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.

  • A Perfect Fit Long Sleeve Top

    Get the perfect fit in this simple yet stylish long sleeve top! It features a wide boat neckline and a mid-length, form-hugging fit. The lightweight knit fabric offers a moderate stretch. Wear this top with your fave pair of denim and sneakers.

    Fit & Features

    • Boat neckline
    • Long fitted sleeves
    • Mid-length hem
    • Form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1138

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cabin Cable Knit Midi Skirt

    Embrace autumn in this perfect cable knit midi skirt essential for taking a stroll with a pumpkin spice latte in hand! The skirt features a high-rise elasticized waistband and a bodycon silhouette. Complete the look in stiletto booties.

    Fit & Features

    • High-rise elasticized waistband
    • Bodycon silhouette
    • Midi-length hem
    • Cable knit design
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0729

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Flared Satin Skirt

    Unleash your style prowess with this head turning skirt! It features an elastic high waist, a midi length and a flared hem. The all over leopard print is perfect to pair with your favorite tops! Skirt is composed of a textured satin fabric that offers a relaxed fit with a minimal stretch.

     Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0105

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fab And Fierce Block Heels

    Keep it fierce in a fab print heel to go with your slay-worthy outfits. The heels feature a wide adjustable ankle strap with a large square buckle, an open almond toe with a single strap over the toe, and an animal-inspired print. Complete your look with a sleek bodycon dress

    Fit & Features 

    • Wide adjustable ankle strap with large square buckle
    • Open almond toe 
    • Single strap over the toe
    • Narrow block heel
    • Animal-print 

    Style Number/Barcode: 07401-2332

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Distressed To Impress Denim Mini Skirt

    Yes girl, this sassy denim mini skirt is distressed to impress! You'll be lookin' so fine at your next backyard bbq! It features a high waist, destructed detailing, and a curve hugging fit that is oh so flattering. Pair with a basic tank and some chic mules to elevate your look.

    Fit & Features

    • High rise waist
    • Front button closure
    • Traditional five-pocket and belt loop design
    • Destructed detailing
    • Raw cut hem
    • Short, form-hugging fit
    • Denim fabric


    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

       

      Style Number/Barcode: 06601-0035

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Step Up Camo Lug Sole Booties

      Step up in camo booties that command attention this season. The booties feature an around the ankle fit, goring accent at the back of the ankle, a trendy camo print, lug sole, and a block heel. Complete your look with a black mini skirt and basic bodysuit

      Fit & Features

      • Around the ankle fit, goring accent at the back of the ankle
      • Camo print
      • Lace-up front with small metal grommets
      • Inner zipper closure
      • Round toe
      • Lug sole, block heel 
      • Canvas material

      Style Number/Barcode: 07403-0343

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • City Glamour Faux Wool Coat

      Bring the glamour in a chic coat that can be layered to create head-turning layered outfits. Layer this coat over a ribbed midi dress and style with mules to create a stylish workwear outfit. The coat features a collared neckline, long sleeves, a multi-row snap button closure, and lined side pockets. 

      Fit & Features

      • Collared neckline
      • Long sleeves
      • Multi-row snap button closure
      • Lined side pockets
      • Knee-length 
      • Lined wool-like fabric
      • Relaxed fit, minimal stretch 

      Style Number/Barcode: 06201-0173

      Category Name: 2026 Fall Outfit Trends

      Price: $25.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stunning Vibes Corset Crop Top

      Bring stylish and stunning vibes to your everyday outfit with this corset crop top. It features an off-the-shoulder sweetheart neckline, long fitted sleeves, a corset-designed top, and a cropped, form-hugging fit. The knit fabric has a cool all-over marble print for a trendy look. Style with a high waist skirt and clear heels.

      Fit & Features

      • Off-the-shoulder sweetheart neckline, padded cups
      • Long fitted sleeves
      • Corset-designed top
      • Cropped, form-hugging fit
      • Knit fabric, marble print
      • Runs true to size

      Style Number/Barcode: 06001-3499

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Everyday Edgy Distressed Straight-Leg Jeans

      These distressed jeans are perfect for achieving that everyday edgy look! They feature a high-rise waist and major distressed accents down the front on a straight-leg fit. The medium wash denim fabric offers a minimal stretch. Style these jeans with a cute graphic tee.

      Fit & Features

      • High-rise waist
      • Straight leg fit
      • Distressed accents
      • Five-pocket styling, belt loop accents
      • Front button and hidden zipper closure
      • Medium wash denim fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06602-0305

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Trendy And Chic Three-Pack Hoops Set

      Give your look a trendy twist with a pair of hoops that stun! The pack includes three pairs of hoop earrings. One pair features a sleek basic design, one features a thick tube-like design with a glitter finish, and the last pair features a twisted design. Complete the look with a LBD and heels.

      Fit & Features

      • Pack includes three pairs of earrings
      • Sleek basic design 
      • Tube-like design with glitter finish 
      • Twisted design
      • Omega closures

       

      Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

      Style Number/Barcode: 07001-0767

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Take A Look Sweater Midi Dress

      Let everyone take a look at you in this sweet sweater midi dress perfect for the autumn season! This dress features a sleeveless halter neck with tie closure, a bodycon silhouette, and a cutout waist with a front slit along the hem. Complete the look in pointy-toe booties.

      Fit & Features

      • Sleeveless halter neck with tie closure
      • Bodycon silhouette
      • Cutout waist, front slit
      • Midi-length hem
      • Rib-knit sweater fabric
      • Moderate stretch
      • Fits true to size

      Style Number/Barcode: 06005-1416

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sweeter In Faux Suede Slit Jacket

      Showcase your sweet side this season in the faux suede slit jacket featuring trendy long sleeves with slit cuffs, a collar v-neckline, front hook, and eye closures, and a center front slit along the fitted hem. Complete the look in sleek leggings for a dinner with friends.

      Fit & Features

      • Long sleeves with slit cuffs
      • Collar v-neckline
      • Front hook and eye closures
      • Center front slit
      • Fitted hem
      • Faux suede fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06202-0333

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Perfect 'Fit Plaid Trouser Pants

      Show off the perfect 'fit in these chic plaid trouser pants! They feature a high-rise waist with a cute tie-front design, a wide-leg silhouette, and an on-trend plaid pattern. The knit fabric offers a moderate stretch. Style with a basic bodysuit and strappy mules.

      Fit & Features

      • High-rise waist
      • Tie-front
      • Wide-leg silhouette
      • Plaid pattern
      • Knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06502-1227

      Category Name: 2026 Fall Outfit Trends

      Price: $13.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Shift Into Plaid Slit Mini Skirt

      Shift into this plaid mini skirt perfect for the autumn to winter seasons! It features a flattering high-rise waist, bodycon silhouette, front slit, and a mini-length hem. Complete the look in a bodysuit and heels for a sassy vibe!

      Fit & Features

      • High-rise waist
      • Bodycon silhouette
      • Front slit
      • Mini-length hem
      • Plaid pattern, texture knit fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06501-0916

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stylish Staple Tie-Front Ribbed Knit Midi Dress

      This adorable tie-front midi dress is a stylish staple for an effortlessly chic look! It features a crew neckline, long fitted sleeves, a tie-front design at the waist, a mid-length hem with a high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Pair with ankle booties!

      Fit & Features

      • Stretchy ribbed knit fabric
      • Crew neckline
      • Long fitted sleeves
      • Tie-front waist design
      • High side slit
      • Bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05102-5248

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • So Chic Midi Dress

      Turn heads in this off the moment chic midi! The dress features a sleeveless bodice, a deep V neckline, tank like shoulder straps that lead to a cross back followed by a cut out, a vertical seam running down the front and back, and a mid-length, form hugging fit with a small slit at the back hem. The dress is composed of a thick nylon ponte knit fabric that offers moderate stretch.

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

      Style Number/Barcode: 05101-0185

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Fierce And Chic Midi Skirt

      Keep it chic while also giving off a major fierce vibe with this trendy printed midi skirt. It features a high rise waist, a wrap front with a side tie and pleated details, and a flowy, relaxed fit. The skirt is composed of a lightweight satin-like fabric with no stretch.

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

      Style Number/Barcode: 06401-0061

      Category Name: 2026 Fall Outfit Trends

      Price: $13.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Bombastic Graphic Crop Top

      Girl you'll look so bomb in this graphic tee that says it all! Pair with high waist jeans and chunky chains for a chic look!

      Fit & Features 

      • Crew Neckline
      • Short Sleeves
      • "Bombastic" graphic 
      • Cropped Hem 
      • Cotton Knit Fabric 
      • Relaxed Fit 
      • Moderate Stretch 


      Style Number/Barcode: 06002-0374

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Two Pack Rhinestone Drop Necklaces

      Bring the shine with layered necklaces to dazzle up your look. This set includes two necklaces, one with a rhinestone drop design and the other with an open horn design. Complete your look with a basic midi dress and clear heels to create a date night ready outfit. 

      Fit & Features

      • Two necklaces
      • Rhinestone drop design
      • Open horn design
      • Lobster clasp closure

      Style Number/Barcode: 07002-0375

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Totally Fab One Shoulder Crop Top

      Channel a totally fab look with a crop top that creates a major style moment! The crop top features a one-shoulder neckline, a short sleeve, an asymmetrical cutout, and a cropped hem. Complete look with high waist jeans and mules

      Fit & Features

      • One-shoulder neckline
      • Short sleeve
      • Asymmetrical cutout
      • Cropped hem
      • Ribbed knit fabric, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06001-3825

      Category Name: 2026 Fall Outfit Trends

      Price: $10.97 $27.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Just Dance Peep Toe Clear Heels

      These peep toe clear heels are ready for you to dance in and make a statement! These heels have a fun and sexy element with their rhinestone wrap around ankle strap that will really amp up your special event dress. Pair with a sparkly clutch to bring the glamour.

      Fit & Features

      • Peep toe
      • Curved band over the toe
      • Clear heel backing 
      • Chrome lining and on the heel
      • Rhinestone detailing
      • Adjustable pin-buckle closure

      Style Number/Barcode: 07401-2312

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • So Professional Plaid Longline Blazer

      Keep it professionally chic with a blazer that commands attention! The blazer features a plaid print, a collared neckline with lapel accents, shoulder pads, a double-breast button closure, faux front pockets, and a long line length. The blazer is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with flared pants and pumps. 

      Fit & Features

      • Plaid print
      • Collared neckline with lapel accent
      • Shoulder pads
      • Double-breast button closure
      • Faux front pockets
      • Lined lightweight woven fabric
      • Relaxed fit, minimal stretch, runs true to size

      Style Number/Barcode: 06204-1124

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • So Chic Crepe Wide-Leg Pants

      Step up your workwear with these chic crepe wide-leg pants! Featuring a high-rise waist, trendy exposed seams down the front, and a wide-leg silhouette, these pants would pair perfectly with a fitted bodysuit or a cropped blouse. Complete the look with heeled mules.

      Fit & Features

      • High-rise waist
      • Exposed seam detailing
      • Wide-leg silhouette
      • Crepe fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06502-1256

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Object Of Style Checkered Vest

      The object of style is to create all sorts of eye-catching fits with this checkered vest! It features a sleeveless V-neckline and a fitted crop hem on sweater-knit fabric. Complete the look in casual high-rise pants for a cute preppy style.

      Fit & Features

      • Sleeveless V-neckline
      • Checkered pattern
      • Fitted crop hem
      • Sweater-knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06005-1311

      Category Name: 2026 Fall Outfit Trends

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free