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.

  • Edgy Glamour Platform Lace-Up Boots

    Bring the edgy glam vibes to your look with these on-trend combat boots. They feature a round toe, a lace-up front, an inner zipper closure, a tall platform, and an all-over croc embossed print. Style these boots with a graphic tee and mom jeans.

    Fit & Features

    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Platform
    • Croc-embossed print
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1297

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Allure Lace-Up Denim Stiletto Pumps

    Weave a timeless tale of fashion with these denim stiletto pumps! Designed with denim material, a pointed toe, a bungee lace-up design, and a cushioned faux leather insole, these stiletto pumps have it all for the perfect vintage allure. Complete the look with a chic mini shoulder bag for a daytime outing!

    Fit & Features

    • Closed pointed-toe
    • Bungee lace-up design
    • Stiletto heel
    • Cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4547

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Waist Striped Jumpsuit

    Serve stunning looks in this chic tie waist striped jumpsuit! It features an off the shoulder square neckline with a popover detail, a high waist with a tie front belt, and flowy wide pant legs. The jumpsuit is composed of a crepe fabric that offers moderate stretch.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0072

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Take Mesh Sling-Back Pumps

    A little sheer, a little sassy—these pumps were made for double takes. The kitten heel keeps it comfy while the sling-back strap serves all-day, all-night vibes.

    Fit & Features

    • 2" Kitten stiletto heel
    • Closed pointed toe
    • Sheer mesh material
    • Adjustable sling-back strap, buckle detail
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000337

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Prowl Jumpsuit
    Embrace your kitty-kat energy with this sexy off-the-shoulder catsuit. This features a surplice front, an off the shoulder styling, an exposed back zipper closure and is fitted throughout. It's made of a crepe fabric with little stretch.

    Style Number/Barcode: 06502-0073

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuter Clinch Front Ribbed Bodysuit
    You love a bodysuit. So grab one that's even cuter than your last! This ribbed suit features adjustable spaghetti straps, a ruffle-trim neckline with clinch-front detail at bust, a thong-style bottom, and two-button snap closure. Bodysuit is made from a lightweight knit material with ample stretch.

    Style Number/Barcode: 06001-1744

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Sassy Mini Dress

    Get a chic yet still sassy look with this trendy printed mini! The dress features a mock neck, back button closures at the neck followed by a keyhole cut out, long fitted sleeves with thumb holes, and a short, curve hugging fit. The dress is composed of a brushed knit fabric with 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: 05102-0121

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Me Mini Dress

    Get tied to this cute mini! It features a plunging V neckline with a tie front accent, fitted long sleeves, a sexy mid-drift cut out and a mini length silhouette. Dress is composed of a ribbed knit fabric that offers a curve hugging fit with a moderate stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0307

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Command High Heel Boots
    Stay in command with boots that put you ahead of the game! These combat style boots feature a lug sole with a block high heel, a lace up design with metal eyelets, a  padded cuff at ankle, and a round toe. They are composed of a faux suede material.

    Style Number/Barcode: 07403-0088

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Knit Midi Dress

    Fall into the season with trendy knit to make an effortlessly chic look! The dress features a crew neck, fitted long sleeves and a midi length silhouette. Dress is composed of a double lined brushed knit fabric that offers a form hugging fit with a moderate stretch.   

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

    Style Number/Barcode: 05102-0141

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Balloon Sleeve Mock Neck Crop Top
    Layer up with this ribbed knit crop for a perfect fall look! It features a mock neck, long balloon style sleeeves with cuffs, and a fitted, cropped hem. The knit fabric offers plenty of stretch.

    Style Number/Barcode: 06001-2123

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Aries Star Graphic Tee

    Showcase your zodiac sign with pride bby! Pair this Aries star graphic tee with some classic distressed denim and strappy heels.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Mid-length, form-fitting style
    • Center script reading "Aries" with a constellation graphic
    • Cotton blend fabric | Moderate stretch

    Style Number/Barcode: 06002-0432

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Vibes Braided Panama Hat

    Get those western vibes goin' when you style a suede panama hat with your muscle tee, high waist denim & cowboy fringe boots!

    • Western style panama hat
    • Braided detailing with silver conchos
    • Faux suede
    • Non-stiff brim

    Style Number/Barcode: 07302-0198

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Carry On Vibrant Snake Mini Purse
    Keep doin' you boo-boo! Add a pop of color and hold all your essentials in this trendy mini purse. Make room for your newest addition bb!
    • Rectangular Design 
    • Top Handle 
    • Snap Button Closure 
    • Detachable And Adjustable Nylon Shoulder Strap
    • Multi Vibrant Textured Snake Print 

    Style Number/Barcode: 07203-0334

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Style Lace-Up Crop Button Vest

    Be on trend this season with this statement vest for effortless styling! Featuring a square neckline, shoulder straps, and princess seam detailing, this vest offers a flattering fit. The back lace-up and front button-up closures add style and convenience, while the cropped hem flatters your figure. Complete the look in chic wide-leg pants for a polished style.

    Fit & Features

    • Twill fabric, sewn-in knit lining
    • Square neckline
    • Front button-up closures
    • Lace-up back
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1807

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All White Chunky Lace Up Sneakers

    These all-white chunky dad sneaks will make you the trendy member of your squad! They feature a chunky sole and a lace-up design. Pair them with some distressed mom jeans and a graphic tee for a fun shopping day with your girls.

    Fit & Features

    • Round toe
    • Chunky sole
    • Lace-up front
    • Pull tab
    • All-white hue

    Style Number/Barcode: 07407-0165

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Making Bold Moves Lucite Block Heels

    You'll be making major bold moves in these trendy lucite block heels! They feature a leopard printed patent faux leather material to make your look all the more fierce. Pair with a little black dress and let your heels make the statement at your next party.

    Fit & Features

    • Open almond toe with a toe strap
    • Clear wide band over the top
    • Open back
    • Leopard printed patent PU material
    • Thin lucite block heel

     

    Please be advised that these heels run small. Fit model recommends one size up. 

    Style Number/Barcode: 07401-2416

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab and Chic Faux Suede Lace-Up Boots

    Step out in these fab boots that are perfect to style with your favorite ribbed knit mini dress for a casual date night. The boots feature a below the knee fit, a lace-up back, an almond toe, and a low block heel. The boots are composed of a faux suede material.

    Fit & Features

    • Below the knee fit
    • Lace-up back 
    • Almond toe
    • Low block heel
    • Faux suede material 

    Style Number/Barcode: 07402-0590

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine On Layered Charm Necklace
    Keep shining all day long in this layered chain necklace! It features layered chains with dual charms. Wear with a sundress for an effortlessly chic look.

    Fit & Features
    • Layered chains
    • Dual disc charms
    • Sunburst etched

    Style Number/Barcode: 07002-0899

    Category Name: 2026 Fall Outfit Trends

    Price: $1.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Style Moment Leopard Print Bodysuit

    Have a bold style moment in this on-trend leopard print bodysuit! It features a crew neckline, long fitted sleeves, front keyhole cutouts, a thong bottom, and a form-hugging fit. Pair this bodysuit with distressed jeans and clear mules.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Front keyhole cutouts
    • Thong bottom, dual snap button closures
    • Leopard print
    • Lightweight ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3498

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Living Large Trendy Twist Hoops

    Showcase how extra you are with hoops that take the spotlight! The earrings feature extra-large hoops with a trendy twist design and a post-back closure. Complete look with a matching crop top and mini skirt set

    Fit & Features

    • Extra-large hoops
    • Twist design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-0953

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy-Chic Faux Leather Joggers

    These trendy-chic faux leather joggers will stylishly elevate your look. They feature a high-rise waist, a hidden front zipper and hook and bar closures, side pockets, cargo-style pockets, a relaxed fit, and a tapered jogger hem. Pair these joggers with a cute crop top and clear heels.

    Fit & Features

    • High-rise waist, elastic-banded back
    • Hidden front zipper, two hook and bar closures, a single button closure
    • Side pockets
    • Cargo-style side pockets
    • Relaxed fit, tapered elastic-banded jogger hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0355

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Old School Hound Stooth Cabby Cat

    Kick it old school in this cute hood stooth cabby hat perfect for styling with pointed-toe booties. 

    Fit & Features

    • Traditional cabby hat design
    • Hound stooth pattern

    Style Number/Barcode: 07302-0511

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Slouch Stiletto Boots

    Shimmer and shine with every step in these slouch stiletto boots featuring a pointy toe, all-over rhinestone embellishments, under-the-knee length, and a side zipper closure on faux suede material. Complete the look in a sassy mini dress.

    Fit & Features

    • Slouched design
    • Pointy toe
    • Stiletto heel
    • Rhinestone embellishments
    • Under-the-knee length
    • Side zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0847

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale