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.

  • Cozy Days Faux Fur Plaid Shacket

    You'll have so many cozy days in this cute faux fur plaid shacket perfect for the chilly season! It features comfy long sleeves, a collar neckline, a button-down front, front flap pockets with button closures, and a relaxed fit. Complete the look in trendy booties for casual plans!

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Button-down front
    • Front flap pockets, button closures
    • Relaxed fit
    • Plaid pattern, faux fur fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0396

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Vibes Ribbed Knit High Slit Maxi Dress

    This ribbed knit high slit maxi dress will bring elevated vibes to your casual basics! Crafted from a stretchy ribbed knit fabric, this maxi dress features a scoop neckline, long fitted sleeves, a long-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. Style with a faux leather jacket and knee-high boots for a casual-chic date night look!

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Long-length hem
    • Thigh-high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5342

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ride In Style Faux Leather Moto Crop Jacket

    Wherever you're headed, arrive in style! This faux leather moto jacket features long sleeves, a mock neckline with snap-button closure, front zipper closure, zippered pockets for keeping your hands warm, a cropped hem, and a trendy contrast striped pattern for added flair. Complete the look in a tee and slit midi skirt for a cute-edgy vibe!

    Fit & Features

    • Long sleeves
    • Mock neckline with snap-button closure
    • Front zipper closure, zippered pockets
    • Cropped hem
    • Contrast striped pattern
    • Faux leather fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1868

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Elevated Faux Sherpa Trim Vest

    This faux sherpa trim vest is a cozy elevated staple for the season! It features a lapel collar, an asymmetric zip-front design, a cropped hem, a fitted silhouette, and faux sherpa trims on the ultra-smooth faux suede fabric. Layer over a long-sleeved bodysuit with jeans and ankle booties for a chic fall vibe.

    Fit & Features

    • Sleeveless bodice, lapel collar
    • Asymmetric zip-front design
    • Two front faux pockets
    • Cropped hem, fitted silhouette
    • Faux sherpa trims
    • Faux suede fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0395

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Fall Vibes Cabbie Hat

    This elevated cabbie hat will bring those chic fall vibes to your looks this season! It features a classic cabbie hat design with a rounded top composed of felt material and a sleek faux leather brim. Pair this hat with a faux leather blazer and knee-high boots.

    Fit & Features

    • Classic cabbie hat design
    • Felt material
    • Faux leather brim

    Style Number/Barcode: 07302-1510

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Show Off Your Curves Smooth Knit Midi Skirt

    This smooth knit midi skirt will show off your curves and create an alluring silhouette. It features a high-rise waist, a midi-length hem with a high-cut side slit accent, and a form-hugging fit to flaunt your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this mid-length skirt with a corset top and mules for happy hour.

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem
    • High-cut side slit
    • Curve-hugging fit
    • Ribbed smooth knit fabric, full-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0897

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Streamlined Silhouette Smooth Knit Maxi Skirt

    Create a chic streamlined silhouette with this smooth knit maxi skirt. It features a high-rise waist, a maxi-length hem with a high-cut back slit accent, and a curve-hugging silhouette to showcase your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this maxi-length skirt with a crop top and ankle booties for drinks with the squad.

    Fit & Features

    • High-rise elasticized waist
    • Maxi-length hem
    • High-cut back slit
    • Curve-hugging fit
    • Ribbed smooth knit fabric, full-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0899

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stop And Flare Smocked Skater Dress

    Stroll on by making everyone stop and stare at you in this flirty skater dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a cutout bust accent, a stretchy smocked bodice, and a flattering skater short-length hem. Complete the look in statement sandals for a brunch or day date!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Cutout bust accent
    • Stretchy smocked bodice
    • Skater silhouette, short-length hem
    • Cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5337

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Standout Staple Crew Neck Cutout Midi Dress

    This midi dress may just become that special staple piece in your lineup! It features fitted long sleeves, a crew neck with a button-back closure and keyhole accent, a flattering bodycon silhouette and front slit, and a flirty cutout back design. Complete the look with statement earrings for a cocktail hour.

    Fit & Features

    • Fitted long sleeves
    • Crew neck, back button closure, keyhole
    • Bodycon silhouette, front slit
    • Cutout back design
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5335

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Another Slay Sweater Knit Maxi Skirt

    Another day, another slay! This sweater maxi skirt features an elasticized high-rise waist, a form-hugging silhouette, and a flirty center back slit along the hem on soft and stretchy rib knit fabric. Style the maxi skirt with a cute mini handbag and mules for a farmer's market!

    Fit & Features

    • Elasticized high-rise waist
    • Form-hugging silhouette
    • Center back slit
    • Maxi-length hem
    • Sweater rib knit fabric
    • Soft and stretchy
    • Runs true to size

    Style Number/Barcode: 06501-0893

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lavish Life Satin Slit Midi Skirt

    You'll be living lavishly in your new must-have satin midi skirt perfect for dinner parties and celebrations! The skirt features a sleek high-rise waist, a side zipper and hook and eye closure, a hip-hugging fit with a flowy A-line silhouette, and a high-cut side slit. Complete the look in a crop sweater and heels!

    Fit & Features

    • High-rise waist
    • Side zipper, hook and eye closure
    • Hip-hugging fit, flowy A-line silhouette
    • High-cut side slit
    • Midi-length hem
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0599

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever Basic Crew Neck Slit Midi Dress

    Forever your basic midi dress with head-turning detail! It features classic cap sleeves, a crew neckline, a flirty cutout back accent, a flattering bodycon silhouette, and a midi-length hem with a high front slit. The soft brushed knit fabric has plenty of stretch. Complete the look with a glam ring set for a family party or casual date!

    Fit & Features

    • Cap sleeves
    • Crew neckline
    • Cutout back accent
    • Bodycon silhouette
    • Midi-length hem, high front slit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5334

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Chill Crochet Wide-Leg Pants

    You'll love styling these crochet knit pants on chill autumn days! They feature a flattering high-rise elasticized waistband, a wide-leg silhouette, and ribbed cuffs. Complete the look in a basic top, cozy jacket, and slippers! 

    Fit & Features

    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Ribbed cuffs
    • Crochet knit fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06502-2392

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • See Me Shining Glitter Off-The-Shoulder Mini Dress

    Shine on the dance floor in this glitter mini dress designed to own the spotlight! With a flirty off-the-shoulder neckline, sheer long sleeves, and a bodycon fit, you'll have every eye on you.

    Fit & Features

    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Off-the-shoulder sweetheart neckline
    • Adjustable spaghetti straps
    • Sheer fitted ruched long sleeves
    • Ruched and padded bust, sheer bodice, trim
    • Side ruched seams, bodycon silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5214

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living A Dream Marble Off-The-Shoulder Midi Dress

    This dreamy mesh midi dress is ready for you to take on any event! The stylish marble mesh fabric is sure to make a dramatic statement with its off-the-shoulder neckline, ruched fitted sheer long sleeves, flattering side ruched seams, and bodycon silhouette. Complete the look in stiletto heels for a birthday dinner or date night!

    Fit & Features

    • Off-the-shoulder neckline
    • Ruched fitted sheer long sleeves
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Marble print, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5332

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Showstoppin' Staple Long Sleeve Maxi Dress

    Put your curves on display in this basic maxi dress perfect for dressing up or down! The long dress features fitted long sleeves, a classic crew neck, and a flattering bodycon silhouette on hacci rib knit fabric. Complete the look with strappy heels and a purse!

    Fit & Features

    • Hacci rib knit fabric, plenty of stretch
    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5331

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mix And Mesh Chiffon Ruffle Long Duster

    This mesh chiffon duster mixes sheer elements with flirty ruffles for a perfectly dressy style! It features long sleeves with flared cuffs, dual tie-front closures, ruffles going down the front, slit sides, and a flowy long hem. Complete the look with chic block heels for a dinner party!

    Fit & Features

    • Long sleeves, flared cuffs
    • Dual tie-front closures
    • Ruffles down the front
    • Side slits
    • Flow long hem
    • Sheer mesh chiffon fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1642

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl Of Fashion Dainty Chain Link Necklace

    This dainty necklace is the perfect fashion accessory for everyday styling! It features a single paper clip chain link with a faux pearl charm. Includes a back adjustable chain with a clasp closure. Complete the look in classic hoop earrings for a casual dinner party.

    Fit & Features

    • Single paper clip chain link
    • Faux pearl charm
    • Back adjustable chain, clasp closure

    Style Number/Barcode: 07002-1558

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Minimalistic Chunky Hoop Earrings

    Achieve an effortless minimalistic charm with these chinky hoop earrings featuring a small half hoop with a post-back closure. Complete the look with statement stiletto heels for a dressy soiree!

    Fit & Features

    • Half hoop chunky design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1677

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Play Date Sweater Knit Cardigan

    Play up a cute and comfy style with this sweater knit cardigan for all of your casual plans! The cardigan features fitted long sleeves, a V-neckline, button-down front closures, and a flirty center slit along the hem on stretchy rib knit fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Play Date High Rise Straight Leg Pants

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-down front closures
    • Center slit along the hem
    • Stretchy sweater rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1759

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic And Sleek Dainty Chain Choker Necklace

    Add this classic and sleek chain choker to your everyday style! It features a dainty single oval-shaped chain design with a back adjustable chain and a lobster clasp closure. Complete the look with flirty faux lashes for a dinner out with friends.

    Fit & Features

    • Dainty single oval-shaped chain design
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1557

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl Of Perfection Dainty Earrings

    Perfect an exquisite style with these dainty earrings featuring a delicate chain, pull-through design, and a faux pearl charm. Complete the look with a necklace to dress up your date night or cocktail wear!

    Fit & Features

    • Delicate chain
    • Pull-through design
    • Faux pearl charm
    • Rubber stopper

     

    Earrings are final sale and may not be returned or exchanged.  

    Style Number/Barcode: 07001-1678

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Three-Pack Hoop Earrings Set

    The perfect three-pack hoop earrings set you'll love styling on rotation! The set features multiple sizes of hoops with a sleek design and an omega closure. Complete the look with a chic handbag and heels.

    Fit & Features

    • Three-pack hoop earrings set
    • Various sizes
    • Sleek design
    • Omega closures
    • Rubber stoppers

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1675

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale