2026 Fall Outfit Trends

Loading...

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.

  • Hands On Deck Jumpsuit
    Whatever your destination, set sail in a white jumpsuit as chic as this one. Pair it with sandals and your fave sunnies and off you go! Jumpsuit features a strapless bodice with sweetheart neckline, a slim banded waist, wide-leg silhouette, and all-over black striping. Jumpsuit is made from a lightweight woven material with a fair amount of stretch.

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06502-0098

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh So Fab Faux Leather Mini Skirt
    Look oh so fab and sleek in this chic faux leather mini! The skirt features a high rise waist, a hidden back zipper closure, slanted side pockets, and a short, form hugging fit. The PU fabric offers moderate stretch.

    Style Number/Barcode: 06401-0100

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Poised Long Plaid Coat
    Keep it perfectly poised in plaid! The trench features a flat collar, long sleeves, cinching tie loops with a large self tie belt, side pockets and a long line length! The all over plaid pattern is the perfect to match to all of your seasonal favorites! Jacket is composed of a woven tweed like material, and fully lined offering a relaxed fit with no stretch.


    Style Number/Barcode: 06201-0038

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Slay Jumpsuit

    You'll be ready to slay all day in this chic knit jumpsuit! Pair with some strappy heels and accessorize with gold hoops for that bold babe look!

    Fit & Features

    • Short sleeves
    • Wrap front V neckline
    • Back button closure | Keyhole cut out
    • High rise elastic banded waist
    • Straight pant legs
    • Knit fabric | Plenty of stretch

    Style Number/Barcode: 06502-0345

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chunky Lace Up Sporty Sneakers

    Create a sporty vibe with dad sneakers. The retro sneakers feature a chunky textured sole, a round toe, lace-up straps, and pull tabs for an easy comfortable fit.  Pair these sneakers with a casual midi dress for a day out or comfy athleisure for a perfect work from home outfit

    Fit & Features

    • Round toe
    • Chunky textured sole
    • Lace-up straps
    • Pull tabs
    • Faux leather material

    Style Number/Barcode: 07407-0026

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Add Some Edge Faux Leather Combat Boots

    Add an effortless edge to your everyday look with these combat boots! They feature a patent faux leather material with a lace-up front and a chunky platform. Pair these boots with destructed denim and a graphic tee to go chill with your squad.

    Fit & Features

    • Round toe
    • Lace-up front
    • Pull tabs
    • Inner zipper closure
    • Platform
    • Lug sole
    • Patent faux leather material

    Style Number/Barcode: 07403-0353

    Category Name: 2026 Fall Outfit Trends

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Snake Print Tie Front Top

    Bring that edgy glamour with a cute tie-front top! The top features a V-neckline, a tie-front hem, short flutter sleeves, a snake print with metallic threading throughout, and a cropped hem. The top is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans

    Fit & Features

    • V-neckline
    • Tie-front hem
    • Short flutter sleeves
    • Cropped hem
    • Snake print, metallic threading 
    • Chiffon fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1039

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut It Out Lug Sole Combat Boots

    Strut it out in boots that bring major attitude to your look! The boots feature an around the ankle fit, knit goring, an almond toe, a lug sole. and a block heel. The boots are composed of a faux leather material. Complete look with a crop top and camo joggers

    Fit & Features

    • Around the ankle fit with knit goring
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1462

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Vintage Spike Rhinestone Earrings

    Who doesn't love that vintage-inspired look? These edgy rhinestone earrings feature a teardrop spike design with a post-back closure. Complete the look in a cocktail frock.

    Fit & Features

    • Spike teardrop design
    • Rhinestone embellishments
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1241

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay In High-Rise Flare Denim Pants

    Slay the day in these 60s-inspired denim pants that show your curves some love! They feature an elasticized high-rise waist, front side hidden zipper closure, back pockets, a hip-hugging silhouette, seam front, and back details, and a flared hem. Complete the look in a bodysuit and heels.

    Fit & Features

    • Elasticized high-rise waist
    • Side hidden front zipper closure
    • Back pockets, seam details
    • Hip-hugging silhouette, flared hem
    • Pull-on/off styling
    • Dark wash denim, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06602-0396

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taking The Plunge Lace-Up Crop Top

    Take the plunge with a lace-up top that dares to go bold! The top features a plunging V-neckline, a lace-up front, long fitted sleeves, and a cropped hem. The top is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with plaid pants and booties.

    Fit & Features

    • V-neckline
    • Lace-up front
    • Long fitted sleeves
    • Cropped hem 
    • Brushed knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3606

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Turn-Heads Lace Up Crop Sweater

    Turn heads when you walk by in this lace-up back crop sweater featuring cozy long sleeves, a turtle neck, and a relaxed fit on rib-knit fabric. Complete the look in chic Panama hat and jeans. 

    Fit & Features

    • Cozy long sleeves
    • Turtle neck
    • Relaxed fit
    • Cropped hem
    • Lace-up back
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1539

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Varsity Blues Cable Knit Sweater

    Can't decide what to wear? Let this varsity crop sweater slide into your lineup! It features long sleeves with striped cuffs, a v-neckline, and a high-low hem on cable knit fabric with minimal stretch. Complete the look in skinny jeans and boots.

    Fit & Features

    • Long sleeves, striped cuffs
    • V-neckline
    • High-low crop hem
    • Varsity stripes throughout
    • Cable knit design, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1567

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Of-The-Moment Chic Swirl Print Midi Dress

    This of-the-moment chic swirl print midi dress is perf for happy hour! It features a sleeveless V-neckline, bungee spaghetti straps, a hip-hugging fit that flows out to a midi-length A-line silhouette, and a sultry front slit. The smooth jersey knit fabric showcases an alluring all-over swirl print pattern. Style with a faux leather blazer and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Hip-hugging fit, midi-length A-line silhouette
    • Thigh-high front slit
    • Swirl print pattern
    • Jersey knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4817

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love, Wear, Repeat Short Sleeve Maxi Dress

    Love, wear, and repeat. You'll adore this maxi dress for all of your styling needs this season! It features short sleeves, a V-neckline, a form-hugging slim silhouette, and a floor-length hem on stretchy rib knit fabric. Complete the look in rhinestone hoop earrings for a dinner date.

    Fit & Features

    • Short sleeves
    • V-neckline
    • Form-hugging, slim silhouette
    • Floor-length maxi hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5107

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Fine In Floral A-Line Midi Dress

    Take your look to the next level with this gorgeous floral midi dress. With its cowl neckline, adjustable spaghetti straps, A-line silhouette, and a painted floral print on woven fabric, this midi-length dress will make you feel stylish and fine! Complete the look in sleek stiletto heels for a semi-formal soiree.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • A-line silhouette
    • Midi-length hem
    • Painted floral print
    • Lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2920

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Image Long Sleeve Gold Trim Bodysuit

    Your style always makes an edgy image, so let this knit bodysuit do the same for you! It features fitted long sleeves, a crew neckline, a front gold trim cutout, a form-hugging fit, and a thong bottom with snap-button closures. Complete the look in a mini skirt and boots!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Front gold trim cutout
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5111

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glammed Out High Rise Cut Off Shorts

    You'll be totally glammed out in these high rise cut offs and we love it! Pair with some cowgirl boots and a crop top and you're ready for festival season bby!

    Fit & Features

    • High rise waist
    • Traditional five pocket and belt loop design
    • Front button | Hidden zipper closure
    • Rhinestone fringe detailing on the front pockets
    • Slightly frayed cut off hem
    • Denim fabric | Minimal stretch

    Style Number/Barcode: 06603-0043

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bella Super High Rise Skinny Ankle Jeans

    Oasis by Eunina

    The Bella Super High Rise Skinny Ankle Jeans are the pair of denim you need to have in your closet! They feature a flattering high waist with slight distressing and an ankle cut hem. Wear these with a cute flowy sweater and heeled ankle boots.

    Fit & Features

    • Super high rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Distressed detailing
    • Skinny leg fit
    • Ankle cut hem
    • Denim fabric

    Style Number/Barcode: 06602-0174

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Cozy Vibes Plaid Blanket Scarf

    Wrap yourself in a cozy plaid scarf that is totally cuddle-worthy. The scarf features a plaid print with soft-hued neutral pink and gray tones and an oversized blanket fit. Complete your cold-weather outfit with a faux fur jacket and ankle booties

    Fit & Features

    • Plaid print
    • Soft-hued neutral pink and gray tones
    • Oversized blanket fit

    Style Number/Barcode: 07305-0205

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Understated Elegance Bar Pendant Layered Necklace
    Add a touch of understated elegance to your look with this layered chain necklace! It's designed with both vertical and horizontal bar pendants. Wear it with a sweetheart neckline dress for date night.

    Fit & Features
    • Layered chain
    • Vertical and horizontal bar pendants

    Style Number/Barcode: 07002-0896

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Striped Lattice Back Knit Sweater

    Keep it sassy in a striped sweater that is so chic! The sweater features a V-neckline, a striped design, a lattice back, and is composed of knit fabric. Complete your look with a chic high waist skirt.

    Fit & Features

    • V-neckline 
    • Long dolman-style sleeves
    • Striped design
    • Lattice back detail
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0705

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Read All About It Mesh Duster

    You're so extra, everyone will come to you for style advice in this trendy mesh duster! It features long fitted sleeves, a flowy open front and a fab allover newspaper print. Layer this chic duster over a basic bodysuit and denim for a look your squad will love.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Flowy fit with a mid-length silhouette
    • Sheer mesh fabric with plenty of stretch
    • Allover newspaper print

    Style Number/Barcode: 06202-0086

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lug Life Combat Boots

    Stomp your feet to the beat of these lug boots! They feature an almond toe design, block heel, front lace-up with self-tie, and a side zipper closure. Complete your edgy look with a bodysuit and denim.

    Fit & Features

    • Almond toe design
    • Front lace-up with self-tie
    • Side zipper closure
    • Block heel
    • Lug sole 
    • Above the ankle length
    • Runs true to size

    Style Number/Barcode: 07403-1458

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free