/Barcode: 06005-1868

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Winter Sweetheart Wrap-Front High Slit Midi Dress

      Create an adorable winter 'fit with this wrap-front midi dress you'll want to wear all season long. It features a V-neckline with a chic surplice wrap-front design, long fitted sleeves, a midi-length hem with a high-cut side slit, and a form-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Complete your look with a moto jacket and sleek ankle boots.

      Fit & Features

      • V-neckline, surplice wrap-front design
      • Long fitted sleeves
      • Midi-length hem, high side slit
      • Form-hugging fit
      • Ribbed knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05102-5338

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Camo Cutie Waffle Knit Top

      You'll be a total cutie in this camouflage waffle knit top!

      Fits & Features

      • High Crew Neckline
      • Long Fitted Sleeves
      • Cropped, Raw Cut Round Hem
      • Lightweight Knit Fabric
      • Plenty Of Stretch 

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 06002-0125

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • On The Run Thigh High Boots
      Girl you are runnin through our mind in a pair of thigh highs! These on trend boots are designed with an almond toe, a tall heel, and a lace up detail at the back. They have a zipper closure and are composed of a faux suede material.

      Style Number/Barcode: 07402-0084

      Category Name: 2026 Fall Outfit Trends

      Price: $23.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Plunging Tie Strap Basic Bodysuit

      Update your basic bodysuit with pretty tie-straps. This basic bodysuit features a plunging V-neckline, tie shoulder straps, and a plunging scoop back. The bodysuit is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete your baddie basic look with high waist jeans and extra-large hoops

      Fit & Features

      • Plunging V-neckline
      • Tie shoulder straps
      • Plunging scoop back 
      • Smooth knit fabric 
      • Form hugging fit

      Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 06001-2724

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • 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, M, L, XL

    • Four Row Dainty Chain Necklace

      Keep it simply chic in a necklace that keeps it sleek! The necklace features a four-row layered design and features a sleek chain-link design. Complete your look with a fab matching set

      Fit & Features 

      • Four-row tiered design
      • Chain link 

      Style Number/Barcode: 07002-0402

      Category Name: 2026 Fall Outfit Trends

      Price: $4.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Poised in Plaid Tie Back Romper

      Keep it poised in a plaid romper that is perfect for this season. The romper features a trendy plaid pattern, a sleeveless square neckline, a mid-drift cutout, and an open back with a tie back detail. Complete your look with block heels and a chic cuff

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Mid-drift cutout 
      • Plaid pattern 
      • Wide leg shorts with skirt overlay 
      • Partially open back with tie back accent 
      • Lightweight woven fabric 

      Style Number/Barcode: 06503-0155

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Effortless Vibes Babydoll Dress

      Effortless and chic, this babydoll dress is perf for casual days where you still want to dress up. It features a V-neckline, three-quarter length sleeves, and a short, flowy silhouette with a tiered design. Style this dress with cute mules.

      Fit & Features

      • V-neckline
      • Three-quarter length sleeves, cinched hems
      • Mini-length, flowy babydoll fit
      • Tiered design
      • Woven crepe fabric, textured pattern
      • Runs true to size

      Style Number/Barcode: 05102-4294

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Made For Walkin' Knee High Boots

      Take stylish steps in these knee-high boots for the perf chic look. Featuring a pointy toe, stacked block heel, side zipper, and elasticized inserts for easy on/off. The boots are composed of faux leather material. Complete your city-chic look in a sweater dress and beret.

      Fit & Features

      • Pointy toe
      • Stacked block heel
      • Side zipper, elasticized inserts
      • Knee-high length
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07402-0745

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Movin' On Up High-Rise Parachute Cargo Pants

      Elevate your sporty girl style in these parachute cargo pants for casual slays! The pants feature a high-rise drawstring waist with side pockets, one back pocket, a wide-leg silhouette, large side pockets with velcro closures, pleating along the hem, and adjustable drawstring cuffs so you customize the style. Complete the look in a sleek corset top for a day or evening out!

      Fit & Features

      • High-rise drawstring waist, side pockets, one back pocket
      • Front hidden button and zipper closure
      • Wide-leg silhouette
      • Large side pockets, velcro closures
      • Pleating at the hem, adjustable drawstring cuffs
      • Smooth woven non-stretch fabric
      • Runs true to size

      Style Number/Barcode: 06302-0782

      Category Name: 2026 Fall Outfit Trends

      Price: $16.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Boss Babe Belted Trench
      Hey babe, you're such a boss, and you'll own every step in this chic belted trench. It features a lapel collar, long sleeves, front button details, a tie front belted waist, and side pockets. The jacket is composed of a polyester blend fabric with moderate stretch.

      Style Number/Barcode: 06204-0211

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance